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MXPA01006546A - Aromatic heterocycle compounds having hiv integrase inhibiting activities - Google Patents

Aromatic heterocycle compounds having hiv integrase inhibiting activities

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Publication number
MXPA01006546A
MXPA01006546A MXPA/A/2001/006546A MXPA01006546A MXPA01006546A MX PA01006546 A MXPA01006546 A MX PA01006546A MX PA01006546 A MXPA01006546 A MX PA01006546A MX PA01006546 A MXPA01006546 A MX PA01006546A
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MX
Mexico
Prior art keywords
substituted
hydroxy
propenone
heteroaryl
aryl
Prior art date
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MXPA/A/2001/006546A
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Spanish (es)
Inventor
Toshio Fujishita
Tomokazu Yoshinaga
Akihiko Sato
Original Assignee
Shionogi&Ampco Ltd*
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Application filed by Shionogi&Ampco Ltd* filed Critical Shionogi&Ampco Ltd*
Publication of MXPA01006546A publication Critical patent/MXPA01006546A/en

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Abstract

Compounds represented by general formula (I), tautomers of the same, prodrugs of both, or pharmaceutically acceptable salts or hydrates of them, which exhibit integrase inhibiting activities:wherein X is hydroxyl, protected hydroxyl or optionally substituted amino;Y is COORA (wherein RA is hydrogen or an ester residue), CONRBRC (wherein RB and RC are each independently hydrogen or an amide residue), optionally substituted aryl or optionally substituted heteroaryl;and A1 is optionally substituted heteroaryl, with the proviso that the cases wherein eitheror both of Y and A1 are optionally substituted indol-3-yl are excepted.

Description

AROMATIC HETEROCICLIC COMPOUNDS THAT HAVE INHIBITION ACTIVITIES OF THE IMTEGRASA OF THE HUMAN IMMUNODEFICUSNESS VIRUS DESCRIPTION OF THE INVENTION Technical Field The present invention relates to a novel compound having an antiviral activity, with details of the heteroaromatic derivatives having an inhibitory activity against the HIV integrase, a pharmaceutical composition containing them, especially an anti-HIV agent and a process for the preparation of it.
Background of the Invention Among viruses, human immunodeficiency virus (HIV), a type of retrovirus, is known to cause acquired immunodeficiency syndrome (AIDS). The therapeutic agent for AIDS is mainly selected from the group of reverse transcriptase inhibitors (eg, AZT, 3TC, and the like) and protease inhibitors (eg, Indinavir and the like), but it has been proven that this goes accompanied by side effects Ref: 130446 such as nephropathy and the emergence of resistant viruses. In this way, the development of anti-HIV agents having the other mechanism of action has been desired. On the other hand, it is reported that a combination therapy is efficient in the treatment for the acquired immunodeficiency syndrome due to the frequent appearance of resistant mutants in Balzarini, J. et al., Proc. Natl. Acad. Sci. USA 1996, 93, p. 13152-13157. Inhibitors of reverse transcriptase and protease inhibitors are clinically useful as an anti-HIV agent, but agents having the same mechanism of action often show cross-resistance or only additional activity. Therefore, anti-HIV agents that have another mechanism of action are also desired. Under the above circumstances, research has focused on integrase, which is an enzyme related to site-specific recombination or the insertion of viral DNA into chromosomes in animal cells, and research for anti-HIV agents based on the inhibitory activity of the enzyme has also been carried out for example by: (1) KOURILSKY P et al., Proc. Natl. Acad. Sci. USA 61 (3), 1013-1020 (1968); F. Barin et al., J. VIROL METHODS (HOLANDA), 17 / 1-2 (55-61) (1987); (3) Fesen, MR, Proc.
Natl. Acad. Sci. USA 90: 2399, (1993): (4) DeNoon, DJ, CDC AIDS Weekly Pagination: P2 (1990). On the other hand, gene therapy has been applied to thirteen hereditary diseases such as adenosine deaminase deficiency, familial hypercholesterolemia, hemophilia and the like, and recently spread to rheumatic diseases, cancer, infectious diseases such as HIV and the like . Namely, the number of diseases as a goal of gene therapy is increasing year by year. Gene therapies have been applied in more than three thousand patients in the world, especially in the United States. Several methods have been developed for gene transfections such as a lipofectin method and a transfection with an adenoviral vector, an adeno-associated virus vector, and the like. Up to fifty percent of gene therapies are performed using a retroviral vector prepared from MLV (Moloney murine leukemia virus, Mo-MLV, MMLV). Although each method has merits and demerits, it is expected that a retroviral vector stably expresses the gene for a prolonged period without disappearance of the gene by cell divisions because it is inserted into the host cells. However, the clinically used retroviral vector derived from MLV can only infect proliferating cells because it is not capable of actively transferring to the nucleus. Therefore, the retroviral vector derived from HIV can overcome the above problem, which is being investigated. The problems accompanied by these retroviral vectors include 1) the appearance of self-replicating viruses by mutation or transformation with the endogenous virus, 2) cytotoxicity, 3) oncogenicity and the like. Therefore, it is important to solve the problems accompanied by these retroviral vectors and various types of the improved vectors are studied. (Takashi Yoshida, The Japanese Association of Gene, Handbook of the development of gene therapy, N.T.S., 1999). Some integrase inhibitors have recently been reported, for example, the peptide derivatives described in U.S. Patent No. 5,578,573, tetrahydronaphthyl derivatives described in British Patent to GB No. 2306476A, and acridone derivatives described in WO 97 / 38999. Also, in Khim. Geterotskl, Soedin, 1973 (11), 1519, the following 2-hydroxy-4-oxo-butenoic acid derivatives substituted with indolyl are described in position 4, which do not show any therapeutic activity.
Gardner, T.S. reported in J. Org. Chem. 1961 (26), 1514, the following esters of 2-hydroxy-4-oxo-2-butenoic acid substituted with heteroaryl in the 4-position, but its therapeutic activity is not described herein.
A1 = 2-pyridyl, 3-pyridyl, 4-pyridyl, 2-furyl or 5-methylthiophen-2-yl The following derivatives of 2-hydroxy-4-oxo are described in Japanese Patent JP-A-61-134346. -2-butenoic substituted with heteroaryl at the 4-position, which are useful as an anti-ulcer agent.
A1 = pyrrol-2-yl, l-methylpyrrol-2-yl, furan-2-yl, pyridin-3-yl, thiophen-2-yl, 5-methylthiophen-2-yl or 2,5-dimethylthiophen-3 ilo Feries, M. Collect. Czech Chem. Commun., 1990, 55, p. 1228-1233 and Barluena, J. Síntesis 1996, 1, p. 133-140 describe the following heteroaromatic derivatives having the l-hydroxy-3-oxo-propenylene group which have no therapeutic activity. Feries, M.
A1, Y = pyridyl Berluenga, J.
O OH In addition, U.S. Patent 5,475,109 discloses dioxobutanoic acid derivatives substituted with non-aromatic heterocycles, which are useful as an anti-viral anti-influenza agent, whose mechanism of action is the inhibition of endonuclease dependent on chap. 1- (5-phenylaminotriazol-3-yl) -3-hydroxy- (thiophen-2-yl) -propenyone, 1- [5- (4-tolylamino) thiazol-3-yl] -3-hydroxy- ( thiophen-2-yl) -propenone and the like are described in Indian Journal of Chemistry Vo. 30B, March 1991, pp. 313-319, but its therapeutic activity is not described.
DESCRIPTION OF THE INVENTION Under the above circumstances, the development of a new integrase inhibitor has been desired. The present inventors have studied intensively to find that a novel heteroaromatic derivative, namely a compound of the general formula (I) or (II): (I) (II) Wherein X is hydroxyl, protected hydroxyl or optionally substituted amino; Y is -COORA wherein R is hydrogen or an ester residue, -CONRBRc wherein RB and Rc each is independently hydrogen or an amide residue, or optionally substituted aryl or optionally substituted heteroaryl; A1 is optionally substituted heteroaryl; Z1 and Z3 each independently is a bond, lower alkylene or lower alkenylene; Z2 and Z4 each independently is a bond, lower alkylene, lower alkenylene, -CH (OH) -, -S-, -SO-, -S02-, -S02NR21-, -NR21S02-, -O-, -NR21- , -NR21CO-, -CONR21-, -C (= 0) -0-, -0-C (= 0) -, or -C0-; R21 is hydrogen, lower alkyl or lower alkenyl; R1 is optionally substituted aryl, optionally substituted heteroaryl, optionally substituted cycloalkyl, optionally substituted cycloalkenyl, optionally substituted heterocycle; R2 is optionally substituted lower alkyl; optionally substituted lower alkyloxy, optionally substituted lower alkyloxycarbonyl, optionally substituted aryl, optionally substituted aryloxy, optionally substituted aryloxycarbonyl, carboxyl, optionally substituted cycloalkyl, hydroxyl, mercapto, optionally substituted amino, nitro or halogen; and p is 0 or 1, (hereinafter referred to as "a compound of the present invention"), a tautomer, a prodrug, a pharmaceutically acceptable salt or a hydrate thereof, has an inhibitory activity against integrase and is useful as an antiviral agent, an antiretroviral agent, an anti-HIV agent, an anti-HTLV-1 agent (human T-cell leukemia virus, type 1) an anti-FIV (feline immunodeficiency virus) agent or an anti-HIV agent -SIV (Simian Immunodeficiency Virus), especially an anti-HIV agent or an integrase inhibitor, to achieve the present invention.
In addition, the present inventors have discovered that the compound of the present invention inhibits not only HIV integrase, SIV and FIV, but also that of MLV, which is frequently used in gene therapy. In addition, the present inventors have discovered a process for producing the compound of the formula (I) or (II) and a useful intermediate thereof.
BEST MODALITY TO CARRY OUT THE INVENTION The present invention relates to the following compounds and pharmaceutical compositions: (1) a pharmaceutical composition for the inhibition of an integrase containing as an active ingredient a compound of the formula (I): wherein X is hydroxyl, protected hydroxyl or optionally substituted amino; Y is -COORA wherein RA is hydrogen or an ester residue, -CONRBRc wherein RB and Rc each is independently hydrogen or an amide residue, optionally substituted aryl or optionally substituted heteroaryl; and A1 is optionally substituted heteroaryl; with the proviso that a compound wherein Y and / or A1 is optionally substituted indol-3-yl, is excluded, a tautomer, a prodrug, a pharmaceutically acceptable salt or a hydrate thereof. (2) a compound of the formula (I): wherein X is hydroxyl, protected hydroxyl or optionally substituted amino; Y is -CONRBRc wherein RB and Rc are each independently hydrogen or an amide residue, or optionally substituted heteroaryl; and A1 is optionally substituted heteroaryl; with the proviso that a compound wherein Y and / or A1 is optionally substituted indol-3-yl, be excluded, a tautomer, a prodrug, a pharmaceutically acceptable salt or a hydrate thereof; with the proviso that the compounds wherein (1) X is hydroxyl, Y and A1 are pyridyl; (2) X is hydroxyl, Y and A1 are 2-furyl; (3) X is hydroxyl, one is Y and A1 is 2-thienyl, the other is 5-ethoxycarbonylmethylsulfanyl-lH-1,2,4-triazol-3-yl, 5-p-tolylamino-lH-1, 2, 4-triazol-3-yl, 5-phenylamino-lH-1,2-triazol-3-yl, 5-hydrazino-lH-l, 2,4-triazol-3-yl, 5- (3,6- dioxo-hexahydro-pyridazin-4-sulfanyl) -Hl, 2,4-triazol-3-yl, 5- [3- (3, 4-dimethylphenyl) -6-oxo-l-phenyl-1, 4, 5, 6- tetrahydro-pyridazin-4-ylsulfanyl] -lH-1, 2,4-triazol-3-yl, 5- (1,2-dicarboxyethylsulfanyl) -1H, 1, 2, -triazol-3-yl, 5- [1- carboxy-3- (3,4-dimethylphenyl) -3-oxo-propylsulfane] -1H- 1, 2,4-triazol-3-yl, or 5- (2-cyano-2-ethoxycarbonyl-1- phenyl-ethylsulfanyl) -1H-1,2,4-triazol-3-yl; (4) X is hydroxyl, Y and A1 are [3- (2-methoxycarbonylethyl) -4-methoxycarbonylmethyl-5-methyl] -lH-pyrrol-2-yl and (5) X is hydroxyl, Y and A1 are 3- methylpyrazol-1-yl; are excluded, (3) a compound of the formula (II): wherein X is hydroxyl, protected hydroxyl or optionally substituted amino; Y is -COORA wherein RA is hydrogen or an ester residue, -CONRBRc wherein RB and Rc each is independently hydrogen or an amide residue, optionally substituted aryl or optionally substituted heteroaryl; A1 is optionally substituted heteroaryl; Z1 and Z3 each independently is a bond, a lower alkylene or a lower alkenylene; Z2 and Z4 each independently is a bond, lower alkylene, lower alkenylene, -CH (OH) -, -S-, -SO-, -S02-, S02NR21, -NR21S02-, -0-, -NR21", - NR21C0-, -CONR21-, -C (= 0) -0-, -0-C (= 0) - or -C0-, R21 is hydrogen, lower alkyl or lower alkenyl, R1 is optionally substituted aryl, optionally substituted heteroaryl optionally substituted cycloalkyl, optionally substituted cycloalkenyl or optionally substituted heterocycle, R2 is optionally substituted lower alkyl, optionally substituted lower alkyloxy, optionally substituted lower alkyloxycarbonyl, optionally substituted aryl, optionally substituted aryloxy, optionally substituted aryloxycarbonyl, carboxyl, optionally substituted cycloalkyl, hydroxyl, mercapto, optionally substituted amino, nitro or halogen, and p is 0 or 1, with the proviso that the compounds wherein (1) Y and / or A1 is optionally substituted indol-3-yl and (2) X is hydroxyl, Y is 2-thienyl, A1 is 1H-1, 2,4-triazol-3-yl, Z1 and Z3 are each a bond, Z2 is -NH-, R1 is phenyl or p-tolyl, and p is 0, are excluded, a tautomer, a prodrug, a pharmaceutically acceptable salt or a hydrate thereof. (4) the compound according to items (2) or (3) above wherein A1 is optionally substituted furyloptionally substituted thienyl, optionally substituted pyrrolyl, optionally substituted imidazolyl, optionally substituted pyrazolyl, optionally substituted benzofuryl, optionally substituted benzothienyl, optionally substituted benzimidazolyl, optionally substituted indolidinyl, optionally substituted quinolinyl, optionally substituted isoxazolyl, optionally substituted pyridyl, optionally substituted thiazolyl, or oxazolyl optionally substituted, a tautomer, a prodrug, a pharmaceutically acceptable salt or a hydrate thereof. (5) the compound according to subsection (4) above wherein A1 is optionally substituted furyl, optionally substituted thienyl, optionally substituted pyrrolyl, optionally substituted imidazolyl, optionally substituted pyrazolyl, optionally substituted isoxazolyl, optionally substituted pyridyl, optionally substituted thiazolyl, or oxazolyl optionally substituted, a tautomer, a prodrug, a pharmaceutically acceptable salt or a hydrate thereof. (6) the compound according to item (5) above wherein A1 is optionally substituted furyl, optionally substituted pyrrolyl or optionally substituted oxazolyl, a tautomer, a prodrug, a pharmaceutically acceptable salt or a hydrate thereof. (7) the compound according to any of items (3) to (6) above, wherein Y is -COORA wherein RA is hydrogen or an ester residue, -CONRBRc wherein RB and Rc are each independently hydrogen or a residue of amide, or heteroaryl optionally substituted with a substituent selected from the group consisting of halogen, lower alkyl, lower haloalkyl, lower alkyloxy (lower alkyl), carboxyl, lower alkyloxycarbonyl, (optionally substituted aryl) - (lower alkyl) and optionally substituted arylsulfonyl, a tautomer, a prodrug, a pharmaceutically acceptable salt or a hydrate thereof. (8) the compound according to item (7) above wherein Y is -COOH; tetrazolyl optionally substituted with lower alkyl or (lower alkyloxy) (lower alkyl); triazolyl optionally substituted with halogen, lower alkyl, lower haloalkyl or (lower alkyloxy) (lower alkyl); pyridyl optionally substituted with lower alkyl, carboxyl or lower alkyloxycarbonyl; pyrrolyl optionally substituted with lower alkyl or optionally substituted aryisulfonyl; isoquinolinyl optionally substituted with lower alkyl; pyrandinyl optionally substituted with lower alkyl; pyrimidinyl optionally substituted with lower alkyl; oxadiazolyl optionally substituted with optionally substituted aryl or lower alkyl; isoxazolyl optionally substituted with lower alkyl; thiazolyl optionally substituted with lower alkyl; thienyl optionally substituted with lower alkyl; furyl optionally substituted with lower alkyl; thiadiazolyl optionally substituted with lower alkyl; oxazolyl optionally substituted with lower alkyl; or imidazolyl optionally substituted with lower alkyl; a tautomer, a prodrug, a pharmaceutically acceptable salt or a hydrate thereof. (9) the compound according to subsection (8) above wherein Y is tetrazolyl optionally substituted with lower alkyl or (lower alkyloxy) (lower alkyl); triazolyl optionally substituted with halogen, lower alkyl, lower haloalkyl or (lower alkyloxy) (lower alkyl), pyridyl optionally substituted with lower alkyl, carboxyl or lower alkyloxycarbonyl; or pyrimidyl optionally substituted with lower alkyl; a tautomer, a prodrug, a pharmaceutically acceptable salt or a hydrate thereof. (10) the compound according to any one of items (2) to (9) above wherein X is hydroxyl, a tautomer, a prodrug, a pharmaceutically acceptable salt or a hydrate thereof. (11) The compound according to items (3) to (10) above wherein Z1 and Z3 are each a bond, a tautomer, a prodrug, a pharmaceutically acceptable salt or a hydrate thereof. (12) the compound according to any of items (3) to (11) above wherein Z2 is a bond, CO-, -O-, -S-, -S02-, -CH2- or - (CH2) 2-, a tautomer, a prodrug, a pharmaceutically acceptable salt or a hydrate thereof. (13) the compound according to any of items (3) to (12) above wherein R1 is optionally substituted phenyl, a tautomer, a prodrug, a pharmaceutically acceptable salt or a hydrate thereof. (14) the compound according to item (13) above wherein R1 is p-fluorophenyl, a tautomer, a prodrug, a pharmaceutically acceptable salt or a hydrate thereof. (15) a pharmaceutical composition containing as an active ingredient the compound according to any one of items (2) to (14) above. (16) a pharmaceutical composition having an antiviral activity, which contains as an active ingredient the compound according to any of items (2) to (14) above. (17) a pharmaceutical composition having an antiretroviral activity, which contains as an active ingredient the compound according to any of items (2) to (14) above. (18) a pharmaceutical composition having an anti-HIV activity, which contains as an active ingredient the compound according to any of items (2) to (14) above. (19) a pharmaceutical composition having an anti-HTLV-1 activity, which contains as an active ingredient the compound according to any of items (2) to (14) above. (20) a pharmaceutical composition having an anti-FIV activity, which contains as an active ingredient the compound according to any of items (2) to (14) above. (21) a pharmaceutical composition having an anti-SIV activity, which contains as an active ingredient the compound according to any of items (2) to (14) above. (22) a pharmaceutical composition that inhibits integrase, which contains as an active ingredient the compound according to any of items (2) to (14) above. (23) a medical anti-HIV mixture comprising one or two inhibitors selected from a group consisting of an absorption inhibitor, a TAT inhibitor, a REV inhibitor, a reverse transcriptase inhibitor, and a protease inhibitor , in addition to the integrase inhibitor according to clauses (1) or (22) above. (24) the pharmaceutical composition according to items (1) or (22) above, which improves an anti-HIV activity of one or two inhibitors selected from a group consisting of an inhibitor of absorption, a TAT inhibitor, a REV inhibitor, a reverse transcriptase inhibitor, and a protease inhibitor. (25) a method for treating AIDS comprising administering the compound according to any of the above (1) to (14). (26) the use of the compound according to any of the items (1) to (14) above, for the manufacture of a medicament for treating AIDS.
The present invention relates to the following processes and intermediates: (27) a process for producing a compound of the formula (V): (V) wherein A1 is an optionally substituted heteroaryl and A is CW wherein W is hydrogen, lower alkyl, lower haloalkyl or halogen, or N with the proviso that a compound wherein A1 is optionally substituted indol-3-yl, is excluded, which comprises reacting a compound of the formula (III): (III) wherein A1 is as defined above, with a compound of the formula (IV): (IV) wherein A is as defined above, Q is a protecting group and L is a leaving group, in the presence of a base, and unprotecting Q. (28) the process according to the preceding subsection (27) wherein a group of the formula: is a group of the formula: wherein A1 optionally substituted heteroaryl; Z1 and Z3 each independently is a bond, lower alkylene or lower alkenylene; Z2 and Z4 are each independently a bond, lower alkylene, lower alkenylene, -CH (OH) -, -S-, -SO-, -S02NR21-, -NR21S02-, -0-, -NR21-, -NR21C0- , -CONR21, -C = (0) -0-, -0-C (= 0) - or -C0-; R21 is hydrogen, lower alkyl or lower alkenyl; R1 is optionally substituted aryl, optionally substituted heteroaryl, optionally substituted cycloalkyl, optionally substituted cycloalkenyl, or optionally substituted heterocycle; R2 is optionally substituted lower alkyl, optionally substituted lower alkyloxy, optionally substituted lower alkyloxycarbonyl, optionally substituted aryl, optionally substituted aryloxy, optionally substituted aryloxycarbonyl, carboxyl, cycloalkyl, hydroxyl, mercapto, optionally substituted amino, nitro or halogen; and p is 0 or 1; with the proviso that a group wherein A1 is optionally substituted indol-3-yl, is excluded, (29) the process according to item (28) wherein A1 is optionally substituted furyl, Z1 and Z3 is each a bond, Z2 is a bond, -CO-, -O-, -S-, -S02-, -CH2- or - (CH2) 2- and R1 is optionally substituted phenyl, (30) a compound of the formula (VI): wherein Z is a bond, -CO-, -O-, -S-, -S02-, -CH2-, or - (CH2) 2- and R1 is optionally substituted phenyl, (31) the compound according to the subheading (20) above wherein Z2 is -S02-, -CH2- or - (CH2) 2- and R1 is phenyl optionally substituted with halogen, (32) a compound of the formula (IV): (IV) wherein A is C-W wherein W is hydrogen, lower alkyl, lower haloalkyl or halogen or N, Q is trifyl and L is ethoxy. One of the structural features of the compound of the present invention is that optionally substituted heteroaryl of A1 is substituted with the group of the formula: C (= 0) -CH = C (X) Y wherein X is hydroxyl, protected hydroxyl or amino optionally substituted, Y is -COORA wherein RA is hydrogen or an ester residue, -CONRBRc wherein RB and Rc are each independently hydrogen or an amide residue, optionally substituted aryl or optionally substituted heteroaryl, with the proviso that A1 is not Indole-3-yl. One of the structural features of the compound of formula (II) is that optionally substituted heteroaryl of A1 is substituted not only with the foregoing group of the formula: -C (= 0) -CH = C (X) Y wherein X and And they are as defined above, but also the group of the formula: -Z1-Z2-Z3-R1 wherein Z1 and Z3 are each independently a bond, lower alkylene or lower alkenylene; Z2 is a bond, lower alkylene, lower alkenylene, -CH (OH) -, -S-, -SO-, -S02-, -S02NR21-, -NR21S0-, -0-, -NR21-, -NR21C0-, -CONR21-, -C (= 0) -0-, -0-C (= 0), or C0-; R21 is hydrogen, lower alkyl or lower alkenyl; R1 is optionally substituted aryl, optionally substituted heteroaryl, optionally substituted cycloalkyl, optionally substituted cycloalkenyl or optionally substituted heterocycle, and optionally further substituted with the group of the formula: -Z -R2 wherein Z4 is a bond, lower alkylene, lower alkenylene, -CH (OH) -, -S-, -SO-, -S02-, -S02NR21-, -NR21S02-, -O-, -NR21-, -NR21C0-, -CONR21-, -C (= 0) - 0-, -OC (= 0), or C0-; R21 is hydrogen, lower alkyl or lower alkenyl; R2 is optionally substituted lower alkyl, optionally substituted lower alkyloxy, optionally substituted lower alkyloxycarbonyl, optionally substituted aryl, optionally substituted aryloxy, optionally substituted aryloxycarbonyl, carboxyl, optionally substituted cycloalkyl, hydroxyl, mercapto, optionally substituted amino, nitro or halogen, with the proviso that A1 is not optionally substituted indol-3-yl. Since A1 of formula (II) is substituted with the group of the formula: C (= 0) -CH = C (X) Y wherein X and Y are as defined above and the group of the formula: -Z1 -Z2-Z3-R1 wherein R1, Z1, Z2 and Z3 are as defined above, the heteroaryl (A1) of the formula (II) is referred to as heteroaryl which is coupled to the group of the formula: -C (= 0 ) -CH = C (X) Y where X and Y are as defined above. For example, the heteroaryl of A1 is named as shown below when A1 is furyl or pyridyl. In the other heteroaryl groups of A1 they are also referred to. pyridin-3-yl A1 of the formula (I) and (II) is optionally substituted heteroaryl, which includes monocyclic heteroaryl and fused heteroaryl, with the proviso that Al is not optionally substituted indol-3-yl. In the case where A1 is monocyclic heteroaryl, especially preferred is the embodiment represented by formula (II). In the case where A1 is fused heteroaryl, both modalities represented by formula (I) and formula (II) are preferred. A more preferable embodiment of the compound of the present invention is, for example, a compound shown as the following (A-1) to (A-54). In the case where a compound wherein Y is optionally substituted aryl or optionally substituted heteroaryl, is referred to as a propenone derivative, the carbon atom substituted with A1 is the 1-position and the carbon atom substituted with the group of the formula : -And it is position 3 of propenone as shown below. In the case where Y is the group of the formula: -COORA where RA is hydrogen or an ester residue; or -CONRBRc wherein RB and Rc are each independently hydrogen or an amide residue, such compound can be termed as a butenoic acid as follows: (I) In the case where Y is aryl In the case where Y is - COORA wherein optionally substituted RA or heteroaryl is hydrogen or an ester residue or-optionally substituted CONRBRc wherein RB and Rc each is independently hydrogen or an amide residue (Al) 1- [1 H-1 (4-fluorobenzyl) pyrazol-4-yl] -3-hydroxy-3- (1 H-1,2,4-triazol-3-yl) -propenone, (A-2) l- [4- (4-Fluorobenzyl) furan-2-yl] -3-hydroxy-3- (1H-1,2,4-triazol-3-yl) -propenone, (A-3) -1- [5] - (4-fluorobenzyl) furan-2-yl] -3-hydroxy-3- (2H-tetrazol-5-yl) -propenone, (A-4) 3-hydroxy-1- (5-phenylthiofuran-2-yl) ) -3-hydroxy-3- (1H-1,2,4-triazol-3-yl) -propenone, (A-5) 1- (5-benzenesulfonylfuran-2-yl) -3-hydroxy-3- ( 1H-1,2, 4-triazol-3-yl) -propenone, (A-6) 4- [5- (4-fluorobenzyl) furan-2-yl] -2-hydroxy-4-oxo-2- butenoic, (Al) 4- [5- (4-fluorobenzyl) furan-2-yl] -2-hydroxy-4-oxo-2-butenoic acid methyl ester, (A-8) 1- (5-n- butylfuran-2-yl) -3-hydroxy-3- (1H-1,2-triazol-3-yl) -propenone, (A-9) l- [5- (4-fluorobenzyl) thiophen-2-yl) ] -3-hydroxy-3- (1H-1,2,4-triazol-3-yl) -propenone, (A-10) l- (5-n-butylfuran-2-yl) -3-hydroxy-3 - (2H-tetrazol-5-yl) -propenone, (A-11) l- [5- (4-fluorobenzyl) furan-3-yl] -3-hydroxy-3- (1H-1, 2, -triazole -3-yl) -propenone, (A-12) l- [5- (4-Fluorobenzyl) pyrrol-2-yl] -3-hydroxy-3- (1H-1, 2,4-triazol-3-yl) -propenone, (A-13) l- [3 - (4-fluorobenzyl) furan-2-yl] -3-hydroxy-3- (2H-tetrazol-5-yl) -propenone, (A-14) l- [3- (4-fluorobenzyl) furan-2- il] -3-hydroxy-3- (1H-1,2, -triazol-3-yl) -propenone, (A-15) l- [4- (4-fluorobenzyl) furan-3-yl] -3- hydroxy-3- (lH-1,2,4-triazol-3-yl) -propenone, (A-16) l- [2H-2- (4-fluorobenzyl) pyrazol-3-yl] -3-hydroxy- 3- (2H-tetrazol-5-yl) -propenone, (A-17) l - [[4- (4-fluorobenzyl) -1-methoxymethyl] pyrrol-3-yl] -3-hydroxy-3- (1H) -1, 2, 4-triazol-3-yl) -propenone, (A-18) l- [5- (4-fluorobenzyl) furan-2-yl] -3-hydroxy-3- (1H-1, 2 , 4-triazol-3-yl) -propenone, (Al 9) l- [[4- (4-fluorobenzyl) -l-propyl] pyrrol-3-yl] -3-hydroxy-3- (1H-1, 2,4-triazol-3-yl) -propenone, (A-20) 1 ~ [1,4-Di- (4-fluorobenzyl) pyrrol-3-yl] -3-hydroxy-3- (1H-1, 2, 4-triazol-3-yl) -propenone, (A-21) l- [4- (4-fluorobenzyl) pyrrol-3-yl] -3-hydroxy-3- (lH-1, 2,4-triazole- 3-yl) -propenone, (A-22) l- [2- (4-fluorobenzyl) furan -3-yl] -3-hydroxy-3- (2H-tetrazol-5-yl) -propenone, (A-23) l - [[l-benzenesulfonyl-4- (2-phenylethyl)) pyrrol-3-yl ] - 3-hydroxy-3- (2H-tetrazol-5-yl) -propenone, (A-24) 3-hydroxy-1 - [(4- (2-phenylethyl)) pyrrol-3-yl] -3- (2H-tetrazol-5-yl) -propenone, (A-25) l - [[l-benzyl-4- (2-carboxyvinyl)] pyrrol-2-yl] -3-hydroxy-3- (1H-1) , 2,4-triazol-3-yl) -propenone, (A-26) l - [[l-benzyl-4- (2-carboxyvinyl)] pyrrol-3-yl] -3-hydroxy-3- (1H -1, 2, 4-triazol-3-yl) -propenone, (A-27) l- [2- (4-fluorobenzyl) furan-3-yl] -3-hydroxy-3- (1H-1), 2,4-triazol-3-yl) -propenone, (A-28) 1- [1- (4-fluorobenzyl) pyrrol-3-yl] -3-hydroxy-3- (2H-tetrazol-5-yl ) -propenone, (A-29) l- [2- (4-Fluorobenzyl) benzothiophen-3-yl] -3-hydroxy-3- (1H-1, 2,4-triazol-3-yl) -propenone, (A-30) l- [2- (4-Fluorobenzyl) benzofuran-3-yl] -3-hydroxy-3- (1H-1, 2,4-triazol-3-yl) -propenone, (A-31) ) l- [(L-benzyl-5-carboxy) pyrrol-3-yl] -3-hydroxy-3- (lH-l, 2,4-triazol-3-yl) -propenyone, (A-32) l - [(1-Benzyl-5-ethoxycarbonyl) pyrrol-3-yl] -3-hydroxy-3- (1H-1, 2,4-triazol-3-yl) -propenone, (A-33) l- [ [l-benzyl-5- (2-carboxyvinyl)] pyrrol-3-yl] -3-hydroxy-3- (lH-1, 2,4-triazol-3-yl) -propenone, (A-34) 1 - [1- (4-fluorobenzyl) pyrrol-2-yl] -3-hydroxy-3- (1H-1,2,4-triazol-3-yl) -propenone, (A-35) 1- [1- (4-fluorobenzyl) pyrrol-2-yl] -3-hydroxy-3- (2H-tetrazol-5-yl) -propenone, (A-36) 1- (l-benzenesulfonylpyrrol-3-yl) -3-hydroxy -3- (1H-1, 2,4-triazol-3-yl) -propenone, (A-37) 1- [2- (4-fluorobenzyl) benzofuran-3-yl] -3-hydroxy-3- ( 2H-tetrazol-5-yl) -propenone, (A-38) 1- (2-benzylbenzofuran-3-yl) -3-hydroxy-3- (2H-tetrazol-5-yl) -propenyone, (A-39) l - [(1-benzenesulfonyl-4-ethyl) pyrrole-3 -yl] -3-hydroxy-3- (2H-tetrazol-5-yl) -propenone, (A-40) 1- (1-benzylpyrrol-3-yl) -3-hydroxy-3- (1H-1, 2,4-triazol-3-yl) -propenone, (A-41) l - [[1-benzyl-5- (2-methoxycarbonylethyl)] pyrrol-3-yl] -3-hydroxy-3- (2H- tetrazol-5-yl) -propenone, (A-42) l- [[l-benzyl-5- (2-methoxycarbonylvinyl)] pyrrol-3-yl] -3-hydroxy-3- (2H-tetrazole-5 il) -propenone, (A-43) l- [(1-benzyl-5-ethoxycarbonyl) pyrrol-3-yl] -3-hydroxy-3- (2H-tetrazol-5-yl) -propenone, (A- 44) 1 - [(1-benzyl-5-n-butyl) pyrrol-3-yl] -3-hydroxy-3- (2H-tetrazol-5-yl) -propenone, (A-45) l- [( 1-benzyl-5-n-propyl) pyrrol-3-yl] -3-hydroxy-3- (2H-tetrazol-5-yl) -propenone, (A-46) 1- (1-benzylpyrrol-3-yl) ) -3-hydroxy-3- (2H-tetrazol-5-yl) -propenone, (A-47) l- (l-benzenesulfonylpyrrol-3-yl] -3-hydroxy-3- (2H-tetrazole-5- il) -propenone, (A-48) 2-hydroxy-4-oxo-4- (pyrrol-3-yl) -2-butenoic acid, (A-49) l- [5- (4-fluorobenzyl) f uran-2-yl] -3-hydroxy-3- (pyridin-2-yl) -propenone, (A-50) l- [5- (4-fluorobenzyl) furan-2-yl] -3-hydroxy-3 - (pyrimidin-2-yl) -propenone, (A-51) 3- (5-carboxypyridin-2-yl) -l- [5- (4-fluorobenzyl) furan-2-yl] -3-hydroxy-propenone , (A-52) 3- (4-carboxypyridin-2-yl) -l- [5- (4-fluorobenzyl) furan-2-yl] -3-hydroxy-propenyone, (A-53) l- [2 - (4-fluorobenzyl) oxazol-5-yl] -3-hydroxy-3- (pyridin-2-yl) -propenone, (A-54) l- [2- (4-fluorobenzyl) oxazol-5-yl] -3-hydroxy-3- (pyrimidin-2-yl) -propenone, The terms to be used in the present specification are explained as follows.
The term "heteroaryl" includes monocyclic heteroaryl and fused heteroaryl as defined below. The term "heteroaryl" of A1 and Y does not include indole-3-yl. The term "monocyclic heteroaryl" means a 5- to 8-membered heteroaromatic group containing 1 to 4 oxygen atoms, sulfur atoms and / or nitrogen atoms in the ring, which may have a radical group in any substitutable position such as the carbon atom or the nitrogen atom. The examples of pyrrolyl are shown below. Other heteroaryl groups are also shown In the case of a group In case a radical group is in the radical it is in the carbon atom atom of nitrogen pyrrol-1-yl? -irol-2-yl pyrrol-3-yl The term "monocyclic heteroaryl" includes furyl (eg, furan-2-yl, furan-3-yl), thienyl (for example, thiophen-2-yl, thiophen-3-yl), pyrrolyl (e.g., pyrrol-1-yl, pyrrol-2-yl, pyrrol-3-yl), imidazolyl (e.g., imidazole-1) ilo, imidazol-2-yl, imiazol-4-yl), pyrazolyl (e.g., pyrazol-1-yl, pyrazol-3-yl, pyrazol-4-yl), triazolyl (e.g., 1H-1,2, 4-triazol-1-yl, 4H-1, 2, -triazol-1-yl, 1H-1,2,4-triazol-3-yl), tetrazolyl (for example, 1H-tetrazol-1-yl, 2H -tetrazol-2-yl, lH-tetrazol-5-yl, 2H-tetrazol-5-yl), oxazolyl (e.g., oxazol-2-yl, oxazol-4-yl, oxazol-5-yl), isoxazolyl ( for example, isoxazol-3-yl, isoxazol-4-yl, isoxazol-5-yl), thiazolyl (for example, thiazol-2-yl, thiazol-4-yl, thiazol-5-yl), isothiazolyl (e.g. , isothiazol-3-yl, isothiazol-4-yl, isothiazol-5-yl), pyridyl (e.g., pyridin-2-yl, pyridin-3-yl, pyridin-4-yl), pyridazinyl (e.g., pyridazin 3-yl, pyridazin-4-yl), pyrimidinyl (e.g., pyrimidin-2-yl, pyrimidin-4-yl, pyrimidin-5-yl), furazanyl (e.g. furazan-3-yl), pyrazinyl (e.g., pyrazin-2-yl), thiadiazolyl (e.g. [1, 3, 4] thiadiazol-2-yl), oxadiazolyl (e.g., [1, 3,] - oxadiazol-2-yl) and the like. The term "fused heteroaryl" means a heteroaromatic group in which a 5- to 8-membered aromatic ring containing 1 to 4 oxygen atoms, sulfur atoms and / or nitrogen atoms in the ring is fused with one to four rings of aromatic carbon, 5- to 8-membered or other 5- to 8-membered heteroaromatic rings, having a radical group in any substitutable position such as carbon atom or nitrogen atom, as well as monocyclic heteroaryl. The radical group can be in the heteroaromatic ring or in the aromatic carbon ring. Examples of benzothienyl are shown below. Other heteroaryl groups are also shown.
In the case where a radical group is on the aromatic carbon ring Benzo [b] thiophen-7-yl Benzo [b] thiophen-6-yl Benzo [b] thiophen-5-yl Benzo [b] thiophen-4-yl In case a radical group is on the heteroaromatic ring Benzo [b] t? Ofen- -yl Benzo [b] thiof en-l-yl The term "fused heteroaryl" includes, for example, benzofuryl (e.g., benzo [b] furan-2-yl, benzo [b] furan-3-yl, benzo [b] furan-4-yl, benzo [b] furan-5-yl, benzo [b] furan-6-yl, benzo [b] furan-7-yl), benzothienyl (e.g., benzo [b] thiophen-2-yl, benzo [b] thiophen-3) ilo, benzo [b] thiophen-4-yl, benzo [b] thiophen-5-yl, benzo [b] thiophen-6-yl, benzo [b] thiophen-7-yl), benzimidazolyl (for example, benzimidazole- 1-yl, benzimidazol-2-yl, benzimidazol-4-yl, benzimidazol-5-yl), benzothiazolyl (e.g., benzothiazol-2-yl, benzothiazol-3-yl, benzothiazol-4-yl, benzothiazole-5- ilo, benzothiazol-6-yl, benzothiazol-7-yl), indolyl (for example, indole-1-yl, indole-2-yl, indole-4-yl, indole-5-yl, indole-6-yl, indole-7-yl), dibenzofuryl, quinolinyl (e.g., quinolin-2-yl, quinolin-3-yl, quinolin-4-yl, quinolin-5-yl, quinolin-6-yl, quinolin-7-yl, quinolin-8-yl), isoquinolinyl (e.g., isoquinolin-1-yl, isoquinolin-3-yl), isoquinolin-4-yl, isoquinolin-5-yl, isoquinolin-6-yl, isoquinolin-7-yl, isoquinolin-8-yl), cinolinyl (e.g., cinolin-3-yl, cinolin-4-yl, cinolin -5-yl, cinolin-6-yl, cinolin-7-yl, cinolin-8-yl), quinazolinyl (for example, quinazolin-2-yl, quinazolin-4-yl, quinazolin-5-yl, quinazolin-6 -yl, quinazolin-7-yl, quinazolin-8-yl), quinoxalinyl (for example, quinoxalin-2-yl, quinoxalin-5-yl, quinoxalin-6-yl), phthalazinyl (for example phthalazin-1-yl, phthalazin-5-yl, phthalazin-6-yl), purinyl (for example purin-2-yl, purin-6-yl, purin-7-yl, purin-8-yl, purin-9-yl), pteridinyl, carbazolyl, fenantridinyl, acridinyl, phenazinyl, 1, 10-phenanthrolinyl, isoindolyl, 1H-indazolyl, indolidinyl (for example indolidin-1-yl) or the like. In addition, the above "heteroaryl" further includes the heteroaryl group containing a quaternary atom such as pyridin-1-yl, quinolin-1-yl, isoquinolin-2-yl or the like, as shown below. In this case, an opposite ion includes the halogen ion and the like. Other heteroaryl groups are also shown.
Hal "= halogen ion pyridin-1-yl-quinolin-1-yl isoquinolin-1-yl The term "aryl" means a monocyclic aromatic hydrocarbon group such as phenyl or a polycyclic aromatic hydrocarbon group such as naphthyl, phenanthryl and the like. Phenyl or naphthyl is preferred. The term "lower alkylene" means a straight or branched chain alkylene group of 1 to 6 carbon atoms, for example, methylene, ethylene, trimethylene, propylene, tetramethylene, ethylethylene, pentamethylene, hexamethylene or the like. The linear alkylene group of 1 to 4 carbon atoms such as methylene, ethylene, trimethylene or tetramethylene is preferred. The term "lower alkenylene" means a linear or branched alkenylene group of 2 to 6 carbon atoms which is "lower alkylene" above having one or more double bonds, for example, vinylene, propenylene, butenylene or the like. The linear alkenylene group of 2 to 3 carbon atoms such as vinylene or propenylene is preferred. The term "lower alkyl" means a linear or branched alkyl group of 1 to 6 carbon atoms, for example, methyl, ethyl, n-propyl, isopropyl, n-butyl-isobutyl, sec-butyl, tert-butyl, n- pentyl, isopentyl, neopentyl, ter-pentyl, n-hexyl, isohexyl or the like. A linear or branched alkyl group of 1 to 4 carbon atoms such as methyl, ethyl, n-propyl, isopropyl, n-butyl, isobutyl, sec-butyl, tert-butyl or the like is preferred. The term "lower haloalkyl" means the group "lower alkyl" above substituted with 1 to 6 halogen atoms, for example, trifluoromethyl, difluoromethyl, 2,2,2-trifluoroethyl, 1,1-difluoroethyl, 3, 3, 3- trifluoro-n-propyl, trichloromethyl, dichloromethyl, 2,2,2-trichloroethyl, 1,1-dichloroethyl, 3,3,3-trichloro-n-propyl or the like. Trichloromethyl or 2,2,2-trichlorethyl is preferred. The term "lower alkenyl" means a linear or branched alkenyl group of 2 to 6 carbon atoms which is the "lower alkyl" above, which has one or more double bonds, for example, vinyl, 1-propenyl, 2-propenyl , 1-butenyl, 2-butenyl, 3-butenyl, 1,3-butadienyl or the like. The linear alkenyl group of 2 to 3 carbon atoms such as vinyl, 1-propenyl or 2-propenyl is preferred. The term "cycloalkyl" means a cyclic alkyl group of 3 to 8 carbon atoms, for example, cyclopropyl, cyclobutyl, cyclopentyl, cyclohexyl, cycloheptyl, cyclooctyl or the like. A cyclic alkyl group of 3 to 6 carbon atoms such as cyclopropyl, cyclobutyl, cyclopentyl or cyclohexyl is preferred. The term "cycloalkenyl" means a cyclic alkenyl group of 3 to 8 carbon atoms which is the above "cycloalkyl" having one more double bonds, for example, 1-cyclopropen-1-yl, 2-cyclopropen-1-yl , 1-cyclobuten-1-yl, 2-cyclobuten-1-yl, 1-cyclopentenyl, 2-cyclopenten-1-yl, 3-cyclopenten-1-yl, 1-cyclohexen-1-yl, 2-cyclohexen -l-ilo, 3-cyclohexen-1-yl, 1-cyclohepten-1-yl, 2-cyclohepten-1-yl, 3-cyclohepten-1-yl, 4-cyclohepten-1-yl or the like. The cyclic alkenyl group of 3 to 6 carbon atoms is preferred, for example, 1-cyclopropen-1-yl, 2-cyclopropen-1-yl, 1-cyclobuten-1-yl, 2-cyclobuten-1-yl, 1 -cyclopenten-1-yl, 2-cyclopentene-1-yl, 3-cyclopenten-1-yl, 1-cyclohexen-1-yl 2-cyclohexen-1-yl or 3-cyclohexen-1-yl. The term "heterocycle" means a non-aromatic group which is the above "cycloalkyl" or "cycloalkenyl" having from 1 to 3 oxygen atoms, sulfur atoms and / or nitrogen atoms in the ring, for example, aziridinyl ( for example, aziridin-1-yl, aziridin-2-yl), piperidino, piperidyl (e.g., 2-piperidyl, 3-piperidyl, 4-piperidyl), morpholino, morpholinyl (e.g., 2-morpholinyl, 3-morpholinyl ), pyrrolinyl (e.g., 1-pyrrolinyl, 2-pyrrolinyl, 3-pyrrolinyl, 4-pyrrolinyl, 5-pyrrolinyl), pyrrolidinyl (e.g., 1-pyrrolidinyl, 2-pyrrolidinyl, 3-pyrrolidinyl), imidazolinyl (e.g., 1-imidazolinyl, 2-imidazolinyl, 4-imidazolinyl), piperazino, piperazinyl (eg, 2-piperazinyl), thiolanyl (eg, thiolan-2-yl, thiolan-3-yl), tetrahydrofuranyl (e.g., tetrahydrofuran -2-yl, tetrahydrofuran-3-yl), dioxanyl (e.g., 1,4-dioxan-2-yl), oxathianyl (e.g., 1,4-oxathian-2-yl, 1,4-oxatyan-3) -yl), tetrahydropyranyl (for example, tetrahydropyran-2-yl, tetrahydropyran-3-yl, tetrahydropyran-4-yl) or the like. The 5- or 6-membered nitrogen containing heterocycle such as piperidino, piperidyl (e.g., 2-piperidyl, 3-piperidyl, 4-piperidyl), morpholino, morpholinyl (e.g., 2-morpholinyl, 3-morpholinyl) is preferred. , pyrrolinyl (e.g., 1-pyrrolinyl, 2-pyrrolinyl, 3-pyrrolinyl, 4-pyrrolinyl, 5-pyrrolinyl), pyrrolidinyl (e.g., 1-pyrrolidinyl, 2-pyrrolidinyl, 3-pyrrolidinyl), imidazolinyl (e.g. -imidazolinyl, 2-imidazolinyl, 4-imidazolinyl), piperazino, piperazinyl (for example, 2-piperazinyl). Said heterocycle as well as the above "heteroaryl" can have a radical group on the carbon atom or on the nitrogen atom. A nitrogen atom that is a constituent element of the ring can be a quaternary nitrogen. The term "halogen" means fluoro, chloro, bromo or iodo. Each term by itself or as part of another or other substituents has the same meaning unless the term is defined otherwise. It is exemplified that the term "lower alkyl" has the same meaning as lower alkyl in "lower alkyloxy", "lower alkyloxycarbonyl", "alkyloxy (lower alkyl)" and "aryl (lower alkyl)". The term "aryl" has the same meaning as aryl in "aryloxy", "aryloxycarbonyl", "aryisulfonyl" and "aryl (lower alkyl)". Preferred embodiments of each substituent are described below. Preferred as "lower alkyloxy" is a linear or branched alkyloxy group of 1 to 4 carbon atoms, for example, methoxy, ethoxy, n-propoxy, isopropoxy, n-butoxy, isobutoxy, sec-butoxy or tert-butoxy. Preferred as "lower alkyloxycarbonyl" is a carbonyl group substituted with a linear or branched alkyloxy group of 1 to 4 carbon atoms, for example, methoxycarbonyl, ethoxycarbonyl, n-propoxycarbonyl, isopropoxycarbonyl, n-butoxycarbonyl, isobutoxycarbonyl, sec-butoxycarbonyl or ter -butoxocarbonyl. More preferred is methoxycarbonyl or ethoxycarbonyl. Preferred as "(lower alkyloxy) (lower alkyl)" is a linear or branched alkyl group of 1 to 4 carbon atoms mono- or di-substituted with a linear or branched alkyloxy group of 1 to 4 carbon atoms, for example, methoxymethyl, dimethoxymethyl, ethoxymethyl, n-propoxymethyl, isopropoxymethyl, n-butoxymethyl, isobutoxymethyl, sec-butoxymethyl, tert-butoxymethyl, 2-methoxyethyl, 2-ethoxyethyl, 2- (n-propoxy) ethyl or the like. More preferred is methoxymethyl, ethoxymethyl, 2-methoxyethyl, 2-ethoxyethyl.
Preferred as "aryloxy" is phenoxy or naphthoxy (for example, 1-naphthoxy, 2-naphthoxy). Preferred as "aryloxycarbonyl" is phenoxycarbonyl or naphthoxycarbonyl (for example, 1-naphthoxycarbonyl, 2-naphthoxycarbonyl). Preferred as "aryisulfonyl" is phenylsulfonyl (benzenesulfonyl) or naphthylsulfonyl (for example, 1-naphthylsulfonyl, 2-naphthylsulfonyl). Preferred as "aryl (lower alkyl)" is the linear or branched alkyl group of 1 to 4 atoms mono- or di-substituted with the "aryl" above, for example, benzyl, diphenylmethyl, phenethyl (2-phenylethyl), 1- phenylethyl, 3-phenylpropyl, 2-phenylpropyl, 1-phenylpropyl, 1-naphthyl ethyl, 2-naphthylmethyl or the like. More preferred is benzyl or phenethyl. "Protected hydroxyl" includes lower alkyloxy (for example, methoxy, ethoxy, n-propoxy), lower alkenyloxy (for example, vinyloxy, aryloxy), cycloalkyloxy (for example, cyclopropyloxy, cyclobutyloxy, cyclopentyloxy), aryl (lower alkyloxy) (for example, benzyloxy, phenethyloxy), lower alkylcarbonyloxy (for example, acetyloxy), arylcarbonyloxy (for example, benzoyloxy), lower alkyloxycarbonyloxy (for example, ter- botoxicarbonyloxy).
"Ester residue" or "amide residue" includes lower alkyl (eg, methyl, ethyl, n-propyl, isopropyl, n-butyl, isobutyl, sec-butyl, tert-butyl, n-pentyl, isopentyl, neopentyl, ter- pentyl, n-hexyl, isohexyl), lower alkenyl (eg, vinyl, 1-propenyl, 2-propenyl, 1-butenyl, 2-butenyl, 3-butenyl, 1,3-butadienyl), cycloalkenyl (eg, cyclopropyl) , cyclobutyl, cyclopentyl, cyclohexyl), cycloalkenyl (1-cyclopropen-1-yl, 2-cyclopropen-1-yl, 1-cyclobuten-1-yl, 2-cyclobuten-1-yl, 1-cyclopenten-1-yl, 2-cyclopenten-1-yl, 3-cyclopenten-1-yl, 1-cyclohexen-1-yl, 2-cyclohexen-1-yl, 3-cyclohexen-1-yl), cycloalkyl (lower alkyl) (e.g. cyclopropylmethyl, 2-cyclopropylethyl, 1,2-cyclopropylethyl, cyclobutylmethyl, 2-cyclobutylethyl, 1,2-cyclobutylethyl, cyclopentylmethyl, cyclohexylmethyl), aryl (e.g., phenyl, naphthyl), aryl (lower alkyl) (e.g., benzyl, diphenylmethyl), heteroaryl (e.g., pyridin-2-yl, pyridin-3-yl, pyridin-4 -yl, thiazol-2-yl, 1H-1, 2,4-triazol-3-yl, 1,2,4-triazol-4-yl, 1,3,4-thiazol-2-yl) or the like. When the group "aryl", "aryloxy", "aryloxycarbonyl", "aryl (lower alkyl)", "aryisulfonyl", "heteroaryl", "cycloalkyl", "cycloalkenyl", "heterocycle", "lower alkyl", "alkyloxy" "lower" or "lower alkyloxycarbonyl" has one or more substituents, one to four, the same or different substituents may be in any or any substitutable positions. Examples of the substituent include hydroxyl, carboxyl, halogen (fluorine, chlorine, boron, iodine), lower haloalkyl (e.g., CF3, CH2CF3), lower alkyl (e.g., methyl, ethyl, isopropyl, tert-butyl), lower alkenyl (for example vinyl, allyl), lower alkynyl (for example ethynyl), cycloalkyl (for example cyclopropyl, cyclobutyl, cyclohexyl), cycloalkenyl (for example, 1-cyclohexenyl), lower alkyloxy (for example, methoxy, ethoxy, propoxy, butoxy) ), lower alkyloxycarbonyl (e.g., methoxycarbonyl, ethoxycarbonyl, tert-butoxycarbonyl), nitro, nitroso, amino, amino substituted with lower alkyl (e.g., methylamino, ethylamino, dimethylamino), azido, amidino, guanidino, optionally substituted aryl (by example, phenyl, p-tolyl), heteroaryl (e.g., pyridyl, furyl), heteroaryl (lower alkyl) (e.g., picolyl), (optionally substituted aryl) (lower alkyl) (e.g., benzyl, 4-methylbenzyl, 4-fluoro benzyl), aryl (lower alkyloxy) (for example benzyloxy), aryl (lower alkylthio) (for example, benzylthio), cyano, isocyano, hydroxylamino, mercapto, lower alkylthio (for example, methylthio), carbamoyl, carbamoyl substituted with lower alkyl (e.g., N-methylcarbamoyl), lower alkylsulfonyl (e.g., mesyl, ethanesulfonyl), optionally substituted arylsulfonyl (e.g., benzenesulfonyl, 2-toluenesulfonyl, 4-toluenesulfonyl), sulfamoyl, sulfoamino, formyl, lower alkylcarbonyl (e.g. acetyl, propionyl, benzoyl, p-toluyl, cyclohexylcarbonyl), lower alkylcarbonyloxy (eg, acetyloxy, benzoyloxy), hydrazino, arylamino (eg, anilino, toluidino, xylidino), lower alkylcarbonylamino (eg, acetamido), arylcarbonylamino (eg example, benzamido), morpholino and the like. When the constituent atoms of the "optionally substituted heteroaryl" ring include one or more nitrogen atoms, the nitrogen atom may be a quaternary nitrogen atom. In such case, the substitutene on the nitrogen atom includes formyl, lower alkylcarbonyl, arylcarbonyl, lower alkyl, lower haloalkyl, aryl (lower alkyl) or the like. An opposite ion includes the halogen ion and the like. The examples are shown below. Other heteroaryl groups are also shown.
Hal "halogen ion or similar The "optionally substituted heteroaryl" substituent in A1 of the formula (I) includes not only the substituent shown above, but also the group of the formula: -Z 1 -Z 2 -Z 3 -R 1 wherein Z 1, Z 2, Z 3 and R 1 are as defined above and / or the group of the formula: -Z -R2 wherein Z4 and R2 are as defined above. The "optionally substituted heteroaryl" substituent in A1 of the formula (II) includes not only the group of the formula: -Z 1 -Z 2 -Z 3 -R 1 wherein Z 1, Z 2, Z 3 and R 1 are as defined above and / or the group of the formula: -Z4-R2 wherein Z4 and R2 are as defined above, but also the substituents shown above. The "optionally substituted amino" substituent includes lower alkyl (e.g., methyl, ethyl or the like), (lower alkyloxy) (lower alkyl) (e.g., ethoxymethyl, ethoxyethyl or the like), formyl, lower alkylcarbonyl (e.g. acetyl or the like), arylcarbonyl (for example benzoyl or the like), aryl (lower alkyl) (for example, benzyl or the like) or the like. The group of the formula: -Z1-Z2-Z3-R1 includes, for example: -R1, -CH2R1, -CH = CH-R1, -CHIOOH-R1, -S-R1, SO-R1, -S02-RX , -SO2NH-R1, -NHSO2-R1, -0-R1, -NH-R1, -NHCO-R1, -CONH-R1, -C (= 0) -0-R1, -O-CVOVR1, -CO- R1, -C2H4-R1, -CH = CH-CH2R1, -CH (OH) -CH2-R1, -S-CHs-R1, -SO-CH2-R1, -SO2-CH2-R1, -S02NH-CH2- R1, -NHS02-CH2-R1, -O-CH2-R1, -NH-CH2-R1, -NHCO-CH2-R1, -CONH-CH2-R1, -C (= 0) -0-CH2-R1, -0-C (= 0) -CH2-R1, -CO-CH2-R1, -CH = CH-CH = CH-RX, -CH = CH-CH (OH) -R1, -CH = CH-S- R1, -CH = CH-SO-R1, CH = CH-S02R1, -CH = CH-S02NH-R1, -CH = CH-NHS02-R1, -CH = CH-0-R1, -CH = CH-NH -R1, -CH = CH-NHCO-R1, -CH = CH-CONH-R1, -CH = CH-C (= 0) -0-R1, -CH = CH-0-C (= 0) -R1 , -CH = CH-C0-R1, -CH2-CH = CH-R1, -CH2-CHIOOHVR1, -CH2-S-R1, CH2-SO-R1, -CH2-SO2-R1, -CH2-SO2-NH -R1, -CH2-NHSO2-R1, -CH2-0-R1, -CH2-NH-RX, CH2-NHCO-R1, -CH2-CONH-R1, -CH2-C (= 0) -0-R1, -CH2-0-C (= 0) -R1, -CH2-CO-R1, CH (OH) -CH = CH-R1, -S-CH = CH-R1, -S0-CH = CH-R1, - S02-CH = CH-R1, -S02NH-CH = CH-R1, -NHS02-CH = CH-R1, -0CH = CH-Rx, -NH-CH = CH-R1, -NHC0-CH = CH-R1 , -CONH-CH = CH-R1, -C (= 0) -0-CH = CH-R1 , -OC (= 0) -CH = CH-R1, - C0-CH = CH-R1, -C3H6-R1, -CH2CH = CH-CH2-R1, -CH2-CH (OH) -CH2-R1, - CH2-S-CH2-R1, -CH2-SO-CH2-R1, -CH2-SO2-CH2-R1, -CH2-SO2NH-CH2-R1, -CH2-NHSO2-CH2-R1, -CHs-O-CHz -R1, -CH2-NH-CH2-R1, -CH2-NHCO-CH2-R1, -CH2-CONH-CH2-R1, -CH2-C (= 0) -0-CH2-R1, -CH2-OC ( = 0) -CH2-R1, -CH2-CO-CH2-R1, -C2H4-CH = CH-R1, -CH2-CH = CH- CH = CH-RX, -CH2-CH (OH) -CH = CH -R1, -CH2-S-CH = CH-R1, -CH2-SO-CH = CH-R1, -CH2-S02-CH = CH-R1, CH2-S02NH-CH = CH-R1, -CH2-NHS02 -CH = CH-RX, -CH2-0-CH = CH-R1, -CH2-NH-CH = CH-R1, -CH2-NHCO-CH = CH-R1, -CH2-CONH-CH = CH-R1 , -CH2C (= 0) -0-CH = CH-R1, -CH2-0-C (= 0) -CH = CH-R1, -CH2-C0-CH = CH-R1, -CH = CH-C2H4 -R1, -CH = CH-CH = CH-CH2-R1, -CH = CH-CH (0H) -CH2-R1, -CH = CH-S-CH2-R1, -CH = CH-S0-CH2- R1, CH = CH-S02-CH2-R1, -CH = CH-S02NH-CH2-R1, -CH = CH-S02NH-CH2-R1, -CH = CH-0-CH2-R1, -CH = CH- NH-CH2-R1, -CH = CH-NHC0-CH2-R1, -CH = CH-CONH-CH2-R1, CH = CH-C (= 0) -0-CH2-R1, -CH = CH-0 -C (= 0) -CH2-R1 or -CH = CH-C0-CH2-R1 wherein R1 is optionally substituted aryl, optionally substituted heteroaryl, optional cycloalkyl substituted organism, optionally substituted cycloalkenyl or optionally substituted heterocycle, or the like. The substituent of the formula: -Z4-R2 includes, for example: -R2, -CH2R2, -CH = CH-R2, -CH (0H) -R2, -S-R2, -S0-R2, -SO2-R2 , -S02NR21-R2, -NR21S02-R2, -0-R2, -NR21-R2, -NR21CO-R2, -CONR21-R2, -C (= 0) -0-R2, -0-C (= 0) -R2 or CO-R2 wherein R2 is optionally substituted lower alkyl, optionally substituted lower alkyloxy, optionally substituted lower alkyloxycarbonyl, optionally substituted aryl, optionally substituted aryloxy, optionally substituted aryloxycarbonyl, carboxyl, cycloalkyl, hydroxyl, mercapto, optionally substituted amino, nitro or halogen, or the like.
Preferred examples of the ring (A1) and the substituent (X, Y, the group of the formula: -Z1-Z2-Z3-R1 or the group of the formula: -Z4-R2) of the compound of the present invention are shown later. A preferable example of heteroaryl in A1 is furyl (especially, furan-2-yl, furan-3-yl), thienyl (especially thiophen-2-yl, thiophen-3-yl), pyrrolyl (especially pyrrol-2-yl, pyrrol-3-yl), imidazolyl ( especially, imidazol-4-yl), pyrazolyl (especially, pyrazol-3-yl), benzofuryl (especially, benzo [b] furan-3-yl), benzothienyl (especially, benzo [b] thiophen-3-yl), benzimidazolyl (especially, benzimidazol-2-yl), indolidinyl (especially indolidin-1-yl), quinolinyl (especially quinolin-3-yl), isoxazolyl (especially isoxazol-3-yl), pyridyl (especially pyridinium), 2-yl), thiazolyl (especially thiazol-2-yl) or oxazolyl (especially, oxazol-5-yl). A more preferable example is monocyclic heteroaryl such as furyl, thienyl, pyrrolyl, imidazolyl, pyrazolyl, isoxazolyl, pyridyl, thiazolyl, oxazolyl or the like. More preferred is furyl, pyrrolyl or oxazolyl. A preferable example of X is hydroxyl. A preferable example of Y is -COOH or optionally substituted heteroaryl. A preferable example of heteroaryl in Y is 5- or 6-membered heteroaryl containing at least one nitrogen atom in the ring, for example, pyridyl (especially, pyridin-2-yl, pyridin-3-yl, pyridin-4-yl) ), (especially, thiazol-4-yl, thiazol-2-yl) pyrrolyl (especially, pyrrol-2-yl), imidazolyl (especially, imidazol-2-yl), thiazolyl, oxazolyl (especially, oxazol-2-yl ), isoxazolyl (especially isoxazol-3-yl, isoxazol-5-yl), pyrazinyl (especially pyrazin-2-yl), oxadiazolyl (especially 1, 3, 4-oxadiazol-2-yl), thiadiazolyl yl 4-thiadiazol-2-((eessppeecciiaallmmeennttee ,, 1, 3,), triazolyl (especially, lH-l, 2,4-triazol-3-yl), tetrazolyl (especially, 2H-tetrazol-5-yl), pyrimidinyl (especially, pyrimidin-2-yl) More preferred is pyridyl, tetrazolyl, triazolyl, imidazolyl, pyrimidinyl or thiazolyl.Most prepreferred is tetrazolyl (especially, 2H-tetrazol-5-yl), triazolyl (especially, 1H-1, 2,4-triazol-3-yl), pyrimidinyl (especially, pyrimidin-2-yl), pyridyl (especially, pyridin-2-yl). A preferable example of heteroaryl optionally substituted at Y is unsubstituted heteroaryl or mono-substituted heteroaryl. The substituent thereof includes the substituents shown above, especially lower alkyl (eg, methyl, ethyl, n-propyl, isopropyl or the like), lower haloalkyl (eg, trifluoromethyl, 2,2,2-trifluoroethyl or the like), lower alkyloxy (e.g., methoxy or the like), halogen (e.g., fluorine, chlorine or the like), (lower alkyloxy) (lower) alkyl (e.g. methoxymethyl or the like), carboxyl, lower alkyloxycarbonyl (e.g. methoxycarbonyl, ethoxycarbonyl or the like), optionally substituted arylsulfonyl (for example, benzenesulfonyl or the like), (optionally substituted aryl) (lower alkyl) (for example, benzyl, p-fluorobenzyl) or the like. A more preferable example of Y is tetrazoyl optionally substituted with lower alkyl or (lower alkyloxy) (lower alkyl); triazolyl optionally substituted with halogen, lower alkyl, lower haloalkyl or (lower alkyloxy) (lower alkyl); pyridyl optionally substituted with lower alkyl, carboxyl or lower alkyloxycarbonyl; pyrrolyl optionally substituted with lower alkyl or optionally substituted aryisulfonyl; isoquinolinyl optionally substituted with lower alkyl; pyrazinyl optionally substituted with lower alkyl; pyrimidinyl optionally substituted with lower alkyl; oxadiazolyl optionally substituted with optionally substituted aryl or lower alkyl; isoxazolyl optionally substituted with lower alkyl; thiazolyl optionally substituted with lower alkyl; thienyl optionally substituted with lower alkyl; furyl optionally substituted with lower alkyl; thiadiazolyl optionally substituted with lower alkyl; oxazolyl optionally substituted with lower alkyl; imidazolyl optionally substituted with lower alkyl. Especially preferred is 5-methyl-lH-l, 2,4-triazol-3-yl, 5-ethyl-lH-l, 2, -triazol-3-yl, 5-isopropyl-1H-1, 2, - triazol-3-yl, 5-methoxy-lH-l, 2,4-triazol-3-yl, 5-chloro-lH-1,2, -triazol-3-yl, 2-methylthiazol-4-yl, -yl 4-triazole-3, l-methylimidazol-2-yl, methoxymethyl-lH-1, 2, 5-methylisoxazole-3-yl yl 3-methylisoxazole-5-yl 5-metiloxadiazol-2-, 5 - (p-fluorobenzyl) oxadiazol-2-yl, 6-carboxypyridin-2-yl, 6-ethoxycarbonylpyridin-3-yl, 6-methylpyridin-2-yl, 5-carboxypyridin-2-yl, 5-methoxycarbonylpyridin-2- ilo, 4-carboxypyridin-2-yl, 4-methoxycarbonylpyridin-2-yl, 1-benzenesulfonylpyrrol-2-yl, l-methylpyrrol-2-yl or the like. More preferred as Y is tetrazolyl optionally substituted with lower alkyl or (lower alkyloxy) (lower alkyl); triazolyl optionally substituted with halogen, lower alkyl, lower haloalkyl, or (lower alkyloxy) (lower alkyl); pyridyl optionally substituted with lower alkyl; carboxyl or lower alkyloxycarbonyl; or pyrmidinyl optionally substituted with lower alkyl.
Preferred as the group of the formula: -Z1-Z2-Z3-R1 where Z1, Z2, Z3 and R1 are as defined above is group 1) where Z1 and Z3 each is a bond, 2) where Z2 is a bond, -CO-, -0-, -S-, S0- or lower alkylene (especially, -CH2-, - (CH2) 2-) in addition to 1), 3) wherein R1 is optionally substituted aryl or optionally substituted heteroaryl in addition to 1) and 2). Especially preferred is the group wherein Z1 and Z3 each is a bond, Z2 is -S02-, -CH2-, or -C2H4-; R1 is optionally substituted aryl (especially phenyl). The substituent of the optionally substituted aryl in R1 includes the substituents shown above, especially, lower alkyl, lower haloalkyl (especially, trifluoromethyl), halogen (especially, fluorine, chlorine, bromine), lower alkyloxy (especially, methoxy), or the like. The mono- or disubstituted group is preferred. Preferred examples of the group of the formula: -Z1-Z2-Z3-R1 include phenyl, 2-fluorophenyl, 3-fluorophenyl, 4-fluorophenyl, 2-chlorophenyl, 3-chlorophenyl, 4-chlorophenyl, 2,4-difluorophenyl, 2,6-difluorophenyl, 2,5-difluorophenyl, 3,4-difluorophenyl, 4-methylphenyl, 3-trifluoromethylphenyl, 4-trifluoromethylphenyl, 4-hydroxyphenyl, 4-methoxyphenyl, 4-bromophenyl, 4-biphenyl, benzyl, 2- fluorobenzyl, 3-fluorobenzyl, 4-fluorobenzyl, 2-chlorobenzyl, 3-chlorobenzyl, 4-chlorobenzyl, 2,4-diflurobenzyl, 2,6-difluorobenzyl, 2,5-difluorobenzyl, 3,4-difluorobenzyl, 3,6- difluorobenzyl, 4-methylbenzyl, 3-trifluoromethylbenzyl, 4-trifluoromethylbenzyl, 4-hydroxybenzyl, 4-methoxybenzyl, 4-bromobenzyl, 4-phenylbenzyl, 2-phenylethyl, 2- (2-fluorophenyl) ethyl, 2- (3-fluorophenyl) ethyl, 2- (4-fluorophenyl) ethyl, 2- (2-chlorophenyl) ethyl, 2- (3-chlorophenyl) ethyl, 2- (4-chlorophenyl) ethyl, 2- (2,4-difluorophenyl) ethyl, - (2,6-difluorophenyl) ethyl, 2- (2,5-difluorophenyl) ethyl, 2- (3,4-di) fluorophenyl) ethyl, 2- (4-methylphenyl) ethyl, 2- (3-trifluoromethyl-phenyl) ethyl, 2- (4-trifluoromethylphenyl) ethyl, 2- (4-hydroxyphenyl) ethyl, 2- (4-methoxyphenyl) ethyl, - (4-bromophenyl) ethyl, 2- (4-biphenyl) ethyl, benzenesulfonyl, 2-fluorobenzenesulfonyl, 3-fluorobenzenesulfonyl, 4-fluorobenzenesulfonyl, 2-chlorobenzenesulfonyl, 3-chlorobenzenesulfonyl, 4-chlorobenzenesulfonyl, 2,4-difluorobenzenesulfonyl, , 6-difluorobenzenesulfonyl, 2,5-difluorobenzenesulfonyl, 3,4-difluorobenzenesulfonyl, 4-methylbenzenesulfonyl, 3-trifluoromethylbenzenesulfonyl, 4-trifluoromethylbenzenesulfonyl, 4-hydroxybenzenesulfonyl, 4-methoxybenzenesulfonyl, 4-bromobenzenesulfonyl, 4-phenylbenzenesulfonyl, phenylthio, 2-fluorophenylthio , 3-fluorophenylthio, 4-fluorophenylthio, 2-chlorophenylthio, 3-chlorophenylthio, 4-chlorophenylthio, 2,4-difluorophenylthio, 2,6-difluorophenylthio, 5-difluorophenylthio, 3,4-difluorophenylthio, 4-methylphenylthio, 3- trifluoromethylphenylthio, 4-trifluoromethylphenylthio, 4-hydroxyphenylthio, 4-methoxyphenylthio, 4-brom ofeltio, 4-bifeniltio, fenoxi, 2-fluorofenoxi, 3-flurofenoxi, 4-fluorofenoxi, 2-chlorophenoxy, 3-chlorophenoxy, 4-chlorophenoxy, 2,4-difluorophenoxy, 2,6-difluorophenoxy, 2,5-difluorophenoxy, 3,4-difluorophenoxy, 4-methylphenoxy, 3-trifluoromethylphenoxy, 4-trifluoromethylphenoxy, 4-hydroxy-phenoxy, 4-methoxyphenoxy, 4-bromophenoxy, 4-phenylphenoxy, benzoyl, 2-fluorobenzoyl, 3-fluorobenzoyl, 4-fluorobenzoyl, 2- chlorobenzoyl, 3-chlorobenzoyl, 4-chlorobenzoyl, 2,4-difluorobenzoyl, 2,6-difluorobenzoyl, 2,5-difluorobenzoyl, 3,4-difluorobenzoyl, 4-methylbenzoyl, 3-trifluoromethylbenzoyl, 4-trifluoromethylbenzoyl, 4-hydroxybenzoylp, 4-methoxybenzoyl, 4-bromobenzoyl, 4-phenylbenzoyl, 2-thienyl, 3-thienyl, furfuryl, 3-furimethyl, (2-chlorothiophen-3-yl) methyl, 2-picolyl, 3-picolyl, 4-picolyl, (2-fluoropyridin-3-yl) methyl, (2-fluoropyridin-5-yl) methyl or (5-fluoropyridin-2-yl) methyl. The most preferred example is benzyl, 2-fluorobenzyl, 3-fluorobenzyl, 4-fluorobenzyl, 2-chlorobenzyl, 3-chlorobenzyl, 4-chlorobenzyl, 2,4-difluorobenzyl, 2,6-difluorobenzyl, 2,5-difluorobenzyl, 3 , 4-difluorobenzyl, 4-methylbenzyl, 3-trifluoromethylbenzyl, 4-trifluoromethylbenzyl, 4-hydroxybenzyl, 4-methoxybenzyl, 4-bromobenzyl, 4-phenylbenzyl, 2-phenylethyl, 2- (2-fluorophenyl) ethyl, 2- (3 -fluorophenyl) ethyl, 2- (4-fluorophenyl) ethyl, 2- (2-chlorophenyl) ethyl, 2- (3-chlorophenyl) ethyl, 2- (4-chlorophenyl) ethyl, 2- (2,4-difluorophenyl) ethyl, 2- (2,6-difluorophenyl) ethyl, 2, (2,5- (difluorophenyl) ethyl, 2- (3,4-difluorophenyl) ethyl, 2- (4-methylphenyl) ethyl, 2- (3- trifluoromethylphenyl) ethyl, 2- (4-trifluoromethylphenyl) ethyl, 2- (4-hydroxyphenyl) ethyl, 2- (4-methoxyphenyl) ethyl, 2- (4-bromophenyl) ethyl, 2- (4-biphenylyl) ethyl, benzenesulfonyl , 2-fluorobenzenesulfonyl, 3-fluorobenzenesulfonyl, 4-fluorobenzenesulfonyl, 2-chlorobenzenesulfonyl, 3-chlorobenzenesulfonyl, 4-chlorobenzenesulfon onyl, 2,4-difluorobenzenesulfonyl, 2,6-difluorobenzenesulfonyl, 2,5-difluorobenzenesulfonyl, 3,4-difluorobenzenesulfonyl, 4-methylbenzenesulfonyl, 3-trifluoromethylbenzenesulfonyl, 4-trifluoromethylbenzenesulfonyl, 4-hydroxybenzenesulfonyl, 4-methoxybenzenesulfonyl, 4-bromobenzenesulfonyl, 4-phenylbenzenesulfonyl or the like, especially benzyl, 4-fluorobenzyl, benzenesulfonyl, 4-fluorobenzenesulfonyl or the like. Preferred as the group of the formula: -Z4-R2 wherein Z4 and R2 each is as defined above, is lower alkyl (eg, methyl, ethyl, n-propyl, n-butyl, n-octyl or the like ), lower alkyloxycarbonyl (e.g., methoxycarbonyl, ethoxycarbonyl or the like), carboxyl, (lower alkyloxycarbonyl (lower alkyl) (e.g., 2-methoxycarbonylethyl, 2-ethoxycarbonylethyl or the like), (carboxy) (lower alkyl) (e.g., 2-carboxyethyl or the like), (lower alkyloxycarbonyl) (lower alkenyl) (for example, 2-methoxycarbonylvinyl, 2-ethoxycarbonylvinyl), (carboxy) (lower alkenyl) (for example, 2-carboxyvinyl, formyl, lower alkylcarbonyl (for example , acetyl), arylcarbonyl (eg, benzoyl), aryl (lower alkyl) (eg, benzyl, 4-fluorobenzyl, phenethyl or the like), (lower alkyloxy) (lower alkyl) (e.g., methoxymethyl or the like), ( aryloxy) (lower alkyl) (e.g., phenoxymethyl) imilar A more preferable embodiment of the compound of formula (II) is a compound wherein A1 is furyl, thienyl, pyrrolyl, imidazolyl, pyrazolyl, isoxazolyl, pyridyl, thiazolyl or oxazolyl; X is hydroxyl; Y is -COOH, optionally substituted tetrazolyl, optionally substituted triazolyl or optionally substituted pyridyl; Z1 and Z3 each is a link; Z2 is a bond, lower alkylene, lower alkenylene, -CH (OH) -, -S-, -SO-, -S02-, -S02NH-, -NHS02-, -O-, -NH-, -NHCO-, -CONH-, -C (= 0) -0-, -0-C (= 0) or -CO-, R1 is optionally substituted aryl or optionally substituted heteroaryl; Z4 is a link; R2 is lower alkyl or halogen; and p is 0 or 1. Accordingly, the following modalities B-1 to B-2592, are preferred. When A1 is a 5-membered heteroaryl, q, zyw each is a different integer from 1 to 5. When A1 is a 6-membered heteroaryl, q, zyw each is a different integer from 1 to 6. "n "is an integer from 1 to 3. The term" [substituted] "means" optionally substituted "and represents" unsubstituted or substituted. " The substituents include the aforementioned substituents. (Bl) 1- [(q- (([substituted] heteroaryl) alkenyl) -z-halogen) furan- -yl] -3-hydroxy-3- ([substituted] -1H-1,2,4-triazole- 3-yl) -propenone (B-2) l- [(z-alkyl-q- (([substituted] heteroaryl) thio)) thiophen-w-yl] -3-hydroxy-3- ([substituted] -1H -1, 2, 4-triazol-3-yl) -propenone (B-3) 4- [(q- (([substituted] aryl) alkenyl) -z-halogen) thiazole-2-yl] -2- hydroxy-4-oxo-2-butenoic (B-4) 1- [(z-halogen-q- (([substituted] heteroaryl) sulfonyl)) pyridin-w-yl] -3-hydroxy-3- ([substituted ] -1H-1, 2,4-triazol-3-yl) -propenone (B-5) 2-hydroxy-4- (nH-q- (1-hydroxy- ([substituted] aryl) methyl) imidazole- w-il) -4-oxo-2-butenoic (B-6) l- [(z-alkyl-q- (([substituted] aryl) aminocarbonyl)) furan-w-yl] -3-hydroxy-3- ([substituted] -2H-tetrazol-5-yl) -propenone (B-7) 1- [nH- (z-halogeno-q- (([substituted] heteroaryl) sulfinyl)) imidazol- -yl] -3- hydroxy-3- ([substituted] -1H-1,2,4-triazol-3-yl) -propenone (B-8) 3-hydroxy-l- (q- (([substituted] heteroaryl) oxycarbonyl ) thiophen- -il) -3- ([substituted-lH-1,2,4-triazol-3-yl) -propenyone (B-9) 3-hydroxy-l- (q- (l-hydroxy- ([ substituted] aryl) methyl) pyrrol-w-yl) -3- ([substituted] -2H-tetrazol-5-yl) -propenyone (B-10) 4- [(z-alkyl-q- (1-hydroxy - ([substituted] aryl) methyl)) oxazole-w-yl] -2-hydroxy-4-oxo-2-butenoic (B-ll) 1- (q- (([substituted] heteroaryl) amino) furan-w -yl) -3-hydroxy-3- ([substituted] -2H-tetrazol-5-yl) -propenone (B-12) 4- [(z-alkyl-q- (([substituted] aryl) oxy) ) thiazol-w-yl] -2-hydroxy-4-oxo-2-butenoic (B-13) 1- [(z-halogeno-q- (([substituted] aryl) sulfonyl)) thiophen-w-il] -3-hydroxy-3- ([substituted] -2H-tetrazol-5-yl) -propenone (B-14) 3-hydroxy-l- (q- (1-hydroxy- ([substituted] heteroaryl) methyl) furan -w-il) -3- ([substituted] -2H-tetrazol-5-yl) -propenone (B-15) 1- [(z-halogen-q- (([substituted] heteroaryl) sulfonylamino)) oxazole w-il] -3-hydroxy-3- ([substituted] -lH-1, 2,4-triazol-3-yl) -propenone (B-16) 1- (q- (([substituted] aryl) carboxy) pyrrol-w-yl) -3-hydroxy-3- ([substituted] -2H-tetrazol-5-yl) -propenyone (B-) 17) 1- (nH-q- (([substituted] aryl) carbonylamino) imidazol-w-yl) -3-hydroxy-3- ([substituted] -1H-1,2, -triazol-3-yl) - propenone (B-18) l- (nH-q- (([substituted] heteroaryl) carbonylamino) imidazol-w-yl) -3-hydroxy-3- ([substituted] -2H-tetrazol-5-yl) -propenone (B-l9) l - [(q - ((substituted] aryl) alkenyl) -z-halogen) isoxazol-w-yl] -3-hydroxy-3- ([substituted] -1H-1, 2, 4 -triazol-3-yl) -propenone (B-20) l- (q- (([substituted] aryl) alkyl) pyrrol-w-yl) -3-hydroxy-3- ([substituted] -1H-1, 2,4-triazol-3-yl) -propenone (B-21) 1- [(z-halogeno-q- ((substituted] aryl) sulfonylamino)) oxazol-w-yl] -3-hydroxy-3- ([substituted] -2H-tetrazol-5-yl) ) -propenone (B-22) l- [(z-halogen-q- (([substituted] heteroaryl) thio)) thiazol-w-yl] -3-hydroxy-3- ([substituted] -2H-tetrazole- 5-yl) -propenone (B-23) 1- [(z-halogen-q- (1-hydroxy- ([substituted] heteroaryl) methyl)) furan-w-yl] -3-hydroxy-3- ([ substituted] -1 H-1, 2,4-triazol-3-yl) -propenone (B-24) 4- (nH-q- (([substituted] heteroaryl) carboxy) imidazole-w-2) -2- hydroxy-4-oxo-2-butenoic (B-25) l- [nH- (q- (([substituted] aryl) alkyl) -z-halogen) imidazol-w-yl] -3-hydroxy-3- ( [substituted] -1H-1, 2,4-triazol-3-yl) -propenone (B-26) 4- [(q- (([substituted] aryl) aminocarbonyl) -z-halogen) oxazole-w- il] -2-hydroxy-4-oxo-2-butenoic (B-27) 1- [(q- ([substituted] aryl) -z-halogen) thiazol-w-yl] -3-hydroxy-3- ( [substituted] -2H-tetrazol-5-yl) -propenone (B-28) 1- (q- (([substituted] heteroaryl) amino) thiophen-w-yl) -3-hydroxy-3- ( [substituted] -2H-tetrazol-5-yl) -propenone (B-29) 2-hydroxy-4-oxo-4- (q- (([substituted] heteroaryl) sulfonyl) pyridin-w-yl) -2 -butenoic (B-30) 1- [(q- ((substituted] heteroaryl) carbonylamino) -z-halogen) oxazol-w-yl] -3-hydroxy-3- ([substituted] -2H-tetrazole-5 -yl) -propenone (B-31) 4- [(q- (([substituted] heteroaryl) carbonylamino) -z-halogen) thiophen-w-yl] -2-hydroxy-4-oxo-2-butenoic acid ( B-32) 1- (q- ((substituted) aryl) carbonyl) pyrrol-w-yl) -3-hydroxy-3- ([substituted] -1H-1,2, -triazol-3-yl) - propenone (B-33) 1- [(q- (([substituted] heteroaryl) aminocarbonyl) -z-halogen) pyridin-w-yl] -3-hydroxy-3- ([substituted] -1H-1, 2, 4-triazol-3-yl) -propenone (B-34) 3-hydroxy-1- (q- (1-hydroxy- ([substituted] aryl) methyl) thiophen-w-yl) -3- ([substituted] -2H-tetrazol-5-yl) -propenone (B-35) 1- (q- ([substituted] aryl) furan-w-yl) -3-hydroxy-3- ([substituted] -2H-tetrazole-5 -yl) -propenone (B-36) 3-hydroxy-l- (q- (([substituted] heteroaryl) sulfonyl) thiophen-w -yl) -3- ([substituted] -1 H-1,2, -triazol-3-yl) -propenone (B-37) 1- [n H- (z-halogen-q- (([substituted] aryl) thio)) imidazol-w-yl] -3-hydroxy-3- ([substituted] -2H-tetrazol-5-yl) -propenone (B-38) 1- [(q- ((substituted [aryl] aminocarbonyl) -z-halogen) furan-w-yl] -3-hydroxy-3- ([substituted] -1H-1, 2, 4 -triazol-3-yl) -propenone (B-39) l- [nH- (z-alkyl-q- (([substituted] heteroaryl) thio)) pyrazol-w-yl] -3-hydroxy-3- ( [substituted] -2H-tetrazol-5-yl) -propenone (B-40) 4- [nH- (q- (([substituted] aryl) alkenyl) -z-alkyl) pyrazol-w-y] -2] -hydroxy-4-oxo-2-butenoic (B-41) 1- [nH- (q- (([substituted] aryl) alkenyl) -z-alkyl) pyrazol-w-yl] -3-hydroxy-3- ([substituted] -1H-1, 2,4-triazol-3-yl) -propenone (B-42) 4- [(z-alkyl-q- (([substituted] aryl) alkyl) pyridin-w -yl] -2-hydroxy-4-oxo-2-butenoic (B-43) 1- [(z-halogeno-q- (([substituted] aryl) thio)) isoxazol-w-yl] -3-hydroxy -3- ([substituted] -2H-tetrazol-5-yl) -propenone (B-44) 4- [nH- (z-alkyl-q- ([substituted] aryl)) pyrazol-w-yl] - 2-hydroxy-4-oxo-2-butenoic (B-45) l- [(z-alkyl-q- (([substituted] heteroaryl) aminosulfonyl)) furan-w-yl] -3-hydroxy-3- ( [substituted] -1H-1, 2,4-triazol-3-yl) -propenone (B-46) 1- [(z-halogen-q- (1-hydroxy- ([substituted] aryl) methyl)) pyrrol-w-yl] -3- hydroxy-3- ([substituted] -2H-tetrazol-5-yl) -propenone (B-47) l- [nH- (z-halogeno-q- (([substituted] aryl) sulfonylamino)) pyrazole-w- il] -3-hydroxy-3- ([substituted] -1H-1, 2,4-triazol-3-yl) -propenone (B-48) 4- [(z-alkyl-q- (([substituted] aryl) alkyl)) pyrrol-w-yl] -2-hydroxy- 4-oxo-2-butenoic (B-49) 1- [nH- (q- ((substituted] aryl) alkenyl) -z-alkyl) pyrazol-w-yl] -3-hydroxy-3- ([substituted ] -2H-tetrazol-5-yl) -propenone (B-50) l- [nH- (z-alkyl-q- (1-hydroxy- ([substituted] aryl) methyl)) imidazole-w-yl] - 3-hydroxy-3- ([substituted] -2H-tetrazol-5-yl) -propenone (B-51) l- [(z-alkyl-q- (([substituted] heteroaryl) sulfinyl)) thiazole-w- il] -3-hydroxy-3- ([substituted] -lH-1, 2,4-triazol-3-yl) -propenone (B-52) 1- [nH- (q- ([substituted] aryl) - z-halogen) pyrazol-w-yl] -3-hydroxy-3- ([substituted] -2H-tetrazol-5-yl) -propenyone (B-53) 1- [(z-halogen-q- ([substituted ] heteroaryl)) furan-w-yl] -3-hydroxy-3- ([substituted] -2H-tetrazol-5-yl) -propenone (B-54) 4- [(z-alkyl-q- (( [substituted] heteroaryl) oxycarbonyl)) thiazol-w-yl] -2-hydroxy-4-oxo-2-butenoic (B-55) 2-hydroxy-4-oxo-4- (q- (([substituted]] aril) sulf onyl) thiazol-w-yl) -2-butenoic (B-56) 4- (q- (([substituted] heteroaryl) alkyl) pyridin-w-yl) -2-hydroxy-4-oxo-2-butenoic acid (B-57) l- [(z ~ alkyl-q- (([substituted] heteroaryl) sulfonyl)) thiophen-w-yl] -3-hydroxy-3- ([substituted] -1H-1, 2, 4 -triazol-3-yl) -propenone (B-58) l- [(z-alkyl-q- (([substituted] heteroaryl) sulfonyl)) pyridin-w-yl] -3-hydroxy-3- ([substituted ] -2H-tetrazol-5-yl) -propenone (B-59) l- [(z-halogen-q- (([substituted] heteroaryl) oxycarbonyl)) furan-w-yl] -3-hydroxy-3- ([substituted] -1H-1, 2, -triazol-3-yl) -propenone (B-60) 1- [(z-halogen-q- (1-hydroxy- ([substituted] heteroaryl) methyl)) thiophen -w-il] -3-hydroxy-3- ([substituted] -2H-tetrazol-5-yl) -propenone (B-61) 4- [nH- (z-alkyl-q- (([substituted]] aryl) carboxy)) imidazol-w-yl] -2-hydroxy-4-oxo-2-butenoic (B-62) 1- [(q- (([substituted] aryl) amino) -z-halogen) pyrrol- w-il] -3-hydroxy-3- ([substituted] -2H-tetrazol-5-yl) -propenone (B-63) 1- [n H- (z-halogen-q- (([substituted] aryl) oxycarbonyl)) pyrazol-w-yl] -3-hydroxy-3- ([substituted] -2H-tetrazole-5 -yl) -propenone (B-64) 4- (nH-q- ([substituted] aryl) pyrazol-w-yl) -2-hydroxy-4-oxo-2-butenoic acid (B-65) l- [ n H- (z-alkyl-q- (([substituted] heteroaryl) oxycarbonyl)) imidazol-w-yl] -3-hydroxy-3- ([substituted] -1 H-1,2,4-triazole-3-yl] ) -propenone (B-66) 1- [nH- (z-halogeno-q- (([substituted] aryl) oxycarbonyl)) pyrazol-w-yl] -3-hydroxy-3- ([substituted] -1H-1, 2 , 4-triazol-3-yl) -propenone (B-67) 4- [(z-alkyl-q- (([substituted] aryl) amino)) thiazol-w-yl] -2-hydroxy-4- oxo-2-butenoic (B-68) 1- [(z-alkyl-q- ([substituted] heteroaryl)) furan-w-yl] -3-hydroxy-3- ([substituted] -1 H-1, 2 , 4-triazol-3-yl) -propenone (B-69) l- [(z-alkyl-q- (([substituted] aryl) oxycarbonyl)) pyridin-w-yl] -3-hydroxy-3- ([substituted] -2H-tetrazol-5-yl) ) -propenone (B-70) l- [(z-halogen-q- (([substituted] heteroaryl) oxy)) thiophen-w-yl] -3-hydroxy-3- ([substituted] -2H-tetrazole- 5-yl) -propenone (B-71) 1- (nH-q- (([substituted] heteroaryl) aminosulfonyl) imidazol-w-yl) -3-hydroxy-3- ([substituted] -2H-tetrazole-5 -yl) -propenone (B-72) l- [nH- (z-halogen-q- (([substituted] heteroaryl) oxycarbonyl)) pyrazol-w-yl] -3-hydroxy-3- ([substituted] - 1H-1, 2,4-triazol-3-yl) -propenone (B-73) 1- (nH-q- ([substituted] heteroaryl) pyrazol-w-yl) -3-hydroxy-3- ([substituted ] -2H-tetrazol-5-yl) -propenone (B-74) 4- [(z-alkyl-q- (([substituted] aryl) sulfonyl)) thiophen-w-yl] -2-hydroxy-4 -oxo-2-butenoic (B-75) l- [nH- (z-alkyl-q- (([substituted] aryl) carbonyl)) imidazol-w-yl] -3-hydroxy-3- ([substituted] -2H-tetrazol-5-yl) -propenone (B-76) 4- [(z-halogeno-q- (([substituted] heteroaryl) oxycarbonyl)) ti azol-w-yl] -2-hydroxy-4-oxo-2-butenoic (B-77) l- [(z-alkyl-q- (([substituted] heteroaryl) carbonyl)) pyridin-w-yl] - 3-hydroxy-3- ([substituted] -1H-1, 2,4-triazol-3-yl) -propenone (B-78) 1- (nH-q- (([substituted] aryl) aminosulfonyl) pyrazole- w-il) -3-hydroxy-3- ([substituted] -2H-tetrazol-5-yl) -propenone (B-79) 1- [nH- (q- (([substituted] heteroaryl) alkenyl) -z - alkyl) pyrazol-w-yl] -3-hydroxy-3- ([substituted] -2H-tetrazol-5-yl) -propenone (B-80) 1- [nH- (z-halogen-q- (( [substituted] aryl) sulfonyl)) pyrazol-w-yl] -3-hydroxy-3- ([substituted] -2H-tetrazol-5-yl) -propenone (B-81) 4- [(z-alkyl- q- (([substituted] heteroaryl) oxycarbonyl)) oxazole-w-yl] -2-hydroxy-4-oxo-2-butenoic (B-82) l- [(z-alkyl-q- (([substituted] aryl) alkyl)) furan-w-yl] -3-hydroxy-3- ([substituted] -1H-1, 2,4-triazol-3-yl) -propenone (B-83) 4- [(z-halogeno-q- (([substituted] heteroaryl) sulfinyl)) pyridin-w-yl] -2-hydroxy-4-oxo-2-butenoic acid (B-84) 1 - [(z-halogen-q- (1-hydroxy- ([substituted] heteroaryl) methyl)) thiazol-w-yl] -3-hydroxy-3- ([substituted] -2H-tetrazol-5-yl) - propenone (B-85) l- [nH- (z-alkyl-q- (([substituted] aryl) aminocarbonyl)) imidazol-w-yl] -3-hydroxy-3- ([substituted] -1H-1, 2,4-triazol-3-yl) -propenone (B-86) 4- (q- (([substituted] heteroaryl) alkyl) oxazol-w-yl) -2-hydroxy-4-oxo-2-butenoic acid (B-87) 4- [nH- (z-alkyl-q- (([substituted] heteroaryl) oxy)) imidazol-w-yl] -2-hydroxy-4-oxo-2-butenoic acid (B-88) ) 1- [(q- ((substituted] heteroaryl) carbonylamino) -z-halogen) isoxazol-w-yl] -3-hydroxy-3- ([substituted] -2H-tetrazol-5-yl) -propenyone ( B-89) 1- [(q- (([substituted] heteroaryl) alkenyl) -z-alkyl) isoxazol-w-yl] -3-hydroxy-3- ([substituted] -1H-1, 2, 4- triazol-3-yl) -propenone (B-90) 1- (q- (([substituted] aryl) alkenyl) thiazole-w-yl) -3-hydroxy- 3- ([substituted] -1 H-1,2,4-triazol-3-yl) -propenyone (B-91) 1- (q- ([substituted] aryl) thiazole-w-yl) -3-hydroxy- 3- ([substituted] -2H-tetrazol-5-yl) -propenone (B-92) 4- [(q- (([substituted] heteroaryl) carboxy) -z-halogen) thiazole-w-yl] - 2-hydroxy-4-oxo-2-butenoic (B-93) 1- [(z-alkyl-q- (([substituted] aryl) oxy)) furan-w-yl] -3-hydroxy-3- ( [substituted] -2H-tetrazol-5-yl) -propenone (B-94) 3-hydroxy-l- (q- (([substituted] aryl) sulfonyl) oxazol-w-yl) -3- ([substituted] -2H-tetrazol-5-yl) -propenone (B-95) 2-hydroxy-4-oxo-4- (q- (([substituted] aryl) thio) thiazol-w-yl) -2-butenoic acid ( B-96) 1- [nH- (z-alkyl-q- ([substituted] heteroaryl)) pyrazol-w-yl] -3-hydroxy-3- ([substituted] -1H-1, 2,4-triazol-3-yl) -propenone (B-97) 4- (q- (([substituted] aryl) aminosulfonyl) thiophen-w-yl) -2-hydroxy-4-oxo-2- butenoic (B-98) l- [(z-halogen-q- (([substituted] heteroaryl) sulfinyl)) thiophen-w-yl] -3-hydroxy-3- ([substituted] -1H-1, 2, 4-triazol-3-yl) -propenone (B-99) 1- (q- ([substituted] aryl) pyridin-w-yl) -3-hydroxy-3- (substituted] -1H-1, 2, 4 -triazol-3-yl) -propenone (B-l00) l- [nH- (q- (([substituted] heteroaryl) alkyl) -z-halogen) imidazol-w-yl] -3-hydroxy-3- ( [substituted] -1H-1, 2,4-triazol-3-yl) -propenone (B-101) 1- [(z-alkyl-q- (([substituted] aryl) oxy)) isoxazole-w-il ] -3-hydroxy-3- ([substituted] -2H-tetrazol-5-yl) -propenone (B-102) 1- [(z-halogen-q- (1-hydroxy- ([substituted] heteroaryl) methyl)) pyrrol-w-yl] -3-hydroxy-3- ([substituted] -1H-1 , 2,4-triazol-3-yl) -propenone (B-103) l- [(z-alkyl-q- (([substituted] heteroaryl) thio)) oxazol-w-yl] -3-hydroxy-3 - ([substituted] -2H-tetrazol-5-yl) -propenone (B-104) 4- [(q- ([substituted] aryl) -z-halogen) isoxazole-w-yl] -2-hydroxy- 4-oxo-2-butenoic (B-105) 3-hydroxy-l- (nH-q - (([substituted] aryl) sulfonylamino) pyrazol-w-yl) -3- ([substituted] -1H-1, 2,4-triazol-3-yl) -propenone (B-106) 4- (q- (([substituted] heteroaryl) alkyl) thiazole-w-yl) -2-hydroxy-4-oxo-2-butenoic acid (B-107) 1- [(q- (([substituted] aryl) carbonyl) -z-halogen) pyrrol-w-yl] -3-hydroxy-3- ([substituted] -2H-tetrazole-5-yl) ) -propenone (B-108) 1- [(z-halogen-q- (([substituted] heteroaryl) sulfonyl)) pyrrol-w-yl] -3-hydroxy-3- ([substituted] -1H-1, 2,4-triazol-3-yl) -propenone (B-109) 4- [(q- (([substituted] heteroaryl) alkyl) -z-halogen) fura nw-yl] -2-hydroxy-4-oxo-2-butenoic (B-110) l- [(z-alkyl-q- (([substituted] aryl) carbonylamino)) oxazole-w-yl] -3- hydroxy-3- ([substituted] -1H-1, 2,4-triazol-3-yl) -propenone (B-III) • 4- [(z-alkyl-q- (([substituted] heteroaryl) amino )) oxazol-w-yl] -2-hydroxy-4-oxo-2-butenoic (B-112) 1- [(q- (([substituted] heteroaryl) carbonyl) -z-halogen) pyridin-w-yl ] -3-hydroxy-3- ([substituted] -1H-1, 2,4-triazol-3-yl) -propenone (B-113) 4- [(z-alkyl-q- (([substituted]] aryl) carbonyl)) thiophen-w-yl] -2-hydroxy-4-oxo-2-butenoic (B-114) 4- [(z-halogeno-q- (1-hydroxy- ([substituted] heteroaryl) methyl)) furan-w-yl] -2-hydroxy-4-oxo-2-butenoic (B-115) 4- [(q- (([substituted] aryl) carbonylamino) -z-halogen) oxazole-w -yl] -2-hydroxy-4-oxo-2-butenoic (B-116) 4- [(z-alkyl-q- (([substituted] heteroaryl) thio)) isoxazole-w-2] -2- hydroxy-4-oxo-2-butenoic (Bl 17) 1- [(z-halogen-q- (([substituted] aryl) oxy)) thiof en-w-yl] -3-hi droxy-3- ([substituted] -1H-1, 2,4-triazol-3-yl) -propenone (B-118) l- [(z-alkyl-q- (([substituted] heteroaryl) carbonyl)) isoxazol-w-yl] -3-hydroxy-3- ([substituted] -1H-1,2,4-triazol-3-yl) -propenyone (B-119) l- [(z-alkyl-q- ( [substituted] aryl)) thiazol-w-yl] -3-hydroxy-3- ([substituted] -1H-1,2,4-triazol-3-yl) -propenone (B-120) 4- [(z-alkyl-q- (([substituted] heteroaryl) sulfinyl)) oxazol-w-yl] -2-hydroxy-4-oxo-2-butenoic acid (B-121) 1 - [(z-halogen-q- (([substituted] aryl) thio)) pyrrol-w-yl] -3-hydroxy-3- ([substituted] -2H-tetrazol-5-yl) -propenone (B-122) 1- [(q- (([substituted] heteroaryl) carboxy) -z-halogen) pyridin-w-yl] -3-hydroxy-3- ([substituted] -1H-1, 2.4 -triazol-3-yl) -propenone (B-123) 3-hydroxy-3- ([substituted] -2H-tetrazol-5-yl) -1- (q - '(([substituted] aryl) thio) thiazole -w-il) -propenone (B-124) 4- (q- (([substituted] heteroaryl) carbonyl) pyrrol-w-yl) -2-hydroxy-4-oxo-2-butenoic acid (B-125) 4- (q- (([substituted] aryl) alkyl) thiazole-w-yl) -2-hydroxy-4-oxo-2-butenoic acid (B-126) 1- [(z-halogen-q- (( [substituted] heteroaryl) sulfonyl)) thiazol-w-yl] -3-hydroxy-3- ([substituted] -1 H-1,2,4-triazol-3-yl) -propenyone (B-127) l- [ (z-halogen-q- (([substituted] heteroaryl) sulfonyl)) thiophen-w-yl] -3-hydroxy-3- ([substituted] -2H-tetrazol-5-yl) -propenone (B-128) 4- (q- (([substituted] aryl) carbonylamino) furan-w-yl) -2-hydroxy-4-oxo-2-butenoic acid (B-129) 1- [(z-halogen-q- (( [substituted] aryl) thio)) pyridin-w-yl] -3-hydroxy-3- ([substituted] -lH-1, 2,4-triazol-3-yl) -propenyone (B-130) 4- (q- (([substituted] heteroaryl) amino) thiazole-w-yl) -2-hydroxy-4-oxo-2-butenoic acid (B-131) 4- (nH- (q- (([ substituted] heteroaryl) alkenyl) -z-alkyl) imidazol-w-yl] -2-hydroxy-4-oxo-2-butenoic (B-132) 1- [nH- (z-halogen-q- (1-hydroxy - ([substituted] heteroaryl) methyl)) imidazol-w-yl] -3-hydroxy-3- ([substituted] -2H-tetrazol-5-yl) -propenyone (B-133) 1- [(q- ( ([substituted] heteroaryl) carboxy) -z-halogen) thiophen-w-yl] -3-hydroxy-3- ([substituted] -2H-tetrazol-5-yl) -propenone (B-134) 1- [( q- ((substituted [aryl] alkenyl) -z-alkyl) pyrrol-w-yl] -3-hydroxy-3- ([substituted] -2H-tetrazol-5-yl) -propenyone (B-135) 1 - [nH- (z-halogen-q- (1-hydroxy- ([substituted] heteroaryl) methyl)) imidazol-w-yl] -3-hydroxy-3- ([substituted] -1H-1, 2,4-triazol-3-yl) -propenone (B-136) 1- [(z-halogen-q- (([substituted] heteroaryl) sulfonylamino)) furan-w-yl] -3-hydroxy-3 - ([substituted] -2H-tetrazol-5-yl) -propenone (B-137) l- [(z-alkyl-q- (([substituted] heteroaryl) alkyl)) pyridin-w-yl] -3- hydroxy-3- ([substituted] -1H-1, 2, -triazol-3-yl) -propenone (B-138) l- (q - (([substituted] aryl) alkyl) oxazole-w-yl) - 3-hydroxy-3- ([substituted] -2H-tetrazol-5-yl) -propenyone (B-139) l- [(z-alkyl-q- (([substituted] aryl) alkyl)) isoxazole-w- il] -3-hydroxy-3- ([substituted] -2H-tetrazol-5-yl) -propenone (B-140) 4- [(z-halogeno-q- (([substituted] heteroaryl) sulfonyl)) pyrrol-w-yl] -2-hydroxy-4-oxo-2-butenoic (B-141) 1- (q- (([substituted] aryl) alkyl) isoxazol-w-yl) -3-hydroxy-3- ([substituted] -2H-tetrazol-5-yl) -propenone (B-142) l- [nH- (z-alkyl-q- (([substituted] aryl) aminosulfonyl)) pyrazol-w-yl] -3 -hydroxy-3- ([substituted] -2H-tetrazol-5-yl) -propenyone B-143) 1- [(z-halogen-q- ([substituted] aryl) sulfonyl)) furan-w-yl] -3-hydroxy-3- [substituted] -1H-1, 2,4-triazol-3-yl) -propenone B-144) 4- [nH- (z-alkyl -q- ([substituted] aryl) oxycarbonyl)) imidazol-w-yl] -2-hydroxy-4-oxo-2-butenoic B-145) 3-hydroxy-l- (q- (1-hydroxy- [substituted ] aryl) methyl) pyridin-w-yl) -3- ([substituted] -2H-tetrazol-5-yl) -propenyone (B-146) 1- (q- (([substituted] aryl) carbonyl) pyridine- w-il) -3-hydroxy-3- ([substituted] -2H-tetrazol-5-yl) -propenone B-147) l- [(z-alkyl-q- ([substituted] heteroaryl) oxy)) isoxazole -w-il] -3-hydroxy-3- [substituted] -2H-tetrazol-5-yl) -propenone (B-148) l- [(z-alkyl-q- ([substituted] aryl) aminosulfonyl)) furan-w-yl] -3-hydroxy-3- [substituted] -1H-1, 2,4-triazol-3-yl) -propenyone B-149) l- [(z-alkyl-q- ([substituted ] aryl) aminosulfonyl)) pyridin-w-yl] -3-hydroxy-3- ([substituted] -1H-1,2,4-triazol-3-yl) -propenone B-150) 4- (q- ([substituted] heteroaryl) carbonyl) thiazol-w-yl) -2-hydroxy-4-oxo-2-butenoic (B-151) 1- [(z-alkyl-q- (([sust ituido] aryl) oxy)) pyridin-w-yl] -3-hydroxy-3- ([substituted] -2H-tetrazol-5-yl) -propenone (B-152) 4- [(z-halogen-q - (1-hydroxy- ([substituted] heteroaryl) methyl)) pyridin-w-yl] -2-hydroxy-4-oxo-2-butenoic (B-153) 1- [(z-halogen-q- (( [substituted] aryl) oxy)) furan-w-yl] -3-hydroxy-3- ([substituted] -1 H-1,2,4-triazol-3-yl) -propenyone (B-154) l- [ (z-alkyl-q- (([substituted] aryl) aminocarbonyl)) thiophen-w-yl] -3-hydroxy-3- ([substituted] -2H-tetrazol-5-yl) -propenyone (B-155) l- [(q- (([substituted] aryl) alkenyl) -z-alkyl) oxazol-w-yl] -3-hydroxy-3- ([substituted] -2H-tetrazol-5-yl) -propenone (B -156) 3-hydroxy-l- (q- (([substituted] aryl) oxy) furan-w-yl) -3- ([substituted] -1H-1,2,4-triazol-3-yl) - propenone (B-157) 4- [(z-alkyl-q- (([substituted] heteroaryl) aminocarbonyl)) oxazol-w-yl] -2-hydroxy-oxo-2-butenoic acid (B-158) l - [(z-alkyl-q- (([substituted] heteroaryl) sulfonyl)) pyrrol-w-yl] -3-hydroxy-3- ([substituted] -1 H-1,2,4-triazole-3 -yl) -propenone (B-159) 1- [(q- ((substituted] heteroaryl) carboxy) -z-alkyl) thiazole-w-yl] -3-hydroxy-3- ([substituted] -1H- 1, 2,4-triazol-3-yl) -propenone (B-160) 4- [nH- (z -halogen-q- (([substituted] heteroaryl) sulfinyl)) imidazole-w-2] -2 -hydroxy-4-oxo-2-butenoic (B-161) 4- [(z-halogeno-q- (([substituted] heteroaryl) thio)) pyrrol-w-yl] -2-hydroxy-4-oxo -2-butenoic (B-162) 1- [(z-halogeno-q- ((substituted) heteroaryl) sulfinyl)) pyrrol-w-yl] -3-hydroxy-3- (substituted] -1H-1, 2 , 4-triazol-3-yl) -propenone (B-163) 3-hydroxy-l- (q- (([substituted] aryl) sulfonylamino) thiazole-w-yl) -3- ([substituted] -1H- 1, 2, 4-triazol-3-yl) -propenone (B-164) 3-hydroxy-l- (q- (([substituted] heteroaryl) oxycarbonyl) pyridin-w-yl) -3- ([substituted] -2H-tetrazol-5-yl) -propenone (B-l65) 1- [(z-alkyl-q- ([substituted] heteroaryl)) thiophen-w-yl] -3-hydroxy-3- ([substituted] -2H-tetrazol-5-yl) -propenone (B-166) 1- [(z-halogen-q- (([substituted] heteroaryl) sulfoni lamino)) thiophen-w-il] -3-hydroxy-3- ([substituted] -2H-tetrazol-5-yl) -propenone (B-167) l- [(z-alkyl-q- (1-hydroxy- ([substituted] aryl) methyl) ) pyrrol-w-yl] -3-hydroxy-3- ([substituted] -2H-tetrazol-5-yl) -propenone (B-168) 2-hydroxy-4-oxo-4- (nH-q-) (([substituted] heteroaryl) sulfonyl) pyrazol-w-yl) -2-butenoic (B-169) 2-hydroxy-4-oxo-4- (q- (([substituted] aryl) sulfonyl) isoxazole-w -yl) -2-butenoic (B-170) 4- [(z-alkyl-q- (([substituted] aryl) aminocarbonyl)) isoxazol-w-yl] -2-hydroxy-4-oxo-2- butenoic (B-171) l- [(z-halogen-q- (([substituted] aryl) sulfinyl)) thiophen-w-yl] -3-hydroxy-3- ([substituted] -1H-1, 2,4-triazol-3-yl) -propenone (B-172) 4- [(q- (([substituted] aryl) alkenyl) -z-alkyl) thiazole-w-yl] -2-hydroxy- 4-oxo-2-butenoic (B-173) l- [(z-alkyl-q- (([substituted] aryl) carbonyl)) pyridin-w-yl] -3-hydroxy-3- ([substituted] - 1H-1, 2, -triazol-3-yl) -propenone (B-174) l- (q- (([substituted] heteroaryl) aminocarbonyl) thiophen-w-yl) -3-hydroxy-3- ([substituted ] -1H-1, 2,4-triazol-3-yl) -propenone (B-175) 1- [(z-alkyl-q- (([substituted] aryl) thio)) furan-w-yl] - 3-hydroxy-3- ([substituted] -1H-1,2,4-triazol-3-yl) -propenyone (B-176) 3-hydroxy-l- (q- (([substituted] aryl) oxycarbonyl) pyridin-w-yl) -3- ([substituted] -1H-1, 2, -triazol-3-yl) -propenone (B-177) 1- [(z-alkyl-q- (1-hydroxy- ( [substituted] aryl) methyl)) thiazol-w-yl] -3-hydroxy-3 - ([substituted] -! Hl, 2,4-triazol-3-yl) -propenone (B-178) 2-hydroxy acid -4-oxo-4- (q- (([substituted] aryl) thio) pyridin-w-yl) -2-butenoic (B-179) 4- [(z-alkyl-q- (([substituted]] heteroaryl) sulfinyl)) pyrro lw-yl] -2-hydroxy-4-oxo-2-butenoic (B-180) l- [(z-alkyl-q- (([substituted] aryl) oxycarbonyl)) thiazol-w-yl] -3- hydroxy-3- ([substituted] -2H-tetrazol-5-yl) -propenone (B-181) 4- [nH- (z-halogeno-q- (([substituted] aryl) oxycarbonyl)) pyrazol-w -yl] -2-hydroxy-4-oxo-2-butenoic (B-182) 1- [nH- (q- (([substituted] aryl) aminocarbonyl) -z-halogen) imidazole-w-yl] -3 -hydroxy-3- ([substituted] -2H-tetrazol-5-yl) -propenone (B-183) 4- (q- ([substituted] heteroaryl) pyridin-w-yl) -2-hydroxy-oxo acid -2-butenoic (B-184) l - [(q - ((substituted] heteroaryl) alkenyl) -z-alkyl) furan-w-yl] -3-hydroxy-3- ([substituted] -1H-1 , 2,4-triazol-3-yl) -propenone (B-185) l- [(z-alkyl-q- (([substituted] heteroaryl) sulfinyl)) thiophen-w-yl] -3-hydroxy-3 - ([substituted] -2H-tetrazol-5-yl) -propenone (B-186) 4- [nH- (z-halogeno-q- (([substituted] heteroaryl) sulfinyl)) pyrazol-w-y] -2-hydroxy-4-oxo-2-butenoic (B-187) l- [(z-alkyl-q- (([substituted] heteroaryl) aminosulf onyl)) pyrrol-w-yl] -3-hydroxy-3- ([substituted] -2H-tetrazol-5-yl) -propenyone (B-188) 1- [nH- (z-halogen-q- (1 -hydroxy- ([substituted] aryl) methyl)) imidazol-w-yl] -3-hydroxy-3- ([substituted] -2H-tetrazol-5-yl) -propenyone (B-189) l- [(z -halogen-q- (([substituted] heteroaryl) sulfonylamino)) pyridin-w-yl] -3-hydroxy-3- ([substituted] -2H-tetrazol-5-yl) -propenyone (B-190) l- [(z-alkyl-q- (([substituted] heteroaryl) sulfonyl)) pyrrol-w-yl] -3-hydroxy-3- ([substituted] -2H-tetrazol-5-yl) -propenyone (B-191 ) 4- [(z-alkyl-q- (([substituted] heteroaryl) oxy)) pyrrol-w-yl] -2-hydroxy-4-oxo-2-butenoic acid (B-192) 3-hydroxy-l - (nH-q- (([substituted] aryl) oxycarbonyl) pyrazol-w-yl) -3- ([substituted] -1 H-1,2,4-triazol-3-yl) -propenyone (B-l93) 1- [(q- (([substituted] heteroaryl) amino) -z-halogen) thiazole-w-yl] -3-hydroxy-3- ([substituted] -1H-1, 2,4-triazole-3-) il) -propenone fB-194) 3-hydroxy-l- (nH-q- (([substituted] heteroaryl) oxycarbonyl) pyrazol-w-yl) -3- ([s] used] -1H-1, 2,4-triazol-3-yl) -propenone (B-195) l- [(z-alkyl-q- (([substituted] heteroaryl) oxy)) thiazole-w-il] -3-hydroxy-3- ([substituted] -2H-tetrazol-5-yl) -propenone (B-196) 1- [(z-halogeno-q- ((substituted] aryl) sulfonylamino)) pyrrole-w -yl] -3-hydroxy-3- ([substituted] -1H-1,2,4-triazol-3-yl) -propenyone (B-197) l- [(z-alkyl-q- (([substituted ] aryl) aminocarbonyl)) thiazol-w-yl] -3-hydroxy-3- ([substituted] -2H-tetrazol-5-yl) -propenyone (B-198) 4- [(q- (([substituted] ] aryl) alkenyl) -z-halogen) isoxazol-w-yl] -2-hydroxy-4-oxo-2-butenoic (B-199) l- [nH- (z-halogen-q- (([substituted] heteroaryl) sulfonylamino)) pyrazol-w-yl] -3-hydroxy-3- ([substituted] -1 H-1,2,4-triazol-3-yl) -propenyone (B-200) 1- [(z- alkyl-q- (([substituted] aryl) thio)) thiophen-w-yl] -3-hydroxy-3- ([substituted] -2H-tetrazol-5-yl) -propenone (B-201) 1- [(z-alkyl-q- (([substituted] aryl) carboxy)) thiazol-w-yl] -3-hydroxy-3- ([substituted] -2H-tetrazol-5-yl) ) -propenone (B-202) l- (q- (([substituted] aryl) alkyl) furan-w-yl) -3-hydroxy-3- ([substituted] -2H-tetrazol-5-yl) -propenyone (B-) 203) 4- [(z-halogeno-q- (([substituted] aryl) oxy)) pyridin-w-yl] -2-hydroxy-4-oxo-2-butenoic acid (B-204) acid 4- [ (z-halogen-q- (([substituted] aryl) oxy)) thiophen-w-yl] -2-hydroxy-4-oxo-2-butenoic (B-205) l- (nH-q- (([ substituted] heteroaryl) aminosulfonyl) pyrazol-w-yl) -3-hydroxy-3- ([substituted] -1 H-1,2,4-triazol-3-yl) -propenyone (B-206) 1- [nH- (q- (([substituted] heteroaryl) carboxy) -z-alkyl) imidazol-w-yl] -3-hydroxy-3- ([substituted] -1H-1,2,4-triazol-3-yl) - propenone (B-207) 1- [(z-alkyl-q- (([substituted] aryl) amino)) pyridin-w-yl] -3-hydroxy-3- ([substituted] -1H-1, 2, 4-triazol-3-yl) -propenone (B-208) 3-hydroxy-l- (q- (([substituted] heteroaryl) sulfinyl) thiazole-w-yl) -3- ([substituted] -2H-tetrazole -5-yl) -propenone (B-209) l- [nH- (z-alkyl-q- (([substituted] heteroaryl) alkyl)) imidazol-w-yl] -3-hydroxy-3- ([substituted ] -1H-1, 2,4-triazol-3-yl) -propenone (B-210) 1- [(z-alkyl-q- (([substituted] aryl) carbonyl)) furan-w-yl] - 3-hydroxy-3- ([substituted] -2H-tetrazol-5-yl) -propenone (B-211) 4- [(z-halogeno-q- (1-hydroxy- ([substituted] aryl) methyl) ) pyridin-w-yl] -2-hydroxy-4-oxo-2-butenoic (B-212) 1- [(z-alkyl-q- (([substituted] aryl) sulfinyl)) furan-w-il] -3-hydroxy-3- ([substituted] -2H-tetrazol-5-yl) -propenone (B-213) 4- [(q- (([substituted] aryl) alkyl) -z-halogen) thiophene- w-il] -2-hydroxy-4-oxo-2-butenoic (B-214) 4- [nH- (z-halogeno-q- (([substituted] aryl) sulfonylamino)) pyrazol-w-il] -2-hydroxy-4-oxo-2-butenoic (B-215) l- [(z-halogen-q- (([substituted] heteroaryl) thio)) thiophen-w-yl] -3-hydroxy-3- ([substituted] -1 H-1,2,4-triazol-3-yl) -propenone (B-216) 4- [(z-alkyl-q- (1-hydroxy- ([substituted] heteroaryl) methyl) ) furan-w-il] -2-hydroxy-4-oxo-2-butenoic (B-217) 4- (q- (([substituted] aryl) carboxy) thiophen-w-yl) -2-hid Roxy-4-oxo-2-butenoic (B-218) 1- [(q- ((substituted] heteroaryl) aminosulfonyl) -z-halogen) oxazol-w-yl] -3-hydroxy-3- ([substituted ] -2H-tetrazol-5-yl) -propenone (B-219) l- [nH- (z-halogeno-q- (([substituted] aryl) thio)) pyrazol-w-yl] -3-hydroxy- 3- ([substituted] -1H-1, 2,4-triazol-3-yl) -propenone (B-220) l- (q- (([substituted] heteroaryl) alkyl) furan-w-yl) -3 -hydroxy-3- ([substituted] -2H-tetrazol-5-yl) -propenone (B-221) 4 - [(q- (([substituted] heteroaryl) carbonylamino) -z-halogen) furan-w- il] -2-hydroxy-4-oxo-2-butenoic (B-222) 4- [(z-alkyl-q- (1-hydroxy- ([substituted] heteroaryl) methyl)) pyridin-w-yl] -2-hydroxy-4-oxo-2-butenoic (B-223) 1- (nH-q- (([substituted] aryl) alkyl) pyrazol-w-yl) -3-hydroxy-3- ([substituted] -2H-tetrazol-5-yl) -propenone (B-224) l- [(z-halogen-q- (([substituted] aryl) sulfonylamino)) thiazol-w-yl] -3-hydroxy-3- ( [substituted] -1H-1, 2,4-triazol-3-yl) -propenone (B-225) 4- [nH- (z-alkyl-q- (([substituted] ] aryl) oxy)) imidazol-w-yl] -2-hydroxy-4-oxo-2-butenoic (B-226) l- [nH- (z-alkyl-q- (([substituted] aryl) sulfonylamino) ) pyrazol-w-yl] -3-hydroxy-3- ([substituted] -2H-tetrazol-5-yl) -propenyone (B-227) 1- [nH- (z-halogen-q- (1-hydroxy) - ([substituted] aryl) methyl)) pyrazol-w-yl] -3-hydroxy-3- ([substituted] -1H-1, 2,4-triazol-3-yl) -propenone (B-228) acid 4- [(z-alkyl-q- (1-hydroxy- ([substituted] heteroaryl) methyl)) pyrrol-w-yl] -2-hydroxy-4-oxo-2-butenoic (B-229) 4- acid [(z-alkyl-q- (1-hydroxy- ([substituted] heteroaryl) methyl)) thiazol-w-yl] -2-hydroxy-4-oxo-2-butenoic (B-230) 4- [( z-alkyl-q- (([substituted] heteroaryl) carbonylamino)) isoxazol-w-yl] -2- hydroxy-4-oxo-2-butenoic (B-231) 3-hydroxy-l- (nH-q- (1-hydroxy- ([substituted] eteroaryl) methyl) imidazole-w-yl) -3- ([substituted] -1 H-1,2,4-triazol-3-yl) -propenone (B-232) 3- hydroxy-l- (q- (([substituted] heteroaryl) oxycarbonyl) pyrrol-w-yl) -3- ([substituted] -1H-1, 2,4-triazol-3-yl) -propenone (B-233) l- [(z-alkyl-q- (([substituted] heteroaryl) alkyl)) pyrrol-w-yl] -3-hydroxy-3 - ((substituted) -1 H-1,2,4-triazol-3-yl) -propenyone (B-234) l- [(z-alkyl-q- (([substituted] aryl) carbonylamino)) thiophen-w -yl] -3-hydroxy-3- ([substituted] -2H-tetrazol-5-yl) -propenone (B-235) 1- [(z-halogen-q- (([substituted] aryl) oxy)) thiazol-w-yl] -3-hydroxy-3- ([substituted] -2H-tetrazol-5-yl) -propenone (B-236) 4- [(z-halogeno-q- (([substituted] aryl] ) sulfonyl)) isoxazol-w-yl] -2-hydroxy-4-oxo-2-butenoic (B-237) 4- [(q- (([substituted] heteroaryl) amino) -z-halogen) thiazole- w-il] -2-hydroxy-4-oxo-2-butenoic (B-238) 4- [nH- (z-alkyl-q- (([substituted] heteroaryl) aminosulfonyl)) imidazole-w-il] -2-hydroxy-4-oxo-2-butenoic (B-239) 3-hydroxy-l- (q- (([substituted] aryl) oxycarbonyl) thiophen-w-yl) -3- ([substituted] - 1H -1, 2, 4-triazol-3-yl) -propenone (B-240) 2-hydroxy-4-oxo-4- (q- (([substituted] heteroary l) oxycarbonyl) thiazol-w-yl) -2-butenoic acid (B-241) 4- [(z-halogeno-q- (1-hydroxy- ([substituted] aryl) methyl)) furan-w-il] -2-hydroxy-4-oxo-2-butenoic (B-242) l- [(z-alkyl-q- (([substituted] aryl) sulfonylamino)) pyrrol-w-yl] -3-hydroxy-3- ([substituted] -2H-tetrazol-5-yl) -propenone (B-243) 1- [(z-alkyl-q- (([substituted] aryl) amino)) thiazol-w-yl] -3-hydroxy -3- ([substituted] -1H-1, 2,4-triazol-3-yl) -propenone (B-244) 4- (q- (([substituted] heteroaryl) carbonylamino) thiophen-w-yl) -2-hydroxy-4-oxo-2-butenoic (B-245) l- [(z-alkyl-q- (([substituted] aryl) carbonylamino)) thiazol-w-yl] -3-hydroxy-3 - ([substituted] -2H-tetrazol-5-yl) -propenone (B-246) 1- [(z-halogen-q- (([substituted] aryl) oxycarbonyl)) isoxazole-w-yl] -3- hydroxy-3- ([substituted] -2H-tetrazol-5-yl) -propenone (B-247) 4- (nH-q- (([substituted] aryl) aminosulfonyl) imidazole-w-yl) -2- hydroxy-4-oxo-2-butenoic (B-248) 1- [(q- (([substituted] heteroaryl) carboxy) -z-alkyl) pyrrol-w-yl] -3-hydroxy-3- ([substituted] -2H-tetrazol-5-yl) -propenone (B-249) 4- (q- (([substituted] aryl) carboxy) thiazole- w-il) -2-hydroxy-4-oxo-2-butenoic (B-250) l- [(z-alkyl-q- (([substituted] aryl) oxycarbonyl)) isoxazole-w-yl] -3- hydroxy-3- ([substituted] -2H-tetrazol-5-yl) -propenone (B-251) 1- [(z-alkyl-q- (([substituted] aryl) thio)) thiazole-w-il] -3-hydroxy-3- ([substituted] -lH-1, 2,4-triazol-3-yl) -propenyone (B-252) 1- (q- (([substituted] heteroaryl) alkyl) thiazole-w -yl) -3-hydroxy-3- ([substituted] -1H-1,2,4-triazol-3-yl) -propenone (B-253) l- [(z-alkyl-q- (([substituted] heteroaryl) sulfonylamino)) thiophen-w-yl] -3-hydroxy-3- ([substituted] -2H-tetrazole-5-yl) ) -propenone (B-254) 1- [(z-alkyl-q- ([substituted] heteroaryl)) oxazol-w-yl] -3-hydroxy-3- ([substituted] -1H-1,2,4 -triazol-3-yl) -propenone (B-255) 4- [(q- (([substituted] heteroaryl) carbonyl) -z-halogen) isoxazol-w-yl] -2-hydroxy-4-oxo- 2-butenoic (B-256) l- [(z-alkyl-q- (([substituted] heteroaryl) aminocarbonyl)) oxazol-w-yl] -3-hydroxy-3- ([substituted] -1H-1, 2,4-triazol-3-yl) -propenone (B-257) 1- [(q- (([substituted] heteroaryl) aminocarbonyl) -z-halogen) thiazol-w-yl] -3-hydroxy-3- ([substituted] -1H-1, 2, 4 -triazol-3-yl) -propenone (B-258) 4- [(z-halogeno-q- (([substituted] aryl) thio)) isoxazol-w-yl] -2-hydroxy-4-oxo- 2-butenoic (B-259) l- (q- ([substituted] heteroaryl) furan-w-yl) -3-hydroxy-3- ([substituted] -1H-1,2,4-triazole-3-yl) ) -propenone (B-260) 3-hydroxy-l- (q- (1-hydroxy- ([substituted] aryl) methyl) pyridin-w-yl) -3- ([substituted] -1 H- 1,2,4-triazole -3-yl) -propenone (B-261) 4- [(z-alkyl-q- (([substituted] heteroaryl) sulfonylamino)) isoxazol-w-yl] -2-hydroxy-4-oxo-2- butene (B-262) 3-hydroxy-l- (q- (([substituted] heteroaryl) sulfinyl) oxazole-w-yl) -3- ([substituted] -2H-tetrazol-5-yl) -propenone (B -263) 4 - [(z-alkyl-q- (([substituted] heteroaryl) aminosulfonyl)) thiazol-w-yl] -2-hydroxy-4-oxo-2-butenoic acid (B-264) 4- acid [(ztalkyl-q- ([substituted] heteroaryl)) thiazol-w-yl] -2-hydroxy-4-oxo-2-butenoic (B-265) 1- [(z-halogen-q- ([substituted] heteroaryl)) oxazol-w-yl] -3-hydroxy-3- ([substituted] -2H-tetrazol-o-yl) -propenone (B-266) l- [(z-alkyl-q- (([substituted] aryl) aminosulfonyl)) isoxazol-w-yl] -3-hydroxy-3- ([substituted] -1H-1, 2, 4 -triazol-3-yl) -propenone (B-267) 4- [(q- (([substituted] aryl) carbonylamino) -z-halogen) pyridin-w-yl] -2-hydroxy-4-oxo- 2-butenoic (B-268) 1- [(q- (([substituted] heteroaryl) carboxy) -z-alkyl) thiophen-w-yl] -3-hydroxy-3- ([substituted] -2H-tetrazole- 5-yl) -propenone (B-269) 4- [nH- (q- (([substituted] aryl) alkyl) -z-halogen) imidazol-w-yl] -2-hydroxy-4-oxo-2 acid -butenoic (B-270) 4- [(z-alkyl-q- (([substituted] aryl) sulfinyl)) pyrrol-w-yl] -2-hydroxy-4-oxo-2-butenoic acid (B-271 ) l- [(q- (([substituted] aryl) alkyl) -z-halogen) pyrrol-w-yl] -3-hydroxy-3- ([substituted] -1H-1, 2,4-triazole-3) -yl) -propenone (B-272) 1- (q- ([substituted] aryl) pyrrol-w-yl) -3-hydroxy-3- ([substituted] -2H-tetrazol-5-yl) -propenone ( B-273) 4- [(q- (([substituted] aryl) aminosulfonyl) -z-halogen) pyrrol-w-yl] -2-hydroxy-4-oxo-2-butenoic acid (B-274) 1- (q- ([substituted] heteroaryl) pyrrol-w-yl) -3-hydroxy-3- ([substituted] -1H-1,2,4-triazol-3-yl) -propenone B-275) 4- [(z-halogen-q- ([substituted] aryl) thio)) thiophen-w-yl] -2-hydroxy-4-oxo-2-butenoic acid B-276) l- [( z-halogen-q- ([substituted] heteroaryl) thio)) isoxazol-w-yl] -3-hydroxy-3- [substituted] -1 H-1,4,4-triazol-3-yl) -propenyone B- 277) 4- [(z-alkyl-q- ([substituted] heteroaryl) oxycarbonyl)) pyrrol-w-yl] -2-hydroxy-4-oxo-2-butenoic acid B-278) l- (q- ( [substituted] heteroaryl) carbonylamino) pyridin-w-yl) -3-hydroxy-3- ([substituted] -1H-1,2,4-triazol-3-yl) -propenyone B-279) 3-hydroxy-1 - (q- ([substituted] heteroaryl) sulfonyl) pyridin-w-yl) -3- [substituted] -1 H-1,2,4-triazoI-3-yl) -propenone B-280) 4- [( z-halogen-q- ([substituted] heteroaryl) oxycarbonyl)) furan-w-yl] -2-hydroxy-oxo-2-butenoic B-281) l- [(z-alkyl-q- ([substituted] aryl) carbonyl)) oxazol-w-yl] -3-hydroxy-3- [substituted] -1H-1,2,4-triazol-3-yl) -propene na B-282) 1- [(z-alkyl-q- ([substituted] aryl)) furan-w-yl] -3-hydroxy-3- ([substituted] -1 H-1,2,4-triazole- 3-yl) -propenone (B-283) l- [(q- (([substituted] heteroaryl) alkenyl) -z-alkyl) oxazol-w-yl] -3-hydroxy-3- ([substituted] -2H -tetrazol-5-yl) -propenone (B-284) 1- (q- ([substituted] heteroaryl) thiophen-w-yl) -3-hydroxy-3- ([substituted] -1H-1, 2, 4 -triazol-3-yl) -propenone (B-285) '4- [(z-alkyl-q- (([substituted] aryl) alkyl)) furan-w-yl] -2-hydroxy-4-oxo-2-butenoic acid (B-286) 4- [(z-alkyl-q- (([substituted] heteroaryl) amino)) furan-w-yl] -2-hydroxy-4-oxo-2-butenoic acid (B-287) 1- (q- ( ([substituted] aryl) amino) pyrrol-w-yl) -3-hydroxy-3- ([substituted] -1 H-1,2,4-triazol-3-yl) -propenyone (B-288) l- [ (z-alkyl-q- (([substituted] aryl) carbonylamino)) thiazol-w-yl] -3-hydroxy-3- ([substituted] -1H-1, 2,4-triazol-3-yl) - propenone (B-289) l- [(z-alkyl-q- (([substituted] heteroaryl) aminosulfonyl)) thiazol-w-yl] -3-hydroxy-3- ([substituted] -1H-1, 2, 4-triazol-3-yl) -propenone (B-290) 3-hydroxy-l- (nH-q- (([substituted] aryl) sulfonyl) pyrazol-w-yl) -3- ([substituted] -2H -tetrazol-5-yl) -propenone (B-291) 1- [(z-alkyl-q- (([substituted] aryl) thio)) thiazol-w-yl] -3-hydroxy-3- ([substituted ] -2H-tetrazol-5-yl) -propenone (B-292) 1- (q- ([substituted] heteroaryl) pyridin-w-yl) -3-hydroxy-3- ([substituted] -2H-tetrazole- 5-il) -prop enone (B-293) 1- (q- (([substituted] aryl) carbonyl) oxazol-w-yl) -3-hydroxy-3- (substituted] -2H-tetrazol-5-yl) -propenyone (B- 294) 1- (nH-q- (([substituted] aryl) alkyl) imidazol-w-yl) -3-hydroxy-3- ([substituted] -2H-tetrazol-5-yl) -propenone (B-295) ) 4- [nH- (z-alkyl-q- (([substituted] heteroaryl) sulfonyl)) imidazol-w-yl] -2-hydroxy-4-oxo-2-butenoic acid (B-296) 4- acid [n H- (z-alkyl-q- (([substituted] heteroaryl) amino)) imidazol-w-yl] -2-hydroxy-4-oxo-2-butenoic (B-297) 3-hydroxy-l- ( q- (([substituted] heteroaryl) oxycarbonyl) pyrrol-w-yl) -3- ([substituted] -2H-tetrazol-5-yl) -propenone (B-298) 4- [(z-alkyl-q) - (1-hydroxy- ([substituted] aryl) methyl)) pyridin-w-yl] -2-hydroxy-4-oxo-2-butenoic (B-299) l- [(z-alkyl-q- (( [substituted] aryl) sulfonylamino)) furan-w-yl] -3-hydroxy-3- ([substituted] -1 H-1,2,4-triazol-3-yl) -propenyone (B-300) 4- acid [(z-alkyl-q- (([substituted] aryl) oxy)) furan-w-yl] -2-hydroxy-4-oxo-2-butenoic (B-301) acid 4- (q- ((substituted] aryl) carboxy) furan-w-yl) -2-hydroxy-4-oxo-2-butenoic (B-302) 1- (q- (([substituted] heteroaryl) carbonyl ) isoxazol-w-yl) -3-hydroxy-3- ([substituted] -lH-1, 2,4-triazol-3-yl) -propenyone (B-303) l- [(z-halogen-q- (([substituted] heteroaryl) oxy)) thiazol-w-yl] -3-hydroxy-3- ([substituted] -2H-tetrazol-5-yl) -propenyone (B-304) 3-hydroxy-l- ( q- (([substituted] heteroaryl) oxycarbonyl) oxazole-w-yl) -3- ([substituted] -2H-tetrazol-5-yl) -propenone (B-305) 2-hydroxy-4-oxo-4 acid - (q- ((substituted] aryl) thio) pyrrole-w-yl) -2-butenoic (B-306) 4- [(z-halogeno-q- (([substituted] heteroaryl) oxy)) pyrrole -w-il] -2-hydroxy-4-oxo-2-butenoic (B-307) 4- (q- (([substituted] aryl) alkenyl) thiazole-w-yl) -2-hydroxy-4- oxo-2-butenoic (B-308) 4- [(q- (([substituted] heteroaryl) carbonyl) -z-halogen) furan-w-yl] -2-hydroxy-4-oxo-2-butenoic acid ( B-309) l- [(z-alkyl-q- (([substituted] aryl) sulfonylamino)) thiophen-w-yl] -3-hydroxy-3- ( [substituted] -2H-tetrazol-5-yl) -propenone (B-310) 3-hydroxy-1- (q- (([substituted] aryl) sulfonyl) pyrrol-w-yl) -3- ([substituted] -2H-tetrazol-5-yl) -propenone (B-311) 1- (q- (([substituted] aryl) aminocarbonyl) isoxazol-w-yl) -3-hydroxy-3- ([substituted] -2H- tetrazol-5-yl) -propenone (B-312) 1- [(q- (([substituted] aryl) alkenyl) -z-halogen) thiophen-w-yl] -3-hydroxy-3- ([substituted] -1H-1, 2, 4-triazol-3-yl) -propenone (B-313) l- [(z-alkyl-q- (([substituted] heteroaryl) amino)) furan-w-yl] -3 -hydroxy-3- ([substituted] -1H-1,2,4-triazol-3-yl) -propenone (B-314) 4- (q- (([substituted] heteroaryl) alkyl) isoxazole-w- il) -2-hydroxy-4-oxo-2-butenoic (B-315) 4- (q- (([substituted] aryl) amino) furan-w-yl) -2-hydroxy-4-oxo-2 -butenoic (B-316) 4- (q- (([substituted] heteroaryl) carbonyl) furan-w-yl) -2-hydroxy-4-oxo-2-butenoic acid (B-317) l- [(z -alkyl-q- ([substituted] aryl)) thiophen-w-yl] -3-hydroxy-3- ([substituted-2H-tetrazol-5-yl) -propenone ( B-318) 1- (q- ((substituted [aryl] alkenyl) furan-w-yl) -3-hydroxy-3- ([substituted] -2H-tetrazol-5-yl) -propenyone (B-319 ) 3-hydroxy-l- (q- (([substituted] aryl) sulfonylamino) oxazole-w-yl) -3- ([substituted] -1H-1, 2,4-triazol-3-yl) -propenone (B-320) 4- (q- (([substituted] aryl) alkyl) isoxazol-w-yl) -2-hydroxy-4-oxo-2- butenoic B-321) l- [(z-alkyl-q- ([substituted] aryl) carbonylamino)) isoxazol-w-yl] -3-hydroxy- - ([substituted] -2H-tetrazol-5-yl) - propenone B-322) 3-hydroxy-l- (q- ([substituted] heteroaryl) sulfonylamino) isoxazol-w-yl) -3- [substituted] -1 H-1,2,4-triazol-3-yl) - propenone B-323) 1- [(z-halogen-q- ([substituted] aryl) sulfinyl)) isoxazol-w-yl] -3-hydroxy-3- [substituted] -1H-1,2,4-triazole -3-yl) -propenone B-324) 4- [(z-halogeno-q- (1-hydroxy- [substituted] aryl) ethyl)) pyrrol-w-yl] -2-hydroxy-4-oxo- 2-iutenoic B-325) 3-hydroxy-l- (q- (([substituted] aryl) oxy) pyridin-w-1) -3- ([substituted] -2H-tetrazol-5-yl) -propenone B -326) 1- [n H- (z-halogen-q- (1-hydroxy- [substituted] aryl) methyl)) pyrazol-w-yl] -3-hydroxy-3- [substituted] -2H-tetrazole-5 -yl) -propenone B-327) 3-hydroxy-l- (nH-q- ([substituted] heteroaryl) sulfonylamino) imidazole-w-yl) -3- [substituted] -1H-1, 2,4-triazol-3-yl) -propenone B-328) l- [(z-alkyl-q- ([substituted] aryl) sulfinyl)) pyridin-w-yl] - 3-hydroxy-3- [substituted] -2H-tetrazol-5-yl) -propenone (B-329) 1- [(z-halogeno-q- (1-hydroxy- ([substituted] heteroaryl) methyl)) oxazole -w-il] -3-hydroxy-3- ([substituted] -2H-tetrazol-5-yl) -propenyone (B-330) 3-hydroxy-l- (nH-q- (([substituted] heteroaryl) oxy) imidazol-w-yl) -3- ([substituted] -2H-tetrazol-5-yl) -propenone (B-331) 4- [(q- (([substituted] heteroaryl) alkyl) -z- halogen) thiophen-w-yl] -2-hydroxy-4-oxo-2-butenoic (B-332) 1- [(q- (([substituted] heteroaryl) alkenyl) -z-alkyl) thiophen-w-yl ] -3-hydroxy-3- ([substituted] -1H-1, 2,4-triazol-3-yl) -propenone (B-333) 4- (nH-q- (([substituted] heteroaryl) alkyl ) pyrazol-w-yl) -2-hydroxy-4-oxo-2-butenoic (B-334) 1- (q- (([substituted] heteroaryl) carbonyl) furan-w-yl) -3-hydroxy-3 - ([substituted] -2H-tetrazol-5-yl) -propenone (B-335) 4- [nH- (z-alkyl-q- (([substituted] heteroaryl) alkyl)) imidazol-w-yl] -2-hydroxy-4-oxo-2-butenoic acid (B-336) ) 1- (q- ((substituted [aryl] aminocarbonyl) pyridin-w-yl) -3-hydroxy-3- ([substituted] -2H-tetrazol-5-yl) -propenone (B-337) 1- [(q- (([substituted] heteroaryl) alkyl) -z-halogen) thiophen-w-yl] -3-hydroxy-3- ([substituted] -2H-tetrazole-5-yl) ) -propenone (B-338) 4- (q- (([substituted] aryl) carbonyl) furan-w-yl) -2-hydroxy-4-oxo-2-butenoic acid (B-339) 1- [( z-alkyl-q- (([substituted] aryl) carboxy)) furan-w-yl] -3-hydroxy-3- ([substituted] -1H-1, 2,4-triazol-3-yl) -propenone (B-340) 3-hydroxy-3- ([substituted] -2H-tetrazol-5-yl) -1- (q- (([substituted] aryl) thio) oxazol-w-yl) -propenone (B- 341) l- [(z-halogen-q- ([substituted] heteroaryl)) isoxazol-w-yl] -3-hydroxy-3- ([substituted] -2H-tetrazol-5-yl) -propenone (B- 342) 4- (q- (([substituted] aryl) aminosulfonyl) isoxazole-w-yl) -2-hydroxy-4-oxo-2-butenoic acid (B-343) l- [(z-alkyl-q- (([substituted] heteroaryl) alkyl)) thiazol-w-yl] -3-hydroxy-3- ([substituted] -2H-tetrazol-5-yl) -propenone (B-344) 2-hydroxy-4- acid oxo-4- (nH-q- (([substituted] heteroaryl) sulfonylamino) imidazol-w-yl) -2-butenoic (B-345) 3-hydroxy-l- ( q- ((substituted) aryl) sulfonylamino) pyrrol-w-yl) -3- ([substituted] -2H-tetrazol-5-yl) -propenyone (B-346) l- (nH-q- (([ substituted] aryl) carbonylamino) imidazol-w-yl) -3-hydroxy-3- ([substituted] -2H-tetrazol-5-yl) -propenyone (B-347) 3-hydroxy-l- (q- (( [substituted] aryl) thio) thiophene-w-yl) -3- ([substituted] -1 H-1, 2,4-triazol-3-yl) -propenone (B-348) 1- [(q- (( [substituted] aryl) carbonyl) -z-halogen) furan-w-yl] -3-hydroxy-3- ([substituted] -1 H-1,2,4-triazol-3-yl) -propenone (B-349 ) l- [(z-alkyl-q- (([substituted] aryl) sulfonyl)) oxazol-w-yl] -3-hydroxy-3- ([substituted] -2H-tetrazol-5-yl) -propenone ( B-350) 1- [(q- ((substituted] heteroaryl) aminosulfonyl) -z-halogen) pyridin-w-yl] -3-hydroxy-3- ([substituted] -2H-tetrazol-5-yl) -propenone (B-351) 1- [(z-alkyl-q- (([substituted] aryl) oxy)) pyridin-w-yl] -3-hydroxy-3- ([substituted] -1H-1, 2 , 4-triazol-3-yl) -propenone (B-352) 4- (q- (([substituted] heteroaryl) aminocarbonyl) pyrrole-w-yl) -2-hi droxy-4-oxo-2-butenoic (B-353) 1- (q- ((substituted] aryl) alkenyl) oxazol-w-yl) -3-hydroxy-3- ([substituted] -1H-1, 2,4-triazol-3-yl) -propenone (B-354) 3-hydroxy-l- (q- (([substituted] heteroaryl) carboxy) pyrrol-w-yl) -3- ([substituted] -2H -tetrazol-5-yl) -propenone (B-355) 1- [(z-alkyl-q- (([substituted] aryl) amino)) thiazol-w-yl] -3-hydroxy-3- ([substituted ] -2H-tetrazol-5-yl) -propenone (B-356) 3-hydroxy-l- (nH-q- (([substituted] aryl) oxy) pyrazol-w-yl) -3- ([substituted] -2H-tetrazol-5-yl) -propenone (B-357) 1- [(z-halogen-q- (1-hydroxy- ([substituted] aryl) methyl)) furan-w-yl] -3 -hydroxy-3- ([substituted] -2H-tetrazol-5-yl) -propenone (B-358) 1- [(z-alkyl-q- (([substituted] aryl) thio)) pyrrole-w-il ] -3-hydroxy-3- ([substituted] -1H-1,2,4-triazol-3-yl) -propenone (B-359) l- [(z-alkyl-q- (([substituted] aryl] ) carbonyl)) thiophen-w-yl] -3-hydroxy-3- ([substituted] -2H-tetrazol-5-yl) -propenyone (B-360) 1- [(z-alkyl-q- ([substituted ] aryl)) pyridin-w-il] -3-hydroxy-3- ([substituted] -2H-tetrazol-5-yl) -propenone (B-361) l- [(z-alkyl-q- (([substituted] aryl) sulfonyl)) pyrrole-w -yl] -3-hydroxy-3- ([substituted] -1H-1, 2,4-triazol-3-yl) -propenone (B-362) 2-hydroxy-4-oxo-4- (q- (([substituted] aryl) thio) thiophen-w-yl) -2-butenoic (B-363) 2-hydroxy-4-oxo-4- (nH-q- (([substituted] heteroaryl) oxy,) pyrazol-w-yl) -2-butenoic (B-364) 1- [(q- (([substituted] heteroaryl) carboxy) -z-alkyl) furan-w-yl] -3-hydroxy-3- ([ substituted] -1 H-1, 2,4-triazol-3-yl) -propenone (B-365) 1- [(q- (([substituted] heteroaryl) alkenyl) -z-halogen) pyridin-w-yl] -3-hydroxy-3- ([substituted] -1H-1, 2, 4-triazol-3-yl) -propenone (B-366) l- [(z-alkyl-q- (([substituted] heteroaryl) aminocarbonyl)) thiazol-w-yl] -3-hydroxy-3- ((substituted) -2H-tetrazol-5-yl) -propenone (B-367) 4- [(z-alkyl-q- (([ substituted] aryl) sulfinyl)) isoxazol-w-yl] -2-hydroxy-4-oxo-2-butenoic (B-368) 1- [nH- (q- (([substituted] aryl) aminocar bonyl) -z-halogen) pyrazol-w-yl] -3-hydroxy-3- ([substituted] -1H-1, 2,4-triazol-3-yl) -propenone (B-369) l- [(q- (([substituted] aryl) carbonyl) -z-halogen) isoxazol-w-yl] -3-hydroxy-3 - ([substituted] -1 H-1, 2,4-triazol-3-yl) -propenyone (B-370) 1- [(z-halogen-q- (([substituted] aryl) oxy)) oxazole-w -yl] -3-hydroxy-3- ([substituted] -1H-1,2,4-triazol-3-yl) -propenyone (B-371) 1- (q- (([substituted] aryl) alkyl) pyrrol-w-yl) -3-hydroxy-3- ([substituted] -2H-tetrazol-5-yl) -propenyone (B-372) 1- (q- (([substituted] aryl) aminosulfonyl) thiophen-w -yl) -3-hydroxy-3- ([substituted] -1H-1,2,4-triazol-3-yl) -propenone (B-373) 1- [(q- (([substituted] aryl) amino] ) -z-halogen) oxazol-w-yl] -3-hydroxy-3- ([substituted] -2H-tetrazol-5-yl) -propenone (B-374) l- [(z-alkyl-q- ( ([substituted] heteroaryl) sulfonyl)) thiophen-w-yl] -3-hydroxy-3- ([substituted] -2H-tetrazol-5-yl) -propenyone (B-375) l- [(z-alkyl- q- (1-hydroxy- ([substituted] aryl) methyl)) thiophen-w-yl] -3-hydroxy-3- ([substituted] -2H-tetrazol-5-yl) -propenyone (B-3 6) 1- [(q- ([s substituted] aryl) -z-halogen) oxazol-w-yl] -3-hydroxy-3- ([substituted] -2H-tetrazol-5-yl) -propenone (B-377) 1- [(q- (( [substituted] aryl) carbonyl) -z-halogen) thiophen-w-yl] -3-hydroxy-3- ([substituted] -1 H-1,2,4-triazol-3-yl) -propenyone (B-378 ) 3-hydroxy-l- (nH-q- (([substituted] heteroaryl) sulfonyl) imidazole-w-yl) -3- ([substituted] -2H-tetrazol-5-yl) -propenone (B-379) 1- [(q- ([substituted] aryl) -z-halogen) pyrrol-w-yl] -3-hydroxy-3- ([substituted] -2H-tetrazol-5-yl) -propenyone (B-380) l- [nH- (z-alkyl-q- (([substituted] aryl) oxycarbonyl)) imidazol-w-yl] -3-hydroxy-3- ([substituted] -2H-tetrazol-5-yl) -propenyone (B-381) 4- [nH- (z-halogeno-q- (([substituted] heteroaryl) thio)) imidazol-w-yl] -2-hydroxy-4-oxo-2-butenoic acid (B-382) ) 3-hydroxy-l- (q- (([substituted] aryl) sulfonyl) thiazole-w-yl) -3- ([substituted] -2H-tetrazol-5-yl) -propenone (B-383) acid 4) - [(z-alkyl-q- (([substituted] heteroaryl) aminosulfonyl)) pyridin-w-yl] -2- hydroxy-4-oxo -2-butenoic (B-384) l- [(z-halogen-q- (([substituted] aryl) sulfinyl)) pyrrol-w-yl] -3-hydroxy-3- ([substituted] -1H-1 , 2,4-triazol-3-yl) -propenone (B-385) 1- [(q- (((substituted] aryl) aminosulfonyl) -z-halogen) pyridin-w-yl] -3-hydroxy-3 - ([substituted] -2H-tetrazol-5-yl) -propenone (B-386) 4- [(z-alkyl-q- (([substituted] aryl) sulfinyl)) oxazole-w-2] -2 -hydroxy-4-oxo-2-butenoic (B-387) 2-hydroxy-4-oxo-4- (q- (([substituted] aryl) sulfonylamino) oxazol-w-yl) -2-butenoic acid (B -388) 3-hydroxy-l- (q- (([substituted] aryl) sulfinyl) pyridin-w-yl) -3- (substituted] -1H. 1, 2,4-triazol-3-yl) -propenone (B-389) 1- [(q- (([substituted] aryl) aminosulfonyl) -z-halogen) thiazole-w-yl] -3-hydroxy- 3- ([substituted] -1H-1, 2,4-triazol-3-yl) -propenone (B-390) 4- [(q- (([substituted] aryl) carbonylamino) -z-halogen) isoxazole -w-il] -2-hydroxy-4-oxo-2-butenoic (B-391) 4- [(z-alkyl-q- (1-hydroxy- ([substituted] aryl) methyl)) furan-w -yl] -2-hydroxy-4-oxo-2-butenoic (B-392) l- [nH- (z-alkyl-q- (([substituted] heteroaryl) aminosulfonyl)) imidazole-w-yl] -3 -hydroxy-3- ([substituted] -2H-tetrazol-5-yl) -propenone (B-393) 3-hydroxy-l- (q- (([substituted] heteroaryl) thio) thiazole-w-yl) - 3- ([substituted] - 1 H -1,2-triazol-3-yl) -propenyone (B-394) 1- [(q- (([substituted] heteroaryl) alkenyl) -z-alkyl) thiazole-w -yl] -3-hydroxy-3- ([substituted] -2H-tetrazol-5-yl) -propenone (B-395) 4- [(z-alkyl-q- (([substituted] aryl) sulfonylamino) ) oxazol-w-yl] -2-hydroxy-4-oxo-2-butenoic (B-396) 3-hydroxy-l- (q- (([substituted] heteroary l) sulfonylamino) pyrrol-w-yl) -3- ([substituted] -1H-1, 2,4-triazol-3-yl) -propenone (B-397) 4- [(q- (([substituted] ] aryl) carboxy) -z-halogen) thiophen-w-yl] -2-hydroxy-4-oxo-2-butenoic (B-398) 1- [(q- (([substituted] heteroaryl) alkenyl) -z -alkyl) pyrrol-w-yl] -3-hydroxy-3- ([substituted] -2H-tetrazol-5-yl) -propenone (B-399) 4- [nH- (z-alkyl-q- ( ([substituted] aryl) thio)) pyrazol-w-yl] -2-hydroxy-4-oxo-2-butenoic (B-400) 4- [(z-halogeno-q- (([substituted] aryl) sulfinyl)) furan-w-yl] -2-hydroxy-4-oxo-2-butenoic (B-401) 4- (nH-q- (([substituted] aryl) aminocarbonyl) pyrazol-w-yl) - 2-hydroxy-4-oxo-2-butenoic (B-402) 3-hydroxy-l- (q- (([substituted] aryl) sulfinyl) isoxazole-w-yl) -3- ([substituted] - 1H- 1, 2,4-triazol-3-yl) -propenone (B-403) 2-hydroxy-4-oxo-4- (q- (([substituted] heteroaryl) oxy) furan-w-yl) -2- butenoic (B-404) 1- [(z-halogen-q- (1-hydroxy- ([substituted] heteroaryl) methyl)) furan-w-yl] -3-hydroxy-3- ([substituted] -2H- tetrazol-5-yl) -propenone (B-405) 1- [(z-alkyl-q- (([substituted] aryl) oxy)) pyrrol-w-yl] -3-hydroxy-3- ([substituted] -2H-tetrazol-5-yl) -propenone (B-406) 4- [(z-halogeno-q- (([substituted] heteroaryl) oxycarbonyl)) isoxazole-w-yl] -2-hydroxy-4-oxo-2-butenoic acid (B-407) l - [(z-alkyl-q- (([substituted] aryl) alkyl)) pyridin-w-yl] -3-hydroxy-3- ([substituted] -1 H-1,2,4-triazole-3-yl) ) -propenone (B-408) 1- (q- (([substituted] aryl) amino) furan-w-yl) -3-hydroxy-3- ([substituted] -2H-tetrazol-5-yl) -propenone (B-409) 1- (q- (([substituted] aryl) aminocarbonyl) isoxazol-w-yl) -3-hydroxy-3- ([substituted] -1H-1,2,4-triazol-3-yl) ) -propenone (B-410) l - [(q- (([substituted] aryl) alkyl) -z-halogen) pyridin-w-yl] -3-hydroxy-3- ([substituted] -1H-1, 2,4-triazol-3-yl) -propenone (B-411) 4 - [(z-alkyl-q- ([substituted] heteroaryl)) pyridin-w-yl] -2-hydroxy-4-oxo- 2-butenoic (B-412) 1- [(z-alkyl-q- ([substituted] heteroaryl)) thiazol-w-yl] -3-hydroxy-3- ([substituted] -2H-tetrazole-5-yl] ) -propenone (B-413) l- [(z-alkyl-q- (([substituted] heteroaryl) carbonylamino)) isoxazol-w-yl] -3-hydroxy-3- ([substituted] -1 H-1, 2,4-triazol-3-yl) -propenone (B-414) l- [(z-alkyl-q- (([substituted] aryl) sulfonylamino)) furan-w-yl] -3- hydroxy-3- ([substituted] -2H-tetrazol-5-yl) -propenone (B-415) 1- [(z-alkyl-q- (([substituted] aryl) sulfonyl)) furan-w-il] -3-hydroxy-3- ([substituted] -2H-tetrazol-5-yl) -propenone (B-416) 4- [(q- (([substituted] aryl) carbonyl) -z-halogen) furan- w-yl] -2-hydroxy-4-oxo-2-butenoic (B-417) 3-hydroxy-l- (q- (1-hydroxy- ([substituted] heteroaryl) methyl) isoxazole-w-yl) - 3- ([substituted] -2H-tetrazol-5-yl) -propenyone B-418) 4 - [(q- ([substituted] heteroaryl) aminocarbonyl) -z-halogen) pyrrole-w-yl] -2- hydroxy-4-oxo-2-butenoic B-419) 3-hydroxy-l- (q- ([substituted] heteroaryl) sulfonyl) thiophen-w-yl) -3- [substituted] -2H-tetrazole-5-yl ) -propenone B-420) 3-hydroxy-l- (q- ([substituted] heteroaryl) sulfinyl) furan-w-yl) -3- [substituted] -1H-1, 2,4-triazole-3-yl ) -propenone B-421) 4- (q- ([substituted] aryl) carbonylamino) thiophen-w-yl) -2-hydroxy-4-ox o-2-butenoic B-422) l- [(z-alkyl-q- ([substituted] heteroaryl) aminosulfonyl)) thiophen-w-yl] -3-h-idroxy-3- ([substituted] -2H-tetrazole -5-yl) -propenone B-423) 1- [(z-alkyl-q- ([substituted] aryl)) pyrrol-w-yl] -3-idroxy-3- ([substituted] -2H-tetrazole- 5-yl) -propenone B-424) l- [(z-alkyl-q- ([substituted] heteroaryl) oxy)) thiophen-w-yl] -3-hydroxy-3- [substituted] -2H-tetrazole- 5-yl) -propenone B-425) l- [nH- (z-halogeno-q- ([substituted] heteroaryl) sulfonyl)) imidazol-w-yl] -3-hydroxy-3- ([substituted] -2H -tetrazol-5-yl) -propenone (B-426) 3-hydroxy-l- (q- (([substituted] heteroaryl) oxy) thiophen-w-yl) -3- ([substituted] - 2 H -tetrazole- 5-yl) -propenone (B-427) 3-hydroxy-1- (q- (([substituted] aryl) sulfinyl) thiophen-yl) -3- ([substituted] -lH-1, 2,4 -triazol-3-yl) -propenone (B-428) l- [(z-alkyl-q- (([substituted] aryl) sulfinyl)) thiophen-w-yl] -3-hydroxy-3- ([substituted ] -2H-tetrazol-5-yl) -propenone (B-429) 1- [(q- (([substituted] aryl) amino) -z-halogen) pyrrole -w-il] -3-hydroxy-3- ([substituted] -1H-1,2,4-triazol-3-yl) -propenone (B-430) 2-hydroxy-4-oxo-4- ( q- ((substituted [aryl] oxycarbonyl) thiophen-w-yl) -2-butenoic (B-431) 1- [(z-halogen-q- (([substituted] aryl) oxy)) furan-w-yl] -3-hydroxy-3- (substituted] -2H-tetrazol-5-yl) -propenone (B-432) l- [nH- (z-alkyl-q- (([substituted] heteroaryl) aminocarbonyl)) imidazol-w-yl] -3-hydroxy-3- ([substituted] -2H-tetrazole-5 -yl) -propenone (B-433) 1- [(z-halogeno-q- (1-hydroxy- ([substituted] aryl) methyl)) isoxazol-w-yl] -3-hydroxy-3- ([substituted ] -1H-1, 2,4-triazol-3-yl) -propenone (B-434) 1- (nH-q- (([substituted] aryl) aminocarbonyl) pyrazol-w-yl) -3-hydroxy- 3- ([substituted] -1 H-1,2,4-triazol-3-yl) -propenone (B-435) 1- [n H- (z-halogeno-q- (([substituted] aryl) sulfinyl)) pyrazol-w-yl] -3-hydroxy-3- ([substituted] -1H-1, 2,4-triazol-3-yl) -propenone (B-436) l- [nH- (z-alkyl-q - (([substituted] heteroaryl) sulfonylamino)) pyrazol-w-yl] -3-hydroxy-3- ([substituted] -2H-tetrazol-5-yl) -propenyone (B-437) l- [(z- halogen-q- ([substituted] heteroaryl)) pyridin-w-yl] -3-hydroxy-3- ([substituted] -1H-1, 2,4-triazol-3-yl) -propenone (B-438) 4- [nH- (z-alkyl-q- (([substituted] aryl) alkyl)) pyrazol-w-2] -2- hydroxy-4-oxo-2-butenoic (B-439) 4- [(q- (([substituted] aryl) alkenyl) -z-alkyl) furan-w-yl] -2-hydroxy-4-oxo- 2-butenoic (B-440) 4- [(q- (([substituted] aryl) amino) -z-halogen) pyridin-w-yl] -2-hydroxy-4-oxo-2-butenoic acid (B- 441) 4- [(q- (([substituted] heteroaryl) alkenyl) -z-halogen) isoxazole-w-yl] -2-hydroxy-4-oxo-2-butenoic acid (B-442) 3-hydroxy- l- (q- (([substituted] heteroaryl) sulfinyl) pyrrol-w-yl) -3- ([substituted] -1 H-1,2,4-triazol-3-yl) -propenyone (B-443) 1 - (nH-q- (([substituted] heteroaryl) carbonyl) pyrazol-w-yl) -3-hydroxy-3- ([substituted] -2H-tetrazol-5-yl) -propenone (B-444) 1- (nH-q- (([substituted] aryl) amino) imidazol-w-yl) -3-hydroxy-3- ([substituted] -2H-tetrazol-5-yl) -propenone (B-445) l- [ (z-alkyl-q- (([substituted] heteroaryl) amino)) pyrrol-w-yl] -3-hydroxy-3- ([substituted] -1 H-1,2,4-triazole-3-alkyl) il) -propenone (B-446) 1- [(z-halogen-q- (([substituted] aryl) oxy)) thiazol-w-yl] -3-hydroxy-3- ([substituted] -1H-1 , 2,4-triazol-3-yl) -propenyone (B-447) 1- (q- (([substituted] aryl) carbonyl) furan-w-yl) -3-hydroxy-3- ([substituted] - 2H-tetrazol-5-yl) -propenone (B-448) 4- [(z-halogeno-q- (([substituted] aryl) thio)) pyridin-w-yl] -2-hydroxy-4-oxo -2-butenoic (B-449) l- [(z-alkyl-q- (([substituted] heteroaryl) sulfinyl)) thiophen-w-yl] -3-hydroxy-3- ([substituted] -1H-1 , 2,4-triazol-3-yl) -propenone (B-450) 4- [(q- (([substituted] aryl) aminocarbonyl) -z-halogen) pyridin-w-yl] -2-hydroxy- 4-oxo-2-butenoic (B-451) l- [nH- (z-alkyl-q- (([substituted] heteroaryl) sulfonyl)) imidazol-w-yl] -3-hydroxy-3- ([substituted ] -2H-tetrazol-5-yl) -propenone (B-452) 3-hydroxy-l- (nH-q- (([substituted] heteroaryl) carboxy) pyrazol-w-yl) -3- ([substituted] -2H-tetrazol-5-yl) -propenone (B-453) 1- (q- (([substituted] aryl) alkenyl) thiophen-w-yl) -3-hydroxy-3- ([s] substituted] -2H-tetrazol-5-yl) -propenone (B-454) 1- [(z-halogen-q- (([substituted] heteroaryl) oxy)) oxazol-w-yl] -3-hydroxy-3 - ([substituted] -1H-1, 2,4-triazol-3-yl) -propenone (B-455) 4- [(q- (([substituted] aryl) alkyl) -z-halogen) oxazole w-il] -2-hydroxy-4-oxo-2-butenoic (B-456) 1- (nH-q- (([substituted] heteroaryl) alkyl) pyrazol-w-yl) -3-hydroxy-3- ([substituted] -1 H-1, 2, -triazol-3-yl) -propenone (B-457) 4- [(q- (([substituted] heteroaryl) alkyl) -z-halogen) pyrrole-w- il] -2-hydroxy-4-oxo-2-butenoic (B-458) 4- [(q- (([substituted] heteroaryl) amino) -z-halogen) isoxazol-w-yl] -2-hydroxy -4-oxo-2-butenoic (B-459) 4- [(z-halogeno-q- (1-hydroxy- ([substituted] aryl) methyl)) isoxazol-w-yl] -2-hydroxy-4 -oxo-2-butenoic (B-460) 1- [(q- ((substituted] heteroaryl) alkenyl) -z-halogen) pyrrol-w-yl] -3-hydroxy-3- ([substituted] -1H -1, 2, 4-triazol-3-yl) -propenone (B-461) 2-hydroxy-4-oxo-4- (q - (([substituted] aryl) sulfonylamino) pyrrol-w-yl) -2-butenoic (B-462) l- [(z-halogen-q- (([substituted] heteroaryl) sulfinyl)) isoxazol-w-yl] -3-hydroxy-3- ([substituted] -1 H-1, 2,4-triazol-3-yl) -propenone (B-463) l- [(z-alkyl-q- (([substituted] heteroaryl) amino)) isoxazole-w- il] -3-hydroxy-3- ([substituted] -2H-tetrazol-5-yl) -propenone (B-464) 1- [(q- (([substituted] heteroaryl) carbonyl) -z-halogen) isoxazole -w-il] -3-hydroxy-3- ([substituted] -2H-tetrazol-5-yl) -propenone (B-465) 4- [(q- (([substituted] aryl) carbonyl) -z - halogen) pyrrol-w-yl] -2-hydroxy-4-oxo-2-butenoic (B-466) 2-hydroxy-4-oxo-4- (nH-q- (([substituted] aryl) thio acid ) pyrazol-w-yl) -2-butenoic (B-467) 3-hydroxy-l- (q- (([substituted] heteroaryl) sulfonyl) isoxazole-w-yl) -3- ([substituted] -2H- tetrazol-5-yl) -propenone (B-468) l- (nH-q- (([substituted] heteroaryl) aminocarbonyl) pyrazol-w-yl) -3-hydroxy-3- ([substituted] -2H-tetrazole -5-yl) -propenone (B-469) 3-hydroxy-3- ([substituted] -2H-tetrazole- 5-yl) -1- (q- (([substituted] heteroaryl) carboxy) thiophen-w-yl) -propenone (B-470) l- [(z-halogeno-q- (([substituted] heteroaryl) sulfonylamino)) thiophen-w-yl] -3-hydroxy-3- ([substituted] -1H-1, 2, 4 -triazol-3-yl) -propenone (B-471) 3-hydroxy-l- (q- (([substituted] aryl) sulfinyl) oxazole-w-yl) -3- ([! Substituted] -1H-1,2,4-triazole-3-) il) -propenone (B-472) 4- (q- (([substituted] heteroaryl) amino) pyrrol-w-yl) -2-hydroxy-4-oxo-2-butenoic acid (B-473) 1- (nH-q- (([substituted] aryl) aminocarbonyl) imidazol-w-yl) -3-hydroxy-3- ([substituted] -2H-tetrazol-5-yl) -propenone (B-474) 1- (q- (([ substituted] aryl) amino) pyrrol-w-yl) -3-hydroxy-3- ([substituted] -2H-tetrazol-5-yl) -propenyone (B-475) l- [nH- (z-alkyl-q - ((substituted] aryl) oxycarbonyl)) pyrazol-w-yl] -3-hydroxy-3- ([substituted] -2H-tetrazol-5-yl) -propenyone (B-476) 1- (q- ( ([substituted] aryl) carbonylamino) thiazol-w-yl) -3-hydroxy-3- ([substituted] -1 H-1,2,4-triazol-3-yl) -propenyone (B-477) 1- [ (z-alkyl-q- (([substituted] aryl) thio)) isoxazol-w-yl] -3-hydroxy-3- ([substituted] -2H-tetrazol-5-yl) -propenyone (B-478) 4- [(z-alkyl-q- (([substituted] heteroaryl) carbonyl)) thiophen-w-yl] -2-hydroxy-4-oxo-2-butenoic acid (B-479) 4- (nH-) acid q- ((substituted [aryl] alkenyl) pyrazol-w-yl) -2-hydroxy-4-oxo-2-butenoic (B-480) 4- [(z-halo) eno-q- (([substituted] heteroaryl) sulfonylamino)) pyridin-w-yl] -2-hydroxy-4-oxo-2-butenoic (B-481) acid 4- (q- (([substituted] aryl) carbonyl) pyrrol-w-yl) -2-hydroxy-4-oxo-2-butenoic (B-482) 1- [nH- (q- (([substituted] heteroaryl) amino) -z-halogen) pyrazole-w -yl] -3-hydroxy-3- ([substituted] -1H-1,2,4-triazol-3-yl) -propenone (B-483) 4- [(z-alkyl-q- (([ substituted] heteroaryl) thio)) furan-w-yl] -2-hydroxy-4-oxo-2-butenoic (B-484) l- [nH- (z-alkyl-q- (([substituted] heteroaryl) oxy )) imidazol-w-yl] -3-hydroxy-3- ([substituted] -1H-1, 2, -triazol-3-yl) -propenone (B-485) 1- (nH-q- ([substituted ] heteroaryl) imidazol-w-yl) -3-hydroxy-3- ([substituted] -1H-1,2,4-triazol-3-yl) -propenyone (B-486) l- [(z-alkyl- q- ((substituted) aryl) sulfinyl)) pyrrol-w-yl] -3-hydroxy-3- ([substituted] -2H-tetrazol-5-yl) -propenyone (B-487) l- [(z -halogen-q- (([substituted] heteroaryl) oxycarbonyl)) isoxazol-w-yl] -3-hydroxy-3- ([substituted] -2H-tetrazol-5-yl) -propen ona (B-488) 1- (q- (([substituted] aryl) carboxy) thiophen-w-yl) -3-hydroxy-3- ([substituted-2H-tetrazol-5-yl) -propenyone (B- 489) 1- [(z-alkyl-q- ([substituted] heteroaryl)) isoxazole-w-yl] -3-hydroxy-3- ([substituted] -2H-tetrazol-5-yl) -propenyone (B- 490) l- [nH- (z-halogeno-q- (([substituted] aryl) sulfonyl)) imidazol-w-yl] -3-hydroxy-3- ([substituted] -2H-tetrazol-5-yl) -propenone (B-491) 4- [(z-alkyl-q- ([substituted] aryl)) pyridin-w-yl] -2-hydroxy-4-oxo-2-butenoic acid (B-492) 3- hydroxy-l- (q- (([substituted] aryl) sulfonylamino) isoxazole-w-yl) -3- ([substituted] -2H-tetrazol-5-yl) -propenyone (B-93) 1- [(z -halogen-q- ([substituted] heteroaryl)) pyrrol-w-yl] -3-hydroxy-3- ([substituted] -2H-tetrazol-5-yl) -propenone (B-494) l- [(z-halogen-q- (([substituted] heteroaryl) sulfonyl)) furan-w-yl] -3-hydroxy-3- ([substituted] -2H-tetrazol-5-yl) ) -propenone (B-495) 1- [(z-alkyl-q- (([substituted] aryl) alkyl)) furan-w-yl] -3-hydroxy-3- ([substituted] -2H-tetrazole- 5-yl) -propenone (B-496) 4- (q- (([substituted] heteroaryl) aminosulfonyl) pyridin-w-yl) -2-hydroxy-4-oxo-2-butenoic acid (B-497) 4- [(z- alkyl-q - ([substituted] heteroaryl)) isoxazol-w-yl] -2-hydroxy-4-oxo-2-butenoic (B-498) l- [(q- (([substituted] aryl) carbonyl) - z-halogen) furan-w-yl] -3-hydroxy-3- ([substituted] -2H-tetrazol-5-yl) -propenone (B-499) 4- [(q- (([substituted] heteroaryl] ) carboxy) -z-alkyl) pyrrol-w-yl] -2-hydroxy-4-oxo-2-butenoic (B-500) l- [(z-alkyl-q- (([substituted] aryl) carbonylamino) ) pyridin-w-yl] -3-hydroxy-3- ([substituted] -2H-tetrazol-5-yl) -propenone (B-501) 4- [(z-halogeno-q- (([substituted]] aryl) sulfonylamino)) thiophen-w-yl] -2-hydroxy-4-oxo-2-butenoic (B-502) 1- [(q- (([substituted] aryl) amino) -z-halogen) thiazole- w-il] -3-hydroxy-3- ([substituted] -2H-tetrazol-5-yl) -propenone (B-503) 1- [nH- (q- (([substituted] aryl) carbonyl) -z -halogen) imidazol-w -yl] -3-hydroxy-3- ([substituted] -1H-1, 2,4-triazol-3-yl) -propenone (B-504) 1- [(z-halogen-q- (([substituted] aryl) sulfonyl)) pyridin-w-yl] -3-hydroxy-3 - ([substituted] -2H-tetrazol-5-yl) -propenone (B-505) 1- [(q- (([substituted] aryl) alkenyl) -z-halogen) pyridin-w-yl] -3- hydroxy-3- ([substituted] -1H-1,2,4-triazol-3-yl) -propenone (B-506) 4- (q- ([substituted] aryl) pyridin-w-yl) -2 -hydroxy-oxo-2-butenoic (B-507) 1- [(z-alkyl-q- (1-hydroxy- ([substituted] heteroaryl) ethyl)) isoxazol-w-yl] -3-hydroxy-3 - ([substituted] -2H-tetrazol-5-yl) -propenone (B-508) l- [(z-halogen-q- (1-hydroxy- ([substituted] aryl) methyl)) thiazole-w-il ] -3-hydroxy-3- ([substituted] -1H-1,2,4-triazol-3-yl) -propenone (B-509) 1- (q- (([substituted] heteroaryl) alkenyl) pyrrol- w-il) -3-hydroxy-3- ([substituted] -2H-tetrazol-5-yl) -propenone (B-510) l- [(z-alkyl-q- (([substituted] aryl) carbonyl) ) thiazol-w-yl] -3-hydroxy-3- ([substituted] -2H-tetrazol-5-yl) -propenyone (B-511) 1- [(q- ([substituted] aryl) -zh allogeneic) isoxazol-w-yl] -3-hydroxy-3- ([substituted] -1H-1,2,4-triazol-3-yl) -propenone (B-512) 3-hydroxy-3- ([substituted ] -2H-tetrazol-5-yl) -1- (q- (([substituted] aryl) thio) pyridin-w-yl) -propenone (B-513) 1- [(q- (([substituted] aryl] amino) -z-halogen) thiophen-w-yl] -3-hydroxy-3- ([substituted] -1 H-1,2,4-triazol-3-yl) -propenyone (B-514) l- [ (z-alkyl-q- ((substituted) heteroaryl) oxycarbonyl)) furan-w-yl] -3-hydroxy-3- ([substituted] -1H-1,2,4-triazol-3-yl) -propenone (B-515) 1- [(q- (([substituted] heteroaryl) aminosulfonyl) -z-halogen) isoxazole-w-yl] -3-hydroxy-3- ([substituted] -2H-tetrazole-5-yl] ) -propenone (B-516) 4- (q- (([substituted] aryl) aminosulfonyl) oxazol-w-yl) -2-hydroxy-4-oxo-2-butenoic acid (B-517) 1- (nH) -q- (([substituted] heteroaryl) alkyl) pyrazol-w-yl) -3-hydroxy-3- ([substituted] -2H-tetrazol-5-yl) -propenyone (B-518) 1- [(q - ((substituted [aryl] carbonylamino) -z-halogen) isoxazol-w-yl] -3-hydroxy-3- ([substituted] -1H-1, 2,4-t riazol-3-yl) -propenone (B-519) l- [(z-halogen-q- (([substituted] aryl) oxycarbonyl)) pyrrol-w-yl] -3-hydroxy-3- ([substituted] -1H-1, 2,4-triazol-3-yl) -propenone (B-520) l- [(z-alkyl-q- (([substituted] heteroaryl) alkyl)) furan-w-yl] -3 -hydroxy-3- ([substituted] -2H-tetrazol-5-yl) -propenyone (B-521) 1- (q- (([substituted] aryl) carboxy) furan-w-yl) -3-hydroxy- 3- ([substituted] -2H-tetrazol-5-yl) -propenone (B-522) 1- [(z-alkyl-q- (([substituted] aryl) oxy)) thiazole-w-yl] -3 -hydroxy-3- ([substituted] -1H-1, 2,4-triazol-3-yl) -propenone (B-523) l- [(z-alkyl-q- (([substituted] heteroaryl) sulfinyl) ) pyridin-w-yl] -3-hydroxy-3- ([substituted] -2H-tetrazol-5-yl) -propenone (B-524) 2-hydroxy-4-oxo-4- (q- (( [substituted] aryl) oxycarbonyl) oxazole-w-yl) -2-butenoic (B-525) 1- [(z-alkyl-q- (([substituted] aryl) thio)) oxazole-w-yl] -3 -hydroxy-3- ([substituted] -2H-tetrazol-5-yl) -propenone (B-526) l- [(z-halogeno-q- (([substituted] heteroaryl) thio)) pyridin- w-il] -3-hydroxy-3- ([substituted] -2H-tetrazol-5-yl) -propenone (B-527) 1- [nH- (q- (([substituted] heteroaryl) amino) -z -halogen) pyrazol-w-yl] -3-hydroxy-3- ([substituted] -2H-tetrazol-5-yl) -propenyone (B-528) 1- [(q- (([substituted] heteroaryl) amydalocarbonyl ) -z-halogen) oxazol-w-yl] -3-hydroxy-3- ([substituted] -2H-tetrazol-5-yl) -propenone (B-529) l- [(z-alkyl-q- ( ([substituted] aryl) sulfinyl)) thiazol-w-yl] -3-hydroxy-3- ([substituted] -2H-tetrazol-5-yl) -propenyone (B-530) 3-hydroxy-l- ( - ((substituted) aryl) sulfinyl) thiophen-w-yl) -3- ([substituted] -2H-tetrazol-5-yl) -propenyone (B-531) l- [(z-alkyl-q- ( ([substituted] heteroaryl) sulfonyl)) thiazol-w-yl] -3-hydroxy-3- ([substituted] -2H-tetrazol-5-yl) -propenone (B-532) 4- [(q- ( ([substituted] heteroaryl) amino) -z-halogen) furan-w-yl] -2-hydroxy-4-oxo-2-butenoic (B-533) 3-hydroxy-l- (q- (([substituted] aryl) oxy) thiophen-w-yl) -3- ([substituted] -2H-tetrazol-5-yl) -propenone (B-534) 4- [ (z-alkyl-q- (([substituted] aryl) sulfonyl)) pyridin-w-yl] -2-hydroxy-4-oxo-2-butenoic (B-535) 1- [(z-alkyl-q- (([substituted] aryl) amino)) oxazol-w-yl] -3-hydroxy-3- ([substituted] -1H-1, 2,4-triazol-3-yl) -propenone (B-536) 1- [(q- (([substituted] heteroaryl) carbonylamino) -z-halogen) isoxazol-w-yl] -3-hydroxy-3 - ([substituted] -1H-1, 2,4-triazol-3-yl) -propenone (B-537) l- [nH- (z-alkyl-q- ([substituted] heteroaryl)) imidazole-w- il] -3-hydroxy-3- ([substituted] -1H-1,2,4-triazol-3-yl) -propenone (B-538) 4- [(z-halogeno-q- (([substituted] ] aryl) oxy)) pyrrol-w-yl] -2-hydroxy-4-oxo-2-butenoic (B-539) 1- (q- (([substituted] heteroaryl) carbonylamino) furan-w-yl) - 3-hydroxy-3- ([substituted] -2H-tetrazol-5-yl) -propenone (B-540) 4- [(z-alkyl-q- (([substituted] aryl) sulfonyl)) pyrrole-w -yl] -2-hydroxy-4-oxo-2-butenoic (B-541) 1- [(z-halogen-q- (([substituted] aryl) sulfonylamino)) oxazol-w-yl] -3-hydroxy -3- ([substituted] -1H-1, 2,4-triazol-3-yl) -propenone (B-542) 1- [nH- (q- (([substituted] heteroaryl) alkenyl) -z-halogen ) pyrazol-w-yl] -3-hydroxy-3- ([substituted] -1H-1,2,4-triazol-3-yl) -propenone (B-543) l- [nH- (za l-q-q- (([substituted] heteroaryl) oxy)) pyrazol-w-yl] -3-hydroxy-3- ([substituted] -2H-tetrazol-5-yl) -propenyone (B-544) 1- [ (q- (([substituted] heteroaryl) alkenyl) -z-halogen) pyrrol-w-yl] -3-hydroxy-3- ([substituted] -2H-tetrazol-5-yl) -propenone (B-545) 1- [(z-halogen-q- (([substituted] aryl) oxy)) isoxazol-w-yl] -3-hydroxy-3- ([substituted] -2H-tetrazol-5-yl) -propenone (B -546) 1- [(z-halogeno-q- (1-hydroxy- ([substituted] heteroaryl) methyl)) isoxazol-w-yl] -3-hydroxy-3- ([substituted] -1H-1,2 , 4-triazol-3-yl) -propenone (B-547) 1- [(z-alkyl-q- ([substituted] heteroaryl)) oxazol-w-yl] -3-hydroxy-3- ([substituted] -2H-tetrazol-5-yl) -propenone (B-548) l- [(z-halogen-q- (([substituted] heteroaryl) oxy)) pyrrol-w-yl] -3-hydroxy-3- ( [substituted] -2H-tetrazol-5-yl) -propenone (B-549) 2-hydroxy-4-oxo-4- (q- (([substituted] aryl) sulfonylamino) thiophen-w-yl) -2 -butenoic (B-550) 4- (nH-q- (([substituted] aryl) carbonylamino) imidazol-w-yl) -2-hydroxy-4-oxo-2-butenoic acid (B-551) 2-hydroxy acid 4- (q- (([substituted] heteroaryl) carboxy) oxazol-w-yl) -4-oxo-2-butenoic (B-552) 1- [(q- (([substituted] heteroaryl) carbonyl) -z -halogen) pyrrol-w-yl] -3-hydroxy-3- ([substituted] -1H-1,2,4-triazol-3-yl) -propenone (B-553) l- [(z-alkyl- q- ((substituted] aryl) sulfinyl)) thiazol-w-yl] -3-hydroxy-3- ([substituted] -1H-1,2,4-triazol-3-yl) -propenyone (B-554) ) 4- (q- (([substituted] heteroaryl) alkenyl) thiazol-w-yl) -2-hydroxy-4-oxo-2-butenoic acid (B-555) acid 4- (q- (([substituted]) heteroaryl) carbonyl) pyridin-w-yl) -2-hydroxy-4-oxo-2-butenoic (B-556) 4- [(z-alkyl-q- (([substituted] heteroaryl) aminosulfonyl)) pyrrol- w-il] -2-hydroxy-4-oxo-2-butenoic (B-557) 4- (q- (([substituted] aryl) carbonylamino) oxazole-w-yl) -2-hydroxy-4-oxo -2-butenoic (B-558) l- [(z-alkyl-q- (([substituted] heteroaryl) sulfonylamino)) pyridin-w-yl] -3-hydroxy-3- ([substituted] -1H-1, 2, -triazol-3-yl) -propenyone (B-559) 1- (q- (([substituted] heteroaryl) aminosulfonyl) furan-w-yl) -3-hydroxy-3- ([substituted] -1H-1, 2,4-triazol-3-yl) -propenone (B-560) 2-hydroxy-4-oxo- 4- (q- ((substituted] heteroaryl) thio) oxazole-w-yl) -2-butenoic (B-561) 1- [(z-halogen-q- ([substituted] heteroaryl)) furan-w- il] -3-hydroxy-3- ([substituted] -1H-1,2,4-triazol-3-yl) -propenyone (B-562) 1- [(q- (([substituted] aryl) amino) -z-halogen) pyridin-w-yl] -3-hydroxy-3- ([substituted] -2H-tetrazol-5-yl) -propenone (B-563) 4- [(q- (([substituted]] heteroaryl) carbonyl) -z-halogen) pyrrol-w-yl] -2-hydroxy-4-oxo-2-butenoic (B-564) 4- [(z-halogeno-q- (([substituted] aryl) oxy)) oxazol-w-yl] -2-hydroxy-4-oxo-2-butenoic (B-565) 1- [(q- (([substituted] heteroaryl) carbonyl) -z-halogen) isoxazole-w- il] -3-hydroxy-3- ([substituted] -1H-1, 2,4-triazol-3-yl) -propenone (B-566) 1- [(z-halogen-q- (1- hydroxy- ([substituted] aryl) methyl)) oxazole-w-yl] -3-hydroxy-3- ([substituted] -2H-tetrazol-5-yl) -propenyone (B-567) 4- (nH-) acid q- ((substituted) heteroaryl) aminosulfonyl) pyrazol-w-yl) -2-hydroxy-4-oxo-2-butenoic (B-568) 4- (q- (([substituted] aryl) alkenyl) pyrrole -w-il) -2-hydroxy-4-oxo-2-butenoic (B-569) l- [(z-halogen-q- (([substituted] aryl) sulfonylamino)) thiophen-w-yl] -3 -hydroxy-3- ([substituted] -2H-tetrazol-5-yl) -propenone (B-570) 4- (q- (([substituted] aryl) alkyl) thiophen-w-yl) -2-hydroxy -4-oxo-2-butenoic (B-571) l- [(q- (([substituted] heteroaryl) alkyl) -z-halogen) furan-w-yl] -3-hydroxy-3- ([substituted] -1H-1, 2,4-triazol-3-yl) -propenone (B-572) 2-hydroxy-4-oxo-4- (nH-q- (([substituted] aryl) oxy) imidazole-w -yl) -2-butenoic (B-573) 1- (q- ([substituted] aryl) oxazol-w-yl) -3-hydroxy-3- ([substituted] -1H-1,2,4-triazole) -3-yl) -propenone (B-574) l- (q- (([substituted] heteroaryl) aminocarbonyl) thiophen-w-yl) -3-hydroxy-3- ([substituted] -2H-tetrazol-5-yl) -propenone (B-575) 4- [(z-halogeno-q- (([substituted] aryl) sulfonyl)) pyrrol-w-yl] -2- hydroxy-4-oxo-2-butenoic (B-576) 3-hydroxy-l- (q- (1-hydroxy- ([substituted] heteroaryl) methyl) pyrrol-w-yl) -3- ([substituted] - 1H-1, 2,4-triazol-3-yl) -propenyone (B-577) 1- (q- (([substituted] heteroaryl) carbonyl) pyridin-w-yl) -3-hydroxy-3- ([ substituted] -1H-1, 2,4-triazol-3-yl) -propenone (B-578) 4- [(z-alkyl-q- (([substituted] aryl) amino)) pyridin-w-yl ] -2-hydroxy-4-oxo-2-butenoic (B-579) l- [(q- (([substituted] aryl) carboxy) -z-halogen) pyridin-w-yl] -3-hydroxy-3 - ([substituted] -1H-1, 2,4-triazol-3-yl) -propenyone (B-580) 1- (q- (([substituted] aryl) aminosulfonyl) pyrrol-w-yl) -3- hydroxy-3- ([substituted] -2H-tetrazol-5-yl) -propenone (B-581) 3-hydroxy-1- (q- (([substituted] aryl) oxy) isoxazole-w-yl) -3 - ([substituted] -1H-1, 2, -triazol-3-yl) -propenone (B-582) 3-hydroxy-l- (q- (([substituted] aryl) sulfonyl) pyridine- w-íl) -3- ([substituted] - 1H-1, 2,4-triazol-3-yl) -propenone (B-583) 4- [(z-alkyl-q- (([substituted] heteroaryl) sulfinyl)) isoxazole-w-yl] -2-hydroxy- 4-oxo-2-butenoic (B-584) 4- [(z-alkyl-q- (([substituted] heteroaryl) carbonylamino)) thiazol-w-yl] -2-hydroxy-4-oxo-2- butenoic (B-585) 3-hydroxy-l- (q- (([substituted] heteroaryl) oxy) oxazole-w-yl) -3- ([substituted] - 1 H-1,2,4-triazole-3-) il) -propenone (B-586) 4- [nH- (q- (([substituted] aryl) aminosulfonyl) -z-halogen) imidazol-w-yl] -2-hydroxy-4-oxo-2-butenoic acid (B-587) 4- [(z-halogeno-q- (1-hydroxy- ([substituted] aryl) ethyl)) thiophen-w-yl] -2-hydroxy-4-oxo-2-butenoic acid (B -588) 1- [(q- ((substituted [aryl] carbonylamino) -z-halogen) thiazol-w-yl] -3-hydroxy-3- ([substituted] -2H-tetrazol-5-yl) - propenone ° (B-589) 1- (q- ([substituted] heteroaryl) thiazole-w-yl) -3-hydroxy-3- ([substituted] -1H-1, 2,4-triazol-3-yl) -propenone (B-590) l- [(z-alkyl-q- ((substituted) heteroaryl) oxycarbonyl)) thiazol-w-yl] -3-hydroxy-3- ([substituted] -1H-1, 2, 4- triazol-3-yl) -propenone (B-591) 1- [nH- (q- (([substituted] aryl) aminocarbonyl) -z-halogen) pyrazol-w-yl] -3-hydroxy-3- ([ replaced] -2H-tetrazol-5-yl) -propenone (B-592) 3-hydroxy-1- (q- (1-hydroxy- ([substituted] aryl) methyl) oxazol-w-yl) -3- ( [substituted] -1H-1, 2,4-triazol-3-yl) -propenyone (B-593) 1- [(z-alkyl-q- (1-hydroxy- ([substituted] heteroaryl) methyl)) pyridine -w-il] -3-hydroxy-3- ([substituted] -2H-tetrazol-5-yl) -propenone (B-594) 2-hydroxy-4- (q- (1-hydroxy- ([substituted] ] heteroaryl) methyl) pyrrol-w-yl) -4-oxo-2-butenoic (B-595) 4- [nH- (z-alkyl-q- (([substituted] aryl) aminosulfonyl)) imidazole-w -yl] -2-hydroxy-4-oxo-2-butenoic (B-596) 1- [(z-alkyl-q- (([substituted] aryl) carboxy)) pyrrol-w-yl] -3-hydroxy -3- ([substituted] -1H-1, 2,4-triazol-3-yl) -propenone (B-597) 1- [(q- ([substituted] aryl) -z-halogen) fur an-w-yl] -3-hydroxy-3- ([substituted] -2H-tetrazol-5-yl) -propenyone (B-598) l- [(z-alkyl-q- (([substituted] aryl) sulfinyl)) thiophen-w-yl] -3-hydroxy-3- ([substituted] -1H-1,2,4-triazol-3-yl) -propenone (B-599) 4- [(z-alkyl) -q- (([substituted] aryl) sulfonyl)) isoxazol-w-yl] -2-hydroxy-4-oxo-2-butenoic (B-600) 1- [nH- (q- (([substituted] heteroaryl ) carbonyl) -z- halogen) pyrazol-w-yl] -3-hydroxy-3- ([substituted] -2H-tetrazol-5-yl) -propenone (B-601) acid 4- [nH- (q- (([substituted] aryl) alkenyl) -z-halogen) pyrazol-w-yl] -2-hydroxy-4-oxo-2-butenoic (B-602) 3-hydroxy-l- (q- (([substituted ] aryl) sulfonyl) thiazole-w-yl) -3- ([substituted] -1 H-1,2,4-triazol-3-yl) -propenone (B-603) 1- (q- (([substituted] heteroaryl) alkenyl) furan-w-yl) -3-hydroxy-3- ([substituted] -1H-1, 2,4-triazol-3-yl) -propenone (B-604) 3-hydroxy-1- ( q- ((substituted) aryl) sulfonyl) isoxazole-w-yl) -3- ([substituted] - 1 H-1,2,4-triazol-3-yl) -propenone (B-605) 4- [ (q- (([substituted] aryl) alkenyl) -z-alkyl) thiophen-w-yl] -2-hydroxy-4-oxo-2-butenoic (B-606) 4- [(z-halogen-q- (1 -hydroxy- ([substituted] heteroaryl) methyl)) isoxazol-w-yl] -2-hydroxy-4-oxo-2-butenoic (B-607) 1- [(z-halogen-q- (([substituted] aryl) oxy)) pyrrol-w-yl] -3-hydroxy-3- ([substituted] -1H-1, 2,4-triazol-3-yl) -propenone (B-608) 1- (q- ( ([substituted] heteroaryl) alkenyl) thiophen-w-yl) -3-hydroxy-3- ([substituted] -1 H-1,2,4-triazol-3-yl) -propenone (B-609) 4- acid [(z-alkyl-q- (([substituted] heteroaryl) thio)) thiophen-w-yl] -2-hydroxy-4-oxo-2-butenoic (B-610) acid 4- [nH- (q- (([substituted] heteroaryl) aminosulfonyl) -z-halogen) imidazol-w-yl] -2-hydroxy-4-oxo-2-butenoic (B-611) 1- [(z-halogen-q- (([ replaced] aryl) oxy)) isoxazol-w-yl] -3-hydroxy-3- ([substituted] -1H-1, 2,4-triazol-3-yl) -propenyone (B-612) 1- [( q- ((substituted [aryl] carbonylamino) -z-halogen) isoxazol-w-yl] -3-hydroxy-3- ([substituted] -2H-tetrazol-5-yl) -propenone (B-613) l- [(q- (([substituted] aryl) alkyl) -z-halogen) isoxazol-w-yl] -3-hydroxy-3- ([substituted] -1H-1, 2 , 4-triazol-3-yl) -propenone (B-614) 4- [(z-alkyl-q- (1-hydroxy- ([substituted] heteroaryl) methyl)) oxazole-w-2] -2- hydroxy-4-oxo-2-butenoic (B-615) 2-hydroxy-4-oxo-4- (nH-q- (([substituted] heteroaryl) oxycarbonyl) imidazol-w-yl) -2-butenoic acid ( B-616) 4- [(z-alkyl-q- (([substituted] aryl) oxycarbonyl)) isoxazole-w-yl] -2-hydroxy-4-oxo-2-butenoic acid (B-617) l- (q- (([substituted] heteroaryl) aminosulfonyl) thiophen-w-yl) -3-hydroxy-3- ([substituted] -1 H-1,4,4-triazol-3-yl) -propenone (B-618) 4- [(z-alkyl-q- (([substituted] heteroaryl) alkyl)) furan-w-yl] -2-hydroxy-4-oxo-2-butenoic acid (B-619) acid 4- (q- ((substituted [aryl] carbonyl) oxazol-w-yl) -2-hydroxy-4-oxo-2-butenoic (B-620) 4- [(q- (([substituted] aryl] aminocarbonyl) -z-halogen) isoxazol-w-yl] -2-hydroxy-4-oxo-2-butenoic acid (B-621) 4- [(q- (([substituted] aryl) amino) -z- halogen) furan-w-yl] -2-hydroxy-4-oxo-2-butenoic (B-622) l- [(z-alkyl-q- (([substituted] heteroaryl) sulfonylamino)) thiophen-w-yl ] -3-hydroxy-3- ([substituted] -1H-1,2,4-triazol-3-yl) -propenone (B-623) 1- [nH- (q- ((substituted] aryl) aminosulfonyl) -z-halogen) pyrazol-w-yl] -3-hydroxy-3- (substituted) -2H-tetrazole-5- il) -propenone (B-624) 1- [(q- (([substituted] aryl) carboxy) -z-halogen) furan-w-yl] -3-hydroxy-3- ([substituted] -1H-1 , 2,4-triazol-3-yl) -propenone (B-625) l- [(z-alkyl-q- (([substituted] heteroaryl) carbonylamino)) isoxazol-w-yl] -3-hydroxy-3 - ([substituted] -2H-tetrazol-5-yl) -propenone (B-626) 4- [nH- (q- (([substituted] heteroaryl) amino) -z-halogen) pyrazol-w-y] -2-hydroxy-4-oxo-2-butenoic (B-627) l- [(z-alkyl-q- (([substituted] aryl) carbonyl)) oxazol-w-yl] -3-hydroxy-3- ([substituted] -2H-tetrazol-5-yl) -propenone (B-628) 1- [(z-halogeno-q- (([substituted] heteroaryl) sulfinyl)) oxazol-w-yl] -3-hydroxy -3- ([substituted] -2H-tetrazol-5-yl) -propenone (B-629) 1- [(q- (([substituted] heteroaryl) amino) -z-halogen) pyridin-w-yl] - 3-hydroxy-3- ([substituted] -2H-tetrazol-5-yl) -propenone (B-630) 1- (nH-q- ([substituted] or] heteroaryl) pyrazol-w-yl) -3-hydroxy-3- ([substituted] -lH-1, 2,4-triazol-3-yl) -propenone (B-631) 2-hydroxy-4- acid oxo-4- (q - ((substituted] heteroaryl) oxy) isoxazole-w-yl) -2-butenoic acid (B-632) 1- [(z-halogen-q- ((substituted] aryl) thio)) oxazol-w-yl] -3-hydroxy-3- ([substituted] -lH-1, 2.4 -triazol-3-yl) -propenone (B-633) l- [n H- (z-alkyl-q - (([substituted] heteroaryl) alkyl)) pyrazol-w-yl] -3-hydroxy-3- ( [substituted] -1 H-1, 2,4-triazol-3-yl) -propenone (B-634) 3-hydroxy-l- (q- (([substituted] heteroaryl) sulfonylamino) furan-w-yl) - 3- ([substituted] -2H-tetrazol-5-yl) -propenone (B-635) 4- [(q- (([substituted] heteroaryl) alkenyl) -z-alkyl) pyrrole-w-yl] - 2-hydroxy-4-oxo-2-butenoic (B-636) 1- [nH- (q- (([substituted] aryl) amino) -z-halogen) imidazol-w-yl] -3-hydroxy-3 - ([substituted] -1 H-1, 2,4-triazol-3-yl) -propenone (B-637) 1- [(q- (([substituted] heteroaryl) aminosulfonyl) -z-halogen) pyrrole-w -yl] -3-hydroxy-3- ([substituted] -2H-tetrazol-5-yl) -propenone (B-638) 1- (nH-q- (([substituted] heteroaryl) alkyl) imidazole-w- il) -3-hydroxy-3- ([substituted] -2H-tetrazol-5-yl) -propenone (B-639) 3-hydroxy-l- (q- (([substituted] heteroaryl) s ulfinyl) thiophen-w-yl) -3- ([substituted] -1 H-1,2,4-triazol-3-yl) -propenone (B-640) 1- [nH- (q- ([substituted] aryl ) -z-halogen) pyrazol-w-yl] -3-hydroxy-3- ([substituted] -1 H-1,2,4-triazol-3-yl) -propenone (B-641) 1- [(q - ((substituted [aryl] aminocarbonyl) -z-halogen) furan-w-yl] -3-hydroxy-3- ([substituted] -2H-tetrazol-5-yl) -propenyone (B-642) acid 4 - [(q- (([substituted] aryl) aminocarbonyl) -z-halogen) thiophen-w-yl] -2-hydroxy-4-oxo-2-butenoic (B-643) 1- (q- (([ substituted] aryl) aminosulfonyl) furan-w-yl) -3-hydroxy-3- ([substituted] -2H-tetrazol-5-yl) -propenone B-644) 4- [(z-alkyl-q- ( [substituted] heteroaryl) aminocarbonyl)) thiophen-w-yl] -2-hydroxy-4-oxo-2-butenoic B-645) 3-hydroxy-l- (q- (1-hydroxy- [substituted] heteroaryl) ethyl ) oxazol-w-yl) -3- ([substituted] - 1 H-1,2, -triazol-3-yl) -propenyone B-646) 3-hydroxy-l- (q- ([substituted] aryl) sulfonylamino ) pyridin-w-yl) -3- [substituted] -1H-1, 2,4-triazol-3-yl) -propenone (B-647) acid 4- [n H- (q- ([substituted] heteroaryl) aminocarbonyl) -z-halogen) pyrazol-w-yl] -2-hydroxy-oxo-2-butenoic B-648) l- [nH- (z-alkyl-q - ([substituted] heteroaryl) thio)) imidazol-w-yl] -3-hydroxy-3- ([substituted] -2H-tetrazol-5-yl) -propenyone B-649) l- [nH- (z- halogen-q- ([substituted] heteroaryl) sulfinyl)) pyrazol-w-yl] -3-hydroxy- - ([substituted] -2H-tetrazol-5-yl) -propenyone B-650) l- [nH- ( z-alkyl-q- (([substituted] aryl) carboxy)) imidazol-w-yl] -3-hydroxy-3- [substituted] -2H-tetrazol-5-yl) -propenyone B-651) 3-hydroxy -3- ([substituted] -2H-tetrazole-5. il) -1- (q- ([substituted] heteroaryl) thio) thiophene-w-yl) -propenone B-652) 4- [(q- (([substituted] aryl) alkenyl) -z-alkyl) oxazole -w-il] -2-hydroxy-4-oxo-2-butenoic (B-653) 4- [(z-alkyl-q- (([substituted] heteroaryl) carbonyl)) furan-w-yl] - 2-hydroxy-4-oxo-2-butenoic (B-654) 1- [(z-halogeno-q- (([substituted] aryl) sulfonyl)) thiazol-w-yl] -3-hydroxy-3- ( [substituted] -1H-1, 2,4-triazol-3-yl) -propenone (B-655) 3-hydroxy-1- (q- (([substituted] aryl) thio) pyridin-w-yl) -3- ([substituted] - 1H-1, 2,4-triazol-3-yl) -propenone (B-656) 4- (q- ([substituted] aryl) isoxazole-w-yl) -2-hydroxy-4-oxo-2- butenoic (B-657) l- [(z-alkyl-q- (1-hydroxy- ([substituted] aryl) methyl)) furan-w-yl] -3-hydroxy-3- ([substituted] -1H- 1, 2, 4-triazol-3-yl) -propenone (B-658) 4- [(z-alkyl-q- ([substituted] heteroaryl)) pyrrol-w-yl] -2-hydroxy-4- oxo-2-butenoic (B-659) 4- [(q- (([substituted] heteroaryl) amino) -z-halogen) pyridin-w-yl] -2-hydroxy-4-oxo-2-butenoic acid ( B-660) l- [(z-alkyl-q- (([substituted] heteroaryl) oxycarbonyl)) pyridin-w-yl] -3-hydroxy-3- ([substituted] -2H-tetrazol-5-yl) -propenone (B-661) 1- [(q- (([substituted] aryl) amino) -z-halogen) isoxazol-w-yl] -3-hydroxy-3- ([substituted] -1H-1, 2 , 4-triazol-3-yl) -propenone (B-662) l- [nH- (z-alkyl-q- (([substituted] heteroaryl) carbonyl)) pyrazol-w-yl] -3-hydroxy-3 - ([their substituted] -2H-tetrazol-5-yl) -propenone (B-663) 3-hydroxy-l- (q- (([substituted] heteroaryl) sulfinyl) thiazole-w-yl) -3- ([substituted] - 1H-1, 2,4-triazol-3-yl) -propenone (B-664) 1- (nH- (q- (([substituted] aryl) amino) -z-halogen) imidazole-w-yl] - 3-hydroxy-3- ([substituted] -2H-tetrazol-5-yl) -propenone (B-665) 1- (q- (([substituted] aryl) aminosulfonyl) isoxazole-w-yl) -3-hydroxy -3- ([substituted] -1H-1, 2,4-triazol-3-yl) -propenone (B-666) 1- [nH- (z-halogen-q- (([substituted] heteroaryl) oxycarbonyl) ) pyrazol-w-yl] -3-hydroxy-3- ([substituted] -2H-tetrazol-5-yl) -propenyone (B-667) 3-hydroxy-l- (nH-q- (([substituted] heteroaryl) sulfinyl) pyrazol-w-yl) -3- ([substituted] -2H-tetrazol-5-yl) -propenyone (B-668) 1- (q- (([substituted] aryl) amino) pyridin-w -yl) -3-hydroxy-3- ([substituted] -1H-1,2,4-triazol-3-yl) -propenone (B-669) 1- [(q- (([substituted] heteroaryl) carbonyl) -z-halogen) oxazol-w-yl] -3-hydroxy-3- ([substituted] -2H-tetrazole-5-yl) ) -propenone (B-670) 4- [nH- (q- (([substituted] aryl) carbonyl) -z-halogen) imidazol-w-yl] -2-hydroxy-4-oxo-2-butenoic acid ( B-671) 1- (q- ((substituted [aryl] carboxy) thiophen-w-yl) -3-hydroxy-3- ([substituted] -1 H-1,2,4-triazole-3-yl) -propenone (B-672) 4- [nH- (z-halogeno-q- (1-hydroxy- ([substituted] heteroaryl) methyl)) pyrazol-w-yl] -2-hydroxy-4-oxo-2 acid -butenoic (B-673) 1- [(q- ((substituted] aryl) carbonylamino) -z-halogen) thiazol-w-yl] -3-hydroxy-3- ([substituted] -1H-1, 2 , 4-triazol-3-yl) -propenone (B-674) 1- [nH- (z-alkyl-q- (([substituted] aryl) thio)) pyrazol-w-yl] -3-hydroxy-3 - ([substituted] -1H-1, 2,4-triazol-3-yl) -propenone (B-675) 3-hydroxy-l- (q- (([substituted] heteroaryl) carboxy) thiazole-w-il ) -3- ([substituted] -1H-1, 2,4-triazol-3-yl) -propenone (B-676) l- [(z-alkyl-q- (([substituted] aryl) aminosulf nil)) thiazol-w-yl] -3-hydroxy-3- ([substituted] -1H-1,2,4-triazol-3-yl) -propenone (B-677) l- [(z-alkyl- q- (([substituted] heteroaryl) alkyl)) isoxazol-w-yl] -3-hydroxy-3- ([substituted] -2H-tetrazol-5-yl) -propenyone (B-678) l- [(z -alkyl-q- (([substituted] heteroaryl) aminocarbonyl)) thiophen-w-yl] -3-hydroxy-3- ([substituted] -2H-tetrazol-5-yl) -propenone (B-679) 3- hydroxy-l- (q- (([substituted] heteroaryl) thio) furan-w-yl) -3- ([substituted] -1H-1, 2,4-triazol-3-yl) -propenone (B-680) ) 1- (q- ((substituted] aryl) alkenyl) furan-w-yl) -3-hydroxy-3- ([substituted] -1H-1,2,4-triazol-3-yl) -propenyone ( B-681) 4- (nH-q- (([substituted] heteroaryl) aminosulfonyl) imidazol-w-yl) -2-hydroxy-4-oxo-2-butenoic acid (B-682) l- (nH-q - ((substituted] heteroaryl) carbonylamino) pyrazol-w-yl) -3-hydroxy-3- ([substituted] -1H-1,2,4-triazol-3-yl) -propenyone (B-683) acid 4- (q- (([substituted] aryl) amino) pyrrol-w-yl) -2-hydroxy-4-oxo-2-butenoic (B-684) l- [nH- (z-alkyl-q- ( ( [substituted] heteroaryl) sulfonylamino)) imidazol-w-yl] -3-hydroxy-3- ([substituted] -2H-tetrazol-5-yl) -propenone (B-685) 4- [nH- (z- alkyl-q- (([substituted] heteroaryl) sulfonylamino)) pyrazol-w-yl] -2-hydroxy-4-oxo-2-butenoic (B-686) 1- (nH-q- (([substituted] aryl ) carbonyl) pyrazol-w-yl) -3-hydroxy-3- ([substituted] -2H-tetrazol-5-yl) -propenyone (B-687) 1- [(z-alkyl-q- (([substituted ] aryl) carboxy)) oxazole-w-yl] -3-hydroxy-3- ([substituted] -1H-1,2,4-triazol-3-yl) -propenone (B-688) 4- [nH] acid - (z-halogen-q- (([substituted] aryl) sulfinyl)) pyrazol-w-yl] -2-hydroxy-4-oxo-2-butenoic (B-689) l- [nH- (z-halogen -q- (([substituted] heteroaryl) sulfonyl)) pyrazol-w-yl] -3-hydroxy-3- ([substituted] -1 H-1,2,4-triazol-3-yl) -propenyone (B-) 690) 4- [(z-alkyl-q- (([substituted] aryl) aminosulfonyl)) oxazole-w-yl] -2-hydroxy-4-oxo-2-butenoic acid (B-691) l- [( z-alkyl-q- (([substituted] aryl) aminocarbonyl)) pyrrol-w-yl] -3-hydroxy-3- ([substituted] [0109] <tb> -2H-tetrazol-5-yl) -propenyone (B-692) l- [(q- (([substituted] heteroaryl) alkenyl) -z-alkyl) pyrrol-w-yl] -3-hydroxy-3 - ([substituted] -1H-1, 2,4-triazol-3-yl) -propenone (B-693) 1- (q- (([substituted] aryl) aminosulfonyl) thiazole-w-yl) -3- hydroxy-3- ([substituted] -1H-1, 2,4-triazol-3-yl) -propenone (B-694) 1- (q- (([substituted] heteroaryl) alkyl) pyrrole-w-yl) -3-hydroxy-3- ([substituted] -2H-tetrazol-5-yl) -propenone (B-695) l- [(q- (([substituted] heteroaryl) alkyl) -z-halogen) oxazole-w -yl] -3-hydroxy-3- ([substituted] -2H-tetrazol-5-yl) -propenone (B-696) 4- [(z-halogeno-q- (([substituted] heteroaryl) oxycarbonyl) ) thiophen-w-yl] -2-hydroxy-4-oxo-2-butenoic (B-697) 4- [nH- (q- (([substituted] heteroaryl) carboxy) -z-alkyl) pyrazol-w acid -yl] -2-hydroxy-4-oxo-2-butenoic (B-698) l- [(z-alkyl-q- (([substituted] heteroaryl) amino)) isoxazol-w-yl] -3-hydroxy -3- ([substituted] -1H-1, 2,4-triazol-3-yl) -propenone (B-699) 2-hydroxy-4-oxo-4- (q-) acid (([substituted] heteroaryl) sulfonylamino) thiazole-w-yl) -2-butenoic (B-700) 3-hydroxy-l- (q- (1-hydroxy- ([substituted] aryl) methyl) isoxazole-w- il-3- ([substituted] -1H-1, 2, 4-triazol-3-yl) -propenone (B-701) l- [(z-alkyl-q- (([substituted] heteroaryl) oxy)) furan-w-yl] -3-hydroxy-3 - ([substituted] -1 H-1, 2,4-triazol-3-yl) -propenyone (B-702) 1- [(q- (([substituted] aryl) aminosulfonyl) -z-halogen) thiophen-w -yl] -3-hydroxy-3- ([substituted] -2H-tetrazol-5-yl) -propenone (B-703) l- [(z-alkyl-q- (([substituted] heteroaryl) oxycarbonyl)) isoxazol-w-yl] -3-hydroxy-3- ([substituted] -2H-tetrazol-5-yl) -propenone (B-704) 4- [(z-alkyl-q- (([substituted] aryl ) oxy)) pyridin-w-yl] -2-hydroxy-4-oxo-2-butenoic (B-705) 4- (q- (([substituted] heteroaryl) aminosulfonyl) thiophen-w-yl) -2 -hydroxy-4-oxo-2-butenoic (B-706) 1- (q- ([substituted] heteroaryl) thiophen-w-yl) -3-hydroxy-3- ([substituted] -2H-tetrazole-5-) il) -propenone (B-707) 4- [nH- (z-alkyl-q- (([substituted] aryl) carbonylamino)) pyrazol-w-yl] -2-hydroxy-4-oxo-2-butenoic acid (B-708) 2-hydroxy-4-oxo-4- (q- (([substituted] aryl) sulfonyl) furan-w-yl) -2-but enoic acid (sulfinyl q- (([substituted] heteroaryl)) pyridin-w-yl) (B-709) 3-hydroxy-l- -3- ([substituted] -1H-1, 2, 4-triazol-3- il) -propenone (B-710) 1- (q- (([substituted] heteroaryl) alkyl) oxazol-w-yl) -3-hydroxy-3- ([substituted] -1H-1,2,4-triazole -3-yl) -propenone (B-711) 1- [(q- (([substituted] heteroaryl) carbonyl) -z-halogeno) thiophen-w-yl] -3-hydroxy-3- ([substituted] - 1H-1, 2,4-triazol-3-yl) -propenone (B-712) l- [(z-halogen-q- (([substituted] aryl) sulfinyl)) pyrrol-w-yl] -3- hydroxy-3- ([substituted] -2H-tetrazol-5-yl) -propenone (B-713) l- [(z-alkyl-q- (([substituted] heteroaryl) alkyl)) isoxazole-w-il] -3-hydroxy-3- ([substituted] -1H-1, 2,4-triazol-3-yl) -propenone (B-714) 4- (q- ([substituted] heteroaryl) isoxazole-w-il ) - -hydroxy-4-oxo-2-butenoic (B-715) l- [(z-alkyl-q- (([substituted] heteroaryl) aminocarbonyl)) pyridin-w-yl] -3-hydroxy-3- ([substituted] -2H-tetrazol-5-yl) -propenone (B-716) 4- (nH-q- (([substituted] aryl) carboxy) py azol-w-yl) -2-hydroxy-4-oxo-2-butenoic (B-717) l- [(z-halogen-q- (([substituted] aryl) sulfinyl)) pyridin-w-yl] - 3-hydroxy-3- ([substituted] -2H-tetrazol-5-yl) -propenone (B-718) l- [(z-alkyl-q- (([substituted] aryl) carbonylamino)) isoxazole-w- il] -3-hydroxy-3- ([substituted] -1H-1,2,4-triazol-3-yl) -propenyone (B-719) l- [(z-halogen-q- (([substituted] aryl) sulfonylamino)) isoxazol-w-yl] -3-hydroxy-3- ([substituted] -2H-tetrazol-5-yl) -propenone (B-720) l-.q- (([substituted] heteroaryl) carbonylamino) pyrrol-w-yl) -3-hydroxy-3- ([substituted] -1H-1, 2, -triazol-3-yl) -propenone (B-721) 2-hydroxy-4-oxo-4 - (nH-q- (([substituted] aryl) sulfinyl) pyrazol-w-yl) -2-butenoic (B-722) 2-hydroxy-4-oxo-4- (q- (([substituted] aryl] ) sulfinyl) thiazol-w-yl) -2-butenoic acid (B-723) 4- [(z-alkyl-q- (([substituted] aryl) thio)) thiazol-w-yl] -2-hydroxy- 4-oxo-2-butenoic (B-724) l- [nH- (q- (([substituted] aryl) alkyl) -z-halogen) imidazol-w-yl] -3-hydroxy-3- ([substituted] -2H-tetrazol-5-yl) -propenone B-725) 4- [(z-halogeno-q- ([substituted] heteroaryl) oxy)) thiazole-w-yl] -2-hydroxy- 4-oxo-butenoic B-726) l- [(z-alkyl-q- ([substituted] heteroaryl) oxy)) isoxazol-w-yl] -3-hydroxy-3- [substituted] -1H-1, 2,4-triazol-3-yl) -propenone B-727) 4- [(q- (([substituted] aryl) alkenyl) -z-halogen) oxazole-w-yl] -2-hydroxy-4- oxo-2-butenoic B-728) 4- [nH- (z-halogeno-q- ([substituted] aryl) oxycarbonyl)) imidazol-w-yl] -2-hydroxy-4-xo-2-butenoic acid B -729) 3-hydroxy-l- (q- ([substituted] aryl) sulfonylamino) pyridin-w-yl) -3- [substituted] -2H-tetrazol-5-yl) -propenone B-730) l- [ n H- (z-alkyl-q- ([substituted] heteroaryl) aminocarbonyl)) pyrazol-w-yl] -3-idroxy-3- ([substituted] -1 H-1,2,4-triazol-3-yl) -propenone B-731) 4- (q- ([substituted] heteroaryl) aminocarbonyl) furan-w-yl) -2-hydroxy-4-oxo-2-butenoic acid (B-732) 1- [(z-alkyl) -q- (([substituted] aryl) amino)) oxazol-w-yl] -3-hydroxy-3- ([substituted] do] -2H-tetrazol-5-yl) -propenone (B-733) 1- [nH- (z-halogeno-q- (1-hydroxy- ([substituted] heteroaryl) methyl)) pyrazol-w-yl] -3-hydroxy-3- ([substituted] -1H-1, 2,4-triazol-3-yl) -propenone (B-734) 1- [(z-alkyl-q- ([substituted] heteroaryl)) furan-w-yl] -3-hydroxy-3- ([ replaced] -2H-tetrazol-5-yl) -propenone (B-735) 1- (q- (([substituted] aryl) carbonylamino) pyrrol-w-yl) -3-hydroxy-3- (substituted) -2H -tetrazol-5-yl) -propenone (B-736) l- [nH- (z-alkyl-q- (([substituted] aryl) alkyl)) imidazol-w-yl] -3-hydroxy-3- ( [substituted] -1H-1, 2,4-triazol-3-yl) -propenone (B-737) l- [(z-halogeno-q- (([substituted] aryl) sulfonyl)) pyrrol-w-il ] -3-hydroxy-3- ([substituted] -2H-tetrazol-5-yl) -propenone (B-738) l- [(z-alkyl-q- (([substituted] heteroaryl) sulfinyl)) oxazole- w-il] -3-hydroxy-3- ([substituted] -1H-1,2,4-triazol-3-yl) -propenone (B-739) 1- [(q- (([substituted] aryl) carbonyl) -z-halogen) oxazol-w-yl] -3-hydroxy-3- ([substituted] -1H-1, 2,4-triazol-3-yl) -propenone (B-740) 2-hydroxy acid -4-oxo-4- (q- (([substituted] heteroaryl) oxy) oxazol-w-yl) -2-butenoic (B-741) 3-hydroxy-l- (q- (([substituted] aryl) oxycarb onyl) thiophen-w-yl) -3- ([substituted] -2H-tetrazol-5-yl) -propenone (B-742) 2-hydroxy-4-oxo-4- (q- (([substituted]] heteroaryl) sulfonylamino) pyridin-w-yl) -2-butenoic (B-743) 1- [(z-alkyl-q- (1-hydroxy- ([substituted] heteroaryl) methyl)) furan-w-yl] - 3-hydroxy-3- ([substituted] -1H-1,2,4-triazol-3-yl) -propenone (B-744) 4- [(z-alkyl-q- (([substituted] aryl) thio)) pyrrol-w-yl] -2-hydroxy-4-oxo-2-butenoic (B-745) 4- (nH-q- ([substituted] heteroaryl) imidazole-w-yl) -2-hydroxy acid -4-oxo-2-butenoic (B-746) l- [(z-alkyl-q- (([substituted] heteroaryl) aminosulfonyl)) pyridin-w-yl] -3-hydroxy-3- ([substituted] -2H-tetrazol-5-yl) -propenone (B-747) 1- [(q- (([substituted] heteroaryl) aminocarbonyl) -z-halogen) furan-w-yl] -3-hydroxy-3- ( [substituted] -2H-tetrazol-5-yl) -propenone (B-748) 2-hydroxy-4-oxo-4- (q- (([substituted] aryl) sulfonylamino) pyridin-w-yl) -2 -butenoic (B-749) 4- [nH- (z-alkyl-q- ([substituted] aryl)) imidazole-w- acid il] -2-hydroxy-4-oxo-2-butenoic (B-750) 4- [(z-alkyl-q- (([substituted] aryl) sulfonylamino)) furan-w-yl] -2-hydroxy -4-oxo-2-butenoic (B-751) 4- [(z-alkyl-q- (([substituted] aryl) aminocarbonyl)) pyrrol-w-yl] -2-hydroxy-4-oxo-2 -butenoic (B-752) 2-hydroxy-4- (nH-q- (1-hydroxy- ([substituted] heteroaryl) methyl) imidazol-w-yl) -4-oxo-2-butenoic acid (B-753) ) l- [(z-alkyl-q- (([substituted] heteroaryl) sulfinyl)) pyrrol-w-yl] -3-hydroxy-3- ([substituted] -1H-1, 2,4-triazole-3) -yl) -propenone (B-754) l- [(z-halogen-q- (1-hydroxy- ([substituted] heteroaryl) methyl)) pyridin-w-yl] -3-hydroxy-3- ([substituted ] -1H-1, 2,4-triazol-3-yl) -propenone (B-755) 3-hydroxy-l- (q- (([substituted] heteroaryl) sulfinyl) thiophen-w-yl) -3- ([substituted] -2H-tetrazol-5-yl) -propenone (B-756) 4- (q- (([substituted] aryl) alkyl) oxazol-w-yl) -2-hydroxy-4-oxo- 2-butenoic (B-757) 1- [(z-alkyl-q- (([substituted] aryl) alkyl)) thiazol-w-yl] -3-hydroxy-3- ([substituted] uido] -2H-tetrazol-5-yl) -propenone (B-758) 4- [nH- (z-alkyl-q- (([substituted] aryl) sulfonylamino)) imidazole-w-2] -2- hydroxy-4-oxo-2-butenoic (B-759) 4- [(q- (([substituted] aryl) carboxy) -z-halogen) pyridin-w-yl] -2-hydroxy-4-oxo- 2-butenoic (B-760) 3-hydroxy-3- ([substituted] -2H-tetrazol-5-yl) -1- (nH- q- (([substituted] aryl) thio) pyrazol-w-yl) -propenone (B-761) 1- [(q- (([substituted] heteroaryl) carboxy) -z-alkyl) pyrrol-w-yl] -3-hydroxy-3- ([substituted] -1H-1, 2 , 4-triazol-3-yl) -propenone (B-762) 4- [(q- (([substituted] heteroaryl) alkyl) -z-halogen) isoxazole-w-yl] -2-hydroxy-4- oxo-2-butenoic (B-763) l- [(z-alkyl-q- (([substituted] heteroaryl) carbonyl)) thiazol-w-yl] -3-hydroxy-3- ([substituted] -1H- 1, 2, 4-triazol-3-yl) -propenone (B-764) 4- [nH- (z-alkyl-q- (([substituted] aryl) sulfonyl)) imidazole-w-2] -2 -hydroxy-4-oxo-2-butenoic (B-765) l-.q- (([substituted] heteroaryl) aminocarbonyl) pyridin-w-yl) -3-hydroxy -3- ([substituted] -lH-l, 2,4-triazol-3-yl) -propenone (B-766) 3-hydroxy-l- (nH-q- (([substituted] heteroaryl) oxycarbonyl) pyrazol-w-yl) -3- ([substituted ] -2H-tetrazol-5-yl) -propenone (B-767) 1- (q- (([substituted] aryl) aminocarbonyl) thiazol-w-yl) -3-hydroxy-3- ([substituted] -1H -1, 2, 4-triazol-3-yl) -propenone (B-768) 4- (q- ([substituted] heteroaryl) pyrrol-w-yl) -2-hydroxy-4-oxo-2-butenoic acid (B-769) 2-hydroxy-4-oxo-4- (q- (([substituted] aryl) oxy) thiophen-w-yl) -2-butenoic acid (B-770) 4- [nH- ( z-alkyl-q- (1-hydroxy- ([substituted] heteroaryl) methyl)) pyrazol-w-yl] -2-hydroxy-4-oxo-2-butenoic (B-771) 1- [(z-alkyl) -q- ((substituted [aryl] amino)) thiophen-w-yl] -3-hydroxy-3- ([substituted] -1H-1,2,4-triazol-3-yl) -propenyone (B-) 772) 3-hydroxy-l- (nH-q- (([substituted] heteroaryl) oxy) pyrazol-w-yl) -3- ([substituted] -1H-1,2,4-triazol-3-yl) -propenone (B-773) 1- [(q- ((substituted [aryl] amino) -z-halogen) pyridin-w-yl] -3-hydroxy-3- ([substituted] -1H-1, 2 , 4-triazo l-3-yl) -propenone (B-774) l- [(z-alkyl-q- (([substituted] aryl) sulfonylamino)) pyridin-w-yl] -3-hydroxy-3- ([substituted] -2H-tetrazol-5-yl) -propenone (B-775) 1- [(q- (([substituted] aryl) carbonyl) -z-halogen) pyridin-w-yl] -3-hydroxy-3- ( [substituted] -1H-1, 2,4-triazol-3-yl) -propenone (B-776) 1- [(z-alkyl-q- ([substituted] aryl)) oxazole-w-yl] -3 -hydroxy-3- ([substituted] -1H-1,2,4-triazol-3-yl) -propenyone (B-777) l- [(q- (([substituted] aryl) alkenyl) -z-halogen ) oxazol-w-yl] -3-hydroxy-3- ([substituted] -2H-tetrazol-5-yl) -propenone (B-778) 1- [(q- (([substituted] heteroaryl) alkenyl) - z- halogen) isoxazol-w-yl] -3-hydroxy-3- ([substituted] -lH-1,2,4-triazol-3-yl) -propenyone (B-779) l- [nH- (z -alkyl-q- (([substituted] aryl) carbonylamino)) imidazol-w-yl] -3-hydroxy-3- ([substituted] -2H-tetrazol-5-yl) -propenyone (B-780) 3- hydroxy-l- (nH-q- (([substituted] aryl) oxycarbonyl) pyrazol-w-yl) -3- ([substituted] -2H-tetrazol-5-yl) -propenone (B-781) acid 4- (q- (([substituted] heteroaryl) carboxy) furan-w-yl) -2-hydroxy-4-oxo-2-butenoic (B-782) 1- [(z-halogen-q- ([ replaced] heteroaryl)) thiazol-w-yl] -3-hydroxy-3- ([substituted] -1H-1, 2,4-triazol-3-yl) -propenyone (B-783) 1- [(q- (([substituted] aryl) amino) -z-halogen) furan-w-yl] -3-hydroxy-3- ([substituted] -2H-tetrazol-5-yl) -propenone (B-784) 3-hydroxy -l- (q- (([substituted] heteroaryl) sulfonylamino) pyrrol-w-yl) -3- ([substituted] -2H-tetrazol-5-yl) -propenyone (B-785) l- [(z- alkyl-q- (([substituted] heteroaryl) sulfinyl)) furan-w-yl] -3-hydroxy-3- ([substituted] -2H-tetrazol-5-yl) -propenone (B-786) 4- acid (q- ((substituted] aryl) aminosulfonyl) thiazole-w-yl) -2-hydroxy-4-oxo-2-butenoic B-787) 2-hydroxy-4-oxo-4- (q- ([ substituted] aryl) sulfinyl) pyrrol-w-yl) -2-butenoic B-788) l- [(z-halogen-q- ([substituted] aryl) sulfonylamino)) pyrrol-w-yl] -3-hydroxy- 3- [substituted] -2H-tetrazol-5-yl) -propenone B-789) 2-hydroxy-4-oxo-4- (q- ([su substituted] aryl) thio) furan-w-yl) -2-butenoic B-790) l- (nH- (z-alkyl-q- ([substituted] heteroaryl) aminocarbonyl)) imidazole-w-yl] -3- hydroxy-3- ([substituted] -lH-1, 2,4-triazol-3-yl) -propenone B-791) l- [(z-alkyl-q- ([substituted] heteroaryl) amino)) oxazol-w-yl] -3-hydroxy-3- [substituted] -2H-tetrazol-5-yl) -propenone B-792) 4- [(z-halogeno-q- (1-hydroxy- ([substituted] heteroaryl) methyl)) thiophen-w-yl] -2-hydroxy-4-oxo-butenoic B-793) 3-hydroxy-l- (q- ([substituted] aryl) oxycarbonyl) pyridin-w-yl) -3- [substituted] -2H-tetrazol-5-yl) -propenone (B-794) 3-hydroxy-l - (nH-q- (([substituted] aryl) oxy) imidazol-w-yl) -3- ([substituted] -1H-1,2,4-triazol-3-yl) -propenyone B-795) 1 - [(z-halogen-q- (1-hydroxy- [substituted] aryl) methyl)) thiophen-w-yl] -3-hydroxy-3- [substituted] -2H-tetrazol-5-yl) -propenone ( B-796) 4- [nH- (z-halogeno-q- (([substituted] heteroaryl) sulfonyl)) imidazol-w-yl] -2-hydroxy-4-oxo-2-butenoic acid (B-797) 3-hydroxy-l- (q- (([substituted] heteroaryl) sulfonyl) pyrrol-w-yl) -3- ([substituted] -2H-tetrazol-5-yl) -propenone (B-798) 4- acid [(z-alkyl-q- (([substituted] aryl) carbonylamino)) thiazol-w-yl] -2-hydroxy-4-oxo-2-b utenoic (B-799) 4- [(q- (([substituted] aryl) alkyl) -z-halogen) thiazol-w-yl] -2-hydroxy-4-oxo-2-butenoic acid (B-800) 4- [nH- (z-alkyl-q- (1-hydroxy- ([substituted] aryl) methyl)) imidazol-w-yl] -2-hydroxy-4-oxo-2-butenoic acid (B-801) 4-1 (q- (([substituted] heteroaryl) alkenyl) -z-alkyl) thiazole-w-yl] -2-hydroxy-4-oxo-2-butenoic acid (B-802) 1- (q- ( ([substituted] aryl) amino) thiophen-w-yl) -3-hydroxy-3- (substituted] -1 H-1,2,4-triazol-3-yl) -propenone (B-803) 4- [ (z-alkyl-q- (([substituted] heteroaryl) oxy)) thiazol-w-yl] -2-hydroxy-4-oxo-2-butenoic (B-804) l- [nH- (q- (( [substituted] heteroaryl) carboxy) -z-halogen) imidazol-w-yl] -3-hydroxy-3- ([substituted] -1 H-1,2,4-triazol-3-yl) -propenone (B-805 ) 1- (q- ([substituted] aryl) thiazole-w-yl) -3-hydroxy-3- ([substituted] -1H-1,2,4-triazol-3-yl) -propenone (B-806) ) 3-hydroxy-l- (nH-q- (([substituted] aryl) sulfinyl) pyrazol-w-yl) -3- ([substituted] -2H-tetrazol-5-yl) -propenyone (B-807) 3-hydroxy-l - (nH-q- (([substituted] heteroaryl) sulfinyl) pyrazol-w-yl) -3- ([substituted] -1 H-1,2, -triazol-3-yl) -propenyone (B-808) 1 - (q- ((substituted] aryl) aminosulfonyl) oxazol-w-yl) -3-hydroxy-3- ([substituted] -1H-1,2,4-triazol-3-yl) -propenyone (B-) 809) l- (q- ([substituted] aryl) thiophen-w-yl) -3-hydroxy-3- ([substituted] -1H-1,2,4-triazol-3-yl) -propenone (B- 810) l- [(z-alkyl-q- (([substituted] heteroaryl) sulfonyl)) isoxazol-w-yl] -3-hydroxy-3- ([substituted] -2H-tetrazol-5-yl) -propenone (B-811) 2-hydroxy-4-oxo-4- (nH-q- (([substituted] aryl) oxycarbonyl) pyrazol-w-yl) -2-butenoic acid (B-812) 1- [(q- ((substituted] heteroaryl) alkenyl) -z-halogen) thiophen-w-yl] -3-hydroxy-3- ([substituted] -1 H-1, 2, 4 -triazol-3-yl) -propenone (B-813) l- [(z-alkyl-q- (([substituted] aryl) aminosulfonyl)) pyrrol-w-yl] -3-hydroxy-3- ([substituted ] -2H-tetrazol-5-yl) -propenone (B-814) 1- [(q- (([substituted] aryl) aminosulfonyl) -z-halogen) isoxazol-w-yl] -3-hydroxy-3- ([substituted] -1 H-1, 2,4-triazol-3-yl) -propenone (B-815) l- [(z-alkyl-q- (([substituted] aryl) sulfonylamino)) isoxazole-w- il] -3-hydroxy-3- ([substituted] -2H-tetrazol-5-yl) -propenone (B-816) l- [nH- (z -halogen-q- ([substituted] heteroaryl)) imidazole- w -yl] -3-hydroxy-3- ([substituted] -2H-tetrazol-5-yl) -propenyone (B-817) 1- [(z-halogen-q- (([substituted] aryl) oxy) ) pyridin-w-yl] -3-hydroxy-3- ([substituted] -2H-tetrazol-5-yl) -propenone (B-818) l- [(z-alkyl-q- ([substituted] aryl) ) thiophen-w-yl] -3-hydroxy-3- ([substituted] -1H-1,2,4-triazol-3-yl) -propenyone (B-819) l- [(z-alkyl-q- (( [substituted] aryl) carbonylamino)) oxazol-w-yl] -3-hydroxy-3- ([substituted] -2H-tetrazol-5-yl) -propenone (B-820) l- [(q- (([ substituted] aryl) alkenyl) -z-halogen) pyrrol-w-yl] -3-hydroxy-3- ([substituted] -1 H-1,2,4-triazol-3-yl) -propenyone (B-821) l- [(z-alkyl-q- (([substituted] heteroaryl) alkyl)) thiophen-w-yl] -3-hydroxy-3- ([substituted] -2H-tetrazol-5-yl) -propenone (B -822) l- [(z-alkyl-q- (([substituted] heteroaryl) amino)) pyridin-w-yl] -3-hydroxy-3- ([substituted] -1H-1, 2,4-triazol-3-yl) -propenone (B-823) l- [(z-alkyl-q- (([substituted] aryl) aminosulfonyl)) isoxazol-w-yl] -3-hydroxy-3 - ([substituted] -2H-tetrazol-5-yl) -propenone (B-824) 4- [(q- (([substituted] heteroaryl) alkenyl) -z-alkyl) isoxazole-w-2] -2 -hydroxy-4-oxo-2-butenoic (B-825) l- [(z-halogen-q- (([substituted] aryl) sulfinyl)) isoxazol-w-yl] -3-hydroxy-3- ([ replaced] -2H-tetrazol-5-yl) -propenone (B-826) 1- [(q- (([substituted] heteroaryl) aminosulfonyl) -z-halogen) furan-w-yl] -3-hydroxy-3 - ([substituted] -1H-1,2,4-triazol-3-yl) -propenyone (B-827) l- [nH- (z -halogen-q- (([substituted] heteroaryl) sulfinyl)) pyrazole -w-il] -3-hydroxy-3- ([substituted] -1H-1, 2,4-triazol-3-yl) -propenone (B-828) 4- [(z-alkyl-q- ( ([substituted] heteroaryl) amino)) thiazol-w-yl] -2-hydroxy-4-oxo-2-butenoic (B-829) 4- [nH- (q- (([substituted] heteroaryl) alkenyl) -z-alkyl) pyrazol-w-yl] -2-hydroxy-4-oxo-2-butenoic (B-830) 3-hydroxy-3- ([substituted] do] -2H-tetrazol-5-yl) -1- (q- (([substituted] heteroaryl) thio) thiazole-w-yl) -propenone (B-831) 4- [nH- (q- (( [substituted] aryl) amino) -z-halogen) imidazol-w-yl] -2-hydroxy-4-oxo-2-butenoic (B-832) 1- [(z-alkyl-q- ([substituted] heteroaryl )) thiophen-w-yl] -3-hydroxy-3- ([substituted] -1H-1,2,4-triazol-3-yl) -propenyone (B-833) 4- [(z-halogeno- q- ((substituted] aryl) oxycarbonyl)) thiazol-w-yl] -2-hydroxy-4-oxo-2-butenoic (B-834) 4- [(q- (([substituted] heteroaryl) carboxy) -z-halogen) pyrrol-w-yl] -2-hydroxy-4-oxo-2-butenoic acid (B-835) 3-hydroxy-l- (q- (([substituted] aryl) sulfinyl) thiazole-w -yl) -3- ([substituted] -2H-tetrazol-5-yl) -propenyone (B-836) l- [nH- (z-alkyl-q- (([substituted] heteroaryl) oxycarbonyl)) imidazole- w-il] -3-hydroxy-3- ([substituted] -2H-tetrazol-5-yl) -propenyone (B-837) 3-hydroxy-l- (q- (([substituted] heteroaryl) oxy) pyridine -w-il) -3- ([substituted] -1H-1, 2,4-triazol-3-yl) -propenone (B-838) 4- [(z-alkyl-q- ( 1-hydroxy- ([substituted] aryl) methyl)) pyrrol-w-yl] -2-hydroxy-4-oxo-2-butenoic (B-839) l- [nH- (q- (([substituted] heteroaryl carbonyl) -z-halogen) imidazol-w-yl] -3-hydroxy-3- ([substituted] -2H-tetrazol-5-yl) -propenone (B-840) l- (nH-q- (( [substituted] heteroaryl) carbonyl) imidazol-w-yl) -3-hydroxy-3- ([substituted] -1 H-1,2, -triazol-3-yl) -propenone (B-841) 4- (q - ((substituted] aryl) carbonylamino) pyridin-w-yl) -2-hydroxy-oxo-2-butenoic (B-842) l- [(z-alkyl-q- (([substituted] aryl) carbonyl )) pyrrol-w-yl] -3-hydroxy-3- ([substituted] -1H-1,2,4-triazol-3-yl) -propenone (B-843) 3-hydroxy-1- (q- (([substituted] aryl) sulfonyl) thiophen-w-yl) -3- ([substituted] -1H-1, 2,4-triazol-3-yl) -propenone (B-844) l- [nH- ( z-alkyl-q- (([substituted] heteroaryl) aminosulfonyl)) imidazol-w-yl] -3-hydroxy-3- ([substituted] -1 H-1,4,4-triazol-3-yl) -propenone (B-845) 3-hydroxy-l- (q- (1-hydroxy- ([substituted] aryl) methyl) furan-w-yl) -3- ([substituted] -1H-1, 2, 4-tria zol-3-yl) -propenone (B-846) 4- [(q- (([substituted] aryl) aminosulfonyl) -z-halogen) thiazol-w-yl] -2-hydroxy-4-oxo-2 -butenoic (B-847) 4- [(q- (([substituted] aryl) amino) -z-halogen) isoxazol-w-yl] -2-hydroxy-4-oxo-2-butenoic acid (B-848) ) 1- (nH-q- (([substituted] heteroaryl) alkenyl) pyrazol-w-yl) -3-hydroxy-3- ([substituted] -2H-tetrazol-5-yl) -propenyone (B-849) 4- [(z-halogeno-q- (([substituted] heteroaryl) sulfonyl)) oxazol-w-yl] -2-hydroxy-4-oxo-2-butenoic (B-850) 3-hydroxy-l- (nH-q- (l-hydroxy- ([substituted] aryl) methyl) pyrazol-w-yl) -3- ([substituted] -1 H- 1,2,4-triazol-3-yl) -propenone (B -851) 2-hydroxy-4-oxo-4- (q- (([substituted] heteroaryl) thio) isoxazol-w-yl) -2-butenoic acid (B-852) 4- [(z-alkyl-q- (([substituted] aryl) sulfonylamino)) pyridin-w-yl] -2-hydroxy-4-oxo-2-butenoic acid (B-853) 1 - (nH-q- (([substituted] aryl) aminosulfonyl) pyrazol-w-yl) -3-hydroxy-3- ([substituted] -1H-1,2,4-triazol-3-yl) -propenone ( B-854) l- (q- (([substituted] heteroaryl) carbonylamino) thiophen-w-yl) -3-hydroxy-3- ([substituted] -2H-tetrazol-5-yl) -propenyone (B-855) ) l- [DH- (z-halogen-q- (([substituted] heteroaryl) oxy)) pyrazol-w-yl] -3-hydroxy-3- ([substituted] -2H-tetrazol-5-yl) - propenone (B-856) 4- [nH- (q- (, ([substituted] aryl) aminocarbonyl) -z-halogen) pyrazol-w-yl] -2-hydroxy-4-oxo-2-butenoic acid (B -857) 1- [(z-alkyl-q- (([substituted] aryl) oxy)) thiazol-w-yl] -3-hydroxy-3- ([substituted] -2H-tetrazol-5-yl) - propenone (B-858) 1- [(q- (([substituted] heteroaryl) carboxy) -z-alkyl) pyridin-w-yl] -3-hydroxy-3- ([substituted] -1H-1,2,4 -triazol-3-yl) -propenone (B-859) l- [nH- (z-alkyl-q- (([substituted] heteroaryl) sulfonyl)) imidazol-w-yl] -3-hydroxy-3- ( [substituted] -1H-1, 2,4-triazol-3-yl) -propenone (B-860) 1- (q- (([substituted] heteroaryl) amino) oxazol-w-yl) -3-hydroxy- 3- ([substituted] -1 H-1, 2,4-triazol-3-yl) -propenone (B-861) 1- [(q- (([substituted] heteroaryl) aminosulfonyl) -z-halogen) oxazole w-il] -3-hydroxy-3- ([substituted] -1H-1,2,4-triazol-3-yl) -propenone (B-862) l- [(z-alkyl-q- (([ substituted] aryl) aminosulfonyl)) thiazol-w-yl] -3-hydroxy-3- ([substituted] -2H-tetrazol-5-yl) -propenyone (B-863) l- [nH- (z-alkyl- q- ((substituted [aryl] aminocarbonyl)) imidazole-w-yl] -3-hydroxy-3- ([substituted] -2H-tetrazol-5-yl) -propenyone (B-864) 2-hydroxy acid 4-oxo-4- (nH-q- (([substituted] aryl) thio) imidazol-w-yl) -2-butenoic (B-865) 1- (q- (([substituted] aryl) al quenil) isoxazol-w-yl) -3-hydroxy-3- ([substituted] -2H-tetrazol-5-yl) -propenyone (B-866) 3-hydroxy-l- (q- (([substituted] aryl ) oxycarbonyl) isoxazol-w-yl) -3- ([substituted] -1H-1, 2,4-triazol-3-yl) -propenyone (B-867) 1-1 (z-alkyl-q- ([ substituted] heteroaryl)) pyrrol-w-yl] -3-hydroxy-3- ([substituted] -2H-tetrazol-5-yl) -propenone (B-868) 1- [(z-alkyl-q- (( [substituted] aryl) amino)) furan-w-yl] -3-hydroxy-3- ([substituted] -2H-tetrazol-5-yl) -propenone B-869) l- [(z-alkyl-q- ([substituted] aryl) oxycarbonyl)) furan-w-yl] -3-hydroxy-3- [substituted] -1H-1,2, -triazol-3-yl) -propenone B-870) 2-hydroxy acid 4-oxo-4- (q- ([substituted] heteroaryl) oxy) pyrrol-w-yl) -2-butenoic B-871) 3-hydroxy-l- (nH-q- ([substituted] aryl) oxycarbonyl) imidazol-w-yl) -3- [substituted] -1H-1,2,4-triazol-3-yl) -propenone B-872) 2-hydroxy-4-oxo-4- (nH-q- ( [substituted] aryl) sulfonylamino) imidazol-w-yl) -2-butenoic B-873) l- [(z-alkyl-q- ([substituted] heteroaryl) oxy)) thiophene- w-il] -3-hydroxy-3- [substituted] -1H-1,2,4-triazol-3-yl) -propenone B-874) 3-hydroxy-l- (q- ([substituted] aryl) sulfonylamino) oxazol-w-yl) -3- [substituted] -2H-tetrazol-5-yl) -propenyone B-875) l- [nH- (z-halogen-q- [substituted] heteroaryl)) pyrazole-w -yl] -3-hydroxy-3- [substituted] -1H-1,2,4-triazol-3-yl) -propenone B-876) 2-hydroxy-4- (q- (1-hydroxy- [ substituted] aryl) ethyl) pyrrol-w-yl) - -oxo-2-butenoic B-877) 1- [(z-alkyl-q- (([substituted] aryl) alkyl)) thiazole-w-yl] - 3-hydroxy-3- ([substituted] -1H-1,2,4-triazol-3-yl) -propenone (B-878) 3-hydroxy-l- (q- (([substituted] aryl) oxycarbonyl) isoxazol-w-yl) -3- ([substituted] -2H-tetrazol-5-yl) -propenone (B-879) l- [nH- (z-alkyl-q- (([substituted] heteroaryl) sulfonylamino) ) imidazol-w-yl] -3-hydroxy-3- ([substituted] -1H-1,2,4-triazol-3-yl) -propenone (B-880) l- [(z-alkyl-q- (([substituted] heteroaryl) sulfinyl)) pyridin-w-yl] -3-hydroxy-3- ([substituted] -1H-1, 2, 4 -triazol-3-yl) -propenone (B-881) 4- [(z-halogeno-q- (([substituted] heteroaryl) sulfonylamino)) pyrrol-w-yl] -2-hydroxy-4-oxo- 2-butenoic (B-882) 1- [(z-halogen-q- (([substituted] aryl) oxy)) pyridin-w-yl] -3-hydroxy-3- ([substituted] -1H-1, 2,4-triazol-3-yl) -propenone (B-883) 2-hydroxy-4-oxo-4- (nH-q- (([substituted] aryl) sulfinyl) imidazole-w-yl) -2 -butenoic (B-884) 2-hydroxy-4-oxo-4- (q- (([substituted] heteroaryl) sulfinyl) oxazol-w-yl) -2-butenoic acid (B-885) 1- [(q - ((substituted [heteroaryl] aminosulfonyl) -z-halogen) thiazol-w-yl] -3-hydroxy-3- ([substituted] -1H-1, 2,4-triazol-3-yl) -propenone (B-886) 4- (q- ([substituted] aryl) pyrrol-w-yl) -2-hydroxy-4-oxo-2-butenoic acid (B -887) 3-hydroxy-l- (q- (([substituted] aryl) sulfinyl) furan-w-yl) -3- ([substituted] -2H-tetrazol-5-yl) -propenone (B-888) l- [(z-halogen-q- (([substituted] heteroaryl) sulfinyl)) furan-w-yl] -3-hydroxy-3- ([substituted] -1 H-1,2,4-triazole-3 il) -propenone (B-889) 2-hydroxy-4-oxo-4- (q- (([substituted] aryl) oxycarbonyl) isoxazole-w-yl) -2-butenoic acid (B-890) 1- [ (q- (([substituted] heteroaryl) aminocarbonyl) -z-halogen) isoxazol-w-yl] -3-hydroxy-3- ([substituted] -2H-tetrazol-5-yl) -propenone (B-891) 3-hydroxy-l- (q- (([substituted] aryl) sulfinyl) furan-w-yl) -3- ([substituted] -1 H-1-2.4 triazol-3-yl) -propenone (B-892 ) l- [(z-alkyl-q- (([substituted] heteroaryl) oxy)) pyrrol-w-yl] -3-hydroxy-3- ([substituted] -2H-tetrazol-5-yl) -propenone ( B-893) l- [(z-alkyl-q- (([substituted] aryl) aminocarbonyl)) thiophen-w-yl] -3-hydroxy-3- ([substituted gone] -1H-1, 2,4-triazol-3-yl) -propenone (B-894) 4- [(q- (([substituted] aryl) alkenyl) -z-halogen) pyridin-w-yl ] -2-hydroxy-4-oxo-2-butenoic (B-895) 4- [(z-halogeno-q- (([substituted] aryl) thio)) pyrrole-w-yl] -2-hydroxy- 4-oxo-2-butenoic (B-896) 1- [n H- (z-alkyl-q- (1-hydroxy- ([substituted] aryl) methyl)) pyrazol-w-yl] -3-hydroxy-3 - ([substituted] -2H-tetrazol-5-yl) -propenone (B-897) l- [nH- (z-alkyl-q- (([substituted] heteroaryl) sulfinyl)) pyrazol-w-yl] - 3-hydroxy-3- ([substituted] -1H-1, 2,4-triazol-3-yl) -propenone (B-898) 4- [(q- (([substituted] heteroaryl) carbonyl) -z -halogen) oxazole-w-yl] -2-hydroxy-4-oxo-2-butenoic (B-899) 4- [(z-alkyl-q- (([substituted] aryl) sulfonyl)) furan-w -yl] -2-hydroxy-4-oxo-2-butenoic (B-900) l- [(z-halogen-q- (((substituted] heteroaryl) oxycarbonyl)) pyrrol-w-yl] -3-hydroxy -3- ([substituted] -2H-tetrazol-5-yl) -propenone (B-901) 4- [(z-alkyl-q- (([substituted] aryl) carboxy)) pyridin-w-yl] -2-hydroxy-4-oxo-2-butenoic (B-902) 3-hydroxy-1- (q- (([substituted] aryl) thio) pyrrole-w-yl) -3- ([replaced] -1H. 1,2,4-triazol-3-yl) -propenone (B-903) l- [(z-alkyl-q- (1-hydroxy- ([substituted] heteroaryl) methyl)) furan-w-yl] - 3-hydroxy-3- ([substituted] -2H-tetrazol-5-yl) -propenone (B-904) l-.q- (([substituted] heteroaryl) aminocarbonyl) isoxazole-w-yl) -3-hydroxy -3- ([substituted] -1H-1, 2,4-triazol-3-yl) -propenyone (B-905) 1- (q- (([substituted] heteroaryl) alkyl) pyridin-w-yl) - 3-hydroxy-3- ([substituted] -2H-tetrazol-5-yl) -propenone (B-906) l- (nH-q- (([substituted] heteroaryl) aminocarbonyl) imidazol-w-yl) -3-hydroxy-3- ([substituted] -2H-tetrazol-5-yl) -propenone ( B-907) 4- (nH-q- (([substituted] heteroaryl) alkenyl) pyrazol-w-yl) -2-hydroxy-4-oxo-2-butenoic acid (B-908) 4- [(z -alkyl-q- (([substituted] aryl) oxy)) pyrrol-w-yl] -2-hydroxy-4-oxo-2-butenoic (B-909) ll (z-alkyl-q- (([substituted ] aryl) carbonylamino)) furan-w-yl] -3-hydroxy-3- ([substituted] -1 H-1,2,4-triazol-3-yl) -propenone (B-910) 1- [(q - (([substituted] heteroaryl) carboxy) -z-alkyl) oxazol-w-yl] -3-hydroxy-3- ([substituted] -1H-1, 2,4-triazol-3-yl) -propenone ( B-911) l- [(z-alkyl-q- (([substituted] aryl) sulfonyl)) thiophen-w-yl] -3-hydroxy-3- ([substituted] -2H-tetrazole-5-yl) -propenone (B-912) l- [(z-alkyl-q- (([substituted] heteroaryl) aminocarbonyl)) furan-w-yl] -3-hydroxy-3- ([substituted] -1H-1, 2 , 4-triazol-3-yl) -propenone (B-913) 1- (q- (([substituted] aryl) alkyl) isoxazol-w-yl) -3-hydroxy-3- ([substituted] -lH-1, 2,4-triazole-3-yl) ) -propenone (B-914) 1- [nH- (q- ((substituted] heteroaryl) carbonyl) -z-halogen) pyrazol-w-yl] -3-hydroxy-3- ([substituted] -1H- 1,2,4-triazol-3-yl) -propenone (B-915) 4- [(q- (([substituted] aryl) alkenyl) -z-alkyl) isoxazole-w-yl] -2-hydroxy -4-oxo-2-butenoic (B-916) 1- (q- (([substituted] heteroaryl) amino) thiazol-w-yl) -3-hydroxy-3- ([substituted] -1H-1, 2 , 4-triazol-3-yl) -propenone (B-917) 1- [(q- ((substituted] aryl) aminosulfonyl) -z-halogen) furan-w-yl] -3-hydroxy-3- ([substituted] -1H-1, 2, 4 -triazol-3-yl) -propenone (B-918) 3-hydroxy-l- (nH-q- (([substituted] aryl) sulfinyl) imidazol-w-yl) -3- ([substituted] - 2H- tetrazol-5-yl) -propenone (B-919) l- [(z-halogen-q- (([substituted] heteroaryl) sulfonyl)) thiazol-w-yl] -3-hydroxy-3- ([substituted] -2H-tetrazol-5-yl) -propenone (B-920) 4- [(z-halogeno-q- (([substituted] heteroaryl) thio)) pyridin-w-yl] -2-hydroxy-4- oxo-2-butenoic (B-921) 4- [nH- (z-alkyl-q- (([substituted] heteroaryl) aminocarbonyl)) imidazol-w-yl] -2-hydroxy-4-oxo-2- butenoic (B-922) l- [nH- (z-alkyl-q- (([substituted] aryl) oxycarbonyl)) imidazol-w-yl] -3-hydroxy-3- ([substituted] -1H-1, 2, -triazol-3-yl) -propenone (B-923) 3-hydroxy-l- (q- (([substituted] heteroaryl) oxycarbonyl) pyridin-w-yl) -3- ([substituted] -1H- 1, 2, 4-triazol-3-yl) -propenone (B-924) 1- (nH-q- (([substituted] aryl) carboxy) pyrazole -w-il) -3-hydroxy-3- ([substituted] -2H-tetrazol-5-yl) -propenone (B-925) 1- [(q- (([substituted] aryl) aminosulfonyl) -z- halogen) pyrrol-w-yl] -3-hydroxy-3- ([substituted] -2H-tetrazol-5-yl) -propenyone (B-926) 4- [(z-halogeno-q- (([substituted ] heteroaryl) sulfonylamino)) isoxazol-w-yl] -2-hydroxy-4-oxo-2-butenoic (B-927) l- [(z-halogen-q- (([substituted] heteroaryl) oxy)) isoxazole -w-il] -3-hydroxy-3- ([substituted] -2H-tetrazol-5-yl) -propenone (B-928) 3-hydroxy-l- (nH-q- (l-hydroxy- ([ replaced] aryl) methyl) pyrazol-w-yl) -3- ([substituted] -2H-tetrazol-5-yl) -propenone (B-929) l- [(z-alkyl-q- (([substituted] heteroaryl) aminosulfonyl)) oxazol-w-yl] -3-hydroxy-3- ([substituted] -1 H-1,2,4-triazol-3-yl) -propenyone (B-930) l- [(z-halogen-q- (([substituted] aryl) sulfonylamino)) furan-w-yl] -3-hydroxy-3- ([substituted] -1H-1, 2, 4 -triazol-3-yl) -propenone (B-931) 4- [nH- (q- (([substituted] heteroaryl) carbonyl) -z-halogen) pyrazol-w-yl] -2-hydroxy-4- acid oxo-2-butenoic (B-932) 4- [(z-alkyl) -q- (([substituted] aryl) alkyl)) isoxazol-w-yl] -2-hydroxy-4-oxo-2-butenoic acid (B-933) l- [(q- (([substituted] heteroaryl) carbonyl) -z-halogen) thiophen-w-yl] -3-hydroxy-3- ([substituted] -2H-tetrazole-5-yl) ) -propenone (B-934) l- [(q- (([substituted] heteroaryl) carboxy) -z-halogen) oxazol-w-yl] -3-hydroxy-3- ([substituted] -1H-1, 2,4-triazol-3-yl) -propenone (B-935) l- [(q- (([substituted] aryl) carbonylamino) isoxazol-w-yl] -3-hydroxy-3- ([substituted] - 1H-1, 2,4-triazol-5-yl) -propenone (B-936) Acid l- [(q- (([substituted] aryl) alkenyl) pyridin-w-yl) -2-hydroxy-4-oxo-2-butenoic (B-937) l- [(z-alkyl-q- (( [substituted] aryl) thio)) furan-w-yl] -3-hydroxy-3- ([substituted] -2H-tetrazol-5-yl) -propenone (B-938) 4- [(q- (( [substituted] aryl) aminosulfonyl) -pyrrol-w-yl) -2-hydroxy-4-oxo-2-butenoic (B-939) 4 - [nH- (q- (([substituted] heteroaryl) alkenyl) - z-halogen) pyrazol-w-yl] -2-hydroxy-4-oxo-2-butenoic (B-940) l- [nH- (q- (([substituted] heteroaryl) carbonylamino) -z-halogen) pyrazole -w-il] -3-hydroxy-3- ([substituted] -2H-tetrazol-5-yl) -propenone (B-941) 4- [(z-halogeno-q- (([substituted] heteroaryl) sulfonyl)) thiophen-w-yl] -2-hydroxy-4-oxo-butenoic (B-942) 1- (q- (([substituted] aryl) aminocarbonyl) furan-w-yl) -3-hydroxy- 3- ([substituted] -2H-tetrazol-5-yl) -propenone (B-943) l - [(z-alkyl-q- (([substituted] heteroaryl) -aminocarbonyl)) -pyridin-w-yl] -3-hydroxy-3- ([substituted] -1H- 1, 2,4-triazol-3-yl) -propenone (B-944) 4- [(q- (([substituted] aryl) aminosulfonyl) -z-halogen) pyridin-w-yl] -2-hydroxy- 4-oxo-2-butenoic (B-945) 4- [nH- (z- (([substituted] heteroaryl) -sulfonylamino)) imidazol-w-yl] -2-hydroxy-4-oxo-2-butenoic acid (B-946) 1- (q- (([substituted] heteroaryl) alkyl) thiazole-w-yl] -3-hydroxy-3- ([substituted] -2H-tetrazol-5-yl) -propenone (B- 947) l- [(z-alkyl-q- (([substituted] heteroaryl) carbonyl) -thiazole-w-yl] -3-hydroxy-3- ([substituted] -2H-tetrazol-5-yl) -propenone (B-948) l- [(z-halogen-q- (([substituted] heteroaryl) thio) -oxazol-w-yl] -3-hydroxy-3- ([substituted] -lH-1, 2.4 -triazol-3-yl) -propenone (B-949) 1- (q- ((substituted] heteroaryl) carbonylamino) -oxazol-w-yl) -3-hydroxy-3- ([substituted] -2H-tetrazole -5-yl) -propenone (B-950) l - [(q- (([substituted] aryl) alkenyl) -z-alkyl) -pyridin-w-yl] -3-hydroxy-3- ([substituted] -2H-tetrazol-5-yl) -propenone (B-951) 3-hydroxy-l- [nH-q- (1-hydroxy- ([substituted] -heteroaryl) m ethyl) imidazol-w-yl) -3- ([substituted] -2H-tetrazol-5-yl) -propenone (B-952) l- [nH (z-alkyl-q- (1-hydroxy- ([substituted ] - heteroaryl) methyl)) pyrazol-w-yl] -3-hydroxy-3- ([substituted] - 1 H-1,2,4-triazol-3-yl) -propenyone (B-953) 1- (q - (([substituted] heteroaryl) alkenyl) pyridin-w-yl) -3-hydroxy-3- ([substituted] -1H-1, 2, -triazol-3-yl) -propenone (B-954) Acid 4 - [nH- (q- ([substituted] aryl) -z-halogen) -imidazol-w-yl] -2-hydroxy-oxo-2-butenoic (B-955) 1- (q- (([substituted ] aryl) aminocarbonyl) thiophen-w-yl) -3-hydroxy-3- ([substituted] -2H-tetrazol-5-yl) -propenyone (B-956) 1- (q- (([substituted] aryl) aminosulfonyl) thiophen-w-yl) -3-hydroxy-3- ([substituted] -2H-tetrazol-5-yl) -propenyone (B-957) l- [nH- (z-alkyl-q- (([ substituted] aryl) -sulfonylamino)) imidazol-w-yl] -3-hydroxy-3- ([substituted] -2H-tetrazol-5-yl) -propenone (B-958) 4- (q- (([ substituted] heteroaryl) amino) thiophene-w-yl) -2-hydroxy-4-oxo-2-butenoic (B-959) 4- [(z-alkyl-q- (([su substituted] heteroaryl) -carbonylamino)) pyridin-w-yl] -2-hydroxy-4-oxo-2-butenoic acid (B-960) l - [(q- (([substituted] heteroaryl) -carbonylamino) -z acid -halogen) pyridin-w-yl] -2-hydroxy-4-oxo-2-butenoic (B-961) l- [(z-halogen-q- (([substituted] heteroaryl) -sulfonylamino)) thiazole-w -yl] -3-hydroxy-3- ([substituted] -1H-1,2,4-triazol-3-yl) -propenyone (B-962) l- [(q- (([substituted] aryl) - z-halogen) thiophen-w-yl] -3-hydroxy-3- ([substituted] -2H-1,2,4-triazol-3-yl) -propenyone (B-963) l- [(nH- ( z-alkyl-q- (([substituted] aryl) amino)) -imidazol-w-yl] -3-hydroxy-3- ([substituted] -1H-1, 2,4-triazol-3-yl) - propenone (B-964) l- [(z-alkyl-q- (([substituted] heteroaryl) • sulfinyl)) furan-w-yl] -2-hydroxy-4-oxo-2-butenoic acid (B-965) ) 3-hydroxy-l- (q- (([substituted] heteroaryl) thio) -oxazole-w-yl) -3- ([substituted] -1H-1,2,4-triazol-3-yl) -propenone (B-966) 1- (nH-q- (([substituted] heteroaryl) alkenyl) -pyrazol-w-yl) -3-hydroxy-3- ([substituted] -1H-1, 2, 4-tri azol-3-yl) -propenone (B-967) 3-hydroxy-l- (q- (([substituted] heteroaryl) carboxy) -thiophen-w-yl) -3- ([substituted] -1H-1, 2, -triazol-3-yl) -propenone (B-968) 1- (nH-q- (([substituted] heteroaryl) amino) pyrazol-w-yl) -3-hydroxy-3- ([substituted] - 2H-tetrazol-5-yl) -propenone (B-969) 1- (q- ((substituted] aryl) carbonylamino) thiophen-w-yl) -3-hydroxy-3- ([substituted] -2H-tetrazole -5-yl) -propenone (B-970) 4- (q- (([substituted] aryl) carboxy) isoxazol-w-yl) -2-hydroxy-4-oxo-2-butenoic acid (B-971) 4- [(q- (([substituted] heteroaryl) carboxy) -z-halogen) thiophen-w-yl] -2-hydroxy-4-oxo-2-butenoic acid (B-972) 4- [nH-] acid (z-alkyl-q- (([substituted] heteroaryl) -oxycarbonyl)) imidazol-w-yl] -2-hydroxy-4-oxo-2-butenoic (B-973) l- [(z-alkyl-q - (1-hydroxy- ([substituted] -heteroaryl) methyl)) oaxazole-w-yl] -3-hydroxy-3- ([substituted] - 1 H -1,2,4-triazol-3-yl) -propenone (B-974) 4- (q- (([substituted] aryl) carbonyl)) pyridin-w-yl) -2-hydroxy-4-oxo-2-butenoic acid (B -975) 4- [(z-alkyl-q- (([substituted] heteroaryl) sulfonyl)) furan-w-yl] -2-hydroxy-4-oxo-2-butenoic acid (B-976) 4- Acid [q- (([substituted] heteroaryl) alkenyl) -isoxazole-w-yl) -2-hydroxy-4-oxo-2-butenoic (B-977) 4- [(q- (([substituted] heteroaryl) carbonyl) -z-halogen) thiophen-w-yl] -2-hydroxy-4-oxo-2-butenoic (B-978) l- [(q- (([substituted] heteroaryl) carbonyl) -z-halogen) furan-w-il] -3-hydroxy-3- ([substituted] -1H-1, 2, - _ triazol-3-yl) -propenone (B-979) l- [(z-alkyl-q- ([substituted] heteroaryl) oxy)) -oxazol-w-yl] -3-hydroxy-3 - ([substituted] -2H-tetrazol-5-yl) -propenone (B-980) l- [(q- (([substituted] aryl) alkyl) -z-halogen) -thiophen-w-yl] -3 -hydroxy-3- ([substituted] -lH-1, 2,4, -triazol-3-yl) -propenone (B-981) 4- [(q- ([substituted] aryl) -z-halogen) thiophen-w-yl] -2-hydroxy-4-oxo-2-butenoic (B-982) l- [(z-alkyl-q- (([substituted] aryl) amino)) isoxazole-w-yl] - 3-hydroxy-3- ([substituted] -lH-1, 2,4-triazol-3-yl) -propenone (B-983) 1- (nH-q- (([substituted] aryl) carbonyl) imidazole- w-il) -3-hydroxy-3- ([substituted] -lH-1, 2,4-triazol-3-yl) -propenone (B-984) l- [(z-halogen-q- (([ substituted] heteroaryl) -thio)) furan-w-yl] -3-hydroxy-3- ([substituted] -2H-tetrazol-5-yl) -propenone (B-985) 4- [(z-alkyl- q- (([substituted] heteroaryl) -aminocarbonyl)) isoxazol-w-yl] -2-hydroxy-4-oxo-2-butenoic (B-986) l - [(q- (([substituted] heteroaryl) aminocarbonyl -z-halogen) t iofen-w-yl] -3-hydroxy-3- ([substituted] -2H-tetrazol-5-yl) -propenone (B-987) 2-hydroxy-4-oxo-4- (q- (([ substituted] -heteroaryl) thio) thiophene-w-yl) -2-butenoic (B-988) l- [nH- (z-alkyl-q- (([substituted] heteroaryl) -sulfinyl)) imidazole-w-il ] -3-hydroxy-3- ([substituted] -2H-tetrazol-5-yl) -propenone (B-989) l - [(z-alkyl-q- (([substituted] heteroaryl) -aminosulfonyl)) oxazole -w-il] -3-hydroxy-3- ([substituted] -2H-tetrazol-5-yl) -propenone (B-990) 2-hydroxy-4- (q- (([substituted] heteroaryl) carboxy acid ) isoxazol-w-yl) -4-oxo-2-butenoic (B-991) 3-hydroxy-l- (q- (([substituted] heteroaryl) oxy) -thiazole-w-yl) -3- ([ replaced] -1H-1,2,4-triazol-3-yl) -propenone (B-992) 3-hydroxy-3- ([substituted] -2H-tetrazol-5-yl) -1- (nH-q - ([substituted] heteroaryl) thio) imidazol-w-yl) -propenone (B-993) l - [(z-alkyl-q- (([substituted] aryl) aminocarbonyl)) oaxazole-w-yl] -3 -hydroxy-3- ([substituted] -1H-1,2,4-triazol-3-yl) -propenone (B-994) 4- (nH-q- (([substituted] he teroaryl) carbonyl) -pyrazol-w-yl) -2-hydroxy-4-oxo-2-butenoic (B-995) l- (nH- (z-alkyl-q- (([substituted] heteroaryl) oxy)) -pyrazol-w-yl] -3-hydroxy-3- ([substituted] -1H-1,2,4-triazol-3-yl) -propenone (B-996) l - [(z-halogen-q- (([substituted] aryl) oxycarbonyl)) pyrrol-w-yl] -3-hydroxy-3- ([substituted] -2H-tetrazol-5-yl) -propenone (B-997) l- [nH- (z -halogen-q- (([substituted] aryl) sulfinyl)) -imidazol-w-yl] -3-hydroxy-3- ([substituted] -2H-tetrazol-5-yl) -propenyone (B-998) l - [(z-alkyl-q- (([substituted] heteroaryl) thio)) -thiophen-w-yl] -3-hydroxy-3- ([substituted] -2H-tetrazol-5-yl) -propenone (B -999) l- [(z-alkyl-q- (([substituted] heteroaryl) -sulfonylamino)) pyrrol-w-yl] -3-hydroxy-3- ([substituted] -2H-tetrazol-5-yl) -propenone (B-1000) 2-hydroxy-4-oxo-4- (q- (([substituted] heteroaryl) sulfonylamino) pyrrol-w-yl) -2-butenoic acid (B-1001) l- [nH- (z-halogen-q- (([substituted] aryl) thio)) -pyrazol-w-yl] -3-hydroxy-3- ([substituted] -2H-tetrazol-5-yl) -pr openona (B-1002) 4- (nH-q- (([substituted] aryl) alkenyl) -imidazol-w-yl) -2-hydroxy-4-oxo-2-butenoic acid (B-1003) l- [ (q- (([substituted] heteroaryl) aminocarbonyl) -z-halogen) furan-w-yl] -3-hydroxy-3- ([substituted] -1H-1,2,4-triazol-3-yl) - propenone (B-1004) 4- [(z-alkyl-q- (([substituted] heteroaryl) -oxy)) pyridin-w-yl] -2-hydroxy-4-oxo-2-butenoic acid (B-1005) ) 4- (q- (([substituted] heteroaryl) alkenyl) -oxazol-w-yl) -2-hydroxy-4-oxo-2-butenoic acid (B-1006) l - [(z-alkyl-q-) (([substituted] heteroaryl) -sulfinyl)) furan-w-yl] -3-hydroxy-3- ([substituted] -1 H-1,2,4-triazol-3-yl) -propenyone (B-1007) 4- [(q- (([substituted] heteroaryl) alkenyl) -z-halogen) oxazole-w-yl] -2-hydroxy-4-oxo-2-butenoic acid (B-1008) 1- (nH-q - (([substituted] pyrazol-w-yl) -3-hydroxy-3- ([substituted] -1 H-1,2, -triazol-3-yl) -propenone (B-1009) l- [(z- halogen-q- (([substituted] heteroaryl) thio)) -thiophen-w-yl] -3-hydroxy-3- ([substituted] -2H-tetrazol-5-yl) -propenone (B -1010) l- [(q- (([substituted] aryl) carboxy) -z-halogen) -thiazole-w-yl] -3-hydroxy-3- ([substituted] -2H-tetrazole-5-yl) -propenone (B-1011) 1- (nH-q- (([substituted] heteroaryl) carbonyl) -pyrazol-w-yl) -3-hydroxy-3- ([substituted] -1H-1, 2,4-triazol-3-yl) -propenone (B-1012) 2-Hydroxy-4-oxo-4- (q- (([substituted] -heteroaryl) sulfonyl) pyrrole-w-yl) -2 -butenoic (B-1013) 3-hydroxy-l- (nH-q- (([substituted] heteroaryl) thio) imidazole-w-yl) -3- ([substituted] -lH-1, 2,4-triazole -3-yl) -propenone (B-1014) l- [(z-alkyl-q- (([substituted] aryl) amino)) isoxazole-w-yl] -3-hydroxy-3- ([substituted] - 2H-tetrazol-5-yl) -propenone (B-1015) 1- (n H- (z-alkyl-q- (([substituted] sulfonyl)) -pyrazol-w-yl] -3-hydroxy-3- ( [substituted] -1 H -1,2-triazol-3-yl) -propenone (B-1016) 4- [nH- (q- (([substituted] heteroaryl) amino) -z-halogen) imidazole acid -w-il] -2-hydroxy-4-oxo-2-butenoic (B-1017) 3-hydroxy-l- (q- (([substituted] heteroaryl) -sulfonyl) oxazole-w-yl) -3- ([substituted] -2H-tetrazol-5-yl) -propenone (B-1018) 4 - [(z-alkyl-q- (([substituted] aryl) aminosulfonyl)) isoxazole-w-2] -2- hydroxy-4-oxo-2-butenoic (B-1019) l - [(z-halogen-q- (([substituted] aryl) oxycarbonyl)) - oxazole-w-yl] -3-hydroxy-3- ([substituted] -1H-1, 2,4-triazol-3-yl) -propenone (B-1020) l- [(q- (([substituted] aryl) aminocarbonyl) -z-halogen) isoxazole-w- il] -3-hydroxy-3- ([substituted] -1H-1,2,4-triazol-3-yl) -propenyone (B-1021) 1- (q- (([substituted] aryl) aminosulfonyl) thiazole -w-il) -3-hydroxy-3- ([substituted] -2H-tetrazol-5-yl) -propenyone (B-1022) l- (q- (([substituted] aryl) amino) oxazole-w- il) -3-hydroxy-3- ([substituted] -2H-tetrazol-5-yl) -propenone (B-1023) 4- [(z-alkyl-q- (([substituted] aryl) -aminosulfonyl) ) thiophen-w-yl] -2-hydroxy-4-oxo-2-butenoic (B-1024) 1- (q- (([substituted] aryl) carbonyl) isoxazol-w-yl) -3-hydroxy-3- ([substituted] -2H-tetrazol-5-yl) -propenyone (B-) 1025) 1- (q- (([substituted] heteroaryl) aminocarbonyl) -thiazole-w-yl) -3-hydroxy-3- ([substituted] -lH-1, 2,4-triazol-3-yl) - propenone (B-1026) 4- [(z-alkyl-q- (([substituted] heteroaryl) -carbonylamino)) oxazole-w-yl] -2-hydroxy-4-oxo-2-butenoic acid (B-1027) ) l - [(z-alkyl-q- (([substituted] heteroaryl) aminocarbonyl)) furan-w-yl] -3-hydroxy-3- ([substituted] -2H-tetrazol-5-yl) -propenone ( B-1028) l - [(z-halogen-q- (([substituted] aryl) sulfinyl)) - oxazol-w-yl] -3-hydroxy-3- ([substituted] -1H-1, 2, 4 -triazol-3-yl) -propenone (B-1029) l - [(z-alkyl-q- (([substituted] heteroaryl) -carbonyl)) isoxazol-w-yl] -3-hydroxy-3- ([ replaced] -2H-tetrazol-5-yl) -propenone (B-1030) 4 - [(nH- (z-alkyl-q- (([substituted] aryl) oxycarbonyl)) pyrazol-w-yl] -2 -hydroxy-4-oxo-2-butenoic (B-1031) 2-hydroxy-4-oxo-4- (q- (([substituted] heteroaryl) car boxi) pyridin-w-yl) -2-butenoic (B-1032) 4- (q- (([substituted] heteroaryl) thiazole-w-yl) 2-hydroxy-4-oxo-2-butenoic acid (B- 1033) l- [nH- (z-alkyl-q- (([substituted] aryl) -aminocarbonyl)) pyrazol-w-yl] -3-hydroxy-3- ([substituted] -2H-tetrazol-5-yl) ) -propenone (B-1034) 1- (nH-q- (([substituted] aryl) imidazol-w-yl) -3-hydroxy-3- ([substituted] -2H-tetrazol-5-yl) -propenone (B-1035) l - [(z-alkyl-q- (([substituted] heteroaryl) -aminocarbonyl)) pyrrol-w-yl] -3-hydroxy-3- ([substituted] -2H-tetrazole-5-) il) -propenone (B-1036) l - [(z-halogen-q- (([substituted] aryl) thio)) pyrrol-w-yl] -3-hydroxy-3- ([substituted] -1H-1 , 2,4-triazol-3-yl) -propenone (B-1037) 4- [(q- (([substituted] heteroaryl) carboxy) -z-halogen) oxazole-w-yl] -2-hydroxy- 4-oxo-2-butenoic (B-1038) 4 - [(z-Alkyl-q- (([substituted] aryl) -oxycarbonyl)) oxazole-w-yl] -2-hydroxy-4-oxo-2 -butenoic (B-1039) 3-hydroxy-l- (q- (([substituted] oxycarbonyl) furan-w-yl] -3- ([substituted] -2H-tetrazole-5 -yl) -propenone (B-1040) l- [nH- (z-halogen-q- (([substituted] aryl) -sulfonyl)) imidazol-w-yl] -3-hydroxy-3- ([substituted] -1H-1, 2,4-tetrazol-3-yl) -propenone (B-1041) l- [(z-halogen-q- (([substituted] heteroaryl) -sulfinyl)) thiazole-w-yl] - 3-hydroxy-3- ([substituted] -1H-1, 2,4-triazol-3-yl) -propenyone (B-1042) 1- (q- (([substituted] aryl) aminosulfonyl) isoxazole-w- il) -3-hydroxy-3- ([substituted] -2H-tetrazol-5-yl) -propenone (B-l043) l- [(z-alkyl-q- (([substituted] heteroaryl) -sulfonylamino)) isoxazol-w-yl] -3-hydroxy-3- ([substituted] -1H-triazol-3-yl) -propenone (B-1044) l- [nH- (z -halogen-q- (([substituted] heteroaryl) -oxi)) imidazol-w-yl] -3-hydroxy-3- ([substituted] -2H-tetrazol-5-yl) -propenone (B-1045) 4 - [(q- (([substituted] ] heteroaryl) amino) -z-halogen) pyrrol-w-yl] -2-hydroxy-4-oxo-2-butenoic (B-1046) l - [(z-alkyl-q- (1-hydroxy- ([ substituted] aryl) -methyl)) furan-w-yl] -3-hydroxy-3- ([substituted] -2H-tetrazol-5-yl) -propenyone (B-1047) 1- (q - (([substituted] heteroaryl) aminosulfonyl) -oxazol-w-yl) -3-hydroxy-3- ([substituted] -2H-tetrazol-5-yl) -propenyone (B-1048) l - [(z- alkyl-q- (([substituted] heteroaryl) thio)) -furan-w-yl] -3-hydroxy-3- ([substituted] -2H-tetrazol-5-yl) -propenone (B-1049) 3- hydroxy-1- (q- (([substituted] aryl) oxycarbonyl) -oxazole-w-yl] -3- ([substituted] -2H-tetrazol-5-yl) -propenone (B-1050) 4- [nH- (z -halogen-q- (([substituted] aryl) thio)) pyrazol-w-yl] -2-hydroxy-4-oxo-2-butenoic acid (B-) l051) l- [(q- (([substituted] heteroaryl) aminosulfonyl) -z-halogen) furan-w-yl] -3-hydroxy-3- ([substituted] -2H-tetrazol-5-yl) -propenone (B-1052) 1- (q- (([substituted] heteroaryl) aminocarbonyl) -pyridin-w-yl) -3-hydroxy-3- ([substituted] -2H-tetrazol-5-yl) -propenone (B -1053) 4 - [(q- (([substituted] heteroaryl) carbonylamino) -z-halogen) oxazole-w-yl] -2-hydroxy-4-oxo-2-butenoic acid (B-1054) l- [ (q- ((substituted [aryl] carbonyl) -z-halogen) -pyridin-w-yl] -3-hydroxy-3- ([substituted] -2H-tetrazol-5-yl) -propenyone (B-1055) ) 1- (q- ((substituted] aryl) alkenyl) isoxazol-w-yl) -3-hydroxy-3- ([substituted] -lH-l), 2,4-triazol-3-yl) -propenone (B-1056) l - [(q- (([substituted] heteroaryl) carbonyl) -z-halogen) thiazol-w-yl] -3-hydroxy-3 - ([substituted] -1 H-1, 2, 4-triazol-3-yl) -propenyone (B-l057) l- [(q- (([substituted] aryl) aminocarbonyl) -z-halogen) isoxazole-w -yl] -3-hydroxy-3- ([substituted] -2H-tetrazol-5-yl) -propenone (B-1058) l- [nH- (q- (([substituted] heteroaryl) alkyl) -z- halogen) pyrazol-w-yl] -3-hydroxy-3- ([substituted] -1H-1, 2,4-triazol-3-yl) -propenone (B-1059) 4- [(q- (( [substituted] heteroaryl) -carbonylamino) -z-halogen) thiazol-w-yl] -2-hydroxy-4-oxo-2-butenoic (B-1060) 4- [nH- (z-alkyl-q- ( ([substituted] heteroaryl) -alkyl)) pyrazol-w-yl] -2-hydroxy-4-oxo-2-butenoic (B-1061) 4- [(q- (([substituted] aryl) amino) - z-halogen) thiophen-w-yl] -2-hydroxy-4-oxo-2-butenoic (B-1062) l- [(z-alkyl-q- (([substituted] heteroaryl) -oxycarbonyl)) thiazole- w-il] -3-hydroxy-3- ([substituted] -2H-tetrazol-5-yl) -propenone (B-1 O63) l - [(q- (([substit. uido] aryl) carbonyl) -z-halogen) -isoxazole-w-yl] -3-hydroxy-3- ([substituted] -2H-tetrazol-5-yl) -propenyone (B-l064) l- [(q - ((substituted] aryl) alkyl) -z-halogen) -isoxazole-w-yl] -3-hydroxy-3- ([substituted] -2H-tetrazol-5-yl) -propenyone (B-1065) - [(q- (([substituted] aryl) aminocarbonyl) thiazol-w-yl) -3-hydroxy-3- ([substituted] -2H-tetrazol-5-yl) -propenyone (B-1066) l- [ (q- (([substituted] aryl) alkyl) -z-halogen) -pyridin-w-yl] -3-hydroxy-3- ([substituted] -2H-tetrazol-5-yl) -propenyone (B-1067 ) 4- [(z-alkyl-q- (([substituted] heteroaryl) sulfonylamino)) oxazole-w-yl] -2-hydroxy-4-oxo-2-butenoic acid (B-1068) 3-hydroxy-l - (nH-q- (([substituted] aryl) sulfonyl) -imidazol-w-yl) -3- ([substituted] -1 H-1,2,4-triazol-3-yl) -propenyone (B-1069 ) l- [(z-alkyl-q- (([substituted] heteroaryl) amino)) -furan-w-yl] -3-hydroxy-3- ([substituted] -2H-tetrazol-5-yl) -propenone (B-1070) l- [nH- (q- (([substituted] heteroaryl) aminosulfonyl) -z-halogen) imidazole-w-yl] -3-hi droxy-3- ([substituted] -2H-tetrazol-5-yl) -propenone (B-1071) 1- (q- (([substituted] aryl) carbonyl) oxazol-w-yl) -3-hydroxy-3 - ([substituted] -1 H-1, 2,4-triazol-3-yl) -propenone (B-1072) l - [(z-halogen-q- (1-hydroxy- ([substituted] -heteroaryl) methyl] )) oxazol-w-yl] -3-hydroxy-3- ([substituted] -1H-1,2,4-triazol-3-yl) -propenone (B-1073) 4- ((- (( [substituted] aryl) alkenyl) -z-halogen) pyrrol-w-yl] -2-hydroxy-4-oxo-2-butenoic (B-1074) 1- (nH-q- (([substituted] aryl) pyrazole -w-il) -3-hydroxy-3- ([substituted] -2H-tetrazol-5-yl) -propenone (B-959) 4- [nH- (z-alkyl-q- (([substituted]] heteroaryl) -carbonylamino)) pyrazol-w-yl] -2-hydroxy-4-oxo-2-butenoic (B-1076) 4- [(z-alkyl-q- (([substituted] aryl) aminocarbonyl)) oxazole-w-yl] -2-hydroxy-4-oxo-2-butenoic acid (B-1077) Acid 4- [nH-q- (([substituted] heteroaryl) -heteroaryl) amino)) pyrazol-w-yl] -2-hydroxy-4-oxo-2-butenoic (B-1078) 2-Hydroxy-4-oxo-4- (q- (([substituted] aryl) oxy) furan-w-yl) -2-butenoic acid (B-1079) l- [(q- ( ([substituted] aryl) carbonylamino) -z-halogen) pyridin-w-yl] -3-hydroxy-3- ([substituted] -2H-tetrazol-5-yl) -propenone (B-1080) 4- [ n H- (z-alkyl-q- (([substituted] aryl) -sulfinyl)) imidazol-w-yl] -2-hydroxy-4-oxo-2-butenoic (B-1081) l- [(z-halogen -q- (([substituted] heteroaryl)) thiophen-w-yl] -3-hydroxy-3- ([substituted] -lH-1, 2,4-triazol-3-yl) -propenyone (B-1082) l- [(q- (([substituted] heteroaryl) carboxy) -z-halogen) thiazol-w-yl] -3-hydroxy-3- ([substituted] -2H-tetrazol-5-yl) -propenone (B -1083) l- [(z-alkyl-q- (([substituted] heteroaryl)) thiazol-w-yl] -3-hydroxy-3- ([substituted] -1H-1,2,4-triazole-3 -yl) -propenone (B-1084) l - [(z-halogen-q- (([substituted] heteroaryl) -oxycarbonyl)) isoxazol-w-yl] -3-hydroxy-3- ([substituted] -1H - 1, 2, 4-triazol-3-yl) -propenone (B-l085) 1- (q- (([substituted] aryl) carbonyl) isoxazol-w-yl) -3-hydroxy-3- ([su substituted] -lH-1,2,4-triazol-3-yl) -propenyone (B-1086) 1- (q- (([substituted] heteroaryl) alkyl) isoxazol-w-yl] -3-hydroxy-3 - ([substituted] -1H-1,2,4-triazol-3-yl) -propenone (B-1087) l- [nH- (z-alkyl-q- (([substituted] heteroaryl) -aminocarbonyl)) pyrazol-w-yl] -3-hydroxy-3- ([substituted] -2H-tetrazol-5-yl) -propenone (B-1088) 4- (q- (([substituted] heteroaryl) carbonylamino) furan- w-il) -2-hydroxy-4-oxo-2-butenoic (B-1089) 4- [(z-alkyl-q- (([substituted] heteroaryl) -alkyl)) oxazole-w-yl] - 2-hydroxy-4-oxo-2-butenoic (B-1090) l- [nH- (z-alkyl-q- (([substituted] heteroaryl) -alkyl)) imidazol-w-yl] -3-hydroxy- 3- ([substituted] -2H-tetrazol-5-yl) -propenone (B-1091) l - [(q- (([substituted] heteroaryl) alkyl) -z-halogen) pyrrole-w-yl] -3 -hydroxy-3- ([substituted] -2H-tetrazol-5-yl) -propenone (B-1092) l- [(q- (([substituted] aryl) alkenyl) -z-halogen) -thiophen-w- il] -3-hydroxy-3- ([substituted] -2H-tetrazol-5-yl) -propenone (B-1093) 3-hydroxy-l- (q- (([s] substituted] aryl) -sulfonylamino) furan-w-yl) -3- ([substituted] -2H-tetrazol-5-yl) -propenone (B-1094) l - [(z-alkyl-q- (([substituted ] heteroaryl) -aminocarbonyl)) isoxazol-w-yl] -3-hydroxy-3- ([substituted] -1H- 1,2,4-triazol-3-yl) -propenone (B-1095) 3-hydroxy- l - [(q- (([substituted] heteroaryl) -oxycarbonyl) furan-w-yl) -3- ([substituted] -2H-tetra zol-5-yl) -propenone (B-1096) 4- [ (q- ((substituted] aryl) alkyl) -z-halogen) pyridin-w-yl] -2-hydroxy-4-oxo-2-butenoic (Bl 097) l - [(q- (([substituted] heteroaryl) amino) -z-halogen) -pyridin-w-yl] -3-hydroxy-3- ([substituted] -1 H-1,2,4-triazol-3-yl) -propenyone (B-1098) l - [n H- (q- ((substituted [aryl] carbonylamino) -z-halogen) imidazol-w-yl] -3-hydroxy-3- ([substituted] -2H-tetrazol-5-yl) -propenyone ( Bl 099) l - [(q- (([substituted] aryl) alkenyl) -z-alkyl) -pyridin-w-yl] -3-hydroxy-3- ([substituted] -1H-1, 2, 4- triazol-3-yl) -propenone (B-1100) l- [(z-halogen-q- (([substituted] heteroaryl) -sulfonyl)) pyri din-w-yl] -3-hydroxy-3- ([substituted] -2H-tetrazol-5-yl) -propenyone (B-1101) l- [(q- (([substituted] heteroaryl) carbonylamino) -z -halogen) pyridin-w-yl] -3-hydroxy-3- ([substituted] -2H-tetrazol-5-yl) -propenone (B-1102) 4 - [(z-alkyl-q- (([ substituted] heteroaryl) • sulfonyl)) thiophen-w-yl] -2-hydroxy-4-oxo-2-butenoic (B-1103) 4 - [(z-alkyl-q- (([substituted] aryl) - carbonylamino)) isoxazol-w-yl] -2-hydroxy-4-oxo-2-butenoic (B-1104) 3-hydroxy-l- (q- (([substituted] aryl) oxy) oxazole-w-yl) -3- ([substituted] -2H-tetrazol-5-yl) -propenone (B-1105) 4- (q- (([substituted] aryl) alkenyl) oxazol-w-yl) -2-hydroxy-4 acid -oxo-2-butenoic (B-1106) l- [(q- (([substituted] aryl) aminosulfonyl) furan-w-yl) -3-hydroxy-3- ([substituted] -1H-1, 2, 4-triazol-3-yl) -propenone (B-1107) l- [(q- (([substituted] aryl) alkenyl) -z-halogen) -pyrrol-w-yl] -3-hydroxy-3- ( [substituted] -2H-tetrazol-5-yl) -propenone (Bl 108) l- [(z-halogen-q- (([substituted] heteroaryl) -oxy) ) thiazol-w-yl] -3-hydroxy-3- ([substituted] -1H-1), 2,4-triazol-3-yl) -propenone (B-1109) 1- (q- (([substituted] heteroaryl) carbonyl) pyridin-w-yl) -3-hydroxy-3- ([substituted] - 2H-tetrazol-5-yl) -propenone (B-1110) 4 - [(z-Alkyl-q- (([substituted] heteroaryl) carbonyl)) thiazol-w-yl] -2-hydroxy-4-oxo -2-butenoic (B-1111) 1- (q- ((substituted) heteroaryl) amino) pyrrol-w-yl) -3-hydroxy-3- ([substituted] -2H-tetrazol-5-yl) - propenone (B-1112) 4- (q- (([substituted] aryl) alkyl) pyrrol-w-yl) -2-hydroxy-4-oxo-2-butenoic acid (B-1113) l- [(z- alkyl-q- (([substituted] aryl) aminosulfonyl)) -furan-w-yl] -3-hydroxy-3- ([substituted] -2H-tetrazol-5-yl) -propenyone (B-1114) Acid 4 - [(z-alkyl-q- (([substituted] aryl) thio)) -thiophen-w-yl] -2-hydroxy-4-oxo-2-butenoic (B-1115) l- [(q- ( ([substituted] aryl) -z-halogen) pyrrol-w-yl] -3-hydroxy-3- ([substituted] -1 H-1,2,4-triazol-3-yl) -propenone (B-1116) l - [(q- (([substituted] aryl) alkyl) thiophen-w-yl) -3-hydroxy-3- ([substituted] -2H-tetrazol-5-yl) -propenyone (B-1117) l- [(q- (([substituted] heteroaryl) thiazole-w-yl) -3-hydroxy-3- ([substituted] -2H-tetrazol-5-yl) -propenyone (B-l118) l - [(z- alkyl-q- (([substituted] heteroaryl) -aminosulfonyl)) isoxazol-w-yl] -3-hydroxy-3- ([substituted] -2H-tetrazol-5-yl) -propenone (B-1119) Acid 4 - [nH- (q- (([substituted] aryl) carboxy) -z-halogen) imidazole-w-yl] -2-hydroxy-4-oxo-2-butenoic (B-1120) 3-hydroxy-l- (nH-q- (([substituted] heteroaryl) -carboxy) pyrazol-w-yl) -3- ([substituted] -lH-1, 2,4-triazol-3-yl) -propenone (B-1121) 1- (q- ((substituted [aryl] carbonylamino) oxazol-w-yl] -3-hydroxy-3- ([substituted] -2H-tetrazol-5-yl) -propenyone (B-1122) l- [ n H- (z-alkyl-q- (([substituted] heteroaryl) -carbonylamino)) pyrazol-w-yl] -3-hydroxy-3- ([substituted] -2H-tetrazol-5-yl) -propenone (B -123) l- [(q- (([substituted] aryl) amino) isoxazol-w-yl) -3-hydroxy-3- ([substituted] -1H-1, 2,4-triazol-3-yl) -propenone (B-1124) 3-hydroxy-l- (nH-q- (([substituted] aryl) -sulfonylamino) imidazol-w-yl) -3- ([substituted] -2H-tetrazol-5-yl) -propenone (B-1125) 3-hydroxy-l- (q- (1-hydroxy- ([substituted] -heteroaryl) methyl) isoxazole-w-yl) -3- ([substituted] -1H-1, 2, 4- thiazol-3-yl) -propenone (B-l126) l- [(z-alkyl-q- (([substituted] heteroaryl) -carbonylamino) oxazol-w-yl] -3-hydroxy-3- ([substituted] -1H- 1, 2, -triazol-3-yl) -propenone (B-1127) l- [(z-halogen-q- (([substituted] heteroaryl) oxy)) -oxazol-w-yl] -3 -hydroxy-3- ([substituted] -2H-tetrazol-5-yl) -propenone (B-1128) 4- [(z-alkyl-q- (([substituted] heteroaryl) -aminocarbonyl)) thiazole-w -yl] -2-hydroxy-4-oxo-2-butenoic (B-1129) l- [(z-alkyl-q- (([substituted] aryl) aminocarbonyl)) -oxazol-w-yl] -3- hydroxy-3- ([substituted] -2H-tetrazol-5-yl) -propenone (B-1130) l - [(z-alkyl-q- (([substituted] heteroaryl) -sulfonyl)) thiazole-w-il ] -3-hydroxy-3- ([substituted] -1H-1,2,4-triazol-3-yl) -propenone (B-1131) l - [(z-alkyl-q- (([s] used] aryl) sulfinyl)) - isoxazole-w-yl] -3-hydroxy-3- ([substituted] -2H-tetrazol-5-yl) -propenyone (B-1132) 4- [(z-alkyl- q- (([substituted] heteroaryl) -sulfonyl)) oxazole-w-yl] -2-hydroxy-4-oxo-2-butenoic (B-1133) 4- [(q- (([substituted] heteroaryl) amino) -z-halogen) thiophen-w-yl] -2-hydroxy-4-oxo-2-butenoic (B-l134) l- [nH- (q- (([substituted] aryl) carbonyl) -z- halogen) -pyrazol-w-yl] -3-hydroxy-3- ([substituted] -lH-1, 2,4-triazol-3-yl) -propenone (B-1135) 2-hydroxy-4- ( q- (l-hydroxy- ([substituted] -heteroaryl) methyl) thiazole-w-yl) -4-oxo-2-butenoic (B-l136) l- [(z-alkyl-q- (([substituted] heteroaryl) -oxocarbonyl)) oxazole-w-yl] -3-hydroxy-3- ([substituted] -1H-1,2,4-triazol-3-yl) -propenone (B-1137) 2-hydroxy acid 4-oxo-4- (q- ((substituted [-heteroaryl] thio) pyrrole-w-yl) -2-butenoic (B-l138) l - [(z-halogen-q- (([substituted] heteroaryl ) oxy)) -pyrrol-w-yl] -3-hydroxy-3- ([substituted] -1H-1,, 4-triazol-3-yl) -propenone (B-1139) 4- [(z-alkyl-q- (([substituted] aryl) carboxy)) -isoxazole-w-yl] -2-hydroxy-4-oxo-2-butenoic acid (B-l40) l - [(q - ((substituted] aryl) alkyl) -z-halogen) -thiophen-w-yl] -3-hydroxy-3- ([substituted] -2H-tetrazol-5-yl) -propenyone (B-1141) l - [(z-alkyl-q- (([substituted] heteroaryl) -oxycarbonyl)) pyrrol-w-yl] -3-hydroxy-3- ([substituted] -1H- 1,2,4-triazole-3-) il) -propenone (B-1142) 4- [(z-halogeno-q- (([substituted] heteroaryl) -thio)) thiophen-w-yl] -2-hydroxy-4-oxo-2-butenoic acid ( B-1143) 3-hydroxy-l- (q- (([substituted] aryl) oxycarbonyl) -thiazole-w-yl) -3- ([substituted] -2H-tetrazol-5-yl) -propenone (B-1144) 4- [(z-alkyl-q- (([substituted] heteroaryl) -amino)) isoxazole-w-yl] -2-hydroxy-4-oxo-2-butenoic acid (B-1145) 1- (q- ((substituted [aryl] carboxyl) furan-w-yl) -3-hydroxy-3- ([substituted] -1H-1,2,4-triazol-3-yl) -propenone (B-11 6) 1- (q- ((substituted [aryl] carbonyl) pyridin-w-yl) -3-hydroxy-3- ([substituted] -1 H-1,4,4-triazole-3) il) -propenone (B-1147) l - [(q- ((substituted [aryl] carbonylamino) -z-halogen) pyridin-w-yl] -3-hydroxy-3- ([substituted] -1H-1, 2, 4 -triazol-3-yl) -propenone (B-1148) l- [nH- (q- (([substituted] heteroaryl) alkyl) -z-halogen) imidazol-w-yl] -3-hydroxy-3- ( [substituted] -2H-tetrazol-5-yl) -propenone (B-1149) l- [nH- (z -halogen-q- (([substituted] heteroaryl) -thio)) pyrazol-w-yl] -3 -hydroxy-3- ([substituted] -2H-tetrazol-5-yl) -propenone (Bl 150) l- [(z-alkyl-q- (([substituted] heteroaryl) amino)) -thiophen-w-yl ] -3-hydroxy-3- ([substituted] -2H-tetrazol-5-yl) -propenone (B-151) l- [(z-alkyl-q- (([substituted] aryl) alkyl)) oxazole- w-il] -3-hydroxy-3- ([substituted] -2H-tetrazol-5-yl) -propenone (B-1152) 4- [(z-alkyl-q- (([substituted] aryl) alkyl )) -oxazol-w-yl] -2-hydroxy-4-oxo-2-butenoic (B-1153) l- [nH- (z-alkyl-q- (([substituted] aryl) sulfonyl)) - imidazole -w-il] -3-hydroxy-3- ([substituted] -1H-1,2,4-triazol-3-yl) -propenone (B-1154) 4- (q- (([substituted] ar il) carbonylamino) -isoxazole-w-yl) -2-hydroxy-4-oxo-2-butenoic (B-1155) l- [(z-halogeno-q- (([substituted] heteroaryl) thio)) -oxazole-w-il ] -3-hydroxy-3- ([substituted] -2H-tetrazol-5-yl) -propenone (B-1156) 2-Hydroxy-4-oxo-4- [nH-q- (([substituted] - heteroaryl) thio) imidazol-w-yl) -2-butenoic (B-1157) 3-hydroxy-l- [nH- (q- (([substituted] heteroaryl) -oxycarbonyl) imidazole-w-yl) -3- ([substituted] -2H-tetrazol-5-yl) -propenone (B-l158) l- [(q- (([substituted] aryl) carbonylamino) -z-halogen) pyrrol-w-yl] -3-hydroxy -3- ([substituted] -2H-tetrazol-5-yl) -propenone (B-1159) 4 - [(z-alkyl-q- (([substituted] aryl) thio)) oxazole-w-il] -2-hydroxy-4-oxo-2-butenoic (Bl 160) l- [(q- (([substituted] heteroaryl) carboxy) -z-alkyl) -pyridin-w-yl] -3-hydroxy-3- ([substituted] -2H-tetrazol-5-yl) -propenone (B-1161) 4- (q- (([substituted] aryl) alkenyl) furan-w-yl) -2-hydroxy-4-oxo- 2-butenoic (B-l162) l- [(z-halogen-q- (([substituted] heteroaryl) oxy)) -isoxazole-w-yl] -3-hydro oxy-3- ([substituted] -1H-1, 2,4-triazol-3-yl) -propenone (B-1163) 4- [nH- (q- (([substituted] aryl) carbonylamino) -z-halogen) imidazole-2-yl] -2- hydroxy-4-oxo-2-butenoic (B-1164) l- [nH- (z-alkyl-q- (([substituted] heteroaryl)) -imidazol-w-yl] -3-hydroxy-3- ([ replaced] -2H-tetrazol-5-yl) -propenone (B-l165) 1- (q- (([substituted] heteroaryl) alkyl) pyrrol-w-yl) -3-hydroxy-3- ([substituted] - 1H-1, 2,4-triazol-3-yl) -propenone (B-1666) l- [nH- (z-halogeno-q- (([substituted] aryl) -oxycarbonyl)) imidazole-w-il] -3-hydroxy-3- ([substituted] -2H-tetrazol-5-yl) -propenone (B-1167) l - [(z-alkyl-q- (([substituted] aryl) thio)) pyridin-w -yl] -3-hydroxy-3- ([substituted] -2H-tetrazol-5-yl) -propenone (B-l168) l- [nH- (q- (([substituted] aryl) carboxy) -z-halogen) -imidazol-w-yl] -3-hydroxy-3- ([substituted] -2H-tetrazole- 5-yl) -propenone (B-1169) l- [(q- (([substituted] heteroaryl) carboxy) -z-alkyl) isoxazole-w-yl] -3-hydroxy-3- ([substituted] -2H -tetrazol-5-yl) -propenone (B-l170) l - [(q- (([substituted] aryl) oxazol-w-yl) -3-hydroxy-3- ([substituted] -2H-tetrazole-5 -yl) -propenone (B-1171) 4- [(z-halogeno-q- (([substituted] aryl) oxycarbonyl)) thiophen-w-yl] -2-hydroxy-4-oxo-2-butenoic acid ( B-l172) l- [(q- (([substituted] aryl) carbonylamino) -z-halogen) thiophen-w-yl] -3-hydroxy-3- ([substituted] -2H-tetrazol-5-yl) -propenone (B-l173) l- [(q- (([substituted] aryl) amino) isoxazol-w-yl) -3- ([substituted] -2H-tetrazol-5-yl) -propenyone (B-l174) ) l- [(q- (([substituted] heteroaryl) amino) -z-halogen) -thiazole-w-yl] -3-hydroxy-3- ([substituted] -2H-tetrazol-5-yl) -propenone (B-l175) l - [(z-alkyl-q- (([substituted] heteroaryl) -aminocarbonyl)) pyrrol-w-yl] -3-hydroxy-3- ( [substituted] -1H-1, 2,4-triazol-3-yl) -propenone (B-1776) l- [(z-halogen-q- (([substituted] heteroaryl) -sulfinyl)) isoxazole-w- il] -3-hydroxy-3- ([substituted] -2H-tetrazol-5-yl) -propenone (B-1177) l- [(q- (([substituted] heteroaryl) carboxy) -z-halogen) pyrrole -w-il] -3-hydroxy-3- ([substituted] -2H-tetrazol-5-yl) -propenone (B-1178) l- [nH- (q- (([substituted] aryl) carbonyl) - z-halogen) • imidazol-w-yl] -3-hydroxy-3- ([substituted] -2H-tetrazol-5-yl) • propenone (B-1179) l- [nH- (z-alkyl-q- (([substituted] aryl) carboxy)) pyrazol-w-yl] -3-hydroxy-3- ([substituted] -lH-1, 2,4-triazol-3-yl) -propenyone (B-1180) l - [(z-alkyl-q- (([substituted] aryl) aminosulfonyl)) -oxazol-w-yl] -3-hydroxy-3- ([substituted] -1H-1, 2,4-triazole-3-) il) -propenone (B-1181) 4- [(z-alkyl-q- (([substituted] aryl) carbonylamino)) thiophen-w-yl] -2-hydroxy-4-oxo-2-butenoic acid (B -1182) 4- [nH- (z-alkyl-q- (([substituted] aryl) carbonyl)) pyrazol-w-yl] -2-hydroxy-4-oxo-2-butenoic acid (B -1183) l- [(z-halogen-q- (([substituted] aryl) -sulfonylammonium)) furan-w-yl] -3-hydroxy-3- ([substituted] -2H-tetrazole-5-yl) -propenone (B-l184) 3-hydroxy-l- [nH- (q- (([substituted] aryl) oxy) -imidazol-w-yl) -3- ([substituted] -2H-tetrazol-5-yl) ) -propenone (B-1185) l - [(q- (([substituted] aryl) carboxy) -z-halogen) -thiophen-w-yl] -3-hydroxy-3- ([substituted] -1H-1 , 2,4-triazol-3-yl) -propenone (B-1186) 4- [(z-halogeno-q- (([substituted] heteroaryl) -sulfinyl)) thiophen-w-yl] -2-hydroxy -4-oxo-2-butenoic (B-1187) l- (q- (([substituted] heteroaryl) aminosulfonyl) thiophen-w-yl) -3-hydroxy-3- ([substituted] -2H-tetrazole-5 -yl) -propenone (B-1188) 4- [(z-halogeno-q- (([substituted] heteroaryl) -oxycarbonyl)) pyrrol-w-yl] -2-hydroxy-4-oxo-2-butenoic acid (B-1189) l- [(z-alkyl-q- (([substituted] aryl) thio)) oxazol-w-yl] -3-hydroxy-3- ([substituted] -1H-1,2,4 -triazol-3-yl) -propenone (B-1190) 2-hydroxy-4- (q- (1-hydroxy- ([substituted] -aryl) methyl) thiophen-w-yl) -4-oxo-2-butenoic (B-l191) l- [(z-halogen-q- (([substituted] heteroaryl)) oxazol-w-yl] -3-hydroxy-3- ([substituted] -1H -1, 2,4-triazol-3-yl) -propenone (B-1192) 4- [(q- (([substituted] aryl) carbonylamino) -z-halogen) thiazole-2-yl] -2- hydroxy-4-oxo-2-butenoic (B-1193) 4- (nH-q- (([substituted] heteroaryl) pyrazol-w-yl) -2-hydroxy-4-oxo-2-butenoic acid (B- l194) l- [(z-alkyl-q- (([substituted] aryl)) isoxazol-w-yl] -3-hydroxy-3- ([substituted] -lH-1, 2,4-triazole-3-) il) -propenone (B-1195) 4- [(z-halogeno-q- (([substituted] heteroaryl) -sulfinyl)) furan-w-yl] -2-hydroxy-4-oxo-2-butenoic acid ( B-1196) 2-hydroxy-4-oxo-4- (q- (([substituted] aryl) -sulfinyl) furan-w-yl) -2-butenoic acid (B-l197) l - [(z-alkyl) -q- ((substituted [aryl]) furan-w-yl] -3-hydroxy-3- ([substituted] -2H-tetrazol-5-yl) -propenyone (B-l198) l - [(q- (([substituted] aryl) alkenyl) -z-halogen) furan-w-yl] -3-hydroxy-3- ([substituted] -1 H-1,2,4-triazol-3-yl) -propenyone (B -1199) Acid 4 - [(z-alkyl-q- (([substituted] heteroaryl) -carbonylamino)) pyrrol-w-yl] -2-hydroxy-4-oxo-2-butenoic (B-1200) 3-hydroxy-1 - [(q- (([substituted] heteroaryl) -oxycarbonyl) furan-w-yl) -3- ([substituted] -lH-1, 2,4-triazole-3 -yl) -propenone (B-1201) l - [(z-halogen-q- (([substituted] aryl) -sulfonylamino)) thiophen-w-yl] -3-hydroxy-3- ([substituted] -1H -1, 2,4-triazol-3-yl) -propenone (B-l202) l - [(z-alkyl-q- ([substituted] heteroaryl)) isoxazol-w-yl] -3-hydroxy-3- ([substituted] -1 H-1, 2,4-triazol-3-yl) -propenone (B-1203) 1- (q- (([substituted] heteroaryl) alkenyl) oxazol-w-yl) -3-hydroxy -3- ([substituted] -1H-1, 2,4-triazol-3-yl) -propenone (B-1204) 4- [(q- (([substituted] heteroaryl) carboxy) -z-alkyl) isoxazol-w-yl] -2-hydroxy-4-oxo-2-butenoic (B-1205) l- [(z-halogeno-q- ([substituted] heteroaryl)) thiazol-w-yl] -3-hydroxy -3- ([substituted] -2H-tetrazol-5-yl) -propenone (B-1206) l - [(q- (([substituted] heteroaryl) alkenyl) -z-alkyl) furan-w-yl] - 3-hydroxy-3- ([substituted] -2H-tetrazol-5-yl) -propenone (B-1207) l- [(z-alkyl-q- (1-hydroxy- ([substituted] -heteroari l) methyl)) thiophen-w-yl] -3-hydroxy-3- ([substituted] - 1 H-1,2,4-triazol-3-yl) -propenone (B-1208) l- [(z- halogen-q- (([substituted] aryl) oxycarbonyl)) -thiazole-w-yl] -3-hydroxy-3- ([substituted] -1H-1,2,4-triazol-3-yl) -propenone ( B-1209) l- [nH- (z-alkyl-q- (([substituted] aryl) -carbonylamino)) pyrazol-w-yl] -3-hydroxy-3- ([substituted] -2H-tetrazole-5 -yl) -propenone (B-1210) l- [nH- (z-alkyl-q- (([substituted] heteroaryl) -alkyl)) pyrazol-w-yl] -3-hydroxy-3- ([substituted] -2H-tetrazol-5-yl) -propenone (B-1211) l- [nH- (z-halogeno-q- (([substituted] heteroaryl) -thio)) imidazol-w-yl] -3-hydroxy- 3- ([substituted] -1 H-1, 2,4-triazol-3-yl) -propenyone (B-1212) 3-hydroxy-l- [(q- (([substituted] aryl) oxycarbonyl) -thiazole- w-il) -3- ([substituted] -lH-1, 2,4-triazol-3-yl) -propenone (B-1213) 3-hydroxy-l- [(q- (([substituted] aryl) oxycarbonyl) -pyrrol-w-yl) -3- ([substituted] -2H-tetrazol-5-yl) -propenone (B-1214) l- [nH- (q- (([substituted] heteroaryl) carboxy) -z-alkyl) pyrazol-w-yl] -3-hydroxy-3- ([substituted] -1H-1, 2 , 4-triazol-3-yl) -propenone (B-1215) 4- [(q- (([substituted] heteroaryl) alkenyl) -z-halogen) thiophen-w-yl] -2-hydroxy-4- oxo-2-butenoic (B-1216) 4- [(q- (([substituted] aryl) -z-halogen) furan-w-yl] -2-hydroxy-4-oxo-2-butenoic acid (B- 1217) 4- [(Z-alkyl-q- (([substituted] heteroaryl) -sulfonyl)) pyrrol-w-yl] -2-hydroxy-4-oxo-2-butenoic acid (B-1218) 3-hydroxy -l - [(q- (([substituted] heteroaryl) thio)) -pyridin-w-yl) -3- ([substituted] -lH-1, 2,4-triazol-3-yl) -propenone (B -1219) l - [(z-halogen-q- ((substituted [aryl] thio)) thiazol-w-yl] -3-hydroxy-3- ([substituted] -1H-1,2,4-triazole) -3-yl) -propenone (B-1220) l- [(z-alkyl-q- (([substituted] aryl) carbonyl)) -pyrrol-w-yl] -3-hydroxy-3- ([substituted] -2H-tetrazol-5-yl) -propenone (B-1221) l- [nH- (z-alkyl-q- (([substituted] heteroaryl) -aminosulfonyl)) pyrazol-w-yl] -3-hydroxy- 3- ([sust Figure imgb0002] -2H-tetrazol-5-yl) -propenone (B-1222) 4- [(q- (([substituted] heteroaryl) alkyl) -pyrrol-w-yl) -2-hydroxy-4-oxo- 2-butenoic (B-1223) l - [(q- (([substituted] heteroaryl) carbonyl) -z-halogen) oxazol-w-yl] -3-hydroxy-3- ([substituted] -1H-1, 2, 4-triazol-3-yl) -propenone (B-1224) 4- (q- (([substituted] aryl) alkenyl) isoxazole-w-yl) -2-hydroxy-4-oxo-2-butenoic acid (B-1225) l- [nH- (q- (([substituted] heteroaryl) alkenyl) -z-alkyl) imidazol-w-yl] -3-hydroxy-3- ([substituted] -2H-tetrazole-5 -yl) -propenone (B-1226) 3-hydroxy-l- [(q- (([substituted] heteroaryl) -sulfonylamino) pyridin-w-yl) -3- ([substituted] -2H-tetrazole-5-) il) -propenone (B-1227) 4- [(z-halogeno-q- (([substituted] heteroaryl)) thiazol-w-yl] -2-hydroxy-4-oxo-2-butenoic acid (B-1228) ) l - [(z-halogen-q- (1-hydroxy- ([substituted] aryl) -methyl)) furan-w-yl] -3-hydroxy-3- ([substituted] -1H-1, 2, 4-triazol-3-yl) -propenone (B-1229) 2-hydroxy-4-oxo-4- (q- (([substituted] • h eteroaryl) sulfonyl) thiazole-w-yl) -2-butenoic (B-1230) l - [(q- (([substituted] aryl) alkyl) thiazol-w-yl) -3-hydroxy-3- ([substituted ] -lH-l, 2,4-triazol-3-yl) -propenone (B-1231) 4 - [(q- (([substituted] heteroaryl) -aminocarbonyl) -z-halogen) oxazole-w-yl] -2-hydroxy-4-oxo-2-butenoic acid (B-1232) 4- (q- (([substituted] aryl) carbonylamino) thiazole-w-yl) -2-hydroxy-4-oxo-2-butenoic acid (B-1233) l- [(q- (([substituted] heteroaryl ) aminosulfonyl) -z-halogen) thiophen-w-yl] -3-hydroxy-3- ([substituted] -2H-tetrazol-5-yl) -propenyone (B-1234) l- [(q- (([ substituted] aryl) aminosulfonyl) pyridin-w-yl) -3-hydroxy-3- ([substituted] -1H-1,2,4-triazol-3-yl) -propenone (B-1235) 4- ([ q- ((substituted [aryl] carbonyl) -z-halogen) thiophen-w-yl] -2-hydroxy-4-oxo-2-butenoic (B-1236) 2-hydroxy-4-oxo-4- acid (q- ((substituted] aryl) -sulfinyl) thiophen-w-yl) -2-butenoic (B-1237) 4- [(q- (([substituted] heteroaryl) carboxy) -z-alkyl) pyridin -w-il] -2-hydroxy-4-oxo-2-butenoic (B-1238) 4- [(z-alkyl-q- (([substituted] heteroaryl) -oxy)) furan-w-il] -2-hydroxy-4-oxo-2-butenoic (B-1239) l- [(q- (([substituted] aryl) aminosulfonyl ) -z-halogen) thiazol-w-yl] -3-hydroxy-3- ([substituted] -2H-tetrazol-5-yl) -propenone (B-1240) l - [(q- (([substituted] aryl) alkyl) -z-halogen) -thiazole-w-yl] -3-hydroxy-3- ([substituted] -2H-tetrazol-5-yl) -propenone (B-1241) l- [nH- (z -alkyl-q- (([substituted] aryl) sulfinyl)) -imidazol-w-yl] -3-hydroxy-3- ([substituted] -1H-1,2,4-triazol-3-yl) -propenone (B-1242) l - [(q- (([substituted] alkenyl) thiazol-w-yl) -3-hydroxy-3- ([substituted] -2H-tetrazol-5-yl) -propenyone (B-1243) ) l - [(q- (([substituted] aryl) alkyl) -z-halogen) furan-w-yl] -3-hydroxy-3- ([substituted] -2H-tetrazol-5-yl) -propenone ( B-1244) l - [(q- (([substituted] heteroaryl) pyrrol-w-yl) -3-hydroxy-3- ([substituted] -2H-tetrazol-5-yl) -propenyone (B-1245) l- [n H- (z-alkyl-q- (([substituted] aryl) oxy)) pyrazol-w-yl] -3-hydroxy-3- ([substituted] -lH-1, 2,4-triazole- 3-yl) -propenone (B-1246) l- [(q- (([substituted] heteroaryl) amino) furan-w-yl) -3-hydroxy-3- ([substituted] -1H-1, 2, 4-triazol-3-yl) -propenone (B- 1247) l- [nH- (q- (([substituted] aryl) -z-halogen) imidazol-w-yl] -3-hydroxy-3- ([substituted] -1H-1,2,4-triazole- 3-yl) -propenone (B-1248) 4- [(z-alkyl-q- (([substituted] heteroaryl) -aminocarbonyl)) furan-w-yl] -2-hydroxy-4-oxo-2- butenoic (B-1249) 4- [nH- (q- (([substituted] aryl) alkenyl) -z-halogen) imidazol-w-yl] -2-hydroxy-4-oxo-2-butenoic acid (B-) 1250) 2-hydroxy-4-oxo-4- (q- (([substituted] -heteroaryl) oxy) thiazole-w-yl) -2-butenoic acid (B-1251) 3-hydroxy-l- (q- (([substituted] aryl) sulfonylamino) -pyrrol-w-yl) -3- ([substituted] -1 H-1,2,4-triazol-3-yl) -propenone (B-1252) I - [(q - ((substituted] aryl) carbonyl) -z-halogen) -thiophen-w-yl] -3-hydroxy-3- ([substituted] -2H-tetrazol-5-yl) -propenone (B-1253) Acid 4- [(q- (([substituted] heteroaryl) alkyl) -z-halogen) oxazol-w-yl] -2-hydroxy-4-oxo-2-butenoic (B-1254) 3-hydroxy-1- [ (q- (([substituted] heteroaryl) oxy) -thiazole-w-yl) -3- ([substituted] -2H-tetrazol-5-yl) -propenone (B-1255) 4- (q- (([substituted] aryl) carbonyl) thiazole-w-yl) -2-hydroxy-4-oxo-2-butenoic acid (B-1256) 3-hydroxy-1- ( q- ((substituted] aryl) sulfonyl) -pyrrol-w-yl) -3- ([substituted] -lH-1, 2,4-triazol-3-yl) -propenyone (B-1257) l- [ n H-q- (([substituted] aryl) alkenyl) pyrazol-w-yl) -3-hydroxy-3- ([substituted] -1H-1,2,4-triazol-3-yl) -propenyone (B-) 1258) 4- [(z-alkyl-q- (([substituted] heteroaryl) -alkyl)) thiazol-w-yl] -2-hydroxy-4-oxo-2-butenoic acid (B-1259) l- [ (q- ((substituted] aryl) alkenyl) -z-halogen) -isoxazole-w-yl] -3-hydroxy-3- ([substituted] -2H-tetrazol-5-yl) -propenyone (B-1260 ) 3-hydroxy-l- (q- (([substituted] heteroaryl) -sulfonyl) thiazole-w-yl) -3- ([substituted] -1H-1,2,4-triazol-3-yl) -propenone (B-1261) 1- (q- (([substituted] heteroaryl) alkenyl) pyrrol-w-yl) -3-hydroxy-3- ([substituted] -lH-1, 2,4-triazole-3-yl) ) -propenone (B-1262) 4- [(q- (([substituted] heteroaryl) carboxy) -z-alkyl) oxazol-w-yl] -2-hydroxy-4-oxo-2-butenoic acid (B-) 1263) 4- (nH- (q- (([substituted] aryl) acid carbonyl)) -pyrazol-w-yl) -2-hydroxy-4-oxo-2-butenoic (B-1264) l - [(z-alkyl-q- (([substituted] heteroaryl) thio)) -pyrrol- w-il] -3-hydroxy-3- ([substituted] -2H-tetrazol-5-yl) -propenone (B-1265) 4- [(z-alkyl-q- (([substituted] heteroaryl) amino] )) pyrrol-w-yl] -2-hydroxy-4-oxo-2-butenoic (B-1266) l- [nH- (z-alkyl-q- (1-hydroxy- ([substituted] -heteroaryl) methyl )) imidazol-w-yl] -3-hydroxy-3- ([substituted] -2H-tetrazol-5-yl) -propenyone (B-1267) l- [(z-halogen-q- (([substituted] aryl) sulfonyl)) -thiazole-w-yl] -3-hydroxy-3- ([substituted] -2H-tetrazol-5-yl) -propenyone (B-1268) 1- (q- (([substituted] heteroaryl ) alkenyl) thiophen-w-yl) -3-hydroxy-3- ([substituted] -2H-tetrazol-5-yl) -propenyone (B-1269) l- [(z-alkyl-q- (([substituted ] aryl) carbonylamino)) -pyrrol-w-yl] -3-hydroxy-3- ([substituted] -2H-tetrazol-5-yl) -propenyone (B-1270) l- [(q- (([substituted ] aryl) aminocarbonyl) -z-halogen) thiophen-w-yl] -3-hydroxy-3- ([substituted] -2H-tetrazol-5-yl) -propenone ( B-1271) 2-hydroxy-4-oxo-4- (q- (([substituted] -heteroaryl) thio) pyridin-w-yl) -2-butenoic acid (B-1272) 4- [(z- halogen-q- (([substituted] aryl) -sulfinyl)) pyridin-w-yl] -2-hydroxy-4-oxo-2-butenoic (B-1273) l- [(z-alkyl-q- (( [substituted] aryl) carbonylamino) - pyrrol-w-yl] -3-hydroxy-3- ([substituted] -1H-1, 2,4-triazol-3-yl) -propenone (B-1274) 2-Hydroxy-4-oxo-4- (q- (([substituted] aryl) oxycarbonyl) pyrrole-w-yl) -2- butenoic (B-1275) l - [(z-halogen-q- (([substituted] heteroaryl) -oxycarbonyl)) furan-w-yl] -3-hydroxy-3- ([substituted] -2H-tetrazole-5 -yl) -propenone (B-1276) 1- (q- (([substituted] heteroaryl) pyridin-w-yl) -3-hydroxy-3- ([substituted] -1 H-1,2,4-triazole- 3-yl) -propenone (B-1277) l- [nH- (z-alkyl-q- (([substituted] aryl) oxy)) pyrazol-w-yl] -3-hydroxy-3- ([substituted] -2H-tetrazole-5 -yl) -propenone (B-1278) l- [nH- (z-halogen-q- (([substituted] heteroaryl) -sulfinyl)) imidazol-w-yl] -3-hydroxy-3- ([substituted] -2H-tetrazol-5-yl) -propenone (B-1279) 3-hydroxy-3- ([substituted] -2H-tetrazol-5-yl) -1- (q- (([substituted] heteroaryl) thio) oxazole-w-yl) -propenone (B-1280) 4 - [(z-halogeno-q- (l-hydroxy- ([substituted] heteroaryl) methyl)) thiazol-w-yl] -2-hydroxy-4 -oxo-2-butenoic (B-1281) l- [nH- (z-alkyl-q- (([substituted] aryl) -carbonylamino)) pyrazol-w-yl] -3-hydroxy-3- ([substituted ] -1H-1,2,4-triazol-3-yl) -propenone (B-1282) l - [(q- (([substituted] heteroaryl) alkyl) -z-halogen) furan-w-yl] - 3-hydroxy-3- ([substituted] -2H-tetrazol-5-yl) -propenone (B-1283) 3-hydroxy-l- [(q- (([substituted] heteroaryl) oxy) -uran-w- il) -3- ([substituted] -lH-1, 2,4-triazol-3-yl) -propenone (B-1284) 1- (q- (([substituted] heteroaryl) furan-w-yl) - 3-hydr oxy-3- ([substituted] -2H-tetrazol-3-yl) -propenone (B-1285) l- [(q- (([substituted] aryl) z-halogen) furan-w-yl] -3- hydroxy-3- ([substituted] -1H-1, 2,4-triazol-3-yl) -propenone (B-1286) l- [(z-halogen-q- (([substituted] heteroaryl) -sulfonyl) ) isoxazol-w-yl] -3-hydroxy-3- ([substituted] -1H-1, 2, -triazol-3-yl) -propenone (B-1287) l - [(z-alkyl-q- ( ([substituted] heteroaryl) -sulfonylamino)) furan-w-yl] -3-hydroxy-3- ([substituted] -2H-tetrazol-5-yl) -propenyone (B-1288) l- [(z-alkyl) -q- ((substituted [aryl] oxy)) pyrrol-w-yl] -3-hydroxy-3- ([substituted] -1H-1,2,4-triazol-3-yl) -propenyone (B-) 1289) 4- (q- (([substituted] aryl) aminocarbonyl) -thiophen-w-yl) -2-hydroxy-4-oxo-2-butenoic acid (B-1290) l- [nH- (z-alkyl -q- ((substituted [aryl] alkyl)) -pyrazol-w-yl] -3-hydroxy-3- ([substituted] -2H-tetrazol-5-yl) -propenone (B-1291) 4-Acid [(z-alkyl-q- (([substituted] aryl) -oxycarbonyl)) thiophen-w-yl] -2-hydroxy-4 -oxo-2-butenoic (B-1292) 1- (q- (([substituted] aryl) carbonylamino) oxazol-w-yl) -3-hydroxy-3- ([substituted] -1 H-1,2,4-triazol-3-yl) -propenone (B-1293) Acid 4 - [(z-alkyl-q- (([substituted] heteroaryl) -alkyl)) pyrrol-w-yl] -2-hydroxy-4-oxo-2-butenoic (B-1294) 2-hydroxy-4- acid oxo-4- (q- (([substituted] -heteroaryl) sulfinyl) thiophen-w-yl) -2-butenoic (B-1295) 2-hydroxy-4-oxo-4- (q- (([substituted] ] -heteroaryl) sulfinyl) pyrrol-w-yl) -2-butenoic (B-1296) 3-hydroxy-l - [(q- (([substituted] heteroaryl) -sulfonylamino) isoxazole-w-yl) -3- ([substituted] -2H-tetrazol-5-yl) -propenone (B-1297) l - [(z-alkyl-q- (([substituted] aryl) sulfonyl)) -thiazole-w-yl] -3- hydroxy-3- ([substituted] -2H-tetrazol-5-yl) -propenone (B-1298) l - [(q- (([substituted] aryl) aminosulfonyl) -z-halogen) oxazole-w-il] -3-hydroxy-3- ([substituted] -1H-1,2,4-triazol-3-yl) -propenone (B-1299) 1- (q- (([substituted] aryl) furan-w-il ) -3-hydroxy-3- ([substituted] -1H-1, 2,4-triazol-3-yl) -propenone (B-1300) l- [nH- (q- (([substit tuido] heteroaryl) carboxy) -z-alkyl) pyrazol-w-yl] -3-hydroxy-3- ([substituted] -2H-tetrazol-5-yl) -propenyone (B-1301) l- [(z- halogen-q- (([substituted] heteroaryl) -sulfinyl)) thiazol-w-yl] -3-hydroxy-3- ([substituted] -2H-tetrazol-5-yl) -propenone (B-1302) l- [(z-alkyl-q- (([substituted] aryl) carbonylamino)) -pyridin-w-yl] -3-hydroxy-3- ([substituted] -1 H-1,2,4-triazole-3-yl] ) -propenone (B-1303) 4- (nH-q- (([substituted] aryl) aminosulfonyl) -pyrazol-w-yl) -2-hydroxy-4-oxo-2-butenoic acid (B-1304) 3 -hydroxy-l- (q- (([substituted] aryl) sulfonyl) -isoxazole-w-yl) -3- ([substituted] -2H-tetrazol-5-yl) -propenone (B-1305) 4- Acid [n H (z-halogen-q- (([substituted] -heteroaryl) thio)) pyrazol-w-yl] -2-hydroxy-4-oxo-2-butenoic (B-1306) 4- (nH-q - ((substituted [aryl] carbonylamino) pyrazol-w-yl) -2-hydroxy-4-oxo-2-butenoic (B-l307) l- [(q- (([substituted] heteroaryl) alkenyl) -z -halogen) thiazol-w-yl] -3-hydroxy-3- ([substituted] -1H-1,2,4-triazol-3-yl) -prop enone (B-1308) l- [(z-halogen-q- ((substituted] heteroaryl) oxy)) - pyridin-w-yl] -3-hydroxy-3- ([substituted] -2H-tetrazole-5 -yl) -propenone (B-1309) 4- (nH- (q- (([substituted] aryl) amino) imidazol-w-yl) -2-hydroxy-4-oxo-2-butenoic acid (B-1310 ) l- [nH- (z-halogen-q- (([substituted] aryl) sulfinyl)) - imidazol-w-yl] -3-hydroxy-3- ([substituted] -1H-1), 2,4-triazol-3-yl) -propenone (B-1311) 4- [(q- (([substituted] aryl) carboxy) -z-halogen) isoxazole-w-yl] -2-hydroxy- 4-oxo-2-butenoic (B-1312) 3-hydroxy-l- (q- (([substituted] aryl) sulfonylamino) -thiophen-w-yl) -3- ([substituted] -2H-tetrazole-5 -yl) -propenone (B-1313) 1- (q- ((substituted [aryl] carbonyl) thiazole-w-yl) -3-hydroxy-3- ([substituted] -1H-1, 2, 4- triazol-3-yl) -propenone (B-1314) l - [(z-alkyl-q- (([substituted] aryl) oxycarbonyl)) -pyrrol-w-yl] -3-hydroxy-3- ([substituted ] -1H-1, 2,4-triazol-3-yl) -propenone (B-1315) 4- [nH- (q- (([substituted] heteroaryl) -aminocarbonyl) -z-halogen) imidazole-w acid -yl] -2-hydroxy-4-oxo-2-butenoic (B-1316) l- [nH- (q- (([substituted] aryl) alkenyl) -halogen) imidazol-w-yl] -3-hydroxy -3- ([substituted] -1H-1, 2,4-triazol-3-yl) -propenone (B-1317) 4- [(z-alkyl-q- (([substituted] aryl) carbonylamino)) pyrrol-w-yl] -2-hydroxy-4-oxo-2-butenoic (B-1318) l- [(q- (([substituted] heteroaryl) aminocarbonyl) -z-hal Ogen) thiophen-w-yl] -3-hydroxy-3- ([substituted] -1H-1,2,4-triazol-3-yl) -propenyone (B-1319) 4- [(z-halogeno- q- ((substituted [aryl] sulfonylamino) pyridin-w-yl] -2-hydroxy-4-oxo-2-butenoic (B-1320) l - [(z-alkyl-q- (([substituted] heteroaryl) -sulfonylamino) furan-w-yl] -3-hydroxy-3- ([substituted] -1H- 1, 2, 4 -triazol-3-yl) -propenone (B-1321) l- [nH- (q- (([substituted] heteroaryl) amino) -z-halogen) imidazol-w-yl] -3-hydroxy-3- ( [substituted] -1 H-1, 2, 4-triazol-3-yl) -propenone (B-l322) l - [(q- (([substituted] heteroaryl) alkyl) -z-halogen) thiazole-w-yl ] -3-hydroxy-3- ([substituted] -1H-1, 2, -triazol-3-yl) -propenone (B-1323) l- [(z-halogen-q- (([substituted] aryl) oxycarbonyl)) -thiophen-w-yl] -3-hydroxy-3- ([substituted] -1H-1,2,4-triazol-3-yl) -propenyone (B-1324) l- [(z-halogen -q- (([substituted] heteroaryl) -oxycarbonyl)) oxazole-w-yl] -3-hydroxy-3- ([substituted] -1H-1,2,4-triazol-3-yl) -propenone (B -l325) l- [(z-alkyl-q- (([substituted] aryl) carbonylamino)) -thiophen-w-yl] -3-hydroxy-3- ([substituted] -1H-1, 2, 4- triazol-3-yl) -propenone (B-1326) 1- (nH-q- (([substituted] aryl) imidazol-w-yl) -3-hydroxy-3- ([substituted] -1H-1, 2 , 4-triazole- 3-yl) -propenone (B-1327) l- [(q- (([substituted] aryl) alkenyl) -z-halogen) -furan-w-yl] -3-hydroxy-3- ([substituted] - 2H-tetrazol-5-yl) -propenone (B-l328) l- [nH- (z-alkyl-q- (([substituted] heteroaryl) thio)) -imidazol-w-yl] -3-hydroxy-3 - ([substituted] -1H-1, 2,4-triazol-3-yl) -propenyone (B-l329) l- [(q- (([substituted] heteroaryl) aminosulfonyl) -z-halogen) pyrrole-w -yl] -3-hydroxy-3- ([substituted] -1H-1,2,4-triazol-3-yl) -propenone (B-1330) 4- [(z-halogeno-q- (([ substituted] aryl) -sulfonyl)) pyridin-w-yl] -2-hydroxy-4-oxo-2-butenoic (B-1331) l- [(q- (([substituted] heteroaryl) carbonyl) isoxazole-w- il) -3-hydroxy-3- ([substituted] -2H-tetrazol-5-yl) -propenone (B-1332) 4- [(z-halogeno-q- (([substituted] heteroaryl) -thio) ) furan-w-il] -2-hydroxy-4-oxo-2-butenoic (B-1333) l - [(z-alkyl-q- (([substituted] aryl) sulfinyl)) -oxazole-w-il ] -3-hydroxy-3- ([substituted] -1H-1,2,4-triazol-3-yl) -propenone (B-1334) l- [(z-alkyl-q- (([substituted] hetero aryl) -sulfonyl)) oxazol-w-yl] -3-hydroxy-3- ([substituted] -2H-tetrazol-5-yl) -propenone (B-1335) l - [(z-alkyl-q- ( ([substituted] aryl) aminosulfonyl)) -pyridin-w-yl] -3-hydroxy-3- ([substituted] -2H-tetrazol-5-yl) -propenyone (B-1336) 4- [(z- alkyl-q- (([substituted] aryl) -aminosulfonyl)) pyridin-w-yl] -2-hydroxy-4-oxo-2-butenoic (B-1337) l- [(z-alkyl-q- (( [substituted] heteroaryl) -oxycarbonyl)) oxazol-w-yl] -3-hydroxy-3- ([substituted] -2H-tetrazol-5-yl) -propenone (B-1338) l- [(z-alkyl- q- (([substituted] heteroaryl) oxy)) -pyridin-w-yl] -3-hydroxy-3- ([substituted] -2H-tetrazol-5-yl) -propenone (B-1339) l- [( q- ((substituted] aryl) alkyl) -z-halogen) -pyrrol-w-yl] -3-hydroxy-3- ([substituted] -2H-tetrazol-5-yl) -propenyone (B-1340) 4- [(z-alkyl-q- (([substituted] heteroaryl) sulfonylamino)) thiophen-w-yl] -2-hydroxy-4-oxo-2-butenoic acid (B-1341) l- [(z-alkyl-q- (([substituted] aryl) amino)) pyrrol-w-yl] -3-hydroxy-3- ([substituted] -1H-1, 2, 4 -triazol-3-yl) -propenone (B-1342) l - [(z-alkyl-q- (([substituted] heteroaryl) thio)) - pyrrol-w-yl] -3-hydroxy-3- ([ replaced] -1H-1, 2,4-triazol-3-yl) -propenone (B-1343) l - [(z-alkyl-q- (([substituted] aryl) thio)) thiophen-w-il] -3-hydroxy-3- ([substituted] -lH-1,2,4-triazol-3-yl) -propenyone (B-1344) l- [nH- (z-alkyl-q- (([substituted] heteroaryl) -carbonylamino)) imidazol-w-yl] -3-hydroxy-3- ([substituted] -2H-tetrazol-5-yl) -propenone (B-l345) l - [(z-alkyl-q- ( 1-hydroxy- (([substituted] -heteroaryl) methyl)) oxazol-w-yl] -3-hydroxy-3- ([substituted] -2H-tetrazol-5-yl) -propenone (B-1346) 1- (q- (([substituted] aryl) aminosulfonyl) oxazol-w-yl) -3-hydroxy-3- ([substituted] -2H-tetrazol-5-yl) -propenyone (B-1347) l- [(z-alkyl-q- (([substituted] aryl) aminocarbonyl)) - pyrrol-w-yl] -3-hydroxy-3- ([substituted] -lH-1, 2, 4-triazol-3-yl) -propenone (B-1348) 1- (q- (([substituted] aryl) alkenyl) pyrrol-w-yl) -3-hydroxy-3- ([substituted] -1H-1 , 2,4-triazol-3-yl) -propenone (B-1349) l- [(z-alkyl-q- (([substituted] aryl) carbonyl)) -thiazole-w-yl] -3-hydroxy-3- ([substituted] -1H-1, 2, 4-triazol-3-yl) -propenone (B-1350) l- [(z-alkyl-q- (([substituted] heteroaryl)) pyridin-w-yl] -3-hydroxy-3- ([substituted] -2H-tetrazol-5-yl) -propenone (B-1351) l- [(q- ([substituted] aryl) isoxazol-w-yl) -3-hydroxy-3- ([substituted] -1H-1, 2,4-triazol-3-yl) - propenone (B-1352) 4- (q- (([substituted] heteroaryl) -minocarbonyl) thiazole-w-yl) -2-hydroxy-4-oxo-2-butenoic acid (B-1353) 3-hydroxy-l - (q- (([substituted] heteroaryl) -sulfonyl) isoxazol-w-yl) -3- ([substituted] -lH-1, 2,4-triazol-3-yl) -propenyone (B-1354) 1 - (q- (([substituted] heteroaryl) aminocarbonyl) -pyrrol-w-yl) -3-hydroxy-3- ([substituted] -2H-tetrazol-5-yl) -propenone (Bl 355) 1- (nH -q- ((substituted [aryl] alkyl) pyrazol-w-yl] -3-hydroxy-3- ([substituted] -1 H-1,2,4-triazol-3-yl) -propenyone (B-1356 ) l- [(z-alkyl-q- (1-hydroxy- ([substituted] aryl) -methyl)) pyridin-w-yl] -3-hydroxy-3- ([substituted] -1H-1, 2, 4-triazol-3-yl) -propenone (B-1357) l- [nH- (z-alkyl-q- (([substituted] aryl) carbonyl)) pyrazol-w-yl] -3-hydroxy-3- ([substituted] -1 H-1,2,4-triazol-3-yl) -propenone (B-l358) 1- (q- (([substituted] heteroaryl) carbonyl) thiophen-w-yl ) -3-hydroxy-3- ([substituted] -2H-tetrazol-5-yl) -propenone (B-1359) l- [nH- (q- ([substituted] aryl) -z-halogen) imidazol-w-yl] -3-hydroxy-3- ([substituted] -2H-tetrazol-5-yl) -propenone (B-1360) l- [nH- (q- (([substituted] heteroaryl) aminocarbonyl) -z-halogen) imidazol-w-yl] -3-hydroxy-3- ([substituted] -1H-1 , 2, -triazol-3-yl) -propenone (B-1361) 4- [nH-q- (([substituted] heteroaryl) alkenyl) -imidazole-w-yl) -2-hydroxy-4-oxo- 2-butenoic (B-1362) 4- [nH- (q- (([substituted] heteroaryl) carboxy) • z-alkyl) imidazol-w-yl] -2-hydroxy-4-oxo-2-butenoic acid ( B-1363) 3-hydroxy-l - [(q- (([substituted] heteroaryl) -carboxy) isoxazole-w-yl) -3- ([substituted] -1H-1, 2,4-triazole-3 il) -propenone (B-1364) 4- [(z-halogeno-q- (([substituted] aryl) oxy)) -isoxazol-w-yl] -2-hydroxy-4-oxo-2-butenoic acid ( Bl 365) l- [(z-alkyl-q- (([substituted] aryl) sulfonyl)) -pyridin-w-yl] -3-hydroxy-3- ([substituted] -1H-1, 2, 4- triazol-3-yl) -propenone (B-1366) l- [(q- (([substituted] heteroaryl) amino) isoxazol-w-yl) -3-hydrox i-3- ([substituted] -2H-tetrazol-5-yl) -propenone (B-1367) 4- (q- (([substituted] aryl) alkyl) furan-w-il acid • • 2-hydroxy-4-oxo-2-butenoic (B-l368) l- [(z-alkyl-q- (([substituted] aryl) oxycarbonyl)) -thiazole) -w-yl] -3-hydroxy-3 - ([substituted] -1H-1, 2,4-triazol-3-yl) -propenone (B-1369) 4- (q- (([substituted] heteroaryl) alkenyl)) • pyridin-w-yl) -2-hydroxy-4-oxo-2-butenoic (B-1370) 4- (q- (([substituted] aryl) aminosulfonyl) -pyridin-w-yl) -2-hydroxy-4-oxo-2- acid butenoic (B-1371) 4- [(q- (([substituted] aryl) carbonyl) -z-halogen) thiazol-w-yl] -2-hydroxy-4-oxo-2-butenoic acid (B-1372) l - [(z-alkyl-q- (1-hydroxy- ([substituted] aryl) -methyl)) isoxazol-w-yl] -3-hydroxy-3- ([substituted] -2H-tetrazol-5-yl] ) -propenone (B-1373) 4- [(z-halogeno-q- (([substituted] aryl) oxy)) -thiazole-w-yl] -2-hydroxy-4-oxo-2-butenoic acid (B) -1374) 4- (q- (([substituted] heteroaryl) alkenyl) -pyrrol-w-yl) -2-hydroxy-4-oxo-2-butenoic acid (B-1375) 4- [(z-alkyl) acid -q- ((substituted [aryl] carboxy)) -thiazole-w-yl] -2-hydroxy-4-oxo-2-butenoic (B-1376) l- [(q- (([substituted] or] heteroaryl) aminocarbonyl) -oxazol-w-yl) -3-hydroxy-3- ([substituted] -2H-tetrazol-5-yl) -propenone (B-1377) l- [(z-alkyl-q- (([substituted] heteroaryl) -sulfinyl)) oxazole-w-yl] -3-hydroxy-3- ([substituted] -2H-tetrazol-5-yl) -propenone (B-1378) 4- [nH- (z-alkyl-q- (([substituted] heteroaryl) -carbonyl)) imidazol-w-yl] -2-hydroxy-4-oxo-2-butenoic (B-1379) l- [(z-alkyl-q - (([substituted] heteroaryl) -sulfonylamino)) oxazole-w-yl] -3-hydroxy-3- ([substituted] -1H-1, 2,4-triazol-3-yl) -propenone (B-1380 ) 4 - [(z-alkyl-q- (([substituted] aryl) -aminosulfonyl)) furan-w-yl] -2-hydroxy-4-oxo-2-butenoic acid (B-1381) l- [( z-alkyl-q- (([substituted] aryl) oxy)) oxazol-w-yl] -3-hydroxy-3- ([substituted] -1H-1,2,4-triazol-3-yl) -propenone (B-l382) l - [(z-halogen-q- (1-hydroxy- ([substituted] aryl) -methyl)) thiophen-w-yl] -3-hydroxy-3- ([substituted] -1H- 1, 2,4-triazol-3-yl) -propenone (B-1383) 3-hydroxy-3- ([substituted] -2H-tetrazol-5-yl) -1- (q- ([substituted] heteroaryl) carboxy ) thiazol-w-yl) -propenone (B-1384) 4- [(q- (([substituted] heteroaryl) alkenyl) -thiophen-w-yl) -2-hydroxy-4-oxo-2-butenoic acid ( B-1385) 2-hydroxy-4-oxo-4- (q- (([substituted] aryl) -sulfonyl) thiophen-w-yl) -2-butenoic acid (B-1386) 4- ((z-) acid alkyl-q- (([substituted] heteroaryl) carbonylamino)) furan-w-yl] -2-hydroxy-4-oxo-2-butenoic (B-1387) 4- [(z-halogen-q- (( [substituted] aryl) sulfonyl)) oxazol-w-yl] -2-hydroxy-4-oxo-2-butenoic (B-1388) 3-hydroxy-1 - [(q- (([substituted] heteroaryl) -oxycarbonyl ) isoxazol-w-yl) -3-hydroxy-3- ([substituted] -1H-1,2,4-triazol-3-yl) -propenone (B-1389) l- [(z-alkyl-q- (([substituted] aryl) carboxy)) thiophen-w-yl] -3-hydroxy-3- ([substituted] -1H-1, 2,4-triazol-3-yl) -propenone (B-1390) Acid 4- [(z-alkyl-q- (hydroxy- ([substituted] -heteroaryl) methyl)) thiophen-w-yl] -2-hydroxy-4-oxo-2-butenoic or (B-1391) 2-Hydroxy-4-oxo-4- (q- (([substituted] • heteroaryl) oxycarbonyl) pyrrol-w-yl) -2-butenoic acid (B-1392) l - [(z -alkyl-q- (l-hydroxy- ([substituted] heteroaryl) methyl)) pyrrol-w-yl] -3-hydroxy-3- ([substituted] -1H-1, 2,4-triazol-3-yl) ) -propenone (B-1393) 4- [(q- (([substituted] aryl) carboxy) -z-halogen) thiazol-w-yl] -2-hydroxy-4-oxo-2-butenoic acid (B-) 1394) 3-hydroxy-3- ([substituted] -2H-tetrazol-5-yl) -1-q- ([substituted] aryl) thio) thiophen-w-yl) -propenone (B-1395) l- [ (z-alkyl-q- ([substituted] aryl)) pyrrol-w-yl] -3-hydroxy-3- ([substituted] -1 H-1,2, -triazol-3-yl) -propenyone (B- 1396) 3-hydroxy-l- (q- (([substituted] heteroaryl) thio) -thiophen-w-yl) -3- ([substituted] -1 H-1,2,4-triazol-3-yl) - propenone (B-1397) 4- (q- (([substituted] heteroaryl) furan-w-yl) 2-hydroxy-4-oxo-2-butenoic acid (B-l398) l- [(q- (([ substituted] heteroaryl) aminocarbonyl) -oxazol-w-yl) -3-hydroxy-3- ([substituted] -1H-1, 2,4-triazol-3-yl) -propenone (B-1399) 4- [ (z-al quil-q- (([substituted] aryl) alkyl)) thiophen-w-yl] -2-hydroxy-4-oxo-2-butenoic (B-1400) l- [(z-alkyl-q- (([ substituted] aryl) carbonyl)) isoxazol-w-yl] -3-hydroxy-3- ([substituted] -1 H-1,2,4-triazol-3-yl) -propenyone (B-1401) l- [( z-alkyl-q- (([substituted] heteroaryl) -carbonylamino)) oxazole-w-yl] -3-hydroxy-3- ([substituted] -2H-tetrazol-5-yl) -propenyone (B-l402) l- [(q- (([substituted] heteroaryl) carbonylamino) -z-halogen) thiophen-w-yl] -3-hydroxy-3- ([substituted] -1H-1, 2,4-triazole-3) il) -propenone (B-1403) l- [nH- (q- ((substituted] heteroaryl) carbonylamino) -pyrazol-w-yl) -3-hydroxy-3- ([substituted] -2H-tetrazole-5 -yl) -propenone (B-1404) 4- (q- (([substituted] aryl) carboxy) oxazole-w-yl) -2-hydroxy-4-oxo-2-butenoic acid (B-1405) l- [nH-q- (([substituted] heteroaryl) carbonyl) -imidazole-w-yl) -3-hydroxy-3- ([substituted] -2H-tetrazol-5-yl) -propenone (B-1406) 1- (q- (([substituted] aryl) aminosulfonyl) pyrrol-w-yl) -3-hydroxy-3- ([substituted] -1H-1, 2 , 4-triazol-3-yl) -propenone (B-1407) 1- (nH-q- (([substituted] heteroaryl) aminosulfonyl) -imidazol-w-yl) -3-hydroxy-3- ([substituted] -1H-1, 2,4-triazol-3-yl) -propenone (B-1408) 4- (q- (([substituted] heteroaryl) aminocarbonyl) isoxazole-w-yl) -2-hydroxy-4- oxo-2-butenoic (B-1409) l - [(q- ((substituted] aryl) alkyl) -z-halogen) -thiazole-w-yl] -3-hydroxy-3- ([substituted] -lH -triazol-3-yl) -propenone (B-1410) 4 - [(z-alkyl-q- (([substituted] aryl) -carbonylamino)) furan-w-yl] -2-hydroxy-4-oxo -2-butenoic (B-1411) 4- [(z-halogeno-q- (([substituted] heteroaryl) -thio)) thiazol-w-yl] -2-hydroxy-4-oxo-2-butenoic acid ( B-1412) 3-hydroxy-l- (q- (([substituted] aryl) sulfonyl) -oxazol-w-yl) -3- ([substituted] -1 H-1,2,4-triazole-3-yl) ) -propenone (B-1413) 4- [(q- (([substituted] aryl) amino) -z-halogen) -oxazol-w-yl] -2-hydroxy-4-oxo-2-butenoic acid (B) -1414) 4- (q- (([substituted] heteroaryl) thiophen-w-yl) 2-hydroxy-4-oxo-2-butenoic acid (B-1415) l- [(z-halogen oq- (([substituted] heteroaryl) -sulfonyl)) pyrrol-w-yl] -3-hydroxy-3- ([substituted] -2H-tetrazol-5-yl) -propenone (B-1416) 4- [ (z-alkyl-q- (([substituted] aryl) thio)) • furan-w-yl] -2-hydroxy-oxo-2-butenoic (B-1417) 1- (q- (([substituted] aryl) carbonylamino) pyridin-w-yl) -3-hydroxy-3- ([substituted] -1H-1, 2,4-triazol-3-yl) -propenone (B-1418) l- [nH- (z-alkyl-q- (([substituted] aryl) sulfonylamino)) pyrazol-w-yl] -3-hydroxy - 3- ([substituted] -1H-1, 2,4-triazol-3-yl) -propenone (B-1419) 4- (q- (([substituted] aryl) carbonyl) thiophen-w-yl) -2-hydroxy-4-oxo-2-butenoic (B-1420) l- [nH- (q- (([substituted] heteroaryl) alkenyl) -z-halogen) pyrazol-w-yl] -3-hydroxy- 3- ([substituted] -2H-tetrazol-5-yl) -propenone (B-1421) 4- [nH- (q- (([substituted] aryl) -z-halogen) pyrazol-w-yl] - 2-hydroxy-4-oxo-2-butenoic (B-1422) l - [(z-alkyl-q- (([substituted] heteroaryl) sulfonylamino)) thiazol-w-yl] -3-hydroxy-3- ( [substituted] -1H-1, 2,4-tetrazol-3-yl) -propenone (B-1423) 4- (q- (([substituted] heteroaryl) -carbonylamino) thiazole-w-yl) -2- acid hydroxy-4-oxo-2-butenoic (B-1424) 2-hydroxy-4-oxo-4- (q- (([substituted] heteroaryl) sulfonyl) thiophen-w-yl] -2-butenoic acid (B- 1425) 1- (q- ((substituted [aryl] aminocarbonyl) oxazol-w-yl) -3-hydroxy-3- ([substituted] -lH-1, 2,4- triazol-3-yl) -propenone (B-1426) 1- [(q- (([substituted] heteroaryl) alkyl) -z-halogen) pyridin-w-yl] -3-hydroxy-3- ([substituted] -1H-1,2,4-triazol-3-yl) -propenone (B-1427) 4- [nH- (q- (([substituted] aryl) aminosulfonyl) -z-halogen) pyrazol-w-yl acid ] -2-hydroxy-4-oxo-butenoic (B-1428) 1- [(z-alkyl-q- (([substituted] aryl) sulfonyl)) -isoxazole-w-yl] -3-hydroxy-3- ([substituted] -2H-tetrazol-5-yl) -propenone (B-1429) 1- [(q- (([substituted] aryl) aminocarbonyl) -z-halogen) oxazol-w-yl] -3-hydroxy -3- ([substituted] -2H-tetrazol-5-yl) -propenone (B-1430) 2-Hydroxy-4-oxo-4- (nH-q- (([substituted] -aryl) sulfonylamino) pyrazole -w-il) -2-butenoic (B-1431) 3-hydroxy-l- (q- (([substituted] heteroaryl) -carboxy) pyridin-w-yl) -3- ([substituted] -2H-tetrazole -5-yl) -propenone (B-1432) l- [nH- (z-alkyl-q- (([substituted] aryl) sulfonyl)) pyrazol-w-yl] -3-hydroxy-3- ([substituted ] -2H-tetrazol-5-yl) -propenone (B-1433) 4- [(z-alkyl-q- (1-hydroxy- ([substituted] aryl) -methyl)) thiophen-w-yl] -2-hydroxy-4-oxo-2-butenoic (B-1434) 4- [(q- (([substituted] aryl) carbonyl) -z-halogen) pyridin-w-yl] -2-hydroxy-4-oxo-2-butenoic (B-1435) 1- [(q- (([substituted] aryl) carbonyl) -z-halogen) -thiazole-w-yl] -3-hydroxy-3- ([substituted] -2H-tetrazol-5-yl) -propenone (B-1436) 3-hydroxy-l- (q- (1-hydroxy- ([substituted] -heteroaryl) methyl) thiazol-w-yl) -3- ([substituted] -2H-tetrazol-5-yl) -propenone (B-1437) 1- [(q- (([substituted] aryl) aminocarbonyl) -z-halogen) pyrrole -w-il] -3-hydroxy-3- ([substituted] -1H-1, 2,4-triazol-3-yl) -propenone (B-1438) 1- (nH-q- (([substituted] aryl) amino) pyrazol-w-yl) -3-hydroxy-3- ([substituted] -2H-tetrazol-5-yl) -propenone (B-1439) 1- (q- (([substituted] heteroaryl) alkenyl ) pyridin-w-yl) -3-hydroxy-3- ([substituted] -2H-tetrazol-5-yl) -propenyone (B-1440) 4- [(q- (([substituted] aryl) alkyl) -z-halogen) isoxazol-w-yl] -2-hydroxy-4-oxo-2-butenoic (B-1441) l- [(z-halogeno-q- (([sus substituted] aryl) sulfonyl)) -isoxazole-w-yl] -3-hydroxy-3- ([substituted] -2H-tetrazol-5-yl) -propenone (B-1442) 3-hydroxy-1- (nH- q- (([substituted] heteroaryl) -sulfonyl) pyrazol-w-yl) -3- ([substituted] -1H-1, 2,4-triazol-3-yl) -propenyone (B-1443) 1- ( z-halogeno-alkyl-q- (1-hydroxy- ([substituted] aryl) methyl)) pyridin-w-yl] -3-hydroxy-3- ([substituted] -2H-tetrazol-5-yl) -propenone (B-1444) 1- [n H- (z-alkyl-q- (([substituted] heteroaryl) -aminosulfonyl)) pyrazol-w-yl] -3-hydroxy-3- ([substituted] -1H-1, 2,4-triazol-3-yl) -propenyone (B-1445) 1- (q- (([substituted] aryl) amino) thiazol-w-yl) -3-hydroxy-3- ([substituted] -2H -tetrazol-5-yl) -propenone (B-1446) 1- [(q- (([substituted] heteroaryl) amino) -z-halogen) thiophen-w-yl] -3-hydroxy-3- ([substituted ] -1H-1, 2,4-triazol-3-yl) -propenone (B-1447) 4- (q- (([substituted] heteroaryl) aminocarbonyl) pyridin-w-yl) -2-hydroxy-4 acid -oxo-2-butenoic (B-1448) 1- [(z-alkyl-qt (([substituted] heteroaryl) -sulfinyl)) isoxazol-w-yl] -3-hydroxy-3- ([substituted] -2H-tetrazol-5-yl) ) -propenone (B-1449) 1- [(z-halogen-q- (([substituted] aryl) sulfinyl) -furan-w-yl] -3-hydroxy-3- ([substituted] -1H-1, 2,4-triazol-3-yl) -propenone (B-1450) 1- [(q- (([substituted] heteroaryl) carbonylamino) -z-halogen) pyrrol-w-yl] -3-hydroxy-3- ([substituted] -1 H-1, 2,4-triazol-3-yl) -propenyone (B-1451) 4- (q- (([substituted] heteroaryl) oxazole-w-yl) -2-hydroxy acid 4-oxo-butenoic (B-1452) l- (q- (([substituted] aryl) alkyl) pyridin-w-yl) -3-hydroxy-3- ([substituted] -2H-tetrazol-5-yl) -propenone (B-l453) 1- (q- (([substituted] heteroaryl) carbonyl) furan-w-yl) -3-hydroxy-3- ([substituted] -1H-1,2,4-triazole-3 -yl) -propenone (B-1454) 1- [(z-alkyl-q- (1-hydroxy- ([substituted] -heteroaryl) methyl)) thiazol-w-yl] -3-hydroxy-3- ([ replaced] -1H-1,2, -triazol-3-yl) -propenone (B-1455) 1- [(z-halogen-q- (([substituted] aryl) thio)) ti ofen-w-il] -3-hydroxy-3- ([substituted] -1H-1,2,4-triazol-3-yl) -propenone (B-1456) l- [(z-alkyl-q- ( ([substituted] heteroaryl) thio)) -thiazole-w-yl] -3-hydroxy-3- ([substituted] -2H-tetrazol-5-yl) -propenone (B-1457) 1- [(q- ( ([substituted] aryl) amino) pyridin-w-yl) -3-hydroxy-3- ([substituted] -2H-tetrazol-5-yl) -propenone (B-1458) 2-hydroxy-4-oxo-2-hydroxy 4- (q- (([substituted] heteroaryl) sulfinyl) thiazole-w-yl) -2-butenoic (B-1459) l- [nH- (z-alkyl-q- (([substituted] heteroaryl) -sulfinil )) imidazol-w-yl] -3-hydroxy-3- ([substituted] -1H- 1,2,4-triazol-3-yl) -propenone (B-1460) 4- [(z-halogeno- q- ((substituted) heteroaryl) oxy)) oxazole-w-yl] -2-hydroxy-4-oxo-2-butenoic (B-1461) 1- [(q- (([substituted] heteroaryl) carbonyl) -z-halogen) pyridin-w-yl] -3-hydroxy-3- ([substituted] -2H-tetrazol-5-yl) -propenone (B-1462) 4- [(q- (([substituted]] aryl) carbonylamino) -z-halogen) thiophen-w-yl] -2-hydroxy-4-oxo-2-butenoic (B-1463) 4- [(z-halogen non-q- (([substituted] heteroaryl) -sulfonylamino)) thiophen-w-yl] -2-hydroxy-4-oxo-2-butenoic (B-1464) 1- [nH (q- (([substituted] heteroaryl) aminocarbonyl) -z-halogen) pyrazol-w-yl] -3-hydroxy-3- ([substituted] -1H-1,2,4-triazol-3-yl) -propenyone (B-1465) 3- hydroxy-l- (q- (([substituted] heteroaryl) oxy) -furan-w-yl) -3-hydroxy-3- ([substituted] -2H-tetrazol-5-yl) -propenone (B-1466) 1- [(q- (([substituted] heteroaryl) alkenyl) -z-alkyl) pyridin-w-yl] -3-hydroxy-3- ([substituted] -1H-1, 2,4-triazole-3- il) -propenone (B-1467) 4- [(q- (([substituted] heteroaryl) alkenyl) -z-halogen) furan-w-yl] -2-hydroxy-4-oxo-2-butenoic acid (B -1468) 3-hydroxy-l- (q- (1-hydroxy- ([substituted] -heteroaryl) methyl) pyridin-w-yl) -3- ([substituted] -1 H-1,2,4-triazole- 3-yl) -propenone (B-1469) 4- [nH- (z-alkyl-q- (([substituted] aryl) -carbonylamino)) imidazol-w-yl] -2-hydroxy-4-oxo- 2-butenoic (B-1470) 1- [nH- (z-halogeno-q- (([substituted] aryl) -oxycarbonyl)) imidazole- w-il] -3-hydroxy-3- ([substituted] -1H- 1,2,4-triazol-3-yl) -propenone (B-1471) 1- [(z-alkyl-q- (([ replaced] aryl) alkyl)) oxazole-w-yl] -3-hydroxy-3- ([substituted] -1H-1, 2,4-triazol-3-yl) -propenone (B-1472) 4- [ (q- ((substituted] aryl) -z-halogen) -pyridin-w-yl] -2-hydroxy-oxo-2-butenoic (B-1473) 1- (nH-q- (([substituted] aryl) carboxy) imidazol-w-yl) -3-hydroxy-3- ([substituted] -2H-tetrazol-5-yl) -propenone (B-1474) 4- [(z-halogeno-q- (([substituted] heteroaryl) -oxy)) isoxazol-w-yl] -2-hydroxy-4-oxo-2-butenoic acid (B-1475) 4- [(z-alkyl-q- (([substituted] aryl) carbonyl)) isoxazole-w-yl] -2-hydroxy-4-oxo-2-butenoic acid (B-1476) 1- (q- ( ([substituted] heteroaryl) aminosulfonyl) -isoxazole-w-yl) -3-hydroxy-3- ([substituted] -1 H-1,2,4-triazol-3-yl) -propenone (B-1477) 1- [(q- (([substituted] aryl) -z-halogen) pyridin-w-yl] -3-hydroxy-3- ([substituted] -2H-tetrazol-5-yl) -propenyone (B-1478) 1 - [(q- (([substituted] heteroaryl) amino) -z-halogen) isoxazole-w-il]v. -3-hydroxy-3- ([substituted] -2H-tetrazol-5-yl) -propenone (B-1479) 3-hydroxy-l- (q- (([substituted] heteroaryl) oxy) -isoxazole-w- il) -3- ([substituted] -2H-tetrazol-5-yl) -propenone (B-1480) 1- [(z-halogen-q- (([substituted] heteroaryl) -sulfinyl)) pyrrole-w- il] -3-hydroxy-3- ([substituted] -2H-tetrazol-5-yl) -propenone (B-1481) 1- [(z-halogeno-q- (([substituted] aryl) sulfonyl)) - furan-w-yl] -3-hydroxy-3- ([substituted] -2H-tetrazol-5-yl) -propenyone (B-1482) l- [(z-halogen-q- (([substituted] aryl) -oxocarbonyl)) furan-w-yl] -3-hydroxy-3- ([substituted] -1H- 1, 2,4-triazol-3-yl) -propenone (B-1483) 4- (q- (([substituted] aryl) aminocarbonyl) thiazole-w-yl) -2-hydroxy-4-oxo-2- butenoic (B-1484) 4- [(z-halogeno-q- (([substituted] heteroaryl) oxy)) pyridin-w-yl] -2-hydroxy-4-oxo-2-butenoic acid (B-1485) 1- [(z -halogen-q- (([substituted] heteroaryl) -oxycarbonyl)) oxazole-w-yl] -3-hydroxy-3- ([substituted] -2H-tetrazol-5-yl) -propenone ( B-1486) 1- [(z-halogen-q- (([substituted] aryl) methyl)) -pyridin-w-yl] -3-hydroxy-3- ([substituted] -1H-1, 2, 4 -triazol-3-yl) -propenone (B-1487) 4- [nH- (q- (([substituted] heteroaryl) -carbonylamino) -z-halogen) pyrazol-w-yl] -2-hydroxy-4 acid -oxo-2-butenoic (B-1488) l- [(z-alkyl-q- (([substituted] aryl) -sulfonylamino)) oxazol-w-yl] -3-hydroxy-3- ([substituted] - 2H-tetrazol-5-yl) -propenone (B-1489) 1- (nH-q- (([substituted] aryl) aminosulfonyl) -imidazole-w-yl) -3-hydroxy-3- ([substituted] - 2H-tetrazol-5-yl) -propenone (B-1490) 4- [(q- (([substituted] heteroaryl) acid amino) -z- halogen) oxazol-w-yl] -2-hydroxy-4-oxo-2-butenoic (B-1491) 1- [(q- (([substituted] aryl) -z-halogen) thiazole- w-il] -3-hydroxy-3- ([substituted] -1H-1,2,4-triazol-3-yl) -propenyone (B-l492) 1- [(q- (([substituted] heteroaryl) amino) -z-halogen) pyrrol-w-yl] -3-hydroxy-3- ([substituted] -2H-tetrazol-5-yl) -propenone (B-1493) 1- [(z-alkyl-q- (([substituted] heteroaryl) -aminosulfonyl)) furan-w-yl] -3-hydroxy-3- ([substituted] -2H-tetrazol-5-yl) -propenone (B-1494) 4- (q-) (([substituted] heteroaryl) amino) oxazol-w-yl) -2-hydroxy-oxo-2-butenoic (B-1495) l- [(z-alkyl-q- (([substituted] heteroaryl) -sulfonyl )) furan-w-yl] -3-hydroxy-3- ([substituted] -1H-1,2,4-triazol-3-yl) -propenone (B-1496) 3-hydroxy-1- (q- (([substituted] heteroaryl) -oxycarbonyl) oxazole-w-yl) -3- ([substituted] -1 H-1,2,4-triazol-3-yl) -propenyone (B-1497) 1- [(z -alkyl-q- (([substituted] heteroaryl) -carbonyl)) oxazole-w-yl] -3-hydroxy-3- ([substituted] -1H-1, 2, 4-tri azol-3-yl) -propenone (B-1498) 4- [(q- (([substituted] aryl) alkenyl) -z-halogen) thiophen-w-yl] -2-hydroxy-4-oxo-2 -butenoic (B-1499) 1- (q- ((substituted) aryl) carbonylamino) isoxazol-w-yl] -3-hydroxy-3- ([substituted] -2H-tetrazol-5-yl) -propenone ( B-1500) 1- [(q- ((substituted [aryl] amino) -z-halogen) isoxazol-w-yl] -3-hydroxy-3- ([substituted] -2H-tetrazol-5-yl) -propenone (B-1501) 2-Hydroxy-4- (q- (1-hydroxy- ([substituted] -aryl) methyl) pyridin-w-yl) - -oxo-2-butenoic acid (B-1502) Acid 4- [(z-alkyl-q- (([substituted] heteroaryl) -oxycarbonyl)) thiophen-w-yl] -2-hydroxy-4-oxo-butenoic (B-1503) 4- [(z-alkyl) -q- ((substituted [aryl] -sulfinyl)) pyridin-w-yl] -2-hydroxy-4-oxo-2-butenoic (B-1504) l- [(z-alkyl-q- (([ substituted] aryl) alkyl)) pyrrol-w-yl] -3-hydroxy-3- ([substituted] -2H-tetrazol-5-yl) -propenone (B-1505) 4- ((- (([ substituted] aryl) aminosulfonyl) -z-halogen) oxazol-w-yl] -2-hydroxy-4-oxo-2-butenoic (B-1506) 4- [(z-alkyl-q- (([substituted] aryl) -carbonyl)) thiazol-w-yl] -2-hydroxy-4-oxo-2-butenoic acid (B-1507) 1- (nH- (q- (([substituted] aryl) amino) imidazol-w-yl) -3-hydroxy-3- ([substituted] -1H-1,2,4-triazol-3-yl) -propenyone (B-1508 ) 3-hydroxy-l- (q- (([substituted] aryl) oxy) thiazole-w-yl) -3- ([substituted] -2H-tetrazol-5-yl) -propenone (B-1509) 3- hydroxy-l- (nH-q- (([substituted] aryl) -oxycarbonyl) imidazol-w-yl) -3- ([substituted] -2H-tetrazol-5-yl) -propenone (B-1510) 1- [n H- (q- (([substituted] aryl) carbonylamino) -z-halogen) pyrazol-w-yl] -3-hydroxy-3- ([substituted] -2H-tetrazol-5-yl) -propenyone (B -1511) 1- [(z-alkyl-q- (([substituted] heteroaryl) -carbonylamino)) thiazol-w-yl] -3-hydroxy-3- ([substituted] -2H-tetrazol-5-yl) -propenone (B-1512) 1- [(z-alkyl-q- (([substituted] aryl) amino)) pyridin-w-yl] -3-hydroxy-3- ([substituted] -2H-tetrazole-5 -yl) -propenone (B-1513) l- [(z-halogen-q- (([substituted] heteroaryl) sulfinyl)) pyridin-w-yl] -3-hydroxy- 3- ([substituted] -2H-tetrazol-5-yl) -propenone (B-1514) 4- [nH- (q- (([substituted] heteroaryl) carboxy) z-halogen) pyrazol-w-yl] -2-hydroxy-4-oxo-2-butenoic (B-1515) 3-hydroxy-l- [(q- (([substituted] aryl) thio) furan-w-yl) -3- ([substituted] - 1H-1, 2,4-triazol-3-yl) -propenone (B-1516) l- [(q- (([substituted] heteroaryl) alkyl) -z-halogen) thiophen-w-yl] -3-hydroxy-3 - ([substituted] -1 H-1, 2,4-triazol-3-yl) -propenone (B-1517) l- [(z-halogen-q- (([substituted] aryl) sulfinyl)) thiophen-w -yl] -3-hydroxy-3- ([substituted] -2H-tetrazol-5-yl) -propenone (B-1518) 4- [nH- (q- (([substituted] aryl) carbonylamino) -z acid -halogen) pyrazol-w-yl] -2-hydroxy-4-oxo-2-butenoic (B-1519) 2-hydroxy-4-oxo-4- (q- (([substituted] -heteroaryl) carboxy) thiophen-w-yl) -2-butenoic (B-1520) 3-hydroxy-l- (q- (l-hydroxy- ([substituted] aryl) methyl) furan-w-yl) -3- ([substituted] -2H-tetrazol-5-yl) -propenone (B-1521) 1- (q- (([substituted] aryl) carbonylamino) thiophen-w-yl) -3-hydroxy-3- ([substituted] -1H- 1, 2,4-triazol-3-yl) -propenone (B-1522) l- [nH- (z-alkyl-q- (([substituted] aryl) amino)) pyrazol-w-yl] -3- hydroxy-3- ([substituted] -2H-tetrazol-5-yl) -propenone (B-1523) 2-hydroxy-4-oxo-4- (q- (([substituted] -heteroar il) sulfonyl) oxazole-w-yl) -2-butenoic (B-1524) 3-hydroxy-3- [(substituted) -2H-tetrazol-5-yl) -1- (q- (([substituted] aryl ) thio) furan-w-yl) -propenone (B-1525) 4- (q- (([substituted] aryl) thiophen-w-yl) -2-hydroxy-4-oxo-2-butenoic (B-1526 ) 1- [(q- (([substituted] heteroaryl) amino) -z-halogen) oxazol-w-yl] -3-hydroxy-3- ([substituted] -1 H-1,2,4-triazole-3) -yl) -propenone (B-1527) 1- [(z-alkyl-q- (1-hydroxy- ([substituted] aryl) -methyl)) oxazol-w-yl] -3-hydroxy-3- ([ replaced] -1H-1, 2,4-triazol-3-yl) -propenone (B-1528) 4- (q- (([substituted] heteroaryl) alkyl) furan-w-yl] -2-hydroxy- 4-oxo-2-butenoic (B-l529) 1- [(z-alkyl-q- (([substituted] heteroaryl) alkyl)) -thiazole-w-yl] -3-hydroxy-3- ([substituted] -1H-1, 2,4-triazol-3-yl) -propenone (B-1530) 4- (q- (([substituted] heteroaryl) -carbonylamino) pyridin-w-yl) -2-hydroxy-4 acid -oxo-2-butenoic (B-1531) 4- ((z-alkyl-q- (([substituted] aryl) -sulfonyl)) thiazol-w-yl] -2-hydroxy-4-oxo-2- acid buten oico (B-1532) l- [(z-alkyl-q- (([substituted] aryl) sulfonylamino)) thiazol-w-yl] -3-hydroxy-3- ([substituted] -1H-1, 2, 4-triazol-3-yl) -propenone (B-1533) 1- [(z-alkyl-q- (([substituted] heteroaryl) -aminocarbonyl)) isoxazol-w-yl] -3-hydroxy-3- ( [substituted] -2H-tetrazol-5-yl) -propenone (B-1534) 1- [(z-alkyl-q- (([substituted] aryl) alkyl)) -isoxazole-w-yl] -3-hydroxy -3- ([substituted] -1H-1, 2,4-triazol-3-yl) -propenone (B-1535) 4- [(q- (([substituted] aryl) alkyl-z-halogen) pyrrole -w-il] -2-hydroxy-4-oxo-2-butenoic (B-1536) 1- [(q- (([substituted] heteroaryl) carboxy) -z-halogen) pyridin-w-yl] -3 -hydroxy-3- ([substituted] -2H-tetrazol-5-yl) -propenone (B-1537) 1- (q- (([substituted] heteroaryl) amino) pyrrol-w-yl) -3-hydroxy- 3- ([substituted] -1H-1, 2,4-triazol-3-yl) -propenone (B-l538) 1- [nH- (q- (([substituted] aryl) carbonyl) -z-halogen) pyrazol-w-yl] -3-hydroxy-3- ([substituted] -2H-tetrazol-5-yl) -propenone (B-1539) 4- [nH- (z-alkylated lq- (([substituted] aryl) sulfinyl)) pyrazol-w-yl] -2-hydroxy-4-oxo-2-butenoic (B-1540) 4- [(z-alkyl-q- (([substituted] ] heteroaryl) aminocarbonyl)) pyrrol-w-yl] -2-hydroxy-4-oxo-2-butenoic (B-1541) 3-hydroxy-l- (q- (1-hydroxy- ([substituted] aryl) - methyl) thiazol-w-yl) -3- ([substituted] -1H-1,2, -triazol-3-yl) -propenone (B-1542) 2-hydroxy-4-oxo-4- (q- (([substituted] aryl) sulfinyl) isoxazol-w-yl) -2-butenoic (B-l543) 1- [(z-alkyl-q- (([substituted] heteroaryl) oxy)) -pyrrol-w-yl ] -3-hydroxy-3- ([substituted] -1H-1,2,4-triazol-3-yl) -propenone (B-1544) 4- [nH- (z-alkyl-q- (([ substituted] -heteroaryl) oxy)) pyrazol-w-yl] -2-hydroxy-4-oxo-2-butenoic (B-1545) 2-hydroxy-4-oxo-4- (q- (([substituted]] -heteroaryl) oxy) thiophen-w-yl] -2-butenoic (B-1546) 2-hydroxy-4-oxo-4- (q- (([substituted] -heteroaryl) carboxy) thiazole-w-yl) -2-butenoic (B-1547) 4- (q- (([substituted] aryl) amino) isoxazole-w-yl) -2-hydroxy-4-oxo-2-butenoic acid or (B-1548) 1- [(q- (([substituted] heteroaryl) aminocarbonyl) -z-halogen) thiazol-w-yl] -3-hydroxy-3- ([substituted] -2H-tetrazole-5- il) -propenone (B-1549) 1- [(q- (([substituted] aryl) alkenyl) -z-alkyl) -thiazole-w-yl] -3-hydroxy-3- ([substituted] -1H- 1, 2,4-triazol-3-yl) -propenone (B-1550) 1- [(q- (([substituted] aryl) aminocarbonyl) z <; -halogen) pyrrol-w-yl] -3-hydroxy-3- ([substituted] -2H-tetrazol-5-yl) -propenyone (B-1551) 3-hydroxy-l- (q- (([substituted ] heteroaryl) oxy) -pyrrol-w-yl) -3- ([substituted] -1H-1,2,4-triazol-3-yl) -propenone (B-1552) l- [nH- (z-alkyl -q- (([substituted] heteroaryl) -amino)) pyrazol-w-yl] -3-hydroxy-3- ([substituted] -2H-tetrazol-5-yl) -propenyone (B-l553) 1- ( n H- (q- (([substituted] aryl) alkenyl) imidazol-w-yl) -3-hydroxy-3- ([substituted] -2H-tetrazol-5-yl) -propenyone (B-1554) 1- ( n H-q- (([substituted] heteroaryl) carboxy) -imidazol-w-yl) -3-hydroxy-3- ([substituted] -1 H-1,2,4-triazol-3-yl) -propenyone (B -1555) 2-Hydroxy-4- (q- (1-hydroxy- ([substituted] -heteroaryl) ethyl) pyridin-w-yl) -4-oxo-2-butenoic acid (B-1556) 4- Acid [ (q- ((substituted] aryl) aminosulfonyl) z-halogen) thiophen-w-yl] -2-hydroxy-4-oxo-2-butenoic (B-l557) 1- [(z-alkyl-q- ( ([substituted] heteroaryl) amino)) - pyridin-w-yl] -3-hydroxy-3- ([substituted] -2H-tetrazol-5-yl) -propenyone (B -l558) 1- (q- (([substituted] heteroaryl) alkyl) oxazol-w-yl) -3-hydroxy-3- ([substituted] -2H-tetrazol-5-yl) -propenone (B-l559) 1- [nH- (z-halogeno-q- (([substituted] heteroaryl) -sulfonylamino)) imidazol-w-yl] -3-hydroxy-3- ([substituted] -2H-tetrazole- 5-yl) -propenone (B-1560) 4- [(z-alkyl-q- (([substituted] heteroaryl) • alkyl)) thiophen-w-yl] -2-hydroxy-4-oxo-2- butenoic (B-1561) 3-hydroxy-l- (q- ([substituted] heteroaryl) sulfinyl) -furan-w-yl) -3- ([substituted] -2H-tetrazol-5-yl) -propenone (B-1562) 1- [(z-halogen-q- (([substituted] heteroaryl) -sulfonylamino)) isoxazol-w-yl] -3-hydroxy-3- ([substituted] -1H-1, 2, 4-triazol-3-yl) -propenone (B-1563) 1- [(z-halogen-q- (([substituted] aryl) -sulfonylamino)) thiazol-w-yl] -3-hydroxy-3- ( [substituted] -2H-tetrazol-5-yl) -propenone (B-1564) 4- [(z-alkyl-q- (([substituted] heteroaryl) -sulfonyl)) thiazole-w-2] -2- hydroxy-4-oxo-2-butenoic (B-1565) l- [(z-alkyl-q- (([substituted] aryl) oxycarbonyl)) oxazol-w-yl] -3-hydroxy-3- ([substituted ] -2H-tetrazol-5-yl) -propenone (B-1566) 1- (q- ([substituted] heteroaryl) isoxazol-w-yl) -3-hydroxy-3- ([substituted] -1H-1, 2,4-triazol-3-yl) -propenone (B-1567) 4- (nH-q- (([substituted] aryl) alkyl) imidazol-w-yl) -2-hydroxy-4-oxo-2 acid -butenoic (B-l568) 3-hydroxy-1- (q- (([substituted] aryl) sulfonylamino) -isoxazole-w-yl) -3- ([substituted] -lH-1, 2,4-triazole- 3-yl) -propenone (B-1569) 1- [(z-alkyl-q- (([substituted] heteroaryl) -sulfonylamino)) thiazole-w -yl] -3-hydroxy-3- ([substituted] -2H-tetrazol-5-yl) -propenone (B-1570) 1- [(q- (([substituted] heteroaryl) carbonylamino) -z-halogen) furan-w-yl] -3-hydroxy-3- ([substituted] -1H-1, 2,4-triazol-3-yl) -propenyone (B-1571) l- [(q- (([substituted] heteroaryl) alkyl) -z-halogen) isoxazol-w-yl] -3-hydroxy-3- ([substituted] -2H-tetrazol-5-yl) -propenone (B-1572) 4- [(z-halogen -q- (([substituted] heteroaryl) -oxi)) furan-w-yl] -2-hydroxy-4-oxo-2-butenoic (B-1573) 1- [(z-halogen-q- (1- hydroxy- ([substituted] aryl) -methyl)) thiazol-w-yl] -3-hydroxy-3- ([substituted] -2H-tetrazol-5-yl) -propenyone (B-1574) 1- [(q - (([substituted] heteroaryl) aminosulfonyl) -z-halogen) thiophen-w-yl] -3-hydroxy-3- ([substituted] -1 H-1,2,4-triazol-3-yl) -propenone ( B-1575) 1- (q- (([substituted] heteroaryl) carbonyl) pyrrol-w-yl) -3-hydroxy-3- ([substituted] -2H-tetrazol-5-yl) -propenone (B-1576 ) 1- [(z-alkyl-q- (([substituted] aryl) carboxy)) -pyridin-w-yl] -3-hydroxy-3- ([su substituted] -1H-1, 2,4-triazol-3-yl) -propenone (B-1577) 1- [(z-halogen-q- (([substituted] aryl) sulfinyl)) -furan-w-il ] -3-hydroxy-3- ([substituted] -2H-tetrazol-5-yl) -propenone (B-1578) l- [(z-alkyl-q- (([substituted] aryl) sulfinyl)) -oxazole -w-il] -3-hydroxy-3- ([substituted] -2H-tetrazol-5-yl) -propenone (B-1579) l- [(z-alkyl-q- (([substituted] aryl) thiazole -w-il] -3-hydroxy-3- ([substituted] -2H-tetrazol-5-yl) -propenone (B-1580) 4 - [(q- (([substituted] heteroaryl) aminocarbonyl) -z acid -halogen) thiophen-w-yl] -2-hydroxy-4-oxo-2-butenoic (B-1581) 1- [(q- (([substituted] heteroaryl) aminosulfonyl) -pyrrol-w-yl) -3 -hydroxy-3- ([substituted] -2H-tetrazol-5-yl) -propenone (B-l582) l- [(q- (([substituted] heteroaryl) alkyl) -z-halogen) isoxazole-w-il ] -3-hydroxy-3- ([substituted] -1H-1,2,4-triazol-3-yl) -propenone (B-l583) 1- [(z-halogen-q- (([substituted] aryl] ) sulfonyl)) -isoxazole-w-yl] -3-hydroxy-3- ([substituted] -1H-1,2,4-triazol-3-yl) -propenyone (B) -1584) 1- [(z-alkyl-q- (1-hydroxy- (([substituted] aryl) -methyl)) thiazol-w-yl] -3-hydroxy-3- ([substituted] -2H-tetrazole - 5-yl) -propenone (B-1585) 4- [nH- (z-alkyl-q- (([substituted] -heteroaryl)) pyrazol-w-yl] -2-hydroxy-4-oxo-2 acid -butenoic (B-1586) l- [(z-halogen-q- (([substituted] heteroaryl) sulfonylamino)) pyridin-w-yl] -3-hydroxy-3- ([substituted] -1H-1, 2 , 4-triazol-3-yl) -propenone (B-1587) 4- (q- (([substituted] aryl) carbonylamino) pyrrol-w-yl) -2-hydroxy-4-oxo-2-butenoic acid (B-1588) l- [(z-alkyl) -q- (([substituted] heteroaryl) thio)) -isoxazole-w-yl] -3-hydroxy-3- ([substituted] -1H-1, 2,4-triazol-3-yl) -propenone (B-1589) 1- [(q- (([substituted] aryl) aminocarbonyl) -z-halogen) thiophen-w-yl] -3-hydroxy-3 - ([substituted] -1H-1, 2,4-triazol-3-yl) -propenone (B-1590) 4- (q- (([substituted] aryl) aminocarbonyl) -isoxazole-w-yl) - 2-hydroxy-4-oxo-2-butenoic (B-1591) 1- (q- (([substituted] aryl) aminocarbonyl) oxazol-w-yl) -2-hydroxy-4-oxo-2-butenoic acid ( B-l592) 3-hydroxy-l- (q- (([substituted] heteroaryl) carboxy) -oxazol-w-yl) -3- ([substituted] -1 H-1,2,4-triazole-3-yl) ) -propenone (B-1593) 2-hydroxy-4-oxo-4- (nH-q- (([substituted] - aryl) sulfonyl) pyrazol-w-yl) -2-butenoic acid (B-1594) Acid 4 - [(q- (([substituted] heteroaryl) aminosulfonyl) -z-halogen) oxazol-w-yl] -2-hydroxy-4-oxo-2-butenoic (B-1595) 4- [nH (z -halogen-q- (1-hydroxy- ([substituted] heteroaryl) methyl)) imidazole-w-yl] -2-hydroxy-4-oxo-2-butenoic (B-1596) 1- [nH- (z- halogen-q- (([substituted] heteroaryl) -sulfonyl)) pyrazol-w-yl] -3-hydroxy-3- ([sust ituido] -2H-tetrazol-5-yl) -propenone (B-1597) 1- [(z-halogeno-q- (([substituted] heteroaryl) thio)) -isoxazole-w-yl] -3-hydroxy- 3- ([substituted] -2H-tetrazol-5-yl) -propenone (B-1598) l- [nH- (z-alkyl-q- (([substituted] aryl) sulfinyl)) -pyrazol-w-yl ] -3-hydroxy-3- ([substituted] -2H-tetrazol-5-yl) -propenone (B-1599) 4- [(q- (([substituted] heteroaryl) carboxy) -z-alkyl) thiazole acid -w-il] -2-hydroxy-4-oxo-2-butenoic (B-1600) l- [(z-alkyl-q- (([substituted] heteroaryl) alkyl)) oxazole-w-yl] -3 -hydroxy-3- ([substituted] -1H-1, 2,4-triazol-3-yl) -propenone (B-1601) 1- [(q- (([substituted] aryl) carboxy) -z-halogen ) -pyrrol-w-yl] -3-hydroxy-3- ([substituted] -1H-1, 2,4-triazol-3-yl) -propenone (B-1602) 1- [(q- (([ substituted] aryl) -z-halogen) oxazol-w-yl] -2-hydroxy-4-oxo-2-butenoic acid. (B-1603) 4- [(q- (([substituted] heteroaryl) carboxy) -z-halogen) furan-w-yl] -2-hydroxy-4-oxo-2-butenoic acid (B-1604) - [n H- (z-alkyl-q- (([substituted] aryl) -aminosulfonyl)) imidazol-w-yl] -3-hydroxy-3- ([substituted] -1 H- 1,2,4-triazole- 3-yl) -propenone (B-1605) 3-hydroxy-l- (q- (([substituted] heteroaryl) carboxy) -oxazol-w-yl) -3- ([substituted] -2H-tetrazole-5-) il) -propenone (B-1606) 1- (q- (([substituted] heteroaryl) carbonyl) thiazol-w-yl) -3-hydroxy-3- ([substituted] -2H-tetrazol-5-yl) - propenone (B-1607) 4- [(z-alkyl-q- (([substituted] heteroaryl) -carbonyl)) pyrrol-w-yl] -2-hydroxy-4-oxo-2-butenoic acid (B-1608) ) 1- (q- ((substituted [aryl] aminosulfonyl) pyridin-w-yl) -3-hydroxy-3- ([substituted] -H-tetrazol-5-yl) -propenone (B-1609) 3-hydroxy-3- ([substituted] -2H-tetrazol-5-yl) -1- (q- (([substituted] aryl) thio) isoxazol-w-yl) -propenone (B- 1610) l - [(q - ((substituted] heteroaryl) carbonylamino) -z-halogen) oxazol-w-yl] -3-hydroxy-3- ([substituted] -1H-1,2,4-triazole- 3-yl) -propenone (B-1611) 4- ((z-alkyl-q- (([substituted] heteroaryl) oxy)) isoxazole-w-yl] -2-hydroxy-4-oxo-2-butenoic acid (B-1612) 1- [(q- (([substituted] aryl) aminocarbonyl) -z-halogen) pyridin-w-yl] -3-hydroxy-3- ([substituted] -2H-tetrazole-5- il) -propenone (B-1613) 4- [(q- (([substituted] aryl) aminosulfonyl) -z-halogen) furan-w-yl] -2-hydroxy-4-oxo-2-butenoic acid (B -l614) 1- [(q- (([substituted] aryl) aminocarbonyl) -z-halogen) thiazol-w-yl] -3-hydroxy-3- ([substituted] -2H-tetrazol-5-yl) - propenone (B-1615) 3-hydroxy-l- (q- (([substituted] heteroaryl) -sulfinyl) isoxazole-w-yl) -3- ([substituted] -lH-1, 2,4-triazole-3 -yl) -propenone (B-1616) 1- (q- (([substituted] heteroaryl) carbonylamino) -pyrrole-w -yl) -3-hydroxy-3- ([substituted] -2H-tetrazol-5-yl) -propenone (B-1617) 4- (nH-q- (([substituted] heteroaryl) carbonyl) imidazole-w -yl) -2-hydroxy-4-oxo-2-butenoic (B-1618) 4- [(z-alkyl-q- ([substituted] heteroaryl)) -thiophen-w-yl] -2-hydroxy- 4-oxo-2-butenoic (B-1619) 4- [(z-alkyl-q- (([substituted] aryl) -aminosulfonyl)) pyrrol-w-yl] -2-hydroxy-4-oxo-2 -butenoic (B-1620) 4- [(z-halogeno-q- (([substituted] aryl) thio)) -furan-w-yl] -2-hydroxy-4-oxo-2-butenoic acid (B-1621) 1- (nH-q- (([substituted] aryl) aminocarbonyl) pyrazol-w-yl) -3-hydroxy-3- ([substituted] -2H-tetrazol-5-yl) -propenyone (B-1622) l - [(z-alkyl-q- (([substituted] heteroaryl) aminosulfonyl)) isoxazol-w-yl] -3-hydroxy-3- ([substituted] -1H-1,2,4-triazole-3-yl] ) -propenone (B-1623) 1- [(z-alkyl-q- (1-hydroxy- ([substituted] aryl) -methyl)) thiophen-w-yl] -3-hydroxy-3- ([substituted] -1H- 1,2, 4-triazol-3-yl) -propenone (B-1624) 4- [(z-alkyl-q- (([substituted] aryl) carboxy)) thiophen-w-yl] -2-hydroxy -4-oxo-2-butenoic (B-1625) 2-hydroxy-4- (q- (1-hydroxy- ([substituted] -aryl) methyl) isoxazol-w-yl) -4-oxo-2- butenoic (B-1626) 3-hydroxy-1- (q- (([substituted] heteroaryl) -carboxy) pyrrol-w-yl) -3- ([substituted] -1 H-1,2,4-triazole-3 -yl) -propenone (B-1627) 1- [nH- (z-halogen-q- (([substituted] heteroaryl) -oxy)) pyrazol-w-yl] -3-hydroxy-3- ([substituted] -1H-1, 2,4-triazol-3-yl) -propenone (B-1628) 4- [nH- (z-alkyl-q- (([substituted] -heteroaryl) sulfinyl)) pyrazole-w- acid il] -2-hydroxy-4-oxo-2-butenoic (B-1629) l- [nH- (z-halogeno-q- (([substituted] heteroaryl) oxycarbonyl)) imidazol-w-yl] -3- hydroxy-3- ([substituted] -2H-tetrazol-5-yl) -propenone (B-1630) 1- [(z-alkyl-q- (1-hydroxy- (([substituted] -heteroaryl) met il)) isoxazol-w-yl] -3-hydroxy-3- ([substituted] - 1 H-1,2,4-triazol-3-yl) -propenone (B-1631) 1- [(q- (( [substituted] aryl) carboxy) -z-halogen) isoxazol-w-yl] -3-hydroxy-3- ([substituted] -1 H-1,2,4-triazol-3-yl) -propenyone (B-1632 ) 1- (q- ((substituted [heteroaryl] carboxy) furan-w-yl) -3-hydroxy-3- ([substituted] -2H-tetrazol-5-yl) -propenyone (B-1633) Acid 4 - [(q- ((substituted] heteroaryl) aminosulfonyl) -z-halogen) thiazol-w-yl] -2-hydroxy-4-oxo-2-butenoic (Bl 634) 1- [(z-halogen-q - (([substituted] heteroaryl) thio)) - furan-w-yl] -3-hydroxy-3- ([substituted] -1H-1, 2,4-triazol-3-yl) -propenone (B-1635 ) l- [(z-alkyl-q- (([substituted] aryl) carbonylamino)) furan-w-yl] -3-hydroxy-3- ([substituted] -2H-tetrazol-5-yl) -propenone ( B-1636) 4- [nH- (z-halogeno-q- (([substituted] aryl) • sulfinyl)) imidazol-w-yl] -2-hydroxy-4-oxo-2-butenoic acid (B-1637) ) 1- [(q- (([substituted] heteroaryl) carboxy) -z-alkyl) furan-w-yl] -3-hydroxy-3- ([substituted] [0151] [0 ([(q- (([substituted] aryl) -z-halogen) oxazole-w-yl] -3-hydroxy-3- ( [substituted] -lH-1, 2,4-triazol-3-yl) -propenone (B-1639) 1- (q- ([substituted] aryl) thiophen-w-yl) -3-hydroxy-3- ( [substituted] -2H-tetrazol-5-yl) -propenone (B-1640) 3-hydroxy-l- (q- (([substituted] heteroaryl) -sulfonylamino) thiophen-w-yl) -3- ([substituted ] -2H-tetrazol-5-yl) -propenone (B-1641) 3-hydroxy-l- (q- (([substituted] heteroaryl) -sulfonyl) thiazole-w-yl) -3- ([substituted] - 2H-tetrazol-5-yl) -propenone (B-1642) 4- [(z-halogeno-q- (([substituted] heteroaryl) oxycarbonyl)) oxazole-w-yl] -2-hydroxy-4-oxo -2-butenoic (B-1643) l- [nH- (z-halógéno-q- (([substituted] heteroaryl) sulfonyl)) imidazol-w-yl] -3-hydroxy-3- ([substituted] -1H-1, 2 , 4-triazol-3-yl) -propenone (B-1644) l- [nH- (q- ((substituted] aryl) alkenyl) -z-halogen) pyrazol-w-yl] -3-hydroxy-3- ([substituted] -1H-1, 2 , 4-triazol-3-yl) -propenone (B-1645) 1- [(z-halogeno-q- (([substituted] aryl) sulfonyl)) thiophen-w-yl] -3-hydroxy-3- ( [substituted] -1H-1, 2,4-triazol-3-yl) -propenone (B-1646) l- [(z-halogen-q- (1-hydroxy- ([substituted] heteroaryl) methyl)) pyrrole -w-il] -3-hydroxy-3- ([substituted] -2H-tetrazol-5-yl) -propenyone (B-l647) 3-hydroxy-l- (q- (([substituted] aryl) sulfonylamino) -thiazole-w-yl) -3- ([substituted] -2H-tetrazol-5-yl) -propenone (B-1648) 1- (q- (([substituted] aryl) alkyl) pyridin-w-yl) -3-hydroxy-3- ([substituted] -1H-1, 2,4-triazol-3-yl) -propenone (B-1649) 2-Hydroxy-4-oxo-4- (nH-q- (([substituted] heteroaryl) sulfonylamino) pyrazol-w-yl) -2-butenoic acid (B-1650) 1- (q- (([substituted] heteroaryl) alkenyl) isoxazol-w-yl) -3-hydroxy-3- ([substituted] -2H-tetrazol-5-yl) -propenone (B-1651) 4- [(q- (([substituted] aryl) carboxy) -z-halogen) oxazol-w-yl] -2-hydroxy-4-oxo-2-butenoic acid (B-1652) 1 - [(q- (([substituted] heteroaryl) amino) -z-halogen) furan-w-yl] -3-hydroxy-3- ([substituted] -2H-tetrazol-5-yl) -propenone (B- 1653) 4- (nH-q- (([substituted] aryl) imidazole-w-yl) -2-hydroxy-4-oxo-2-butenoic acid (B-1654) 4- [(z-halogen-q - (([substituted] -heteroaryl) sulfonyl)) thiazol-w-yl] -2-hydroxy-4-oxo-2-butenoic (B-1665) 1- [n H- (z-halogen-q- (([ substituted] aryl) thio)) -imidazole-w-yl] -3-hydroxy-3- ([substituted] -1H-1,2,4-triazol-3-yl) -propenyone (B-1656) Acid 2- hydroxy-4-oxo-4- (q- (([substituted] -heteroaryl) oxycarbonyl) isoxazole-w-yl) -2-butenoic acid (B-1657) 4- [(q- (([substituted] aryl) aminocarbonyl) -z-halogen) pyrrol-w-yl] -2-hydroxy-4-oxo-2-butenoic (B-1658) 1- [(z-halogen-q- (([substituted] aryl) -oxycarbonyl) ) thiazol-w-yl] -3-hydroxy-3- ([substituted] -2H-tetrazol-5-yl) -propenone (B-1659) l- [(z- alkyl-q- (([substituted] aryl) sulfonyl)) pyrrol-w-yl] -3-hydroxy-3- ([substituted] -2H-tetrazol-5-yl) -propenyone (B-1660) 1- [ (z-halogen-q- (([substituted] heteroaryl) -oxycarbonyl)) pyridin-w-yl] -3-hydroxy-3- ([substituted] -2H-tetrazol-5-yl) -propenyone (B-1661 ) 1- [nH- (q- ((substituted] aryl) aminosulfonyl) -z-halogen) pyrazol-w-yl] -3-hydroxy-3- ([substituted] -1H-1,2,4-triazole) -3-yl) -propenone (B-1662) 4- [(z-alkyl-q- (([substituted] heteroaryl) amino)) thiophen-w-yl] -2-hydroxy-4-oxo-2- butenoic (B-1663) l- [(z-alkyl-q- (([substituted] heteroaryl) carbonyl)) oxazol-w-yl] -3-hydroxy-3- ([substituted] -2H-tetrazole-5-) il) -propenone (B-1664) 3-hydroxy-l- (q- (([substituted] aryl) oxy) thiazole-w-yl) -3- ([substituted] -lH-1, 2,4-triazole -3-yl) -propenone (B-1665) 1- [n H- (z-alkyl-q- (([substituted] aryl) imidazol-w-yl] -3-hydroxy-3- ([substituted] -2H -tetrazol-5-yl) -propenone (B-1666) 1- [(z-alkyl-q- (([substituted] aryl) carboxy)) -pyridin-wi l] -3-hydroxy-3- ([substituted] -2H-tetrazol-5-yl) -propenone (B-1667) 1- [nH- (q- (([substituted] aryl) carbonylamino) -z-halogen ) imidazol-w-yl] -3-hydroxy-3- ([substituted] -1H-1, 2,4-triazol-3-yl) -propenone (B-1668) 2-hydroxy-4-oxo-4 acid - (q- ((substituted] aryl) sulfonyl) pyrrol-w-yl) -2-butenoic (B-l669) 3-hydroxy-1- (q- (([substituted] heteroaryl) oxy) -pyrrole-w -yl) -3- ([substituted] -2H-tetrazol-5-yl) -propenone (B-1670) l- [(z-alkyl-q- (([substituted] heteroaryl) thio)) -thiazole-w-yl] -3-hydroxy-3- ([substituted] -1H-1, 2, 4-triazol-3-yl) -propenone (B-1671) 1- [(z-alkyl-q- (([substituted] heteroaryl) alkyl)) -furan-w-yl] -3-hydroxy-3- ( [substituted] -1H-1, 2,4-triazol-3-yl) -propenone (B-1672) l- [(z-alkyl-q- (([substituted] aryl) sulfonyl)) -pyridin-w- il] -3-hydroxy-3- ([substituted] -2H-tetrazol-5-yl) -propenone (B-1673) l- [(z-halogen-q- (([substituted] heteroaryl) oxy)) - furan-w-il] -3-hydroxy-3- ([substituted] -1H-1, 2,4-triazol-3-yl) -propenone (B-1674) 4- [(q- (([substituted] aryl) carbonylamino) -z-halogen) pyrrol-w-yl] -2-hydroxy- 4-oxo-2-butenoic (B-1675) 1- [(q- ((substituted] heteroaryl) alkenyl) -z-alkyl) thiazol-w-yl] -3-hydroxy-3- ([substituted] - 1H-1, 2,4-triazol-3-yl) -propenone (B-1676) l- [nH- (z -halogen-q- (([substituted] aryl) oxy)) imidazole-w-yl] - 3-hydroxy-3- ([substituted] -2H-tetrazol-5-yl) -propenone (B-1677) 1- [(q- (([substituted] heteroaryl) carboxy) -z-halogen) thiophen-w- il] -3-hydroxy-3- ([substituted] -1H-1,2,4-triazol-3-yl) -propenone (B-1678) 4- [nH- (q- (([substituted] heteroaryl] ) carboxy) z-halogen) imidazol-w-yl] -2-hydroxy-4-oxo-2-butenoic (B-1679) 1- [(z-alkyl-q- (([substituted] heteroaryl) -sulfonyl) ) pyridin-w-yl] -3-hydroxy-3- ([substituted] -1H-1,2,4-triazol-3-yl) -propenone (B-1680) 4- [(z-halogen-q) - (([substituted] heteroaryl) sulfinyl)) oxazol-w-yl] -2-hydroxy-4-oxo-2-butenoic (B-l681) 1- [(z-alkyl) -q- (([substituted] heteroaryl) -aminocarbonyl)) thiazol-w-yl] -3-hydroxy-3- ([substituted] -1H-1,2,4-triazol-3-yl) -propenyone (B -1682) 4- [(z-halogeno-q- (([substituted] aryl) sulfonyl)) furan-w-yl] -2-hydroxy-4-oxo-2-butenoic acid (B-1683) 1- ( n H-q- (([substituted] heteroaryl) carbonylamino) -imidazol-w-yl) -3-hydroxy-3- ([substituted] -1 H-1,2,4-triazol-3-yl) -propene (B -1684) 2-Hydroxy-4-oxo-4- (q- (([substituted] aryl) -sulfonyl) oxazole-w-yl) -2-butenoic acid (B-1685) 4- [(z-halogen -q- (([substituted] aryl) • sulfonylamino)) oxazol-w-yl] -2-hydroxy-4-oxo-2-butenoic (B-1686) 4- (nH-q- (([substituted]] heteroaryl) -carbonylamino) pyrazol-w-yl) -2-hydroxy-4-oxo-2-butenoic (B-l687) l- [(z-alkyl-q- (([substituted] aryl) -aminosulfonyl)) thiophen -w-il] -3-hydroxy-3- ([substituted] -1H- 1, 2,4-triazol-3-yl) -propenone (B-1688) 4- [nH- (z-halogen-q - ([substituted] heteroaryl)) imidazol-w-yl] -2-hydroxy-4-oxo-2-butenoic (B-1689) 3- hydroxy-l- (nH-q- (([substituted] aryl) sulfinyl) -pyrazol-w-yl) -3- ([substituted] -1 H-1,2,4-triazol-3-yl) -propenone ( B-1690) l- [(z-alkyl-q- (([substituted] aryl) -sulfonylamino)) pyridin-w-yl] -3-hydroxy-3- ([substituted] -1H-1,2,4 -triazol-3-yl) -propenone (B-1691) l- [(z-alkyl-q- (([substituted] aryl) sulfonylamino)) imidazol-w-yl] -3-hydroxy-3- ([substituted ] -1H-1,2,4-triazol-3-yl) -propenone (B-1692) 4- (q- (([substituted] aryl) amino) thiophen-w-yl) -2-hydroxy- oxo-2-butenoic (B-1693) l- [(z-halogen-q- (([substituted] heteroaryl) sulfonylamino)) oxazol-w-yl] -3-hydroxy-3- ([substituted] -2H- tetrazol-5-yl) -propenone (B-1694) 4- [nH- (z-alkyl-q- (([substituted] -heteroaryl) oxycarbonyl)) pyrazol-w-yl] -2-hydroxy-4- oxo-2-butenoic (B-1695) 4- ((z-alkyl-q- (([substituted] heteroaryl) -alkyl)) pyridin-w-yl] -2-hydroxy-4-oxo-2-butenoic acid (B-1696) 4- ((z-alkyl-q- (([substituted] aryl) -aminosulfonyl)) thiazol-w-yl] -2-hydroxy acid -4-oxo-2-butenoic (B-1697) 1- [(z-halogeno-q- (([substituted] aryl) oxy)) oxazol-w-yl] -3-hydroxy-3- ([substituted] -2H-tetrazol-5-yl) -propenone (B-1698) 4- [nH- (z-alkyl-q- (1-hydroxy- ([substituted] -heteroaryl) methyl)) imidazole-w-yl] -2-hydroxy-4-oxo-2-butenoic (B-1669) l- (q- (([substituted] aryl) carbonyl) thiazol-w-yl) -3-hydroxy-3- ([substituted] -2H -tetrazol-5-yl) -propenone (B-1700) 1- [(q- ((substituted] heteroaryl) carbonylamino) -z-halogen) thiazol-w-yl] -3-hydroxy-3- ([substituted ] -2H-tetrazol-5-yl) -propenone (B-1701) 1- [(z-alkyl-q- (([substituted] aryl) thio)) isoxazol-w-yl] -3-hydroxy-3- ([substituted] -lH-1, 2,4-triazol-3-yl) -propenyone (B-1702) 1- [(z-alkyl-q- (([substituted] heteroaryl) -sulfinyl)) pyrrole-w -yl] -3-hydroxy-3- ([substituted] -2H-tetrazol-5-yl) -propenone (B-1703) l- [(z-alkyl-q- (([substituted] heteroaryl) thio)) -isoxazole-w-yl] -3-hydroxy-3- ([substituted] -2H-tetrazol-5-yl) -propenone (B-1704) 1- [(z-halogen-q- (( [substituted] heteroaryl) -oxycarbonyl)) thiophen-w-yl] -3-hydroxy-3- ([substituted] -2H-tetrazol-5-yl) -propenone (B-1705) 4- (nH-q- (([substituted] aryl) alkyl) pyrazol-w-yl) -2-hydroxy-4-oxo-2-butenoic (B-1706) 4- [(z-halogeno-q- (([substituted] aryl) -sulfinyl)) thiazol-w-yl] -2-hydroxy-4-oxo-2-butenoic (B-l707) 1- (nH-q- (([substituted] aryl) carboxy) pyrazol-w-yl) - 3-hydroxy-3- ([substituted] -1H-1, 2,4-triazol-3-yl) -propenone (B-1708) 4- [(z-halogeno-q- (([substituted] aryl) sulfonyl)) thiophen-w-yl] -2-hydroxy- 4-oxo-2-butenoic (B-1709) 4- [(z-Alkyl-q- (([substituted] heteroaryl) -thio)) pyridin-w-yl] -2-hydroxy-4-oxo-2 -butenoic (B-1710) l- [(q- (([substituted-heteroaryl) carbonylamino) -z-halogen) pyrrol-w-yl] -3-hydroxy-3- ([substituted] -2H-tetrazol-5-yl] ) -propenone (B-1711) l - [(q- (([substituted] alkenyl) -z-alkyl) thiazole-w-yl] -3-hydroxy-3- ([substituted] -2H-tetrazole-5-) il) -propenone (B-1712) 4- [nH- (z-halogeno-q- (([substituted] sulphonylamino)) imidazole) -w-yl] -2-hydroxy-4-oxo-2-butenoic acid ( B-1713) 2-hydroxy-4-oxo-4- (nH-q- (([substituted-heteroaryl) sulfinyl) imidazole-w-yl) -2-butenoic acid (B-1714) l- (z-halogen-q) - ((substituted] aryl) sulfinyl)) oxazol-w-yl] -3-hydroxy-3- ([substituted] -2H-tetrazol-5-yl) -propenyone (B-1715) 4 - [(z -halogen-q- (([substituted] sulfonylamino)) thiazol-w-yl] -2-hydroxy-4-oxo-2-butenoic (B-1716) l - [(z-halogen-q- (([substituted heterohexyl) sulfonyl)) oxazole-w-yl] -3-hydroxy-3- ([substituted J-lH-1,2,4-triazole- 3-yl) -propenone (B-1717) 4- [(q- (([substituted] heteroaryl) carboxy) -z-halogen) pyridin-2-yl-2-hydroxy-4-oxo-2-butenoic acid (B- 1718) l - [(z-halogen-q- (([substituted-heteroaryl] sulfonyl)) isoxazole-w-yl-3-hydroxy-3- ([substituted-2H-tetrazol-5-yl] -propenyone (B-1719 ) 4- [(z-halogen-q- (([substituted] oxycarbonyl)) pyrrol-w-yl-2-hydroxy-4-oxo-2-butenoic (B-1720) acid 4- [nH- (z -halogen-q- (([substituted-heteroaryl)) pyrazol-w-yl-2-hydroxy-4-oxo-2-butenoic (B-1721) l- [nH (z-alkyl-q- (1-hydroxy- ( [substituted] heteroaryl) methyl)) imidazol-w-yl-3-hydroxy-3- ([substituted] -lH-1,2,4-triazol-3-yl) -propenyone (B-1722) l - [( z-halogen-q- (([substituted-heteroaryl) sulfonyl)) furan-w-yl-3-hydroxy-3- ([substituted] -lH-1,2,4-triazol-3-yl) -propenyone (B-) 1723) 4 - [(q- (([substituted heteroaryl) aminosulfonyl) -z-halogen o) pyridin-w-yl-2-hydroxy-4-oxo-2-butenoic acid (B-1724) 4- [(z-halogeno-q- (([substituted] heteroaryl)) isoxazole-w-yl-2-hydroxy -4-oxo-2-butenoic (B-1725) l- [nH- (z-halogeno-q- (([substituted [heteroaryl] thio)) pyrazol-w-yl-3-hydroxy-3- ([substituted] - lH-1, 2,4-triazol-3-yl) -propenone (B-1726) 3-hydroxy-l- (q- (([substituted] thyl) isoxazol-w-yl) -3- ([substituted] lH-1, 2,4-triazol-3-yl) -propenone (B-1727) 4- [(z-alkyl-q- (([substituted] carbonyl)) pyrrol-w-yl] -2-hydroxy -4-oxo-2-butenoic (B-1728) l- [nH- (z-alkyl-q- (([substituted] thio)) imidazole-w-yl] -3-hydroxy-3- ([substituted] -lH-1,2,4-triazol-3-yl) -propenyone (B-1729) l - [(z-alkyl-q- (([substituted] heteroaryl) carbonyl)) pyrrol-w-yl-3-hydroxy- 3- ([substituted] -2H-tetrazol-5-yl) -propenyone (B-1730) 1- (q- (([substituted] carbonyl) furan-w-yl) -3-hydroxy-3- ([substituted] -lH-1, 2,4-triazol-3-yl) -propenone (B-1731) 4- [nH- (z-alkyl-q- (([substituted] alkyl) imidazole-w -IL-2-hydroxy-4-oxo-2-butenoic (B-1732) l- [nH- (z-halogeno-q- (1-hydroxy- (([substituted] heteroaryl) methyl)) pyrazole-w- ILJ-3-hydroxy-3- ([substituted] -2H-tetrazol-5-yl) -propenyone (B-1733) 4- [(z-alkyl-q- (([substituted] carbonyl)) pyridin-w -IL-2-hydroxy-4-oxo-2-butenoic (B-1734) l - [(z-alkyl-q- (([substituted) carbonyl)) furan-w-yl] -3-hydroxy-3- ([substituted J-lH-1,2,4-triazol-3-yl] -propenone (B-1735) 3-hydroxy-l- (q- (1-hydroxy- ([substituted) methyl) thiazole-w-il ) -3- ([substituted] -2H-tetrazol-5-yl) -propenone (B-1736) 1- (q- (([substituted] carbonyl) thiophen-w-yl) -3-hydroxy-3- ( [substituted J-lH-1, 2,4-triazol-3-yl] -propenone (B-1737) 3-hydroxy-lq- (([substituted] heteroaryl) sulfonylamino) thiophen-w-yl) -3 - ([substituted] lH-1, 2,4-triazol-3-yl) -propenone (B-1738) 4- [(z-alkyl-q- (([substituted-heteroaryl] sulfonyl)) pyridin-w-yl] -2-hydroxy -4-oxo-2-butenoic (B-1739) l- [nH- (q- (([substituted] heteroaryl) carboxy) -z-alkyl) imidazole -w-il] -3-hydroxy-3- ([substituted J-2H-tetrazol-5-yl) -propenone (B-1740) 4- [(z-halogeno-q- (([substituted-heteroaryl]) pyrrol- w-il] -2-hydroxy-4-oxo-2-butenoic (B-1741) l- [nH- (z-alkyl-q- (([substituted] heteroaryl) sulfonylamino)) pyrazol-w-yl-3-hydroxy -3- ([substituted J-lH-1, 2,4-triazol-3-yl) -propenone (B-1742) l- [(z-halogen-q- (1-hydroxy- ([substituted heterohexyl) methyl)) thiophen-w-yl] -3-hydroxy -3- ([substituted J-lH-1, 2,4-triazol-3-yl) -propenone (B-1743) l- [(z-halogen-q- (([substituted] thio)) thiophen-w- ILJ-3-hydroxy-3- ([substituted] -2H-tetrazol-5-yl) -propenyone (B-1744) 3-hydroxy-l- (nH-q- (([substituted] sulphonyl) imidazole-w- il) -3- ([substituted-2H-tetrazol-5-yl] -propenone (B-1745) 4- [(z-halogeno-q- (([substituted] oxycarbonyl)) pyridin-w-yl] - 2-hydroxy-4-oxo-2-butenoic (B-1746) l- [(q- (([substituted] heteroaryl) aminocarbonyl) -z-halogen) oxazol-w-yl] -3-hydroxy-3- ([substituted] -lH-1, 2,4-triazol-3-yl) -propenone (B-1747) 4- [(q- (([substituted] heteroaryl) carbonyl) -z-halogen) pyridin-w-yl] -2- hydroxy-4-oxo-2-butenoic (B-1748) 3-hydroxy-l- (q- (1-hydroxy- ([substituted-heteroaryl) methyl) thiazole-w-yl) -3- ([substituted] -1H-1 , 2,4-triazol-3-yl) -propenone (B-1749) 4- [(z-halogen-q- (([substituted] dojheteroaryl) oxycarbonyl)) pyridin-w-yl] -2-hydroxy-4-oxo-2-butenoic (B-1750) l - [(z-alkyl-q- (([substituted] oxycarbonyl)) thiophen-w- IJ-3-hydroxy-3- ([substituted J-2H-tetrazol-5-yl) -propenone (B-1751) 2-hydroxy-4-oxo-4- (q- ([substituted) sulphonylamino) isoxazole-w -yl) -2-butenoic (B-1752) l - [(z-alkyl-q- (([substituted] heteroaryl) oxy)) oxazole-w-yl-3-hydroxy-3- ([substituted] -lH-l , 2,4-triazol-3-yl) -propenone (B-1753) l- [(z-halogen-q- (1-hydroxy- ([(substituted) methyl)) pyrrol-w-yl] -3-hydroxy -3- ([substituted] -lH-1, 2,4-triazol-3-yl) -propenone (B-1754) l- [nH (z-alkyl-q- (([substituted -heteroaryl] carbonylamino)) pyrazole- w-yl-3-hydroxy-3- ([substituted] -lH-1,2,4-triazol-3-yl) -propenone (B-1755) 2-hydroxy-4-oxo-4- (q- (([substituted) thio) isoxazole-w-yl) -2-butenoic acid (B-1756) l- [(q- (([ substituted -heteroaryl) aminocarbonyl) -z-halogen) isoxazol-w-yl] -3-hydroxy-3- ([substituted J-lH-1, 2,4-triazol-3-yl) -propenyone (B-1757) 3-hydroxy -l- (q- (1-hydroxy- ([substituted heterohexyl) methyl) furan-w-yl) -3-hydroxy-3- ([substituted J-lH-1,2,4-triazol-3-yl) -propenone (B-1758) l - [(z-alkyl-q- (([substituted] sulphonylamino)) isoxazole-w-yl] -3-hydroxy-3- ([substituted] J-lH-1,2,4-triazole- 3-yl) -propenone (B-1759) 4- [(z-alkyl-q- (([substituted] heteroaryl) sulfonylamino)) thiazole-2-yl-2-hydroxy-4-oxo-2-butenoic acid (B- 1760) l - [(z-halogen-q- (([substituted heterohexyl) sulfonyl)) oxazole-w-yl] -3-hydroxy-3- ([substituted-2H-tetrazol-5-yl] -propenyone (B- 1761) l- [nH- (z -halogen-q- (([substituted) sulfinyl)) pyrazol-w-yl-3-hydroxy-3- ([substituted] -2H-tetrazol-5-yl) -propenone ( Bl 762) 3-hydroxy-l- (nH-q- (([substituted] thio) pyrazole-w-il ) -3- ([substituted] -lH-1,2,4-triazol-3-yl) -propenyone (B-1763) 1- (q- ((substituted [heteroaryl] alkenyl) thiazole-w-yl) -3 -hydroxy-3- ([substituted] -2H-tetrazol-5-yl) -propenone (B-1764) l- (q- (([substituted] heteroaryl) aminocarbonyl) isoxazol-w-yl) -3-hydroxy-3- ([substituted] -2H-tetrazol-5-yl) -propenone (B-1765) 4- (q- (([substituted] heteroaryl) amino) furan-w-yl) -2-hydroxy-4-oxo-2- butenoic (B-1766) l- [(q- (([substituted] amino) -z-halogen) thiof en-w-yl-3-hydroxy-3- ([substituted-2H-tetrazol-5-yl] - propenone (B-1767) 2-hydroxy-4-oxo-4- (q- (([substituted-oxy] -pyridin-w-yl] -2-butenoic acid (B-1768) 1- (q- (([substituted] aminocarnonyl) ) pyrrol-w-yl) -3-hydroxy-3- ([substituted J-lH-1, 2,4-triazol-3-yl) -propenone (B-1769) 1- (q- (([substituted] carbonylamino) thiazole-w-yl) -3-hydroxy-3- ([substituted] -2H-tetrazol-5-yl) -propenyone (B-1770) l- [nH- (z-alkyl-q- (([substituted heterohexyl) sulfonyl)) pyrazol-w-yl-3-hydroxy-3- ([substituted] -lH-1,2,4-triazole-3-yl] ) -propenone (B-1771) l- [(q- (([substituted] heteroaryl) alkenyl) -z-alkyl) oxazole-w-yl-3-hydroxy-3- ([substituted J-lH-1, 2, 4- triazol-3-yl) -propenone (B-1772) 1- (q- (([substituted] heteroaryl) aminosulfonyl) thiazol-w-yl) -3-hydroxy-3- ([substituted] -2H-tetrazol-5-yl) ) -propenone (B-1773) 1- (q- ((substituted [heteroaryl] alkenyl) thiazol-w-yl) -3-hydroxy-3- ([substituted] -lH-1,2,4-triazol-3-yl) - propenone (B-1774) l- (q- (([substituted-heteroaryl) alkyl) -z-halogen) pyrrol-w-yl-3-hydroxy-3- ([substituted] -1H-1, 2,4-triazole- 3-yl) -propenone (B-1775) 4- [(q- (([substituted] heteroaryl) carboxy) -z-alkyl) furan-w-i1J-2-hydroxy-4-oxo-2-butenoic acid (B- 1776) 4- [nH- (z-alkyl-q- (([substituted-heteroaryl) carbonylamino)) imidazol-w-yl-2-hydroxy-4 -oxo-2-butenoic acid (B-1777) l - [( - (([substituted] aminosulfonyl) -z-halogen) pir rol -w-yl] - 3 -hydroxy -3- ([substituted J-lH-1, 2,4-triazol-3-yl) -propenyone (B- 1778) 1- (q- ([substituted heteroaryl) oxazole-w-yl) -3-hydroxy-3- ([substituted J-lH-1,2,4-triazol-3-yl) -propenyone (B-1779) l - [(z-alkyl-q- (([substituted-heteroaryl] oxycarbonyl)) isoxazole-w-yl-3-hydroxy-3- ([substituted] -lH-1,2,4-triazol-3-yl) -propenone (B-1780) l - [(z-alkyl-q- (([substituted] sulfinyl)) furan-w-yl-3-hydroxy-3- ( [substituted J-lH-1, 2,4-triazol-3-yl] -propenone (B-1781) 4- [(z-halogeno-q- (([substituted-heteroaryl] sulfinyl)) pyrrol-w-yl-2 -hydroxy-4-oxo-2-butenoic (B-1782) 4- [(z-alkyl-q- (([substituted] oxycarbonyl)) pyrrol-w-yl-2-hydroxy-4-oxo-2- butenoic (B-1783) 1- (q- (([substituted] alkenyl) pyridin-w-yl) -3-hydroxy-3- ([substituted J-lH-1,2,4-triazol-3-yl] - propenone (B-1784) 4- [(z-alkyl-q- (([substituted -heteroaryl] sulfonyl)) -isoxazole-w-yl-2-hydroxy-4-oxo-2-butenoic acid (B-1785) l ~ [ (q- (([substituted] aminosulfonyl) -z-halogen) isoxazole-w-yl-3-hydroxy-3- ([substituted] -2H-tetrazol-5-yl) -propenone (B-1786) 2- acid hydroxy-4-oxo-4- (q- (([substituted] sulphonylamino) thiazol-w-yl) -2-butenoic (B-1787) l - [(z-halogen-q- (([substituted-heteroaryl] thio)) pyridin-w-yl-3-hydroxy-3- ([substituted J-lH-1,2,4-triazole-3] -yl) -propenone (B-1788) 3-hydroxy-l (q- (([substituted] oxy) thiophen-w-yl) -3- ([substituted] -lH-1,2,4-triazole-3 -yl) -propenone (B-1789) 1- (q- (([substituted] aminocarbonyl) thiophen-w-yl) -3-hydroxy-3- ([substituted] -lH-1,2,4-triazole- 3-yl) -propenone (B-1790) l- [n H- (z-alkyl-q- (([substituted] alkyl carbonylamino)) imidazole-w-yl-3-hydroxy-3- ([substituted] J-lH-1 , 2,4-triazol-3-yl) -propenone (B-1791) 4- [(z-halogeno-q- (([substituted] heteroaryl) sulfinyl)) isoxazol-w-yl-2-hydroxy-4 -oxo -2-butenoic (B-1792) l- [nH- (z-alkyl-q- (([substituted] heteroaryl) carbonylamino)) imidazole-w-yl] -3-hydroxy-3- ([substituted J-lH-1, 2,4-triazol-3-yl) -propenone (B-1793) l - [(z-alkyl-q- (([substituted] aminocarbonyl)) thiazol-w-yl-3-hydroxy-3 - ([substituted ] -lH-1, 2,4-triazol-3-yl) -propenone (B-1794) 4- [(q- (([substituted] heteroaryl) carboxy] ) -z-alkyl- thiophen-w-yl-2-hydroxy-4-oxo-2-butenoic (B-1795) 1- (nH-q- (([substituted aryl) carbonylamino) pyrazol-w-yl) -3 -hydroxy-3- ([substituted] -2H-tetrazol-5-yl) -propenone (B-1796) l- (q- (([substituted] heteroaryl) carbonylamino) isoxazol-w-yl) -3-hydroxy-3- ([substituted J-2H-tetrazol-5-yl] -propenone (B-1797) l- [nH (z-alkyl-q- (([substituted] aminosulfonyl)) imidazol-w-yl] -3-hydroxy-3 - ([substituted J-2H-tetrazol-5-yl] -propenone (B-1798) 4- [(z-halogeno-q- (([substituted) sulfinyl)) thiophen-w-yl] -2-hydroxy- 4-oxo-2-butenoic (B-1799) l- [(q- (([substituted] alkyl carbonylamino) -z-halogen) furan-w-yl-3-hydroxy-3- ([substituted-2H-tetrazole-] 5-yl) -propenone (B-1800) l - [(z-alkyl-q- (([substituted] heteroaryl) carbonyl)) furan-w-yl] -3-hydroxy-3 - ([substituted] -2H-tetrazole -5-yl) -propenone (B-1801 l - [(q- (([substituted] carbonyl) -z-halogen) oxazole-w-ylJ-3-hydroxy-3- ([substituted] J-2H-tetrazole-5 -yl) -propenone (B-1802) 3-hydroxy-l- (q- (([substituted heteroaryl) sulfonyl) furan-w-yl) -3 - ([substituted] -2H-tetrazol-5-yl) -propenone (B-1803) 4 - [(q- (([substituted-heteroaryl] aminocarbonyl) -z- halogen) furan-w-yl J- 2 -hydr oxy-4 -oxo-2 -bu (ico-B-1804) 4- [nH- (q- (([substituted] amino) -z- halogen) pyrazole -w-il] -2-hydroxy-4-oxo-2-butenoic (B-1805) l - [(z-alkyl-q- (([substituted-heteroaryl) alkyl)) pyrrol-w-yl-3-hydroxy- 3- ([substituted J-2H-tetrazol-5-yl) -propenone (B-1806) l- [nH (q- (([substituted] aminosulfonyl) -z-halogen) imidazole-w-yl] -3-hydroxy -3- ([substituted J-lH-1, 2,4-triazol-3-yl) -propenone (Bl 807) l- [(z-alkyl-q- (([substituted] amino)) pyrrol-w-yl -3-hydroxy-3- ([substituted] -2H-tetrazol-5-yl) -propenone (B-1808) 3-hydroxy-l- (q- (([substituted-heteroaryl] sulfonylamino) furan-w-yl) - 3-hydroxy-3- ([substituted] -lH-1,2,4-triazol-3-yl) -propenyone (B-1809) l - [(z-halogen-q- (([substituted] -sulfonylamino)) pyridin-w-yl-3-hydroxy-3- ([substituted J-2H-tetrazol-5-yl) -propenone (B-1810) l- [nH- (z-alkyl-q- (([substituted] oxy)) imidazole-w-yl-3-hydroxy-3- ([substituted J-lH-1, 2, 4 -triazol-3-yl) -propenone (B-1811) 1- (q- (([substituted] heteroaryl) carbonyl) thiophen-w-yl) -3-hydroxy-3- ([substituted J-lH-1, 2, 4 -triazol-3-yl) -propenone (B-1812) l- [nH- (z-halogen-q- (1-hydroxy- ([(substituted) methyl)) imidazole-w-yl-3-hydroxy-3- ([substituted J-lH-1,2,4-triazol-3-yl] -propenone (B-1813) 3-hydroxy-l- (nH-q- ([substituted-heteroaryl) sulfonyl) pyrazol-w-yl) -3 - ([substituted J-2H-tetrazol-5-yl) -propenone (B-1814) 3 -hydroxy-1 (q- (([substituted] sulyl) pyrrol-w-yl) -3- ([substituted J-2H-] tetrazol-5-yl) -propenone (B-1815) l- [nH- (z-halogeno-q- (([substituted] sulphonylamino)) pyrazol-w-yl-3-hydroxy-3- ([substituted] - 2H-tetrazol-5-yl) -propenone (B-1816) 2-hydroxy-4-oxo-4- (q- (([substituted] sulphonylamino) furan-w-yl) -2-butenoic acid (B-1817 ) 3-hydroxy-l (q- (([substituted] heteroaryl) sulfonylamino) thiazole-w-yl) -3- ([ substituted J-lH-1, 2, 4-triazol-3-yl) -propenone (B-1818) 3-hydroxy-l- (q- (([substituted] oxy) pyridin-w-yl) -3- ([substituted] -lH-I, 2,4-triazol-3-yl) -propenone (B-1819) l - [(q- (([substituted] alkenyl) -z-alkyl) isoxazole-w-yl-3-hydroxy-3- ([substituted ] -lH-1, 2,4-triazol-3-yl) -propenyone (B-1820) l- [nH- (z-alkyl-q- (([substituted] oxy)) imidazole-w-yl-3 -hydroxy-3- ([substituted J-2H-tetrazol-5-yl) -propenone (B-1821) 1- (nH-q- (([substituted] alkenyl) imidazol-w-yl) -3-hydroxy-3 - ([substituted J-lH-1, 2,4-triazol-3-yl) -propenyone (B-1822) l - [(z-alkyl-q- (([substituted-heteroaryl] oxy)) pyridin-w-yl- 3-hydroxy-3- ([substituted] -1H-1, 2,4-triazol-3-yl) -propenone (B-1823) 4- (q- (([substituted] carboxy) pyridin-w-yl ) -2-hydroxy-4-oxo-2-butenoic (B-1824) 4- [(z-alkyl-q- (([substituted] alkyl) thiazole-w-yl] -2-hydroxy-4-oxo -2-butenoic (B-1825) l- [(q- (([substituted] -z-halogen) pyridin-w-ylj- 3-hydroxy-3- ([substituted] -lH-1, 2, 4- triazole-3 -il) -propenone (B-1826) 2-hydroxy-4-oxo-4- (q- (([substituted] oxycarbonyl) thiazole-w-yl) -2-butenoic acid (B-1827) 4- [(q- (( [substituted heterohexyl) alkenyl) -z-halogen) pyridin-1-yl-2-hydroxy-4-oxo-2-butenoic acid (B-1828) 4- [nH- (z-alkyl-q- (1-hydroxy) ([substituted] methyl)) pyrazol-w-yl-2-hydroxy-4-oxo-2-butenoic (B-1829) l - [(z-alkyl-q- (([substituted] heteroaryl) carbonylamino) pyridin-w -IJJ-3-hydroxy-3- ([substituted J-2H-tetrazol-5-yl) -propenone (B-1830) 4- [(z-alkyl-q- ([substituted]) isoxazole-w-yl- 2-hydroxy-4-oxo-2-butenoic (B-1831) l- [(z-alkyl-q- (([substituted] carbonyl)) thiophen-w-yl] -3-hydroxy-3- ([substituted ] -lH-l, 2,4-triazol-3-yl) -propenone (B-1832) 4- [(z-alkyl-q- (([substituted-heteroaryl] carbonylamino)) thiophen-w-yl] -2 -hydroxy-4-oxo-2-butenoic (B-1833) 1- (q- (([substituted-heteroaryl) aminocarbonyl) furan-w-yl-3-hydroxy-3- ([substituted J-lH-1, 2, 4 -triazol-3-yl) -propenone (B-1834) 3-hydroxy-l- (nH-q- (([sust ituidoheteroaryl) thio) pyrazol-w-yl-3- ([substituted] -1H-1,2,4-triazol-3-yl) -propenyone (B-1835) l- [(-q- (([substituted-heteroaryl] carbonyl] ) -z-halogen) furan-w-ylJ-3-hydroxy-3- ([substituted J-2H-tetrazol-5-yl) -propenone (B-1836) l - [(z-alkyl-q- (([ substituted heteroaryl) aminosulfonyl)) pyridin-w-yl-3-hydroxy-3- ([substituted] -lH-1,2,4-triazol-3-yl) -propenyone (B-1837) l- [(q- (([substituted] amino) furan-w-yl) -3-hydroxy-3- ([substituted J-lH-1,2,4-triazol-3-yl] - propenone (B-1838) 4- [(z-alkyl-q- (([substituted] alkyl) thio) isoxazol-w-yl] -2-hydroxy-4-oxo-2-butenoic acid (B-1839) acid 4 - [(z-alkyl-q- (([substituted] heteroaryl) sulfinyl)) thiophen-w-yl-2-hydroxy-4-oxo-2-butenoic (B-1840) l- [(-q- (([substituted] heteroaryl aminocarbonyl) -z-halogen) pyridin-w-yl] -3-hydroxy-3- ([substituted J-2H-tetrazol-5-yl) -propenone (B-1841) 2-hydroxy-4-oxo-4 acid - (q- (([substituted-heteroaryl) sulfonylamino) isoxazole-w-yl) -2-butenoic (B-1842) 2-hydroxy-4- (q- (1-hydroxy- (([substituted) methyl) thiazole- w-il) -4-oxo-2-butenoic (B-1843) l- [(z-halogen-q- (1-hydroxy- (([substituted-methyl) methyl)) oxazol-w-yl] -3-hydroxy -3- ([substituted J-lH-1, 2,4-triazol-3-yl) -propenone (B-1844) l- [(q- (([substituted] aminocarbonyl) -z-halogen) oxazole-w- il] -3-hydroxy-3- ([substituted J-lH-1,2,4-triazol-3-yl] -propenyone (B-1845) l- [nH (z-alkyl-q- (1-hydroxy- (([substituted-alkyl) methyl)) pyrazol-w-yl-3-hydroxy-3- ([substituted] -lH-1, 2,4-triazole -3-yl) -propenone (B-1846) l - [(z-halogen-q- (([substituted] thyl)) furan-w-yl] -3-hydroxy-3- ([substituted J-2H-tetrazole -5-yl) -propenone (B-1847) 4- [nH (z-alkyl-q- (([substituted] amino)) imidazol-w-yl] -2-hydroxy-4-oxo-2-butenoic acid (B-1848) l - [(z-alkyl-q- (([substituted] oxycarbonyl)) pyridin-w-yl-3-hydroxy-3 - ([substituted] -lH-1,2,4-triazole- 3-yl) -propenone (B-1849) 4- [(z-alkyl-q- (([substituted] heteroaryl)) oxazole-w-yl-2-hydroxy-4-oxo-2-butenoic acid (B-1850) l- [(q- (([substituted] alkyl) -z-halogen) furan-w-yl-3-hydroxy-3- ([substituted] -lH-1,2,4-triazol-3-yl) - propenone (B-1851) l - [(q- (([substituted] alkyl carbonylamino) -z-halogen) furan-w-yl-3-hydroxy-3- ([substituted] -lH-1,2,4-triazole -3-yl) -propenone (B-1852) l- [nH (z-halogen-q- (([substituted [heteroaryl] thio)) imidazole-w-yl] -3-hydroxy-3- ([substituted J-2] H-tetrazol-5-yl) -propenone (B-1853) l- [(z-alkyl-q- (([substituted] oxy)) oxazole-w-ylj-3-hydroxy-3- ([substituted J-2H] -tetrazol-5-yl) -propenone (B-1854) 1- (q- ((substituted -heteroaryl) alkyl) -isoxazol-w-yl) -3-hydroxy-3- ([substituted] -2H-tetrazole-5-) il) -propenone (B-1855) l- [(z-alkyl-q- (([substituted]) isoxazole-w-yl-3-hydroxy-3- ([substituted] -2H-tetrazole-5-yl) -propenone (B-1856) 4 - [(q- (([substituted heteroaryl) aminosulfonyl) -z-halogen) pyrrol-w-yl-2-hydroxy-2-oxo-2-butenoic acid (B-1857) 2-acid hydroxy-4- (q- (1-hydroxy- (([substituted-alkyl) methyl) furan-w-yl] -4-oxo-2-butenoic (B-1858) 2-hydroxy-4-oxo-4- acid (q- (([substituted heteroaryl) oxycarbonyl) pyridin-w-yl) -2-butenoic (B-1859) 3-hydroxy-l- (q- (([substituted] sulphonyl) furan-w-yl) -3- ([substituted J-2H-tetrazol-5-yl] -propenone (B-1860) l- [(z-halogen-q- (([substituted] thio)) oxazole-w-yl-3-hydroxy-3- ( [substituted] -2H-tetrazol-5-yl) -propenone (B-1861) 2-hydroxy-4-oxo-4- (q- (([substituted] heteroaryl) oxy) pyridin-w-yl) -2-butenoic acid (B-1862) l- [nH- (q- (([substituted] carboxyl) -z-halogen) imidazol-w-yl] -3-hydroxy-3- ([substituted] -lH-l, 2,4-triazol-3-yl) -propenone (B-1863) 4- [(z-alkyl-q- (([substituted] alkylcarbonyl)) thiazole-2-yl-2-hydroxy-4-oxo -2-butenoic (B-1864) l - [(z-alkyl-q- (([substituted] aminocarbonyl)) pyridin-w-yl-3-hydroxy-3- ([substituted] -2H-tetrazole-5-) il) -propenone (B-1865) 1- (q- (([substituted] aminocarbonyl) oxazol-w-yl) -3-hydroxy-3- ([substituted] -2H-tetrazol-5-yl) -propenone ( B-1866) 4- [nH- (z-alkyl-q- (([substituted) aminosulfonyl)) pyrazol-w-yl-2-hydroxy-4-oxo-2-butenoic acid (Bl 867) l- [( q- (([substituted] alkenyl) -z -alkyl) thiophen-w-yl-3-hydroxy-3- ([substituted] -2H-tetrazol-5-yl) -propenyone (B-1868) 1- (q - (([substituted] -isoxazol-w-yl) -3-hydroxy-3- ([substituted-2H-tetrazol-5-yl] -propenyone (B-1869) l - [(z-halogen-q- (( [substituted -heteroaryl) sulfonyl)) oxazole-w-yl-3-hydroxy-3- ([substituted] -lH-1,2,4-triazol-3-yl) -propenyone (B-1870) 3-hydroxy-l- (q- ((substituted [heteroaryl] sulfinyl) pyridin-w-yl) -3- ([sus ti tui] do] -2H-tetrazol-5-yl) -propenone (B-1871) 1- (q- (([substituted] carbonyl) thiophen-w-yl) -3-hydroxy-3- ([substituted J-2H- tetrazol-5-yl) -propenone (B-1872) 3-hydroxy-l- (q- (([substituted] heteroaryl) methyl) oxazol-w-yl) -3-hydroxy-3- ([substituted] -2H-tetrazole -5-yl) -propenone (B-1873) l - [(q- (([substituted-heteroaryl) aminosulfonyl) -z-halogen) isoxazole-w-yl-3-hydroxy-3- ([substituted J-lH-1, 2,4-triazol-3-yl) -propenone (B-1874) 4- [(q- (([substituted] heteroaryl) alkenyl) -z-halogen) pir rol -w-yl] -2-hydroxy- 4 - oxo-2-butenoic (B-1875) l - [(q- (([substituted] alkenyl) -z-alkyl) isoxazole-w-yl-3-hydroxy-3- ([substituted] -2H-tetrazole-) -yl) -propenone (B-1876) 1- (nH-q- (([substituted-heteroaryl) amino) imidazol-w-yl] -3-hydroxy-3- ([substituted-2H-tetrazol-5-yl] - propenone (B-1877) l - [(z-alkyl-q- (([substituted] aminocarbonyl)) pyridin-w-yl-3-hydroxy-3- ([substituted] J-lH-1,2,4-triazole- 3-yl) -propenone (B-1878) l- [(q- (([substituted] heteroaryl carbonylamino) -z-halogen) furan-w-yl-3-hydroxy-3- ([substituted-2H-tetrazol-5-yl] -propenyone (B-1879) 4- (nH-q- (([ substituted heterohexyl) carbonylamino) imidazol-w-yl] -2-hydroxy-4-oxo-2-butenoic (B-1880) l - [(z-alkyl-q- (([substituted] heteroaryl) carbonyl) pyridin-w-yl -3-hydroxy-3- ([substituted] -2H-tetrazol-5-yl) -propenone (B-1881) l- [(q- (([substituted] amino) -z-halogen) furan-w-il -3-hydroxy-3- ([substituted J-lH-1,2,4-triazol-3-yl) -propenyone (B-1882) 3-hydroxy-l- (q- (([substituted] heteroaryl) sulfinyl) oxazole w-il) -3 - ([substituted J-lH-1, 2,4-triazol-3-yl) -propenone (B-1883) 2-hydroxy-4-oxo-4- (q- (([substituted] heteroaryl ) thio) furan-w-yl) -2-butenoic (B-1884) l- [(z-halogen-q- (1-hydroxy- (([substituted] heteroaryl) methyl)) isoxazole-w-yl] - 3-hydroxy-3 - ([substituted] -2H-tetrazol-5-yl) -propenone (B-1885) l - [(z-alkyl-q- (([substituted-heteroaryl) alkyl)) oxazole-w-il] -3-hydroxy-3- ([substituted J-2H-tetrazol-5-yl) -propenone (B-1886) l - [(zh allogen-q- (([substituted-heteroaryl) oxy)) thiophen-w-yl] -3-hydroxy-3- ([substituted J-lH-1,2,4-triazol-3-yl) -propenyone (B-1887) 4- [(z-alkyl-q- (([substituted) oxy)) thiophen-w-yl-2-hydroxy-4-oxo-2-butenoic (B-1888) acid 4- (q- (([ substituted heterohexyl) aminosulfonyl) pyrrol-w-yl) -2-hydroxy-oxo-2-butenoic (B-1889) 4- [nH- (q- (([substituted-heteroaryl) alkyl) -z-halogen) imidazole-w -yl-2-hydroxy-4-oxo-2-butenoic acid (B-1890) 4- (nH-q- (([substituted alkyl) carbonyl) imidazole-w-yl) -2-hydroxy-4-oxo-2 -butenoic (B-1891) 4- [(z-alkyl-q- (([substituted] sulfinyl)) thiophen-w-yl] -2-hydroxy-4-oxo-2-butenoic acid (B-1892) l - [(q- (([substituted] alkenyl) -z-halogen). oxazol-w-yl-3-hydroxy-3- ([substituted] -lH-1,2,4-triazol-3-yl) - propenone (B-1893) 4- [nH (z-halogeno-q- (1-hydroxy- (([substituted-alkyl) methyl)) pyrazol-w-yl-2-hydroxy-4-oxo-2-butenoic acid (B -1894) 3-hydroxy-l- (q- (1-hydroxy- (([substituted-heteroaryl] methyl) pyrr ol-w-il) -3-hydroxy-3- ([substituted] -2H-tetrazol-5-yl) -propenone (B-1895) l - [(z-halogeno-q- (([substituted) sulfonyl)) oxazole-w-yl-3-hydroxy-3- ([substituted J-2H-tetrazol-5-yl] -propenyone (B-1896) 1- (q- (([substituted] heteroaryl) alkenyl) oxazol-w-yl) -3-hydroxy-3- ([substituted] -2H -tetrazol-5-yl) -propenone (B-1897) 4- [(z-alkyl-q- (([substituted] heteroaryl) thio)) thiazol-w-yl] -2-hydroxy-4-oxo- 2- butenoic (B-1898) l - [(z-alkyl-q- (([substituted) oxycarbonyl)) pyrrol-w-yl] -3-hydroxy-3- ([substituted] -2H-tetrazol-5-yl) -propenone (B-1899) l- [(z-alkyl-q- (([substituted-heteroaryl] oxy)) furan-w-yl] -3-hydroxy-3- ([substituted] -2H-tetrazol-5-yl] ) -propenone (B-1900) 4- [(z-alkyl-q- (([substituted] amino)) isoxazole-w-yl-2-hydroxy-4-oxo-2-butenoic acid (B-1901) acid 4- [(q- (([substituted] amino) -z-halogen) pi r rol -w- i 1J-2-hydroxy-4-oxo-2-butenoic (B-1902) acid 4- [(z- alkyl-q- (([substituted heteroaryl) oxycarbonyl)) isoxazole-w-yl-2-h idrox i - 4 - oxo-2-butenoic (B-1903) l - [(z-halogen-q- (([substituted-heteroaryl] oxy)) furan-w-yl-3-hydroxy-3- ([substituted J-2H-tetrazole-5-] il) -propenone (B-1904) l- [nH- (z-alkyl-q- (([substituted] thio)) imidazol-w-yl] -3-hydroxy-3- ([substituted-2H-tetrazole-] 5-yl) -propenone (Bl 905) l- [(z-alkyl-q- (([substituted] carboxy)) oxa zol -w-ylJ-3-hydroxy-3- ([substituted-2H-tetrazol-5-yl] -propenone ( B-1906) l- [(q- (([substituted heterohexyl) carboxy) -z-halogen) furan-w-ylJ-3-hydroxy-3- ([substituted] -2H-tetrazol-5-yl) -propenone ( Bl 907) l- [(z-alkyl-q- (([substituted] carboxy)) pyr rol -w-ylJ-3-hydroxy-3- ([substituted] -2H-tetrazol-5-yl) -propenyone ( B-1908) l - [(z-alkyl-q- (([substituted] heteroaryl) amino)) thiazole-3-hydroxy-3- ([substituted J-lH-1,2,4-triazol-3-yl] -propenone (B-1909) 4 - [(z-alkyl-q- (([substituted) amino)) thiof en-w-yl-2-hydroxy-4-oxo-2-butenoic acid (B-1910) l- ( q- (([substituted heteroaryl) aminosulfonyl) pyridin-w-yl) -3-hydroxy-3- ([substituted] -2H-tetrazol-5-yl) -propenyone (B-1911) l - [(z-alkyl- q- (([substituted heterohexyl) carbonylamino)) thiazole-1-yl-3-hydroxy-3- ([substituted-1H-1, 2,4-triazol-3-yl] -propenyone (B-1912) 4- [n H (z-alkyl-q- (([substituted] heteroaryl)) imidazol-w-yl] -2-hydroxy-4-ox o-2-butenoic (B-1913) 4- [(z-alkyl-q- (([substituted]) thiazole-wi 1J-2-hydroxy-4 -oxo-2-butenoic acid (Bl 914) l- [ (z-alkyl-q- (([substituted) thio)) pyridin-w-yl] -3-hydroxy-3- ([substituted J-lH-1, 2,4-triazol-3-yl) -propenone (B -1915) l- [(q- (([substituted] heteroaryl) amino) -z-halogen) isoxazole-w-yl-3-hydroxy-3- ([substituted-1H-1, 2,4-triazol-3-yl] ) -propenone (B-1916) 1- (q- (([substituted-heteroaryl) aminocarbonyl) thiazole-w-yl) -3-hydroxy-3- ([substituted J-2H-tetrazol-5-yl) -propenyone (B- 1917) 3-hydroxy-l- (nH-q- (1-hydroxy- (([substituted heterohexyl) methyl) pyrazol-w-yl) -3- ([substituted] -1 H-1,2,4-triazole-3 il) -propenone (B-1918) 4- (q- (([substituted-heteroaryl) carbonyl) thiophen-w-yl) -2-hydroxy-4-oxo-2-butenoic acid (B-1919) 4- [( q- (([substituted heterohexyl) alkenyl) -z-alkyl) pyridin-w- i 1J-2-hydroxy-4-oxo-2-butenoic (Bl 920) 1- (q- (([substituted] carboxy) pyridine- w-il) -3-hydroxy-3- ([substituted J-2H-tetrazol-5-yl] -prope nona (B-1921) 2-hydroxy-4-oxo-4- (nH-q- (([substituted heteroaryl) oxycarbonyl) pyrazol-w-yl) -2-butenoic acid (B-1922) l- [nH (z -halogen-q- (([substituted] heteroaryl) sulfonylamino)) imidazole-w-yl-3-hydroxy-3- ([substituted J-lH-1,2,4-triazol-3-yl) -propenyone (B-1923) 1- (nH-q- (([substituted alkyl) carbonyl) pyrazol-w-yl) -3-hydroxy-3- ([substituted J-lH-1,2,4-triazol-3-yl) -propenyone (B- l924) 1- (q- (([substituted heteroaryl) alkenyl) isoxazol-w-yl) -3-hydroxy-3- ([substituted] -lH-1,2,4-triazol-3-yl) -propenone (B -1925) 4- [(z-alkyl-q- (([substituted-heteroaryl) oxycarbonyl)) furan-w-yl-2-hydroxy-4-oxo-2-butenoic acid (B-1926) l - [(z- alkyl-q- (1-hydroxy- (([substituted-alkyl) methyl)) pyrrol-1-yl-3-hydroxy-3- ([substituted-1H-1, 2,4-triazol-3-yl] -propenone ( B-1927) l - [(z-alkyl-q- (([substituted-heteroaryl) aminocarbonyl)) oxazol-w-yl] -3-hydroxy-3- ([substituted-2H-tetrazol-5-yl] -propenone ( B-1928) 4- [(z-alkyl-q- (([substituted] amino)) pyrrole-w- acid il] -2-hydroxy-4-oxo-2-butenoic (B-1929) l- [nH (z-alkyl-q- (([substituted] heteroaryl) amino)) imidazole-w-yl-3-hydroxy-3- ([substituted J-lH-1, 2,4-triazol-3-yl] -propenyone (B-1930) 1- (q- (([substituted] carboxyl) thiazole-w-yl) -3-hydroxy-3- ([substituted J-2H-tetrazol-5-yl] -propenyone (B-1931) 4- [(z-halogeno-q- (1-hydroxy- (([substituted-methyl) methyl)) thiazole-w-yl-2 -hydroxy-4-oxo-2-butenoic (B-1932) 3-hydroxy-l- (q- (([substituted] oxycarbonyl) pyrrol-w-yl) -3- ([substituted] -1H-1, 2, 4-triazol-3-yl) -propenyone (B-1933) 1- (q- (([substituted] heteroaryl) aminosulfonyl) thiazole-w-yl) -3-hydroxy-3- ([substituted J-lH-1, 2, 4-triazol-3-yl) -propenone (B-1934) 4- [(q- (([substituted] alkenyl) -z-halogen) furan-w-yl] -2-hydroxy-4-oxo-2 -butenoic (B-1935) 3-hydroxy-l- (nH-q- (([substituted-heteroaryl) oxy) imidazole-w-yl) -3- ([substituted] -1H-1,2, -triazole-3- il) -propenone (B-1936) 3-hydroxy-l- (q- (l-hydroxy- (([substituted] aryl) methyl) thiophen-w-yl) -3- ([substituted] tuidoJ-lH-l, 2,4-triazol-3-yl) -propenone (B-1937) 4- [(z-alkyl-q- (([substituted aryl) carboxy)) oxazole-w-yl] -2-hydroxy-4-oxo-2-butenoic acid (Bl 938) l- [n H- (q- (([substituted heterohexyl) aminocarbonyl) -z-halogen) imidazol-w-yl] -3-hydroxy-3- ([substituted] -2H-tetrazol-5-yl) -propenone (B-1939 ) 1- (nH-q- (([substituted-heteroaryl) imidazol-w-yl) -3-hydroxy-3- ([substituted-2H-tetrazol-5-yl] -propenyone (B-1940) 4 - [( q- (([substituted heteroaryl) aminocarbonyl) -z-halogen) isoxazole-w- i 1J-2-hydroxy-4-oxo-2-butenoic acid (B-1941) 4- [(z-halogen-q- (( [substituted] thiozole) thiazole-2-yl-2-hydroxy-4-oxo-2-butenoic (B-1942) 1- (q- (([substituted] carboxy) oxazole-w-yl) -3-hydroxy -3- ([substituted] -lH-l, 2,4-triazol-3-yl) -propenone (B-1943) 3-hydroxy-l- (q- (([substituted] heteroaryl) oxycarbonyl) thiazole-w-yl) -3- ([substituted J-lH-1 , 2,4-triazol-3-yl) -propenone (B-1944) l - [(z-alkyl-q- (([substituted] oxycarbonyl)) isoxazol-w-yl] -3-hydroxy-3- ( [substituted] -lH-1,2,4-triazol-3-yl) -propenone (B-1945) l- (nH-q- (([substituted] heteroaryl) aminosulfonyl) pyrazol-w-yl) -3-hydroxy- 3- ([substituted] -2H-tetrazol-5-yl) -propenone (B-1946) l- [nH- (z-alkyl-q- (([substituted] heteroaryl) pyrazol-w-yl-3-hydroxy- 3 - ([substituted J-2H-tetrazol-5-yl) -propenyone (B-1947) 1- (q- (([substituted] heteroaryl) amino) thiophen-w-yl) -3-hydroxy-3- ([substituted] lH-1, 2,4-triazol-3-yl) -propenone (B-1948) 4- [(z-alkyl-q- (1-hydroxy- (([substituted-heteroaryl] methyl)) isoxazole-2-yl -2-hydroxy-4-oxo-2-butenoic (B-1949) l - [(z-alkyl-q- (([substituted] heteroaryl) carbonylamino)) thiophen-w-yl-3-hydroxy-3- ([substituted ] -lH-1, 2,4-triazol-3-yl) -propenyone (B-l950) 1- (nH-q- (([substituted]) a mino) pyrazol-w-yl) -3-hydroxy-3- ([substituted J-lH-1,2,4-triazol-3-yl) -propenone (B-1951) 4- (q- (([substituted heteroaryl) aminosulfonyl) isoxazole-w-yl) -2-hydroxy-4-oxo-2-butenoic acid (B-1952) l- [nH- (z-alkyl -q- (([substituted heterohexyl) thio)) pyrazol-w-yl] -3-hydroxy-3- ([substituted] -lH-1,2,4-triazol-3-yl) -propenyone (B-l953) l- [(q- (([substituted] carboxy) -z-halogen) oxazol-w-yl] -3-hydroxy-3- ([substituted] -2H-tetrazol-5-yl) -propenyone (B-1954 ) l- [nH- (q- (([substituted heterohexyl) aminosulfonyl) -z-halogen) imidazol-w-yl] -3-hydroxy-3- ([substituted] -lH-1,2,4-triazole-3) -yl) -propenone (B-1955) 4- [(z-halogeno-q- (([substituted] heteroaryl) oxy)) thiophen-w-yl-2-hydroxy-4-oxo-2-butenoic (B-1956 ) l- [nH- (z-halogen-q- (([substituted] sulphonylamino)) imidazole-w-yl] -3-hydroxy-3- ([substituted] J-lH-1,2,4-triazole-3- il) -propenone (B-1957) l - [(z-alkyl-q- (([substituted heterohexyl) carbonyl)) pyrrol-w-yl] -3-hydroxy-3- ([substituted J-lH-1, 2, 4-triazol-3-yl) -propenone (B-1958) 3-hydroxy-l- (q- (([substituted] sulfonyl) thiophen -w-il) -3- ([substituted J-2H-tetrazol-5-yl) -propenone (B-1959) l- [(z-halogen-q- ((substituted [heteroaryl]) pyrrol-w-yl-3 -hydroxy-3- ([substituted] -lH-l, 2,4-triazol-3-yl) -propenyone (B-1960) 4- [nH- (q- (([substituted) alkenyl) -z- acid alkyl) imide zol -w-ylJ-2-hydroxy-4-oxo-2-butenoic (Bl 961) l - [(q- (([substituted] alkenyl) -z-halogen) thiazole-w-yl] -3 -hydroxy-3- ([substituted J-2H-tetrazol-5-yl) -propenyone (B-1962) l - [(z-halogeno-q- (([substituted] heteroaryl) oxycarbonyl)) thiazole-w-yl-3- hydroxy-3- ([substituted J-2H-tetrazol-5-yl) -propenone (B-1963) 3-hydroxy-l- (q- (([substituted-heteroaryl) sulfonylamino) pyridin-w-yl) -3 - ([ substituted J-lH-1, 2,4-triazol-3-yl) -propenone (B-1964) l- [nH- (z-alkyl-q- (([substituted-heteroaryl] carbonyl)) pyrazole-w-yl-3 -hydroxy-3- ([substituted J-lH-1,2,4-triazol-3-yl) -propenyone (B-1965) 3-hydroxy-l- (nH-q- (([substituted] heteroaryl) sulfonylamino) pyrazole w-il) -3- ([substituted] -2H-tetrazol-5-yl) -propenone (B-1966) l - [(z-alkyl-q- (([substituted-heteroaryl] sulfinyl)) isoxazol-w-yl] -3-hydroxy-3- ([substituted-1H-1, 2,4-triazol-3-yl] - propenone (B-1967) l - [(z-alkyl-q- (([substituted-heteroaryl) aminosulfonyl)) pyrrol-w-yl-3- ([substituted J-lH-1,2,4-triazol-3-yl]) -propenone (B-1968) l - [(z-halogen-q- (([substituted heteroaryl) sulfinyl)) pyridin-w-yl] -3-hydroxy-3- ([substituted J-lH-1, 2, 4- triazol-3-yl) -propenone (B-1969) l - [(z-alkyl-q- (([substituted] carboxy)) isoxazole-w-yl] -3-hydroxy-3 - ([substituted J-2H- tetrazol-5-yl) -propenone (B-1970) l- [(q- (([substituted] carboxyl) -z-halogen) furan-w-yl] -3-hydroxy-3- ([substituted J-2H- tetrazol-5-yl) -propenone (B-1971) l- [nH- (z-alkyl-q- (([substituted] heteroaryl) carbonyl)) imidazol-w-yl] -3-hydroxy-3- ([substituted] 2H-tetrazol-5-yl) -propenone (B-1972) 1- (q- (([substituted] heteroaryl) amino) isoxazole-w-yl) -3-hydroxy-3- ([substituted J-1 H-1, 2, 4-triazol-3-yl) -propenone (B-1973) l - [(z-halogen-q- (([substituted] oxycarboni) l)) pyridin-w-yl-3-hydroxy-3 - ([substituted-2H-tetrazol-5-yl] -propenyone (B-1974) 2-hydroxy-4-oxo-4- (q- (( [substituted -heteroaryl) oxycarbonyl) -oxazol-w-yl) -2-butenoic (B-l975) l - [(q- (([substituted] heteroaryl) alkyl) -z-halogen) oxazole-w-yl-3-hydroxy-3- ([substituted J-lH-1,2,4-triazol-3-yl] -propenone (B-1976) 4- [(z-halogeno-q- (([substituted] -sulfonylamino)) furan-w-il] -2-hydroxy-4-oxo-2-butenoic (B-1977) l - [(z-halogen-q- (([substituted-heteroaryl) thio)) pyrrol-w-yl] -3-hydroxy-3 - ([ replaced] -lH-1,2,4-triazol-3-yl) -propenyone (B-l978) l - [(z-alkyl-q- (([substituted] carboxyl)) thiazole-w-yl-3- hydroxy-3- ([substituted J-lH-1,2,4-triazol-3-yl) -propenone (B-1979) l- [nH- (q- (([substituted] heteroaryl) carboxy) -z-halogen) imidazole -w-yl-3-hydroxy-3- ([substituted J-2H-tetrazol-5-yl) -propenone (B-1980) 4- [nH- (z-halogeno-q- (([substituted-heteroaryl] sulfonyl) ) pyrazol-w-yl-2-hydroxy-4-oxo-2-butenoic (B-1981) l- [nH- (z-halogen -q- (([substituted] oxy)) pyrazol-w-yl-3-hydroxy-3 - ([substituted J-lH-1,2,4-triazol-3-yl) -propenyone (B-1982) l- [(z-alkyl-q- (([substituted] heteroaryl) carbonylamino)) pyrrol-w-yl-3-hydroxy-3- ([substituted J-2 H -tetrazol-5-yl) -propenyone (B-1983) 1- ( q- (([substituted heterohexyl) carbonyl) oxazole-w-yl) -3-hydroxy-3- ([substituted J-2H-tetrazol-5-yl) -propenone (B-1984) l - [(q- (([substituted] carbonyl) -z-halogen) pyrrol-w-ylJ-3-hydroxy-3- ([substituted J-lH-1, 2,4-triazole-3 -yl) -propenone (B-1985) 4- [(z-halogen-q- (([substituted] sulfinyl)) pyrrol-w-yl-2-hydroxy-4-oxo-2-butenoic acid (Bl 986) l- [(z-alkyl-q- (([substituted) sulfonyl)) furan-w-yl] -3-hydroxy-3- ([substituted J-lH-1,2,4-triazol-3-yl] - propenone (B-1987) 4- [nH- (z-halogeno-q- (1-hydroxy- (([substituted-alkyl) methyl)) imidazol-w-yl] -2-hydroxy-4-oxo-2-butenoic acid (B-1988) 4- [(z-halogeno-q- (([substituted) sulfinyl)) isoxazole-w-yl-2-hydroxy-4-oxo-2-butenoic acid (Bl 98) l- [(z -alkyl-q- (([substituted-heteroaryl)) pyridin-w-yl-3-hydroxy-3- ([substituted] -lH-1,2,4-triazol-3-yl) -propenyone (B-1990) l - [(z-alkyl-q- (([substituted] heteroaryl) amino)) thiazole-1-yl-3-hydroxy-3- ([substituted] -2H-tetrazol-5-yl) -propenyone (B-1991) 3 -hydroxy-3- ([substituted] -2H-tetrazol-5-yl) -1- (q- (([substituted-heteroaryl] thio) furan-w-yl) -propene na (B-1992) 4- [nH- (z-halogeno-q- (([substituted] heteroaryl) oxycarbonyl)) pyrazol-w-yl-2-hydroxy-4-oxo-2-butenoic acid (B-1993) 3 -hydroxy-l- (q- (([substituted) oxycarbonyl) oxazole-w-yl) -3- ([substituted] -1H-1,2,4-triazol-3-yl) -propenyone (B-1994) l - [(z-halogen-q- (1-hydroxy- ([substituted heterohexyl) methyl)) thiazol-w-yl] -3-hydroxy-3- ([substituted] J-lH-1, 2,4-triazole-3 il) -propenone (B-1995) 4- [nH- (z-halo-q- (([substituted] amino)) pyrazol-w-yl] -2-hydroxy-4-oxo-2-butenoic acid (B -1996) l - [(z-alkyl-q- (([substituted] carboxy)) isoxazole-w-yl-3-hydroxy-3 - ([substituted J-lH-1,2,4-triazol-3-yl] ) -propenone (B-1997) 4- [(z-halogeno-q- (([substituted] heteroaryl) sulfonyl)) pyridin-w-yl] -2-hydroxy-4-oxo-2-butenoic acid (B-1998) 4 - [(q- (([substituted] heteroaryl) carbonylamino) -z-halogen) isoxazole-2-yl-2-hydroxy-4-oxo-2-butenoic acid (B-1999) 1- (q- (([substituted] heteroaryl aminocarbonyl) furan-w-yl) -3-hydroxy-3- ([substituted J-2H-tetr azol-5-yl) -propenone (B-2000) l - [(q- (([substituted] heteroaryl) carboxy) -z-halogen) furan-w-yl] -3-hydroxy-3- ([substituted] -lH- 1, 2, 4-triazol-3-yl) -propenone (B-2001) l - [(z-halogeno-q- (([substituted] oxycarbonyl)) furan-w-yl-3-hydroxy-3- ( [substituted] -2H-tetrazol-5-yl) -propenone (B-2002) _ l ~ [(q- (([substituted] heteroaryl) carboxy) -z-alkyl) isoxazole-w-yl-3-hydroxy-3 ([substituted] -lH-1,2,4-triazol-3-yl) -propenyone (B-2003) 1- (nH-q- (([substituted] aminosulfonyl) imidazole-w-yl) -3-hydroxy -3- ([substituted] -lH-1, 2,4-triazol-3-yl) -propenyone (B-2004) 1- (q- (([substituted] amino) thiazole-w-yl-3-hydroxy -3- ([substituted J-lH-1, 2,4-triazol-3-yl) -propenone (B-2005) l- [(z-halogen-q- (([substituted heterohexyl]) thiophen-w-yl- 3-hydroxy-3- ([substituted] -2H-tetrazol-5-yl) -propenone (B-2006) l - [(z-halogeno-q- (([substituted) oxycarbonyl)) oxazole-1-yl- 3-hydroxy-3 - ([substituted] -2H-tetrazol-5-yl) -propenyone (B-2007) l - [(z-alkyl-q- ((substituted] ) oxy)) thiof en-w-ylj-3-hydroxy-3- ([substituted J-lH-1,2,4-triazol-3-yl) -propenone (B-2008) l- [(q- (( [substituted-heterohexyl) aminosulfonyl) -z-halogen) pyridin-w-yl-3-hydroxy-3- ([substituted J-lH-1, 2,4-triazol-3-yl) -propenyone (B-2009) 3-hydroxy -l- (nH-q- (1-hydroxy- ([substituted] aryl) methyl) imidazole-w-yl) -3- ([substituted J-lH-1,2,4-triazol-3-yl) -propenone (B-2010) 2-hydroxy-4- (q- (1-hydroxy- ([substituted heterohexyl) furan-1-yl) -4-oxo-2-butenoic acid (B-2011) 3-hydroxy-l- (q- (([substituted] heteroaryl) sulfonylamino) thiazole-w-yl) -3- ([substituted J-2H-tetrazol-5-yl) -propenyone (B-2012) l - [(z-alkyl-q- (([substituted) oxycarbonyl)) oxazole-1-yl-3-hydroxy-3- ([substituted-1H-1, 2,4-triazol-3-yl] -propenone ( B-2013) l - [(q- (([substituted] alkenyl) -z-alkyl) thiophen-w-yl-3-hydroxy-3- ([substituted J-lH-1,2,4-triazole-3-] il) -propenone (B-2014) l - [(q- (([substituted] aminosulfonyl) -z-halogen) thiophen-w-ylJ-3-hydroxy-3- ([substituted J-lH-1, 2, 4 -triazol-3-yl) -propenone (B-2015) 2-hydroxy-4-oxo-4- (q- (([substituted) oxycarbonyl) furan-w-yl) -2-butenoic acid (B-2016) 3-hydroxy-l- (q- (([substituted] sulf) inyl) pyrrol-w-yl) -3- ([substituted J-lH-1], 2,4-triazol-3-yl) -propenone (B-2017) 1- (q- (([substituted] heteroaryl) carbonyl) oxazol-w-yl) -3-hydroxy-3- ([substituted] -lH- 1,2,4-triazol-3-yl) -propenone (B-2018) 4 - [(q- (([substituted aryl] carbonyl) -z-halogen) i soxa zol -w-yl J-2-hydroxy - 4-oxo-2-butenoic (B-2019) 3-hydroxy-l- (q- (([substituted heteroaryl] oxycarbonyl) thiophen-w-yl) -3- ([substituted J-2H-tetrazol-5-yl) -propenone (B-2020 l- [(z-alkyl-q- (([substituted-heteroaryl] thio)) furan-w-yl-3-hydroxy-3- ([substituted J-lH-1,2,4-triazole-] 3-yl) -propenone (B-2021) 4- [(z-alkyl-q- ([substituted) thiof en-w-ylj-2-hydroxy-4-oxo-2-butenoic acid (B-2022) 1 - (q- (([substituted] carboxy) thiazol-w-yl) -3-hydroxy-3- ([substituted J-lH-1,2,4-triazol-3-yl) -propenyone (B-2023) l - [(z-alkyl-q- (([substituted) aminocarbonyl)) isoxazole-1-yl-3-hydroxy-3- ([substituted-1H-1, 2,4-triazol-3-yl] -propenyone ( B-2024) 4- [nH- (z-alkyl-q- (([substituted-heteroaryl) sulfonylamino)) imidazole-w-y] - 2-hydroxy-4-oxo-2-butenoic (B-2025) l - [(q- (([substituted] heteroaryl) carbonylamino) -z-halogen) pyridin-w-yl-3-hydroxy-3- ([substituted] lH-1, 2,4-triazol-3-yl) -propenone (B-2026) 2-hydroxy-4-oxo-4- (nH-q- (([substituted heteroaryl) sulfinyl) pyrazol-w-yl) -2-butenoic (B-2027) 4- [(z-alkyl-q- (([substituted-heteroaryl) aminocarbonyl)) pyridin-w-yl] -2-hydroxy-4-oxo-2-butenoic acid (B-2028 ) 1- (q- ((substituted [heteroaryl] carbonylamino) oxazoiw-yl) -3-hydroxy-3- ([substituted J-lH-1,2,4-triazol-3-yl] -propenyone (B-2029) acid) 4- [(q- (([substituted] carboxy) -z-halogen) furan-w-yl-2-hydroxy-4-oxo-2-butenoic (B-2030) 4- [(z-alkyl-q - (([substituted (heteroaryl) aminosulfonyl)) thiophen-w-yl-2-hydroxy-4-oxo-2-butenoic (B-2031) l- (nH-q- (([substituted-heteroaryl) aminocarbonyl) imidazole-w-il ) -3-hydroxy-3- ([substituted J-lH-1,2,4-triazol-3-yl) -propenone (B-2032) 4- [nH- (z-alkyl-q- (([substituted] heteroaryl aminocarbonyl)) pyrazole- w-yl-2-hydroxy-4-oxo-2-butenoic (B-2033) l- [(z-alkyl-q- (1-hydroxy- ([substituted heterohexyl) methyl)) thiazole-w-yl-3- hydroxy-3 - ([substituted] -2H-tetrazol-5-yl) -propenone (B-2034) 1- (q- (([substituted-heteroaryl) amino) pyridin-w-yl) -3-hydroxy-3- ( [substituted J-2H-tetrazol-5-yl] -propenone (B-2035) l- [nH- (z-alkyl-q- (([substituted) oxycarbonyl)) pyrazol-w-yl-3-hydroxy-3- ([substituted J-lH-1, 2,4-triazol-3-yl) -propenone (B-2036) l - [(z-halogeno-q- (([substituted) oxycarbonyl)) thiophen-w-yl-3 -hydroxy-3- ([substituted-J-2H-tetrazol-5-yl) -propenone (B-2037) 4- [(z-alkyl-q- (([substituted -heteroaryl] sulfonylamino)) pyridin-w-yl] - 2-hydroxy-4-oxo-2-butenoic (B-2038) l - [(q- (([substituted] alkenyl) -z-alkyl) pyrrol-w-yl-3-hydroxy-3- ([substituted] lH-1, 2,4-triazol-3-yl) -propenone (B-2039) l- (q- (([substituted] carboxy) pyrrol-w-yl) -3-hydroxy-3- ([substituted] lH-1, 2,4-triazol-3-yl) -propenone (B-2040) 3-hydroxy-l- (q- (([substituted] hetero aryl) carboxy) isoxazol-w-yl) -3- [substituted J-2H-tetrazol-5-yl) -propenone (B-2041) 4- [(z-alkyl-q- (([substituted-heteroaryl] sulfinyl)) thiazol-w-yl] -2-hydroxy-4-oxo-2-bu teno ico (B-2042) l - [(z-alkyl-q- (([substituted] heteroaryl) sulfonylamino)) isoxazole-w-yl] - 3-hydroxy-3- ([substituted J-2H-tetrazol-5-yl) -propenone (B-2043) l- [(q- (([substituted] amino) -z-halogen) oxazole-w-yl] - 3-hydroxy-3- ([substituted J-lH-1,2,4-triazol-3-yl) -propenone (B-2044) 2-hydroxy-4- (nH-q- (1-hydroxy- ([ substituted -heteroaryl) methyl) pyrazol-w-yl) -4-oxo-2-butenoic (B-2045) 4- [(q- (([substituted] heteroaryl) alkenyl) -z-halogen) thiazole-2-yl-2- hydroxy-oxo-2-butenoic (B-2046) 4- [(z-halogeno-q- (([substituted] oxycarbonyl)) isoxazol-w-yl] -2-hydroxy-4-oxo-2-butenoic acid (B-2047) 3-hydroxy-l- (nH-q- (1-hydroxy- ([substituted-alkyl) methyl) imidazol-1-yl) -3- ([substituted-2H-tetrazol-5-yl] -propenyone (B-2048) 4- [nH- (q- (([substituted] amin) acid ocarbonyl) -z-halogen) imidazol-w-yl] -2-hydroxy-4-oxo-2-butenoic (B-2049) l - [(q ~ (([substituted] carboxy) -z-halogen) isoxazole- w-yl-3-hydroxy-3- ([substituted] -2H-tetrazol-5-yl) -propenyone (B-2050) 3-hydroxy-l- (q- (([substituted] sulphonylamino) thiophene-w- il) -3 - ([substituted] -lH-l, 2,4-triazol-3-yl) -propenone (B-2051) 3-hydroxy-l- (q- (([substituted] sulphonyl) pyridin-w-yl) -3- ([substituted] -2H- tetrazol-5-yl) -propenone (B-2052) l- [(z-alkyl-q- (([substituted) thio)) pyrrole-w-ylj- 3- ([substituted-2H-tetrazole-5-yl] ) -propenone (B-2053) 4- [nH- (z-halogeno-q- (([substituted] oxy)) pyrazol-w-yl] -2-hydroxy-4-oxo-2-butenoic acid (B-) 2054) 4- [(z-alkyl-q- (([substituted] heteroaryl) oxy)) thiophen-w-yl-2-hydroxy-4-oxo-2-butenoic (B-2055) 1- (nH-q-) (([substituted heteroaryl) alkenyl) imidazol-w-yl) -3-hydroxy-3- ([substituted] -2H-tetrazol-5-yl) -propenone (B-2056) 4- (nH-q- (([substituted -heteroaryl) aminocarbonyl) imidazole-w-yl) -2-h-idrox i-4 -oxo-2-butenoic acid (B-2057) 4- [nH] acid - (q- (([substituted] carbonyl) -z-halogen) pyrazol-w-ylJ-2-hydroxy-4-oxo-2-butenoic (B-2058) l "[(q- (([substituted] heteroaryl) alkenyl ) -z-alkyl) isoxazole-w-yl-3-hydroxy-3- ([substituted-2H-tetrazol-5-yl] -propenone (B-2059) 4 - [(q- (([substituted] heteroaryl) aminosulfonyl] ) -z-halogen) thiophen-w-yl J-2-hydroxy-4-oxo-2-butenoic acid (B-2060) 4- [(q- (([substituted] alkyl) alkenyl) -z-alkyl) pyridin -w-il] -2-hydroxy-4-oxo-2-butenoic (B-2061) 1- (nH-q- (([substituted] carbonyl) imidazol-w-yl) -3-hydroxy-3- ( [substituted J-2H-tetrazol-5-yl] -propenone (B-2062) l- [nH- (q- (([substituted] heteroaryl) alkenyl) -z-alkyl) pyrazol-w-yl] -3-hydroxy-3 - ([substituted] -1H-1, 2,4-triazol-3-yl) -propenone (B-2063) 4- [nH- (z-alkyl-q- (([substituted) oxy)) pyrazole- w-ilJ-2-hydroxy-4-oxo-2-butenoic (B-2064) acid '4- [(z-alkyl-q- (1-hydroxy- ([substituted] aryl) methyl)) isoxazol-w-yl] -2-hydroxy-4-oxo-2-butenoic (B-2065) l- [(z-alkyl-q- (([substituted-heteroaryl] carbonyl)] thiophen-w-yl-3-hydroxy-3- ([substituted] -2H-tetrazol-5-yl) -propenyone (B-2066) 3- hydroxy-l- (q- (([substituted heterohexyl) sulfonyl) pyridin-w-yl) -3- ([substituted J-2H-tetrazol-5-yl) -propenone (B-2067) acid 4- (q- (( [substituted-heteroaryl) aminosulfonyl) thiazol-w-yl) -2-hydroxy-4-oxo-2-butenoic (B-2068) l - [(q- (([substituted-heteroaryl] amino) -z-halogen) furan-w- IJ-3-hydroxy-3- ([substituted J-lH-1,2,4-triazol-3-yl) -propenone (B-2069) l- [nH- (z-alkyl-q- (([substituted) amino)) pyrazol-w-yl] -3-hydroxy-3- ([substituted J-lH-1,2,4-triazol-3-yl) -propenone (B-2070) 2-hydroxy-4-oxo- 4- (q- (([substituted heteroaryl) sulfonyl) isoxazole-w-yl) -2-butenoic (B-2071) l- [nH- (z-halogeno-q- (([substituted] sulphonylamino)) imidazole-w -yl] -3-hydroxy-3- ([substituted J-2H-tetrazol-5-yl) -propenone (B-2072) l- [(z-alkyl-q- (([substituted] heteroaryl) sulfonylamino)) oxazole-1-yl-3-hydroxy-3- ([substituted-2H-tetrazol-5-yl] -propenyone (B-2073) 1- ( q- ((substituted [heteroaryl] alkyl) thiof en-w-yl) -3-hydroxy-3- ([substituted-2H-tetrazol-5-yl] -propenone (B-2074) 4- [(z-alkyl)] -q- (([substituted heteroaryl) oxy)) oxazole-w-yl] -2-hydroxy-4-oxo-2-butenoic (B-2075) l - [(q- (([substituted-heteroaryl] alkenyl) -z- halogen) pyridin-w-yl] -3-hydroxy-3- ([substituted J-2H-tetrazol-5-yl) -propenyone (B-2076) 4 - [(q- (([substituted-heteroaryl] aminosulfonyl) -z -halogen) furan-w-yl] -2-hydroxy-4-oxo-2-butenoic acid (B-2077) l- [nH (z-alkyl-q- (([substituted] aminocarbonyl)) pyrazol-w-yl ] -3-hydroxy-3 - ([substituted J-lH-1,2,4-triazol-3-yl) -propenone (B-2078) 4- [(z-alkyl-q- (([substituted-heteroaryl] sulfinyl] )) pyridin-w-yl-2-hydroxy-4-oxo-2-butenoic acid (B-2079) l - [(z-halogen-q- (([substituted] sulphonyl)) oxazole-w-yl] -3 -hydroxy-3- ([substituted] -lH-1,2,4-triazole- 3-yl) -propenone (B-2080) l- [nH- (z-alkyl-q- (([substituted] sulphinyl)) imidazole-w-yl-3-hydroxy-3- ([substituted] -2H- tetrazol-5-yl) -propenone (B-2081) 4- (q- (([substituted -heteroaryl) aminocarbonyl) -oxazol-w-yl) -2-hydroxy-oxo-2-butenoic acid (B-2082) l- [n H- (z-alkyl-q- (([substituted-heteroaryl] sulfonyl)) pyrazol-w-yl] -3-hydroxy-3- ([substituted] -2H-tetrazol-5-yl) -propenyone (B-2083 ) l- [nH- (q- (([substituted heterohexyl) alkyl) -z-halogen) pyrazol-w-yl] -3-hydroxy-3- ([substituted J-2H-tetrazol-5-yl) -propenone (B -2084) 2-hydroxy-4-oxo-4- (q- (([substituted aryl) oxy) oxazole-w-yl) -2-butenoic acid (B-2085) 4- [nH- (z-alkyl-) acid q- (([substituted heterohexyl) sulfonyl)) pyrazol -w- i 1J-2-hydroxy-4-oxo-2-butenoic acid (B-2086) 2-hydroxy-4-oxo-4- (q- (( [substituted -heteroaryl) sulfonylamino) thiophen-w-yl) -2-butenoic (B-2087) 2-hydroxy-4- (q- (1-hydroxy- ([substituted] heteroaryl) methyl) thiophen-w-yl) - 4-oxo-2-butenoic (B-2088) l- [(z-alkyl-q- (( [substituted] sulfonyl)) thiophen-w-ylJ-3-hydroxy-3- ([substituted J-lH-1, 2,4-triazol-3-yl) -propenone (B-2089) l - [(z-halogeno-q- (([substituted] heteroaryl) sulfonylamino)) isoxazol-w-yl-3-hydroxy-3- ([ substituted J-2H-tetrazol-5-yl) -propenone (B-2090) l - [(z-halogeno-q- (([substituted] heteroaryl) sulfinyl)) oxazole-w-yl-3-hydroxy-3- ([substituted] -lH-1, 2,4-triazol-3-yl) -propenone (B-2091) 4- [(z-halogeno-q- (([substituted-heteroaryl] sulfonylamino)) oxazole-w-yl-2-hydroxy -4-oxo-2-butenoic (B-2092) 4- [(q- (([substituted] amino) -z-halogen) thiazole-1-yl-2-hydroxy-4-oxo-2-butenoic acid ( B-2093) 3-hydroxy-l- (q- (([substituted] sulyl) isoxazole-w-yl) -3- ([substituted-2H-tetrazol-5-yl] -propenyone (B-2094) 1- (q- (([substituted] alkenyl) oxazole-w-yl) -3-hydroxy-3- ([substituted] -2H-tetrazol-5-yl) -propenone (B-2095) 4- [(q- (([substituted heteroaryl) alkenyl) -z-alkyl) oxazole-1-yl-2-hydroxy-4-oxo-2-butenoic acid (B-2096) l - [(z-alkyl-q- (([substituted-heteroaryl] oxycarbonyl] )) thiophen-w-il] -3-hydroxy-3- ([substituted] tuidoJ-lH-1, 2,4-triazol-3-yl) -propenone (B-2097) l- [(q- (([substituted] heteroaryl) carboxy) -z-halogen) isoxazol-w-yl] -3- hydroxy-3- ([substituted] -2H-tetrazol-5-yl) -propenone (B-2098) 1- (q- (([substituted] heteroaryl) amino) thiazol-w-yl) -3-hydroxy-3- ( [substituted] -2H-tetrazol-5-yl) -propenone (B-2099) l- [nH- (q- (([substituted] heteroaryl) alkenyl) -z-alkyl) imidazole-w-yl-3-hydroxy-3 - ([substituted J-lH-1, 2,4-triazol-3-yl) -propenyone (B-2100) l - [(z-alkyl-q- (([substituted] heteroaryl) carbonylamino)) furan-w-yl- 3-hydroxy-3- ([substituted J-2H-tetrazol-5-yl) -propenyone (B-2101) l- [nH- (z-halogeno-q- (([substituted-heteroaryl] oxycarbonyl)) imidazole-w-il -3-hydroxy-3- ([substituted J-lH-1,2,4-triazol-3-yl) -propenone (B-2102) l - [(z-alkyl-q- (l-hydroxy- ([substituted] heteroaryl ) methyl)) thiophen-w-yl] -3-hydroxy-3 - ([substituted J-2H-tetrazol-5-yl) -propenyone (B-2103) 4- (q- (([substituted aryl) aminocarbonyl) pyrrole -w-il) -2-hydroxy-4-oxo-2-butenoic acid (B-2104) acid 4 - [(z-alkyl-q- (([substituted heteroaryl) aminosulfonyl)) isoxazole-w-yl-2-hydroxy-4 -oxo-2-bu (io-y) halogen-q- (([substituted-heteroaryl) oxy)) imidazole-1-yl-3-hydroxy-3 - ([substituted-1H-1, 2,4-triazol-3-yl] -propenyone (B-2106)] - [(z-halogen-q- (([substituted] thio)) pyridin-w-ylJ-3-hydroxy-3- ([substituted J-2H-tetrazol-5-yl) -propenone (B-2107) 3- hydroxy-l- (nH-q- (([substituted-heteroaryl) sulfonylamino) pyrazol-w-yl) -3- ([substituted] -lH-1,2,4-triazol-3-yl) -propenyone (B-2108) ) 4- (q- (([substituted] carboxy) pyrrol-w-yl) -2-hydroxy-4 -oxo-2-butenoic acid (B-2109) 4- [(q- (([substituted] heteroaryl) carboxy] ) -z-halogen) and soxazol-w-ylJ-2-hydroxy-4-oxo-2-butenoic (B-2110) 1- (q- (([substituted] carbonylamino) furan-w-yl) -3- hydroxy-3- ([substituted] -lH-1,2,4-triazol-3-yl) -propenone (B-2111) 4- [(q- (([substituted] -z-halogen) thiazole-w - i 1J-2-hydroxy-4-oxo-2-butenoic (B-2112) l - [(z-alqu il-q- (([substituted-heteroaryl) alkyl)) thiophen-w-yl] -3-hydroxy-3- ([substituted J-lH-1,2,4-triazol-3-yl) -propenyone (B-2113) 3-hydroxy-3- ([substituted J-2H-tetrazol-5-yl) -1- (nH-q- ([substituted) thio) imidazole-w-yl) -propenone (B-2114) l - [(z -alkyl-q- (([substituted-heteroaryl) oxycarbonyl)) furan-w-yl] -3-hydroxy-3- ([substituted] -2H-tetrazol-5-yl) -propenyone (B-2115) 1- (q - (([substituted heteroaryl) carbonylamino) furan-w-yl) -3-hydroxy-3- ([substituted] -lH-1,2,4-triazol-3-yl) -propenyone (B-2116) 3-hydroxy -l- (q- (([substituted-heteroaryl) sulfonylamino) oxazole-w-yl) -3- ([substituted J-2H-tetrazol-5-yl) -propenone (B-2117) l - [(z-alkyl-q - (([substituted] sulphonylamino)) thiazole-1-yl-3-hydroxy-3- ([substituted] -2H-tetrazol-5-yl) -propenyone (B-2118) 1- (q- (([substituted] heteroaryl ) carboxy) furan-w-yl) -3-hydroxy-3- ([substituted J-lH-1,2,4-triazol-3-yl) -propenone (B-2119) 3-hydroxy-l- (q- (([substituted heterohexyl) sulfonyl)) oxazole-w-yl) -3- ([substituted J-lH-1, 2, 4-triazol-3-yl) -propenone (B-2120) l- [(z-alkyl-q- (([substituted] sulfonyl)) thiazol-w-yl] -3-hydroxy-3- ([substituted ] -lH-l, 2,4-triazol-3-yl) -propenone (B-2121) 4- [nH- (z-alkyl-q- (([substituted] carboxy)) pyrazol-w-yl] -2-hydroxy- 4-oxo-2-butenoic (B-2122) 4- [(z-alkyl-q- (([substituted] carbonyl)) oxazole-w-yl-2-hydroxy-4-oxo-2-butenoic acid (B -2123) l- [(q- (([substituted alkyl) alkyl) -z-halogen) oxazol-w-yl] -3-hydroxy-3- ([its ti tuido] - 1H-1, 2,4-triazole) -3-yl) -propenone (B-2124) 4- [(q- (([substituted] aminocarbonyl) -z-halogen) thiazole-2-yl-2-hydroxy-4-oxo-2-butenoic acid (B -2125) l- [nH- (q- (([substituted heterohexyl) carbonylamino) -z-halogen) imidazol-w-yl] -3-hydroxy-3- ([substituted] -2H-tetrazol-5-yl) - propenone (B-2126) 3-hydroxy-l- (nH-q- (([substituted-heteroaryl) oxy) pyrazol-w-yl) -3- ([substituted-2H-tetrazol-5-yl] -propenone (B- 2127) 4- [(z-alkyl-q- (([substituted-heteroaryl) alkyl)) isoxazole-w-yl-2-hydroxy-4-oxo-2-butenoic acid (B-2128) 3-hydroxy-l- ( q- (([substituted heteroaryl) carboxy) pyridin-w-yl) -3- ([substituted] -lH-I, 2,4-triazol-3-yl) -propenone (B-2129) 4- (q- (([Substituted) aminocarbonyl) furan-w-yl] -2-hydroxy-4-oxo-2-butenoic acid (B -2130) l - [(q- (([substituted heterohexyl) alkenyl) -z-alkyl) pyridin-w-yl] -3-hydroxy-3- ([substituted] -2H-tetrazol-5-yl) -propenone ( B-2131) 4- [(z-alkyl-q- (([substituted]) oxazole-w-yl] -2-hydroxy-4-oxo-2-butenoic acid (B-2132) 4- [nH-] acid (q- (([substituted-heteroaryl) alkyl) -z-halogen) pyrazole-1-yl-2-hydroxy-4-oxo-2-butenoic (B-2133) 3-hydroxy-1- (nH-q- (( [substituted -heteroaryl) -sulfonylamino) -imidazole-w-yl] -3-hydroxy-3- ([substituted-2H-tetrazol-5-yl] -propenone (B-2134) l - [(q- (([substituted-heteroaryl] -alkenyl) -z-halogen) thiof en-w-yl] -3-hydroxy-3- ([substituted J-2H-tetrazol-5-yl) -propenone (B-2135) 2-hydroxy-4- (q- (1 -hydroxy- ([substituted -heteroaryl) methyl) isoxazol-w-yl) -4-oxo-2-butenoic (B-2136) 3-hydroxy-l- (nH-q- (([substituted] heteroaryl) sulfinyl) imidazole-w- il) -3- ([substituted] -2H-tetrazol-5-yl) -propene na (B-2137) 4- [(z-alkyl-q- (([substituted]) furan-w-yl] -2-hydroxy-4 -oxo-2-bu te-ico (B-2138) acid 2 -hydroxy-4-oxo-4- (q- (([substituted] heteroaryl) carboxy) pyrrol-w-yl) -2-butenoic (B-2139) l- [(z-alkyl-q- ((substituted] ) oxy)) isoxazol-wi 1J-3-hydroxy-3- ([substituted] - 1H-1, 2,4-triazol-3-yl) -propenone (B-2140) l - [(z-halogen-q - (([substituted-heteroaryl) sulfonylamino)) pyrrol-w-yl] -3-hydroxy-3- ([substituted-2H-tetrazol-5-yl] -propenone (B-2141) l - [(z-alkyl-q - (1-hydroxy- ([substituted-alkyl) methyl)) oxazole-1-yl-3-hydroxy-3 - ([substituted] -2H-tetrazol-5-yl) -propenyone (B-2142) 4- [( q- (([substituted] alkenyl) -z-alkyl) pi rrol -w- i 1J-2-hydroxy-4-oxo-2-butenoic (B-2143) 4- [nH- (z-alkyl-q) - (([substituted] sulfonylamino)) pyrazol-w-yl-2-hydroxy-4-oxo-2-butenoic (B-2144) l - [(q- (([substituted] carboxyl) isoxazole-w-yl) -3-hydroxy-3- ([substituted] -2H-tetrazol-5-yl) -propenone (B-2145) 1- (q- (([substituted] idojaryl) alkyl) furan-w-yl) -3-hydroxy-3- ([substituted J-lH-1,2,4-triazol-3-yl) -propenone (B-2146) 4- [nH- (z -halogen-q- (([substituted] thio)) imidazol-w-yl] -2-hydroxy-4-oxo-2-butenoic (B-2147) l- [nH- (z-halogen-q- (( [substituted] oxy)) imidazol-w-yl] -3-hydroxy-3- ([substituted J-lH-1,2,4-triazol-3-yl) -propenyone (B-2148) 3-hydroxy-l- (q- (([substituted-heteroaryl) sulfonylamino) oxazole-w-yl) -3- ([substituted J-lH-1,2,4-triazol-3-yl] -propenone (B-2149) l - [(z- halogen-q- (([substituted) sulfonyl)) pyridin-w-yl-3-hydroxy-3- ([substituted J-lH-1,2,4-triazol-3-yl) -propenyone (B-2150) l - [(q- (([substituted] carbonylamino) -z-halogen) thiophen-w-yl] -3-hydroxy-3- ([substituted] -lH-1,2,4-triazol-3-yl) - propenone (B-2151) 4- [(q- (([substituted heteroaryl) alkenyl) -z-alkyl) furan-w-i1J-2-hydroxy-4-oxo-2-butenoic (B-2152) l- [ n H- (z-halogen-q- (([substituted-heteroaryl)) pyrazol-w-yl-3-hydroxy-3- ([substituted] -2H-tetrazol-5-yl) -propen ona (B-2153) 3-hydroxy-l- (nH-q- (([substituted] heteroaryl) oxycarbonyl) imidazole-w-yl) -3- ([substituted] -lH-l, 2, 4-triazol-3-yl) -propenone (B-2154) l- [(z-halogen-q- (([substituted] oxy)) thiophen-w-yl-3-hydroxy-3- ([ replaced] -2H-tetrazol-5-yl) -propenyone (B-2155) 3-hydroxy-l- (q- (([substituted] heteroaryl) sulfonyl) furan-w-yl) -3- ([substituted] -lH- 1,2,4-triazol-3-yl) -propenone (B-2156) l- [(q- (([substituted] heteroaryl) carbonylamino) -z-halogen) thiophen-w-yl-3-hydroxy-3- ( [substituted J-2H-tetrazol-5-yl] -propenone (B-2157) l - [(z-halogeno-q- (([substituted] sulfinyl)) thiazol-w-yl] -3-hydroxy-3- ( [Substituted] -2H-tetrazol-5-yl) -propenone (B-2158) l- [(q- (([substituted] heteroaryl) aminocarbonyl) -z-halogen) pyrrol-w-yl] -3-hydroxy-3 - ([substituted] -2H-tetrazol-5-yl) -propenyone (B-2159) 4- [(z-alkyl-q- (([substituted] sulphinyl)) thiazole-2-yl-2-hydroxy- 4-oxo-2-butenoic (B-2160) 4- [(z-alkyl-q- (([substituted] aminocarbonyl)) thiophen-w-yl-2-hydroxy-4-oxo-2-butenoic acid (B -2161) l- [(z-alkyl-q- (([substituted] amino)) thiof en-w-il ] -3-hydroxy-3- ([substituted] -2H-tetrazol-5-yl) -propenone (B-2162) 4- [(z-halogeno-q- (([substituted-heteroaryl) sulf inyl)) thiazole-2-yl-2-hydroxy-4-oxo-2-butenoic acid (B-2163) l- [ n H- (q- (([substituted] heteroaryl) carbonylamino) -z-halogen) imidazol-w-yl] -3-hydroxy-3- ([substituted J-lH-1,2,4-triazol-3-yl] -propenone (B-2164) 1- (q- (([substituted heteroaryl) oxazol-w-yl) -3-hydroxy-3- ([substituted J-2H-tetrazol-5-yl) -propenyone (B-2165) 1- ( q- (([substituted] carbonyl) pyrrol-w-yl) -3-hydroxy-3- ([substituted] -2H-tetrazol-5-yl) -propenyone (B-2166) l- [nH- (z- alkyl-q- (([substituted aryl) aminosulfonyl)) pyrazol-w-yl-3-hydroxy-3- ([substituted] -lH-1,2,4-triazol-3-yl) -propenyone (B-2167) l- [nH- (q- (([substituted] alkyl) -z-halogen) pyrazol-w-yl] -3-hydroxy-3- ([substituted-2H-tetrazol-5-yl] -propenyone (B- 2168) l- [nH- (z-alkyl-q- (([substituted) thio)) pyrazol-w-yl-3-hydroxy-3- ([substituted J-2H-tetrazol-5-yl) -propenyone (B -2169) l- [nH- (q- (([substituted] carboxyl) -z-halogen) pyrazol-w-yl-3-hydroxy- 3- ([substituted J-2H-tetrazol-5-yl) -propenyone (B-2170) 4- [nH-q- (([substituted aryl) amino) pyrazol-w-yl) -2-hydroxy-4-oxo -2-butenoic (B-2171) 4- [nH- (z-halogeno-q- (([substituted] heteroaryl) sulfonylamino)) pyrazol-w-yl] -2-hydroxy-oxo-2-butenoic acid (B- 2172) 4- (q- (([substituted -heteroaryl) alkyl) thiophene-w-yl) -2-hydroxy-4-oxo-2-butenoic acid (B-2173) 1- (q- ((substituted) carboxy) pyridin-w-yl) -3-hydroxy-3- ([substituted J-lH-1,2,4-triazol-3-yl) -propenone (B-2174) 4- [(z-halogen-q- ( 1-hydroxy- (([substituted-heteroaryl) methyl)) pyrrol-w-yl-2-hydroxy-4-oxo-2-butenoic (B-2175) 4- [nH- (z-halogeno-q- (([ substituted) oxy)) imidazol-w-yl-2-hydroxy-4-oxo-2-butenoic (B-2176) 4- [nH-q- (([substituted] alkyl) carboxy) imidazole-w-yl) -2 -hydroxy-4-oxo-2-butenoic (B-2177) l- [nH- (z-alkyl-q- (([substituted] amino)) imidazole-w-yl] -3-hydroxy-3 - ([ substituted J-2H-tetrazol-5-yl) -propenone (B-2178) 4- [(z-alkyl-q- (( [substituted] carbonylamino) pyridin-w-yl-2-hydroxy-4-oxo-2-butenoic acid (B-2179) 4- (q- (([substituted] alkenyl) thiof en-w-yl) -2 -hydroxy-4-oxo-2-butenoic (B-2180) 4- [(z-alkyl-q- (([substituted] heteroaryl) oxycarbonyl)) pyridin-w-yl-2-hydroxy-4-oxo-2- butenoic (B-2181) 3-hydroxy-1- (q (([substituted-heteroaryl) thio) pyrrol-w-yl) -3- ([substituted J-lH-1,2,4-triazol-3-yl] -propenone (B-2182) l - [(q (([substituted] heteroaryl) carboxy) -z-halogen) isoxazol-w-yl] -3-hydroxy-3- ([substituted] -lH-1, 2, 4- triazol-3-yl) -propenone (B-2183) 2-hydroxy-4-oxo- (q (([substituted] heteroaryl) oxycarbonyl) furan-w-yl) -2-butenoic acid (B-2184) acid 4- [ n H- (z-alkyl-q- (([substituted) thio)) imidazol-w-yl-2-hydroxy-4-oxo-2-butenoic (B-2185) l - [(q- ((substituted) carboxy) ) -z-halogen) thiazol-w-yl] -3-hydroxy-3- ([substituted J-lH-1,2,4-triazol-3-yl) -propenone (B-2186) acid 4-q (( [substituted heterohexyl) amino) isoxazole-w-yl) -2-hydroxy-4-ox o-2-butenoic (B-2187) l- [nH- (z-alkyl-q- (([substituted) alkyl)) imidazole-w-yl-3-hydroxy-3- ([substituted-2H-tetrazole-] 5-yl) -propenone (B-2188) 4- (q- (([substituted] thiazole-w-yl) -2-hydroxy-4-oxo-2-butenoic acid (B-2189) 1- (q ( ([substituted -heteroaryl) alkyl) pyridin-w-yl) -3-hydroxy-3- ([substituted-1H-1, 2,4-triazol-3-yl] -propenyone (B-2190) l- [nH- ( q (([substituted -heteroaryl) aminocarbonyl) -z-halogen) pyrazol-w-yl-3-hydroxy-3- ([substituted-2H-tetrazol-5-yl] -propenyone (B-2191) 3-hydroxy-3-) ([substituted J-2H-tetrazol-5-yl) -1- (q- (([substituted-heteroaryl] thio) pyrrol-w-yl) -propenone (B-2192) l- [(z-halogen-q- (( [substituted] thio)) furan-w-yl-3-hydroxy-3- ([substituted] -lH-1,2,4-triazol-3-yl) -propenyone (B-2193) 3-hydroxy-l- (nH-q- (([substituted] heteroaryl) sulfonyl) imidazole-w-yl) -3- ([substituted J-lH-1,2, -triazol-3-yl) propanone (B-2194) l - [(z- alkyl-q- (([substituted] aminocarbonyl)) isoxazole-w-yl-3-hydroxy-3- ([substituted J-2H] -tetrazol-5-yl) -propenone (B-2195) l- (q- (([substituted] heteroaryl) carbonylamino) thiophen) -w-yl) -3-hydroxy-3- ([substituted] J-lH-1, 2,4-triazol-3-yl) -propenone (B-2196) 4- [nH- (z-halogeno- (q (([substituted] heteroaryl) oxy) imidazole-w-yl-2-hydroxy-4- oxo-2-butenoic (B-2197) 4- (q- (([substituted heteroaryl) aminosulfonyl) furan-w-yl) -2-hydroxy-4-oxo-2-butenoic acid (B-2198) 2-hydroxy acid -4-oxo-4- (q (([substituted] oxycarbonyl) pyridin-w-yl) -2-butenoic (B-2199) 1- (nH-q- (([substituted-heteroaryl) amino) imidazole-w-il ) -3-hydroxy-3- ([substituted J-lH-1,2,4-triazol-3-yl) propenone (B-2200) l - [(q (([substituted] heteroaryl) carboxy) z-halogen) thiazole w-yl-3-hydroxy-3- ([substituted J-lH-1, 2,4-triazol-3-yl) -propenyone (B-2201) l - [(z-alkyl-q (([substituted)) pyridin-w-yl-3-hydroxy-3- ([substituted J-lH-1,2,4-triazol-3-yl) -propenyone (B-2202) 4- [(z-alkyl-q- (( [substituted] amino)) furan-w-yl-2-hydroxy-4-oxo-2-butenoic (B-2203) l - [(z-alkyl-q- (([substituted] carboxy)) thiophen-w- il] -3-hydroxy-3- ([substituted] -2H-tetrazol-5-yl-propenyone (B-2204) l - [(z-alkyl-q ( ([substituted] sulfinyl)) isoxasol-w-yl] -3-hydroxy-3 - ([substituted J-lH-1,2,4-triazol-3-yl) -propenone (B-2205) l - [(z -halogen-q- (([substituted-heteroaryl) sulfonylamino)) pyrrol-w-yl-3-hydroxy-3- ([substituted J-lH-1,2,4-triazol-3-yl) -propenyone (B-2206) 1- (q (([substituted] heteroaryl) carbonyl) thiazole-w-yl) -3-hydroxy-3- ([substituted] -lH-1,2,4-triazol-3-yl) -propenyone (B-2207) 4- (q (([substituted] -heteroaryl) alkenyl) furan-w-yl) -2-hydroxy-oxo-2-butenoic acid (B-2208) 4- [(z-halogeno-q- (([substituted]) sulfonylamino)) thiazol-w-yl-2-hydroxy-4-oxo-2-butenoic (B-2209) 1- (q (([substituted] alkenyl) pyrrol-w-yl) -3-hydroxy-3- ( [substituted J-2H-tetrazol-5-yl] -propenone (B-2210) 1- (q (([substituted] heteroaryl) amino) oxazol-w-yl) -3-hydroxy-3- ([substituted] -2H-tetrazole -5-yl) -propenone (B-2211) l- [(q (([substituted] aminocarbonyl) -z-halogen) pyridin-yl-3-hydroxy-3- ([substituted] -lH-1, 2, 4-triazol-3-yl) -propenone (B-2212) l- [nH - (q (([substituted] alkenyl) -z-alkyl) imidazol-w-yl-3-hydroxy-3- ([substituted J-lH-1,2,4-triazol-3-yl) -propenyone (B- 2213) 1- (q (([substituted heteroaryl) aminosulfonyl) isoxazole-w-yl) -3-hydroxy-3- ([substituted J-2H-tetrazol-5-yl) -propenyone (B-2214) l - [(z -alkyl-q- (1-hydroxy- ([substituted -heteroaryl) methyl)) pyrrol-w -yl] -3-hydroxy-3- ([substituted -J-2H-tetrazol-5-yl) -propenone (B-2215) 3 -hydroxy-l- (nH-q- (([substituted) sulphonylamino) imidazole-w-yl) -3- ([substituted] -lH-1,2,4-triazol-3-yl) -propenyone (B-) 2216) 4- [nH- (q- (([substituted-heteroaryl) alkenyl) -z-halogen) imidazol-w-yl] -2-hydroxy-4-oxo-2-butenoic acid (B-2217) l - [( z-alkyl-q- (([substituted heterohexyl) aminosulfonyl)) thiophen-w-yl] -3-hydroxy-3- ([substituted] -lH-1,2,4-triazol-3-yl) -propenyone (B -2218) l - [(z-alkyl-q- (([substituted-heteroaryl) amino)) oxazol-w-yl] -3-hydroxy-3- ([substituted] -lH-1,2,4-triazole-3 -yl) -propenone (B-2219) 1- (nH-q- (([substituted) alkenyl) pyrazol-w-yl) -3-hydroxy-3- ([substituted J-2H-tetrazol-5-yl) -propenone (B-2220) 2-hydroxy-4- (q- (1-hydroxy- (substituted-heteroaryl) methyl) -oxazole-w- il) -4 -oxo-2-butenoic (B-2221) l- [nH- (q- (([substituted] heteroaryl) aminosulfonyl) -z-halogen) pyrazol-w-yl] -3-hydroxy-3- ([ replaced] -2H-tetrazol-5-yl) -propenone (B-2222) 4- [(z-halogeno-q- (([substituted-heteroaryl] sulfonyl)) furan-w-yl-2-hydroxy-4-oxo -2-butenoic (B-2223) l - [(z-alkyl-q- (([substituted] carbonyl)) isoxazole-w-yl] -3-hydroxy-3- ([substituted-2H-tetrazole-5- il) -propenone (B-2224) l - [(z-alkyl-q (([substituted-heteroaryl] thio)) pyridin-w-yl-3-hydroxy-3- ([substituted J-lH-1, 2, 4- triazol-3-yl) -propenone (B-2225) 4- [(z-alkyl-q- (q (([substituted] heteroaryl) thio)) oxazol-w-yl] -2-hydroxy-4-oxo-2 -butenoic (B-2226) l - [(z-alkyl-q- (([substituted) aminosulfonyl) thiophen-w-yl-3-hydroxy-3- ([substituted] J-2H-tetrazole-5-yl) - propenone (B-2227) 4- (q- (([substituted] heteroaryl) am ino) piridin-w-il) -2 -hydroxy-4 -oxo-2-butenoic (B-2228) 1- (q- ([substituted-heteroaryl) -isoxazol-w-yl) -3-hydroxy-3- ([substituted] -2H-tetrazol-5-yl) -propenone (B-2229) l - [(z-alkyl-q- (([substituted heteroaryl) alkyl) pyridin-w-yl-3-hydroxy-3- ([substituted] -2H- tetra zol-5) -yl) -propenone (B-2230) l- [(z-halogen-q- (1-hydroxy- ([substituted-heteroaryl) methyl)) pyridin-w-yl] -3-hydroxy -3- ([substituted J-2H] -tetrazol-5-yl) -propenone (B-2231) l- [(q- (([substituted] amino) -z-halogen) thiazol-w-yl] -3-hydroxy-3- ([substituted] -lH-l, 2,4-triazol-3-yl) -propenone (B-2232) l - [(q- ([substituted) -z-halogen) isoxazole-w-ylj-3-hydroxy-3- ([substituted J-2H] -tetrazol-5-yl) -propenone (B-2233) 4- [(z-halogeno-q- (1-hydroxy- ([(substituted) methyl)) oxa zol -w-yl] -2-hydroxy-4 -oxo-2-butenoic (B-2234) 4- [nH- (z-halogeno-q- (([substituted heteroaryl) oxycarbonyl) imidazol-w-ylJ-2-hydroxy-4-oxo-2-butenoic acid (B -2235) l - [(z-halogen-q- (([substituted-heteroaryl] oxy)) pyridin-w-yl] -3-hydroxy-3- ([substituted] -lH-1,2,4-triazole-3) -yl) -propenone (B-2236) 4- [(z-halogeno-q- (([substituted-heteroaryl) sulfonylamino)) furan-w-yl-2-hydroxy-4-oxo-2-butenoic acid (B-2237 ) l- [nH- (z-halogeno-q- (([substituted heterohexyl) sulfonylamino)) pyrazol-w-yl] -3-hydroxy-3- ([substituted] -2H-tetrazol-5-yl) -propenone ( B-2238) l- [nH- (z-alkyl-q- (([substituted] sulfinyl)) pyrazol-w-yl] -3-hydroxy-3- ([su ti tuido] - 1H-1, 2, 4-triazol-3-yl) -propenone (B-2239) l- [(z-halogen-q- (([substituted] dojaril) oxy)) pyrrol-w-ylJ-3-hydroxy-3- ([substituted] -2H-tetrazol-5-yl) -propenone (B-2240) 1- (nH-q- (([substituted] carboxyl) ) imidazol-w-yl) -3-hydroxy-3- ([substituted J-lH-1,2,4-triazol-3-yl) -propenone (B-2241) l- [(z-alkyl-q- ( [substituted] oxazole-1-yl-3-hydroxy-3- ([substituted-2H-tetrazol-5-yl] -propenyone (B-2242) 4 - (q- (([substituted] heteroaryl) aminosulfonyl) oxazole w-il) -2-hydroxy-4-oxo-2-butenoic acid (B-2243) 4 - [(z-alkyl-q- (([substituted) thio)) pyridin-w-yl] -2-hydroxy -4-oxo-2-butenoic (B-2244) 1- (nH-q- (([substituted] heteroaryl) amino) pyrazol-w-yl) -3-hydroxy-3- ([substituted J-lH-1, 2, 4-triazol-3-yl) -propenone (B-2245) 3-hydroxy-l- (nH-q- (([substituted] heteroaryl) sulfinyl) imidazole-w-yl) -3- ([substituted] -lH-l , 2,4-triazol-3-yl) -propenone (B-2246) 3-hydroxy-l- (q- (([substituted] sulyl) oxazole-w-yl) -3- ([substituted] -2H- tetrazol-5-yl) -propenone (B-2247) l- [nH- (z-alkyl-q- ([substituted)) pyrazole-w -ilj-3-hydroxy-3- ([substituted J-lH-1,2,4-triazol-3-yl] -propenone (B-2248) l - [(z-alkyl-q- (([substituted) alkyl)) thiophen-w-yl) -3-hydroxy-3- ([substituted] -lH-1,2,4-triazole) -3-yl) -propenone (B-2249) 1- (q- ((substituted [heteroaryl] alkyl) thiophene-w-yl) -3-hydroxy-3- ([substituted] -lH-1, 2, 4- triazol-3-yl) -propenone (B-2250) l- [nH- (z-alkyl-q- (([substituted] aryl) carbonyl)) pyrazol-w-yl] -3-hydroxy-3- ([ substituted J-2H-tetrazol-5-yl) -propenone (B-2251) l- [nH- (z-alkyl-q- (([substituted-heteroaryl) amino)) pyrazol-w-yl-3-hydroxy-3- ( [substituted-lH-1,2,4-triazol-3-yl] -propenyone (B-2252) 4- [(z-alkyl-q- (([substituted-heteroaryl] amino)) pyridin-w-yl-2 -hydroxy-4-oxo-2-butenoic acid (B-2253) 4- [(z-alkyl-q- (([substituted] sulfinyl) furan-w-yl-2-hydroxy-4-oxo-2-butenoic acid (B-2254) 4- [(z-alkyl-q- (([substituted -heteroaryl] carbonyl)) -oxazol-w-yl] -2-hydroxy-4-oxo-2-butenoic acid (B-2255) l- [ n H- (z-alkyl-q- (1-hydroxy- ([substituted -heteroaryl) methyl)) pyrazol -w -yl] - 3 -hydroxy -3- ([substit. [0149] [0H] [4H] [4H] [4H] [4H] [4H] [4- (tetrahydroxy] -z-halogeno) pyrrol-2-yl-2-hydroxy-4-hydroxy-4-hydroxy-4-yl (4-yl) -oxo-2-butenoic (B-2257) 4 - (q- (([substituted] amino) pyridin-w-yl) -2-hydroxy-4-oxo-2-butenoic acid (B-2258) 4- acid [(z-halogen-q- (([substituted] heteroarylthio) oxazole-2-yl-2-hydroxy-4-oxo-2-butenoic (B-2259) 4- [(z-halogen-q- (( [substituted -heteroaryl) sulfonyl) -isoxazole-w-yl-2-hydroxy-4 -oxo-2-butenoic acid (B-2260) 1- (q- (([substituted] amino) thiophen-w-yl) -3-hydroxy- 3- ([substituted J-2H-tetrazol-5-yl) -propenone (B-2261) l - [(z-alkyl-q- (([substituted] alkyl)) pyridin-w-yl] -3-hydroxy- 3- ([substituted] -2H-tetrazol-5-yl) -propenone (B-2262) 3-hydroxy-l- (q- (([substituted-heteroaryl) sulfonyl) pyrrol-w-yl) -3- ([substituted J-lH-1,2,4-triazol-3-yl] -propenone (B-2263) 3-hydroxy-l- (q- (([substituted] sulfinyl) pyridin-w-yl) -3- ([substituted] -2H-tetrazol-5-yl) -propenone (B-2264) 3-hydroxy-l- (nH-q- (([substituted] heteroaryl) aryl) thio) imidazole-w-yl) -3- ([substituted] -lH-1,2,4-triazol-3-yl) -propenone (B-2265) l - [(z-alkyl-q- (([substituted] sulphonylamino)) thiophen-w-yl] -3-hydroxy-3- ([substituted-1H-1, 2,4-triazole- 3-yl) -propenone (B-2266) l - [(z-alkyl-q- (([substituted-heteroaryl] sulf inyl)) thiazole-1-yl-3-hydroxy-3 - ([substituted-2H-tetrazole] 5-yl) -propenone (B-2267) l- [(q- (([substituted] alkyl carbonylamino) -z-halogeno-) oxazol-w-yl] -3-hydroxy-3- ([substituted] -2H- tetrazol-5-yl) -propenone (B-2268) 3-hydroxy-l- (q- (([substituted-heteroaryl) oxycarbonyl) isoxazole-w-yl) -3- ([substituted] -2H-tetrazole-5-yl) ) -propenone (B-2269) 4- [(z-halogen-q- ([substituted-heteroaryl] or xazol-w-yl-2-hydroxy-4-oxo-2-butenoic (B-2270) l- [(z-halogeno-q- (([substituted) oxycarbonyl)) pyridin-w-yl] -3-hydroxy -3- ([substituted J-lH-1, 2,4-triazol-3-yl) -propenone (B-2271) 4- [(z-alkyl-q- (([substituted] oxycarbonyl)) furan-w -yl] -2-hydroxy-4-oxo-2-butenoic (B-2272) 2-hydroxy-4-oxo-4- (nH-q- (([substituted heteroaryl) carboxy) pyrazol-w-yl) - 2-butenoic (B-2273) 4- [nH- (z-alkyl-q- (([substituted] heteroaryl) thio)) imidazol-w-yl] -2-hydroxy-4-oxo-2-butenoic acid (B- 2274) l- [nH- (q- (([substituted heterohexyl) carboxy) -z-halogen) pyrazol-w-yl] -3-hydroxy-3- ([substituted] -2H-tetrazol-5-yl) -propenone (B-2275) 2-hydroxy-4-oxo-4- (nH-q- (([substituted-heteroaryl) sulfonyl) imidazole) w-yl) -2-butenoic acid (B-2276) 1- (q- (( [substituted -heteroaryl) carbonyl) pyrrol-w -yl) -3-hydroxy-3- ([substituted] -lH-1, 2,4-triazol-3-yl) -propenyone (B-2277) 4- [nH-] (z-alkyl-q- (([substituted] aminocarbonyl)) imidazol-w-yl] -2-hydroxy-oxo -2-butenoic (B-2278) l- [z-halogen-q- (([substituted] sulphinyl) thiazole-w-yl-3-hydroxy-3 - ([substituted] J-lH-1, 2,4-triazole -3-yl) -propenone (B-2279) 4- [(q- (([substituted] heteroaryl) alkyl) -z-halogen) thiazole-1-yl-2-hydroxy-4-oxo-2-butenoic acid (B -2280) 4- (nH-q- (([substituted] -heteroaryl) aminocarbonyl) pyrazol-w-yl) -2-hydroxy-4-oxo-2-butenoic acid (B-2281) acid 4- (q- (([ substituted -heteroaryl) -carbonylamino) isoxazol-w-yl) -2-hydroxy-4-oxo-2-butenoic (B-2282) l - [(z-halogen-q- (([substituted] sulfinyl)) pyridine-w- il] -3-hydroxy-3 - ([substituted J-lH-1, 2,4-triazol-3-yl) -propenone (B-2283) l - [(z-alkyl-q- (([substituted] sulphonyl)) oxazol-w-yl) -3-hydroxy-3- ( [substituted J-lH-1, 2, 4 -tria zol-3-yl] -propenone (B-2284) 3-hydroxy- (q- (([substituted-heteroaryl] oxycarbonyl) thiazole-w-yl) -3- ([substituted J-2H-tetra zol-5-yl] -propenone (B-2285) 1- (nH-q- (([substituted] heteroaryl) alkyl) imidazol-w-yl) -3-hydroxy-3- ([substituted] -lH-1, 2,4-triazol-3-yl) -propenone (B-2286) 4- [(z-alkyl-q- (([substituted] heteroaryl) carbonyl) isoxazol-w-yl] -2-hydroxy - 4 -oxo-2-butenoic (B-2287) 3-hydroxy-l- (q- (1-hydroxy- ([(substituted) methyl) oxazole-w-yl) -3- ([substituted] - 2 H- tetrazol-5-yl) -propenone (B-2288) l- [nH- (z-alkyl-q- ([substituted]) imidazole-w-yl] -3-hydroxy-3- ([substituted J-lH-1 , 2,4-triazol-3-yl) -propenone (B-2289) l- [nH- (q- (([substituted] alkyl) -z-halogen) pyrazol-w-yl] -3-hydroxy-3 - ([substituted J-lH-1, 2,4-triazol-3-yl) -propenone (B-2290) l- [nH- (q- (([s (substituted) -heteroaryl) carbonylamino) -z-halogen) pyrazol-w-yl-3-hydroxy-3- ([substituted] -1H-1, 2,4-triazol-3-yl) -propenyone (B-2291) l- [ (q- ((substituted] aminosulfonyl) -z-halogen) oxazol-w-yl] -3-hydroxy-3- ([substituted-2H-tetrazol-5-yl] -propenyone (B-2292) 3-hydroxy -l- (q- (([substituted heterohexyl) thio) oxazole-w-yl) -3- ([substituted] -lH- 1,2,4-triazol-3-yl) -propenone (B-2293) acid 4 - (q- (([substituted] amino) oxazol-w-yl) -2-hydroxy-4-oxo-2-butenoic (B-2294) 4- [(z-alkyl-q- (([substituted-heteroaryl]) ) furan-w-yl-2-hydroxy-4-oxo-2-butenoic acid (B-2295) 4- (nH-q- (([substituted aryl) aminocarbonyl) imidazole-w-yl) -2-hydroxy-4 -oxo-2-butenoic (B-2296) l- [(z-halogen-q- (1-hydroxy - (([substituted] alkyl) methyl)) isoxazol-w-yl] -3-hydroxy-3- ([substituted] -2H-tetrazol-5-yl) -propenone (B-2297) l - [(z-alkyl-q- (([substituted] heteroaryl) oxycarbonyl) pyridin-w-yl] -3-hydroxy-3- ([substituted] lH-1, 2, -triazol-3-yl) -propenone (B-2298) acid or 4- [(z-alkyl-q- (([substituted] oxycarbonyl)) thiazol-w-yl] -2-hydroxy-4-oxo-2-butenoic (B-2299) 1 (q- ((substituted-heteroaryl) alkyl) furan-w-yl) -3- 3-hydroxy-3- ([substituted J-lH-1,2,4-triazol-3-yl) -propenone (B-2300) 1- (nH-q- ( ([substituted heterohexyl) carboxy) imidazol-w-yl) -3-hydroxy-3- ([substituted J-2H-tetrazol-5-yl) -propenyone (B-2301) l - [(z-alkyl-q- (([substituted-heteroaryl) aminocarbonyl)) thiophen-w-yl-3-hydroxy-3- ([substituted] - 1H-1, 2,4- triazol-3-yl) -propenone (B-2302) 3-hydroxy-3- ([substituted J-2H-tetrazol-5-yl) -1- (nH-q- ([substituted-heterohexyl) thio) pyrazol-w-il ) -propenone (B-2303) 4 - [(z-alkyl-q- (([substituted] carboxy)) furan-w-yl-2-hydroxy-4-oxo-2-butenoic acid (B-2304) acid 4 - [nH- (z-alkyl-q- (([substituted] heteroaryl) aminosulfonyl)) pyrazol-w-yl-2-hydroxy-4-oxo-2-butenoic (B-2305) 2-hydroxy-4-oxo acid -4- (q- ((substituted [heteroaryl] thio) thiazole-w-yl) -2-butenoic (B-2306) l- [(q- (([substituted] heteroaryl) carboxy) -z-alkyl) -thiophen-w -yl] -3-hydroxy-3- ([substituted] -lH-1,2,4-triazol-3-yl) -propenone (B-2307) 2-hydroxy-4- (nH-q- (1 -hydroxy - ([substituted] methyl) pyrazol-w-yl) -4-oxo-2-butenoic (B-2308) 4 - [(q- (([substituted heterohexyl) aminocarbonyl) z-halogen) pyridin-w-ylJ-2-hydroxy-oxo-2-butenoic acid (B-2309) acid 4- [(z -alkyl-q- (([substituted heteroaryl) aminosulfonyl) furan-w-yl-2-hydroxy-4-oxo-2-butenoic (B-2310) l - [(z-halogen-q- (([substituted-heteroaryl]) pyrridin-w-yl) -3-hydroxy-3- ([substituted] -2H-tetrazol-5-yl) -propenone (B-2311) 4- (q- ([substituted) furan-w-yl) -2-hydroxy-4-oxo-2-butenoic (B-2312) l - [(z-alkyl-q- (([substituted] sulphonylamino)) oxazole-w-yl] -3-hydroxy-3- ([ substituted] -lH-1,2,4-triazol-3-yl) -propenyone (B-2313) l - [(z-alkyl-q- (([substituted-heteroaryl) amino)) pyrrole-w-yl-3- hydroxy-3- ([substituted J-2H-tetrazol-5-yl) -propenyone (B-2314) l- [((q- ((substituted) barylamino) -z-halogen) pyrol-w-yl] -3- hydroxy-3- ([substituted J-lH-1, 2,4-triazol-3-yl) -propenone (B-2315) 4- [nH- (z-alkyl-q- (([substituted-heteroaryl] carbonyl)) pyrazol-w-yl] -2-hydroxy-oxo-2-butenoic acid (B-23) 16) 4- [(q- (([substituted heteroaryl) alkyl) -z-halogen) pyridn-w-i1J-2-hydroxy-oxo-2-butenoic acid (B-2317) 4- [(z-alkyl) -q- (([substituted-heteroaryl) sulfonylamino)) pyrrol-w-yl] -2-hydroxy-4 -oxo-2-butenoic acid (B-2318) l - [(q- (([substituted-alkyl) alkenyl) -z -alkyl) furan-w-yl) -3-hydroxy-3- ([substituted J-2H-tetrazol-5-yl) -propenone (B-2319) l - [(q- (([substituted] carboxyl) -z-halogen) thiof en-w-yl] -3-hydroxy-3- ([substituted] -2H-tetrazol-5-yl) -propenone (B-2320) l - [(z-alkyl-q- (([substituted-heteroaryl] pyrrol-w-yl] -3-hydroxy-3- ([substituted] J-lH-1,2,4-triazole-3 -yl) -propenone (B-2321) l - [(z-halogen-q- (([substituted] heteroaryl) sulfinyl)) furan-w-yl] -3-hydroxy-3- ([substituted J-2H-tetrazole-5] -yl) -propenone (B-2322) l - [(q- (([substituted-heteroaryl) alkyl-z-halogen) thiazole-w-yl-3-hydroxy-3- ([substituted] -2H-tetrazole-5-) il) -propenone (B-2323) l- [nH- (z-halogeno-q- (([substituted] oxy) pyrazol-w-yl] -3-hydroxy-3- ([substituted] -2H-tetrazole -5-yl) -propenone (B-2324) l- [(z-alkyl-q- (([substituted] oxy)) furan-w-yl-3-hydroxy-3- ([substituted] -lH-l , 2,4-triazol-3-yl) -propenone (B-2325) l- (nH-q- (([substituted] heteroaryl) aminocarbonyl) pyrazol-w-yl) -3 - ([substituted] -lH-I, 2,4-triazol-3-yl) -propenone (B-2326) 4- [(z-alkyl-q- ([substituted)) pyrrol-w-yl-2-hydroxy-4-oxo-2-but enoic (B-2327) l- [nH- (z-halogen-q- (([substituted-heteroaryl)) imidazol-w-yl] -3-hydroxy-3 - ([substituted] -lH-1, 2, 4- triazol-3-yl) -propenone (B-2328) 2-hydroxy-4-oxo- (q- (([substituted] heteroaryl) sulfinyl) pyridin-w-yl) -2-butenoic acid (B-2329) 1- ( n H-q- (([substituted] carbonylamino) pyrazol-w-yl) -3-hydroxy-3- ([substituted] -1H-1, 2,4-triazol-3-yl) -propenone (B-2330) 4- (q- (([substituted] heteroaryl) carbonyl) oxazol-w-yl) -2-hydroxy-4-oxo-2-butenoic acid (B-2331) l - [(z-halogen-q- (( [substituted-heterohexyl)) isozaxol-w-yl-3-hydroxy-3- ([substituted] -lH-1,2,4-triazol-3-yl) -propenone (B-2332) 2-hydroxy-4-oxo acid -4- (nH-q- (([substituted] heteroaryl) oxy) imidazole-w-yl) -2-butenoic (B-2333) l - [(z-alkyl-q- (([substituted-heteroaryl] thio)) oxazole- w-ilJ-3-hydroxy-3- ([substituted] -1H-l, 2,4-triazol-3-yl) -propenone (B-2334) 1- (q- (([substituted] amino) oxazol-w-yl) -3-hydroxy-3- ([substituted] -lH- 1,2,4-triazol-3-yl) -propenyone (B-2335) 4- [(z-alkyl-q- (([substituted] heteroarylthio)) pyrrol-w-yl] -2-hydroxy-4 -oxo-2-butenoic (B-2336) 3-hydroxy-3 - ([substituted] -2H-tetrazol-5-yl) -l- (q- (([substituted-heteroaryl] thio) pyridin-w-yl) - propenone (B-2337) l- (q- (([substituted-heteroaryl) carbonylamino) isoxazol-w-yl) -3-hydroxy-3- ([substituted] -lH-1, 2,4-triazol-3-yl) -propenone (B-2338) l - [(z-alkyl-q- (([substituted-heteroaryl) sulfonylamino)) thiazol-w-yl] -3-hydroxy-3- ([substituted-2H-tetrazol-5-yl] -propenone (B-2339) 4 - [(q- (([substituted heteroaryl) aminocarbonyl) -z-halogen) thiazole-w-yl J-2-hydroxy-4-oxo-2-butenoic acid (B-2340) l - [(q- ([substituted) -z-halogen) thiof en) -w-ylj-3-hydroxy-3- ([substituted] -2H-tetrazol-5-yl) -propenone (B-23 1) l - [(q- (([substituted] heteroaryl) carboxy) -z-halogen) oxazol-yl-3-hydroxy-3- ([substituted] tuidoJ-2H-tetrazol-5-yl) -propenone (B-2342) l - [(z-alkyl-q- (([substituted] heteroaryl) sulfonyl)) isoxazole-w-yl-3-hydroxy-3- ([substituted ] -lH-1, 2,4-triazol-3-yl) -propenone (B-2343) l- [(q- ([substituted-heteroaryl) amino) -z-halogen) pyrrol-w-yl] -3-hydroxy -3- ([substituted] -lH-l, 2,4-triazol-3-yl) -propenone (B-2344) 4- (q- (([substituted] heteroaryl) carbonylamino) pyrrole-w-yl) -2 -hydroxy-4-oxo-2-butenoic (B-2345) l - [(z-halogen-q- (([substituted] heteroaryl) oxycarbonyl)) pyridin-w-yl] -3-hydroxy-3- ([substituted] -lH-1, 2,4-triazol-3-yl) -propenone (B-2346) 3-hydroxy-l- (nH-q- (1-hydroxy- ([substituted-heteroaryl) methyl) pyrazol-w-yl) -3- ([substituted- 2H-tetrazol-5-yl) -propenyone (B-2347) l- [nH- (q- (([substituted] alkenyl) -z-alkyl) imidazole-w-yl] -3 -hydroxy-3- ([substituted J-2H-tetrazol-5-yl) -propenone (B-2348) l - [(z-alkyl-q- (([substituted-heteroaryl] carbonylamino)) furan-w-yl] -3 -hydroxy-3- ([substituted J-lH-1, 2,4-triazol-3-yl) -propenone (B-2 349) 4- [nH- (z-halogeno-q- (([substituted-heteroaryl) oxy)) pyrazol-w-yl] -2-hydroxy-4-oxo-2-butenoic acid (B-2350) acid 4- [ n H- (z-alkyl-q- (([substituted) aminocarbonyl)) pyrazol-w-yl] -2-hydroxy-4-oxo-2-butenoic (B-2351) l- [nH- (z-alkyl- q- (([substituted alkyl) alkyl)) pyrazol-w-yl] -3-hydroxy-3- ([substituted J-lH-1,2,4-triazol-3-yl) -propenyone (B-2352) l- [(q- (([substituted] aminocarbonyl) -z-halogen) thiazole-1-yl-3-hydroxy-3- ([substituted] -lH-1,2,4-triazol-3-yl) -propenyone ( B-2353) 4- [(q- (([substituted alkyl) carbonylamino-z-halogen) furan-w-i1] -2-hydroxy-4-oxo-2-butenoic acid (B-2354) 2-hydroxy acid 4-oxo-4- (q- (([substituted heterohexyl) sulfonylamino) oxazole-w-yl) -2-butenoic (B-2355) 1- (nH-q- (([substituted] alkyl) imidazole-w-il ) -3-hydroxy-3- ([substituted J-lH-1,2,4-triazol-3-yl) -propenone (B-2356) l- [(q- (([substituted-heteroaryl] alkyl) -z-halogen ) pyridin-w-yl] -3-hydroxy-3- ([substituted J-2H-tetrazol-5-yl) -propenone (B-2357) 3-hydroxy-l (nH-q- (([substituted) sulfinyl) imidazole-w-yl) -3- ([substituted] -1H-1,2, -triazol-3-yl) -propenone (B-2358) l- [nH- (z-alkyl-q- (([substituted-heteroaryl] oxycarbonyl)) pyrazol-w-yl-3-hydroxy-3- ([substituted] -2H-tetrazole-5-) il) -propenone (B-2359) 1- (q- (([substituted] carbonylamino) pyrrol-w-yl) -3-hydroxy-3- ([substituted] -1H-1, 2,4-triazole-3 -yl) -propenone (B-2360) 4- [(z-halogeno-q- (([substituted] aryl) oxy)) furan-w-yl] -2-hydroxy-4-oxo-2-butenoic acid ( B-2361) l- [q ~ (([substituted] alkenyl) -z-halogen) pyridin-w-yl] -3-hydroxy-3- ([substituted] -2H-tetrazol-5-yl) -propenone ( B-2362) 1- (q- (([substituted] aminocarbonyl) pyridin-w-yl) -3-hydroxy-3- ([substituted J-lH-1, 2,4-triazol-3-yl) -propenone ( B-2363) 3-hydroxy-l- (q- (1-hydroxy- (([substituted] aryl) methyl) isoxazol-w-yl) -3- ([substituted J-2H-tetrazol-yl] -propenyone (B -2364) 4- [nH- (z-halogeno-q- (([substituted) sulfonyl)) imidazol-w-yl] -2-hydroxy-4 acid -oxo-2-butenoic (B-2365) 4- (q- (([substituted heteroaryl) carbonyl) isoxazol-w-yl) -2-hydroxy-4 -oxo-2-butenoic acid (B-2366) l- [(q- (([substituted-heteroaryl] alkenyl) - z-alkyl) thiophen-w-yl-3-hydroxy-3- ([substituted] -2H-tetrazol-5-yl) -propenyone (B-2367) 3-hydroxy-l- (q- (([substituted-heteroaryl]) oxy) oxazole-w-yl) -3- ([substituted] -2H-tetrazol-5-yl) -propenone (B-2368) 4- [(q- (([substituted] alkyl carbon) -z-halogen) oxazole-w-yl-2-hydroxy-4-oxo-2-butenoic acid (B-2369) 2-hydroxy-4-oxo-4- (q- (([substituted heteroaryl) oxycarbonyl) thiophen-w-yl) - 2-butenoic (B-2370) l- [(q- (([substituted-heteroaryl] alkenyl) -z-halogen) oxazol-w-yl-3-hydroxy-3- ([substituted-2H-tetrazol-5-yl] -propenone (B-2371) l - [(z-alkyl-q- (([substituted] alkyl)) pyrrol-w-yl] -3-hydroxy-3- ([substituted] -lH-l, 2,4-triazol-3-yl) -propenone (B-2372) 4- [(q- (([substituted] aminosulfonyl) -z-halogen) isozaxol-w-yl] -2-hydroxy-4- oxo-2-butenoic (B-2373) 4- [(z-alkyl-q- (([substituted] aminocarbonyl)) pyridin-w-yl] -2-hydroxy-4-oxo-2-butenoic acid (B- 2374) 4- (q- (([substituted chheteroaryl) carbonylamino) oxazole-w-yl) -2-hydroxy-oxo-2-butenoic acid (B-2375) 4- (nH-q- (([substituted-heteroaryl]) amino) imidazol-w-yl) -2-hydroxy-4-oxo-2-butenoic acid (B-2376) 2-hydroxy-4-oxo-4- (q- (([substituted -heteroaryl] sulfonyl) furan-w- il) -2-butenoic (B-2377) l - [(z-alkyl-q- (([substituted] carbonyl)) priridin-w-yl] -3-hydroxy-3- ([substituted] J-2H-tetra zol-5-yl) -propenone (B-2378) l- [((q- (([substituted] carboxyl) -z-halogen) pyridin-w-yl-3-hydroxy-3- ([substituted J-2H- tetra zol-5-yl) -propenone (B-2379) 3-hydroxy-l- (nH-q- (([substituted] sulyl onyl) pyrazol-w-yl) -3- ([substituted] - 1 H- 1,2, 4-t-riazol-3-yl) -propenone (B-2380 ) 2-hydroxy-4-oxo-4- (q- (([substituted heteroaryl) sulfinyl) isoxazole-w-yl) -2-butenoic acid (B-2381) l- [(z -halogen-q- (([substituted] thyl)) t-ylazol-w-yl] -3-hydroxy-3- ([substituted-2H-tetrazol-5-yl] - propenone (B-2382) 4- [(z-alkyl-q- (([substituted] sulphonylamino)) pyrrol-w-yl] -2-hydroxy-4-oxo-2-butenoic acid (B-2383) l- [(z-alkyl-q- (([substituted] sulfonyl)) isoxazol-w-yl] -3-hydroxy-3- ([substituted J-lH-1, 2,4-triazol-3-yl) -propenone ( B-2384) l - [(z-alkyl-q- (([substituted] alkyl) thiophene-w-yl-3-hydroxy-3- ([substituted] -2H-tetrazol-5-yl) -propenyone (B-2385) 1- (q- (([substituted] alkyl) oxazol-w-yl) -3-hydroxy-3-hydroxy-3- ([substituted] - 1H-1, 2,4-triazole -3-yl) -propenone (B-2386) l- [(q- (([substituted] heteroaryl) carbonyl) -z-halogen) pyrrol-w-yl) -3-hydroxy-3- ([substituted J-2H] -tetrazol-5-yl) -propenone (B-2387) l- [(q- (([substituted] heteroaryl) carboxy) -z-halogen) pyrrol-w-yl) -3-hydroxy-3- ([substituted] - lH-1, 2,4-triazol-3-yl) -propenone (B-2388) l- [nH- (z-halogeno-q- (([substituted] sulphonyl)) pyrazol-w-yl] -3- hydroxy-3- ([sus ti tuido] - 1H-1, 2,4-triazol-3-yl) -propenone (B-2389) 1- (q- (([substituted] alkenyl) pyridin-w-yl) -3-hydroxy-3- ([substituted] -2H-tetrazol-5-yl) -propenone (B-2390) 4- [(z-alkyl-q- (([substituted-heteroaryl] carbonyl)) pyridin-w- ilJ-2-hydroxy-4-oxo-2-butenoic (B-2391) l - [(z-halogeno-q- (([substituted] sulphonylamino)) isoxazol-w-yl] -3-hydroxy- ([substituted ] -lH-l, 2,4-triazol-3-yl) -propenone (B-2392) 4- [(z-halogen-q- (([substituted] heteroaryl)) pyridin-w-yl] -2-hydroxy-4-oxo-2-butenoic (B-2393) l - [(z-alkyl-q- (1-hydroxy- (([substituted) methyl)) isoxazole -w-il] -3-hydroxy-3- ([substituted J-lH-1,2,4-triazol-3-yl) -propenyone (B-2394) 3-hydroxy-1- (q- ((substituted) ) oxy) isozaxol-w-yl) 3- ([substituted] -2H-tetrazol-5-yl) -propenone (B-2395) l - [(q- (([substituted] heteroaryl) alkenyl) -z-halogen) isoxazole -w-yl] -3-hydroxy-3- ([substituted] -2H-tetrazol-5-yl) -propenyone (B-2396) 4- [(z-halogeno-q- (([substituted) oxycarbonyl) oxazol-w-yl] -2-hydroxy-4-oxo-2-butenoic (B-2397) l- [nH- (q- (([substituted] amino) -z-halogen) pyrazol-w-yl] - 3-hydroxy-3- ([substituted J-lH-1, 2,4-triazol-3-yl) -propenyone (B-2398) l- [nH- (z-alkyl-q- (([substituted) sulfonyl) ) imidazol-w-yl] -3-hydroxy-3- ([substituted] -2H-tetrazol-5-yl) -propenyone (B-2399) l - [(z-alkyl-q- (([substituted] heteroaryl) oxycarbonyl )) thiof en-w-yl-3-hydroxy-3- ([substituted J-2H-tetrazol-5-yl) -propenone (B-2400) l - [(z-alk il-q- (([substituted] carboxy)) furan-w-yl-3-hydroxy-3- ([substituted] -2H-tetrazol-5-yl) -propenyone (B-2401) l- [nH-q - (([substituted] carbonylamino) -z-halogen) pyrazol-w-yl] -3-hydroxy-3- ([substituted] -lH-1, 2,4-triazol-3-yl) -propenyone (B- 2402) l - [(z-alkyl-q- (([substituted] sulfinyl)) pyrrol-w-yl] -3-hydroxy-3- ([substituted] -lH-1,2,4-triazole-3-) il) -propenone (B-2403) 3-hydroxy-l- (q- (([substituted] thyl) thiazole-w-yl) -3- ([substituted] -lH-1,2,4-triazole-3 -yl) -propenone (B-2404) 4- (q- (([substituted heteroaryl) aminocarbonyl) thiophen-w-yl) -2-hydroxy-4-oxo-2-butenoic acid (B-2405) l- [( q- (([substituted heterohexyl) amino) -z-halogen) oxazol-w-ylJ-3-hydroxy-w-yl) -3-hydroxy-3 - ([substituted J-2H-tetrazol-5-yl) -propenyone ( B-2406) 4- [nH- (z-alkyl-q- (([substituted] heteroaryl) thio)) pyrazol-w-yl] -2-hydroxy-4-oxo-2-butenoic acid (B-2407) 1- (q- (([substituted) pyridin-w-yl) -3-hydroxy-3- ([substituted] -2H-tetrazol-5-yl) -propenyone (B-2408) 3 -hydroxy-l- (q- (([substituted) oxycarbonyl) furan-w-yl) -3- ([substituted] -1H-1, 2,4-triazol-3-yl) -propenyone (B-2409) 1 - (q- (([substituted] aminocarbonyl) pyr rol -w-yl) -3-hydroxy-3- ([substituted J-2H-tetrazol-5-yl) -propenone (B-2410) 3-hydroxy-l- (q- (([substituted-heteroaryl) oxy) pyridin-w-yl) -3- ([substituted- 2 H -tetrazol-5-yl] -propenyone (B-2411) l - [(q- (([substituted] aminosulfonyl) -z-halogen) furan-w-yl] -3-hydroxy- ([substituted] -2H-tetrazol-5-yl) -propenyone (B-2412) l- (q- (([substituted] heteroaryl) carbonylamino) thiazol-w-yl) -3-hydroxy-3- ([substituted] -lH-l, 2,4-triazol-3-yl) -propenone (B-2413) l- [(q- (([substituted] heteroaryl) amino) -z-halogen) thiophen-w-yl] -3-hydroxy-3- ( [substituted] -2H-tetrazol-5-yl) -propenone (B-2414) l - [(z-halogen-q- (([substituted-heteroaryl] oxycarbonyl)) thiophen-w-yl) -3-hydroxy-3- ([substituted J-lH-1, 2,4-triazol-3-yl] -propenone (B-2415) l- [(z-alkyl-q- (1-hydroxy- (([substituted] methyl)) pyridine w-yl-3-hydroxy-3- ([substituted] -2H-tetrazol-5-yl) -propenyone (B-2416) 3-hydroxy-l- (q- (([substituted] -sulfonylamino) furan-w- il) -3- ([substituted-lH-l, 2,4-triazol-3-yl) -propenone (B-2417) l- [nH- (q- (([substituted] amino) -z-halogen) pyrazol-w-yl-3-hydroxy-3- ([substituted] -2H-tetrazol-5-yl) -propenyone (B-2418) l - [(z-alkyl-q- (([substituted) -sulfonylamino)) pyrrol-w-yl-3-hydroxy-3- ([substituted J-lH-1,2,4-triazol-3-yl) -propenyone (B-2419) l- (q- ((substituted [heteroaryl] aminosulfonyl) furan -w-il) -3-hydroxy-3- ([substituted J-2H-tetrazol-5-yl) -propenone (B-2420) 1- (q- (([ substituted heterohexyl) alkenyl) -z-halogen) oxazole-w-yl] -3-hydroxy-3- ([substituted J-lH-1,2,4-triazol-3-yl) -propenyone (B-2421) l- [ (q- (([substituted] heteroaryl) carbonyl) -z-halogen) thiazole-w-yl] -3-hydroxy-3- ([substituted] -2H-tetrazol-5-yl) -propenyone (B-2422) l- [(z-alkyl-q- (([substituted] oxycarbonyl) thiof en-w-yl] -3-hydroxy-3- ([substituted] -lH-1,2,4-triazol-3-yl) -propenone (B-2423) l- [nH- (z-alkyl-q- (([substituted-heteroaryl) amino)) imidazole-w-yl-3-hydroxy-3- ([substituted-2H-tetrazol-5-yl] - propenone (B-2424) 3-hydroxy-l- (q (([substituted] sulfinyl) thiazole-w-yl) -3- ([substituted] -lH-1,2,4-triazol-3-yl) - propenone (B-2425) l - [(q- (([substituted-heteroaryl] alkenyl) -z-halogen) thiazol-w-yl-3-hydroxy-3- ([substituted-2H-tetrazol-5-yl] -propenone (B-2426) 4- [(z-halogeno-q- (([substituted] sulphonylamino) isoxazol-w-yl] -2-hydroxy-4-oxo-2-butenoic acid (B-2427) l- [nH - (z-alkyl-q- (([substituted] heteroaryl) carbonyl)) imidazol-w-yl] -3-hi droxy- 3- ([sus ti tuido] - 1H-1, 2,4-triazol-3-yl) -propenone (B-2428) l- [nH- (q- (([substituted) aminocarbonyl) -z- halogen) imidazol-w-yl] -3-hydroxy-3- ([substituted J-lH-1,2,4-triazol-3-yl) -propenone (B-2429) l - [(z-halogen-q- (([substituted heterohexyl) sulfinyl)) thiof en-w-yl] -3-hydroxy-3- ([substituted] -2H-tetrazol-5-yl) -propenone (B-2430) 2-hydroxy-4-oxo acid -4- (q- (([substituted] thio) oxazole-w-yl) -2-butenoic (B-2431) 4- [(z-alkyl-q- (([substituted] carbonyl)) furan- w-yl-2-hydroxy-4-oxo-2-butenoic (B-2432) l- [nH- (z-alkyl-q- (([substituted) carbonyl)) imidazole-w-yl-3-hydroxy- ([substituted] -lH-1, 2,4-triazol-3-yl) -propenyone (B-2433) l - [(q- (([substituted] carbonyl) -z-halogen) thiazole-w-il] -3-hydroxy-3- ([substituted J-lH-1,2,4-triazol-3-yl) -propenone (B-2434) l - [(z-alkyl-q- (([substituted-heteroaryl] carbonylamino)) pyridin-w-yl] -3-hydroxy-3- ([substituted] -lH-1,2,4-triazol-3-yl) -propenone (B-2435) l- [nH- (q- (([ sust ituidokaryl) alkenyl) -z-halogen) imidazole-w-yl] -3-hydroxy-3- ([substituted J-2H-tetrazol-5-yl) -propenone (B-2436) l - [(z-alkyl-q - (([substituted heterohexyl) carbonylamino)) pyrrol-w-yl] -3-hydroxy-3- ([substituted] -lH-1,2,4-triazol-3-yl) -propenone (B-2437) l- [nH- (q- ((substituted) anminosulfonyl) -z-halogen) imidazol-w-yl] -3-hydroxy-3- ([substituted] -2H-tetrazol-5-yl) -propenone (B-2438) 2-hydroxy-4-oxo-4- (q- (([substituted aryl) oxy) thiazole-w-yl) -2-butenoic acid (B-2439) 4- [(z-) acid alkyl-q- (([substituted] sulphonyl)) oxazole-2-yl-2-hydroxy-4-oxo-2-butenoic (B-2440) 2-hydroxy-4-oxo-4- (q- (( [substituted] sulfonyl) pyridin-w-yl) -2-butenoic acid (B-2441) 4- [nH- (q- (([substituted] heteroaryl) aminosulfonyl) -z-halogen) pyrazol-w-yl] -2- hydroxy-4-oxo-2-butenoic (B-2442) 4- [(z-alkyl-q- ((substituted) sulfonylamino)) thiophen-w-yl-2-hydroxy-4-oxo-2-butenoic acid ( B-2443) l- [nH- (q- ((substituted-heteroaryl) carboxy) -z-halogen) pyrazol-w-yl-3-hydroxy-3- ([substituted] -1H-1, 2,4-triazole- 3-yl) -propenone (B-2444) 1- (q- (([substituted] heteroaryl) amino) pyridin-w-yl) -3-hydroxy-3- ([substituted J-lH-1,2,4-triazole- 3-yl) -propenone (B-2445) 1- (q- (([substituted] carboxy) isoxazol-w-yl) -3-hydroxy-3- ([substituted J-lH-1,2,4-triazol-3-yl) -propenone (B-2446) 3-hydroxy-l- (q- (1- hydroxy - ([substituted -heteroaryl) methyl) thiophen-w-yl) -3- ([substituted-2H-tetrazol-5-yl] -propenyone (B-2447) l - [(z-halogen-q- (([substituted] heteroaryl ) sulfonyl)) thiophen-w-yl] -3-hydroxy-3 - ([substituted] -lH-1,2,4-triazol-3-yl) -propenone (B-2448) l- (q- (( [substituted -heteroaryl) aminosulfonyl) pyrrol-w -yl) -3-hydroxy-3- ([substituted] -lH-1, 2,4-triazol-3-yl) -propenyone (B-244 9) l- [nH - (z-alkyl-q- (1-hydroxy- ([substituted) methyl) imidazole-w-yl-3-hydroxy-3 - ([substituted J-lH- 1, 2,4-triazol-3-yl) -propenone (B-2450) l- [nH- (z-alkyl-q- (([substituted] carboxyl)) pyrazol-w-yl-3-hydroxy-3- ([substituted-2H-tetrazol-5-yl] ) -propenone (B-2451) 3-hydroxy-l- (q- (([substituted-heteroaryl) sulfinyl) pyrrol-w-yl) -3- ([substituted J-2H-tetrazol-5-yl) -propenyone (B- 2452) 2-hydroxy-4-oxo-4- (q- (([substituted) sulfinyl) pyridin-w-yl) -2-buten oico (B-2453) 3-hydroxy-l- (q- (([substituted] oxy) oxazol-w-yl) -3- ([substituted J-lH-1,2,4-triazol-3-yl] - propenone (B-2454) l - [(z-alkyl-q- (([substituted] sulfinyl)) pyridin-w-yl-3-hydroxy-3- ([substituted] -lH-1,2,4-triazole) -3-yl) -propenone (B-2455) 4- [nH- (q- (([substituted] alkyl) -z-halogen) pyrazol-w-yl] -2-hydroxy-oxo-2-butenoic acid (B-2456) 4- [(z-alkyl-q- (([substituted] oxy)) isoxazole-w-yl] -2-hydroxy-4-oxo-2-butenoic acid (B-2457) 4- acid [(z-alkyl-q- (1-hydroxy- (([substituted) methyl)) thiazole-2-yl-2-hydroxy-4-oxo-2-butenoic (B-2458) l- [nH- (q - (([substituted heterohexyl) carbonyl) -z-halogen) imidazole-w-yl-3-hydroxy-3- ([substituted J-lH-1,2,4-triazol-3-yl) -propenyone (B-2459) l- [nH- (q- (([substituted heterohexyl) alkenyl) -z-halogen) imidazol-w-yl-3-hydroxy-3- ([substituted J-lH-1,2,4-triazol-3-yl] -propenone (B-2460) l- (q- (([substituted heteroaryl) aminosulfonyl) oxazole-w-yl) -3-hydroxy-3- ([substituted] gone] -lH-1, 2,4-triazol-3-yl) -propenone (B-2461) l- [nH- (q- (([substituted] heteroaryl) amino) -z-halogen) imidazol-w-yl] -3-hydroxy-3- ([substituted] -2H-tetrazol-5-yl) ) -propenone (B-2462) 2-hydroxy-4-oxo-4- (q- (([substituted] sulfinyl) oxazole-w-yl) -2-butenoic acid (B-2463) 3-hydroxy-l- (q- (([substituted heteroaryl) oxy) isoxazole-w-yl) -3- ([substituted- 1 H-1,2,4-triazol-3-yl] -propenone (B-2464) 4- [(z -alkyl-q- (([substituted] aminocarbonyl) furan-w-yl] -2-hydroxy-4-oxo-2-butenoic (B-2465) acid 4- [nH- (z-alkyl-q- (( [substituted) sulfonyl)) pyrazol-w-yl] -2-hydroxy-4-oxo-2-butenoic (B-2466) 4- [nH- (z-alkyl-q- (([substituted-chloryl] carbonyl) imidazole] -w-yl-2-hydroxy-4-oxo-2-butenoic (B-2467) l- [nH- (z-alkyl-q- (([substituted] heteroaryl) oxy)) imidazole-w-yl-3-hydroxy -3- ([substituted] -2H-tetrazol-5-yl) -propenone (B-2468) 4- [(z-alkyl-q- (([substituted-heteroaryl] sulfonylamino) furan-w-il] -2 -hydroxy-4-oxo-2-butenoic (B-2469) 4- [(z-halogeno-q- ([s]] UStituidojheteroaril)) furan-w-ylJ-2-hydroxy-4-oxo-2-butenoic (B-2470) 3-hydroxy-3 - ([substituted J-2H-tetrazol-5-yl) -l- (q- ( [substituted-heteroaryl) thio) isoxazol-w-yl) -propenone (B-2471) 3-hydroxy-l- (q- (([substituted] oxy) pyrrol-w-yl) -3- ([substituted J-2H] -tetrazol-5-yl) -propenone (B-2472) 3-hydroxy-l- (nH-q- (([substituted] oxy) pyrazol -w-yl) -3- ([substituted] -lH-l, 2,4-triazol-3-yl) -propenone (B-2473) 4- (q- (([substituted] alkyl) pyridin-w-yl) -2-hydroxy-4-oxo-2-butenoic acid ( B-2474) 3-hydroxy-l- (q- (1-hydroxy- ([substituted) methyl) pyrrol-w-yl) -3- ([substituted J-lH-1,2,4-triazole-3-yl] ) -propenone (B-2475) l - [(q- (([substituted] heteroaryl) carboxy) -z-alkyl) thiazol-w-yl] -3-hydroxy-3- ([substituted] -2H-tetrazole-5-) il) -propenone (B-2476) 4- [nH- (q- (([substituted] heteroaryl) carbonyl) -z-halogen) imidazol-w-ylJ-2-hydroxy-4-oxo-2-butenoic acid (B- 2477) l - [(z-alkyl-q- (([substituted-heteroaryl] thio) pyrridin-w-yl-3-hydroxy-3- ([substituted-2H-tetrazol-5-yl] -propenyone (B-2478) 3-hydroxy-l- (q- (([substituted-heteroaryl] oxy) thiophen-w-yl) -3- ([substituted] -lH-1, 2,4-triazol-3-yl) -propenyone (B-2479 ) l - [(q- (([substituted] alkyl) -z-halogen) oxazole-1-yl-3-hydroxy-3- ([substituted] -2H-tetrazol-5-yl) -propenyone (B-2480) ) l - [(z-alkyl-q- (([substituted] heteroaryl) carbonyl)) furan-w-yl] -3-hydroxy-3- ([substituted] -lH -l, 2,4-triazol-3-yl) -propenone (B-2481) l - [(z-alkyl-q- (([substituted-heteroaryl] sulfonylamino)) pyridin-w-yl-3 - ([substituted] 2H-tetrazol-5-yl) -propenone (B-2482) l- [(z-alkyl-q- (([substituted] oxy)) thiof en-w-yl-3-hydroxy-3- ([substituted] -2H-tetrazol-5-yl) -propenone (B-2483) 4- [4- [nH- (z-alkyl-q- (([substituted] heteroaryl) sulfinyl)) imidazol-w-yl] -2-hydroxy -4-oxo-2-butenoic (B-2484) 4- (q- (([substituted alkyl) carbonyl) isoxazole-w-yl) -2-hydroxy-4-oxo-2-butenoic acid (B-2485) 1 - (q- (([substituted] carbonylamino) furan-w-yl) -3-hydroxy-3- ([substituted J-2H-tetrazol-5-yl) -propenone (B-2486) 4- [nH- ( q- (([substituted heterohexyl) carbonylamino) -z-halogen) imidazole-w- i 1J-2-hydroxy-4-oxo-2-butenoic acid (B-2487) 4- (q- (([substituted] alkyl) aminocarbonyl ) pyridin-w-yl) -2-hydroxy-4-oxo-2-butenoic acid (B-2488) 2-hydroxy-4-oxo-4- (nH-q- (([substituted aryl) sulfonyl) imidazole-w -il) -2-butenoic (B-2489) 4- [(z-alkylated lq- (([substituted] sulphonylamino)) isoxazole-w-yl] -2-hydroxy-4 -oxo-2-urea (B-2490) 1- (q- (([substituted] carboxy) oxa zol- w-il J- 3-hydroxy-3- ([substituted] -2H-tetrazol-5-yl) -propenone (B-2491) 4- [nH- (q- (([substituted) carboxy) -z- acid halogen) pyrazol-w-yl-2-hydroxy-4-oxo-2-butenoic (B-2492) l- (nH-q- (([substituted] heteroaryl) alkenyl) imidazol-w-yl) -3-hydroxy-3 - ([substituted] -lH-1,2,4-triazol-3-yl) -propenyone (B-2493) l - [(z-halogen-q- (([substituted] oxycarbonyl)) isoxazole-1-yl -3-hydroxy-3- ([substituted] -lH-1,2,4-triazol-3-yl) -propenone (B-2494) l - [(z-alkyl-q- (([substituted-heteroaryl] amino) ) thiof en-w-il] -3-hydroxy-3 - ([substituted J-lH-1,2,4-triazol-3-yl) -propenyone (B-2495) l - [(q- (([substituted] heteroaryl alkenyl) -z-halogen) furan-w-yl] -3-hydroxy-3- ([substituted J-2H-tetrazol-5-yl) -propenyone (B-2496) l - [(q- ((substituted) alkenyl) -z-alkyl) oxazol-w-yl] -3-hydroxy-3- ([substituted J-lH-1,2,4-triazol-3-yl]) -propenone (B-2497) 3-hydroxy-l- (q- (([substituted] sulfonyl) furan-w-yl) -3- ([substituted] -lH-1,2,4-triazole-3-yl) ) -propenone (B-2498) 4- [(z-halogeno-q- (([substituted] sulfonyl)) thiazol-w-yl] -2-hydroxy-4-oxo-2-butenoic acid (B-2499) 1- (q- ((substituted [heteroaryl] alkenyl) furan-w-yl) -3-hydroxy-3- ([substituted J-2H-tetrazol-5-yl) -propenyone (B-2500) 1- (nH-q - (([substituted] aminocarbonyl) imidazol-w-yl) -3-hydroxy-3- ([substituted J-lH-1, 2,4-triazol-3-yl) -propenone (B-2501) l - [( q- (([substituted] alkenyl) -z-halogen) thiazol-w-yl] -3-hydroxy-3- ([substituted J-lH-1,2,4-triazol-3-yl) -propenyone (B- 2502) l- [nH- (z-alkyl-q- (([substituted] carboxy)) imidazol-w-yl] -3-hydroxy-3- ([substituted] J-1 H-1,2,4-triazole-3 -yl) -propenone (B-2503) 1- (q- ((substituted) aryl) thiophen-w-yl) -3-hydroxy-3 - ([substituted J-lH-1,2,4-triazole-3-] il) -propenone (B-2504) 2-hydroxy-4-oxo-4- (nH- (q- (([substituted) oxycarbonyl) imidazole-w-yl) -2- butenoic (B-2505) 4- [(q- (([substituted] -z-halogen) pyrrol-w-yl] -2-hydroxy-4-oxo-2-butenoic acid (B-2506) 4- ( z-alkyl-q- (([substituted] heteroaryl) aminosulfonyl)) oxazol-w-yl] -2-hydroxy-4-oxo-2-butenoic (B-2507) l- (q- (([substituted] heteroaryl) carbonylamino) thiazole -w-yl) -3-hydroxy-3- ([substituted J-2H-tetrazol-5-yl) -propenyone (B-2508) 4- [(q- (([substituted aryl) aminocarbonyl) -z-halogen) furan-w-i1J-2-hydroxy-4-oxo-2-butenoic (B-2509) 3-hydroxy-l- (q- (1-hydroxy- ([substituted-heteroaryl) methyl) pyridin-w-yl) -3 - ([substituted] -2H-tetrazol-5-yl) -propenone (B-2510) 4- [(q- (([substituted] heteroaryl) carbonyl) -z-halogen) thiazole-w-yl-2-hydroxy 4 -oxo-2-butenoic (B-2511) l - [(z-alkyl-q- (([substituted] oxycarbonyl)) furan-w-yl-3-hydroxy-3 - ([substituted] -2H- tetrazol-5-yl) -propenone (B-2512) 4- [(q- (([substituted-heteroaryl) alkenyl) -z-alkyl) thiof en-w] -2-hydroxy-oxo-2-oxide bu theo ico (B-2513) l - [(z-halogen- q- (([substituted] sulfonylamino)) pyridin-w-yl-3-hydroxy-3 - ([substituted J-lH-1, 2,4-triazol-3-yl) -propenyone (B-2514) 4-acid [n H- (z-alkyl-q- (([substituted] heteroaryl) amino)) pyrazol-w-yl-2-hydroxy-4-oxo-2-butenoic (B-2515) 3-hydroxy-3- ([substituted] 2H-tetrazol-5-yl) -1- (q- ([substituted-aryl) thio) pyrrol-w-yl) -propenone (B-2516) l- [(q- (([substituted-heteroaryl] carbonylamino) -z -halogen) thiazol-w-yl] -3-hydroxy-3- ([substituted J-lH-1,2,4-triazol-3-yl) -propenone (B-2517) 1- (q- ((substituted) alkenyl) thiophen-w-yl) -3-hydroxy-3- ([substituted] -lH-1,2,4-triazol-3-yl) -propenone (B-2518) l- [(z-alkyl-q- (([substituted] heteroaryl) sulfonylamino)) pyrrol-w-yl-3-hydroxy-3- ([substituted] -lH-1,2,4-triazole- 3-yl) -propenone (B-2519) l - [(z-halogen-q- (([substituted] aryl) sulfonyl)) pyrrol-w-yl] -3-hydroxy-3- ([substituted] -lH-1, 2, 4 -triazol-3-yl) -propenone (B-2520) 4- (q- (([substituted aryl) aminosulfonyl) furan-w-yl) -2-hydroxy-4-oxo-2-butenoic acid (B-2521) 2-hydroxy-4-oxo-4- (q- (([substituted-heteroaryl) sulfonylamino) furan-w-yl) -2-butenoic acid (B-2522) 2-hydroxy-4-oxo-4- (q-) acid (([substituted] oxy) oxy) isoxazol-w-yl) -2-butenoic (B-2523) l - [(z-halogen-q- (([substituted-heteroaryl] oxycarbonyl)) pyrrol-w-yl] -3-hydroxy -3- ([substituted J-lH-1, 2,4-triazol-3-yl) -propenone (B-2524) 4- (q- (([substituted) amino) thiazole-w-yl) -2-hydroxy-4-oxo-2-butenoic acid (B-2525) l- (q- (([substituted] heteroaryl ) carbonylamino) pyridin-w-yl) -3-hydroxy-3- ([substituted] -2H-tetrazol-5-yl) -propenone (B-2526) 4- [(z-alkyl-q- (([ substituted) carbonylamino)) oxazol-w-yl] -2-hydroxy-4-oxo-2-butenoic (B-2527) 2-hydroxy-4- (q- (1-hydroxy- ([substituted) methyl) oxazole -w-il) - 4 -oxo-2-butenoic (B-2528) 4- (nH-q- (([substituted] heteroaryl) alkyl) imidazol-w-yl) -2-hydroxy-4-oxo- 2 - but eno ico (B-2529) l - [(q- (([substituted] heteroaryl) carboxy) -z-alkyl) oxazol-w-ylJ-3-hydroxy-3- ([substituted] -2H-tetrazol-5-yl ) -propenone (B-2530) 1- (q- (([substituted] carbonylamino) pyridin-w-yl) -3-hydroxy-3- ([substituted J-2H-tetrazol-5-yl) -propenone (B-2531) 4 - [(q- (([substituted heteroaryl) aminosulfonyl) -z-halogen) isoxazole-w- i 1 J- 2 -hydr oxy-4 -oxo-2-butenoic acid (B-2532) acid 2 -hydroxy-4-oxo-4- (nH-q- (([substituted-heteroaryl) thio) pyrazol-w-yl) -2-butenoic (B-2533) l - [(z-halogen-q- (([substituted] heteroaryl ) thio) pyrrol -w-yl] -3-hydroxy-3- ([substituted] -2H-tetrazol-5-yl) -propenone (B-2534) 4- [(z-halogen-q- (([ substituted) thio) oxazole-w-yl] -2-hydroxy-4-oxo-2-butenoic (B-2535) 2-hydroxy-4-oxo-4- (nH-q- (([substituted) oxy) pyrazol-w-yl) -2-butenoic (B-2536) l - [(z-halogen-q- (([substituted] heteroaryl) sulfonylamino)) furan-w-yl-3-hydroxy-3- ( ] - 1H-1, 2,4-triazol-3-yl) -propenyone (B-2537) l- [nH- (z-alkyl-q- (([substituted]) pyrazol-w-yl-3-hydroxy -3- ([substituted] -2H-tetrazol-5-yl) -propenone (B-2538) l- [nH- (q- (([substituted] alkenyl) -z-halogen) pyrazol-w-yl] -3-hydroxy-3- ([substituted] -2H-tetrazol-5-yl) ) -propenone (B-2539) l - [(z-alkyl-q- (([substituted-heteroaryl) carbonylamino)) thiof en-w-yl] -3-hydroxy-3- ([substituted] -2H-tetrazole-5) -yl) -propenone (B-2540) 4- [(q- (([substituted alkyl) alkyl) -z-halogen) furan-w- i 1J-2-hydroxy-4 -oxo-2-butenoic acid (B -2541) l - [(z-alkyl-q- (([substituted] heteroaryl) oxy)) thiazol-w-yl] -3-hydroxy-3- ([substituted] J-lH-1, 2,4-triazole-3 il) -propenone (B-2542) l - [(q- (([substituted] carboxyl) -z-halogen) pyrrol-w-yl) -3-hydroxy-3- ([substituted] -2H-tetrazole-5 -yl) -propenone (B-2543) l - [(z-halogen-q- (([substituted-heteroaryl] oxycarbonyl)) thiazole-w-yl-3-hydroxy-3- ([substituted J-lH-1, 2, 4-triazol-3-yl) -propenone (B-2544) 4- (q- ([substituted) oxazol-w-yl) -2-hydroxy-4-oxo-2-butenoic acid (B-2545) acid 2 -hydroxy-4-oxo-4- (q- (([substituted] heteroaryl) sulfinyl) furan-w-yl) -2-butenoic (B-2546) acid 4- [(z-alkyl-q- (([substituted) oxycarbonyl)) pyridin-w-yl] -2-hydroxy-4-oxo-2-butenoic (B-2547) l- [nH- (q- (([substituted heterohexyl) aminosulfonyl) -z-halogen) pyrazol-w-yl] -3-hydroxy-3- ([substituted] -1 H -l, 2,4-triazol-3-yl) -propenyone (B-2548 ) l- [nH- (z-alkyl-q- (([substituted-heteroaryl) oxycarbonyl)) pyrazol-w-yl-3-hydroxy-3- ([substituted J-lH-1, 2, 4 -tria zol-3] il) -propenone (B-254 9) 3-hydroxy- (nH-q- (([substituted] sulphonylamino) pyrazol-w-yl) -3- ([substituted J-2H-tetra zol-5-yl) -propenone (B-2550) l- [(q- (([substituted-heteroaryl) aminosulfonyl) -z-halogen) thiazol-w-yl] -3-hydroxy-3- ([substituted] -2H-tetrazole-5-yl] ) -propenone (B-2551) l- [(q- (([substituted] carbonylamino) -z-halogen) oxazole-w-yl-3-hydroxy-3- ([substituted J-lH-1, 2, 4- triazol-3-yl) -propenone (B-2552) l - [(q- (([substituted] carboxyl) -z-halogen) oxazol-w-yl] -3-hydroxy-3- ([substituted] -lH- 1, 2, 4-triazol-3-yl) -propenone (B-2553) 3-hydroxy-l- (q- (([substituted heterohexyl) thio) isoxazol-w-yl) -3- ([substituted] -lH-l, 2,4-triazol-3-yl) -propenyone (B-2554) 4- [(z-halogeno- q- (([substituted] oxycarbonyl) furan-w-yl-2-hydroxy-4-oxo-2-butenoic (B-2555) l- (q- (([substituted-heteroaryl] aminosulfonyl) pyridin-w-yl) - 3-hydroxy-3- ([substituted J-lH-1,2,4-triazol-3-yl] -propenone (B-2556) l - [(z-halogen-q- (([substituted-heteroaryl] sulfonylamino)) thiazol-w-yl] -3-hydroxy-3- ([substituted] -2H-tetrazol-5-yl) - propenone (B-2557) 3-hydroxy-l- (q- (1-hydroxy- ([substituted -heteroaryl) -methyl) thiophen-w-yl) -3- ([substituted- 1H-1,2,4-triazole- 3-yl) -propenone (B-2558) l- [(q- (([substituted] aminosulfonyl) -z-halogen) pyridin-w-yl] -3-hydroxy-3- ([substituted J-lH-1, 2,4-triazol-3-yl) -propenone (B-2559) l- [n H- (q- (([substituted] carboxy) -z-halogen) pyrazol-w-yl] -3-hydroxy-3- ([substituted J-lH-1, 2,4-triazol-3-yl] -propenone (B-2560) l- [(q- (([substituted-heteroaryl) aminocarbonyl) -z-halogen) pyrrol-w-yl] - 3-hydroxy-3- ([substituted J-lH-1, 2,4-triazol-3-yl) -propenone (B-2561) 1- (q- ([substituted) pyrrol-w-yl) -3-hydroxy -3- ([substituted] -lH-1,2,4-triazol-3-yl) -propenyone (B-2562) l - [(z-alkyl-q- (([substituted-heteroaryl] sulfonyl) furan-w- il) -3-hydroxy-3- ([substituted] -2H-tetrazol-5-yl) -propenone (B-2563) l- (q- (([substituted]) a alkyl) -thiazol-w-yl) -3-hydroxy-3- ([substituted] -2H-tetrazol-5-yl) -propenyone (B-2564) l - [(z-halogen-q- (([substituted-heteroaryl]) thio) thiazol-w-yl-3-hydroxy-3- ([substituted] -lH-1,2,4-triazol-3-yl) -propenone (B-2565) 3-hydroxy-l- (q- ( ([substituted] oxy) pyrol-w-il) 3- ([substituted J-lH-1, 2,4-triazol-3-yl) -propenyone (B-2566) 3-hydroxy-l- (q- (([substituted-heteroaryl] sulfinyl) isoxazole-w-yl) - 3- ([substituted J-2H-tetrazol-5-yl) -propenyone (B-25-67) 4- [(z-alkyl-q- (([substituted] amino)) oxazole-w-2] -2 -hydroxy-4-oxo-2-butenoic (B-2568) l - [(z-alkyl-q- (([substituted] aminosulfonyl)) pyrrol-w-yl] -3-hydroxy-3- ([substituted] lH-1, 2,4-triazol-3-yl) -propenone (B-2569) 2-hydroxy-4-oxo-4- (q- (([substituted] oxy) pyrrol-w-yl) -2-butenoic acid ( B-2570) 4- [(z-halogeno-q- (([substituted] sulphonylamino)) pyrrol-w-yl] -2-hydroxy-4-oxo-2-butenoic acid (B-2571) acid 4- [ n H- (z-halogen-q- (([substituted) sulfonyl)) pyrazol-w-yl-2-hydroxy-4-oxo-2-butenoic (B-2572) 1- (q- (([substituted] alkyl) aminocarbonyl ) furan-w-yl) -3-hydroxy-3- ([substituted J-lH-1,2,4-triazol-3-yl) -propenone (B-2573) 4- [(z-alkyl-q-) (([substituted] sulfonylamino)) thiazole-1-yl-2-hydroxy-4-oxo-2-butenoic (B-2574) l - [(z-alkyl-q- (([substituted] aminosulfonyl)) oxazole -w-yl-3-hydroxy-3- ([substituted] -2H-tetrazol-5-yl) -propenone (B-2575) l- [(q- (([substituted] alkenyl) -z-alkyl) furan -w-yl-3-hydroxy-3- ([substituted J-lH-1,2,4-triazol-3-yl) -propenone (B-2576) 4- [(z-halogen-q- (1- hydroxy- (([substituted heterohexyl) methyl)) oxazole-w-yl] -2-hydroxy-4-oxo- 2-butenoic (B-2577) l - [(z-alkyl-q- (([substituted-heteroaryl] oxycarbonyl)) pyrrol-w-yl) -3-hydroxy-3- ([substituted] -2H-tetrazole-5-) il) -propenone (B-2578) 4- [(q- (([substituted alkyl) carboxy) -z-halogen) pyrrole-w-i1J-2-hydroxy-4-oxo-2-butenoic acid (B-2579) l- [(z-halogen-q- (([substituted] -ylthio)) isoxazol-w-yl] -3-hydroxy-3- ([substituted J-lH-1,2,4-triazol-3-yl] - propenone (B-2580) l- [nH- (z-alkyl-q- (([substituted heterohexyl) sulfinyl). ) pyrrazole-w-yl] -3-hydroxy-3- ([substituted-2H-tetrazol-5-yl] -propenyone (B-2581) 4- [(z-alkyl-q- (([substituted] carboxyl) )) pyrrol-w-yl] -2-hydroxy-4-oxo-2-butenoic (B-2582) 4- [(z-halogeno-q- ([substituted-heteroaryl]) thiof en-w-il-2-yl hydroxy-4-oxo-2-butenoic (B-2583) l- [(z-alkyl-q- (1-hydroxy- ([substituted-heteroaryl) methyl)) pyridin-w-yl] -3-hydroxy-3- ( [substituted] -lH-1,2,4-triazol-3-yl) -propenone (B-2584) 4- [(z-halogeno-q- (([substituted] heteroaryl) thio)) isoxazole-w- il] -2-hydroxy-4-oxo-2-butenoic (B-2585) 4- [(z-alkyl-q- (([substituted) oxy)) oxazole-w-yl] -2-hydroxy-4 -oxo-2-butenoic (B-2586) l- [nH- (q- (([substituted-heteroaryl] alkenyl) -z-halogen) imidazole-w-yl-3-hydroxy-3- ([substituted-2H-tetrazole] -5-yl) -propenone (B-2587) l - [(z -alkyl-q- (([substituted] heteroaryl) carbonyl)) thiophen-w-yl] -3-hydroxy-3- ([substituted] -lH- 1,2,4-triazol-3-yl) -propenone (B-2588) 4- [(z-halogen-q- (([substituted] ) sulfinyl)) oxazol-w-yl] -2-hydroxy-4-oxo-2-butenoic (B-2589) l - [(z-alkyl-q- (([substituted] aminocarbonyl)) furan-w- il] -3-hydroxy-3- ([substituted] -lH-1,2,4-triazol-3-yl) -propenone (B-2590) l - [(z-alkyl-q- (([substituted) amino)) furan-w-yl] -3-hydroxy-3- ([substituted] -lH-1,2,4-triazol-3-yl) -propenyone (B-2591) l- (q- (([ substituted -heteroaryl) aminocarbonyl) pyrrol-w -yl] -3-hydroxy-3- ([substituted] -lH-1,2,4-triazol-3-yl) -propenyone (B-2592) 3-hydroxy-1- ( q- (([substituted] oxy) furan-w-yl) -3- ([substituted] -2H-tetrazol-5-yl) -propenone A more preferable embodiment of compound (II) is a compound wherein A1 is furyl, pyrrolyl or oxazolyl; X is hydroxyl; Y is -COOH, 2H-tetrazol-5-yl, 1H-1,2,4, triazol-3-yl, 5-methyl-lH-l, 2,4-triazol-3-yl, 6-carboxypyridin-2 -yl, 5-carboxypyridin-2-yl, 4-carboxypyridin-2-yl, pyridin-2-yl or pyrimidin-2-yl; Z1 and Z3 each is a link; Z2 is a bond, -CO-, -O-, -S02- or lower alkylene (especially, -CH2-, - (CH2) 2_); R1 is phenyl optionally substituted with one or more substituents (especially halogen); and p is 0. Particularly preferred is a compound that is substituted with the group of the formula: -Z1-Z2-Z3-R1 at the 5-position of furan-2-yl or pyrrole-2-yl, or the 2-position of the oxazole -5-ilo. More preferred is a compound wherein R 1 is phenyl substituted with a fluorine atom (especially, 4-fluorophenyl). The compound of the present invention is usually in the following chemical equilibrium in a solution or the like. The equilibrium is illustrated with the compound (I).
H (I ' d "") wherein A1 is optionally substituted heteroaryl, with the proviso that indol-3-yl is excluded; X is hydroxyl, protected hydroxyl or optionally substituted amino; Y is -COORA wherein RA is hydrogen or an ester residue, -CONRBRc wherein RB and Rc are each independently hydrogen or an amide residue, optionally optionally substituted aryl optionally substituted heteroaryl; and R3 is hydrogen or a substituent on the imino group. In the chemical equilibrium shown above, the compound (I 'wherein Z = 0) is the ketone derivative of the compound (I, wherein X = OH), and the compound (I ") and the compound (I) are isomers in cis-trans position with respect to the olefin part of the group of the formula: - (C = 0) -CH = C (X) Y. In addition, the compound of the present invention can form a tautomer such as the compound (I '' ') and the compound (II "") All the theoretically possible tautomers and isomers of the compound (I) including these compounds are within the scope of the present invention In the specification, the compound (I), all its tautomers and isomers may be referred to as "the compound (I)." Although the compounds of the present invention may exist as the above tautomers after NMR determination (CDC13, d-DMSO), most of them are of the form ( I) .Thus, most of the NMR data in the following examples correspond to the form (I) above. In addition, heteroaryl includes various tautomers and is not limited to the specific structure. Examples of triazolyl, tetrazolyl and hydroxypyridyl are not illustrated below. Another heteroaryl can also be illustrated. 1 H [1, 2, 4] -triazol-3-yl] 2H-tetrazol-5-yl 2 - . 2-oxoyl, 2-dihydropyridin-4-i lo] A prodrug is a derivative of the compound of the present invention having a group which can be chemically or metabolically decomposed, and such a prodrug is converted to a pharmaceutically active compound of the present invention by means of solvolysis or by placement of the compound in I live under a physiological condition. Therefore, a prodrug itself may not possess anti-integrase activity, as long as it can be converted to the active compound of the present invention. The method for the selection and processing of an appropriate prodrug derivative is described in the literature such as Prodrugs Design, Elsevier, Amsterdam 1985. When the compound of the present invention has a carboxyl group, an ester derivative prepared by the reaction of a basal acid compound with a suitable alcohol or an amide derivative prepared by the reaction of a basal acid compound with a suitable amine is exemplified as a prodrug. A particularly preferred ester derivative as a prodrug is the methyl ester, ethyl ester, n-propyl ester, isopropyl ester, n-butyl ester, isobutyl ester, tert-butyl ester, morpholinoethyl ester, N, N-diethylglycoamido ester or the like. A particularly preferred amide derivative as a prodrug is amide, N-methylamide, N-ethylamide, N-benzylamide or the like. When the compound of the present invention has a hydroxyl group an acyloxy derivative prepared by reaction with a suitable acyl halide (eg, acid chloride, halogenated acid), or a suitable acid anhydride (eg, acid anhydride) mixed) is and is used as a prodrug. A particularly preferred acyloxy derivative as a prodrug is -OCOC2H5, OCO (ter-Bu), -OCOC15H31, -OCO (m-COONa-Ph), -OCOCH2CH2COONa, -OCOCH (NH2) CH3, and -OCOCH2N (CH3) 2 or similar. When the compound of the present invention has an amino group, an amide derivative prepared by the reaction of a suitable acid halide or a suitable acid anhydride is exemplified as a prodrug. A particularly preferred amine derivative as a prodrug is -NHCO (CH2) 2oCH3, -NHCOCH (NH2) CH3 or the like. As shown below, the compound of the formula pre- (I) or pre- (II) is one of the useful prodrugs of the compound of the formula (I) or (II). The compound of the formula pre- (I) or pre- (II) is converted to the compound of the formula (I) or (II) by hydrolysis of the dioxofuryl group (particularly, 4,5-dioxo-4,5-dihydrofuran- 2-yl) in vivo. pre (I) II) (X = OH, Y = COOH pre (II) (II) (X = OH, Y = COOH) As a salt of the compound of the present invention, any of the pharmaceutically acceptable salts can be used, including base addition salts, for example, alkali metal salts such as sodium or potassium salts, alkaline earth metal salts such such as calcium or magnesium salts, ammonium salts; aliphatic amine salts such as trimethylamine, triethylamine, dicyclohexylamine, ethanolamine, diethanolamine, triethanolamine or procaine salts; salts of (aryl) (lower alkyl) (amine) such as the salts of N, N-dibenzylethylenediamine; heterocyclic aromatic amine salts such as pyridine salts, picoline salts, quinoline salts or isoquinoline salts; quaternary ammonium salts such as tetramethylammonium salts, tetraethylammonium salts, benzyltrimethylammonium salts, benzyltriethylammonium salts, benzyltributylammonium salts, methyltrioctylammonium salts, or tetrabutylammonium salts; and salts of basic amino acids such as arginine salts or lysine salts,. Acid addition salts include, for example, mineral acid salts such as hydrochloride salts, sulfate salts, nitrate salts, phosphate salts, carbonate salts, acid carbonate salts, or perchlorate salts; salts of organic acid such as acetates, propionates, lactates, maleates, fumarates, tartrates, maleates, succinates or ascorbates; sulfonates such as methanesulfonates, isethionates, benzenesulfonates or p-toluenesulfonates; salts of acidic amino acids such as aspartates or glutamates. In addition, various hydrates and solvates of the compound of the present invention, for example, monohydrate, dihydrate and the like are within the scope of the present invention. The compound of the present invention may involve waste water. The term "inhibit" means that the compound of the present invention suppresses the action of integrase. The term "pharmaceutically acceptable" means without harm with respect to prevention and treatment. The general method for the preparation of the compound of the present invention (route [A] to [I]) is explained below.
The compounds of the present invention are novel heteroaromatic derivatives. A1 of the compound of the present invention includes monocyclic heteroaryl such as furyl, thienyl, pyrrolyl, imidazolyl, pyrazolyl, triazolyl, tetrazolyl, oxazolyl, isoxazolyl, thiazolyl, isothiazolyl, pyridyl, pyridazinyl, pyrimidinyl, furazanyl, pyrazinyl, thiadiazolyl, oxadiazolium or the like, and fused heteroaryl such as benzofuryl, benzothienyl, benzimidazolyl, benzothiazolyl, indolyl (with the proviso that indol-3-yl is excluded), dibenzofuryl, quinolinyl, isoquinolinyl, cinolinyl, quinazolinyl, quinoxalinyl, phthalazinyl, purinyl, pteridinyl, carbazolyl, phenanthridinyl, acridinyl, phenazinyl, 1, 10-phenanthrolinyl, isoindolyl, 1H-indazolyl, indolidinyl or the like. Various functional groups can be introduced to these heteroaromatic compounds through the known reaction in the field of the aromatic compound or the specific reaction depending on the each heteroaromatic ring. Heteroaromatic compounds having one or more desired substituents can be prepared. For example, the following documents may be referred to as the general organic synthesis of various types of heteroaromatic compounds: (1) Alan R. Katriszly et al., Comprehensive Heterocyclic Chemistry, (2) Alan 'R. Katriszly et al., Comprehensive Heterocyclic Chemistry II , (3) RODD 'S CHEMISTRY OF CARBON COMPOUNDS VOLUME IV HETEROCYCLIC COMPOUNDS and similar. The compounds of the present invention can be readily prepared from commercially available heteroaromatic compounds or derivatives thereof through well-known reactions as shown below. The introduction of the group of the formula: -C (= 0) -CH = C (X) Y to the heteroaromatic compound can be carried out according to the following synthetic routes [Al] to [A4]. (1) Preparation of the compound of the formula (I) or (I I) where X is OH Synthetic route [A1J (Hld) (Ha) wherein A1 is optionally substituted heteroaryl, with the proviso that optionally substituted indole-3-yl be excluded; Y is -C00RA wherein RA is hydrogen or an ester residue, optionally substituted aryl or optionally substituted heteroaryl; Z1 and Z3 are each independently a bond, lower alkylene or lower alkenylene; Z2 and Z4 each independently is a lower alkylene, lower alkenylene, -CH (OH) -0-, -S-, -S02-, -S02NR21-, -NR21S02 -O-, -NR21-, -NR21C0-, bond -CONR21-, -C (= 0) -0-, -0-C (= 0) - or -CO-; R21 is hydrogen, lower alkyl or lower alkenyl, R1 is optionally substituted aryl, optionally substituted heteroaryl, optionally substituted cycloalkyl, optionally substituted cycloalkenyl or optionally substituted heterocycle; R2 is optionally substituted lower alkyl, optionally substituted lower alkyloxy, optionally substituted lower alkyloxycarbonyl, optionally substituted aryl, optionally substituted aryloxy, optionally substituted aryloxycarbonyl, carboxyl, optionally substituted cycloalkyl, hydroxyl, mercapto, optionally substituted amino, nitro or halogen; p is 0 or 1; and L is a leaving group such as halogen, -OR4 wherein R4 is lower alkyl or the like. The heteroaromatic derivative of the formula (Illa) or (IHd) having an acetyl group can be obtained as follows: 1) the use of a commercially available compound, 2) the introduction of an acetyl group to the heteroaromatic compound through the reaction from Friedel-Crafts or 3) Grignard reaction of the ester derivative, amide derivative, or the like, by the use of methylmagnesium bromide or the like. For example, the compound of the formula (la) or (Ha) can be prepared by reacting the compound of the formula (Illa) or (IHd) with the compound of the formula (IHb), preferably in the presence of a base. A solvent to be used is tetrahydrofuran (THF), dioxane, diethyl ether or the like. A base to be used is sodium ethoxide, potassium tert-butoxide, lithium bistrimethylsilylamide (LHMDS) or the like. A reaction temperature is about -100 ° C to 100 ° C, preferably -70 ° C to 60 ° C. The compound of the formula (IHb) includes, for example, the dimethyl ester of oxalyl acid (diethyl ester of oxalic acid), methyl oxalylchloride, ethyl oxalylchloride, anhydrous phthalic acid, ortometroxybenzoyl chloride, 2-trityl ethyl ester -2H-tetrazole-5-carboxylic acid, 1-trityl-1H-1,2, -triazole-3-carboxylic acid ethyl ester, 1-trityl-5-methyl-1H-1, 2, 4- ethyl ester triazole-3-carboxylic acid, l-tritylimidazole-2-carboxylic acid ethyl ester, 2-trityl-2H-tetrazole-5-carboxylic acid methyl ester, 1-trityl-lH-l, 2, 4- methyl ester triazole-3-carboxylic acid, l-tritylimidazole-2-carboxylic acid methyl ester, 2- (tetrahydropyran-2-yl) -2H-tetrazole-5-carboxylic acid ethyl ester, ethyl ester of 1- (tetrahidopyran-2) -yl) -1 H-, 1, 2,4-triazole-3-carboxylic acid 1- (tetrahydropyran-2-yl) imidazole-2-carboxylic acid ethyl ester 2- ( tetrahydropyran-2-yl) -2H-tetrazole-5-carboxylic acid, 1-tetrahydropyran-2-yl) -1H-1, 2,4-triazole-3-carboxylic acid methyl ester, methyl ester of 1- (tetrahydropyran -2-yl) -imidazole-2-carboxylic acid, 2-methoxymethyl-2H-tetrazole-5-carboxylic acid ethyl ester, 1-methoxymethyl-1H-1,2,4-triazole-3-carboxylic acid ethyl ester, ethyl ester of l-methoxymethyl-imidazole-2-carboxylic acid, 2-methoxymethyl-2H-tetrazole-5-carboxylic acid methyl ester, 1-methoxymethyl-1H-1, 2,4-triazole-3-methyl-methyl ester carboxylic acid, 1-methoxymethyl-imidazole-2-carboxylic acid methyl ester or the like. Instead of the procedure shown above, the compound of the formula (Ia) can be prepared by the following method: Where A1, Y and L are as defined above. The compound of the formula (I 'a) or (la) can be prepared by reacting the compound of the formula (IHk) with the compound of the formula (lili) in the presence of a base, if desired, and then the vulnerability. A base that is going to be used is the same as that used in the procedure previously shown. The compound of the formula (IHk) includes 2-furancarboxylic acid chloride, 5-benzyl-2-furancarboxylic acid chloride, 5- (4-fluorobenzyl) -2-furancarboxylic acid chloride, 3- furancarboxylic acid chloride, 5-benzyl-3-furancarboxylic acid chloride, 5- (4-fluorobenzyl) -3-furancarboxylic acid chloride, 5- (4-fluorobenzyl) -2-furancarboxylic acid bromide, 5- (4-fluorobenzyl) bromide ) -3-furancarboxylic acid, 2-furancarboxylic acid methyl ester, 5-benzyl-2-furancarboxylic acid methyl ester, 5- (4-fluorobenzyl) -2-furancarboxylic acid methyl ester, 5- (4-ethyl) ethyl ester -fluorobenzyl) -2-furancarboxylic or the like. The compound of the formula (lili) includes 1-Boc-2-acetylpyrrole, 2-acetylpyridine, 3-acetyl-1-Boc-1, 2,4-triazole, 5-acetyl-2-Boc-tetrazole, 2-acetylpyrimidine , 1-trityl-2-acetylpyrrole, 2-acetylpyridine, 3-acetyl-1-trityl-1,2,4-triazole, 5-acetyl-2-trityl-tetrazole or the like. The protective group of the compound of the formula (lili), if necessary, can be selected as may be the case. Especially preferred is Boc (tert-butoylcarbonyl) or triflyl, which can be removed under an acidic condition. A more preferred embodiment of the process is shown as follows. Synthetic route A2.
(Illd) (Go) wherein A1, Z1, Z2, Z3, Z4, R1, R2 and p are as defined above; A is C-W wherein W is hydrogen, lower alkyl, lower haloalkyl or halogen, or N; Q is a protective group; and L is a leaving group. The compound of the formula (V) or (Va) can be prepared by reacting the compound of the formula (Illa) and (IHd) with the compound of the formula (IV) in the presence of a base and then the deprotection of Q. Specifically, to a solution cooled to -78 ° C to -30 ° C, preferably to -78 ° C to -50 ° C of the compound of the formula (Illa) or (IHd) in an aprotic solvent such as tetrahydrofuran, dioxane , diethyl ester or the like, is added drop depletes a base such as sodium ethoxide, potassium tert-butoxide, lithium bistrimethylsilylamide or an aprotic solvent containing them, under the temperature maintained during the addition. Subsequently, the reaction solution is heated to -20 ° C to 10 ° C, preferably to -10 ° C to 0 ° C and cooled again from -78 ° C to -30 ° C, preferably -78 ° C to -50 ° C. To the solution is added dropwise the compound of the formula (IV) or in the above aprotic solvent thereof. The reaction mixture is heated to room temperature after the addition and subsequently stirred for 0.5 to 10 hours, preferably 1 to 5 hours. The reaction mixture is poured into a saturated aqueous solution of an inorganic salt such as ammonium chloride, sodium chloride or the like, extracted with an organic solvent such as dichloromethane, chloroform, ethyl acetate or the like, if desired. wash with saturated brine, dry over desiccant such as anhydrous sodium sulfate, anhydrous magnesium sulfate or the like, and evaporate. Then, the residue obtained above can be treated for the removal of a protective Q group under an acidic condition such as hydrochloric acid, dilute hydrochloric acid, sulfuric acid, trifluoroacetic acid or the like, a neutral condition such as tetrabutylammonium fluoride, BBr3 or the like, a basic condition such as sodium hydroxide, sodium methoxide, sodium ethoxide, potassium carbonate or the like. The deprotection condition may be selected depending on the type of the protecting group Q as may be the case. For example, when a protecting group is trifyl, tetrahydropyran-2-yl, methoxymethyl, dialkoxymethyl or the like, the deprotection can be carried out by the use of hydrochloric acid or the like. When a protecting group is acyl, N, -dimethylsulphamoyl or the like, the deprotection can be carried out by the use of sodium hydroxide or the like. When a protecting group is trimethylsilyl or the like, the deprotection can be carried out by the use of tetrabutylammonium fluoride or the like. A preferable embodiment of the compound of the formula (IHd) is a compound of the formula (VI): wherein Z2 is a bond, -CO-, -0-, -S-, -SO2-, -CH2- or - (CH2) 2- and R1 is optionally substituted phenyl. More preferred is a compound wherein Z2 is -S02-, -CH2- or - (CH2) 2_ and R1 is phenyl optionally substituted with halogen. Examples of a compound of the formula (Illa) and (IHd) are 2-acetylfuran, 2-acetyl-5-benzylfuran, 2-acetyl-5- (4-methylbenzyl) furan, 2-acetyl-5- (4- methoxybenzyl) furan, 2-acetyl-5- (4-fluorobenzyl) furan, 2-acetyl-5 (4-chlorobenzyl) furan, 2-acetyl-5- (3-methylbenzyl) furan, 2-acetyl-5- (3 -methoxybenzyl) furan, 2- acetyl-5- (3-fluorobenzyl) furan, 2-acetyl-5- (3-chlorobenzyl) furan, 3-acetylfuran, 3-acetyl-1-benzyl-5-ethoxycarbonylpyrrole, 2-acetyl -l- (4-fluorobenzyl) pyrrole, 3-acetyl-1- (4-fluorobenzyl) pyrrole, 3-acetyl-l-benzyl-5- (2-methoxycarbonylvinyl) pyrrole, 2-acetyl-1-benzyl- (2 carboxyethyl) pyrrole, 3-acetyl-1-benzenesulfonyl-4- (4-fluorobenzyl) pyrrole, 3-acetyl-1-benzylpyrrole, 2-acetyl-5- (4-fluorobenzyl) pyrrole or the like. Examples of a compound of formula (IV) are 2-trityl-2H-tetrazole-5-carboxylic acid ethyl ester, 1-trityl-1H-1, 2,4-triazole-3-carboxylic acid ethyl ester. , l-trityl-5-methyl-lH-1, 2,4-triazole-3-carboxylic acid ethyl ester, 2-trityl-2H-tetrazole-5-carboxylic acid methyl ester, 1-trityl methyl ester -lH-1,2,4-triazole-3-carboxylic acid 2- (tetrahydropyran-2-yl) -2H-tetrazole-5-carboxylic acid ethyl ester 1- (tetrahydropyran-2-yl) ethyl ester -1H-1,2,4-triazole-3-carboxylic acid 2- (tetrahydropyran-2-yl) -2H-tetrazole-5-carboxylic acid methyl ester 1- (tetrahydropyran-2-yl) methyl ester -1H-1,2,4-triazole-3-carboxylic acid, 2-methoxymethyl-2H-tetrazole-5-carboxylic acid ethyl ester, 1-methoxymethyl-1H-1, 2,4-triazole-3-ethyl ester -carboxylic acid, 2-methoxymethyl-2H-tetrazole-5-carboxylic acid methyl ester, 1-methoxy-methyl ester ximethyl-lH-1,2,2-triazole-3-carboxylic acid or the like, preferably the ethyl ester of trazo-5-carboxylic acid, 1-trityl-lH-1,2,4-triazole-3-carboxylic acid ethyl ester , l-trityl-5-methyl-lH-l, 2,4-triazole-3-carboxylic acid ethyl ester, l-trityl-5-chloro-lH-l, 2,4-triazole-3-ethyl ester -carboxylic acid, l-trityl-5-methoxymethyl-lH-1, 2,4-triazole-3-carboxylic acid ethyl ester, l-trityl-5-ethyl-lH-l, 2,4-triazole ethyl ester -3-carboxylic acid, l-trityl-5-n-propyl-lH-l, 2,4-triazole-3-carboxylic acid ethyl ester, l-trityl-5-isopropyl-lH-1, 2-ethyl ester , 4-triazole-3-carboxylic acid, l-trityl-5-trifluoromethyl-lH-1,2,4-triazole-3-carboxylic acid ethyl ester or the like. A protecting group Q is not limited to specific groups and can be selected from protecting groups that are suitable for a process of the compound of the present invention. For example, the protective group N described in the section "Protection for the Amino Group" or "Protective Groups in Organic Synthesis" can be used. Examples of the protecting group Q include methoxymethyl, dialkoxymethyl, tert-butoylcarbonyl, 9-fluorenylmethoxycarbonyl, tosyl, trifly, acyl, formyl, tetrahydropyran-2-yl, (1-methoxy-l-methyl) ethyl, 1-ethoxyethyl, hydroxymethyl, trimethylsilyl, N, N-dimethylsulfamoyl or the like, preferably methoxymethyl, ethoxymethyl, trifly, tetrahydropyran-2-yl. A leaving group L is not limited to a specific one, and can be selected from the leaving groups which are suitable for a process of the compound of the present invention. Examples of the leaving group L include alkoxy (for example, methoxy, ethoxy, isopropoxy, tert-butoyl, biphenylmethoxy or the like), heteroaryl (for example, imidazolyl, tetrazolyl, cyano or the like). Methoxy or ethoxy is preferred. (2) Preparation of a compound of formula (I) or (II) wherein X is NHR5 Synthetic route [A3J wherein A1, Y, Z1, Z2, Z3, Z4, R1, R2 and p are as defined above; R5 is hydrogen or a substituent on the amino group. The compound of the formula (Ib) or (Hb) can be prepared by reacting the compound of the formula (Ia) or (Ha) with a compound of the formula (IIIc) or its salt by addition of acid. A solvent that is going to be used is, for example, methanol, ethanol or the like. A reaction temperature is about -10 ° C to 100 ° C, preferably at room temperature up to 100 ° C. (3) Preparation of the compound of the formula (I) or (II) wherein Y is -COORA or -C0NRBRc Synthetic route [A4J RAOH or RBRCNH RAOH or RBRCNH wherein A1, Z1, Z2, Z3, Z4, R1, R2 and p are as defined above; RA is hydrogen or an ester residue; RB and Rc each is independently hydrogen or an amide residue. Above illustrated is a process for producing a compound of the formula (lili) or (IIIj), ie a compound of the formula (I) or (II) wherein Y is -COORA or -CONRBRc wherein RA is hydrogen or a ester residue, RB and R each is independently hydrogen or an amide residue, from a compound of the formula (Illa) or (IHd). First, the silylenol ester is prepared by reacting a compound of the formula (Illa) or (IHd) with the ethyl ester of trimethylsilylacetic acid or the like, in an aprotic solvent. The compound obtained from the formula (Ule) or (IHf) is reacted with oxalyl chloride to introduce a dioxofuryl group (in detail, 4,5-dioxo-4,5-dihydrofuran-2-yl) to produce a compound of the formula (IHg) or (IHh). Subsequently, a compound of the formula (lili) or (IIIj) can be prepared by the reaction of the above compound with water, aqueous ammonia, various alcohols, various amines (eg, RAOH, RBRCNH). The introduction of a group of the formula: -Z ^ Z2-Z3-Rx where Z1, Z2, Z3 and R1 is each as defined above, or a group of the formula: -Z -R2 where Z4 and R2 is each as defined above in the heteroaromatic compound, can be carried out according to the following synthetic routes [B] to [I] or the like. The ring of the formula: is the heteroaromatic or heteroaryl group optionally substituted with a group of the formula: -C (= 0) -CH = C (X) Y. The group of the formula -Z1-Z2-Z3-R1 or -Z4-R2 may be introduced before or after introducing the group of the formula: -C (= 0) -CH = C (X) Y. In the formula illustrated above, "CH" and "NH" are a carbon atom and a nitrogen atom which constitutes a heteroaromatic ring and binds to a hydrogen atom, respectively.
Synthetic route [B] (Vllb) (Vlla; (VIIc) wherein A1 is optionally substituted heteroaryl, with the proviso that optionally substituted indol-3-yl is excluded; a group of the formula: -R x is a group of the formula: -Z 1 -Z 2 -Z 3 -R 1 wherein Z 1 and Z 3 are each independently a bond, lower alkylene, lower alkenylene; Z2 is a bond, lower alkylene, lower alkenylene, -CH (OH) -, -S-, -SO-, -S02-, -S02NR21-, -NR21S02-, -0-, -NR21C0-, -CONR21-, -C (= 0) -0-, -0-C (= 0) - or -C0-; R21 is hydrogen, lower alkyl or lower alkenyl; R1 is optionally substituted aryl, optionally substituted heteroaryl, optionally substituted cycloalkyl, optionally substituted cycloalkenyl or optionally substituted heterocycle, or a group of the formula: -Z4-R2 wherein Z4 is a bond, lower alkylene, lower alkenylene, -CH (0H -, -S-, -SO-, -S02-, S02NR21-, NR21S02-, -0-, -NR21-, -NR21C0-, -CONR21-, -C (= 0) -0-, -0-C (= 0) - or -C0-; R21 is hydrogen, lower alkyl or lower alkenyl, R2 is optionally substituted lower alkyl, optionally substituted lower alkyloxy, optionally substituted lower alkyloxycarbonyl, optionally substituted aryl, optionally substituted aryloxy, optionally substituted aryloxycarbonyl, carboxyl optionally substituted cycloalkyl, hydroxyl, mercapto, optionally substituted amino, nitro or halogen, and L is a leaving group (eg, halogen or the like) A compound of the formula (VIIc) can be prepared by the reaction of a compound of the formula (Vlla) with a compound of the formula (Vllb), or an isocyanate derivative or the like which can be used to introduce a group of the formula: -Rx.
A base that is going to be used, for example, NaH, K2C03 or similar. A solvent to be used is, for example, tetrahydrofuran (THF), dioxane or the like. A compound of the formula (Vllb) is, for example, various sulfonyl halides, (for example, benzenesulfonyl chloride (substituted), 2-thiophenesulfonyl chloride, aminosulfonyl chloride (substituted), alkylsulfonyl chloride or the like) alkyl halide (for example, methyl iodide, butyl bromide, cyclopropyl bromide or the like), aryl halide (lower alkyl) (for example, benzyl chloride (substituted), picolyl chloride, naphthylmethyl chloride, biphenylmethyl chloride or the like ), carbamoyl chloride (e.g., dimethylcarbamoyl chloride or the like), halogenated acyl (e.g., 4-fluorobenzoyl chloride or the like) or the like. The isocyanate derivative is, for example, aryl isocyanate (substituted) (for example, phenyl isocyanate or the like) or the like. A reaction temperature is approximately -100 to 100 ° C, preferably -20 to 60 ° C.
Synthetic route [C] wherein A1 is as defined above; a group of the formula: -CH (OH) -Rx, a group of the formula: -CH2-RX, a group of the formula: -ZX-CH (OH) -Rx and a group of the formula: -Z1- CH2-RX each is independently a group of the formula: -Z1-Z2-Z3-R1 wherein Z1, Z2, Z3 and R1 are as defined above or a group of the formula: -Z4-R2 where Z4 and R2 are as defined above. A compound of the formula (VIIIc) or (VIIIc ') can be prepared by lithiating a compound of the formula (Villa) or (Villa') with a base (for example, n-BuLi, LDA or the like), followed by the reaction of the above obtained compound with an aldehyde of the formula (HIVb), as shown in Tetrahedron Letters, 1979, 5. P469. LDA can be commercially available or prepared from n-Buli and (i-Pr) 2NH after the reaction. A solvent to be used is, for example, tetrahydrofuran (THF), dioxane, diethyl ether or the like. A compound of the formula (HIVb) is, for example, benzaldehyde (substituted) (eg, benzaldehyde, 4-fluorobenzaldehyde, 4-chlorobenzaldehyde, 2,4-difluorobenzaldehyde, 4-trifluoromethylbenzaldehyde or the like), alkanal (eg, formaldehyde) , acetaldehyde, isovaleraldehyde or the like), furfural, 3-furaldehyde, 2-thiophenecarbaldehyde, 3-thiophenecarbaldehyde or the like. A reaction temperature is about -100 to 100 ° C, preferably -70 ° C to 50 ° C. A compound of the formula (HIVd) or (VHId ') can be prepared from a compound of the formula (VIIIc) or (VIIIc') by reduction reaction. Such a reduction reaction is, for example, 1) the reaction of the above compound with trimethylchlorosilane and sodium iodide at -20 to 50 ° C as shown in Tetrahedron, 1995, 51., pll043, 2) the reaction of the above compound with phenyl chlorothionoformate to produce the thio ester derivative, and radically reducing the above-obtained compound with tributyltin hydride and AIBN (azodiisobutyronitrile) in a solution such as toluene similar under heating as shown in J. Org. Chem., 1993, 58, p2552, or the like. A ketone (for example, a compound of the formula: Rx- (C) O) -Me or similar) can be used in place of an aldehyde of the formula (HIVb). In such a case, a group of the formula: -C (OH) Me -Rx or -CHMe-Rx can be introduced into the above-shown compound of the formula (VIIIc), (VIIIc '), (HIVd) or (HIVd') ) instead of a group of the formula: -C (OH) H-Rx or -CH2RX. Synthetic route [D] (IXd) wherein A1 is as defined above; a group of the formula: -C (= 0) -Rx and a group of the formula: -CH2RX each is a group independently of the formula: -Z1-Z2-Z3-R1 where Z1, Z2, Z3 and R1 they are as defined above or the formula: -Z4 and R2 where Z4 and R2 are as defined above; and L is a leaving group (e.g., -0 (C = 0) R4 where R4 is lower alkyl or the like) or the like. A compound of the formula (IXc) can be prepared by Friedel-Cafts reaction of a compound of the formula (Ixa) with a compound of the formula (Ixb). In general, the Friedel-Crafts reaction can be carried out in the presence of a Lewis acid. A group of the formula: - (C = 0) -RX can be introduced in a desired position depending on the type of Lewis acid. For example, when A1 is pyrrole, an acyl group can be introduced in the 3-position of the pyrrole by the use of aluminum chloride and in the 2-position by the use of BF3 / ether as Lewis acid. A compound of the formula (Ixb) is, for example, acetyl chloride, acetic anhydride, cyclohexylcarbonyl chloride, benzoyl chloride (substituted), (for example, 4-fluorobenzoyl chloride, 4-fluorobenzoyl bromide, 4-fluorobenzoyl chloride, -chlorobenzoyl, 2,4-difluorobenzoyl chloride, 4-trifluoromethylbenzoyl chloride or the like) or the like. A solvent to be used is, for example, carbon disulfide, methylene chloride, dichloromethane or the like. A reaction temperature is about -100 to 100 ° C, preferably -50 to 50 ° C, more preferably -20 to 30 ° C. A compound of the formula (IXd) can be prepared from a compound of the formula (IXc) by reduction reaction. Such a reduction reaction is, for example, 1) reacting the above compound with triethylsilane (Et3SiH) as shown in J. Org. Chem., 1978, 43, p374, 2) by reducing a compound of the formula (XIc) with the borane / tert-butylamine complex in the presence of aluminum chloride or the like. A solvent to be used is, for example, methylene chloride, ethers or the like. A reaction temperature is about -100 to 100 ° C, preferably -30 to 30 ° C.
Synthetic route [Ex R? -S-L Oxidation (Xd) (Xe) wherein A1 is as defined above; a group of the formula: -S-Rx, a group of the formula: -SO-Rx and a group of the formula: -S? 2 ~ Rx each is a group independently a group of the formula: -Z1-Z2 -Z3-R1 wherein Z1, Z2, Z3 and R1 are as defined above or a group of the formula: -Z4-R2 wherein Z4 and R2 are as defined above; and L is halogen or the like. As the synthetic route [CJ, a heteroaromatic compound is lithiated and reacted with a compound of the formula (Xb) to give a sulfenyl derivative of the formula (Xc). A solvent to be used is, for example, tetrahydrofuran (THF), dioxane or the like. A reaction temperature is about -100 to 100 ° C, preferably -70 to 50 ° C. A compound of the formula (Xb) is disulfide (e.g., diphenyl disulfide (substituted), dimethyl disulfide or the like), phenyl (substituted) phenyl chloride (e.g., 4-fluorophenylsulfonyl chloride or the like) or the like. The oxidation of the sulfenyl derivative obtained from the formula (Xc) produces two types of oxide: a sulfinyl derivative of the formula (Xd) and a sulfinyl derivative of the formula (Xe). An oxidizing agent to be used is oxone, m-chloroperbenzoic acid or the like. A solvent to be used is methylene chloride, chloroform or the like. A reaction temperature is from about -100 to 100 ° C, preferably -50 to 50 ° C, and more preferably -20 to 30 ° C.
Synthetic route [FJ R? CH = L (Xla) (XIc) Reduction (Xld) where A is as defined above; a group of the formula: -CH = CH-Rx, a group of the formula: -C2H4-RX each is independently a group of the formula: -Z1-Z2-Z3-R1 wherein Z1, Z2, Z3 and R1 they are as defined above or a group of the formula: -Z4-R2 wherein Z4 and R2 are as defined above; and L is -P (= 0) (Oet) 2, = PPh3 or the like. A heteroaromatic derivative having a formyl group, shown in the formula (Xia), can be obtained as follows: 1) the use of a commercially available compound or 2) the introduction of a formyl group to the heteroaromatic compound through the reaction of Vilsmeier, reaction of Reimer-Tiemann or similar. An olefin derivative of the formula (XIc) can be prepared by the Wittig reaction or the Horner-Emmons reaction of a compound of the formula (Xla) with a compound of the formula (Xlb) if desired, in the presence of one base. A compound of the formula (Xlb) is, for example, a derivative of hilide for example, carbethoxy) triphenylphospholane or the like), phosphoryl derivative (for example, methyl diethylphosphonoacetate, diethylbenzyl phosphonate or the like) or the like. A solvent to be used is, for example, dimethylformamide (DMF), tetrahydrofuran (THF), dioxane, or the like. A reaction temperature is about -100 to 150 ° C, preferably -20 to 100 ° C. A compound of the formula (Xld) can be prepared by reducing an olefin derivative of the formula (XIc). The hydrogenation or the like can be used as a reduction reaction. A catalyst that is to be used is, for example, palladium-carbon or the like. A solvent to be used is, for example, tetrahydrofuran (THFJ, ethane or the like, preferably a mixed solvent with ethanol and tetrahydrofuran) A reaction temperature is about -100 to 100 ° C, preferably -20 to 30 ° C Synthetic route [G] IXIIa) (XIIc! Reduction (XHd) [Xlla '); XIIc') Reduction fXIId ') wherein A1 and Z1 are as defined above; a group of the formula: -Rx and a group of the formula: -CH2-Rx each is independently a group of the formula: -Z3-Rx where Z3 and R1 are as defined above or a group of the formula: -R2 wherein R2 is as defined above; and L is a leaving group (eg, halogen, hydroxyl, -0 (C = 0) R4 wherein R4 is alkyl or the like) A compound of the formula (II) wherein Z2 .y. Zp. are each independently -NR21CO- or -NR21- wherein R21 is as defined above, can be prepared as illustrated above. A heteroaromatic derivative having the amino group of the formula (XHa) or (Xlla '), is easily prepared by 1) obtaining a commercially available compound, 2) reacting the corresponding halogen derivative with R21NH2, or 3) the reduction of a nitro derivative prepared by nitration.
For example, a compound of the formula (XIIc) or (XIIc ') can be prepared by the reaction of a compound of the formula (Xlla) or (Xlla') with a compound of the formula (Xllb), preferably in the presence of a base, as shown in shin-jikkenn kagakukouza, Vol. 14, 1978, p. 1787; Synthesis, 1986, p852-854; shin-jikkenn kagakukouza, Vol. 22, 1992, p. 155. When a compound of the formula (Xllb) is carboxylic acid, a compound of the formula (XIIc) or (XIIc ') can be prepared by the condensation reaction using a condensing agent. A solvent to be used is, for example, tetrahydrofuran (THF), dioxane or the like. A base to be used is, for example, pyridine, dimethylaminopyridine or the like. A condensing agent to be used is, for example, DCC (dicyclohexylcarbodiimide), EDC or the like. A reaction temperature is about -100 to 100 ° C, preferably -70 to 60 ° C. A compound of the formula (XHd) or (XHd ') can be prepared by reduction of a compound of the formula (XIIc) or (XIIc'). A reduction reaction is carried out by the use of lithium aluminum hydride, borane-methyl sulfide complex or the like.
In the synthetic route shown above [G] a sulfonamide derivative of the formula (II) wherein Z2 or Z is -NR21S02-, can be prepared by using a compound of the formula: Rx (S02) L wherein Rx is as defined above and L is halogen or the like, instead of a compound of the formula: Rx (C = 0) L. when a heteroaromatic compound having a carboxyl group or the like, shown as a compound of the formula (Xlla) or (Xlla ') wherein a group of the formula: -NHR21 is a group of the formula: -COL wherein L is a leaving group (for example, halogen, hydroxyl, -0 (C = 0) R4 where R4 is lower alkyl or the like), can be obtained or prepared as a starting material, an amide derivative of the formula (II) wherein Z2 or Z4 is -CONR21-, can be prepared by the condensation reaction using a compound of the formula: RXNH2 instead of a compound of the formula (Xllb), as well as the synthetic route shown above [Gj. On the other hand, when a heteroaromatic compound having a group of the formula: - (S02) L wherein L is halogen or the like, can be obtained or prepared as an initial material, a sulfonamide derivative of the formula (II) in where Z2 or Z4 is -S02NR21-, can be prepared by the use of a compound of the formula: RxNH2.
Synthetic route [Hj (XlIIa) (xnic; (XHIa *) XIIIc ') wherein A1 and Z1 are as defined above; L is halogen; and a group of the formula: -Rx is a group of the formula: -Z3-R1 wherein Z3 and R1 are as defined above or a group of the formula: -R2 wherein R is as defined above. A compound of the formula (II) wherein Z2 or Z4 is -O- can be prepared as illustrated above. A compound of the formula (XHIa) or (XlIIa ') is, for example, the ethyl ester of 2-bromofuran-5-carboxylic acid, 2-chlorofuran-5-carboxylic acid ethyl ester, 2-bromofuran methyl ester -5-carboxylic acid, 2-bromofuran-5-carboxylic acid methyl ester, 2-acetyl-5-bromofuran, 2-acetyl-5-chlorofran, 2-bromothiophen-5-carboxylic acid ethyl ester, 2-ethyl-2-ethyl ester -chlorothiophene-5-carbolylic acid, 2-bromothiophen-5-carboxylic acid methyl ester, 2-chlorothiophene-5-carboxylic acid methyl ester, 2-acetyl-5-bromothiophene, 2-acetyl-5-chlorothiophene, 2-bromopyrrole-5-carboxylic acid ethyl ester, 2-chloropyrrole-5-carboxylic acid ethyl ester, 2-bromopyrrole- 5-carboxylic acid, 2-chloropyrrole-5-carboxylic acid methyl ester, 2-acetyl-5-bromopyrrole-2-acetyl-5-chloropyrrole, 2-bromomethyl-furan-5-carboxylic acid ethyl ester, 2-ethyl-2-ethyl ester chloromethyl-furan-5-carboxylic acid, 2-bromomethyl-furan-5-carboxylic acid methyl ester, 2-chloromethyl-furan-5-carboxylic acid methyl ester, 2-acetyl-5-bromomethyl furan, 2-acetyl-5-chloromethyl furan or the like. A base that is to be used, for example, NaH, NaOH, LiH or the like. A reaction temperature is an ambient temperature at 100 ° C. A solvent that is to be used is, for example, DMF or the like. Examples of a compound of the formula (XHIb) include, for example, alcohols, phenols (for example, phenol, 4-fluorophenol, 4-chlorophenol, 4-bromophenol 2,4-difluorophenol, 4-trifluoromethylphenol or the like) or the like. A compound of the formula: RXSH wherein Rx is as defined above (e.g., thiol, thiophenol (e.g., 4-fluorothiophenol, 4-chlorothiophenol, 4-bromothiophenol, 2,4-difluorothiophenol, 4-trifluoromethylthiophenol or the like) or similar) can be used in place of a compound of the formula (XIHb). In such a case, a compound of the formula (II) wherein Z2 or Z4 is -S- can also be prepared. When the heteroaromatic ring (A1) has a group of the formula: -Z: -OH wherein Z1 is as defined above or a group of the formula: -OH, a compound of the formula (XIIIc) or (XIIIc ') it can be prepared by using a compound of the formula: Rx-L wherein Rx is as defined above in place of a compound of the formula (XIHb). Synthetic route [I] (XlVa; [XIVc) (XlVd) (XlVf) wherein A1, Z1, Z2, Z3, Z4, R1 and R are as defined above; Z .2A1 Z, 2"2, Z, 441i and, 42i each is independently -CHO, -SH, -S02L, -MgL, -Li, -NHR21, -OH, -L, -COOH, -COL, - B (OH) 2, -OTf or the like, and L is halogen or the like, While the synthetic routes [Bj and [Hj previously shown refer mainly to the direct insertion of one or more substituents within the heteroaromatic ring, this synthetic route [I] can provide a compound of the formula (XIVc) or (XlVf) by further reaction of a functional group attached to the heteroaromatic ring (for example, a group of the formula: -Z-Z, 21, a group of the Formula: -Z 41, For example, a combination of Z21 and Z22 or a combination of Z41 and Z42 form Z2 as shown below , _z2i + _Z22 -Z41 + -Z 42 • z2-: -CHO + MgL? -CH (OH) - CHO + -Li? -CH (OH) - CH (OH) -? -CO - CH (OH) -? -CH2 - SH + -L? -S-? -SO-? -S02 - OH + -L? -O - NHR21 + -L? -NR21- -S02L + -NHR21? -S02NR21- or -NR21S02 - COL + -NHR21? -CONR21- or -NR21CO - COOH + -NHR21? -CONR21- or -NR21CO - COL + -OH? -C (= 0) -0- or -0-C (= 0) - COOH + -OH? -C (= 0) -0- or -0-C (= 0) - B (OH) 2 + -L? - (a link) -OTf + -L? - (a link) These reactions are well known in organic chemistry and can be performed with a usual public method and usual conditions such as reaction temperature, solvent or the like. The process of the reactions [A] to the [Ij shown above can be modified according to the character of the heteroaromatic derivative, the position of introduction of the substituent or the like. The protection of functional groups and the deprotection, if desired, can be carried out with a well-known method. The example includes protection of the carbonyl group with acetal, protection of carboxylic acid with the ester residue or the like. The method for the use of the compound of the present invention is explained below. The compound of the present invention is useful as a pharmaceutical composition such as an antiviral agent or the like. The compound of the present invention has a surprising inhibitory activity against the integrase of viruses (especially, lentivirus, retroviruses). Therefore, the compound of the present invention is expected to prevent or treat various diseases caused by integrase-producing viruses to develop in animal cells after infection, and to be useful for example as an integrase inhibitor against the retovirus. (e.g., HIV-1, HIV-2, HTLV-1, SIV, FIV or the like), especially, an anti-HIV agent or the like. The compound of the present invention can be used to prepare a medical anti-HIV mixture, by combining it with an anti-HIV agent that possesses another inhibitory mechanism such as an adsorption inhibitor (eg, dextran sulfate, curdlan sulfate). , Soluble CD4, TAK-779, T22 or the like), an inhibitor of TAT (Ro 24-7429 or the like), a REV inhibitor, a reverse transcriptase inhibitor (e.g., AZT, DDI, 3TC, DDC, D4T , S-1153, Nevirapine, HEPT derivatives, TIBO, Abacavir sulfate, efavirenz or the like), a protease inhibitor (e.g., Saquinqvir, Ritonavir, Nelfinavir, Indinavir, Anprenavir, KNI-272 or the like) or the like. The compound of the present invention can be used in combination therapy. Since any integrase inhibitor has not yet been offered for sale, it is useful to use the compound of the present invention in combination therapy, associated with the aforementioned anti-HIV agent showing another inhibitory mechanism. The compound of the present invention can be used in cocktail therapy or the like as a concomitant agent that exhibits synergistic effect, such as increased activity of the other anti-HIV agent. The compound of the present invention can be used to suppress the spread of retroviral infection on non-target tissues in gene therapy using a retroviral vector derived from HIV or MLV. Especially, in the case that cells and the like are used by such an in vitro vector and then put back into a body, a prior administration of the compound of the present invention prevents unnecessary infection. The compound of the present invention is useful in the field of gene therapy, which appears to be further developed. The compounds of the present invention can be administered orally or parenterally. For oral administration, the compounds of the present invention can be used in any form, of customary formulations, for example, solid formulations such as tablets, powders, granules, capsules; aqueous formulations; oil suspensions; solutions such as syrups or elixirs. For parenteral administration, the compounds of the present invention can be used as an injection of aqueous or oleaginous suspension, nasal drops. In the preparation of such formulations, conventional excipients, binding agents, lubricants, aqueous solvents, oleaginous solvents, emulsifying agents, suspending agents, preservatives, stabilizers and the like may optionally be used. A formulation according to the present invention can be manufactured by combining (for example, mixing) a curatively effective amount of a compound of the present invention with a pharmaceutically acceptable carrier or diluent. The formulation of the present invention can be manufactured with the use of well-known and readily available ingredients according to a known method. In the case of a manufacture of a pharmaceutical composition according to the present invention, an active ingredient is mixed or diluted with a carrier, or this may be the content of a carrier in the form of a capsule, sack, paper or other container . In the case of the functioning of a carrier as a diluent, the carrier is a solid, semi-solid or liquid material that functions as a medium. Accordingly, a formulation according to the present invention can be produced in the form of a tablet, a pill, a powder medicine, an intraoral medicine, an elixir agent, a suspending agent, an emulsifier, a solvent agent, a syrup agent, an aerosol agent (solid medium) in liquid) and ointment. Such a formulation may contain up to 10% of an active compound. It is preferred to formulate a compound of the present invention prior to administration. Any suitable carrier that has been well known to those skilled in the art can be used for formulation. In such formulation, a carrier is in the form of solid, liquid or a mixture of solid and liquid. For example, a compound of the present invention is dissolved in an aqueous solution of 4% dextrose / 0.5% sodium citrate to be of a concentration of 2 mg / ml for intravenous injection. The solid formulation includes powder, tablet and capsule. The solid carrier consists of one or more serving materials such as fragrance, lubricant, dissolving agent, suspension, binder, tablet disintegrator, capsules. A tablet for oral administration contains a suitable excipient such as calcium carbonate, sodium carbonate, lactose, calcium phosphate and the like, together with an integrator such as corn starch, alginic acid and the like, and / or a binder such as gelatin, acacia and the like, and a lubricant such as magnesium stearate, stearic acid, talc and the like. In a powder medicine, it is a finely powdered powder which is mixed with finely powdered active ingredients. In one tablet, the active ingredients are mixed with a carrier having the required binder powder in a suitable ratio, and is solidified into a desired shape and sizes. The powder medicine and the tablet contain about 1 to about 99% by weight of the active ingredients which are novel compounds according to the present invention. Examples of suitable solid carriers include magnesium carbonate, magnesium stearate, talc, sugar, lactose, pectin, dextrin, starch, gelatin, tragacanth gum, methylcellulose, sodium carboxylmethylcellulose, low melting wax, and shortening. cocoa. An axenic liquid formulation contains the suspending agent, emulsifier, syrup agent, and elixir agent. The active ingredients can be dissolved or suspended in a pharmaceutically acceptable carrier such as sterile water, a sterile organic solvent, a mixture thereof, and the like. The active ingredients can be frequently dissolved in a suitable solvent such as aqueous propylene glycol solution. When the finely powdered active ingredients are dispersed in aqueous starch, the sodium carbioxymethyl cellulose solution, or the suitable oil, or the other compositions, can be prepared. Although an adequate dose of the compound of the present invention varies depending on the route of administration, age, body weight, patient conditions, and type of disease, in the case of oral administration, the daily dose may be between about 0.05-3000 mg, preferably about 0.1-1000 mg, for an adult. The daily dose can be administered in divisions. In the case of parenteral administration, the daily dose for an adult may be between about 0.01-1000 mg, preferably 0.05-500 mg.
In addition, all types of heteroaromatic derivatives having the group of the formula: -C (= 0) -CH = C (X) Y wherein X and Y are as defined above, can be used as pharmaceutical compositions such as agents antivirals, such as the compound of the present invention. In said heteroaromatic derivatives, a wide variety of substituents may be introduced as partial structures of -C (= 0) -CH = C (X) Y, provided that they do not have a negative effect on the pharmacological activity. These compounds can be prepared according to the above preparations of the compound of the present invention. The compound of the present invention is useful as an intermediate or as an initial material for the preparation of medicaments or the like. For example, the compound of the present invention wherein RA defined in Y is an ester residue, can be easily derived to the compound where RA is hydrogen, by deprotection.
Example The examples of the present invention are shown below. The reactions are usually carried out under a nitrogen atmosphere, and the reaction solvents are used dried over molecular sieves and the like. The extracts are dried over sodium sulfate or magnesium sulfate and the like. (Abbreviations) MeOH = methanol; EtOH = ethanol; DMF = N, N-dimethylformamide; THF = tetrahydrofuran; DMSO = dimethyl sulfoxide; Bn = benzyl; Ph = phenyl; Tr = trifly; MOM = methoxymethyl.
(Reference example) the ethyl ester of 2-trityl-2H-tetrazole-5-carboxylic acid, the ethyl ester of 1-trityl-lH-1,2,4-triazole-3-carboxylic acid, and the ethyl ester of 2-trityl-2H-1,2,4-triazole-3-carboxylic acid to be used in the present invention were prepared according to the methods (A) to (C) described below. In addition, the ethyl ester of 1-trityl-lH-1,2,4-triazole-3-carboxylic acid and the ethyl ester of 2-trityl-2H-1,2,4-triazole-3-carboxylic acid have an protective group (trityl) in different position, but both can be used in the preparation of the compound of the present invention.
(A) 2-Trityl-2H-tetrazole-5-carboxylic acid ethyl ester (1) To a solution of trimethyltin azide (6.17 g, 30 mm) in (20 ml) of pyridine was added dropwise ethyl cyanoformate (3.30 g, 33 mmol) for 15 minutes at room temperature. The temperature of the reaction solution became approximately 45 ° C. The reaction mixture was gradually cooled to room temperature and stirred for 1 hour, heated to 60 ° C and then stirred for 18 hours. After cooling, the reaction mixture was concentrated under reduced pressure. To the residue was added (5 ml) of concentrated hydrochloric acid. After stirring for 15 minutes at room temperature, they were added to it (20 ml) of saturated brine. The mixture was extracted twice with ethyl acetate, washed with saturated brine and dried. The solvent was evaporated. The obtained crystal was washed with hexane to give the ethyl ester of lH-tetrazole-5-carboxylic acid (3.47 g), yield 81%. (2) To a solution of the ethyl ester of lH-tetrazole-5-carboxylic acid (3.47 g, 24.4 mmol) in (20 mL) of tetrahydrofuran was added triethylamine (3.70 g, 36.6 mmol) and triflyl chloride (7.14 g, 25.6 mmol) successively. The reaction mixture was stirred for 1 hour at room temperature and concentrated under reduced pressure. The residue was partitioned between ethyl acetate and water. The ethyl acetate layer was washed with a saturated aqueous sodium bicarbonate solution, washed with water and dried. The solvent was evaporated. The obtained crystal was washed with hexane to give the title compound (8.15 g), Yield: 87%. MP: 162 ° C (decomposition) NMR (CDC13) d: 1.43 (3H, t, J = 7.2Hz), 4.50 (2H, q, J = 7.2Hz), 7.08-7.12 (6H, m), 7.29-7.41 (9H, m).
(B) 1-Trityl-lH-1,2,4-triazole-3-carboxylic acid ethyl ester (1) A mixture of ethyl thioxamate (10.55 g, 79.2 mmol) and formyl hydrazine (5.00 g, 83.2 mmol) was added. warmed up 65 ° C for 30 minutes and stirred according to a method described in Collect. Czech Chem. Commun., 1984, 49, p2492.
After cooling, the precipitated crystal was collected by filtration and washed with ethanol to give (9.62 g) of the ethyl ester of (N-formylhydrazino) -iminoacetic acid. Yield: 76%. (2) A suspension of the ethyl ester of (N-formylhydrazino) -iminoacetic acid (9.62 g, 60.4 mmol) in (40 ml) of diethylene glycol dimethyl ether (diglyme) was heated to reflux for 30 minutes. After cooling the precipitated crystal was collected by filtration and washed with hexane to give (7.28 g) of the ethyl ester of 1H-1,2,4-triazole-3-carboxylic acid. Performance: 85%. (3) To a solution of the ethyl ester of 1H-1,2, -triazole-3-carboxylic acid (7.62 g, 54 mmol) in (60 ml) of DMF was added N, N-diisopropylethylamine (14 g) at room temperature. , 108 mmol) and triflyl chloride (15.8 g, 56.7 mmol), successively. The mixture was stirred for 2 hours. The reaction mixture was mixed with (300 ml) of water and (300 ml) of ethyl acetate. The crystal was collected by filtration, dissolved (150 ml) of chloroform, washed with water and dried. The solvent was evaporated. The residue was crystallized from ether to give (8.91 g) of the title compound. Finally, the ethyl acetate layer was washed with water and dried. The solvent was evaporated. The residue was crystallized from ether to give (4.73 g) of the title compound. The total amount of the title compound was 13.64 g. Yield: 66%. NMR (CDC13) d 1.41 (3H, t = 7.2Hz), 4.45 (2H, q, J = 7.2Hz), 7.11-7.13 (6H, m), 7.32-7.36 (9H, m), 8.01 (1H, s ).
(C) 2-Trityl-2H-1,2,2-triazole-3-carboxylic acid ethyl ester (1) Sodium hydride (60% dispersion with mineral oil, 13.8 g, 345 mmol) was washed with hexane and suspended in (50 ml) of DMF. At the temperature of an ice bath, 1,4-triazole (total, 20.7 g, 300 mmol) was added to four portions in this. After stirring for 30 minutes, triflyl chloride (total: 83.7, 300 mmol) was added to the mixture in seven portions and further (50 ml) of DMF was added. After stirring for 1.5 hours at room temperature, water (600 ml) was added to the reaction mixture. The precipitated crystal was collected by filtration, washed with water, dissolved in (800 ml) of chloroform and dried. The solvent was evaporated. The residue obtained was subjected to chromatography on silica gel (ethyl acetate: CHC13 = 1: 2, v / v). The objective fraction was concentrated to give 1-trityl-lH-1,2,4-triazole (43.9 g). Yield: 47%. (2) A solution of 1-trityl-lH-l, 2,4-triazole (10.5 g, 33.6 mmol) in (300 mL) of THF was cooled to -70 ° C. To the solution was added, at -72 to -68 ° C a solution of n-butyllithium in hexane (1.54 M solution, 24 ml, 36.9 mmol) the reaction solution was gradually warmed to -25 ° C and cooled to -60 ° C again. To the mixture was added dropwise a solution of chloroethyl formate (7.29 g, 67.2 mmol) in (15 mL) of THF. The reaction mixture was warmed to room temperature, stirred for 1.5 hours, concentrated under reduced pressure and mixed (700 ml) with ethyl acetate. The precipitated crystal was collected by filtration, washed with water, dissolved in (200 ml) of THF and dried. The solvent was evaporated. The obtained crystal was washed with ethyl acetate to give (2.90 g) of the title compound. The ethyl acetate layer was washed with 2% aqueous ammonia, washed with water and dried. The solvent was evaporated. The residue obtained was chromatographed on silica gel (hexane: ethyl acetate: CHC13 = 2: 1: 2, v / v / v) to give (3.65 g) of the title compound. The total of the title compound was 6.55 g. Yield: 51%. NMR (CDCl 3) d: 1.02 (3H, t, J = 7.2Hz), 3.76 (2H, q, J = 7.2), 7.12-7.14 (6H, m), 7.28-7.33 (9H, m), 7.99 (1H , s).
Preparation of a compound wherein the heteroaryl (A1) is pyrrolyl (Compound No. 1-1-41) Example 1 4) Compound No. 1-1 l- [(1-Benzyl-5-ethoxycarbonyl) pyrrol-3-yl] -3-hydroxy-3- (1H-1, 2, -triazol-3-yl) -propenone ( Compound No.
I-D (1) To the pyrrole-2-carbopylic acid (2.2 g, 20 mmol) thionyl chloride (2 ml, 27.4 mmol) and (0.5 ml) of DMF were added at room temperature. The mixture was heated at 50 ° C for 30 minutes. An excess of thionyl chloride was evaporated under reduced pressure. The residue was dissolved in (5 ml) of toluene and evaporated under reduced pressure again. This procedure was performed three times. After that, the residue was dissolved in (10 ml) of chloroform, and the solution was added dropwise at room temperature to (20 ml) of ethanol and stirred for 30 minutes. The reaction mixture was concentrated. The residue was chromatographed on silica gel (hexane: ethyl acetate = 1: 1 v / v). The objective fraction was concentrated to give 2-ethoxycarbonylpyrrole (2.9 g) as an oil quantitatively. NMR (CDC13) d 1.36 (3H, t, J = 7.0Hz), 4.33 (2H, q, J = 7.0Hz), 6.22-6.31 (1H, m), 6.89-6.98 (2H, m), 9.20 (1H , s broad). (2) To a suspension of aluminum chloride (5.7 g, 43 mmol) in (60 ml) of dichloroethane was added dropwise at the temperature in an ice bath a solution of acetyl chloride (3.38 g, 43 mmol) in (10 ml) of dichloroethane. The solution was stirred at 10 ° C for 30 minutes and cooled with ice again. A solution of the above-obtained compound (2.9 g, 20.8 mmol) in (5 ml) of dichloroethane was added dropwise to the solution. After stirring for 1 hour, the reaction mixture was washed with ice water, extracted with ethyl acetate. The ethyl acetate was washed with water and dried. The solvent was evaporated to give 4-acetyl-2-ethoxycarbonylpyrrole (3.34 g) as an oil. Yield: 88%. NMR (CDC13) d: 1.38 (3H, t, J = 7.0Hz,) 4.35 (2H, q, J = 7.0Hz), 7.24-7.31 (1H, m), 7.54-7.55 (1H, m), 9.52 ( 1H, s broad). (3) To a suspension of sodium hydride (60% dispersion in mineral oil, 440 mg, 11 mmol) in DMF (15 ml) was added dropwise at the temperature of an ice bath, a solution of the compound above obtained (1.8 g, 10 mmol) in (5 ml) of DMF. After stirring at room temperature for 15 minutes, the solution was cooled to the temperature of an ice bath and mixed with a solution of benzyl bromide (1.88 g, 11 mmol) in (2 ml) of DMF. After stirring at room temperature for 30 minutes, the mixture was vacuum in ice water and extracted with ethyl acetate. The ethyl acetate was washed with water and dried. The solvent was evaporated. The white crystal obtained was washed with hexane to give 3-acetyl-1-benzyl-5-ethoxycarbonylpyrrole (2.4 g). Yield: 88%. NMR (CDC13) d: 1.32 (3H, t, J = 7.2Hz), 2.41 (3H, s), 4.26 (2H, q, J = 7Hz), 5.57 (2H, s), 7.06-7.18 (1H, m ), 7.24-7.44 (4H, m). (4) To a solution of the above-obtained compound (271 g, 1 mmol) in (10 ml) of THF was added, at -65 ° C, a solution of lithium bistrimethylsilylamide in THF (1 M solution, 2 ml, mmol). The reaction solution was gradually warmed to 0 ° C and cooled to -70 ° C again. The solution was dropwise added a solution of the l-trityl-l-H- [1,2-triazole] -3-carboxylic acid ethyl ester (767 mg, 2 mmol) in (10 ml) of THF. The reaction solution was warmed to room temperature and stirred for an additional 2 hours. The mixture was poured into an excess of aqueous ammonium chloride and extracted with ethyl acetate. The ethyl acetate was washed with water and dried. The solvent was evaporated. The obtained residue was mixed with (10 ml) of dioxane and (2 ml) of 2N HCl, and stirred at 70 ° C for 30 minutes. The dioxane was evaporated under reduced pressure. The residue was partitioned between ethyl acetate and water. The ethyl acetate layer was washed with water and dried. The solvent was evaporated. The obtained crude yellow crystal was recrystallized from isopropyl ether-chloroform to give (300 mg) of the title compound.
Performance: 82%. P.f .: 204-206 ° C. Elemental analysis for C19H18N4O4 Calculated (%): C, 62.29; H, 4.95; N, 15.29 Found (%): C, 61.94; H, 5.03; N, 15.02, NMR (d6-DMSO) d: 1.24 (3H, t, J = 7.2Hz), 4.20 (2H, q, J = 7. 2Hz), 5.61 (2H, s), 6.97 (1H, s), 7.12-7.42 (6H, m), 8.32 (1H, s), 8.77 (1H, s).
Example 2 Compound No. 1-1 (1) Compound No. 1-2 l- [(1-benzyl-5-carboxy) pyrrol-3-yl-3-hydroxyl-3- (lH-1, 2,4-triazole- 34-yl) -propenone (Compound No. 1-2) (1) To a solution of the l- [(1-benzyl-5-ethoxycarbonyl) pyrrol-3-yl] -3-hydroxy-3- (1H- 1,2,4-triazol-3-yl) -propenone (150 mg, 0.41 mmol) obtained in Example 1 in (10 ml) of dioxane was added (1 ml) of 2N NaOH. The solution was stirred at 50 ° C for 30 minutes. The reaction mixture was concentrated under reduced pressure. The residue was partitioned between (10 ml) of ether and (10 ml) of water. The aqueous layer was separated and washed with ether, and acidified with HCl 2N. The extract with ethyl acetate was washed with water and dried. The solvent was evaporated. The yellow powder was recrystallized from ethyl acetate to give (100 mg) of the title compound. Performance: 74%. P.f .: 264-265 ° C. Elemental analysis for C? 7H14N404 0.3 H20 Calculated (%): C, 59.40; H, 4.28; N, 16.30 Found (%): C, 59.21; H, 4.30; N, 16.20, NMR (dg-DMSO) d: 5.63 (2H, s), 6.95 (1H, s), 7.16-7.40 (6H, m), 8.27 (1H, d, J = 1.8Hz), 8.69 (1H , s broad), 12.8 (1H, broad s).
Example 3 1) \ 2) Compound No. 1-3 1- [1- (4-fluorobenzyl) pyrrol-2-yl] -3-hydroxy-3- (2H-tetrazol-5-yl) -propenone (Compound No. 1 -3) (1) To a suspension of sodium hydride (60% in mineral oil, 1.32 g, 33 mmol) in (30 ml) of DMF was added at the temperature of an ice bath a solution of 2-acetylpyrrole ( 3.27 g, 30 mmol) in (5 ml) of DMF. The mixture was stirred at room temperature for 15 minutes and cooled again. To the solution was added dropwise a solution of 4-fluorobenzyl bromide (6.24 g, 33 mmol) in (2 ml) of DMF. The reaction solution was stirred at room temperature for 1 hour and was poured into ice water, and then extracted with ethyl acetate. The ethyl acetate was washed with water and dried. The solvent was evaporated to give (6.5 g) of 2-acetyl-l- (4-fluorobenzyl) pyrrole as an oil, quantitatively. NMR (CDC13) d: 2.41 (3H, s), 5.53 (2H, s), 6.18-6.22 (1H, m), 6.88-7.14 (6H, m). (2) A solution of lithium bistrimethylsilylamide in THF (1 M solution, 10 ml, 10 mmol). The reaction solvent was gradually warmed to 0 ° C and cooled again to -70 ° C. To the mixture was added dropwise a solution of 2-trityl-2H-tetrazole-5-carboxylic acid ethyl ester (2.3 g, 6 mmol) in (15 ml) of THF. The reaction mixture was gradually warmed to room temperature and stirred for 1.5 hours, and was poured into an excess amount of aqueous ammonium chloride, and then extracted with ethyl acetate. The extract was washed with brine and dried. The solvent was evaporated. To the obtained residue was added (15 ml) of dioxane and (5 ml) of 2 N HCl. The mixture was stirred for 30 minutes at 70 ° C. The dioxane was evaporated under reduced pressure. The residue was partitioned between ethyl acetate and water. The ethyl acetate layer was washed with water and dried. The solvent was evaporated. The residue was dissolved in ether and extracted with 1 N NaOH (6ml) three times. The alkaline extract was extracted, washed with ether twice and neutralized with IN HCl, and extracted with ethyl acetate. The extract was washed with ethyl acetate and brine, and then dried. The solvent was evaporated. The obtained yellow crude crystal was washed with a small amount of ethyl acetate. Recrystallization from ethyl acetate gave the title compound (1.3 g). Performance 83%. P.f .: 147-150 ° C. Elemental analysis for C15H12FN5O2 0.2 H20 Calculated (%): C, 56.85; H, 3.94; N, 22.10; F, 6.00. Found (%): C, 56.68; H, 4.02; N, 22.47; F, 5.72 NMR (dg-DMSO) d: 5.65 (2H, s), 6.37 (1H, dd, J = 3.0, 2.7Hz), 7.05-7.20 (5H, m), 7.47-7.58 (2H, m).
Example 4 (i) (2) Compound No. 1-4 1- [1- (4-fluorobenzylpyrrol-3-yl] -3-hydroxy-3- (2H-tetrazol-5-yl) -propenyone (Compound No. 1-4 (1) 2-acetyl- (4-fluorobenzyl ) pyrrole (542 mg, 2.5 mmol) obtained according to the method described in Example 3 (1) was dissolved in (5 ml) of trifluoroacetic acid. The mixture was stirred for 1.5 hours at 80 ° C. After cooling to room temperature, the mixture was poured into ice water and neutralized with 4N NaOH, and then extracted with ethyl acetate. The extract was washed with water and dried. The solvent was evaporated. The residue obtained was chromatographed on silica gel (hexane: ethyl acetate = 3: 1 v / v). The objective fraction was concentrated to give 3-acetyl-1- (4-fluorobenzyl) pyrrole (480 mg) in an oil. Performance: 88-5. NMR (CDC13) d: 2.38 (3H, s), 5.04 (2H, s), 6.60-6.64 (2H, m), 7.00-7.09 (2H, m), 7.10-7.17 (2H,), 7.26-7.30 ( 1H, m). (2) To a solution of the compound obtained above (180 mg, 0.83 mmol) in (15 ml) of THF was added dropwise at -65 ° C a solution of lithium bistrimethylsilylamide in THF (IM solution, 1.7 ml, 1.7 mmol). The reaction mixture was heated to 0 ° C and cooled to -70 ° C again. To the mixture was added dropwise a solution of 2-trityl-2H-tetrazole-5-carboxylic acid ethyl ester (653 mg, 1.7 mmol) in (5 mL) of THF. The mixture was warmed to room temperature and stirred for 1.5 hours. The reaction mixture was poured into an excess amount of aqueous ammonium chloride and extracted with ethyl acetate. The extract was washed with brine and dried. The solvent was evaporated. The residue obtained in (5 ml) of dioxane and (2 ml) of 2 N HCl was stirred for 30 minutes at 70 ° C. The dioxane was evaporated under reduced pressure. The residue was partitioned between ethyl acetate and water. The ethyl acetate layer was washed with water, dried and evaporated. The residue dissolved in ether was extracted with (6 ml) of 1 N NaOH three times. The alkaline extract was washed with ether twice and neutralized with 1N HCl, and then extracted with ethyl acetate. The extract was washed with water and brine, and dried. The solvent was evaporated. The obtained pale yellow crude crystal was washed with a small amount of chloroform and recrystallized from chloroform to give (91 mg) of the title compound. Performance 35%. P.f .: 168-170 ° C. Elemental analysis for C15H12FN5O2 0.6 H20 Calculated (%): C, 53.75; H, 3.79; N, 20.90; F, 5.67 Found (%): C, 53.83; H, 3.73; N, 21.20; F, 5.50 NMR (d6-DMSO) d: 5.20 (2H, s), 6.68 (1H, dd, J = 3.0, 1.8Hz), 6.96 (1H, s), 7.02-7.08 (1H, s), 7.16- 7.26 (2H, m), 7.34-7.44 (2H, m), 8.02-8.08 (1H, m).
Example 5 (1) (2) (4) Compound NS 1-4 l - [[l-benzyl-5- (2-methoxycarbonylvinyl)] pyrrol-3-ylj-3-hydroxy-3- (lH-l, 2,4-triazol-3-yl ) -propenone (Compound No. 1-5 (1) To a suspension of lithium hydride (60% in mineral oil, 4.8 g, 120 mmol) in (100 ml) of DMF was added dropwise at a bath temperature of ice, a solution of 2-formylpyrrole (9.5 g, 100 mmol) in (10 ml) of DMF The mixture was stirred for 15 minutes at room temperature and cooled again A solution was added dropwise to the mixture. of benzyl bromide in (10 ml) of DMF The reaction mixture was stirred for 60 minutes at room temperature and was poured into ice water and extracted with ethyl acetate.The extract was washed with water and dried. The solvent was evaporated to give (18.0 g) of 1-benzyl-2-formylpyrrole as an oil, quantitatively.
NMR (CDC13) d: 5.57 (2H, s), 6.27 (1 | H, t, J = 3.0Hz), 6.97 (2H, d, J = 3.0Hz), 7.12-7.18 (2H, m), 7.24- 7.36 (5H, m), 9.58 (1H, s). (2) To a suspension of sodium hydride (60% mineral oil, 960 mg, 24 mmol) in (20 ml) of DMF was added dropwise at the temperature of an ice bath, a solution of diethyl (methoxycarbonylmethyl) ) phosphonate (5.04 g, 24 mmol) in (1 ml) of DMF. The mixture was stirred for 15 minutes at room temperature and cooled again. To the mixture was added dropwise a solution of l-benzyl-2-formylpyrrole (3.7 g, 20 mmol) in (2 ml) of DMF. The reaction mixture was stirred for 4 hours at room temperature and was emptied into ice water and extracted with ethyl acetate. The extract was washed with water and dried. The solvent was evaporated. The white crystal obtained was washed with isopropyl ether to give (3.14 g) of l-benzyl-2- (2-methoxycarbonylvinyl) pyrrole. Performance: 65%. NMR (CDC13) d: 3.73 (3H, s), 5.21 (2H, s), 6.13 (1H, d, J = 15.9 Hz), 6.23-6.27 (1H, m), 6.72-6.75 (1H, m), 6.82-6.86 (1H, m), 7.00-7.07 (2H, m), 7.22-7.36 (3H, m), 7.55 (1H, d, J = 15.9 Hz). (3) To a suspension of aluminum chloride (4.0 g, 30 mmol) in (30 ml) of dichloromethane was added dropwise at the temperature of an ice bath, a solution of acetic anhydride (1.23 g, 12 mmol) in (10 ml) of dichloromethane. The mixture was stirred for 30 minutes at room temperature and cooled again. To the mixture was added dropwise a solution of the above compound (2.43 g, 10 mmol) in (5 ml) of dichloromethane. The reaction mixture was stirred for 1 hour at room temperature and emptied into ice water, and extracted with ethyl acetate. The extract was washed with water and dried. The solvent was evaporated to give 3-acetyl-l-benzyl-5- (2-methoxycarbonylvinyl) pyrrole (1.8 g) as a white crystal. Performance: 64%.
NMR (CDCl 3) d: 2.41 (3H, s), 3.75 (3H, s), 5.21 (2H, s), 6.24 (1H, d, J = 15.9 Hz), 7.04-7.12 (3H,), 7.30-7.40 (4H, m), 7.50 (1H, d, J = 15.9Hz). (4) To a solution of the above-obtained compound (283 mg, 1 mmol) in (15 ml) of THF was added dropwise at -65 ° C a solution of lithium bistrimethylsilylamide in THF (IM solution, 1.2 ml, 1.2 mmol). The reaction mixture was heated to -10 ° C and cooled again. To the mixture was added dropwise a solution of 1-trityl-lH-1,2-triazole-3-carboxylic acid ethyl ester (575 mg, 1.5 mmol) in (5 mL) of THF. The reaction mixture was stirred for 2 hours and was poured into an excess of aqueous ammonium chloride, and extracted with ethyl acetate. The extract was washed with brine and dried. The solvent was evaporated. The residue obtained in (10 ml) of dioxane and in (2 ml) of 2N HCl was stirred for 30 minutes at 70 ° C. The dioxane was evaporated under reduced pressure. The residue was partitioned between ethyl acetate and water. The ethyl acetate layer was washed with water and dried. The solvent was evaporated. The obtained crude yellow crystal was recrystallized from isopropyl ether-ethyl acetate-chloroform to give (186 mg) of the title compound. Performance: 49%. P.f .: 238-240 ° C Elemental analysis for C2oHi8 4040.4 H20 Calculated (%): C, 62.30; H, 4.91; N, 14.53 Found (%): C, 62.18; H, 4.74; N, 14.53, NMR (d6-DMSO) d: 3.64 (3H, s), 5.42 (2H, s), 6.36 (1H, d, J = 15.9Hz), 6.95 (1H, s), 7.02-7.58 (7H , m), 8.17 (1H, s), 8.76 (lH.s).
Example 6 Compound No. 1-5 1) Compound No. 1-6 1 - [[1-Benzyl-5- (2-carboxylvinyl)] pyrrol-3-yl] -3-hydroxy-3- (1H-1, 2,4-triazol-3-yl) -propenyone (Compound No. 1-6) (1) To a solution of l - [[l-benzyl-5- (2-methoxycarboxylvinyl)] pyrrol-3-yl] -3-hydroxy-3- (1H-1, 2, 4- triazol-3-yl) -propenone (70 mg, 0.19 mmol), obtained in Example 5, in (10 ml) of dioxane was added (1 ml) of 2 N NaOH. The mixture was stirred for 30 minutes at 50 °. C. The reaction mixture was concentrated under reduced pressure and partitioned between (10 ml) of ether and (10 ml) of water. The aqueous layer was separated and washed with diethyl ether, and acidified with 2 N HCl, and then extracted with ethyl acetate. The extract was washed with water and dried. The solvent was evaporated. The yellow powder obtained was recrystallized from ethyl acetate to give the title compound (35 mg).
Yield: 51%. P.f .: 263-265 ° C. Elemental analysis for C19H16N4O40.6 H20 Calculated (%): C, 60.83; H, 4.62; N, 14.93 Found (%): C, 60.88; H, 4.74; N, 14.88, NMR (d6-DMSO) d: 5.45 (2H, s), 6.36 (1H, d, J = 15.6Hz), 7. 10-7.48 (8H, m), 8.17 (1H, s), 8.76 (1H, s).
AND Compound No. 1-7 l - [[1-Benzyl-4- (2-carboxyethyl)) pyrrol-2-yl] -3-hydroxy-3- (1 H-1,2,4-triazol-3-yl) -propenyone (Compound No. 1-7 (1) To a solution of l-benzyl-2-formylpyrrole (3.7 g, 20 mmol), obtained according to the method described in Example 5 (1), in (17 ml) of chloroform was added trifluoromethanesulfonic acid (14 ml, 158 mmol) at room temperature. The reaction mixture was stirred for 6 hours at 80 ° C. The mixture was cooled to room temperature, neutralized with aqueous sodium acetate, extracted with chloroform. The extract was washed with aqueous potassium carbonate and brine, and then dried. The solvent was evaporated. The oil obtained was chromatographed on silica gel (hexane: ethyl acetate = 3: 1 v / v). The fraction of the target was queried to give (1.25 g) of 1-benzyl-3-formylpyrrole as a crystal. Performance: 33.7%.
NMR (CDC13 d: 5.10 (2H, s), 6.64-6.72 2H, m), 7.12-7.20 (2H,), 7.28-7.40 (4H, m), 9.74 (1H, s). (2) To a suspension of sodium hydride (60% in mineral oil, 311 mg, 7.8 mmol) in (15 ml) of DMF was added dropwise at an ice bath temperature, a solution of diethyl (methoxycarbonylmethyl) phosphonate (1.64 g, 7.8 mmol) in (3 ml) of DMF. The mixture was stirred for 30 minutes at room temperature and cooled again. To the mixture was added dropwise a solution of 1-benzylformylpyrrole (1.2 g, 6.5 mmol) in 82 ml) of DMF. The reaction mixture was stirred for 12 hours at room temperature and emptied into ice water, and extracted with ethyl acetate. The extract was washed with water and dried. The solvent was evaporated. The white crystal obtained was washed with i-Pr20 to give l-benzyl-3- (2-methoxycarbonylvinyl) pyrrole (1.3 g). Performance: 83%. NMR (CDC13) d: 3.75 (3H, s), 5.04 (2H, s), 6.09 (1H, m), 6.38-6.44 (1H, m), 6.62-6.70 (1H, m), 6.86-6.94 (1H , m), 7.08-7.20 (3H, m), 7.61 81H, d, J = 15.9Hz). (3) To a solution of acetic anhydride (250 mg, 2. 5 mmol) in (10 ml) of dichloromethane was added dropwise a solution of boron trifluoride diethyletherate (9.37 mg, 6.6 mmol) in 82 ml) of dichloromethane. The reaction mixture was stirred for 30 minutes at room temperature and cooled again. To the mixture was added dropwise a solution of the above-obtained compound (540 mg, 22 mmol) in (5 ml) of dichloromethane. The mixture was stirred for 30 minutes and emptied into ice water, and extracted with ethyl acetate. The extract was washed with water and dried. The solvent was evaporated. The crude crystal obtained was subjected to chromatography on silica gel (hexane: ethyl acetate = 5: v / v). The objective fraction was concentrated to give 2-acetyl-l-benzyl-4- (2-methoxycarboxyvinyl) pyrrole (300 mg) as a crystal. Yield: 48%. NMR (CDC13) d: 2.44 (3H, s), 3.77 (3H, s), 5.56 (2H, s), 6.19 (1H, d, J = 15.9Hz), 7.01-7.18 (4H, m), 7.24-7.35 (3H, m), 7.54 (1H, d, J = 15.9Hz). (4) To a solution of the above-obtained compound (156 mg, 0.55 mmol) in (3 mL) of THF and (3 mL) of ethanol was added at an ice bath temperature (15.6 mg) of palladium-carbon at 10 ° C. %. The mixture was treated under a hydrogen atmosphere for 30 minutes at room temperature. The mixture was filtered. The filtrate was evaporated under reduced pressure to give (153 mg) of 2-acetyl-l-benzyl-4- (2-methoxycarbonylethyl) pyrrole, quantitatively. NMR (CDCl 3) d: 2.38 (3H, s), 2.57 (2H, t, J = 7.2Hz), 2.78 (2H, t, J = 7.2Hz), 3.66 (3H, s), 5.52 (2H, s) , 6.75-6.84 (2H, m), 7.07-7.12 (2H, m), 7.20-7.38 (3H, m). (5) To a solution of the compound obtained above (153 mg, 0.54 mmol) in (10 ml) of THF was added dropwise at -65 ° C a solution of lithium bistrimethylsilylamide in THF (1 M solution, 0.65 ml, 0.65 mmol). The reaction mixture was heated to -30 ° C and cooled to -70 ° C again. To the mixture was added dropwise a solution of 1-trityl-lH-1,2,4-triazole-3-carboxylic acid ethyl ester (248 g, 0.65 mmol) in (5 mL) of THF. The reaction mixture was heated to 0 ° C. The mixture was mixed with an excess amount of aqueous ammonium chloride and extracted with ethyl acetate. The extract was washed with brine and dried. The solvent was evaporated. The obtained residue was divided between (5 ml) of dioxane and (1 ml) of 2 N HCl, and heated at 70 ° C for 1 hour with stirring. The hexane was evaporated under reduced pressure, and the residue was partitioned between ethyl acetate and water. The ethyl acetate layer was washed with water and dried. The solvent was evaporated. The obtained crude yellow crystal was recrystallized from ethyl acetate to give (42 mg) of the title compound. Yield: 21.2%. P.f .: 207-209 ° C. Elemental analysis for C19H? 8N4? 40.6 H20 Calculated (%): C, 60.50; H, 5.13; N, 14.85 Found (%): C, 60.46; H, 5.12; N, 15.11, NMR (d6-DMSO) d: 2.46-2.57 (2H, m), 2.66 (2H, dd, J = 7.2, 8.4 Hz), 5.60 (2H, s), 6.89 (1H, s), 7.04 -7.35 (7H, m), 8.64 (1H, broad s).
Example (i: (2) (3; (4 (6) Compound No. 1-8 l - [[4- (4-Fluorobenzyl) -l-methoxymethyl] pyrrol-3-yl] -3-hydroxy-3- (1H-1,2,4-triazol-3-yl) -propenyone (Compound No. 1-8) (1) To a solution of sodium hydride (60% in mineral oil, 2.4 g, 60 mmol) in (100 ml) of DMF a pyrrole solution was added dropwise at a temperature of the ice bath. (3.35 g, 50 mmol) in (5 ml) of DMF. The mixture was stirred for 30 minutes at room temperature and cooled again. To the mixture was added dropwise a solution of benzenesulfonyl chloride (9.7 g, 5.5 mmol) in (3 ml) of DMF. The mixture was stirred for 30 minutes at room temperature and emptied into ice water, and extracted with ethyl acetate. The extract was washed with water and dried. The solvent was evaporated. The residue obtained was washed with hexane to give (8.4 g) of benzenesulfonyl pyrrole. Performance: 81%. NMR (CDC13 d: 7.30-7.42 (5H,), 7.58-7.68 (4H, m). (2) To a suspension of aluminum chloride (3.2 g, 24 mmol) in (30 ml) of dichloromethane was added dropwise. A solution of 4-fluorobenzoyl chloride (3.49 g, 22 mmol) in dichloromethane (3 ml) was added The mixture was stirred for 10 hours A solution of the compound was added to the mixture at a temperature of the ice bath. previously obtained (4.15 g, 20 mmol) in dichloromethane (10 ml) The mixture was stirred for 30 minutes and emptied into ice water, and extracted with ethyl acetate.The extract was washed with water and dried. The solvent was evaporated to give 1-benzenesulfonyl-3- (4-fluorobenzoyl) pyrrole (4.8 g) as a crystal Yield: 73%.
NMR (CDCl 3) d: 6.77-6.80 (1H, m), 7.12-7.24 (3H, m), 7.52-7.60 (2H, m), 7.62-7.70 (2H, m), 7.82-7.94 (4H, s) . (3) To a solution of aluminum chloride (4.0 g, 30 mmol) in (50 ml) of dichloromethane was added a crystal of the borane-tert-butylamine complex (5.2 g, 60 mmol). The mixture was stirred for 30 minutes. A solution of the above-obtained compound was added dropwise to the mixture. (3.3 g, 10 mmol) in (10 ml) of dichloromethane. The mixture was stirred for 10 minutes and emptied into ice water, and then partitioned between ethyl acetate and water. The ethyl acetate layer was washed with (50 ml) of 2 N HCl, with aqueous sodium bicarbonate, and with water, and then dried. The solvent was evaporated to give (3.47 g) of 1-benzenesulfonyl-3- (4-fluorobenzyl) pyrrole as an oil, quantitatively. NMR (CDCl 3) d: 3.70 (2H, s), 6.08-6.12 (1H, m), 6.86-6.98 (3H, m), 7.04-7.10 (3H, m), 7.46-7.54 (2H, m), 7.56. -7.64 (1H, m), 7.80-7.85 (2H, m). (4) To a suspension of aluminum chloride (2.93 g, 22 mmol) in (40 ml) of dichloromethane was added dropwise a solution of acetic anhydride (1.11 g, 11 mmol) in (2 ml) of dichloromethane. The mixture was stirred for 30 minutes and then cooled. To the mixture was added dropwise a solution of the compound obtained above (3.15 g, 10 mmol) in (4 ml) of dichloromethane. The mixture was stirred for 10 minutes and emptied in ice water, and extracted with ethyl acetate. The extract was washed with water and dried. The solvent was evaporated. The obtained crystal was washed with isopropyl ether to give (880 mg) of 3-acetyl-l-benzenesulfonyl-4- (4-fluorobenzyl) pyrrole as a white crystal. The filtrate was concentrated and chromatographed on silica gel (hexane: ethyl acetate = 4: 1 v / v). The objective fraction was concentrated to give (1.1 g) of 3-acetyl-l-benzenesulfonyl-4- (4-fluorobenzyl) pyrrole. Yield: 56%. NMR (CDC13) d: 2.39 (3H, s), 3.98 (2H, s), 6.68-6.70 (1H, m), 6.86-7.02 (2H, m), 7.06-7.18 (2H, m), 7.48-7.74 (4H, m), 7.83-7.92 (2H, m). (5) To a solution of the above-obtained compound (357 mg, 1 mmol) in (20 ml) of THF was added dropwise at -65 ° C a solution of lithium bistrimethylsilylamide in THF (1 M solution, 1.5 ml, 1.5 mmol). The reaction mixture was heated to 0 ° C and then cooled to -70 ° C. To the solution was added a solution of the ethyl ester of 1-trityl-lH-l, 2,4-triazole-3-carboxylic acid (575 mg, 1.5 mmol) in (7 mL) of THF. The mixture was warmed to room temperature and stirred for 2 hours. The mixture was added to an excess amount of aqueous ammonium chloride and extracted with ethyl acetate. The extract was washed with brine and dried. The solvent was evaporated. The obtained residue was divided between (5 ml) of dioxane and (1 ml) of 4 N LiOH, and heated to -70 ° C with stirring for 1 hour. The dioxane evaporated. The residue was extracted with ethyl acetate and then acidified with aqueous HCl. The extract was washed with water and with saturated brine, and then dried. The solvent was evaporated. The pale yellow crude crystal obtained was recrystallized from ethyl acetate and hexane to give (120 mg) of the 1-4- (4-fluorobenzyl) pyrrol-3-yl-3-hydroxy-3- (lH-1- trityl-1, 2, 34-triazol-3-yl) -propenone. Yield: 22%. NMR (d6-DMSO) d: 4.04 (2H, s), 6.58 (1H, s), 6.83 (1H, s), 6.94-7.28 (10H, m), 7.30-7.50 (10H, m), 7.80 (1H , s), 8.34 (1H, s). (6) To a suspension of sodium hydride (60% in mineral oil, 20 mg, 0.5 mmol) in (10 ml) of THF was added dropwise at a temperature of the ice bath a solution of the compound obtained above ( 110 mg, 0.2 mmol) in (5 ml) of THF. The reaction mixture was stirred for 15 minutes at room temperature and cooled again. To the mixture was added dropwise a solution of methoxymethyl chloride (19.3 mg, 0.24 mmol) in (1 mL) of THF. The reaction mixture was stirred for 2 hours and poured into ice water, and then extracted with ethyl acetate. The extract was washed with water and dried. The solvent was evaporated. The obtained residue was partitioned between (5 ml) of dioxane and (1 ml) of 2 N HCl and stirred at 70 ° C for 30 minutes. The dioxane evaporated. The residue was partitioned between ethyl acetate and water. The ethyl acetate layer was washed with water and dried. The solvent was evaporated. The obtained pale yellow crude crystal was recrystallized from isopropyl ether-chloroform-ethyl acetate to give (15 mg) of the title compound. Performance: 21%. P.f .: 189-191 ° C. Elemental analysis for Ci8H? 7FN4? 30.2 C4H802 Calculated (%): C, 60.38; H, 5.01; N, 14.98; F, 5.04. Found (%): C, 60.53; H, 4.79; N, 14.71; F, 5.05. NMR (d6-DMS0) d: 3.20 (3H, s), 5.20 (2H, s), 6.68 (1H, s), 6. 88 (1H, s), 7.0.2-7.25 (2H, m), 7.32-7.42 (2H, m), 8.05 (1H, broad s), 8.75 (1H, broad s).
Example 9 (3) (4) Compound No. 1-9 l- (1-Benzylpyrrol-3-yl) -3-hydroxy-3- (1H-1,2,4-triazol-3-yl) -propenone (Compound No 1-9) (1) 1-Benzenesulfonylpyrrole (2.07 g, 10 mmol) obtained according to a method described in Example 8 (1) was reacted with acetic anhydride according to a method described in Tetrahedron Letters, 1981 , 22, p4901. The crude crystal obtained was washed with a mixture of hexane and ether to give (2.39 g) of 3-acetyl-1-benzenesulfonylpyrrole. Yield: 96%. NMR (CDC13) d: 2.41 (3H, s), 6.68-6.71 (1H, m), 7.14-7.16 (1H, m), 7.52-7.67 (3H, m), 7.72-7.74 (1H, m), 7.90 -7.95 (2H,). (2) To the above-obtained compound (1.25 g, mmol) were added (5 ml) of dioxane and (10 ml) of 1 N LiOH. The mixture was heated to reflux for 2 hours. After cooling, the mixture was neutralized with hydrochloric acid. Subsequently, the dioxane was evaporated under reduced pressure. The residue was extracted with ethyl acetate and washed with water and dried. The solvent was evaporated. The residue obtained was crystallized from hexane to give (0.47 g) of 3-acetylpyrrole. Performance: 86%. NMR (CDCl 3) d: 2.44 (3H, s), 6.67-6.68 (1H, m), 6.78-6.79 (1H, m), 7.42-7.43 (1H, m), 8.65 (1H, broad s). (3) The above-obtained compound (0.38 g, 3.5 mmol) was reacted with benzyl bromide according to a method described in J. Heterocycl. Chem., 1994, pl715. The crude oily residue obtained was subjected to chromatography on silica gel (hexane: ethyl acetate = 1: 1 v / v). The objective fraction was concentrated to give (0.59 g) of 3-acetyl-1-benzylpyrrole. Performance: 85%. NMR (CDC13) d: 2.38 (3H, s), 5.07 (2H, s), 6.61-6.65 (2H, m), 7.13-7.17 (2H, m), 7.30-7.36 (4H, m). (4) To a solution of the compound obtained above (0.50 g, 2.5 mmol) and the ethyl ester of 2-trityl-2H-1,2,4-triazole-3-carboxylic acid (1.44 g, 3.75 mmol) in (10). ml) of THF was added, at a temperature of the ice bath, potassium tert-butoxide (0.56 g, 5 mmol). The reaction mixture was warmed to room temperature and stirred for 1.5 hours. The reaction mixture was poured into an excess of aqueous ammonium chloride and extracted with ethyl acetate. The extract was washed with brine and dried. The solvent was evaporated. The residue obtained was critalized from ether and washed. The raw crystal was divided between (10 ml) of dioxane and (10 ml) of 1 N HCl. The mixture was stirred for 1 hour at room temperature. Subsequently, the dioxane was evaporated under reduced pressure. The residue was partitioned between ethyl acetate and water. The ethyl acetate layer was washed with water and dried. The solvent was evaporated. The residue was crystallized from ether and washed. The obtained pale yellow crude crystal was recrystallized from chloroform to give (0.15 g) of the title compound. Yield: 20%. P.f .: 216-217 ° C. Elemental analysis for C? 6H14N4020.05 CHC13 0.2 H20 Calculated (%): C, 63.44; H, 4.79; N, 18.44 Found (%): C, 63.47; H, 4.79; N, 18.39. NMR (d6-DMSO) d: 5.20 (2H, s), 6.60-6.62 (1H, m), 6.84 (1H, s), 7.00-7.02 (1H, m), 7.29-7.40 (5H, m), 7.92 -7.93 (1H, m), 8.69 (1H, broad s), 14.61 (1H, broad s).
Example 10 \ 2 ) : 3): 4) Compound No. 1-10 l- [5- (4-Fluorobenzyl) pyrrol-2-yl] -3-hydroxy-3- (1H-1,2,4-triazol-3-yl) -propenyone (Compound No. 1-10) (1 ) To a solution of 4-fluorobenzoyl chloride (1.74 g, 11 mmol) in dichloromethane (2 ml) was added dropwise a solution of trifluoride diethyl etherate (3.4 ml, 27.6 mmol) in (20 ml) of dichloromethane. The mixture was stirred for 10 minutes at room temperature. Subsequently, a solution of 1-benzenesulfonyl pyrrole (1.9 g, 9.2 mmol) was added dropwise to the mixture according to a method described in Example 8 (1) in (5 mL) of dichloromethane. The mixture was stirred for 12 hours. The reaction mixture was poured into ice water and extracted with ethyl acetate. The extract was washed with water and dried. The solvent was evaporated. The obtained crude crystal was recrystallized from isopropyl ether for (1 g) of 1-benzenesulfonyl-2- (4-fluorobenzoyl) pyrrole (1.0 g) as a crystal. Yield: 19.8%. NMR (CDC13) d: 6.26 (1H, t, J = 3.3Hz), 6.68-6.72 (1H, m), 7.08-7.16 (2H, m), 7.54-7.70 (3H, m), 7.76-7.80 (1H , m), 7.81-7.88 (2H, m), 8.09-8.14 (2H, m). (2) To a solution of the compound obtained above (1.0 g, 3 mmol) in (10 ml) of dioxane was added (2 ml) of 4 N LiOH. The mixture was stirred for 6 hours at 80 ° C and concentrated under reduced pressure. The residue was extracted with ethyl acetate and washed with water and dried. The solvent was evaporated to give (600 mg) of 2- (4-fluorobenzoyl) pyrrole as an oil, quantitatively. NMR (CDCl 3) -d: 6.34-6.38 (1H, m), 6.84-6.90 (1H, m), 7.11-7.18 (3H, m), 7.90-7.98 (2H, m), 9.58 (1H, broad s) . (3) a suspension of aluminum chloride (1.27 g, 9.5 mmol) in (20 ml) of dichloromethane was added a crystal of the borane-tert-butylamine complex (1.65 g, 19 mmol). The mixture was stirred for 15 minutes. To the mixture was added dropwise at a temperature of the ice bath a solution of the compound obtained above (600 mg, 3 mmol) in (4 ml) of dichloromethane. The mixture was stirred for 1.5 hours at room temperature and emptied into ice water, and partitioned between ethyl acetate and water. The ethyl acetate layer was washed with (50 ml) of 2 N HCl, saturated sodium bicarbonate and with water, successively, and then dried. The solvent was evaporated. The residue was chromatographed on silica gel (hexane: ethyl acetate = 5: 1 v / v). The objective fraction was concentrated to give (419 mg) of 2- (4-fluorobenzyl) pyrrole as an oil. Performance: 80%. NMR (CDC13) d: 3.95 (2H, s), 5.92-6.00 (1H, m), 6.12-6.18 (1H, m), 6.60-6.70 (1H, m), 6.94-7.04 (2H, m), 7.12 -7.20 (2H, m), 7.80 (1H, broad s). (4) To dimethylacetoamide (209 g, 2.4 mmol) was added dropwise phosphorus oxychloride (890 mg, 5.8 mmol). The mixture was stirred for 30 minutes at room temperature. To the mixture was added dropwise a solution of the compound obtained above (419 mg, 2.4 mmol) in (2 ml) of dichloromethane. After stirring for 6 hours, the reaction mixture was poured into ice water, and extracted with ethyl acetate. The extract was washed with water and dried. The solvent was evaporated. The residue obtained was chromatographed on silica gel (hexane: ethyl acetate = 4: 1 v / v). The objective fraction was concentrated to give (140 mg) of 2-acetyl-5- (4-fluorobenzylpyrrole as an oil) Yield: 26.9% NMR (CDCl 3) d: 2.37 (3H, s), 3.95 (2H, s) ), 5.98-6.0 (1H, m), 6.80-6.86 (1H, m), 6.94-7.06 (2H, m), 7.10-7.20 (2H, m), 9.05 (1H, broad s). (5) To a solution of the above-obtained compound (130 mg, 0.6 mmol) in (10 ml) of THF was added dropwise at -65 ° C a solution of lithium bistrimethylsilylamide in THF (1 M solution, 1.8 ml, 1.8 mmol). Subsequently, the reaction mixture was warmed to room temperature to 0 ° C and cooled to -70 ° C again. To the reaction mixture was added dropwise a solution of 1-trityl-1,1-l, 2,4-triazole-3-carboxylic acid ethyl ester (346 mg, 0.9 mmol) in (5 ml) of THF. The reaction mixture was gradually warmed and stirred at -20 ° C for 20 minutes, and then warmed to room temperature. The reaction mixture was added to an excess amount of aqueous ammonium chloride and extracted with ethyl acetate. The extract was washed with brine and dried. The solvent was evaporated. The obtained residue was partitioned between dioxane (5 ml) and 2 N HCl (1 ml) and stirred for 30 minutes at 70 ° C. The dioxane was evaporated under reduced pressure. To the residue was added ethyl acetate and water. The ethyl acetate layer was washed with water and dried. The solvent was dried and evaporated. The crude yellow crystals obtained were recrystallized from isopropyl ether-chloroform to give the title compound (35 mg). Yield: 18.7%. P.f .: 180-183 ° C. Elemental analysis for C? 6H? 3FN020.2 H20 Calculated (%): C, 60.83; H, 4.28; N, 17.74; F, 6.01.
Found (%): C, 60.61; H, 4.24; N, 17.61; F, 5.82. NMR (d6-DMSO) d: 3.97 (2H, s), 6.04 (1H, s), 6.89 (1H, s), 7. 01-7.18 (6H, m), 8.72 (1H, broad s).
Example 11-41 The following compounds were prepared as well as the compound shown above. 1- [1- (4-Fluorobenzyl) pyrrol-2-yl] -3-hydroxy-3- (1H-1,2,4-triazol-3-yl) -propenyone (Compound No. 1-11) Pf: 170-173 ° C. Recrystallized from ethyl acetate Elemental analysis for C? 6H? 3FN4020.2 Calculated HCl (%): C, 60.13; H, 4.16; N, 17.53; F, 5.94. Found (%): C, 60.21; H, 4.12; N, 17.41; F, 5.62 NMR (d6-DMSO) D: 5.65 (2H, s), 6.30-6.36 (1H, m), 6.94 (1H, m), 7.04-7.50 (6H, m), 8.65 (1H, broad s) . 3-hydroxy-l- [1- (pyridin-4-ylmethyl) pyrrol-2-yl] -2- (1 H-1,2,4-triazol-3-yl) -propenyone (Compound No. 1-12) P.f .: 189-191 ° C. Recrystallized from ethyl acetate-isopropyl ether. Elemental analysis for C15H? 3N502 0. 1 H20 0. 6 C4H802 0. 1 C2H60 Calculated (%): C, 59.10; H, 5.16; N, 19.81. Found (%): C, 59.11; H, 4.92; N, 19.60.
NMR (d.-DMSO) D: 5.70 (2H, s), 6.37 (1H, s), 6.98 (2H, d, J = 3.0 Hz), 7.29-7.50 (3H, m), 8.42-8.54 (2H, m), 8.65 (1H, broad s). 3-hydroxy-1- (pyrrol-3-yl) -3- (lH-1,2,4-tria-ol-3-yl) -propenyone (Compound No. 1-13) M.p .: 121-124 ° C. Recrystallized from CHC13 NMR (d6-DMSO) D: 6.60 (1H, m), 6.87 (1H, s), 6.92 (1H, m), 7.77 (1H, m), 8.74 (1H, broad s), 11.7 (1H, broad s), 14.6 (1H, broad s). l- [4- (4-Fluorobenzyl) pyrrol-3-yl] -3-hydroxy-3- (1H-1,2,4-triazol-3-yl) -propenyone (Compound No. 1-14) Pf: 210-213 ° C. Recrystallized from ethyl acetate-hexane Elemental analysis for C16H13FN4O20.2 H20 0.2 C2H60 Calculated (%): C, 60.59; H, 4.53; N, 17.23; F, 5.84. Found (%): C, 60.62; H, 4.45; N, 16.95; F, 5.69. NMR (d6-DMSO) D: 4.07 (2H, s), 6.59 (1H, s), 6.87 (1H, s), 7.02-7.11 (2H, m), 7.16-7.30 (2H, m), 7.83 (1H , s), 8.70 (1H, broad s), 11.5 (1H, s), 14.6 (1H, broad s). 1- (1-Benzenesulfonylpyrrol-3-yl) -3-hydroxy-3- (1H-1,2,4-triazol-3-yl) -propenone (Compound No. 1-15) Mp: 258-264 ° C . Recrystallized from CHC13 Elemental analysis for C15H12N4O4S Calculated (%): C, 52.32; H, 3.51; N, 16.27; S, 9.31. Found (%): C, 52.26; H, 3.60; N, 16.05; S, 9.22. NMR (d6-DMS0) D: 6.85 (1H, m), 7.03 (1H, m), 7.53 (1H, m), 7.67-7.74 (2H, m), 7.78-7.84 (1H, m), 8.08-8.15 (2H, m), 8.37 (1H, m), 8.65 (1H, broad s). 1- (1-Benzenesulfonylpyrrol-2-yl) -3-hydroxy-3- (2H-tetrazol-5-yl) -propenone (Compound No. 1-16) M.p .: 87-89 ° C. Recrystallized from ether-hexane Elemental analysis for C 14 H 11 N 5 O 4 S 0.2 H 20 Calculated (%): C, 48.19; H, 3.29; N, 20.07; S, 9.19. Found (%): C, 48.26; H, 3.42; N, 20.05; S, 9.21 NMR (d.-DMSO) D: 6.46 (1H, m), 7.07 (1H, s), 7.28 (1H, m), 7.53-7.58 (2H, m), 7.62-7.67 (1H, m) , 7.91 (1H, m), 7.99-8.02 (2H, m). 3-hydroxy-1- (pyrrol-3-yl) -3- (2H-tetrazol-5-yl) -propenone (Compound No. 1-17) P.f .: > 230 ° C. Recrystallized from ethyl acetate Elemental analysis for C8H7N5O2 Calculated (%): C, 46.83; H, 3.44; N, 34.13. Found (%): C, 46.95; H, 3.52; N, 33.34. NMR (d.-DMSO) D: 6.66-6.67 (1H, m), 6.95-6.97 (1H, m), 7.01 (1H, s), 7.90-7.91 (1H, m), 11.08 (1H, broad s) . 1- (1-Benzylpyrrol-3-yl) -3-hydroxy-3- (2H-tetrazol-5-yl) -propenyone (Compound No. 1-18) M.p .: 188-189 ° C. Recrystallized from ethyl acetate Elemental analysis for C15H13N5O20.2 H20 Calculated (%): C, 60.27; H, 4.52; N, 34.43. Found (%): C, 60.39; H, 4.51; N, 23.39. NMR (d6-DMSO) D: 5.22 (2H, s), 6.68-6.69 (1H, m), 6.97 (1H, s), 7.05 (1H, m), 7.31-7.40 (5H, m), 8.06 (1H , m). 1- (1-Benzenesulfonylpyrrol-3-yl) -3-hydroxy-3- (2H-tetrazol-5-yl) -propenone (Compound No. 1-19) M.p .: 203-204 ° C. Recrystallized from ethyl acetate Elemental analysis for C ?4H ??N504S 0.75 H20 Calculated (%): C, 46.86; H, 3.51; N, 19.52; F, 8.94. Found (%): C, 47.22; H, 3.48; N, 19.32; F, 8.95. NMR (dg-DMSO) D: 6.89-6.92 (1H, m), 7.12 (1H, s), 7.56-7.57 (1H, m), 7.68-7.73 (2H, m), 7.80-7.84 (1H, m) , 8.12- 8.15 (2H, m), 8.52-8.53 (1H, m). 1- [1- (4-chlorobenzenesulfonyl) pyrrol-3-yl] -3-hydroxy-3- (2H-tetrazol-5-yl) -propenone (Compound No. I-20) M.p .: 213-214 ° C. Recrystallized from ethyl acetate Elemental analysis for C_4H? Or ClN504S Calculated (%): C, 44.28; H, 2.65; N, 18.44; Cl, 9.34; S, 8. 44. Found (%): C, 44.44; H, 2.72; N, 18.34; Cl, 9.06; S, 8. 39. NMR (d6-DMSO) D: 6.92 (1H, m), 7.20 (1H, s), 7.57-7.58 (1H, m), 7. 79 (2H, d, J = 8.7 Hz), 8.16 (2H, d, J = 8.7 Hz), 8.53 (lH, m). 1- [1- (4-Fluorobenzenesulfonyl) pyrrol-3-yl] -3-hydroxy-3- (2H-tetrazol-5-yl) -propenyone (Compound No. 1-21) P.f .: 97 ° C (decomposition), Recrystallized from ether Elemental analysis for C14H10FN5O4S 0.25 H20 0.5 C4H_0O Calculated (%): C, 47.46; H, 3.86; N, 17.30; F, 4.69; S, 7. 92. Found (%): C, 47.48; H, 4.11; N, 17.10; F, 4.49; S, 7. 98,. NMR (dg-DMSO) D: 6.90-6.92 (1H, m), 7.20 (1H, s), 7.53- 7.59 (3H, m), 8.22-8.27 (2H, m), 8.52-8.53 (1H, m) . 2-Hydroxy-4-oxo-4- (pyrrol-3-yl) -2-butenoic acid (Compound No. 1-22) M.p.:185-192 ° C. Recrystallized from ethyl acetate Elemental analysis for C8H7N04 Calculated (%): C, 53.04; H, 3.90; N, 7.73. Found (%): C, 52.95; H, 4.03; N, 7.58. NMR (d6-DMSO) D: 6.60-6.61 (1H, m), 6.78 (1H, s), 6.92- 6.93 (1H, m), 7.88-7.89 (1H, m), 11.8 (1H, broad s). 4- (1-Benzenesulfonylpyrrol-3-yl) -2-hydroxy-4-oxo-2-butenoic acid (Compound No. 1-23) M.p .: 186-188 ° C. Recrystallized from ethyl acetate Elemental analysis for C_H ??N06S Calculated (%): C, 52.33; H, 3.45; N, 4.36; S, 9.98. Found (%): C, 51.71; H, 3.50; N, 4.31; S, 9.86. NMR (d6-DMSO) D: 6.83 (1H, m), 6.92 (1H, broad s), 7.51- 7.53 (1H, m), 7.66-7.82 (3H, m), 8.11-8.15 (2H, m), 8.53 (1H, m). 1- [(4-Benzoyl-1- (4-fluorobenzyl)) pyrrol-2-yl] -3-hydroxy-3- (2H-tetrazol-5-yl) -propenyone (Compound No. I-24) P. f. : 160- 163 ° C. Re-crystallized from ethyl acetate Elemental analysis for C22H_6F2N5? 3 0. 3 H20 Calculated (%): C, 62.50; H, 3.96; N, 16.56; F, 4.49. Found (%): C, 62.54; H, 4.02; N, 16.41; F, 4.22. NMR (d6-DMSO) D: 5.72 (2H, s), 6.90-7.32 (4H, m), 7.52-7.70 (3H, m), 7.78-7.90 (3H, m), 8.23 (1H, d, J = 1.5 Hz). 3-hydroxy-l- [(4- (2-phenylethyl)) pyrrol-3-yl] -3- (2H-tetrazol-5-yl) -propenyone (Compound No. 1-25) Mp: 228-230 ° C. Recrystallized from ether Elemental analysis for C? 6H? 5N5? 20.16 C2H4O2 Calculated (%): C, 61.46; H, 4.94; N, 21.96. Found (%): C, 61.74; H, 4.88; N, 21.67. NMR (d.-DMSO) D: 2.84-3.02 (4H, m), 6.74 (1H, m), 7.04 (1H, s), 7.17-7.32 (5H, m), 7.96 (1H, m), 11.6 ( 1H, s broad). l- [(1-Benzyl-5-n-propyl) pyrrol-3-yl] -3-hydroxy-3- (2H-tetrazol-5-yl) -propenyone (Compound No. 1-26) Mp: 156- 158 ° C. Recrystallized from ethyl acetate-hexane Elemental analysis for Ci8H19N502 0.1 C4H802 Calculated (%): C, 63.84; H, 5.77; N, 20.23. Found (%): C, 63.93; H, 5.76; N, 20.23. NMR (d6-DMSO) D: 0.89 (3H, t, J = 7.8 Hz), 1.42-1.60 (2H, m), 2. 42 (2H, t, J = 7.8 Hz), 5.23 (2H, s), 6.47 (1H, s); 6.95 (1H, s); 7.10-7.18 (2H,); 7.26-7.40 (3H, m), 7.99 (1H, s). 1- [(1-Benzyl-5-n-butyl) pyrrol-3-yl] -3-hydroxy-3- (2H-tetrazol-5-yl) -propenone (Compound No. 1-27) P. f. : 118-120 ° C. Recrystallized from ether-hexane-ethyl acetate Elemental analysis for C19H21N5O2 0. 2 C4H8? 2 Calculated (%): C, 64.44; H, 6.17; N, 18.98. Found (%): C, 64.60; H, 6.02; N, 18.97. NMR (d6-DMSO) D: 0.91 (3H, t, J = 7.2 Hz), 1.30-1.44 (2H, m), 1.52-1.68 (2H, m), 2.46 (2H, t, J = 7.2 Hz), 5.09 (2H, s), 6.50 (1H, s), 7.04-7.10 (2H, m), 7.30-7.50 (3H, m). 1- [(1-Benzyl-5-n-octyl) pyrrol-3-yl] -3-hydroxy-3- (2H-tetrazol-5-yl) -propenyone (Compound No. 1-28) Pf: 130- 135 ° C. Recrystallized from hexane Elemental analysis for C23H29FN5O20.4 H20 Calculated (%): C, 66.61; H, 7.24; N, 16.89. Found (%): C, 66.34; H, 7.01; N, 17.37. NMR (d6-DMSO) D: 0.80-0.95 (3H, m), 1.10-1.40 (10H, m), 1.40- 1.62 (2H, m), 2.34-2.50 (2H, m), 5.23 (2H, s) , 6.47 (1H, s), 6.96 (1H, m), 7.05-7.50 (5H, m), 8.02 (1H, s). 1- [(1-Benzyl-5-ethoxycarbonyl) pyrrol-3-yl] -3-hydroxy-3- (2H-tetrazol-5-yl) -propenyone (Compound No. 1-29) Pf: 85-90 ° C. Recrystallized from ethyl acetate NMR (d6-DMSO) D: 1.36 (31., T, J = 6.9 Hz), 4.30 (2H, q, J = 6.9 Hz), 5.62 (2H, s), 7.04 (1H , s), 7.16-7.62 (5H, m). 1- [(1-Benzenesulfonyl-1-ethyl) pyrrol-3-yl] -3-hydroxy-3- (2H-tetrazol-5-yl) -propenyone (Compound No. 1-30) Mp: 178-180 ° C . Recrystallized from ethyl acetate NMR (d.-DMSO) D: 1.19 (3H, t, J = 7.6 Hz), 2.73 (2H, qd, J = 7.6, 1.2 Hz), 6.96-7.0 (2H, m) , 7.48-7.78 (3H, m), 7.90-8.02 (3H, m). 1- [[1-Benzenesulfonyl-4- (2-phenylethyl)] pyrrol-3-yl] -3-hydroxy-3- (2H-tetrazol-5-yl) -propenone (Compound No. 1-31) P.f .: 178-181 ° C. Recrystallized from ether Elemental analysis for C22H19N5O4S Calculated (%): C, 58.79; H, 4.26; N, 15.58; S, 7.13. Found (%): C, 59.24; H, 4.37; N, 15.75; S, 6.61. NMR (de-DMSO) D: 2.81-2.98 (4H,), 7.11-7.30 (7H, m), 7.68-7.73 (2H, m), 7.80-7.86 (1H, m), 8.07-7.10 (2H, m ), 8.64 (1H, d, J = 2.4 Hz). 1- [[1-Benzyl- (2-methoxycarbonylvinyl)] pyrrol-3-yl] -3-hydroxy-3- (1 H-1,2,4-triazol-3-yl) -propenyone (Compound No. 1 -32) Pf : 207-210 ° C. Recrystallized from ethyl acetate-CHCl3 Elemental analysis for C2oHi8FN404 0.1 H20 0.1 C4H802 Calculated (%): C, 62.99; H, 4.92; N, 14.40. Found (%): C, 62.87; H, 4.76; N, 14.31. NMR (dg-DMSO) D: 3.69 (3H, s), 5.19 (2H, s), 6.37 (1H, d, J = 15.9 Hz), 6.91 (1H, s), 7.28-7.42 (6H, m), 7.76 (1H, d, J = 2.1 Hz), 7.37 (1H, s), 8.67 (1H, broad s). l- [[1-Benzyl-4- (2-carboxyvinyl)] pyrrol-3-yl] -3-hydroxy-3- (1 H-1,2, -triazol-3-yl) -propenyone (Compound No. 1-33) P.f. : 226-228 ° C. Recrystallized from ethyl acetate-hexane Elemental analysis for C19H16N4O4 0.1 C Calculated H8O2 (%): C, 62.44; H, 4.54; N, 15.01. Found (%): C, 62.06; H, 4.61; N, 14.82. NMR (d.-DMSO) D: 5.19 (2H, s), 6.25 (1H, d, J = 16.2 Hz), 6. 90 (1H, s), 7.28-7.44 (5H, m), 7.72 (1H, s), 8.12-8.20 (2H, m), 8.63 (1H, broad s). 1- [1,4-di- (4-fluorobenzyl) pyrrol-3-yl] -3-hydroxy-3- (1H-1,2,4-triazol-3-yl) -propenone (Compound No. 1-) 34) Mp: 166-168 ° C. Recrystallized from ethyl acetate Elemental analysis for C23H1.8F2N4O2 Calculated (%): C, 65.71; H, 4.32; N, 13.33; F, 9.04. Found (%): C, 65.82; H, 4.33; N, 13.03; F, 8.78. NMR (dg-DMSO) D: 4.03 (2H, s), 5.10 (2H, s), 6.65 (1H, s), 6.84 (1H, s), 7.00-7.40 (8H, m), 8.04 (1H, s) ), 8.58 (1H, broad). 1- [[4- (4-fluorobenzyl) -1-n-propyl] pyrrol-3-yl] -3-hydroxy-3- (1 H-1,2,4-triazol-3-yl) -propenyone (Compound No. 1-35) Pf: 210-211 ° C. Recrystallized from chloroform Elemental Analysis for Calculated C19H19FN4O2 (%): C, 64.40; H, 5.40; N, 15.81; F, 5.36. Found (%): C, 64.28; H, 5.37; N, 15.61; F, 5.23. NMR (d6-DMSO) D: 0.81 (3H, t, J = 7.2 Hz); 1.60-1.82 (2H, m), 3. 68-3.96 (2H, m), 4.05 (2H, s), 6.57 (1H, d, J = 1.8 Hz), 6.80-7.36 (4H, m), 7.91 (1H, d, J = 1.8 Hz) , 8.57 (1H, broad s). 1- [[1-Benzyl-4- (2-methoxycarbonylvinyl)] pyrrol-2-yl] -3-hydroxy-3- (1 H-1,2,4-triazol-3-yl) -propenyone (Compound No. 1-36) Mp: 212-214 ° C. Recrystallized from ethyl acetate-chloroform-isopropyl ether Elemental analysis for C20H18N4O40.4 Calculated CHCl3 (%): C, 62.82; H, 4.75; N, 14.62.
Found (%): C, 62.76; H, 4.46; N, 14.44. NMR (d6-DMSO) D: 3.69 (3H, s), 5.19 (2H, s), 6.37 (1H, d, J = 15.9 Hz), 6.91 (1H, s), 7.30-7.42 (6H, m), 7.77 (1H, s), 8. 20 (1H, s), 8.66 (1H, broad s). 1- [[1-Benzyl-4- (2-carboxyvinyl)] pyrrol-2-yl] -3-hydroxy-3- (1 H-1,2,4-triazol-3-yl) -propenyone (Compound No. 1-37) P.f .: 215-218 ° C. Recrystallized from chloroform Elemental analysis for C19H16N4O4 Calculated (%): C, 62.63; H, 4.43; N, 15.38. Found (%): C, 62.29; H, 4.69; N, 15.11. NMR (d6-DMSO) D: 5.19 (2H, s), 6.25 (1H, d, J = 16.5 Hz), 6. 90 (1H, s), 7.30-7.43 (5H, m), 7.72 (1H, s), 8.12-8.22 (2H, m), 8.62 (1H, broad s). 1- [[1-Benzyl-5- (2-methoxycarbonylvinyl)] pyrrol-3-yl] -3-hydroxy-3- (2H-tetrazol-5-yl) -propenyone (Compound No. 1-38) Pf: 223-225 ° C. Recrystallized from ethyl acetate-hexane Elemental analysis for C19H17N5O40.1 CH802 Calculated (%): C, 60.03; H, 4.62; N, 18.04. Found (%): C, 60.26; H, 4.57; N, 17.91.
NMR (d6-DMSO) D: 3.66 (3H, s), 5.48 (2H, s), 6.49 (1H, d, J = 15.6 Hz), 7.08 (11., S), 7.10-7.60 (7H, m) , 8.30 (1H, broad s). 1- [[1-Benzyl-5- (2-carboxyvinyl)] pyrrol-3-yl] -3-hydroxy-3- (2H-tetrazol-5-yl) -propenyone (Compound No. 1-39) P.f .: 234-236 ° C (decomposition). Recrystallized from ethyl acetate Elemental analysis for C? 8H15N5? 4 0. 3 C4H8? 2 Calculated (%): C, 58. 86; H, 4 48; N, 17 88 Found (%): C, 58.94; H, 4.45; N, 17.51. NMR (d6-DMSO) D: 5.46 (2H, s), 6.38 (1H, d, J = 15.9 Hz), 7. 07 (1H, s), 7.10-7.18 (2H, m), .7.26-7.54 (5H, m), 8.27 (1H, s). 1- [[1-Benzyl-5- (2-methoxycarbonylethyl)] pyrrol-3-yl] -3-hydroxy-3- (2H-tetrazol-5-yl) -propenyone (Compound No. 1-40) P.f .: 178-180 ° C. Recrystallized from ethyl acetate-hexane-ether. Elemental analysis for C19H19N5O Calculated (%): C, 59.84; H, 5.02; N, 18.36. Found (%): C, 59.38; H, 5.07; N, 18.03.
NMR (CDC13) D: 2.50-2.70 (2H, m), 2.75-2.88 (2H, m), 3.72 (3H, s), 5.10 (2H, s), 6.48 (1H, s), 6.95 (1H, s) ), 7.02-7.10 (2H, m), 7.28-7.48 (4H, s). 1- [[1-Benzyl-5- (2-methoxycarbonylvinyl)] pyrrol-3-yl] -3-hydroxy-3- (furan-2-yl) -propenyone (Compound No. 1-41) Pf: 121- 122 ° C. Recrystallized from ether-hexane Elemental analysis for C22H19NO5 Calculated (%): C, 70.02; H, 5.07; N, 3.71. Found (%): C, 69.90; H, 4.99; N, 3.87. NMR (d6-DMSO) D: 3.66 (3H, s), 5.45 (2H, s), 6.41 (1H, d, J = 15.6 Hz), 6.67 (1H, s), 6.76-6.80 (1H, m), 7.12 (2H, d, J = 8.1 Hz), 7.22-7.40 (4H, m), 7.44-7.54 (2H, m), 8.00-8.20 (2H, m).
Preparation of a compound wherein heteroaryl (A1) is furyl (Compound No. 1-42 to 139) Example 42 (1) (2) (4) (5) Compound No. 1-42 l- [5- (4-Fluorobenzyl) furan-2-yl] -3-hydroxy-3- (1 H-1,2,4-triazol-3-yl) -propenone (Compound No. 1-42) (1 ) The furan-2-carboxylic acid (5.6 g, 50 mmol) was reacted with 4-fluorobenzaldehyde (6.8 g, 55 mmol) according to a method described in Tetrahedron Letters, 1979, 5, p. 469. The crude crystal obtained was washed with isopropyl ether to give 5 - [[1- (4-fluorophenyl) -l-hydroxy] methyl] -furan-2-carboxylic acid (8.1 g). Performance 69%. P.f .: 139-140 ° C (decomposition).
NMR (CDC13) D: 5.88 (1H, s), 6.28 (1H, d, J = 3.6 Hz), 7.07 (1H, t, J = 8.7 Hz), 7.25 (1H, d, J = 3.6 Hz), 7.39 -7.44 (2H, m). (2) The above-obtained compound (4.72 g, 20 mmol) was reduced with trimethylchlorosilane (10.8 g, 100 mmol) and sodium iodide (15 g, 100 mmol) according to a method described in Tetrahedron, 1995, 51, p. to give 5- (4-fluorobenzyl) -furan-2-carboxylic acid (3.52 g) as a crystal. Performance 80%. NMR (d6-DMSO) D: 4.05 (2H, s), 6.31 (1H, d, J = 3.3 Hz), 7.12-7.18 (3H, m), 7.27-7.32 (2H, m), 12.9 (1H, broad s). (3) The above-obtained compound (3.52 g, 16 mmol) was reacted with dipyridyl disulfide (4.2 g, 19.2 mmol) and triphenylphosphine (5.04 g, 19.2 mmol) according to a method described in Bull. Chem. Soc. Japan, 1974, 47, p. 1777 to give the 2-pyridylthio ester of 5- (4-fluorobenzyl) -furan-2-carboxylic acid (3.7 g). Performance 77%. Mp: 88-89 ° C- NMR (CDC13) D: 4.04 (2H, s), 6.15 (1H, d, J = 3.3 Hz), 7.03 (2H, t, J = 8.7 Hz), 7.22 (1H, d , J = 3.3 Hz), 7.22-7.26 (2H, m), 7.29-7.34 (1H, m), 7.70-7.79 (2H, m), 8.63-8.66 (1H, m). (4) The above-obtained compound (3.7 g, 12.4 mmol) was reacted with methynesium bromide in THF solution (1 m, 14 ml), according to a method described in Bull. Chem. Soc. Japan, 1974, 47, p. 1777 to give 2.7 g of 2-acetyl-5- (4-fluorobenzyl) -furan as an oil, quantitatively. NMR (CDC13) D: 2.43 (3H, s), 4.01 (2H, s), 6.10 (1H, d, J = 3.6 Hz), 7.0K2H, t, J = 9.0 Hz), 7.10 (1H, d, J = 3.6 Hz), 7.18- 7.23 (2H, m). (5) To a solution of the compound obtained above (1.31 g, 6 mmol) in 18 ml of THF was added at -70 to -65 ° C a solution of lithium bistrimethylsilylamide in THF (1 M solution, 7.8 ml, 7.8 mmol ). Subsequently, the reaction mixture was gradually warmed to -10 ° C, and cooled to -70 ° C again. To the mixture was added 1-trityl-lH-1,2,4-triazole-3-carboxylic acid ethyl ester (2.99 g, 7.8 mmol) in 30 ml of THF. The reaction solution was gradually warmed to room temperature and stirred for 15 hours. The reaction solution was poured into an excess amount of aqueous ammonium chloride and extracted with ethyl acetate. The extract was washed with brine and dried. The solvent was evaporated. The residue obtained was divided between 75 ml of dioxane and 20 ml of 1 N HCl and stirred for 0.5 hours at 80 ° C. The dioxane was evaporated under reduced pressure. The residue was partitioned between ethyl acetate and water. The ethyl acetate layer was washed with water and dried, and then evaporated. The residue was dissolved in ether and extracted with 6 ml of 1 N NaOH three times. The alkaline extract was washed with ether twice and neutralized with 1N HCl, and then extracted with ethyl acetate. The extract was washed with water and with saturated brine. The solvent was dried and evaporated. The obtained crude crystal was washed with a small amount of ethyl acetate and recrystallized from ethyl acetate to give the title compound (1.15 g). Performance 61%. P.f .: 183-185 ° C. Elemental analysis for C? 6H? 2FN303 Calculated (%): C, 61.34; H, 3.86; N, 13.41; F, 6.06. Found (%): C, 61.22; H, 3.72; N, 13.41; F, 6.03. NMR (d6-DMSO) D: 4.15 (2H, s), 6.47 (1H, d, J = 3.3 Hz), 6.93 (1H, s), 7.17 (2H, t, J = 9.0 Hz), 7.31-7.37 ( 2H, m), 7.50 (1H, d, J = 3.3 Hz), 8.70 (1H, broad s).
Example 43 to 132 The following compounds were prepared according to the aforementioned method. 1- (5-Benzenesulfonylfuran-2-yl) -3-hydroxy-3- (1H-1,2,4-triazol-3-yl) -propenyone (Compound No. 1-43) Mp: 207-210 ° C . Recrystallized from ethyl acetate Elemental analysis for C? 5H ?? N305S 1. 2 H20 Calculated (%): C, 49. 10; H, 3. 68; N, 11 Four. Five; S, 8 74 Found (%): C, 48.84; H, 3.68; N, 11.67; S, 9.05.
NMR (d6-DMS0) D: 7.02 (1H, s), 7.62-7.86 (5H, m), 8.02- 8.08 (2H, m), 8.82 (1H, broad s). 3-hydroxy-1- (5-phenylthiofuran-2-yl) -3- (1 H-1,2,4-triazol-3-yl) -propenone (Compound No. 1-44) Pf: 144-147 ° C . Recrystallized from ethyl acetate Elemental analysis for C15H11N3O3S 0.3 H20 Calculated (%): C, 56.52; H, 3.67; N, 13.18; S, 10.06. Found (%): C, 56.85; H, 3.71; N, 13.56; S, 9.48. NMR (dg-DMSO) D: 6.97 (1H, s), 7.12 (1H, d, J = 3.6 Hz), 7.30-7.44 (5H, m), 7.65 (1H, d, J = 3.6 Hz), 8.74 ( 1H, s broad). 1- [3- (4-fluorobenzyl) furan-2-yl] -3-hydroxy-3- (1 H-1,2,4-triazol-3-yl) -propenyone (Compound No. 1-45) Pf: 221-223 ° C. Recrystallized from ether. Elemental analysis for C16H12FN3O3 Calculated (%): C, 61.34; H, 3.86; N, 13.41; F, 6.06. Found (%): C, 61.04; H, 3.98; N, 13.28; F, 5.87. NMR (d6-DMSO) D: 4.23 (2H, s), 6.65 (1H, d, J = 1.8 Hz), 7. 03 (1H, s), 7.10-7.16 (2H, m), 7.31-7.36 (2H, m), 7.97 (1H, d, J = 1.8 Hz), 8.74 (1H, broad s), 14.7 (1H, s large). 1- [3- (4-Fluorobenzyl) furan-2-yl] -3-hydroxy-3- (2H-tetrazol-5-yl) -propenone (Compound No. 1-46) M.p .: 171-174 ° C. Recrystallized from ether Elemental analysis for C? 5HnF 4? 3 Calculated (%): C, 57.33; H, 3.53; N, 17.86; F, 6.05. Found (%): C, 57.05; H, 3.61; N, 17.74; F, 5.82. NMR (dg-DMSO) D: 4.24 (2H, s), 6.70 (1H, d, J = 1.8 Hz), 7.09 (1H, s), 7.10-7.17 (2H, m), 7.32-7.37 (2H, m ), 8.04 (1H, d, J = 1.8 Hz). 1- (5-n-Butylfuran-2-yl) -3-hydroxy-3- (2H-tetrazol-5-yl) -propenone (Compound No. 1-47) M.p .: 124-125 ° C. Recrystallized from ether-hexane Elemental analysis for C 12 H 14 N 4 O 3 Calculated (%): C, 54.96; H, 5.38; N, 21.36. Found (%): C, 55.02; H, 5.43; N, 21.09. NMR (CDC13) D: 0.95 (3H, t, J = 7.8 Hz), 1.37-1.45 (2H, m), 1. 65-1.73 (2H, m), 2.76 (2H, t, J = 7.8 Hz), 6.30 (1H, d, J = 3.6 Hz), 7.23 (1H, s), 7.39 (1H, d, J = 3.6 Hz). 1- (5-n-butylfuran-2-yl) -3-hydroxy-3- (1H-1,2,4-triazol-3-yl) -propenyone (Compound No. 1-48) Pf: 72-73 ° C. Recrystallized from ether Elemental analysis for C 13 H 15 N 3 O 30.25 H 20 Calculated (%): C, 58.75; H, 5.88; N, 15.81. Found (%): C, 58.10; H, 5.65; N, 15.81.
NMR (CDC13) D: 0.96 (3H, t, J = 7.5Hz), 1.35-1.42 (2H, m), 1.65-1.75 (2H, m), 2.74 (2H, t, J = 7.5 Hz), 6.25 ( 1H, d, J = 3.6Hz), 7.29 (1H, d, J = 3.6 Hz), 8.44 (1H, s). 1- [2- (4-Fluorobenzyl) furan-3-yl] -3-hydroxy-3- (1H-1,2,4-triazol-3-yl) -propenyone (Compound No. 1-49) Pf: 170-173 ° C. Recrystallized from ethyl acetate Elemental analysis for C? 6H? 2FN3? 30.1 H20 Calculated (%): C, 60.99; H, 3.90; N, 13.34; F, 6.03. Found (%): C, 61.01; H, 4.07; N, 13.47; F, 5.99. NMR (d6-DMSO) D: 4.41 (2H, s), 6.92 (1H, s), 7.04 (1H, d, J = 1.8 Hz), 7.14 (2H, t, J = 9.3 Hz), 7.28-7.33 ( 2H, m), 7.72 (1H, d, J = 1.8 Hz), 8.70 (1H, broad s). 1- [4- (4-Fluorobenzyl) furan-3-yl] -3-hydroxy-3- (1H-1,2,4-triazol-3-yl) -propenyone (Compound No. 1-50) Pf: 217-220 ° C. Recrystallized from ethyl acetate Elemental analysis for C15H12FN3O3 Calculated (%): C, 61.34; H, 3.86; N, 13.41; F, 6.06. Found (%): C, 61.19; H, 4.04; N, 13.16; F, 5.90. NMR (dg-DMSO) D: 4.02 (2H, s), 6.93 (1H, s), 7.09 (2H, t, J = 9.0 Hz), 7.25-7.31 (2H, m), 7.56 (1H, s), 8.66 (1H, broad), 8.80 (1H, s). 1- [5- (4-fluorobenzyl) furan-3-yl] -3-hydroxy-3- (1 H-1,2,4-triazol-3-yl) -propenyone (Compound No. 1-51) Pf: 176-179 ° C. Recrystallized from ethyl acetate Elemental analysis for C? 6Hi2FN203 Calculated (%): C, 61.34; H, 3.86; N, 13.41; F, 6.06. Found (%): C, 61.19; H, 3.81; N, 13.52; F, 6.19. NMR (d6-DMSO) D: 4.03 (2H, s), 6.62 (1H, d, J = 0.9 Hz), 6.90 (1H, s), 7.15 (2H, t, J = 9.0 Hz), 7.29-7.34 ( 2H, m), 8.60 (1H, d, J = 0.9 Hz), 8.67 (1H, broad s). 1- [2- (4-Fluorobenzyl) furan-3-yl] -3-hydroxy-3- (2H-tetrazol-5-yl) -propenone (Compound No. 1-52) M.p .: 150-153 ° C. Recrystallized from ether Elemental analysis for C15H11FN4O3 Calculated (%): C, 57.33; H, 3.53; N, 17.83; F, 6.04. Found (%): C, 57.29; H, 3.72; N, 17.74; F, 5.84. NMR (CDC13) D: 4.40 (2H, s), 6.75 (1H, d, J = 1.2 Hz), 6.99 (2H, t, J = 8.7 Hz), 7.01 (1H, s), 7.24-7.29 (2H, m), 7.39 (1H, d, J = 2.1 Hz). 4- [5- (4-Fluorobenzyl) furan-2-yl] -2-hydroxy-4-oxo-2-butenoic acid methyl ester (Compound No. 1-53) Mp .: 102-104 ° C. 'Recrystallized from ether Elemental analysis for C 16 H 13 FO 5 Calculated (%): C, 63.16; H, 4.31; F, 6.24. Found (%): C, 62.96; H, 4.16; F, 6.14. NMR (CDC13) 0: 3.93 (3H, s), 4.05 (2H, s), 6.20 (1H, d, J = 3.6 Hz), 6.87 (1H, s), 7.03 (2H, t, J = 8.7 Hz) , 7.19-7.25 (2H, m), 7.28 (1H, d, J = 3.6 Hz). 4- [5- (4-Fluorobenzyl) furan-2-yl] -2-hydroxy-4-oxo-2-butenoic acid (Compound No. 1-54) M.p .: 145-148 ° C. Recrystallized from ether Elemental analysis for C15H11FO5 Calculated (%): C, 62.07; H, 3.82; F, 6.55. Found (%): C, 61.90; H, 3.86; F, 6.45. NMR (d6-DMSO) D: 4.14 (2H, s), 6.48 (1H, d, J = 3.6 Hz), 6. 80 (1H, s), 7.17 (2H, t, J = 8.7 Hz), 7.30-735 (2H, m), 7. 67 (1H, d, J = 3.6 Hz). 1- [5- (4-Fluorobenzyl) furan-2-yl] -3-hydroxy-3- (2H-tetrazol-5-yl) -propenyone (Compound No. 1-55) M.p .: 121-123 ° C. Recrystallized from ether Elemental analysis for C15HHFNO3 Calculated (%): C, 57.33; H, 3.53; N, 17.83; F, 6.04. Found (%): C, 57.25; H, 3.58; N, 17.53; F, 5.81.
NMR (d-6-DMSO) D: 4.16 (2H, s), 6.51 (1H, d, J = 3.6 Hz), 7.05 (1H, s), 7.18 (2H, t, J = 8 Hz), 7.32- 7.38 (2H, m), 7.65 (1H, d, J = 3.6 Hz). 1- [4- (4-fluorobenzyl) furan-2-yl] -3-hydroxy-3- (1 H-1,2, -triazol-3-yl) -propenyone (Compound No. 1-56) Pf: 170 -173 ° C. Recrystallized from ethyl acetate Elemental analysis for C 16 H 12 FN 3 O 3 Calculated (%): C, 61.34; H, 3.86; N, 13.41; F, 6.06. Found (%): C, 61.08; H, 3.87; N, 13.72; F, 6.08. NMR (d6-DMSO) D: 3.81 (2H, s), 6.97 (1H, s), 7.14 (2H, t, J = 9.0 hz), 7.30-7.35 (2H, m), 7.45 (1H, s), 7.92 (1H, s), 8.75 (1H, broad s). l- (5-Benzylfuran-2-yl) -3-hydroxy-3- (lH-1,2,4-triazol-3-yl) -propenyone (Compound No. 1-57) Mp: 176-179 ° C . Recrystallized from ethyl acetate Elemental analysis for C 16 H 13 N 3 O 30.15 C 4 H 8 2 2 Calculated (%): C, 64.63; H, 4.64; N, 13.62. Found (%): C, 64.41; H, 4.40; N, 13.42. NMR (d6-DMSO) D: 4.14 (2H, s), 6.48 (1H, d, J = 3.6 Hz), 6.93 (1H, s), 7.24-7.38 (5H, m), 7.51 (1H, d, J = 3.6 hz), 8.72 (1H, broad s), 14.7 (1H, broad s). 1- [5- (4-fluorobenzoyl) furan-2-yl] -3-hydroxy-3- (1 H-1,2, -triazol-3-yl) -propenyone (Compound No. 1-58) Mp: 240 -242 ° C. Recrystallized from 95% ethanol. Elemental analysis for Ci6H? 0FN3O4 Calculated (%): C, 58.71; H, 3.09; N, 12.84; F, 5.81. Found (%): C, 58.68; H, 3.11; N, 12.68; F, 5.64. NMR (d.-DMSO) D: 7.16 (1H, s), 7.45 (2H, t, J = 8.7 Hz), 7.57 (1H, d, J = 3.9 Hz), 7.72 (1H, d, J = 3.9 Hz ), 8.06-8.11 (2H, m), 8.76 (1H, s). 1- [5- (4-chlorobenzyl) furan-2-yl] -3-hydroxy-3- (1 H-1,2,4-triazol-3-yl) -propenyone (Compound No. 1-59) Pf: 96-99 ° C. Recrystallized from ethanol Elemental analysis for C 16 H 12 Cl 3 O 3 Calculated (%): C, 58.28; H, 3.67; N, 12.74; Cl, 10.75. Found (%): C, 58.16; H, 3.80; N, 12.40; Cl, 10.50. NMR (dg-DMSO) D: 4.16 (2H, s), 6.49 (1H, d, J = 3.6 Hz), 6.93 (1H, s), 7.30-7.43 (4H, m), 7.52 (1H, d, J = 3.6 Hz), 8.75 (1H, broad s). 1- [5- (4-fluorobenzyl) furan-2-yl] -3-hydroxy-3- (5-methyl) -1H-1,2,4-triazol-3-yl) -propenyone (Compound No. I) -60) Mp: 179-182 ° C. Recrystallized from ethyl acetate Elemental analysis for C 17 H 14 FN 3 O 3 Calculated (%): C, 62.38; H, 4.31; N, 12.84; F, 5.80. Found (%): C, 62.29; H, 4.16; N, 11.65; F, 5.78. NMR (dg-DMSO) D: 2.43 (3H, s), 4.14 (2H, s), 6.46 (1H, d, J = 3.3 Hz), 6.88 (1H, s), 7.15-7.20 (2H, m), 7.31-7.36 (2H, m), 7.49 (1H, d, J = 3.3 Hz), 14.3.1H, s broad). 1- [[5- (4-Fluorobenzyl) -3-methyl] furan-2-yl] -3-hydroxy-3- (1 H-1,2,4-triazol-3-yl) -propenyone (Compound No. 1-61) P.f .: 191-192 ° C. Recrystallized from ethyl acetate Elemental analysis for C 17 H 14 FN 3 O 3. Calculated (%): C, 62.38; H, 4.31; N, 12.84; F, 5.80. Found (%): C, 62.23; H, 4.29; N, 12.79; F, 5.79. NMR (dg-DMSO) D: 2.36 (3H, s), 4.10 (2H, s), 6.34 (1H, s), 6. 89 (1H, s), 7.18 (1H, t, J = 9.0 Hz), 7.32-7.37 (2H, m), 8.70 (1H, broad s). 3-hydroxy-l- [5- (4-methoxybenzyl) furan-2-yl) -3- (1 H-1,2,4-triazol-3-yl) -propenyone (Compound No. 1-62) Pf: 114-116 ° C. Recrystallized from ethyl acetate Elemental analysis for C 17 H 15 N 3 O 4 Calculated (%): C, 62.76; H, 4.65; N, 12.92. Found (%): C, 62.90; H, 4.57; N, 12.26. NMR (dg-DMSO) D: 3.73 (3H, s), 4.07 (2H, s), 6.44 (1H, d, J = 3.3 Hz), 6.91 (2H, d, J = 8.7 Hz), 6.92 (1H, s), 7.22 (2H, d, J = 8.7 Hz), 7.50 (1H, d, J = 3.3 Hz), 8.77 (1H, broad s). 1- [5- (4-fluorophenoxy) furan-2-yl] -3-hydroxy-3- (1 H-1,2,4-triazol-3-yl) -propenyone (Compound No. 1-63) Pf: 187-191 ° C. Recrystallized from ethanol-ether Elemental analysis for C15H10FN3O40.5 H20 Calculated (%): C, 55.56; H, 3.42; N, 12.96; F, 5.86. Found (%): C, 55.88; H, 3.15; N, 13.09; F, 5.79. NMR (d-DMSO) D: 5.86 (1H, d, J = 3.9 Hz), 6.85 (1H, s), 7.25-7.40 (4H, m), 7.65 (1H, d, J = 3.9 Hz), 8.63 ( 1H, s broad). 3-hydroxy-3- (1H-1, 2, -triazol-3-yl) -1- [5- (4-trifluoromethylbenzyl) furan-2-yl] -propenone (Compound No. 1-64) Pf: 177 -178 ° C. Recrystallized from ethyl acetate Elemental analysis for Ci7H? 2F3N3? 30.25 H20 0.1 C4H802 Calculated (%): C, 55.49; H, 3.56; N, 11.16; F, 15.13. Found (%): C, 55.54; H, 3.59; N, 11.04; F, 15.21.
NMR (dg-DMSO) D: 4.27 (2H, s), 6.54 (1H, d, J = 3.3 Hz), 6.94 (1H, s), 7.53 (2H, d, J = 7.8 Hz), 7.53 (1H, d, J = 3.3 Hz), 7.72 (2H, d, J = 7.8 Hz), 8.76 (1H, broad s). 1- [5- (3-Fluorobenzyl) furan-2-yl] -3-hydroxy-3- (1 H-1,2,4-triazol-3-yl) -propenyone (Compound No. 1-65) Pf: 140-143 ° C. Recrystallized from ethanol Elemental analysis for C 16 H 12 FN 3 O 3 Calculated (%): C, 61.34; H, 3.86; N, 13.41; F, 6.06. Found (%): C, 61.41; H, 3.84; N, 13.05; F, 5.97. NMR (dg-DMSO) D: 4.19 (2H, s), 6.52 (1H, d, J = 3.3 Hz), 6.95 (1H, s), 7.10-7.18 (3H, m), 7.36-7. 1 (1H, m), 7.52 (1H, d, J = 3.3 Hz), 8.77 (1H, broad s), 14.7 (1H, broad s). 1- [5- (2-fluorobenzyl) furan-2-yl] -3-hydroxy-3- (1H-1,2,4-triazol-3-yl) -propenyone (Compound No. 1-66) Pf: 182-184 ° C. Recrystallized from ethanol-ether Elemental analysis for C? GH? FN3? 3 Calculated (%): C, 61.34; H, 3.86; N, 13.41; F, 6.06. Found (%): C, 61.47; H, 3.90; N, 13.04; F, 5.99. NMR (dg-DMSO) D: 4.18 (2H, s), 6.46 (1H, d, J = 3.3 Hz), 6.94 (1H, s), 7.17-7.26 (2H, m), 7.32-7.40 (2H, m ), 7.51 (1H, d, J = 3.3 Hz), 8.79 (1H, broad s). l- [5- (4-Fluoro-phenyl) -furan-2-yl] -3-hydroxy-3- (1H-1,2,4-triazol-3-yl) -propenone (Compound No. 1-67) Pf: 128-129 ° C. Recrystallized from ethyl acetate-ether. Elemental analysis for C15H10FN3O30.5 H20 Calculated (%): C, 58.44; H, 3.60; N, 13.63; F, 6.16. Found (%): C, 58.13; H, 3.66; N, 13.96; F, 6.12. NMR (dg-DMSO) D: 7.10 (2H, s), 7.31 (1H, d, J = 3.9 Hz), 7.39 (1H, t, J = 9.0 z), 7.70 (1H, d, J = 3.9 hz) , 7.96 (1H, dd, J = 9.0, 5.4 Hz), 8.76 (1H, broad s). 1- [5- (4-fluorophenylthio) furan-2-yl] -3-hydroxy-3- (1H-1,2,4-triazol-3-yl) -propenyone (Compound No. 1-68) Pf: 150-152 ° C. Recrystallized from ethyl acetate. Elemental analysis for Ci5H10FN3? 3S 0.2 H20 Calculated (%): C, 53.79; H, 3.13; N, 12.55; F, 5.67; S, 9. 57. Found (%): C, 53.95; H, 3.06; N, 12.75; F, 5.37; S, 9.33. NMR (dg-DMSO) D: 6.97 (1H, s), 7.09 (1H, d, J = 3.6 Hz), 7.22-7.33 (2H, m), 7.42-7.52 (2H, m), 7.65 (1H, d , J = 3.6 Hz), 8.75 (1H, broad s), 14.7 (1H, broad s). 1- [5- (4-bromophenylthio) furan-2-yl] -3-hydroxy-3- (1H-1,2,4-triazol-3-yl) -propenyone (Compound No. 1-69) Pf: 155-158 ° C. Recrystallized from ethanol. Elemental analysis for C? 5H? OBrN3? 3S 0.6 H20 0.2 C2H60 Calculated (%): C, 44.87; H, 3.03; N, 10.19; Br, 19.38; S, 7.78. Found (%): C, 44.56; H, 2.86; N, 110.61; Br, 19.13; S, 7.86. NMR (dg-DMSO) D: 6.98 (1H, s), 7.18 (1H, d, J = 3.6 Hz), 7.22-7.32 (2H, m), 7.52-7.64 (2H, m), 7.67 (1H, d , J = 3.6 Hz), 8.76 (1H, broad s). 1- [5- (2,4-difluorophenylthio) furan-2-yl] -3-hydroxy-3- (1H-1,2,4-triazol-3-yl) -propenone (Compound No. 1-70) Mp: 158-160 ° C. Recrystallized from ethyl acetate-ethanol. NMR (dg-DMSO) D: 6.95 (1H, s), 7.06 (1H, d, J = 3.6 Hz), 7.10-7.24 (1H, m), 7.38-7.59 (2H, m), 7.62 (1H, d , J = 3.6 Hz), 8.79 (1H, broad s). 1- [5- (4-biphenyl) furan-2-yl] -3-hydroxy-3- (1 H-1,2,4-triazol-3-yl) -propenyone (Compound No. 1-71) Pf: 278-279 ° C. Recrystallized from ethyl acetate-ether. Elemental analysis for C2? H_5N303 Calculated (%): C, 70.58; H, 4.23; N, 11.76. Found (%): C, 70.59; H, 4.31; N, 11.27. NMR (dg-DMSO) D: 7.13 (1H, s), 7.38 (1H, d, J = 3.6 Hz), 7.43 (1H, d, J = 7.5 Hz), 7.51 (2H, t, J = 7.5 Hz) , 7.70-7.90 (5H, m), 7.99 (2H, d, J = 8.4 hz), 8.80 (1H, broad s). 3-hydroxy-l- [5- (4-methylbenzyl) furan-2-yl] -3- (1H-1, 2, -triazol-3-yl) -propenone (Compound No. 1-72) Pf: 166 -167 ° C. Recrystallized from ethyl acetate. Elemental analysis for C17H15N3O3 0. 1 C4H802 Calculated (%): C, 65. 69; H, 5 01; N, 13 twenty-one . Found (%): C, 65.45; H, 4.93; N, 13.37. NMR (dg-DMSO) D: 2.28 (3H, s), 4.09 (2H, S), 6.46 (1H, d, J = 3.6 Hz), 6.93 (1H, s), 7.13-7.18 (4H, m), 7.51 (1H, d, J = 3.6 Hz), 8.76 (1H, broad s), 14.7 (1H, broad s). 3-hydroxy-l- [5- (4-methylphenyl) furan-2-yl] -3- (1 H-1,2,4-triazol-3-yl) -propenone (Compound No. 1-73) Pf: 227-228 ° C. Recrystallized from ethyl acetate-ether. Elemental analysis for C? 6H? 3N3? 30.1 H0 Calculated (%): C, 64.68; H, 4.48; N, 14.14. Found (%): C, 64.58; H, 4.41; N, 14.17.
NMR (dg-DMSO) D: 2.37 (3H, s), 7.08 (1H, s), 7.25 (1H, d, J = 3.9 Hz), 7.34 (2H, d, J = 8.4 Hz), 7.68 (1H, d, J = 3.9 hz), 7.79 (H, d, J = 8.4 Hz), 8.73 (1H, broad s). 1- [5- (2,4-difluorobenzyl) furan-2-yl) -3-hydroxy-3- (1 H-1,2,4-triazol-3-yl) -propenone (Compound No. 1-74) Mp: 170-173 ° C. Recrystallized from ethyl acetate-isopropyl ether. Elemental analysis for C? GH ?? F2N3? 3 Calculated (%): C, 58.01; H, 3.35; N, 12.68; F, 11.47. Found (%): C, 57.97; H, 3.34; N, 12.64; F, 11.19. NMR (dg-DMSO) D: 4.17 (2H, s), 6.45 (1H, s), 6.94 (1H, s), 7.10-7.51 (4H, m), 8.78 (1H, s), 14.6 (1H, s) large). 1- [5- (2,6-difluorobenzyl) furan-2-yl] -3-hydroxy-3- (1H-1,2,4-triazol-3-yl) -propenyone (Compound No. 1-75) P.f .: 187-189 ° C. Recrystallized from ethyl acetate. Elemental analysis for C? GHnF2N3? 30.2 H20 Calculated (%): C, 57.39; H, 3.43; N, 12.55; F, 11.35. Found (%): C, 57.34; H, 3.30; N, 12.47; F, 11.22. NMR (dg-DMSO) D: 4.18 (2H, s), 6.44 (1H, d, J = 3.3 Hz), 6. 93 (1H, s), 7.14-7.51 (4H, m), 8.79 (1H, s), 13.7 (1H, broad s). 1- [5- (3, 4-difluorobenzyl) furan-2-yl] -3-hydroxy-3- (1H-1, 2,4-triazol-3-yl) -propenone (Compound No. 1-76) Mp: 164-166 ° C. Recrystallized from ethyl acetate. Elemental analysis for C? GH ?? F2N3? 3 Calculated (%): C, 58.01; H, 3.35; N, 12.68; F, 11.47. Found (%): C, 57.95; H, 3.38; N, 12.66; F, 11.56. NMR (dg-DMSO) D: 4.17 (2H, s), 6.50 (1H, d, J = 3.3 Hz), 6.95 (1H, s), 7.14-7.46 (3H, m), 7.52 (1H, d, J = 3.3 Hz), 8.77 (1H, broad s), 14.7 (1H, broad s). 1- [5- (2,5-difluorobenzyl) furan-2-yl] -3-hydroxy-3- (1H-1,2,4-triazol-3-yl) -propenone (Compound No. 1-77) P.f .: 161-163 ° C. Recrystallized from ethyl acetate. Elemental analysis for C? GHnF2N3? 3 Calculated (%): C, 58.01; H, 3.35; N, 12.68; F, 11.47. Found (%): C, 57.62; H, 3.26; N, 12.74; F, 11.37. NMR (dg-DMSO) D: 4.19 (2H, s), 6.49 (1H, d, J = 3.3 Hz), 6.95 (1H, s), 7.17-7.34 (3H, m), 7.52 (1H, d, J = 3.3 hz), 8. 75 (1H, broad s), 14.3 (1H, broad s). 3-Hydroxy-1- (5-phenethylfuran-2-yl) -3- (1H-1, 2,4, triazol-3-yl) propenone (Compound No. 1-78) m.p .: 207-209 ° C. Recrystallized from ethyl acetate. Elemental analysis for C17H15N3O3 Calculated (%): C, 66.01; H, 4.89; N, 13.58. Found (%): C, 65.57; H, 4.98; N, 13.18. NMR (dg-DMSO) d: 2.96-3.12 (4H, m), 5.45 (1H, d, J = 3.3Hz), 6.96 (1H, s), 7.16-7.34 (5H, m), 7.47 (1H, d , J = 3.3Hz), 8.77 (1H, broad s), 14.7 (1H, broad s). 3-hydroxy-3- (1H-1,2,4-triazol-3-yl) -1- [5- (3-trifluoromethylbenzyl) furan-2-yl] -propenone (Compound No. 1-79) p.f .: 146-148 ° C. Recrystallized from ethyl acetate-isopropyl ether. Elemental analysis for C17H12F3N3O3 Calculated (%): C, 56. twenty; H, 3. 33; N, 11 57; F, 15 69 Found (%): C, 56.21; H, 3.30; N, 11.73; F, 15.66. NMR (d6-DMSO) d: 4.28 (2H, s), 5.51 (1H, d, J = 3.3Hz), 6.95 (1H, s), 7.50 (1H, d, J = 3.3Hz), 7.56-7.70 (4H, m), 8.74 (1H, broad s). 1- [5- (2-Chlorobenzyl) furan-2-yl] -3-hydroxy-3- (1 H-1,2,4-triazol-3-yl) -propenone (Compound No. 1-80) mp: 169-171 ° C. Recrystallized from ethyl acetate-isopropyl ether. Elemental analysis for C? GH? 2ClN30 Calculated (%): C, 58.28; H, 3.67; N, 12.74; Cl, 10.75 Found (%): C, 58.08; H, 3.63; N, 12.59; Cl, 10.68. NMR (d6-DMSO) d: 4.26 (2H, s), 6.42 (1H, d, J = 3.3Hz), 6.94 (1H, s), 7.33-7.51 (5H, m), 8.77 (1H, broad s) , 14.7 (1H, broad s). 3-hydroxy-l- [5- (4-hydroxybenzyl) furan-2-yl] -3- (1 H-1,2,4-triazol-3-yl) -propenone (Compound No. 1-81) mp: 229-233 ° C. Recrystallized from ether. Elemental analysis for C? H? 3N? 4 Calculated (%): C, 61.73; H, 4.21; N, 13.50. Found (%): C, 61.95; H, 4.15; N, 11.93. NMR (dg-DMSO) d: 4.01 (2H, s), 6.42 (1H, d, J = 3.6 Hz), 6.72 (2H, d = 8.7 Hz), 6.93 (1H, s), 7.08 (2H, d, J = 8.7Hz), 7.49 (1H, d, J = 3.6Hz), 8.77 (1H, broad s), 9.31 (1H, s), 14.7 (1H, broad s). 1- [5- (4-fluorobenzyl) furan-2-yl] -3-hydroxy-3- (2-methyl-2H-1,2,4-triazol-3-yl) -propenyone (Compound No. 1-) 82) mp: 58 ° C: Recrystallized from ether. Elemental analysis for C17H14FN3O3 Calculated (%): C, 62.38; H, 4.31; N, 12.84; F, 5.80.
Found (%): C, 62.32; H, 4.34; N, 13.11; F, 5.65. NMR (dg-DMSO) d: 4.15 (2H, s), 4.18 (3H, s), 6.49 (1H, d, J = 3.3Hz), 6.95 (1H, s), 7.14-7.20 (2H, m), 7.32-7.37 (2H, m), 7.52 (1H, d, J = 3.3 Hz), 8.14 (1H, s). 3-hydroxy-1- [[5- (thiophen-2-yl) methyl] furan-2-yl] -3- (1 H-1, 2,4-triazol-3-yl) -propenone (Compound No. 1 -83) mp: 207-208 ° C. Recrystallized from ethyl acetate-ether. Elemental analysis for Ci4H ?? N303S Calculated (%): C, 55.81; H, 3.68; N, 13.95; S, 10.64. Found (%): C, 55.83; H, 3.75; N, 13.36; S, 10.74. NMR (dg-DMSO) d: 4.39 (2H, s), 6.54 (1H, d, J = 3.3 Hz), 6.97 (1H, s), 7.00-7.10 (2H, m), 7.41-7.43 (1H, m), 7.51 (1H, broad), 8.78 (1H, broad s). 1- [[5- (furan-3-yl) methyl] furan-2-yl] -3-hydroxy-3- (1 H-1, 2,4-triazol-3-yl) -propenone (Compound No. 1 -84) mp: 173-174 ° C. Recrystallized from ethyl acetate-ether. Elemental analysis for C 14 H 11 N 3 O 4 Calculated (%): C, 58.95; H, 3.89; N, 14.73. Found (%): C, 58.90; H, 3.89; N, 14.42.
NMR (dg-DMSO) d: 3.96 (2H, s), 6.46 (2H, broad s), 6.96 (1H, s), 7.50 (1H, d, J = 2.7 Hz), 7.62 (1H, broad s), 7.64 (1H, broad s), 8.77 (1H, broad s). 3-hydroxy-l- [[5- (thiophen-3-yl) methyl] furan-2-yl] -3- (1 H-1, 2,4-triazol-3-yl) -propenone (Compound No. 1 -85) mp: 210-211 ° C. Recrystallized from ethyl acetate-ether. Elemental analysis for C 14 H 11 N 3 O 3 S Calculated (%): C, 55. 81; H, 3. 68; N, 13 95; S, 10 64 Found (%): C, 55.66; H, 3.79; N, 13.77; S, 10.47. NMR (dg-DMSO) d: 4.15 (2H, s), 6.47 (1H, d, J = 3.3 Hz), 6.95 (1H, s), 7.05 (1H, dd, J = 5.1, 1.2 Hz), 7.34 ( 1H, m), 7.46-7.56 (2H, m), 8.75 (1H, broad s). 1- [4-chloro-5- (4-fluorobenzyl) furan-2-yl] -3-hydroxy-3- (1H-1, 2,4-triazol-3-yl) -propenyone (Compound No. 1-86) p.f .: 203-204 ° C. Recrystallized from ethyl acetate-isopropyl ether. Elemental analysis for C16H.1CIF 3O3 Calculated (%): C, 55.27; H, 3.19; N, 12.08; Cl, 10.20, F, . 46. Found (%): C, 55.07; H, 3.16; N, 12.16; Cl, 9.81, F, 5.19.
NMR (dg-DMSO) d: 4.18 (2H, s), 6.95 (1H, s), 7.15-7.33 (4H, m), 7.79 (1H, s), 8.77 (1H, broad s), 14.7 (1H, s broad). 1- (5-cyclohexylmethylfuran-2-yl) -3-hydroxy-3- (1H-1, 2,, triazol-3-yl) propenone (Compound No. 1-87) mp .: 146-148 ° C. Recrystallized from ether. Elemental analysis for C? H? 9N3? 3 Calculated (%): C, 63.77; H, 6.35; N, 13.94. Found (%): C, 63.72; H, 6.32; N, 13.91. NMR (dg-DMSO) d: 0.92-1.30 (5H, m), 1.60-1.70 (6H, m), 2.64 (2H, d, J = 6.3 Hz), 6.48 (1H, d, J = 3.3 Hz), 6.95 (1H, s), 7.49 (1H, d, J = 3.3 Hz), 8.76 (1H, broad s), 14.7 (1H, broad s). 3-hydroxy-l- [5- (3-methylbutyl) furan-2-yl) -3- (1H-1, 2,, triazol-3-yl) -propenone (Compound No. 1-88) mp: 137 -138 ° C. Recrystallized from ethyl acetate-hexane. Elemental analysis for C 14 H 17 N 3 O 3 Calculated (%): C, 61.08; H, 6.22; N, 15.26. Found (%): C, 60.94; H, 6.17; N, 15.12. NMR (dg-DMSO) d: 0.92 (6H, d, J = 6.3 Hz), 1.50-1.70 (3H, m), 2.74-2.79 (2H, m), 6.49 (1H, d, J = 3.6 Hz), 6.95 (1H, s), 7.49 (lH, d, J = 3.6 Hz), 8.74 (1H, broad s), 14.7 (1H, broad s). 3-hydroxy-l- [[5- (tetrahydropyran-4-yl) methyl] furan-2-yl] -3- (lH-1, 2,4, triazol-3-yl) -propenone (Compound No. 1 -89) mp: 145-147 ° C. Recrystallized from ethyl acetate-hexane. Elemental analysis for C15H17 3O4 Calculated (%): C, 59.40; H, 5.65; N, 13.85. Found (%): C, 59.20; H, 5.59; N, 13.84. NMR (dg-DMSO) d: 1.24-1.32 (2H, m), 1.50-1.58 (2H, m), 1.91 (1H, m), 2.70 (2H, d, J = 7.2 Hz), 3.25-3.30 (2H, m), 3.80- 4.04 (2H, m), 6.50 (1H, d, J = 3.3 Hz), 6.96 ( 1H, s), 7.50 (1H, d, J = 3.3 Hz), 8.76 (1H, broad s), 14.7 (1H, broad s). 1- [5- (2-Cyclopentylethyl) furan-2-yl] -3-hydroxy-3- (1 H-1,2, triazol-3-yl) -propenyone (Compound No. 1-90) mp 161 -162 ° C. Recrystallized from ethyl acetate-hexane. Elemental analysis for C? GH? 9N3? 3 0.2 H20 Calculated (%): C, 63.02; H, 6.41; N, 13.78. Found (%): C, 62.66; H, 6.35; N. 13.34. NMR (dg-DMSO) d: 1.13-1.15 (2H, m), 1.50-1.76 (9H, m), 2.76 (2H, t, J = 7.8 Hz), 6.49 (1H, d, J = 3.3 Hz), 6.95 (1H, s), 7.49 (1H, d, J = 3.3 Hz), 8.76 (1H, broad s), 14.7 (1H s broad). 1- [[5- (2-chlorothiophen-3-yl) methyl] furan-2-yl] -3-hydroxy-3- (1 H-1, 2,4-triazol-3-yl) -propenyone Compound No. 1-91) mp: 105-106 ° C. Recrystallized from ethyl acetate-ether. MS: m / z = 336 (M + H) NMR (d6-DMSO) d: 4.11 (2H, s), 6.46 (1H, d, J = 3.3 Hz), 6.95 (1H, s), 6.99 (1H, d, J = 5.7 Hz), 7.47 (1H, d, J = 5.4 Hz), 7.50-7.60 (1H, m), 8.78 (1H, broad s). 1- (5-cyclopropylmethylfuran-2-yl) -3-hydroxy-3- (1H-1, 2,, triazol-3-yl) -propenone (Compound No. 1-92) m.p.:135-137 ° C. Recrystallized from ethyl acetate. Elemental analysis for C 13 H 13 N 3 O 3 Calculated (%): C, 60.23; H, 5.05; N, 16.21. Found (%): C, 60.07; H, 5.09; N, 16.16. NMR (dg-DMSO) d: 0.22-0.24 (2H, m), 0.51-0.55 (2H, m), 1.05 (1H, m), 2.68 (2H, d, J = 6.9 Hz), 6.54 (1H, d) , J = 3.6 Hz), 6.97 (lH, s), 7.5K1H, d, J = 3.6 Hz), 8.75 (1H, broad s), 14.2 (1H, broad s). 1- (5-Acetylfuran-2-yl) -3-hydroxy-3 (1 H-1,2, triazol-3-yl) -propenone (Compound No. 1-93) m.p.: 206-208 ° C. Recrystallized from ethyl acetate-ether. Elemental analysis for C11H9N3O 0.5 H20 Calculated (%): C, 51.57; H, 3.93; N, 16.40. Found (%): C, 51.95; H, 3.82; N, 16.33. NMR (d6-DMSO) d: 2.53 (3H, s), 7.12 (1H, s), 7.63 (2H, broad s), 8.81 (1H, broad s). 1- [5- (4-fluorophenyl-hydroxy-methyl) furan-2-yl] -3-hydroxy-3- (1H-1,2,4-triazol-3-yl) -propenyone (Compound No. 1-94) p.f .: 191-192 ° C. Recrystallized from ethyl acetate. Elemental analysis for C_H_2FN3? Calculated (%): C, 58.35; H, 3.68; N, 12.76; F, 5.77. Found (%): C, 58.31; H, 3.68; N, 12.68; F, 5.67. NMR (d6-DMSO) d: 5.84 (1H, d, J = 4.8 Hz), 6.38 (1H, d, J = 4.8 Hz), 6.50 (1H, d, J = 3.3 Hz), 6.94 (1H, s) 7.20 (2H, t, J = 8.7 Hz), 7.45-7.50 (3H, m), 8.70 (1H, broad s). 1- [5- (4-fluorobenzyl) furan-2-yl] -3- (furan-2-yl) -3-hydroxy-propenyone (Compound No. 1-95) m.p .: 44-45 ° C. Recrystallized from isopropyl ether-hexane. Elemental Analysis for Calculated C18H13FO4 (%): C, 69.23; H, 4.20; F, 6.08. Found (%): C, 69.16; H, 4.11; F, 6.18. NMR (CDCl 3) d: 4.04 (2H, s), 6.15 (1H, d, J = 3.6 Hz), 6. 56 (1H, s), 6.58 (1H, d, J = 1.8 Hz), 7.03 (2H, t, J = 8.7 Hz), 7.13 (1H, d, J = 3.6 Hz), 7.19-7.28 (3H, m), 7.58-7.62 (1H, m). 1- [5- (4-Fluorobenzyl) furan-2-yl] -3-hydroxy-3- (2-methylthiazol-4-yl) -propenone (Compound No. 1-96) m.p .: 96-98 ° C. Recrystallized from isopropyl ether. Elemental analysis for C_8H_4FN? 3S Calculated (%): C, 62.96; H, 4.11; N, 4.00; F, 5.53; S, 9. 34. Found (%): C, 62.84; H, 4.16; N 4.04; F, 5.36; S, 9. 15. NMR (CDCl 3) d: 2.78 (3H, s), 4.05 (2H, s), 6.13 (1H, d, J = 3.6 Hz), 6.95 (1H, s), 7.02 (2H, t, J = 8.7 Hz), 7.19-7.26 (3H, m), 7.94 (1H, s). 1- [5- (4-Fluorobenzyl) furan-2-yl) -3-hydroxy-3- (5-methoxymethyl-lH-1,2,4-triazol-3-yl) -propenyone (Compound No. 1-) 97) mp: 167-168 ° C. Recrystallized from ethyl acetate-ether. Elemental analysis for C? 8H? GFN3? 4 0.1 H20 Calculated (%): C, 60.20; H, 4.55; N, 11.70; F, 5.29. Found (%): C, 60.00; H, 4.51; N, 11.66; F, 5.02. NMR (d6-DMSO) d: 3.35 (3H, s), 4.15 (2H, s), 4.59 (2H, s), 6.47 (1H, d, J = 3.6 Hz), 6.91 (1H, s), 7.17 ( 2H, t, J = 8.7 Hz), 7.25-7.40 (2H, m), 7.52 (1H, d, J = 3.6 Hz). 3- (5-ethyl-lH-l, 2, -triazol-3-yl) -1- [5- (4-fluorobenzyl) furan-2-yl] -3-hydroxy-propenyone (Compound No. 1-98) ) mp: 204-205 ° C. Recrystallized from ethyl acetate-ether. Elemental analysis for C? 8H? 6FN303 0.25 H20 Calculated (%): C, 62.51; H, 4.81; N, 12.15; F, 5.49. Found (%): C, 62.57; H, 4.68; N, 12.25; F, 5.30. NMR (dg-DMSO) d: 1.27 (3H, t, J = 7.8 Hz), 2.79 (2H, q, J = 7.8 Hz), 4.15 (2H, s), 6.45 (1H, d, J = 3.6 Hz) , 6.88 (1H, s), 7.17 (2H, t, J = 9.3 Hz), 7.25-7.40 (2H, m), 7.49 (1H, d, J = 3.6 Hz). 1- [5- (4-Fluorobenzyl) furan-2-yl] -3-hydroxy-3- (5-isopropyl-1 H-1,2,4-triazol-3-yl) -propenyone (Compound No. 1-) 99) mp: 146-147 ° C. Recrystallized from ethyl acetate-ether. Elemental analysis for C19H18FN3O3 0.25 H20 Calculated (%): C, 63.41; H, 5.18; N, 11.68; F, 5.28. Found (%): C, 63.47; H, 5.09; N, 12.43; F, 4.85. NMR (dg-DMSO) d: 1.30 (6H, d, J = 6.9 Hz), 3.00-3.20 (1H, m), 4.15 (2H, s), 6.45 (1H, d, J = 3.6 Hz), 6.87 ( 1H, s), 7.17 (2H, t, J = 9.3 Hz), 7.25-7.40 (2H, m), 7.48 (1H, d, J = 3.6 Hz). 1- [5- (4-fluorobenzyl) furan-2-yl] -3-hydroxy-3- (1-methyl-1H-imidazol-2-yl) -propenyone (Compound No. 1-100) mp: 56- 57 ° C. Recrystallized from isopropyl ether-hexane. Elemental analysis for C18H15FN2O3 0. 5 H20 Calculated (%): C, 64.47; H, 4.81; N, 8.35; F, 5.67. Found (%): C, 64.68; H, 4.80; N, 8.47; F, 5.49. NMR (CDCl 3) d: 4.01 (2H, s), 4.08 (3H, s), 6.12 (1H, d, J = 3.6 Hz), 6.98-7.23 (7H, m). 1- [5- (4-Fluorobenzyl) furan-2-yl] -3-hydroxy-3- (1H-imidazol-2-yl) -propenone hydrochloride (Compound No. I-101) mp: 186-191 ° C. Recrystallized from ethanol-ethyl acetate. Elemental analysis for C17H13FN2O3 HCl 1.8 H20 Calculated (%): C, 53.57; H, 4.65; N, 7.35; Cl, 9.30; F, 4.98. Found (%): C, 53.34; H, 4.13; N, 7.36; Cl, 9.62; F, 5.06. NMR (dg-DMSO) d: 4.15 (2H, s), 6.51 (1H, d, J = 3.6 Hz), 7.15-7.51 (6H, m), 7.72 (2H, s). 1- [5- (4-fluorobenzyl) furan-2-yl] -3- (furan-3-yl) -3-hydroxy-propenyone (Compound No. 1-102) m.p.:53-55 ° C. Recrystallized from isopropyl ether-hexane. Elemental analysis for C? 8H13F04 Calculated (%): C, 69.23; H, 4.20; F, 6.08. Found (%): C, 69.24; H, 4.06; F, 5.96. NMR (CDCl 3) d: 4.04 (2H, s), 6.12-6.16 (1H, m), 6.31 (1H, s), 6.72-6.76 (1H, m), 7.03 (2H, t, J = 8.7 Hz), 7.13 (1H, d, J = 3.6 Hz), 7.16-7.28 (2H, m), 7.46-7.50 (1H, m), 8.04-8.07 (1H, m). 1- [5- (4-fluorobenzyl) furan-2-yl] -3- (thiophen-2-yl) -3-hydroxy-propenyone (Compound No. 1-103) m.p.:50-52 ° C. Recrystallized from hexane-ethyl acetate. Elemental Analysis for Calculated C18H13FO3S (%): C, 65.84; H, 3.99; F, 5.79; S, 9.76. Found (%): C, 65.61; H, 3.93; F, 5.63; S, 9.72. NMR (CDCl 3) d: 4.05 (2H, s), 6.15 (1H, d, J = 3.3 Hz), 6.52 (1H, s), 7.03 (2H, t, J = 8.4 Hz), 7.11 (1H, d, J = 3.3 Hz), 7.12-7.19 (1H, m), 7.20-7.30 (2H, m), 7.61 (1H, dd, J = 5.1, 0.8 Hz), 7.77 (1H, dd, J = 5.1, 0.8 Hz ). 1- [5- (4-Fluorobenzyl) furan-2-yl] -3-hydroxy-3- (thiazol-2-yl) -propenone (Compound No. 1-104) p.f .: amorphous. Elemental Analysis for Calculated C17H12FNO3S (%): C, 62.00; H, 3.67; N, 4.25; F, 5.77; S, 9. 74. Found (%): C, 62.02; H, 3.68; N, 4.22; F, 5.56; S, 8.94. NMR (CDCl 3) d: 4.04 (2H, s), 6.17 (1H, d, J = 3.3 Hz), 7.02 (2H, d, J = 8.4 Hz), 7.10 (1H, s), 7.12-7.30 (3H, m), 7.67 (1H, broad s), 8.03 (1H, broad s). 1- [5- (4-Fluorobenzyl) furan-2-yl] -3-hydroxy-3- (isoxazol-3-yl) -propenone (Compound No. 1-105) m.p.:50-52 ° C. Recrystallized from hexane Elemental analysis for C17H12FNO Calculated (%): C, 65.18; H, 3.86; N, 4.47; F, 6.06 Found (%): C, 65.04; H, 3.76; N, 4.40; F, 5.95 NMR (CDC13) D; 4.04 (2H, s), 6.18 (1H, d, J = 3.3 Hz), 6.82 (1H, d, J = 1.8 Hz), 6.92 (1H, s), 7.03 (2H, t, J = 8.7 Hz), 7.15-7.30 (3H, m), 8.52 (1H, d, J = 1.8 Hz). 1- [5- (4-Fluorobenzyl) furan-2-yl] -3-hydroxy-3- (pyridin-2-yl) -propenone (Compound No. 1-106) m.p .: 84-85 ° C. Recrystallized from ether-hexane Elemental analysis for C19H14FNO3 0.2 H2O Calculated (%): C, 69.80; H, 4.44; N, 4.28; F, 5.81 Found (%): C, 69.76; H, 4.34; N, 4.34; F, 5.73 NMR (CDC13) D: 4.06 (2H, s), 6.16 (1H, d, J = 3.3 Hz), 7.03 (2H, t, J = 8.4 Hz), 7.20-7.30 (3H, m), 7.32 (1H, s), 7.40-7.48 (1H, m), 7.87 (1H, dt, J = 1.5, 7.5 Hz), 8.11 (1H, d, J = 7.5 Hz), 8.68-8.74 (1H, m ). 1- [5- (4-Fluorobenzyl) furan-2-yl] -3-hydroxy-3- (5-methylisoxazol-3-yl) -propenone (Compound No. 1-107) m.p.:95-97 ° C. Recrystallized from isopropanol. Elemental analysis for C? 8H_4FN04 Calculated (%): C, 66.05; H, 4.31; N, 4.28; F, 5.80 Found (%): C, 66.12; H, 4.29; N, 4.48; F, 5.65. NMR (CDC13) D: 2.51 (3H, s), 4.04 (2H, s), 6.16 (1H, d, J = 3.6 Hz), 6.43 (1H, s), 6.86 (1H, s), 7.02 (2H, t, J = 8.4 Hz), 7.18-7.24 (3H, m). 1- [5- (4-Fluorobenzyl) furan-2-yl] -3-hydroxy-3- (3-methylisoxozol-3-yl) -propenyone (Compound No. 1-108) m.p .: 106-107 ° C. Recrystallized from isopropanol. Elemental analysis for C? 8Hi4FN04 Calculated (%): C, 66.05; H, 4.31; N, 4.28; F, 5.80 Found (%): C, 66.09; H, 4.18; N, 4.53; F, 5.57. NMR (CDC13) D: 2.39 (3H, s), 4.06 (2H, s), 6.19 (1H, d, J = 3.3 Hz), 6.72 (1H, d, J = 3.3 Hz), 6.73 (11., S ), 7.03 (2H, t, J = 8.7 Hz), 7.21-7.26 (2H, m). 1- [5- (4-fluorobenzyl) furan-2-yl] -3-hydroxy-3- (5-methyl- [1,3,] -oxadiazol-2-yl) -propenone (Compound No. I-109 ) mp: 147-149 ° C. Recrystallized from isopropyl ether Elemental analysis for Ci7H? 3FN204 0.2 H20 Calculated (%): C, 61.52; H, 4.07; N, 8.44; F, 5.72 Found (%): C, 61.66; H, 3.94; N, 8.70; F, 5.55.
NMR (CDC13) D: 2.67 (3H, s), 4.05 (2H, s), 6.21 (1H, d, J = 3.6 Hz), 7.00-7.20 (3H, m), 7.35-7.70 (3H, m). 1- [5- (4-fluorobenzyl) furan-2-yl] -3- [5- (4-fluorobenzyl) - [1,3,4] -oxadiazol-2-yl] -3-hydroxy-propenyone (Compound No. 1-110) mp: 88-90 ° C. Recrystallized from isopropyl ether Elemental analysis for C23H? GF2N20 0.2 H20 Calculated (%): C, 64.85; H, 3.88; N, 6.58; F, 8.92 Found (%): C, 64.89; H, 3.80; N, 6.79; F, 8.81. NMR (CDC13) D: 4.05 (2H, s), 4.28 (2H, s), 6.20 (1H, d, J = 3.6 Hz), 7.0-7.09 (5H, m), 7.18-7.36 (5H, m). 1- [5- (4-Fluorobenzyl) furan-2-yl] -3-hydroxy-3- (pyrazin-2-yl) -propenone (Compound No. 1-111) m.p.:127-129 ° C. Recrystallized from ethyl acetate. Elemental analysis for C 18 H 13 FN 2 O 3 Calculated (%): C, 66.66; H, 4.04; N, 8.64; F, 5.86 Found (%): C, 66.73; H, 4.05; N, 8.63; F, 5.61. NMR (CDC13) D: 4.07 (2H, s), 6.18 (1H, d, J = 3.4 Hz), 7.03 (2H, t, J = 8.8 Hz), 7.20-7.30 (4H, m), 8.65-8.75 ( 2H, m), 9.25 (1H, s). 1- [5- (4-fluorobenzyl) furan-2-yl] -3-hydroxy-3- (5-propyl-1 H, 1, 2,4-triazol-3-yl) -propenone (Compound No. I- 112) mp: 167-168 ° C. Recrystallized from ethyl acetate-ether Elemental analysis for C? 9H? 8FN303 Calculated (%): C, 64.22; H, 5.11; N, 11.82; F, 5.35 Found (%): C, 64.05; H, 5.07; N, 11.80; F, 5.13 NMR (d6-DMSO) D: 0.92 (3H, t, J = 7.5 Hz), 1.60-1.80 (2H, m), 2.73 (2H, q, J = 7.5 Hz), 4.15 (2H, s) , 6.45 (1H, d, J = 3.6 Hz), 6.88 (1H, s), 7.17 (2H, t, J = 9.3 Hz), 7.25-7. 0 (2H, m), 7.49 (1H, d, J = 3.6 Hz). 1- [5- (4-fluorobenzyl) furan-2-yl] -3-hydroxy-3-phenyl-propenyone (Compound No. 1-113) m.p.:70-72 ° C. Recrystallized from hexane-ethyl acetate Elemental analysis for C20H15FO3 Calculated (%): C, 74.52; H, 4.69; F, 5.89 Found (%): C, 74.30; H, 4.66; F, 5.81 NMR (CDC13) D: 4.06 (2H, s), 6.16 (1H, d, J = 3.3 Hz), 6.67 (1H, s), 7.03 (2H, t, J = 8.4 Hz), 7.16-7.28 (3H, m), 7.42-7.58 (3H, m), 7.90-7.98 (2H, m). 1- (6-carboxypyridin-2-yl) -1- [5- (4-flurobenzyl) -furan-2-yl] -3-hydroxy-3-propenyone (Compound No. 1-114) mp: 135-137 ° C. Recrystallized from ethyl acetate Elemental analysis for C20H1.FNO5 Calculated (%): C, 65.40; H, 3.84; N, 3.81; F, 5.17 Found (%): C, 65.13; H, 3.80; N, 3.93; F, 5.09 NMR (CDC13) D: 4.10 (2H, s), 6.21 (1H, d, J = 3.6 Hz), 7.05 (2H, d, J = 8.7 Hz), 7.21-7.30 (4H, m), 8.15 (1H, t, J = 7.8 Hz), 8.36-8.40 (2H, m). 1- (6-ethoxycarbonylpyridin-2-yl) -1- [5- (4-fluorobenzyl) furan-2-yl] -3-hydroxy-propenyone (Compound No. 1-115) m.p .: 83-84 ° C. Recrystallized from ether-hexane Elemental analysis for C 22 H 18 NO 5 Calculated (%): C, 65.83; H, 4.59; N, 3.54; F, 4.81 Found (%): C, 66.72; H, 4.50; N, 3.69; F, 4.73 NMR (CDC13) D: 1.48 (3H, t, J = 7.2 Hz), 4.07 (2H, s), 4.51 (2H, d, J = 7.2 Hz), 6.17 (1H, d, J = 3.6 Hz ), 7.03 (2H, t, J = 8.4 Hz), 7.20-7.30 (3H, m), 7.40 (1H, s), 8.00 (1H, t, J = 7.5 Hz), 8.18-8.28 (2H,). 1- [5- (4-Fluorobenzyl) furan-2-yl] -3-hydroxy-3- (isoquinolin-3-yl) -propenyone (Compound No. 1-116) mp .: 154-156 ° C. Recrystallized from ethyl acetate Elemental analysis for C23H? 6FN03 0.1 H20 Calculated (%): C, 73.63; H, 4.35; N, 3.73; F, 5.06 Found (%): C, 73.38; H, 4.32; N, 3.80; F, 5.11 NMR (CDC13) D: 4.08 (2H, s), 6.16 (1H, d, J = 3.6 Hz), 7.03 (2H, t, J = 9.0 Hz), 7.20-7.30 (3H, m), 7.44 (1H, s), 7.70-7.82 (2H, m), 7.95-8.15 (2H, m), 8.52 (1H, s), 9.29 (1H, s). 1- [5- (4-Fluorobenzyl) furan-2-yl] -3-hydroxy-3- (6-methylpyridin-2-yl) -propenone (Compound No. 1-117) m.p.:67-69 ° C. Recrystallized from isopropyl ether Elemental analysis for C2oH_gFN? 3 Calculated (%): C, 71.21; H, 4.78; N, 4.15; F, 5.63 Found (%): C, 70.93; H, 4.75; N, 4.24; F, 5.41 NMR (CDC13) D: 2.65 (3H, s), 4.07 (2H, s), 6.14 (1H, d, J = 3.6 Hz), 7.03 (2H, t, J = 8.8 Hz), 7.20-7.32 (5H, m), 7.72 (1H, t, J = 8.0 Hz), 7.84-7.92 (lH, m). 3- (1-Benzenesulfonylpyrrol-2-yl) -1- [5- (4-fluorobenzyl) furan-2-yl] -3-hydroxy-propenyone (Compound No. 1-118) m.p.: 97-98 ° C. Recrystallized from ether Elemental analysis for C2.H18FNO5S Calculated (%): C, 63.85; H, 4.02; N, 3.10; F, 4.21; S, 7.10 Found (%): C, 63.76; H, 4.17; N, 3.15; F, 4.12; S, 7.04 NMR (CDC13) O: 4.00 (2H, s), 6.12 (1H, d, J = 3.6 Hz), 6.30-6.40 (2H, m), 6.95-7.08 (4H, m), 7.10-7.20 ( 2H, m), 7.45-7.65 (3H, m), 7.75-7.85 (1H, m), 7.95-8.05 (2H, m). 1- [5- (4-Fluorobenzyl) furan-2-yl] -3-hydroxy-3- (1-methylpyrrol-2-yl) -propenyone (Compound No. 1-119) m.p.:75-76 ° C. Recrystallized from isopropyl ether Elemental analysis for C? GH? FN? 3 Calculated (%): C, 70.14; H, 4.96; N, 4.31; F, 5.84 Found (%): C, 69.94; H, 4.95; N, 4.25; F, 5.67 NMR (CDC13) D: 4.00 (3H, s), 4.03 (2H, s), 4.21 (2H, s), 6.08-6.20 (2H, m), 6.80-6.85 (1H, m), 6.95- 7.05 (4H, m), 7.05-7.35 (2H, m), keto form.
Example 120 Compound No. 1-120 1- [5- (4-Fluorobenzyl) furan-2-yl] -3-hydroxy-3- (pyrrol-2-yl) propenone (Compound No. 1-120) (1) To the acid 5- (4-fluorobenzyl) -2-furancarboxylic acid (450 mg, 2 mmol) were added thionyl chloride (1 ml, 13.7 mmol) and DMF (0.025 ml). The mixture was stirred for 30 minutes at room temperature. The amount of the excess thionyl chloride was evaporated. The precipitated residue was washed with n-hexane to give crude (5- (4-fluorobenzyl) -2-furancarboxylic acid chloride (480 mg), NMR (CDCl 3) & 4.03 (2H, s), 6.20 (1H, d, J = 3.6Hz), 7.03 (2H, t, J = 8.7 Hz), 7.19-7.24 (2H, m), 7.42 (1H, d, J = 3.6Hz). (2) To a solution of 2- acetylpyrrole (1.09 g, 10 mmol in 15 ml of THF) a solution of di-tert-butyl dicarbonate (2.58 g, 12 mmol) in 5 ml of THF was added dropwise at the temperature of the ice bath. a crystal of 4-dimethylaminopyridine (122 mg, 1 mmol) was added to the reaction mixture.The reaction mixture was stirred at room temperature for 30 minutes.The reaction solvent was evaporated, mixed with ice-water, extracted with ethyl acetate, washed with water and dried The solvent was evaporated to give 2.1 g of 2-acetyl-1-tert-butylcarbonylpyrrole as a pale yellow oil.NMR (CDCl3 & 1.58 (9H, s), 2.45 (3H, s), 6.17 (1H, t, J = 3.0Hz), 6.85-6.89 (1H, m), 7.30-7.34 (1H, m). (3) To a solution of 2-acetyl-l-tert-butylcarbonylpyrrole (313.7 mg, 1.5 mmol) in 10 mL of THF was added dropwise to -65g .., a solution of lithium bistrimethylsilylamide in THF (IM solution). , 2 ml, 2 mmol). Subsequently, the reaction mixture was gradually warmed to 0., and cooled to less than 70. again and mixed dropwise with a solution of 5- (4-fluorobenzyl) -furancarboxylic acid chloride (358 mg, 1.5 mmol ) in 5 ml of THF. The reaction mixture was gradually warmed to room temperature and stirred for 30 minutes. The reaction solution was poured into an excess amount of aqueous ammonium chloride solution, extracted with ethyl acetate, washed with brine and dried. The solvent was evaporated. To the yellow oil obtained, 2 ml of trifluoroacetic acid was added and stirred for 30 minutes at room temperature. The trifluoroacetic acid was evaporated under reduced pressure. The residue was extracted with ethyl acetate, washed with aqueous sodium hydrogen carbonate, washed with brine and dried. The solvent was evaporated. The residue obtained was recrystallized from n-hexane-isopropyl ether to give 200 mg of the title compound as a yellow crystal. Performance 43%. Melting point: 96-98. Recrystallized from hexane-isopropyl ether Elemental analysis for C? 8H? FNO30.1H20 Calculated (%): C, 69.05; H, 4.57; N, 4.47; F, 6.07. Found (%): C, 68.91; H, 4.51; N, 4.53; F, 5.71 NMR (CDCl3) _ 4.04 (2H, s), 6.12 (1H, m), 6.25-6.35 (1H, m), 6.39 (1H, s), 6.95-7.10 (4H, m), 7.15-7.30 (3H, m), 9.10-9.25 (1H, s, broad). 1- [5- (4-fluorobenzyl) furan-2-yl] -3-hydroxy-3- (pyridin-3-yl) -propenone (Compound No. 1-121) M.p .: 53-54. Recrystallized from isopropyl ether.
Elemental analysis for C19H14FNO3 0.1H2O Calculated. (%): C, 70.19; H, 4.40; N, 4.31; F, 5.84. Found (%): C, 70.25; H, 4.30; N, 4.44; F, 5.72. NMR (CDCl 3) & : 4.07 (2H, s), 6.19 (1H, d, J = 3.6Hz), 6.68 (1H, s), 7.04 (2H, t, J = 8.4HZ), 7.20-7.30 (3H, m), 7.38- 7.50 (1H, m), 8.22 (1H, d, J = 8.4Hz), 8.65-8.82 (1H, s, broad), 9.05-9.20 (2H, s, broad). 1- [5- (4-Fluorobenzyl) furan-2-yl] -3-hydroxy-3-3 (pyridin-4-yl) -propenone (Compound No. 1-122) M.p .: 90-92. Recrystallized from isopropyl ether Elemental analysis for C? 9H14FN03 0.1H20 Calculated. (%): C, 70.19; H, 4.40; N, 4.31; F, 5.84. Found (%): C, 70.07; H, 4.33; N, 4.47; F, 5.74.
NMR (CDCl 3) & 4.07 (2H, s), 6.20 (1H, d, J = 3.6Hz), 6.70 (1H, s), 7.04 (2H, t, J = 8.4Hz), 7.20-7-28 (3H, m), 7.75 (2H, d, J = 5.7Hz), 8.70-8.90 (2H, s, broad). 1- [5- (4-Fluorobenzyl) furan-2-yl] -3-hydroxy-3- (5-methoxycarbonylpyridin-2-yl) -propenone (Compound No. I-123) M.p .: 147-150. Recrystallized from isopropyl ether. Elemental analysis for C2? H? 6FN? 5 0.5H20 Calculated (%): C, 64.61; H, 4.39; N, 3.59; F, 4.87. Found (%): C, 64.85; H, 4.19; N, 3.93; F, 4.60. NMR (CDCl 3) & 3.99 (3H, s), 4.07 (2H, s), 6.17 (1H, d, J = 3.6Hz), 7.03 (2H, t, J = 9.0Hz), 7.20-7.30 (3H , m), 7.35 (1H, s), 8.15 (1H, d, J = 8.4Hz), 8.43 (1H, dd, J = 8.4, 2.1Hz), 9.26 (1H, s, broad). 3- (5-carboxypyridin-2-yl) -1- [5- (4-fluorobenzyl) furan-2-yl] -3-hydroxy-propenyone (Compound No. 1-124) P.f .: 196-198. Recrystallized from isopropyl ether. Elemental analysis for C20H14FNO5 0.2H2O Calculated. (%): C, 64.76; H, 3.91; N, 3.78; F, 5.12. Found. (%): C, 64.95; H, 3.73; N, 3.93; F, 4.99.
NMR (CDCl 3) & : 4.08 (2H, s), 6.18 (1H, d, J = 3.6Hz), 7.03 (2H, t, J = 9.0Hz), 7.20-7.32 (3H, m), 7.37 (1H, s), 8.20 ( 1H, d, J = 8.4Hz), 8.51 (1H, dd, J = 8.4, 1.8Hz), 9.34 (1H, s, broad). 1- [5- (4-fluorobenzyl) furan-2-yl] -3-hydroxy-3- (4-methoxycarbonylpyridin-2-yl) -propenone (Compound No. I-125) P. f. : 109-110. Recrystallized from isopropyl ether Elemental analysis for C2? H? GFN05 Calculated. (%): C, 66.14; H, 4.23; N, 3.67; F, 4.98. Found. (%): C, 66.07; H, 4.22; N, 3.75; F, 5.00. NMR (CDCl 3) & : 4.00 (3H, s), 4.06 (2H, s), 6.16 (1H, d, J = 3.3Hz), 7.03 (2H, t, J = 8.4Hz), 7.20-7.28 (3H, m), 7.31 ( 1H, s), 7.97 (1H, dd, J = 4.8, 1.5Hz), 8.61 (1H, s, broad), 8.85 (1H, d, J = 4.8Hz). 3- (4-carboxypyridin-2-yl) -1- [5- (4-fluorobenzyl) furan-2-yl] -3-hydroxy-propenyone (Compound No. 1-126) Elemental analysis for C20H14FNO5 Pf: 208- 210 ° C. Recrystallized from isopropyl ether. Calculated. (%): C, 65.40; H, 3.84; N, 3.81; F, 5.17. Found. (%): C, 65.14; H, 3.79; N, 3.90; F, 4.95.
CCDCI NMR3) & 4.09 (2H, s), 6.25 (1H, d, J = 3.6Hz), 7.03 (2H, t, J = 8.4Hz), 7.21-7.32 (3H, m), 7.65 (1H, s), 7.96- 8.02 (1H, m), 8.56 (1H, s, broad), 8.85 (1H, d, J = 5.1Hz). 1- [5- (4-f luorobenzyl) furan-2-yl] -3-hydroxy-3- (pyridin-2-yl) -propenone (Compound No. 1-127) P. f. : 77-80 ° C. Recrystallized from ethyl acetate-chloroform. Elemental analysis for C? 8H? 3FN03 0.2H2O 0.2C4H8O2 0.03CHC13 Calculated. (%) C, 64.78; H, 4.34; N, 8.02; F, 5.44. Found. (%) C, 65.04; H ,. 4.04; N, 7.77; F, 5.56. NMR (CDCl) & 4.07 (2H, s), 6.18 (1H, d, J = 3.2Hz), 7.03 (2H, t, J = 8.8Hz), 7.18-7.22 (3H, m), 7.39 (lH, s), 7.39 (1H , t, J = 4.8Hz), 8.92 (2H, d, J = 4.8Hz). 3- (3-carboxypyridin-2-yl) -1- [5- (4-fluorobenzyl) furan-2-yl] -3-hydroxy-propenyone (Compound No. 1-128. Fp: 127-130 ° C. Recrystallized from ethyl acetate Elemental analysis for C20H14FNO5 0.2H2O Calculated .: (%) C, 64.76; H, 3.91; N, 3.78; F, 5.12, Found. (%) C, 65.56; H, 3.71; N 3.88, F, 5.02.
NMR (CDCl 3) & 3.99 (2H, s), 6.15 (1H, s), 6.92-7.06 (2H, m), 7.10-7.26 (3H, m), 7.60 (1H, m), 7.90-8.04 ( 1H, m), 8.64-8.70 (1H, m). 1- [5- (4-Fluorobenzyl) furan-2-yl] -3-hydroxy-3- (5-trifluoromethyl] -lH-1, 2,4-triazol-3-yl) -propenone. (Compound No. 1-129 Fp: 154-155 ° C.) Recrystallized from hexane-isopropyl ether Elemental analysis for C 17 H 11 F 4 N 3 O 3 Calculated (%): C, 53.55; H, 2.91; N, 11.02; F, 19.93. Found (%): C, 53.88; H, 3.00; N, 10.72; F, 19.69, NMR (d6-DMSO) & 4.16 (2H, s), 6.51 (1H, d, J = 3.6Hz), 6.96 (1H, s), 7.18 (2H, t, J = 8.7Hz), 7.26-7.40 (2H, m), 7.69 (1H, d, J = 3.6Hz). 1- [5- (4-Fluorobenzyl) furan-2-yl] -3-hydroxy-3- (5-methyloxasol-2-yl) -propenyone (Compound No. 1-130). F.p .: 87-88 ° C. Recrystallized from isopropyl ether. Elemental analysis for C18H14F O4 0.2H2O Calculated. (%): C, 65.33; H, 4.39; N, 4.39; F, 5.74.Find. (%): C, 65.14; H, 4.20; N, 4.34; F, 5.42. NMR (CDCl 3) & 2.45 (3H, s), 4.04 (2H, s), 6.17 (1H, d, J = 3.6Hz), 6.91 (1H, s), 6.99 (1H, s), 7.02 (2H) , t, J = 8.4Hz), 7.18-7.25 (3H, m). 3- (5-chloro-lH-l, 2,4-triazol-3-yl) -1- [5- (4-fluorobenzyl) furan-2-yl] -3-hydroxy-propenyone (Compound No. 1- 131) Pf: 129-130 ° C. Recrystallized from ethyl acetate-hexane. Elemental analysis for C? 6H? 1ClFN303 0.17C6H? 4 Calculated. (%): C, 56.39; H, 3.71; N, 11.60; Cl, 9.79; F, 5.25. Found. (%): C, 56.19; H, 3.37; N, 11.38; Cl, 8.84; F, . 30. NMR (dg-DMSO) & 4.15 (2H, s), 6.50 (1H, d, J = 3.6Hz), 6.89 (1H, s), 7.17 (2H, t, J = 8.7Hz), 7.40 -7.60 (2H,), 7.63 (1H, d, J = 3.6Hz). 1- [5- (4-f-luorobenzyl) furan-2-yl] -3-hydroxy-3- ([1, 3, 4] thiadiazol-2-yl) -propenone (Compound No. 1-132) Elemental Analysis for C? 6H ?? FN203S 0.2C6H? 2O 0.05CHC13 0.2H2O Calculated. (%): C, 57.56; H, 3.88; N, 7.78; F, 5.28; S, 8.91. Found (%): C, 57.54; H, 3.46; N, 7.44; F, 5.68; S, 8.53. NMR (CDCl 3) & 4.06 (2H, s), 6.21 (1H, d, J = 3.3Hz), 7.03 (2H, t, J = 8.7Hz), 7.15-7.325 (4H, m), 9.31 (1H , s).
Example 133 - 139 ^ (i: (2; (3) RB = Comp. No. 1-133 RB = H Comp. No. 1-134 Rc Comp. No. 1-135 N- R.BB = To Comp. No. 1-136 RB = Comp. No. 1-137 RB = Comp. No. I-13Í RB = Comp. No. 1-139 4- [5- (4-Fluorobenzyl) furan-2-yl] -2-hydroxy-4-oxo-2-butenoic acid cyclopropylamide (Compound No. 1-133) (1) A solution of 2-acetyl-5 - (4-fluorobenzyl) furan (10 g, 46 mmol) and the ethyl ester of trimethylsilylacetic acid (10.9 g, 68 mmol) in 30 ml of anhydrous THF was cooled to -20 ° C. To one solution 0.2 was added. gr. of anhydrous tetrabutylammonium fluoride. The reaction mixture was gradually warmed to room temperature and stirred for 15 minutes at 50 ° C. The THF was evaporated under reduced pressure. The residue was distilled under reduced pressure. The fraction which showed a boiling point of 130 ° C. (0.5 mmHg) was collected to give the: [1- [5- (4-fluorobenzyl) furan-2-yl] vinyloxy] -trimethylsilane (11.7 g). 88% yield. (2) To a solution of the compound obtained above (9.0 g, 31 mmol) in 45 ml. of anhydrous ether was added dropwise at a temperature of the ice bath, oxalyl chloride (2.0 g, 16 mmol). The reaction mixture was stirred for 30 minutes at room temperature. The precipitated crystal was collected by filtration and washed with anhydrous ether-hexane (1: 1, v / v) to give the 5 '- (4-fluorobenzyl) - [2,2'] bifranyl-4,5-dione ( 1.8 g).
Performance 21%. P.f .: 113-114 ° C. (decomposition) Elemental analysis for C15H9FO4 0.2H2O Calculated. (%): C, 65.32; H, 3.44; F, 6.89. Found. (%): C, 65.23; H, 3.47; F, 6.85. NMR (dgDMSO) & 4.10 (2H, s), 6.17 (1H, s) 6.33 (1H, d, J = 3.6Hz), 7.02-7.25 (4H, m), 7.34 (1H, d, J = 3.6Hz). (3) To a solution of the above-obtained compound (100 mg, 0.37 mmol) in 2 ml of anhydrous THF was added at a temperature of the ice bath cyclopropylamine (63 mg, 1.1 mmol). The reaction mixture was stirred for 15 minutes at room temperature. The THF was evaporated. The residue was dissolved in acetone and treated with activated charcoal. The solution was filtered and concentrated. The obtained crystal was washed with isopropyl ether to give 71 mg of the title compound. Performance 59%.
P.f .: 116-117 ° C. Elementary analysis for C_8H_gFN04 Calculated. (%): C, 65.65; H, 4.90; N, 4.25; F, 5.77. Found (%): C, 65.27; H, 4.84; N, 4.35; f, 5.74. NMR (dg-DMSO) & 0.59-0.70 (4H, m), 2.81 (1H, m), 4.14 (2H, s), 6.48 (1H, d, J = 3.6Hz), 6.74 (1H, s) , 7.13-7.36 (4H, m), 7.60 (1H, d, J = 3.6Hz), 8.79 (1H, d, J = 5.4Hz).
The following compounds were prepared according to the preparation of the compound of Example 133. 4- [5- (4-Fluorobenzyl) furan-2-yl] -2-hydroxy-4-oxo-2-butenoic acid amide (compound No. 1-134). P.f: 113-115 ° C. Recrystallized from isopropyl ether Elemental analysis for C? 5H12FN? 4 Calculated. (%): C, 62.28; H, 4.18; N, 4.84; F, 6.57 Found (%): C, 62.02; H, 4.14; N, 4.96; F, 6.33. NMR (dgDMSO) & 4.13 (2H, s), 6.47 (1H, d, J = 3.6Hz), 6.75 (lH, s), 7.13-7.35 (4H, m), 7.57 (1H, d, J = 3.6Hz), 7.91 (1H, s), 8.08 (1H, s) Pyridin-2-yl-amide-4- [5- (4-fluorobenzyl) furan-2-yl] -2-hydroxy-4-oxo- 2-butenoic (Compound No.1-135). F.p .: > 250 ° C. Recrystallized from ether Elemental analysis for C2oH? 5FN04 Calculated. (%): C, 65.57; H, 4.13; N, 7.65; F, 5.19. Found (%): C, 65.30; H, 3.88; N, 7.72; F, 5.26. NMR (dgDMSO) & 3.96 (2H, s), 6.27 (1H, d, J = 3.6Hz), 6.59-6.55 (1H, m), 7.08-7.56 (8H, m), 7.90-8.27 (2H, m).
Thiazol-2-yl-amide-4- [5- (4-fluorobenzyl) furan-2-yl] -2-hydroxy-4-oxo-2-butenoic acid (Compound No. 1-136) mp: 198 ° C. (decomposition), Recrystallized from ether. Elemental analysis for C? 8Hi3FN204S Calculated. (%): C, 58.06; H, 3.52; N, 7.52; F, 5.10; S, 8.61. Found (%): C, 58.12; H, 3.45; N, 7.49; F, 4.98; S, 8.63. NMR (dDMSO) & 4.15 (2H, s), 6.52 (1H, d, J = 3.6Hz), 6.97 (1H, s), 7.15-7.38 (5H, m), 7.60 (1H, d, J = 3.6Hz), 7.68 (1H, d, J = 3.6Hz). 4- [5- (4-Fluorobenzyl) furan-2-yl] -2-hydroxy-4-oxo-2-butenoic acid phenylamide (Compound No. 1-137) P.f .: 132.134 ° C. Recrystallized from isopropyl ether. Elemental analysis for C2iH? FN04 Calculated. (%) C, 69.04; H, 4.41; N, 3.83; F, 5.20. Found (%) C, 68.92; H, 4.34; N, 3.91; F, 5.03. NMR (dgDMSO) & 4.16 (2H, s), 6.52 (1H, d, J = 3.6Hz), 6.90 (1H, s), 7.15-7.39 (7H, m), 7.66 (1H, d, J = 3.6Hz). 7.77-7.83 (2H, m), 10.6 (1H, s). 4- (5- (4-Fluorobenzyl) furan-2-yl] -2-hydroxy-4-oxo-2-butenoic acid (1 H-1,2,4-triazol-3-yl) amide (Compound No. 1-138) F.p: 250 ° C. (decomposition), Recrystallized from methanol-chloroform. Elemental analysis for C17H13FN4O4 Calculated. (%): C, 57.30; H, 3.68; N, 15.72; F, 5.33. Found (%): C, 57.32; H, 3.57; N, 15.72; F, 5.18. NMR (dg-DMSO) & 4.15 (2H, s), 6.51 (1H, d, J = 3.6Hz), 6.89 (1H, s), 7.13-7.37 (4H, m), 7.68 (1H, d, J = 3.6Hz), 8.50 (1H, s, broad), 10.9 (1H, s, broad), 13.7 (1H, s, broad) Acid-4- [5- (4-fluorobenzyl) furan-2-yl] -2-hydroxy-4- oxo-2-butenoic ([1, 3, 4] thiadiazol-2-yl) amide (Compound No. 1-139) Mp: 199-201 ° C. (decomposition), Recrystallized from ether. Elemental analysis for C17H12FN3O4S Calculated. (%): C, 54.69; H, 3.24; N, 11.25; F, 5.09; S, 8.59. Found (%): C, 54.37; H, 3.17; N, 11.08; F, 4.83; S, 8.43. NMR (dg-DMSO) & 4.16 (2H, s), 6.53 (1H, d, J = 3.3Hz), 6.99 (1H, s), 7.12-7.37 (4H, m), 7.71 (1H, d, J = 3.3Hz), 9.30 (1H, s), 13.3 (1H, s, broad): Preparation of a compound where heteroaryl (A1) is thienyl (compound No. 1-140).
Example 140 1- [5- (4-Fluorobenzyl) thiophen-2-yl] -3-hydroxy-3- (1 H-1,2,4-triazol-3-yl) -propenyone (Compound No. I-.140 ) F.p: 185-187 ° C. Recrystallized from ethyl acetate. Elemental analysis for C_gH? 2FN302S 0.3 H20 Calculated. (%): C, 57.41; H, 3.79; N, 12.55; F, 5.68; S, 9.58.
Found (%): C, 57.58; H, 3.82; N, 12.77; F, 5.49; S, 9. 31. NMR (dg-DMSO) & 4.25 (2H, s), 7.04-7.40 (6H, m), 7.98 (1H, d, J = 3.8Hz), 8.77 (1H, s, broad). 13.8 (1H, s, broad).
Preparation of the compound wherein heteroaryl (A1) is imidazolyl (Compound No. 1-141-145) Example 141-145 1- [1 H- (1-Benzyl-2-methoxymethyl) imidazol-4-yl] -3-hydroxy-3- (2H-tetrazol-5-yl) -propenyone (Compound No. I-141) Mp: 179-181 ° C. Recrystallized from ethyl acetate-isopropyl ether. Elemental analysis for C? GH? 6N03 Calculated. (%): C, 56.47; H, 4.74; N, 24.69. Found (%): C, 56.44; H, 4.82; N, 24.71. NMR (dg-DMSO) & 3.27 (3H, s), 4.53 (2H, s), 5.34 (2H, s), 7. 18 (1H, s), 7.29-7.41 (5H, m), 8.24 (1H, s).
Hydrogenated 3-hydroxy-l- [1H- (2-methoxymethyl) imidazol-4-yl] -3- (2H-tetrazol-5-yl) -propenone hydrate (Compound No. 1-142) Pf: 135- 140 ° C. Recrystallized from methanol-ethyl acetate.
Elemental analysis for C9H? 0N6O31.85 HCl 2.5 H20 Calculated. (%): C, 29.80; H, 4.68; N, 23.17; Cl, 18.08. Found (%): C, 30.33; H, 4.82; N, 22.85; Cl, 18.08. NMR (dg-DMSO) & : 3.35 (3H, s), 4.60 (2H, s), 7.24 (1H, s), 8.37 (1H, s). 1- (1 H-1-benzylimidazol-4-yl) -3-hydroxy-3- (2H-tetrazol-5-yl) -propenyone (Compound No. 1-143). Mp: 205 ° C. (decomposition), Recrystallized from ethyl acetate-isopropyl ether. Elemental analysis for CiH? 2N602 0.3 H20 Calculated. (%): C, 55.74; H, 4.21; N, 27.86. Found (%): C, 55.89; H, 4.37; N, 27.50. NMR (dg-DMSO) & 5.33 (2H, s), 7.14 (1H, s), 7.38 (5H, m), 8.15 (1H, s), 8.26 (1H, s). 1- [1 H- (1-benzyl-2-phenoxymethyl) imidazol-4-yl] -3-hydroxy-3- (2H-tetrazol-5-yl) -propenyone (Compound No. I-144) 'Pf: 177 -178 ° C. Recrystallized from ethyl acetate. Elemental analysis for C2? H? 8N603 Calculated. (%): C, 62.68; H, 4.51; N, 20.88. Found (%): C, 62.87; H, 4.70; N, 20.60.
NMR (dg-DMSO) & 5.22 (2H, s), 5.40 (2H, s), 6.95-7.34 (10H, m), 8.31 (1H, s). 1- [2- (4-Fluorobenzyl) -lH-imidazol-4-yl] -3-hydroxy-3- (lH-1, 2,4-triazol-3-yl) -propenone hydrate hydrochloride (Compound No. 1-145) Pf: 200-203 ° C. Recrystallized from ethyl acetate-ethanol Elemental analysis for C? 5H? 2FN502 1.85 HCl H20 0.2 C4H802 Calculated. (%): C, 45.58; H, 4.22; N, 16.82; Cl, 15.75; F, 4. 56. Found (%): C, 45.62; H, 4.10; N, 16.95; Cl, 15.84, F, 4. 48. NMR (dg-DMSO) & 4.40 (2H, s), 7.18 (1H, s), 7.10-7.20 (2H, m), 7.36-7.43 (2H, m), 8.40 (1H, s), 8.69 (1H, s).
Preparation of a compound wherein heteroaryl (A1) is pyrazolyl (Compound No. 1-146-147) Example 146-147 1- [2H-2- (4-Fluorobenzyl) pyrazol-3-yl] -3-hydroxy-3- (2H-tetrazol-5-yl) -propenone (Compound No. 1-146) Pf: 195-197 ° C. Recrystallized from ether. Elemental analysis for C14H ?? FNg0 Calculated. (%): C, 53.50; H, 3.53; N, 26.74; F, 6.04.
Found (%): C, 53.65; H, 3.53; N, 26.71; F, 5.92. NMR (dg-DMSO) & 5.79 (2H, s), 7.12-7.26 (5H, m) 7.47 (1H, d, J = 2.1Hz), 7.74 (1H, d, J = 2.1Hz). 1- [1 H -1- (4-fluorobenzyl) pyrazol-4-yl] -3-hydroxy-3- (1 H-1,2,4-triazol-3-yl) -propenyone (Compound No. 1-147) Mp: 203-206 ° C. Recrystallized from ethyl acetate. Elemental analysis for C15H12FN5O2 Calculated. (%): C, 57.51; H, 3.86; N, 22.35; F, 6.06. Found (%): C, 57.10; H, 3.89; N, 22.23; F, 5.79. NMR (dg-DMSO) & amp; 5.39 (2H, s), 6.92 (1H, s), 7.17-7.41 (4H, m), 8.14 (1H, s), 8.66 (1H, s, broad), 8.76 ( 1H, s), 14.3 (1H, s, broad).
Preparation of a compound wherein heteroaryl (A1) is pyridyl (Compound No. 1-148) EXAMPLE 148 l- [6- (4-Fluorobenzyl) pyridin-2-yl] -3-hydroxy-3- (1H-1, 2,4-triazol-3-yl) -propenyone (Compound No. 1-148) Mp: 155-159 ° C. Recrystallized from ethyl acetate-ether Elemental analysis for C17H13FN402 0. 4 H20 Calculated (%): C, 61. 59; H, 4 twenty; N, 16 90; F, 5 73 Found (%): C, 61.86; H, 4.11; N, 16.97; F, 5.45. NMR (dg-DMSO) & 4.23 (2H, s), 7.15 (1H, s), 7.00-7.98 (7H, m), 8.90 (1H, s, broad).
Preparation of a compound where heteroaryl (A1) is thiazolyl (Compound No. 1-149) EXAMPLE 149 1- [5- (4-Fluorobenzyl) thiazol-2-yl] -3-hydroxy-3- (1 H-1,2,4-triazol-3-yl) -propenyone (Compound No. 1-149) P.f: 184-188 ° C. Recrystallized from ethyl acetate-ether Elemental analysis for C? 5H ?? FN402S 0.75 H20 0.1 C4H802 Calculated. (%): C, 52.45; H, 3.80; N, 15.89; F, 5.39; S, 9.09. Found (%): C, 52.24; H, 3.34; N, 15.66; F, 5.33; S, 9. 03. NMR (dg-DMSO) & 4.33 (2H, s), 7.14-7.40 (5H, m), 8.00 (1H, s), 8.76 (1H, s, broad), 14.7 (1H, s, broad) ).
Preparation of a compound wherein heteroaryl (A1) is oxazolyl (Compound No. 1-150-152) Example 150-152 1- [2- (4-Fluorobenzyl) oxazol-5-yl] -3-hydroxy-3- (1 H-1,2,4-triazol-3-yl) -propenyone (Compound No. 1- 150) P.f: 200-203 ° C. Recrystallized from ethyl acetate. Elemental analysis for C15H11FN4O3 0. 1 H20 Calculated. (%): C, 57. 00; H, 3. 57; N, 17 73; F, 6 01. Found (%): C, 56.74; H, 3.51; N, 17.66; F, 5.82. NMR (dg-DMSO) & : 4.31 (2H, s), 6.96 (1H, s), 7.14-7.42 (4H, m), 8.20 (1H, s), 8.78 (1H, s, broad). 1- [2- (4-Fluorobenzyl) oxazol-5-yl] -3-hydroxy-3- (pyridin-2-yl) -propenone (Compound No. 1-151) M.p .: 108-109 ° C. Recrystallized from ethyl acetate-isopropyl ether. Elemental analysis for C? 8Hi3FN20 Calculated. (%): C, 66.66; H, 4.04; N, 8.64; F, 5.86. Found (%): C, 66.64; H, 3.96; N, 8.66; F, 5.59. NMR (CDCl 3) & 4.19 (2H, s), 7.02-7.07 (2H, m), 7.26-7.34 (3H, m), 7.45-7.48 (1H, m), 7.80 (1H, s), 7.86- 7.91 (1H, m), 8.12 (1H, 'd, J = 7.8Hz), 8.72 (1H, d, J = 4.5Hz). 1- [2- (4-fluorobenzyl) oxazol-5-yl] -3-hydroxy-3- (pyrimidin-2-yl) -propenyone (Compound No. 1-152) M.p .: 97-100 ° C. Recrystallized from ethyl acetate-isopropyl ether.
Elemental analysis for C? 7H_2FN303 0.4H2O Calculated. (%): C, 61.41; H, 3.88; N, 12.64; F, 5.71. Found (%): C, 61.76; H, 3.58; N, 12.21; F, 5.84. NMR (dg-DMSO) & 4.28 (2H, s), 7.15-7.21 (3H, m), 7.36-7.40 (2H, m), 7.64 (1H, s, broad), 8., 11 (1H, s, broad), 8.98-9.02 (2H, m).
The preparation of a compound wherein heteroaryl (A1) is isoxazolyl (Compound No. I-153) Example 153 3-hydroxy-1- (5-phenylisoxazol-3-yl) -3- (lH-1, 2,4-triazol-3-yl) -propenone (Compound No. 1-153) Pf: 238-240 ° C. Recrystallized from ethyl ether acetate. Elemental analysis for C14H10N4O3 0.2 H20 Calculated. (%): C, 58.82; H, 3.67; N, 19.60. Found (%): C, 58.87; H, 3.58; N, 19.43. NMR (dg-DMSO) & 7.27 (1H, s), 7.51-7.64 (4H, m), 7.95-8.02 (2H, m), 8.82 (1H, s, broad).
The preparation of a compound wherein heteroaryl (A1) is benzofuryl (Compound No. I-154-157) Example 154-157 1- (Benzofuran-3-yl) -3-hydroxy-3- (2H-tetrazol-5-yl) -propenyone (Compound No. 1-154) MP: 201-202 ° C. Recrystallized from ethyl acetate. Elemental analysis for C12H8N4O3 Calculated. (%): C, 56.25; H, 3.15; N, 21.87. Found (%): C, 56.05; H, 3.26; N, 21.63. NMR (d6-DMSO) &: 7.34 (1H, s), 7.46-7.50 (2H, m), 7.76-7.79 (1H, m), 8.16-8.19 (1H, m), 9.37 (1H, s). 1- (2-Benzylbenzofuran-3-yl) -3-hydroxy-3- (2H-tetrazol-5-yl) -propenone (Compound No. 1-155). P.f: 181-183 ° C. Recrystallized from chloroform. Elemental analysis for C? 9H_4N403 0.25 H20 Calculated. (%): C, 65.04; H, 4.17; N, 15.97. Found (%): C, 65.02; H, 3.96; N, 16.10. NMR (dg-DMSO) .: 4.61 (2H, s), 7.17 (1H, s), 7.26-7.47 (7H, m), 7.68-7.70 (1H, m) 7.95-7.98 (1H, m). 1- [2- (4-fluorobenzyl) benzofuran-3-yl] -3-hydroxy-3- ((2H-tetrazol-5-yl) -propenyone (Compound No. 1-156) .FM: 164-168 ° C. Recrystallized from ether-hexane.
Elemental analysis for C? 9H? 3FN03 0.2 CH10O Calculated. (%): C, 62.72; H, 3.99; N, 14.78; F, 5.01.
Found (%): C, 62.43; H, 3.74; N, 14.74; F, 4.76. NMR (CDCl 3) & 4.53 (2H, s), 6.98-7.04 (2H, m), 7.26 (1H, s), 7.34-7.41 (4H, m), 7.49-7.52 (1H, m), 7.95- 7.98 (1H, m). 1- [2- (4-Fluorobenzyl) benzofuran-3-yl] -3-hydroxy-3- (1 H-1,2,4-triazol-3-yl) -propenyone (Compound No. 1-157) P.f: 122-124 ° C. Recrystallized from ether-n-hexane.
Elemental analysis for C2oH14FN3? 3 0.25 H20 Calculated. (%): C, 65.30; H, 3.97; N, 11.42; F, 5.16. Found (%): C, 65.50; H, 3.99; N, 11.24; F, 4.99. NMR (CDCl 3) & amp; 4.54 (2H, s), 6.98-7.04 (2H, m), 7.26 (1H, s), 7.34-7.41 (4H, m), 7.47-7.50 (1H, m), 7.96- 7.99 (1H, m), 8.38 (1H, s).
Preparation of a compound where heteroaryl (A1) is benzothienyl (Compound No. 1-158) Example 158 1- [2- (4-Fluorobenzyl) benzothiophen-3-yl] -3-hydroxy-3- (1 H-1,2,4-triazol-3-yl) -propenyone (Compound No. 1-158) P.f: 190-195 ° C. Recrystallized from ether. Elemental analysis for C2oH? 4FN302S Calculated. (%): C, 63.31; H, 3.72; N, 11.08; F, 5.01; S, 8.45.
Found (%): C, 63.08; H, 3.82; N, 11.28; F, 4.84; S, 8.46. NMR (CDCl 3) & 4.53 (2H, s), 7.01 (2H, t, J = 8.7Hz), 7.11 (1H, s), 7.26-7.48 (4H, m), 7.75 (1H, d, J = 7.8Hz), 8.10 (1H, d, J = 7.5Hz), 8.43 (1H, S, broad).
Preparation of a compound wherein heteroaryl (A1) is benzimidazolyl (Compound No. 1-159) EXAMPLE 159 1- (1H-1-Benzylbenzimidazol-2-yl) -3-hydroxy-3- (2H-tetrazol-5-yl) -propenyone (Compound No. 1-159.) Pf: 234 ° C. (decomposition) Recrystallized from ethyl acetate-isopropyl ether, Elemental analysis for CisH ^ NO? Calculated (%): C, 62.42; H, 4.07; N, 24.26, Found (%): C, 62.45; H, 4.34; N, 23.82 NMR (dg-DMSO) & 6.05 (2H, s), 7.22-7.98 (10H, m).
Preparation of a compound where heteroaryl (A1) is quinolinyl (Compound No. 1-160-161) Example 160-161 3-hydroxy-1- (quinolin-3-yl) -3- (2 H -tetrazol-5-yl) -propenone (Compound No. 1-160) M.p .: 232 ° C. (decomposition). Recrystallized from ether. NMR (d6-DMSO) & amp; 7.60 (1H, s), 7.73-8.28 (4H, m), 9.26 (1H,), 9.47 (1H, m). 1- (2-Benzylquinolin-3-yl) -3-hydroxy-3- (2H-tetrazol-5-yl) -propenone (Compound No. 1-161) M.p .: 167-169 ° C. (decomposition). Recrystallized from ether. Elemental analysis for C20H15N5O2 Calculated. (%): C, 67.22; H, 4.23; N, 19.60. Found (%): C, '66 .63; H, 4.55; N, 19.50. NMR (dg-DMSO) & amp; 4.57 (2H, s), 7.02 (1H, s), 7.10-7.21 (5H, m), 7.64-8.15 (4H, m), 8.82 (1H, s).
Preparation of a compound wherein heteroaryl (A1) is indolidinyl (Compound No. 1-162) Example 162 1- [3- (4-fluorobenzyl) indolidin-1-yl] -3-hydroxy-3- (1H-1,2,4-triazol-3-yl) -propenyone (Compound No. 1-162) Pf: 235-240 ° C. Recrystallized from ethyl acetate. Elemental analysis for C20H15 N5O2 Calculated. (%): C, 66.29; H, 4.17; N, 15.46; F, 5.24 Found (%): C, 66.13; H, 4.14; N, 15.24; F, 5.05. NMR (dg-DMSO) & 4.31 (2H, s), 6.91 (1H, s), 7.00-7.40 (7H, m), 8.31 (1H, J = 6.6 Hz), 8.37 (1H, d, J = 9.0 Hz), 8.54 (1H, broad s). The following compounds are prepared as the compounds of the present invention. (1) 1- (5- (4-chlorophenoxy) furan-2-yl) -3-hydroxy-3- (1H-1,2,4-triazol-3-yl) propenyone (2) 3-hydroxy-1 - (4- (4-methoxyphenylthio) furan-2-yl) -3- (1H-1, 2,4-triazol-3-yl) propenyone (3) 3-hydroxy-l- [(5-phenoxymethyl-1) -phenylthio) pyrrol-3-yl] -3- (1H-1,2,4-triazol-3-yl) propenone (4) 3-hydroxy-1- (5- (4-methylbenzyl) furan-3-yl) ) -3- (2H-tetrazol-5-yl) propenone (5) 4- (5- (4-acetylbenzyl) furan-3-yl) -2-hydroxy-4-oxo-2-butenoic acid (6) 1 - [(2-Benzenesulfonyl-5- (2-phenylethyl)) furan-3-yl] -3-hydroxy-3- (1H-1,2,4-triazol-3-yl) -propenyone (7) l- [(1-benzyl-4-carboxy) pyrrol-2-yl] -3-hydroxy-3- (2H-tetrazol-5-yl) -propenyone (8) 1- (4- (4-chlorobenzenesulfonyl) thiophen-2 -yl) -3-hydroxy-3- (2H-tetrazol-5-yl) -propenone (9) 3-hydroxyl-l- (5- (3-methoxyphenoxy) furan-2-yl) -3- (1H- 1, 2,4-triazol-3-yl) -propenone (10) 1- (1- (4-fluorobenzenesulfonyl) pyrrol-2-yl) -3-hydroxy-3- (2H-tetrazol-5-yl) -propenone (11) 1- [(3-Benzenesulfonyl-5-methyl) furan-2-yl] -3-hydroxy-3- (lH-1, 2,4-triazol-3-yl) -propenone (12) 1- [(3-benzenesulfonyl-4-fluoro) furan-2-yl] -3-hydroxy-3- (lH-l, 2,4-triazol-3-yl) -propenone (13) 2-hydroxy-4- acid oxo-4- (4- (pyridin-4-ylmethyl) thiophen-3-yl) -2-butenoic (14) 3-hydroxy-1- (1- (4-methoxybenzyl) pyrrol-3-yl) -3- (1H-1, 2,4-triazol-3-yl) propenyone (15) 3-hydroxy-1- (4- (4-methylbenzyl) thiophen-2-yl) -3- (1H-1, 2, 4 -triazol-3-yl) propenone (16) 2-hydroxy-4- (4- (4-methoxybenzyl) furan-3-yl) -4-oxo-2-butenoic acid (17) 3-hydroxy-l- [ (5-n-octyl-l- (pyridin-2-ylmethyl) pyrrol-3-yl] -3- (lH-l, 2,4-tria zol-3-yl) propenone (18) 4- (5 - (2-Fluorobenzyl) pyrrol-2-yl) -2-hydroxy-4-oxo-2-butenoic (19) l- [(2-Benzenesulfonyl-4- (2-phenylethyl)) furan-3-yl] - 3-hydroxy-3- (1H-1, 2, -triazol-3-yl) propenone (20) 3-hydroxy-1- (4- (3-methoxybenzyl) ) furan-3-yl) -3- (lH-l, 2,4-triazol-3-yl) propenone (21) 1- [(l-benzyl-5-n-butyl) pyrrol-3-yl] - 3-hydroxy-3- (1H-1, 2,4-triazol-3-yl) propenone (22) 1- (2H-2- (2-fluorobenzyl) pyrazol-3-yl) -3-hydroxy-3- (lH-1, 2,4-triazol-3-yl) propenone (23) 4- (5- (4-aminobenzyl) furan-3-yl) -2-hydroxy-4-oxo-2-butenoic acid (24) ) 4- (4- (4-Aminobenzyl) pyrrol-2-yl) -2-hydroxy-4-oxo-2-butenoic acid (25) 1- [(1- (4-acetylbenzyl) -5-ethoxycarbonyl) pyrrole -3-yl] -3-hydroxy-3- (2H-tetrazol-5-yl) -propenone (26) 3-hydroxy-l- [(1- (4-methoxybenzyl) -5-phenoxymethyl) -pyrrol-3 -yl] -3- (2H-tetrazol-5-yl) -propenone (27) 1- [(1- (4-aminobenzyl) -5-benzoyl) pyrrol-3-yl] -3-hydroxy-3- ( 1H-1,2, 4-triazol-3-yl) propenone (28) 1- (2- (4-aminobenzyl) thiazol-4-yl) -3-hydroxy-3- (1H-1,2,4- triazol-3-yl) -propenone (29) 3-hydroxy-l- [(5- (2-phenylethyl) -2- (pyridin-4-ylmethyl)) furan-3-yl] -3- (1H-1 , 2,4-triazol-3-yl) propenone (30) 1- (4- (4-fluorobenzenesulfonyl) pyrrol-3-yl) -3-hydroxy-3- (2H-tetrazole-5 -yl) -propenone (31) 3-hydroxy-l- [(5-n-octyl-1- (pyridin-4-ylmethyl)) pyrrol-3-yl] -3- (2 H -tetrazol-5-yl) -propenone (32) l- [(4-benzoyl-1- (3-fluorobenzyl)) pyrrol-2-yl] -3-hydroxy-3- (2H-tetrazol-5-yl) -propenone (33) 1- [(1- (-aminobenzyl) -5-n-butyl) pyrrol-3-yl] -3-hydroxy-3- (2H-tetrazol-5-yl) -propenone (34) l- (3- (4- fluorobenzyl) pyrrol-2-yl) -3-hydroxy-3- (2H-tetrazol-5-yl) propenyone (35) 1- (1H-1- (3-fluorobenzyl) pyrazol-4-yl) -3-hydroxy -3- (2H-tetrazol-5-yl) -propenone (36) 4- (1H-1- (4-chlorobenzenesulfonyl) pyrazol-4-yl) -2-hydroxy-4-oxo-2-butenoic acid (37) ) 4- (2-Benzenesulfonylpyrrol-3-yl) -2-hydroxy-4-oxo-2-butenoic acid (38) 1- (5- (4-aminobenzyl) pyrrol-3-yl) -3-hydroxy-3 - (1H-1,2,4-triazol-3-yl) -propeneone (39) 1- [(4-chloro-5- (pyridin-4-ylmethyl)) furan-3-yl] -3-hydroxy- 3- (lH-l, 2,4-triazol-3-yl) propenone (40) 1- (3- (4-fluorobenzyl) thiophen-2-yl) -3-hydroxy-3- (1H-1,2) , 4-triazol-3-yl) propenone (41) 2-hydroxy-4- (1- (4-methylbenzyl) acid) pyrrol-2-yl) -4-oxo-2-butenoic (42) 1- (5- (4-chlorobenzenesulfonyl) pyrrol-3-yl) -3-hydroxy-3- (2H-tetrazol-5-yl) - propenone (43) 1- [(1- (4-chlorobenzenesulfonyl) -5-ethoxycarbonyl) pyrrol-3-yl] -3-hydroxy-3- (2H-tetrazol-5-yl) -propenone (44) 3-hydroxy -l- [(1- (4-methoxybenzyl) -4- (2-phenylethyl)) -pyrrol-3-yl] -3- (2 H -tetrazol-5-yl) -propenyone (45) l- [(5 -n-butyl-l-phenylthio) pyrrol-3-yl] -3-hydroxy-3- (2H-tetrazol-5-yl) -propene (46) 2-hydroxy-4- (5- (4-methoxybenzyl) ) pyrrol-3-yl) -4-oxo-2-butenoic acid (47) 2-hydroxy-4- (5- (4-methylbenzyl) furan-3-yl) -4-oxo-2-butenoic acid (48) 4- (5- (4-fluorobenzyl) pyrrol-2-yl) -2-hydroxy-4-oxo-2-butenoic acid (49) 3-hydroxy-l- [(4-methyl-5-phenyl) furan- 2-yl] -3- (1H-1,2, -triazol-3-yl) propenone (50) 3-hydroxy-1- (4-phenylthiopyrrol-2-yl) -3- (2 H -tetrazole-5 il) -propenone (51) 4- (4- (4-fluorobenzenesulfonyl) thiophen-2-yl) -2-hydroxy-4-oxo-2-butenoic acid (52) 3-hydroxy-l- [(2-methyl) -5-phenyl) furan-3-yl] -3- (1H-1, 2,4-triazole-3-i) l) propenone (53) 1- (2H-5- (4-acetylbenzyl) pyrazol-3-yl) -3-hydroxy-3- (lH-1), 2,4-triazol-3-yl) propenone (54) 2-hydroxy-4-oxo-4- (5- (pyridin-4-ylmethyl) furan-2-yl) -2-butenoic acid (55) l - (4- (4-fluorobenzyl) thiophen-2-yl) -3-hydroxy-3- (2H-tetrazol-5-yl) propenyone (56) 4- (2- (4-chlorobenzenesulfonyl) thiazole-4-) il) -2-hydroxy-4-oxo-2-butenoic (57) 1- [(1- (4-aminobenzyl) -5-phenoxymethyl) pyrrol-3-yl] -3-hydroxy-3- (2H-tetrazole -5-yl) -propenone (58) 1- [(2-fluoro-5- (pyridin-4-ylmethyl)) furan-3-yl] -3-hydroxy-3- (lH-1, 2,4- triazol-3-yl) propenone (59) 1- (5- (4-fluorobenzyl) thiophen-3-yl) -3-hydroxy-3- (1H-1, 2,4-triazol-3-yl) propenyone ( 60) 1- (4- (-aminobenzyl) thiophen-3-yl) -3-hydroxy-3- (2H-tetrazol-5-yl) -propenone (61) l- [(1-benzyl-4- (2 phenylethyl)) pyrrol-3-yl] -3-hydroxy-3- (lH-l, 2,4-triazol-3-yl) -propenyone (62) 1- [(l-benzyl-5-methoxymethyl) pyrrole -3-yl] -3-hydroxy-3- (1H-1,2,4-triazol-3-yl) propenone (63) 1- [(1- (4-chlorobenzenesulfonyl) -5-phenoxymethyl) pyrrole-3 -yl] -3-hydroxy-3- (2H-tetrazol-5-yl) -propenone (64) 3-hydroxy-l - (3- (pyridin-2-ylmethyl) pyrrol-2-yl) -3- (2H-tetrazol-5-yl) -propenone (65) 2-hydroxy-4-oxo-4- (4-phenylthiofuran- 3-yl) -2-butenoic acid (66) 4- (2H-5- (4-fluorobenzyl) pyrazol-3-yl) -2-hydroxy-4-oxo-2-butenoic acid (67) 3-hydroxy-l - (1 H-1-phenylthiopyrazol-4-yl) -3- (1 H-1,2-triazol-3-yl) propenyone (68) 3-hydroxy-1- (3-pyridin-4-ylmethyl) furan- 2-yl) -3- (2H-tetrazol-5-yl) -propenone (69) 4- (3- (4-acetylbenzyl) pyrrol-2-yl) -2-hydroxy-4-oxo-2-butenoic acid (70) 1- [(1- (4-chlorobenzenesulfonyl) -5-methoxymethyl) pyrrol-3-yl] -3-hydroxy-3- (2H-tetrazol-5-yl) -propenone (71) 3-hydroxy- l- (2H-2- (pyridin-2-ylmethyl) pyrazol-4-yl) -3- (lH-1, 2,4-triazol-3-yl) propenone (72) 2-hydroxy-4-oxo acid -4- (4-phenylthiathiazol-2-yl) -2-butenoic acid (73) 3-hydroxy-l- (2H-4- (pyridin-4-ylmethyl) pyrazol-3-yl) -3- (lH-1) , 2,4-triazol-3-yl) propenone (74) l- [(5-carboxy-l-phenylthio) pyrrol-3-yl] -3-hydroxy-3- (lH-l, 2,4-triazole -3-yl) propenone (75) l- [(4-fluoro-3-phenyl) furan-2-yl] -3-hydroxy-3- (1 H-1, 2,4-triazol-3-yl) propenone (76) 2-hydroxy-4-oxo-4- (2- (pyridin-2-ylmethyl) thiazol-4-yl) -2-butenoic acid ( 77) 3-hydroxy-1- (3- (4-methylphenylthio) furan-2-yl) -3- (1H-1, 2,4-triazol-3-yl) propenyone (78) 3-hydroxy-3- (lH-1, 2,4-triazol-3-yl) -l- (2- (4-triofluoromethylphenylthio) furan-3-yl) -propenyone (79) 3-hydroxy-1- (2H-5- (4 -methylbenzyl) pyrazol-3-yl) -3- (2H-tetrazol-5-yl) -propenone (80) 1- [(4-benzoyl-1- (pyridin-4-ylmethyl)) pyrrol-2-yl] -3-hydroxy-3- (lH-l, 2,4-triazol-3-yl) propenone (81) 2-hydroxy-4-oxo-4- (5- (pyridin-4-ylmethyl) pyrrole-2 acid -yl) -2-butenoic (82) 1- [(1- (4-acetylbenzyl) -5-benzoyl) pyrrol-3-yl] -3-hydroxy-3- (2H-tetrazol-5-yl) -propenone (83) l- [(5-Fluoro-4-phenyl) furan-2-yl] -3-hydroxy-3- (1H-1, 2,4-triazol-3-yl) propenyone (84) 1- [ (5-benzoyl-l- (3-fluorobenzyl)) pyrrol-3-yl] -3-hydroxy-3- (2H-tetrazol-5-yl) -propene (85) l- [(1- (4-acetylbenzyl) ) -4-carboxy) pyrrol-2-yl] -3-hydroxy-3- (2H-tetrazol-5-yl) -propenone (86) 3-hydroxy-1- (2H- 2- (4-methylbenzyl) pyrazol-3-yl) -3- (1H-1,2,4-triazol-3-yl) propenone (87) 3-hydroxy-1- (4- (pyridin-4-ylmethyl) ) thiazol-2-yl) -3- (1H-1,2,4-triazol-3-yl) propenone (88) 1- [(3-chloro-4- (pyridin-4-ylmethyl)) furan-2 -yl] -3-hydroxy-3- (1H-1,2,4-triazol-3-yl) propenone (89) 1- [(1- (2-fluorobenzyl) -4-phenoxymethyl) pyrrol-2-yl ] -3-hydroxy-3- (2H-tetrazol-5-yl) -propenone (90) 1- (2- (2-fluorobenzyl) thiophen-3-yl) -3-hydroxy-3- (1H-1, 2,4-triazol-3-yl) propenone (91) 1- (2- (2-fluorobenzyl) thiophen-3-yl) -3-hydroxy-3- (2H-tetrazol-5-yl) -propenone (92 ) 4- (2- (4-fluorobenzyl) furan-3-yl) -2-hydroxy-4-oxo-2-butenoic acid (93) 3-hydroxy-l- [(4-n-octyl-1- ( pyridin-4-ylmethyl)) pyrrol-2-yl] -3- (2H-tetrazol-5-yl) -propenone (94) 3-hydroxy-1- (4- (4-methylbenzyl) pyrrol-2-yl) -3- (1H-1, 2,4-triazol-3-yl) propenone (95) 1- (3- (4-chlorophenylthio) furan-2-yl) -3-hydroxy-3- (1H-1, 2,4-triazol-3-yl) propenone (96) 3-hydroxy-1- (3- (4-methylbenzyl) pyrrol-2-yl) -3- (2H-tetrazol-5-yl) - propenone (97) 4- (5- (4-chlorobenzenesulfonyl) pyrrol-3-yl) -2-hydroxy-4-oxo-2-butenoic acid (98) 1- (2- (4-fluorobenzenesulfonyl) thiazole-4-} il) -3-hydroxy-3- (2H-tetrazol-5-yl) -propenone (99) 1- [(4- (4-fluorobenzyl) -5-methyl) furan-2-yl] -3-hydroxy- 3- (lH-l, 2,4-triazol-3-yl) propenone (100) 1- [(4-fluoro-2- (pyridin-4-ylmethyl) furan-3-yl] -3-hydroxy-3- (lH-1, 2,4-triazol-3-yl) propenone (101) 1- (4- (4-fluorobenzyl) pyrrol-2-yl) -3-hydroxy-3- (2H-tetrazol-5-yl) -propenyone (102 ) l- [(1- (4-acetylbenzyl) -5-n-butyl) pyrrol-3-yl] -3-hydroxy- (2H-tetrazol-5-yl) -propenyone (103) 1- [(benzenesulfonylthiazole- -yl) -3-hydroxy-3- (1H-1,2,4-triazol-3-yl) propenone (104) 3-hydroxy-l- [(3-methyl-5- (pyridin-4-ylmethyl)) ) -furan-2-yl] -3- (lH-l, 2,4-triazol-3-yl) propenone (105) 2-hydroxy-4-oxo-4- (l-phenylthiopyrrol-3-yl) acid) -2-butenoic (106) 3-hydroxy-l- [(4-methyl-2- (pyridin-4-ylmethyl)) furan-3-yl] -3- (1 H-1, 2,4-triazole-3 -il) propenone (107) 1- (5- (4-chlorobenzenesulfonyl) thiophen-2-yl) -3-hydroxy-3- (1H-1, 2,4-triazol-3-yl) propenyone (108) 1 - (4 -fluoro-3- (pyridin-4-ylmethyl)) furan-2-yl] -3-hydroxy-3- (lH-1, 2,4-triazol-3-yl) propenyone (109) 1- (3- (4-chlorobenzenesulfonyl) furan-2-yl) -3-hydroxy-3- (2H-tetrazol-5-yl) -propenone (110) l- [(4-benzenesulfonyl-2- (2-phenylethyl)) furan- 3-yl] -3-hydroxy-3- (lH-l, 2,4-triazol-3-yl) propenone (111) 4- (4- (4-chlorobenzenesulfonyl) furan-2-yl) -2- hydroxy-4-oxo-2-butenoic acid (112) 1- (3-benzenesulfonylfuran-2-yl) -3-hydroxy-3- (1 H-1,2,4-triazol-3-yl) propenyone (113) 3 -hydroxy-l- (5- (4-methylphenylthio) furan-3-yl) -3- (lH-l, 2,4-triazol-3-yl) propenone (114) 1- (5- (4-fluorobenzyl) ) thiophen-3-yl) -3-hydroxy-3- (2H-tetrazol-5-yl) -propenyone (115) 3-hydroxy-1- (1H-1- (4-methoxybenzyl) pyrazol-3-yl) -3- (2H-tetrazol-5-yl) -propenone (116) 1- (3- (4-chlorobenzenesulfonyl) pyrrol-2-yl) -3-hydroxy-3- (1H-1,2,4-triazole) -3-yl) propenone (117) 4- (4- (4-fluorobenzyl) furan-2-yl) -2-h acid idroxy-4-oxo-2-butenoic (118) 1- (2- (3-chlorophenoxy) furan-3-yl) -3-hydroxy-3- (1H-1,2,4-triazol-3-yl) propenone (119) 2-hydroxy-4-oxo-4- (4-phenylthiopyrrol-3-yl) -2-butenoic acid (120) 3-hydroxy-l- [(2- (2-phenylethyl) -4- ( pyridin-4-ylmethyl)) furan-3-yl] -3- (lH-l, 2,4-triazol-3-yl) propenone (121) 4- (4- (4-aminobenzyl) furan-2- acid il) -2-hydroxy-4-oxo-2-butenoic (122) 4- (2H-2- (4-aminobenzyl) pyrazol-3-yl) -2-hydroxy-4-oxo-butenoic acid (123) l - (3- (4-acetylbenzyl) thiophen-2-yl) -3-hydroxy-3- (2H-tetrazol-5-yl) propenyone (124) 1- [(1- (4-acetylbenzyl) -5-carboxy ) pyrrol-3-yl] -3-hydroxy-3- (lH-l, 2,4-triazol-3-yl) propenone (125) 1- [(1- (4-acetylbenzyl) -4-ethyl) pyrrole -3-yl] -3-hydroxy-3- (lH-l, 2,4-triazol-3-yl) propenone (126) 1- [(1- (4-fluorobenzyl) -4-methoxymethyl) pyrrole-2 -yl] -3-hydroxy-3- (1H-1,2,4-triazol-3-yl) propenone (127) 2'-hydroxy-4-oxo-4- (5- (pyridin-4-ylmethyl)) furan-3-yl) -2-butenoic (128) 3-hydroxy-l- (lH-l- (pyridin-2-ylmethyl) pyrazole-4-i l) -3- (lH-l, 2,4-triazol-3-yl) propenone (129) l- [(4-ethyl-1- (4-fluorobenzyl)) pyrrol-2-yl] -3-hydroxy -3- (2H-tetrazol-5-yl) -propenone (130) l- [(4-carboxy-l- (2-fluorobenzyl)) pyrrol-2-yl] -3-hydroxy-3- (lH-1) , 2,4-triazol-3-yl) propenone (131) 3-hydroxy-3- (1H-1,2,4-triazol-3-yl) -1- (5- (4-trifluoromethylphenylthio) furan-3 -yl) -propenone (132) 1- (2H-4- (4-fluorobenzyl) pyrazol-3-yl) -3-hydroxy-3- (1H-1,2,4-triazol-3-yl) propenyone ( 133) 1- (1H-1- (2-fluorobenzyl) pyrazol-3-yl) -3-hydroxy-3- (lH-1, 2,4-triazol-3-yl) propenyone (134) 1- [( 1-benzyl-4-n-propyl) pyrrol-2-yl] -3-hydroxy-3- (2H-tetrazol-5-yl) -propenyone (135) 1- [(1- (4-fluorobenzyl) -5 -methoxymethyl) pyrrol-3-yl] -3-hydroxy-3- (2H-tetrazol-5-yl) -propenone (136) 4- (4- (3-fluorobenzyl) furan-2-yl) -2- hydroxy-4-oxo-2-butenoic (137) l - [(4-ethyl-1- (4-fluorobenzenesulfonyl)) pyrrol-3-yl] -3-hydroxy-3- (2H-tetrazol-5-yl) -propenone (138) 1- (4- (4-fluorobenzenesulfonyl) thiazol-2-yl) -3-hydroxy-3- (2H-tetrazole-5-i) l) -propenone (139) 1- (1- (4-chlorobenzenesulfonyl) pyrrol-3-yl) -3-hydroxy-3- (1 H-1,2,4-triazol-3-yl) propenyone (140) 1 - (5- (4-aminophenylthio) furan-3-yl) -3-hydroxy-3- (lH-l, 2,4-triazol-3-yl) propenone (1 1) 1- (1- (4- aminobenzyl) pyrrol-2-yl) -3-hydroxy-3- (1H-1,2,4-triazol-3-yl) propenone (142) 1- (5- (3-chlorobenzyl) furan-2-yl) -3-hydroxy-3- (1H-1,2,4-triazol-3-yl) propenone (143) 4- (3- (4-aminobenzyl) pyrrol-2-yl) -2-hydroxy-4- oxo-2-butenoic (144) l- [(4-benzoyl-l-phenylthio) pyrrol-2-yl] -3-hydroxy-3- (2H-tetrazol-5-yl) -propenone (145) 4- acid (5- (4-aminobenzyl) furan-2-yl) -2-hydroxy-4-oxo-2-butenoic acid (146) 1- (2H-2- (4-fluorobenzenesulfonyl) pyrazol-4-yl) -3- hydroxy-3- (lH-l, 2,4-triazol-3-yl) propenone (147) 3-hydroxy-1- (4-phenylthiopyrrol-3-yl) -3- (2H-tetrazol-5-yl) -propenone (148) 2-hydroxy-4- (4- (4-methoxybenzyl) thiophen-3-yl) -4-oxo-2-butenoic acid (149) l- [(1- (4-acetylbenzyl) -5 -n-octyl) pyrrol-3-yl] -3-hydroxy-3- (2H-tetrazol-5-yl) -propenone (150) 1- (3- (4-aminobenzyl) pyrrol-2-yl) -3-hydroxy-3- (2H-trazol-5-yl) -propenone (151) 1- (1- (4-fluorobenzenesulfonyl) pyrrol-2-yl) -3-hydroxy-3- (1H-1), 2, -triazol-3-yl) propenone (152) l- (4- (4-aminobenzyl) thiophen-2-yl) -3-hydroxy-3- (2H-tetrazol-5-yl) propenyone (153) 1- [(5- (4-fluorobenzyl) -4- (2-phenylethyl) furan-2-yl] -3-hydroxy-3- (lH-1, 2,4-triazol-3-yl) propenyone (154 ) 1- (3- (4-aminophenylthio) furan-2-yl) -3-hydroxy-3- (lH-l, 2,4-triazol-3-yl) propenone (155) 1- [(1- ( 4-fluorobenzenesulfonyl) 5-n-octyl) pyrrol-3-yl] -3-hydroxy-3- (lH-l, 2,4-triazol-3-yl) propenyone (156) 3-hydroxy-l- (3 -phenylthiofuran-2-yl) -3- (2H-tetrazol-5-yl) -propenone (157) 2-hydroxy-4- (5- (4-methylbenzyl) pyrrol-2-yl) -oxo-2 acid -butenoic (158) 3-hydroxy-l- (2H-4- (4-methoxybenzyl) pyrazol-3-yl) -3- (2H-tetrazol-5-yl) -propenone (159) 4- (2H-) acid 5- (3-Fluorobenzyl) pyrazol-3-yl) -2-hydroxy-4-oxo-2-butenoic acid (160) 1- (5- (4-fluorobenzenesulfonyl) thiophen-2-yl) -3-hydroxy-3 - (lH-1, 2,4-triazol-3-yl) propenone (161) 1- (4- (4-aminobenzyl) furan-2-yl) -3-hydroxy-3- (1H-1, 2, 4-triazol-3-yl) propenone (162) '1- [(5-chloro-4- (4-fluorobenzyl)) fur an-2-yl] -3-hydroxy-3- (lH-l, 2,4-triazol-3-yl) propenone (163) 4- (5- (4-aminobenzyl) thiophen-3-yl) - 2-hydroxy-4-oxo-2-butenoic (164) l- [(1- (3-fluorobenzyl) -5-n-octyl) pyrrol-3-yl] -3-hydroxy-3- (lH-1, 2,4-triazol-3-yl) propenone (165) l- [(5-n-butyl-1- (pyridin-4-ylmethyl) pyrrol-3-yl] -3-hydroxy-3- (lH-1) , 2,4-triazol-3-yl) propenone (166) 1- (5- (4-chlorobenzenesulfonyl) furan-3-yl) -3-hydroxy-3- (2H-tetrazol-5-yl) -propenone ( 167) 1- (1- (4-aminobenzyl) pyrrol-3-yl) 3-hydroxy-3- (2H-tetrazol-5-yl) -propene (168) 3-hydroxy-1- (1- (4 -methoxybenzyl) -4-phenoxymethyl) -pyrrol-2-yl] -3- (lH-1, 2,4-triazol-3-yl) propenyone (169) l- (4- (4-aminophenoxy) furan-3 -yl) -3-hydroxy-3- (lH-l, 2,4-triazol-3-yl) propenone (170) 3-hydroxy-1- (4- (pyridin-2-ylmethyl) thiophen-3-yl) ) -3- (1H-1,2,4-triazol-3-yl) propenone (171) 1- [(2-benzenesulfonyl-5-chloro) furan-3-yl] -3-hydroxy-3- (lH -l, 2,4-triazol-3-yl) propenone (172) 3-hydroxy-l- [(1- (4-methoxybenzyl) -4-n-octyl) pyrrol-2-yl] -3- (lH -l, 2, 4-triaz ol-3-yl) propenone (173) 1- [(4-benzoyl-1- (4-fluorobenzenesulfonyl)) pyrrol-2-yl] -3-hydroxy-3- (1H-1, 2,4-triazole- 3-yl) propenone (174) 1- (4- (4-fluorobenzenesulfonyl) furan-2-yl) -3-hydroxy-3- (2H-tetrazol-5-yl) -propenyone (175) 1- [(1 - (3-fluorobenzyl) -4-methoxymethyl) pyrrol-2-yl] -3-hydroxy-3- (2H-tetrazol-5-yl) -propeneone (176) 1- [(4-ethoxycarbonyl-1-phenylthio) pyrrol-2-yl] -3-hydroxy-3- (2H-tetrazol-5-yl) -propenyone (177) 1- (lH-1- (4-acetylbenzyl) pyrazol-4-yl) -3-hydroxy- 3- (1H-1, 2,4-triazol-3-yl) propenone (178) 4- (3- (3-Fluorobenzyl) furan-2-yl) -2-hydroxy-4-oxo-2-butenoic acid (179) l- [(L-benzyl-4-phenoxymethyl) pyrrol-2-yl] -3-hydroxy-3- (1 H-1,2,4-triazol-3-yl) propenyone (180) I- [ (3-Chloro-5- (pyridin-4-ylmethyl)) furan-2-yl] -3-hydroxy-3- (lH-1, 2,4-triazol-3-yl) propenyone (181) 1- [ (5-benzoyl-1-benzyl) pyrrol-3-yl] -3-hydroxy-3- (2H-tetrazol-5-yl) -propenyone (182) 1- [(1- (4-acetylbenzyl) -4- n-propyl) pyrrol-2-yl] -3-hydroxy-3- (1H-1,2,4-triazol-3-yl) prop enone (183) 1- [(4-ethoxycarbonyl-1- (4-methylbenzyl)) pyrrol-2-yl] -3-hydroxy-3- (2H-tetrazol-5-yl) -propenyone (184) 1- ( 3-benzylfuran-2-yl) -3-hydroxy-3- (2H-tetrazol-5-yl) -propenone (185) 1- (5- (3-fluorobenzyl) pyrrol-3-yl) -3-hydroxy- 3- (2H-tetrazol-5-yl) -propene (186) 1- (3- (4-fluorobenzyl) thiophen-2-yl) -3-hydroxy-3- (2H-tetrazol-5-yl) -propenone (187) 3-hydroxy-l- [(4-phenoxymethyl-1-phenylthio) pyrro1-2-yl] -3- (2H-tetrazol-5-yl) -propene (188) 1- (4-benzylfuran-3 -yl) -3-hydroxy-3- (2H-tetrazol-5-yl) -propenyone (189) 1- (2H-4- (3-fluorobenzyl) pyrazol-3-yl) -3-hydroxy-3- ( lH-1, 2,4-triazol-3-yl) propenone (190) 1- (4- (4-chlorobenzenesulfonyl) thiazol-2-yl) -3-hydroxy-3- (2H-tetrazol-5-yl) -propenone (191) 4- (5-benzylfuran-2-yl) -2-hydroxy-4-oxo-2-butenoic acid (192) 3-hydroxy-1- (1- (pyridin-2-ylmethyl) pyrrol- 2-yl) -3- (1 H-1,2,4-triazol-3-yl) propenone (193) l- [(5-n-butyl-1- (pyridin-2-ylmethyl)) pyrrole-3 il] -3-hydroxy-3- (1H-1,2,4-triazol-3-yl) propenone (19 4) 1- [(1- (4-fluorobenzenesulfonyl) -5-phenoxymethyl) pyrrol-3-yl] -3-hydroxy-3- (lH-1), 2,4-triazol-3-yl) propenone (195) l- [(4-benzoyl-l- (4-methoxybenzyl)) pyrrol-2-yl] -3-hydroxy-3- (lH-1, 2 , 4-triazol-3-yl) propenone (196) 1- (3- (2-fluorobenzyl) furan-2-yl) -3-hydroxy-3- (1H-1, 2,4-triazol-3-yl) ) propenone (197) 2-hydroxy-4-oxo-4- (2H-2 (pyridin-4-ylmethyl) pyrazol-3-yl) -2-butenoic acid (198) 3-hydroxy-1- (2- ( pyridin-4-ylmethyl) furan-3-yl) -3- (2H-tetrazol-5-yl) -propenone (199) 1- [(1- (2-fluorobenzyl) -4-methoxymethyl) pyrrol-2-yl ] -3-hydroxy-3- (1H-1,2,4-triazol-3-yl) propenone (200) 4- (2H-4- (3-fluorobenzyl) pyrazol-3-yl) -2-hydroxyl -4-oxo-2-butenoic (201) 1- (4- (4-fluorobenzyl) furan-2-yl) -3-hydroxy-3- (2H-tetrazol-5-yl) -propenyone (202) 3- hydroxyl-l- [(2-phenyl-5- (2-phenylethyl)) furan-3-yl] -3- (1 H-1,2,4-triazol-3-yl) propenyone (203) 1- (5 - (2-fluorobenzyl) thiophen-2-yl) -3-hydroxy-3- (lH-l, 2,4-triazol-3-yl) propenone (204) 4- (4-benzenesulfonylthiazol-2-yl) acid -2-hydroxy-4-oxo-2-butenoic acid (205) 2-hydroxy-4-oxo-4- (2- (pyridine -4-ylmethyl) thiazol-4-yl) -2-butenoic acid (206) 2-hydroxy-4-oxo-4- (5- (pyridin-2-ylmethyl) thiophen-3-yl) -2-butenoic acid ( 207) l- [(4-chloro-5- (pyridin-4-ylmethyl)) furan-2-yl] -3-hydroxy-3- (1H-1,2,4-triazol-3-yl) propenyone ( 208) 1- [(4-ethoxycarbonyl-1- (4-fluorobenzenesulfonyl)) - pyrrol-2-yl] -3-hydroxy-3- (1H-1, 2,4-triazol-3-yl) propenyone (209) 4- (5-Benzenesulfonylthiophen-3-yl) -2-hydroxy-4-oxo-2-butenoic acid (210) 4- (lH-l-benzylpyrazol-3-yl) -2-hydroxy-4 acid -oxo-2-butenoic acid (211) 4- (3-benzenesulfonylpyrrol-2-yl) -2-hydroxy-4-oxo-2-butenoic acid (212) 4- (2-benzylthiophen-3-yl) -2 acid -hydroxy-4-oxo-2-butenoic acid (213) 3-hydroxy-1- (5- (3-methoxyphenoxy) furan-3-yl) -3- (1H-1, 2,4-triazol-3-yl) ) propenone (214) 3-hydroxy-3- (1H-1,2,4-triazol-3-yl) -1- (5- (4-trifluoromethylphenoxy) furan-2-yl) -propenone (215) acid 4 - (4- (4-fluorobenzyl) thiophen-2-yl) -2-hydroxy-4-oxo-2-butenoic (216) 1- [(4-carboxy-l- (3-fluorobenzyl)) pyrrole-2 il] -3-hydroxy-3- (2H-tetrazol-5-yl) -propenone (217) 3-hydroxy-l- [(5-methyl-4-phenyl) furan-3-yl] -3- (1H -l, 2,4-triazol-3-yl) propenone (218) 4- (5- (4-aminobenzyl) pyrrol-3-yl) -2-hydroxy-4-oxo-2-butenoic acid (219) 1 - (3-Benzenesulfomthiophen-2-yl) -3-hydroxy-3- (2H-tetrazol-5-yl) -propenone (220) 4- (2- (4-fluorobenzyl) pyrrol-3-yl) -2 -hydroxy- -oxo-2-butenoic (221 ) 1- (5- (4-aminobenzyl) thiophen-3-yl) -3-hydroxy-3- (1H-1, 2,4-triazol-3-yl) propenyone (222) 3-hydroxy-1- ( 2- (pyridin-4-ylmethyl) pyrrol-3-yl) -3- (2H-tetrazol-5-yl) -propenyone (223) 3-hydroxy-1- (5- (pyridin-4-ylmethyl) furan- 3-yl) -3- (lH-l, 2,4-triazol-3-yl) propenone (224) l- (2- (4-acetylbenzyl) thiophen-3-yl) -3-hydroxy-3- ( 2H-tetrazol-5-yl) -propenone (225) 1- (2H-2-benzenesulfonylpyrazol-3-yl) -3-hydroxy-3- (lH-1, 2,4-triazol-3-yl) propenyone ( 226) 3-hydroxy-1- (3-phenoxyphan-2-yl) -3- (1 H-1,2,4-triazol-3-yl) propenyone (227) 3-hydroxy-1- [(5-phenoxymethyl) -1- (pyridin-4-ylmethyl)) pyrrol-3-yl] -3- (1 H-1,2,4-triazol-3-yl) propenone (228) 3-hydroxy-1- (4-phenoxifuran-3-yl) -3- (1 H-1,2,4-triazol-3-yl) propenyone (229) 3-hydroxy-1- (2H-2) -phenylthiopyrazol-3-yl) -3- (1H-l, 2,4-triazol-3-yl) propenone (230) 2-hydroxy-4-oxo-4- (2H-5-phenylthiopyrazol-3-yl acid ) -2-butenoic (231) 1- (2H-5- (3-fluorobenzyl) pyrazol-3-yl) -3-hydroxy-3- (lH-1, 2,4-triazol-3-yl) propenyone ( 232) 2-hydroxy-4-oxo-4- (4- (pyridin-4-ylmethyl) furan-2-yl) -2-butenoic acid (233) 4- (2H-2-benzylpyrazol-4-yl) acid -2-hydroxy-4-oxo-2-butenoic (234) • 1- (2H-5- (2-fluorobenzyl) pyrazol-3-yl) -3-hydroxy-3- (lH-1, 2,4- triazol-3-yl) propenone (235) 1- (4-benzenesulfonylpyrrol-2-yl) -3-hydroxy-3- (2H-tetrazol-5-yl) -propenyone (236) I- [(1- (4) -acetylbenzyl) -4- (2-phenylethyl)) pyrrol-2-yl] -3-hydroxy-3- (lH-1, 2,4-triazol-3-yl) propenone (237) 1- [(4- carboxy-l- (3-fluorobenzyl)) pyrrol-2-yl] -3-hydroxy-3- (lH-l, 2,4-triazol-3-yl) propenone (238) 1- [(l-benzyl- 4-methoxymethyl) pyrrol-2-yl] -3-hydroxy-3- (2H-terazol-5-yl) -propenone (239) 1- [(1- (4-chloro encensulfonyl) -5-phenoxymethyl) -pyrrol-3-yl] -3-hydroxy-3- (1H-1,2,4-triazol-3-yl) propenone (240) 1- [(4-fluoro-3- (4-fluorobenzyl)) furan-2-yl] -3-hydroxy-3- (lH-1, 2,4-triazol-3-yl) propenyone (241 ) 4- (4- (4-fluorobenzyl) thiazol-2-yl) -2-hydroxy-oxo-2-butenoic acid (242) 3-hydroxy-1- (5- (pyridin-4-ylmethyl) furan- 2-yl) -3- (2 H -tetrazol-5-yl) propenone (243) 3-hydroxy-l- [(2- (2-phenylethyl) -5- (pyridin-4-ylmethyl)) furan-3 il] -3- (lH-1, 2,4-triazol-3-yl) propenone (244) 1- (2- (4-fluorobenzyl) thiazol-4-yl) -3-hydroxy-3- (2H-tetrazol-5-yl) propenyone (245) l- [(5-carboxy-1- ( pyridin-2-ylmethyl)) pyrrol-3-yl] 3-hydroxy-3- (2H-terazol-5-yl) -propenone (246) 3-hydroxy-1- (2- (pyridin-2-ylmethyl) thiophen -3-yl) -3- (2H-terazol-5-yl) -propenone (247) 2-hydroxy-4-oxo-4- (2H-4- (pyridin-2-ylmethyl) pyrazol-3-yl acid ) -2-butenoic (248) l- [(5-carboxy-l- (4-fluorobenzyl)) pyrrol-3-yl] -3-hydroxy-3- (1H-1, 2,4-triazole-3-) il) propenone (249) 3-hydroxy-l- (4- (pyridin-2-ylmethyl) thiophen-2-yl) -3- (2 H -tetrazol-5-yl) -propenone (250) 3-hydroxy-l - (4-phenylthiofuran-2-yl) -3- (1 H-1,2,4-triazol-3-yl) propenyone (251) 3-hydroxy-1- (5- (4-methoxybenzyl) furan-3) il) -3- (1H-1,2, -triazol-3-yl) propenone (252) 1- (2- (4-aminophenoxy) furan-3-yl) -3-hydroxy-3- (1H-1) , 2,4-triazol-3-yl) propenyone (253) 3-hydroxy-1- (1 H-1-phenylthiopyrazol-4-yl) -3- (2 H -tetrazol-5-yl) -propenyone (254) 3 -hydroxy-3- (lH-1), 2,4-triazol-3-yl) -l- (4- (2-triofluoromethylbenzyl) furan-2-yl) -propenyone (255) 3-hydroxy-3- (lH-1, 2,4-triazole- 3-yl) -1- (4- (2-triofluoromethylbenzyl) furan-3-yl) -propene (256) 4- (4- (3-fluorobenzyl) pyrrol-2-yl) -2-hydroxy-4- oxo-2-butenoic (257) 1- [(1- (4-aminobenzyl) -5-n-propyl) pyrrol-3-yl] -3-hydroxy-3- (2H-tetrazol-5-yl) -propenone (258) l- (4-benzylfuran-2-yl) -3-hydroxy-3- (1H-1,2,4-triazol-3-yl) propenyone (259) 1- (2-benzenesulfonylfuran-3-yl) ) -3-hydroxy-3- (2H-tetrazol-5-yl) -propenone (260) 3-hydroxy-1- (5- (pyridin-2-ylmethyl) furan-2-yl) -3- (2H-) tetrazol-5-yl) -propenone (261) 3-hydroxy-1- (4- (pyridin-4-ylmethyl) thiophen-3-yl) -3- (2 H -tetrazol-5-yl) -propenyone (262) 3-hydroxy-1- (5- (4-methylbenzyl) thiophen-3-yl) -3- (2H-tetrazol-5-yl) -propenyone (263) l- (2H-2-benzylpyrazol-4-yl) -3-hydroxy-3- (2H-tetrazol-5-yl) -propenyone (264) l- [(5-n-butyl-1- (4-fluorobenzyl)) pyrrol-3-yl] -3-hydroxy- 3- (lH-l, 2,4-triazol-3-yl) propenone (265) 1- (5-benzylthiophen-3-yl) -3-hydroxy -3- (2H-tetrazol-5-yl) -propenone (266) 3-hydroxy-l- [(4-n-octyl-l-phenylthio) pyrrol-2-yl] -3- (2H-tetrazole-5 -yl) -propenone (267) 1- (4- (4-chlorobenzenesulfonyl) furan-2-yl) -3-hydroxy-3- (lH-1, 2,4-triazol-3-yl) propenyone (268) 1- (5- (4-aminobenzyl) thiophen-2-yl) -3-hydroxy-3- (2H-tetrazol-5-yl) -propenyone (269) l- [(4-ethyl-1- (pyridine- 4-ylmethyl)) pyrrol-2-yl] -3-hydroxy-3- (lH-l, 2,4-triazol-3-yl) propenyone (270) 1- (4- (2-fluorobenzyl) pyrrole-3 -yl) -3-hydroxy-3- (lH-l, 2,4-triazol-3-yl) propenone (271) 3-hydroxy-l- [(1- (4-methoxybenzyl) -5-methoxymethyl) - pyrrol-3-yl] -3- (lH-l, 2,4-triazol-3-yl) propenone (272) 3-hydroxy-l- [(5-methyl-4- (pyridin-4-ylmethyl)) -furan-3-yl] -3- (lH-l, 2,4-triazol-3-yl) propenone (273) 3-hydroxy-l- (2H-5- (4-methoxybenzyl) pyrazol-3-yl) ) -3- (2H-tetrazol-5-yl) -propenone (274) 3-hydroxy-1- (4- (4-methoxyphenylthio) furan-3-yl) -3- (lH-1, 2,4- triazol-3-yl) propenone (275) 1- (3-benzylpyrrol-2-yl) -3-hydroxy-3- (1H-1,2,4-triazol-3-yl) propenyone (276) I- [ (1 - (4-aminobenzyl) -4-ethyl) pyrrol-3-yl] -3-hydroxy-3- (2H-tetrazol-5-yl) -propenyone (277) 3-hydroxy-3- (lH-1, 2 , 4-triazol-3-yl) -1- (2- (3-triofluoromethylbenzyl) furan-3-yl) -propenyone (278) 1- (2H-5- (4-fluorobenzenesulfonyl) pyrazol-3-yl) - 3-hydroxy-3- (lH-l, 2,4-triazol-3-yl) propenone (279) 3-hydroxy-1- (4- (pyridin-4-ylmethyl) thiazol-2-yl) -3- (2H-tetrazol-5-yl) -propenone (280) 2-hydroxy-4- (4- (4-methylbenzyl) furan-3-yl) -oxo-2-butenoic acid (281) 1- (3 - (3-fluorobenzyl) thiophen-2-yl) -3-hydroxy-3- (2H-tetrazol-5-yl) -propeneone (282) 4- (l- (2-fluorobenzyl) pyrrol-3-yl) -2-hydroxy-4-oxo-2-butenoic acid (283) 4- (2- (3-Fluorobenzyl) furan-3-yl) -2-hydroxy-4-oxo-2-butenoic acid (284) 1- ( l- (4-Acetylbenzyl) pyrrol-3-yl) -3-hydroxy-3- (2H-tetrazol-5-yl) -propenone (285) 4- (5- (3-fluorobenzyl) thiophen-2-yl) ) -2-hydroxy-4-oxo-2-butenoic (286) 3-hydroxy-3- (lH-l, 2,4-triazol-3-yl) -l- (5- (3-triofluoromethylphenylthio) furan- 2-yl) -propenone (287) 3-hydroxy-3- (lH-l, 2,4-triazole-3- il) -l- (4- (3-triofluoromethylphenoxy) furan-2-yl) -propenyone (288) 3-hydroxy-1- (4- (4-methylbenzyl) thiazol-2-yl) -3- (2H-) tetrazol-5-yl) -propenone (289) l- [(1- (2-fluorobenzyl) -5-n-propyl) pyrrol-3-yl] -3-hydroxy-3- (1H-1,2,4 -triazol-3-yl) propenone (290) 3-hydroxy-l- [(1-phenylthio-4-n-propyl) pyrrol-2-yl] -3- (2 H -tetrazol-5-yl) -propenone ( 291) 1- [(5-Benzenesulfonyl-2-chloro) furan-3-yl] -3-hydroxy-3- (lH-1, 2,4-triazol-3-yl) propenyone (292) 2-hydroxy acid -4- (1 H -l- (4-methylbenzyl) pyrazol-3-yl) -4-oxo-2-butenoic acid (293) 3-hydroxy-1- (5- (pyridin-2-ylmethyl) thiophen-3-) il) -3- (2H-tetrazol-5-yl) -propenone (294) 1- [(1-benzenesulfonyl-5-carboxy) pyrrol-3-yl] -3-hydroxy-3- (lH-1, 2 , 4-triazol-3-yl) propenone (295) 3-hydroxy-1- (4- (4-methoxybenzyl) pyrrol-2-yl) -3- (lH-l, 2,4-triazol-3-yl ) propenone (296) 1- (2H-5-benzenesulfonylpyrazol-3-yl) -3-hydroxy-3- (lH-1, 2,4-triazol-3-yl) propenyone (297) 1- (5- ( 2-fluorobenzyl) furan-2-yl) -3-hydroxy-3- (2H-tetrazol-5-yl) -propenyone (298) 3-hydroxy-l- (4- (3-methoxyphenoxy) furan-3-yl) -3- (1H-1), 2,4-triazol-3-yl) propenone (299) 1- [(1- (3-fluorobenzyl) -5-methoxymethyl) pyrrol-3-yl] -3-hydroxy-3- (lH-1, 2 , 4-triazol-3-yl) propenone (300) 3-hydroxy-3- (lH-l, 2,4-triazol-3-yl) -l- (4- (3-triofluoromethylbenzyl) furan-3-yl ) -propenone (301) 2-hydroxy-4-oxo-4- (5-phenylthiotiophen-2-yl) -2-butenoic acid (302) 1- (lH-l-benzylpyrazol-3-yl) -3-hydroxy -3- (2H-tetrazol-5-yl) -propenone (303) 4- (lH-l-benzenesulfonylpyrazol-4-yl) -2-hydroxy-4-oxo-2-butenoic acid (304) 3-hydroxy- l- [(4-methoxymethyl-l-phenylthio) pyrrol-2-yl] -3- (lH-l, 2,4-triazol-3-yl) propenone (305) 1- [(5- (4-fluorobenzyl) ) -3- (2-phenylethyl)) furan-2-yl] -3-hydroxy-3- (lH-1, 2,4-triazol-3-yl) propenone (306) 1- [(4-benzenesulfonyl- 5-methyl) furan-3-yl] -3-hydroxy-3- (lH-1, 2,4-triazol-3-yl) propenyone (307) 3-hydroxy-1 - [(5-n-propyl- l- (pyridin-4-ylmethyl)) -pyrrol-3-yl] -3- (2H-tetrazol-5-yl) -propenone (308) 1- (3- (3-fluorobenzyl) furan-2-yl) -3-hydroxy-3- (2H-tetrazol-5-yl) -propenone (309) 2-hydroxy-4- acid (4- (4-methylbenzyl) thiazol-2-yl) -4-oxo-2-butenoic acid (310) l- [(1- (3-fluorobenzyl) -4- (2-phenylethyl)) pyrrol-2-yl ] -3-hydroxy-3- (2H-tetrazol-5-yl) -propenone (311) 3-hydroxy-1- (5-phenylthiophen-3-yl) -3- (2H-tetrazol-5-yl) - propenone (312) 1- [(4-benzoyl-1- (4-chlorobenzenesulfonyl)) pyrro1-2-yl] -3-hydroxy-3- (2H-tetrazol-5-yl) -propenone (313) 1- ( 5-Benzenesulfonylpyrrol-2-yl) -3-hydroxy-3- (2H-tetrazol-5-yl) -propenone (314) 1- (5- (4-aminobenzyl) furan-2-yl) -3-hydroxy- 3- (1H-1, 2,4-triazol-3-yl) propenone (315) l- [(1- (4-fluorobenzyl) -4- (2-phenylethyl)) pyrrol-3-yl] -3- hydroxy-3- (2H-tetrazol-5-yl) -propenone (316) 1- (3- (2-fluorobenzyl) thiophen-2-yl) -3-hydroxy-3- (2H-tetrazol-5-yl) -propenone (317) 3-hydroxy-1- (2- (4-methylbenzyl) furan-3-yl) -3- (1 H-1,2,4-triazol-3-yl) propenyone (318) 1- ( 5- (3-fluorobenzyl) furan-3-yl) -3-hydroxy-3- (1H-1, 2,4-triazol-3-yl) propenone (319) 1- (4- (-aminobenzyl) pyrrol- 3-yl) -3-hydroxy-3- (1H-1, 2,4-triazol-3-yl) propenone (320) 3-hi droxy-l- (2H-2- (pyridin-4-ylmethyl) pyrazol-3-yl) -3- (2H-tetrazol-5-yl) -propene (321) 3-hydroxy-1- (4- (4 -methoxybenzyl) thiophen-2-yl) -3- (2H-tetrazol-5-yl) -propenone (322) 1- (5- (4-chlorobenzyl) furan-3-yl) -3-hydroxy-3- ( 1H-1, 2,4-triazol-3-yl) propenone (323) 1- (4- (2-fluorobenzyl) thiophen-2-yl) -3-hydroxy-3- (2H-tetrazol-5-yl) -propenone (324) 3-hydroxy-3- (lH-1, 2,4-triazol-3-yl) -l- (3- (3-triofluoromethylphenoxy) furan-2-yl) -propenyone (325) 1- (4-Benzenesulfonylfuran-2-yl) -3-hydroxy-3- (2H-tetrazol-5-yl) -propenone (326) 3-hydroxy-l- [(5-n-octyl-1- (pyridin-2) -ylmethyl)) pyrrol-3-yl] -3- (2H-tetrazol-5-yl) -propenone (327) 4- (2H-2- (4-aminobenzyl) pyrazol-4-yl) -2-hydroxy acid -4-oxo-2-butenoic (328) 1- (5- (4-chlorobenzenesulfonyl) furan-2-yl) -3-hydroxy-3- (1H-1,2,4-triazol-3-yl) propenone (329) 1- (2-benzylthiazol-4-yl) -3-hydroxy-3- (2H-tetrazol-5-yl) -propenyone (330) 3-hydroxy-1- (5- (3-methoxyphenylthio) furan -3-yl) -3- (1H-1, 2,4-triazol-3-yl) propenone (331) 1- (2H-5 - (2H-5- (2-fluorobenzyl) pyrazol-3-yl) -3-hydroxy-3- (2H-tetrazol-5-yl) -propenyone (332) 1- (5- (4-aminophenylthio) furan- 2-yl) -3-hydroxy-3- (lH-l, 2,4-triazol-3-yl) propenone (333) 1- (5-benzenesulfonylthiophen-2-yl) -3-hydroxy-3- (2H -tetrazol-5-yl) -propenone (334) 1- (2- (4-chlorobenzenesulfonyl) furan-3-yl) -3-hydroxy-3- (2H-tetrazol-5-yl) -propenone (335) 3 -hydroxy-l- [(5-phenyl-2- (2-phenylethyl)) furan-3-yl] -3- (1 H-1, 2,4-triazol-3-yl) propenyone (336) 3-hydroxy -l- (1-phenylthiopyrrol-2-yl) -3- (2H-tetrazol-5-yl) -propenone (337) l- [(1- (4-chlorobenzenesulfonyl) -4- (2-phenylethyl)) - pyrrol-3-yl] -3-hydroxy-3- (2H-tetrazol-5-yl) -propenone (338) l- (2H-2- (4-acetylbenzyl) pyrazol-4-yl) -3-hydroxy-3- (2H-tetrazol-5-yl) -propenyone (339) 3-hydroxy-l- [( 3-methyl-5-phenyl) furan-2-yl] -3- (1H-1, 2,4-triazol-3-yl) propenone (340) 3-hydroxy-1- (4- (pyridine-4- ylmethyl) thiophen-3-yl) -3- (1H-1, 2,4-triazol-3-yl) propenyone (341) l- [(5-carboxy-l- (pyridin-4-ylmethyl)) pyrrol- 3-yl] -3-hydroxy-3- (lH-l, 2,4-triazol-3-yl) propenone (342) 1- [(5-benzenesulfonyl-4- (2-phenylethyl)) furan-2 il] -3-hydroxy-3- (lH-l, 2,4-triazol-3-yl) propenone (343) 1- (2-benzenesulfonylthiophen-3-yl) -3-hydroxy-3- (1H-1) , 2,4-triazol-3-yl) propenone (344) l- (4- (3-fluorobenzyl) thiophen-2-yl) -3-hydroxy-3- (2H-tetrazol-5-yl) -propenyone ( 345) 1- [(1- (2-fluorobenzyl) -4-phenoxymethyl) pyrrol-2-yl] -3-hydroxy-3- (1H-1,2,4-triazol-3-yl) propenyone (346) l- [(1- (4-Acetylbenzyl) -4-benzoyl) pyrrol-2-yl] -3-hydroxy-3- (1H-1, 2,4-triazol-3-yl) propenyone (347) 1- (5- (4-aminobenzyl) pyrrol-3-yl) -3-hydroxy-3- (2H-tetrazol-5-yl) -propenyone (348) 3-hydroxy-3- (1 H-1, 2,4-triazol-3-yl) -l- (2- (4-triofluoromethylphenoxy) furan-3-yl) -propene (349) 3-hydroxy-l- (lH-1- (pyridine- 2-ylmethyl) pyrazol-3-yl) -3- (lH-l, 2,4, triazol-3-yl) propenone (350) 1- [(1- (4-aminobenzyl) -5-n-propyl) pyrrol-3-yl] -3-hydroxy-3- (lH-l, 2,4-triazol-3-yl) propenone (351) 4- (3- (4-aminobenzyl) thiophen-2-yl) - 2-hydroxy-4-oxo-2-butenoic (352) 3-hydroxy-3- (lH-1, 2,4-triazol-3-yl) -1- (2- (3-trifluoromethylphenoxy) furan-3 il) -propenone (353) 2-hydroxy-4-oxo-4- (4-phenylthiopyrrol-2-yl) -2-butenoic acid (354) 3-hydroxy-1- (4- (pyridin-2-ylmethyl) thiophen-3-yl) -3- (2H-tetrazol-5-yl) -propenone (355) 2-hydroxy-4-oxo-4- (2H-4- (pyridin-4-ylmethyl) pyrazole-3-acid il) -2-butenoic (356) 2-hydroxy-4- (4- (4-methylbenzyl) pyrrol-2-yl) -4-oxo-2-butenoic acid (357) 4- (1H-1- ( 4-acetylbenzyl) pyrazol-3-yl) -2-hydroxy-4-oxo-2-butenoic (358) 1- [(1-benzenesulfonyl-5-benzoyl) pyrrol-3-yl] -3-hydroxy-3- (2H-tetrazol-5-yl) -propenone (359) l- [(1- (4-fluorobenzyl) -4-n-propyl) pyrrol-2-yl] -3-hydroxy-3- (2H-tetrazol-5-yl) -propenone (360) 4- (2H-4-benzenesulfonylpyrazol-3-yl) -2 -hydroxy-4-oxo-2-butenoic acid (361) 3-hydroxy-l- [(1- (4-methoxybenzyl) -5-n-octyl) -pyrrol-3-yl] -3- (lH-1, 2,4, triazol-3-yl) propenone (362) 1- (4-benzylthiazol-2-yl) -3-hydroxy-3- (2H-tetrazol-5-yl) -propenyone (363) 1- (2H -2- (4-acetylbenzyl) pyrazol-3-yl) -3-hydroxy-3- (lH-1, 2,4-triazol-3-yl) propenyone (364) 1- (3-benzenesulfonylpyrrol-2-yl) ) -3-hydroxy-3- (1H-l, 2,4-triazol-3-yl) propenone (365) 1- [(4-carboxy-l- (4-methoxybenzyl)) pyrrol-2-yl] - 3-hydroxy-3- (2H-tetrazol-5-yl) -propenone (366) 4- (4-benzylpyrrol-3-yl) -2-hydroxy-4-oxo-2-butenoic acid (367) 3-hydroxy -3- (lH-1, 2,4-triazol-3-yl) -1- (5- (4-triofluoromethyl-phenylthio) furan-2-yl) -propenone (368) 1- [(1- (4-aminobenzyl) ) -4-benzoyl) pyrrol-2-yl] -3-hydroxy-3- (lH-1, 2,4-triazol-3-yl) propenyone (369) 1- [(5- (4-fluorobenzyl) - 4-methyl) furan-3-yl] -3-hydroxy-3- (lH-1, 2,4-triazol-3-yl) propenone (37 0) 3-hydroxy-l- [(1- (4-methoxybenzyl) -4-n-propyl) -pyrrol-2-yl] -3- (lH-l, 2,4, triazol-3-yl) propenone (371) 1- (1- (4-fluorobenzyl) pyrrol-3-yl) -3-hydroxy-3- (lH-1, 2,4-triazol-3-yl) propenyone (372) 1- [(1 - (3-fluorobenzyl) -4-n-propyl) pyrrol-2-yl] -3-hydroxy-3- (lH-1, 2,4-triazol-3-yl) propenyone (373) l- (5- (3-fluorophenyl) furan-3-yl) -3-hydroxy-3- (lH-1, 2,4-triazol-3-yl) propenyone (374) l- [(l-benzyl-4-methoxymethyl) pyrrole -2-yl] -3-hydroxy-3- (1H-1,2,4-triazol-3-yl) propenone (375) 3-hydroxy-1- (1- (4-methylbenzyl) pyrrol-3-yl) ) -3- (lH-1, 2, 4, triazol-3-yl) propenone (376) 1- (5-benzylthiophen-2-yl) -3-hydroxy-3- (2H-tetrazol-5-yl) -propenone (377) l- [(4-benzoyl-1- (4-methylbenzyl)) pyrrol-2-yl] -3-hydroxy-3- (2H-tetrazol-5-yl) -propenyone (378) • 1 - [(1- (4-chlorobenzenesulfonyl) -4- (2-phenylethyl)) - pyrrol-2-yl] -3-hydroxy-3- (lH-1, 2,4-triazol-3-yl) propenyone (379) 2-hydroxy-4-oxo-4- (2H-5- (pyridin-4-ylmethyl) pyrazol-3-yl) -2-butenoic acid (380) 4- (2- (2-fluorobenzyl) acid thiophen-3-yl) -2-hydroxy-4-oxo-2-butenoic (381) 2-hydroxy-4-oxo-4- (5- (pyridin-2-ylmethyl) -pyrrol-2-yl) - 2-butenoic (382) l- (2- (-fluorobenzyl) thiophen-3-yl) -3-hydroxy-3- (lH-1), 2,4-triazol-3-yl) propenone (383) l- [(1- (4-acetylbenzyl) -4-n-propyl) pyrrol-2-yl] -3-hydroxy-3- (2H-tetrazole -5-yl) -propenone (384) 2-hydroxy-4-oxo-4- (1- (pyridin-4-ylmethyl) pyrrol-3-yl) -2-butenoic acid (385) 2-hydroxy-4 acid -oxo-4- (1H-1- (pyridin-4-ylmethyl) pyrazol-3-yl) -2-butenoic (386) 1- [(5-ethoxycarb-1- (4-methoxybenzyl)) pyrrole-3- il] -3-hydroxy-3- (1H-1,2,4-triazol-3-yl) propenone (387) 4- (4- (4-aminobenzyl) thiophen-3-yl) -2-hydroxy- 4-oxo-2-butenoic (388) 4- (5- (4-aminobenzyl) thiophen-2-yl) -2-hydroxy-4-oxo-2-butenoic acid (389) l- [(2-chloro- 5- (4-fluorobenzyl)) furan-3-yl] -3-hydroxy-3- (lH-1, 2,4-triazol-3-yl) propenone (390) 1- (4- (4-fluorobenzenesulf) thiazol-2-yl) -3-hydroxy-3- (lH-l, 2,4-triazol-3-yl) propenone (391) 3-hydroxy-l- (2H-5- (pyridin-2-ylmethyl) pyrazol-3-yl) -3- (2H-tetrazol-5-yl) -propenone (392) l- (4- (2-chlorobenzyl) furan-3-yl) -3-hydroxy-3- (lH-1) , 2,4-triazol-3-yl) propenone (393) l- (2- (3-fluorobenzyl) thiophen-3-i l) -3-hydroxy-3- (1H-1, 2,4-triazol-3-yl) propenone (394) 1- [(1- (4-chlorobenzenesulf) -5-n-propyl) pyrrol3-yl] -3-hydroxy-3- (2H-tetrazol-5-yl) -propenone (395) 3-hydroxy-l- [(4- (2-phenylethyl) -5- (pyridin-4-ylmethyl)) furan-2 -yl] -3- (lH-1, 2,4, triazol-3-yl) propenone (396) l- [(4-Chloro-2-phenyl) furan-3-yl] -3-hydroxy-3- (1 H-1,2,4-triazol-3-yl) propenyone (397) I- [ (1- (4-Acetylbenzyl) -4-ethoxycarbonyl) pyrrol-2-yl] -3-hydroxy-3- (2H-tetrazol-5-yl) -propenyone (398) 4- (3-benzenesulfonylfuran-2-) il) -2-hydroxy-4-oxo-2-butenoic acid (399) 4- (2H-4- (2-fluorobenzyl) pyrazol-3-yl) -2-hydroxy-4-oxo-2-butenoic acid (400 ) l- [(1- (4-Fluorobenzyl) -4-phenoxymethyl) pyrrol-2-yl] -3-hydroxy-3- (lH-1, 2,4-triazol-3-yl) propenyone (401) 1 - (1-benzylpyrrol-2-yl) -3-hydroxy-3- (1H-1,2,4-triazol-3-yl) propenyone (402) l- [(4-ethyl-1- (pyridin-2) -ylmethyl)) pyrrol-2-yl] -3-hydroxy-3- (1H-1,2,4-triazol-3-yl) propenyone (403) 3-hydroxy-1- (2H-4- (4- methylbenzyl) pyrazol-3-yl) -3- (2H-tetrazol-5-yl) -propenone (404) 1- (5- (4-fluorobenzenesulfonyl) furan-2-yl) -3-hydroxy-3- (2H -tetrazol-5-yl) -propenone (405) 1- (5- (4-acetylbenzyl) furan-3-yl) -3-hydroxy-3- (1H-1, 2,4-triazol-3-yl) propenone (406) 1- (2H-2- (4-fluorobenzyl) pyrazol-3-yl) -3-hydroxy-3- (1H-1,2,4-t) riazol-3-yl) propenone (407) l- [(4-benzoyl-1-benzyl) pyrrol-2-yl] -3-hydroxy-3- (2H-tetrazol-5-yl) propenyone (408) 3- hydroxy-1- (5- (pyridin-4-ylmethyl) thiophen-3-yl) -3- (2H-tetrazol-5-yl) propenone (409) l- [(4-benzoyl-1- (4-fluorobenzyl) )) pyrrol-2-yl] -3-hydroxy-3- (lH-l, 2,4-triazol-3-yl) propenone (410) 1- [(4-ethoxycarbonyl-1- (3-fluorobenzyl)) pyrrol-2-yl] -3-hydroxy-3- (2H-tetrazol-5-yl) -propenone (411) 1- [(5-ethoxycarbonyl-1- (pyridin-2-ylmethyl)) pyrrol-3-yl ] -3-hydroxy-3- (2H-tetrazol-5-yl) -propenone (12) 1- [(1- (4-aminobenzyl) 4-methoxymethyl) pyrrol-2-yl] -3-hydroxy-3- (2H-tetrazol-5-yl) -propenone (413) 1- (2H-2- (4-fluorobenzenesulfonyl) pyrazol-3-yl) -3-hydroxy-3- (2H-tetrazol-5-yl) -propenone (414) 4- (2H-2- (4-Fluorobenzenesulfonyl) pyrazol-4-yl) -2-hydroxy-4-oxo-2-butenoic acid (415) l- [(5-fluoro-2- (pyridin- 4-ylmethyl)) furan-3-yl] -3-hydroxy-3- (lH-l, 2,4-triazol-3-yl) propenone (416) l- [(l-benzenesulfonyl-4-n-butyl ) pyrrol-2-yl] -3-hydroxy-3- (lH-l, 2,4 -triazol-3-yl) propenone (417) 3-hydroxy-1- (4- (4-methylbenzyl) thiophen-3-yl) -3- (2 H -tetrazol-5-yl) -propenyone (418) 1- [(4-carboxy-l- (4-fluorobenzyl)) pyrrol-2-yl] -3-hydroxy-3- (lH-l, 2,4-triazol-3-yl) propenyone (419) l- [( 3-Chloro-5- (4-fluorobenzyl)) furan-2-yl] -3-hydroxy-3- (lH-1, 2,4-triazol-3-yl) propenone (420) 1- [(4- carboxy-1- (4-fluorobenzenesulfonyl)) pyrrol-2-yl] -3-hydroxy-3- (lH-1, 2,4-triazol-3-yl) propenyone (421) 3-hydroxy-1- (2H -4- (4-methoxybenzyl) pyrazol-3-yl) -3- (1H-1, 2,4-triazol-3-yl) propenyone (422) 4- (4- (4-fluorobenzyl) pyrrole-2) -yl) -2-hydroxy-4-oxo-2-butenoic (423) 4- (2H-4-benzylpyrazol-3-yl) -2-hydroxy-4-oxo-2-butenoic acid (424) 3-hydroxy -l- (4- (4-methylphenylthio) furan-2-yl) -3- (lH-l, 2,4, triazol-3-yl) propenone (425) 2-hydroxy-4- (2- ( 4-methoxybenzyl) thiazol-4-yl) -4-oxo-2-butenoic (426) 4- (5- (4-fluorobenzyl) thiophen-2-yl) -2-hydroxy-oxo-2-butenoic (427 ) 3-hydroxy-1- (1- (pyridin-2-ylmethyl) pyrrol-3-yl) -3- (2H-tetrazole- 5-yl) -propenone (428) 1- [(5-benzoyl-1- (4-chlorobenzenesulfonyl)) pyrrol-3-yl] -3-hydroxy-3- (2H-tetrazol-5-yl) -propenone ( 429) 1- (2- (4-fluorobenzenesulfonyl) thiophen-3-yl) -3-hydroxy-3- (lH-1, 2,4-triazol-3-yl) propenyone (430) 3-hydroxy-l- (2-phenylthiopyrrol-3-yl) -3- (1H-1, 2,4-triazol-3-yl) propeneone (431) l- [(5-benzoyl-1- (pyridin-2-ylmethyl)) pyrrole -3-yl] -3-hydroxy-3- (2H-tetrazol-5-yl) -propenone (432) 2-hydroxy-4- (4- (4-methylbenzyl) thiophen-3-yl) - -oxo acid -2-butenoic (433) 2-hydroxy-4-oxo-4- (5-phenylthiofuran-2-yl) -2-butenoic acid (434) 1- (1H-1- (2-fluorobenzyl) pyrazole-4- il) -3-hydroxy-3- (lH-l, 2,4-triazol-3-yl) propenone (435) l- [(4-ethyl-l-phenylthio) pyrrol-2-yl] -3-hydroxy -3- (lH-1, 2,4-triazol-3-yl) propenone (436) 1- (2H-5- (3-fluorobenzyl) pyrazol-3-yl) -3-hydroxy-3- (2H-) tetrazol-5-yl) -propenone (437) 1- [(l-benzenesulfonyl-5-n-butyl) pyrrol-3-yl] -3-hydroxy-3- (lH-1, 2,4-triazole-3 -yl) propenone (438) 1- (4- (2-fluorobenzyl) thiophen-2-yl) -3-hydroxy-3- (l H-l, 2,4-triazol-3-yl) propenone (439) 3-hydroxy-3- (lH-1), 2,4-triazol-3-yl) -l- (4- (3-trifluoromethylbenzyl) furan-2-yl) -propenyone (440) 3-hydroxy-1- (2H-4- (pyridin-2-ylmethyl) ) pyrazol-3-yl) -3- (2H-tetrazol-5-yl) -propenone (441) l- [(4- (4-fluorobenzyl) -3-methyl) furan-2-yl] -3-hydroxy -3- (lH-1, 2,4-triazol-3-yl) propenone (442) 1- [(4-n-butyl-1- (pyridin-2-ylmethyl)) pyrrol-2-yl] -3 -hydroxy-3- (2H-tetrazol-5-yl) -propenone (443) 2-hydroxy-4-oxo-4- (4-pyridin-2-ylmethyl) -pyrrol-3-yl) -2-butenoic acid (444) 4- (4-Benzylpyrrol-2-yl) -2-hydroxy-4-oxo-2-butenoic acid (445) l- (5- (4-chlorophenoxy) furan-3-yl) -3-hydroxy -3- (1H-1, 2,4-triazol-3-yl) propenyone (446) 1- (5- (2-chlorophenylthio) furan-2-yl) -3-hydroxy-3- (lH-1, 2,4, triazol-3-yl) propenone (447) 3-hydroxy-1- (1H-1- (pyridin-2-ylmethyl) pyrazol-4-yl) -3- (2H-tetrazol-5-yl) -propenone (448) 3-hydroxy-l - [(2-methyl-4-phenyl) furan-3-yl] -3- (1H-1, 2,4-triazol-3-yl) propenyone (449) l - [(Benzyl-4-n-octyl) pyrrol-2-yl] -3-hydroxy-3- (2H-tetrazol-5-yl) -propenone (450) • 1- (1H-1- (2-fluor) obencil) pyrazol-3-yl) -3-hydroxy-3- (2H-tetrazol-5-yl) -propenone (451) 2-hydroxy-4-oxo-4- (4- (pyridin-2-ylmethyl) acid) furan-3-yl) -2-butenoic (452) l [(5-fluoro-3- (4-fluorobenzyl)) furan-2-yl] -3-hydroxy-3- (lH-1, 2,4- triazol-3-yl) -propenone (453) l- [(1- (4-Chlorobenzenesulfonyl) -ethoxycarbonyl) -pyrrol-2-yl] -3-hydroxy-3- (1H-1, 2,4-triazole -3-yl) -propenone (454) 1- (4- (3-Fluorobenzyl) pyrrol-3-yl) -3-hydroxy-3- (2H-tetrazol-5-yl) -propenone (455) 3-hydroxy-1- (4- phenoxymethyl-1- (pyridin-2-ylmethyl)) pyrrol-2-yl] -3- (lH-l, 2,4-triazol-3-yl) -propenone (456) 4- (2H-4- (4-Fuorobenzenesulfonyl) pyrazol-3-yl) -2-hydroxy) -4-oxo-2-butenoic acid (457) 3-hydroxy-1 - [(4-n- octyl-l- (pyridin-2-ylmethyl)) -pyrrol-2-yl-3- (lH-1, 2,4-triazol-3-yl) -propenyone (458) 3-hydroxy-1- (2H-) 5- (Pyridin-4-ylmethyl) pyrazol-3-yl) -3- (2H-tetrazol-5-yl) -propenyone (459) 1- (2-benzylthiophen-3-yl) -3-hydroxy-3- (2H-tetrazol-5-yl) -propenone (460) 3-hydroxy-l- [(4-methyl-3- (pyridin-4-ylmethyl)) -furan-2-ylJ-3- (1H-1, 2,4-triazol-3-yl) -ropenone (461) 1- (4- (2-methoxybenzyl) -2-yl) -3-hydroxy-3- (1H-1,2,4-triazole-3-) il) propenone (462) 4- (1- (4-fluorobenzyl) pyrrol-2-yl) -2-hydroxy-4-oxo-2-butenoic acid (463) l- [(5-ethoxycarbonyl-1- (3 -fluorobenzyl)) pyrrol-3-yl] -3-hydroxy-3- (lH-l, 2,4-triazol-3-yl) -propenone (464) l - [(3- (4-fluorobenzyl) -5 -methyl) furan-2-yl] -3-hydroxy-3- (lH-1, 2,4-triazol-3-yl) -propenone (465) l- [(5-benzoyl-1- (4-chlorobenzenesulfonyl )) pyrrol-3-yl-3-hydroxy-3- (lH-l, 2,4-triazol-3-yl) -propenone (466) 3-hydroxy-l- (l-phenylthiopyrrole) -3-yl) -3- (2H-tetrazol-5-yl) -propenone (467) 1- (lH-1-benzenesulfonylpyrazol-4-yl) -3-hydroxy-3- (lH-1, 2,4 -triazol-3-yl) -propenone (468) 3-hydroxy-l- (5- (pyridin-4-ylmethyl) furan-2-ylJ-3- (lH-l, 2,4-triazol-3-yl ) propenone (469) l - [(5-benzoyl-l- (4-fluorobenzyl)) pyrrol-3-ylJ-3-hydroxy-3- (2H-tetrazol-5-yl) propenone (470) 3-hydroxy- l- (5- (pyridin-4-ylmethyl) thiophen-2-yl) -3- (2H-tetrazol-5-yl) -propenone (471) 4- (2H-2- (4-acetylbenzyl) pyrazole- 4-yl) -2-hydroxy-4-oxo-2-butenoic (472) 3-hydroxy-1- (5-phenylthiotiophen-2-yl) -3- (2 H -tetrazol-5-yl) -propenone (473 ) 3-hydroxy-1- (4- (4-methylphenylthio) furan-3-yl) -3- (1 H-1,2,4-triazol-3-yl) -propenyone (474) 1- (2- ( 4-acetylbenzyl) furan-3-yl) -3-hydroxy-3- (2H-tetrazol-5-yl) -propenone (475) l - [(4-n-butyl-l-phenylthio) pyrrol-2-yl ] -3-hydroxy-3- (1H-1,2,4-triazol-3-yl) -propenone (476) 4- (5-benzylfuran-3-yl) -2-hydroxy-4-oxo-2 acid -butenoic (477) 4- (5- (4-Fluorobenzenesulfonyl) furan-3-yl) -2-hydroxy-4-oxo-2-butenoic acid (478) 1- (3- (3-chlorobenzyl) furan-2-yl) -3-hydroxy-3- (1H-1,2,4-triazol-3-yl) -propenyone (479) 3-hydroxy- l - [(4-methyl-3-phenyl) furan-2-yl] -3- (1 H-1,2,4-triazol-3-yl) -propenyone (480) 3-hydroxy-1- (3- (4-methylbenzyl) furan-2-yl) -3- (2H-tetrazol-5-yl) -propenyone (481) 1- (2- (2-chlorophenylthio) furan-3-yl) -3-hydroxy-3 - (lH-l, 2,4-triazol-3-yl) -propenone (482) 4- (5- (4-acetylbenzyl) pyrrol-3-yl) -2-hydroxy-4-oxo-2-butenoic acid (483) 1- (4- (3-fluorobenzyl) thiophen-2-yl) -3-hydroxy-3- (lH-1, 2,4-triazol-3-yl) -propenyone (484) 1 - [( 1- (4-fluorobenzyl) -4-methoxymethyl) pyrrol-2-ylJ-3-hydroxy-3- (2H-tetrazol-5-yl) -propenyone (485) 3-hydroxy-1- (4-phenylthiofuran-3) -yl) -3- (1H-1,2,4-triazol-3-yl) -propenone (486) l- (4-benzylthiophen-3-yl) -3-hydroxy-3- (1H-1,2) , 4-triazol-3-yl) -propenone (487) 1- (2H-2- (4-chlorobenzenesulfonyl) pyrazol-3-yl) -3-hydroxy-3- (1H-1,2,4-triazole- 3-yl) -propenone (488) 2-hydroxy-4-oxo- (1-phenylthiopyrrol-2-yl) -2-butenoic acid (489) 1- (5- (4-acetylbenzyl) l) furan-3-yl) -3-hydroxy-3- (2H-tetrazol-5-yl) -propenone (490) 2-hydroxy-4-oxo-4- (3- (pyridin-2-ylmethyl) acid) thiophen-2-yl) -2-butenoic acid (491) 2-hydroxy-4- (3- (4-methylbenzyl) furan-2-yl) -4-oxo-2-butenoic acid (492) 4- (2-acid - (4-fluorobenzyl) thiazol-4-yl) -2-hydroxy-4-oxo-2-butenoic acid (493) l- (2H-4- (4-fluorobenzenesulfonyl) pyrazol-3-yl) -3-hydroxy- 3- (lH-1, 2,4-triazol-3-yl) -propenyone (494) 3-hydroxy-1 - [(5-phenyl-4- (2-phenylethyl)) furan-2-yl-3-yl (lH-1, 2,4-triazol-3-yl) -propenyone (495) 3-hydroxy-1- (4- (4-methylbenzyl) pyrrol-3-yl) -3- (1H-1, 2, 4-triazol-3-yl) -propenone (496) 1 - [(5-n-butyl-1- (3-fluorobenzyl)) pyrrol-3-yl] -3-hydroxy-3- (1H-1, 2 , 4-triazol-3-yl) -propenone (497) 1- (3- (2-chlorobenzyl) furan-2-yl) -3-hydroxy-3- (1H-1,2,4-triazole-3-) il) -propenone (498) 1- (4- (4-chlorophenylthio) furan-2-yl) -3-hydroxy-3- (1H-1), 2,4-triazol-3-yl) -propenone (499) 1- (4- (2-chlorophenoxy) furan-2-yl) -3-hydroxy-3- (1H-1,2,4-triazole- 3-yl) -propenone (500) 1 - [(1- (4-fluorobenzyl) -5-n-propyl) pyrrol-3-yl] -3-hydroxy-3- (1H-1,2,4-triazole) -3-yl) -propenone (501) l- (3-benzylfuran-2-yl) -3-hydroxy-3- (1H-1,2, -triazol-3-yl) -propenyone (502) 3-hydroxy -l- [(5-Phenoxymethyl-1- (pyridin-4-ylmethyl)) pyrrol-3-yl] -3- (2 H -tetrazol-5-yl) -propenyone (503) 4- (3- (4 -fluorobenzenesulfonyl) furan-2-yl) -2-hydroxy-4-oxo-2-butenoic (504) 4- (5-n-butylfuran-2-yl) -2-hydroxy-4-oxo-2-butenoic acid (505) 2-hydroxy-4- (2- (4-methoxybenzyl) thiophen-3-yl) -4-oxo-2-butenoic acid (506) l - [(4-benzoyl-1- (2-fluorobenzyl)] ) pyrrol-2-yl] -3-hydroxy-3- (lH-l, 2,4-triazol-3-yl) -propenyone (507) 1- (4-benzenesulfonylthiophen-3-yl) -3-hydroxy- 3- (2H-tetrazol-5-yl) -propenone (508) l - [(1-benzyl-4-ethoxycarbonyl) pyrrol-2-yl-3-hydroxy-3- (2H-tetrazol-5-yl) - propenone (509) 3-hydroxy-l - [(5-methyl-4-phenyl) furan-2-yl-3- (1H-1, 2,4-triazo l-3-yl) -propenone (510) 3-hydroxy-1- (3- (3-methoxyphenylthio) furan-2-yl) -3- (lH-1, 2,4-triazol-3-yl) - propenone (511) l- [(4-benzenesulfonyl-5-fluoro) furan-2-ylJ-3-hydroxy-3- (lH-1, 2,4-triazol-3-yl) -propenone (512) acid 4 - (4- (4-aminobenzyl) thiophen-2-yl) -2-hydroxy-4-oxo-2-butenoic (513) 3-hydroxy-1- (5- (pyridin-methyl) pyrrol-3-yl) ) -3- (2H-tetrazol-5-yl) -propenone (514) 3-hydroxy-1- (2H-2- (4-methylbenzyl) pyrazol-4-yl) -3- (lH-1, 2, 4-triazol-3-yl) -propenone (515) 3-hydroxy-1- (4- (4-methylbenzyl) thiophen-3-yl) -3- (1H-1, 2,4-triazol-3-yl) ) -propenone (516) 2-hydroxy-4-oxo-4- (1H-1- (pyridin-2-ylmethyl) -4-yl) -2-butenoic acid (517) 1 - [(1- (2- fluorobenzyl) -4-n-propyl) pyrrol-2-yl] -3-hydroxy-3- (lH-l, 2,4-triazol-3-yl) -propenone (518) 1- (2H-2- ( 4-chlorobenzenesulfonyl) pyrazol-3-yl) -3-hydroxy-3- (2H-tetrazol-5-yl) -propenone (519) 1- (5- (4-fluorophenyl) furan-3-yl) 3-hydroxy -3- (1H-1, 2,4-triazol-3-yl) -propenone (520) 1 - [(5-carboxy-1- (4-methylbenzyl)) pyrrol-3-yl] -3- hydroxy-3- (1H-1,2,4-triazol-3-yl) -propenone (521) l- [(5-n-butyl-1- (4-chlorobenzenesulfonyl)) pyrrol-3-yl-3- hydroxy-3- (2H-tetrazol-5-yl) -propenone (522) • l - [(4-n-butyl-1- (3-fluorobenzyl)) pyrrol-2-yl] -3-hydroxy-3- (1H-1, 2,4-triazol-3-yl) -propenone (523) l- [(1- (4-chlorobenzenesulfonyl) -4-phenoxymethyl) -pyrrol-2-yl-3-hydroxy-3- ( 2H-tetrazol-5-yl) propenone (524) 1- (5- (2-methoxybenzyl) furan-3-yl) -3-hydroxy-3- (lH-1, 2,4-triazol-3-yl) propenone (525) 4- (4- (4-fluorobenzenesulfonyl) pyrrol-2-yl) -2-hydroxy-4-oxo-2-butenoic acid (526) l- [(4-benzoyl-1- (4-fluorobenzenesulfonyl ) pyrrol-2-yl-3-hydroxy-3- (2H-tetrazol-5-yl) propenyone (527) 1- (4- (4-chlorobenzenesulfonyl) pyrrol-2-yl) -3-hydroxy-3- ( lH-1, 2,4-triazol-3-yl) -propenone (528) 1- (2- (4-acetylbenzyl) furan-3-yl) -3-hydroxy-3- (1H-1,2,4 -triazol-3-yl) -propenone (529) 1- (4- (3-fluorobenzyl) thiophen-3-yl) -3-hydroxy-3- (2H-tetrazol-5-yl) -propenone (530) 1 - (l-benzylpyrrol-2-yl) -3-hydroxy-3- (2H-tetrazol-5-i) l) -propenone (531) l - [(2- (4-fluorobenzyl) -5- (2-phenylethyl)) furan-3-ylJ-3-hydroxy-3- (lH-1, 2,4-triazole- 3-yl) -propenone (532) 1- (2H-4-benzylpyrazol-3-yl) -hydroxy-3- (1 H-1,2,4-triazol-3-yl) -propenyone (533) 3-hydroxy -l- (5-phenoxifuran-2-yl) -3- (1 H-1,2-triazol-3-yl) -propenyone (534) 1- (4-n-butylfuran-3-yl) -3- hydroxy-3- (2H-tetrazol-5-yl) -propenone (535) l - [(4-chloro-2- (4-fluorobenzyl)) furan-3-yl] -3-hydroxy-3- (lH- l, 2,4-triazol-3-yl) -propenone (536) 3-hydroxy-1- (5- (2-methoxyphenylthio) furan-3-yl) -3- (lH-1, 2,4-triazole -3-yl) -propenone (537) 1- (2H-2- (4-aminobenzyl) pyrazol-3-yl) -3-hydroxy-3- (1H-1, 2,4-triazol-3-yl) -propenone (538) 1- (2H-2- (4-fluorobenzenesulfonyl) pyrazol-3-yl) -3-hydroxy-3- (1 H-1,2,4-triazol-3-yl) -propenyone (539) 1- (3- (4-aminobenzyl) furan-2-yl) -3-hydroxy-3- (2H-tetrazol-5-yl) -propenyone (540) 1- (5- (2-fluorobenzyl) pyrrole-2 -yl) -3-hydroxy-3- (2H-tetrazol-5-yl) -propenone (541) 3-hydroxy-1- (3-pyridin-4-ylmethyl) thiophen-2-yl) -3- (1H -1,2, 4-triazol-3-yl) -propenone (542) 4- (2- (4-fluorobenzenesulfonyl) thiazol-4-yl) 2-hydroxy-4-oxo-2-butenoic acid (543) 3 -hydroxy-1- (4- (4-methylbenzyl) furan-2-yl) -3- (1H-1), 2,4-triazol-3-yl) -propenyone (544) 3-hydroxy-1- (2-phenylthiothiophen-3-yl) -3- (1 H-1,2,4-triazol-3-yl) - propenone (545) 1- (4-benzylpyrrol-2-yl) -3-hydroxy-3- (1H-1,2,4-triazol-3-yl) -propenone (546) 1- (4- (2- fluorophenyl) furan-3-yl) -3-hydroxy-3- (1H-1,2,4-triazol-3-yl) -propenone (547) 1- (5- (4-chlorobenzenesulfonyl) thiophen-2-yl) ) -3-hydroxy-3- (2H-tetrazol-5-yl) -propenone (548) 1- (5- (4-fluorobenzenesulfonyl) pyrrol-2-yl) -3-hydroxy-3- (2H-tetrazol- 5-yl) -propenone (549) 3-hydroxy-3- (1H-1,2,4-triazol-3-yl) -1- (4- (4-trifluoromethylphenoxy) furan-2-yl) -propenone ( 550) 3-hydroxy-1- (5-phenylthiopyrrol-2-yl) -3- (2H-tetrazol-5-yl) -propenone- (551) 3-hydroxy-3- (lH-1, 2,4- triazol-3-yl) -l- (2- (3-trifluoromethylphenylthio) furan-3-yl) -propenyone (552) 1- (4- (4-chlorobenzenesulfonyl) pyrrol-3-yl) -3-hydroxy-3 - (1H-1, 2,4-triazol-3-yl) -propenone (553) 3-hydroxy-1 - [(4-phenyl-5- (2-phenylethyl)) furan-2-yl)] - 3 - (lH-l, 2,4-triazol-3-yl) -propenone (554) l- [(5-benzoyl-l-benzyl) pyrrol- 3-yl] -3-hydroxy-3- (1H-1,2,4-triazol-3-yl) -propenone (555) l- [(l-benzyl-5-n-propyl) pyrrol-3-yl] ] -3-hydroxy-3- (1H-1,2,4-triazol-3-yl) -propenone (556) 1- (2-benzenesulfonylfuran-3-yl) -3-hydroxy-3- (1H-1) , 2,4-triazol-3-yl) -propenone (557) 1- (4- (3-chlorophenoxy) furan-3-yl) -3-hydroxy-3- (1H-1,2,4-triazole- 3-yl) -propenone (558) l - [(L-be-sulphonyl-4-ethyl) pyrrol-3-yl] -3-hydroxy-3- (1 H-1,2,4-triazol-3-yl) - propenone (559) 2-hydroxy-4-oxo- (2H-2- (pyridin-2-ylmethyl) -pyrazol-3-yl) -2-butenoic acid (560) 3-hydroxy-l- [(5-methoxymethyl) -l-phenylthio) pyrrol-3-yl] -3- (1 H-1,2,4-triazol-3-yl) -propenyone (561) 1- (5- (4-fuorobenzenesulfonyl) furan-3-yl) -3-hydroxy-3- (2H-tetrazol-5-yl) -propenone (562) l- [(4-ethyl-1- (3-fluorobenzyl)) pyrrol-2-yl] -3-hydroxy-3- (2H-tetrazol-5-yl) -propenone (563) l - [(5-fluoro-4- (pyridin-4-ylmethyl)) furan-2-yl] -3-hydroxy-3- (lH-1, 2,4-triazol-3-yl) -propenone (564) 2-hydroxy-4- (1- (4-methoxybenzyl) pyrrol-3-yl) -4-oxo-2-butenoic acid (565 ) l- (2H-2 (2-fluorobenzyl) pyrazol-4-yl) -3-hydroxy-3- (lH-1, 2,4-triazol-3-yl) -propene (566) 3-hydroxy-1 - (3- (4-methylbenzyl) furan-2-yl) -3- (1 H-1,2,4-triazol-3-yl) -propenyone (567) 1- (3- (4-chlorobenzyl) furan- 2-yl) -3-hydroxy-3- (1H-1,2,4-triazol-3-yl) -propenyone (568) 1- (2- (3-fluorobenzyl) furan-3-yl) -3- hydroxy-3- (1H-1,2,4-triazol-3-yl) -propenone (569) 1- (2- (4-chlorobenzenesulfonyl) furan-3-yl) -3-hydroxy-3- (1H-) 1,2,4-triazol-3-yl) -propenone (570) 3-hydroxy-1- (4- (4-methoxybenzyl) furan-3-yl) -3- (2H-tetrazol-5-yl) - propenone (571) 1- [1- (4-acetylbenzyl) -5-ethoxycarbonyl) pyrrol-3-yl] -3-hydroxy-3- (1H-1,2, -triazol-3-yl) -propenone (572 ) 3-hydroxy-l- (2H-4-phenylthiopyrazol-3-yl) -3- (lH-1,2,4-triazol-3-yl) -propenone (573) 1- [1- (4-aminobenzyl ) -5-ethoxycarbonyl) pyrrol-3-yl] -3-hydroxy-3- (2H-etrazol-5-yl) -propenone (574) 4- (3- (4-fluorobenzyl) pyrrol-2-yl) -2-hydroxy-4-oxo-2-butenoic (575) 3-hydroxy-3- (lH-l, 2,4-triazol-3-yl) -l- (5- (2-trifluoromethyl) ncil) furan-3-yl) -propenone (576) 3-hydroxy-l- (2H-2- (pyridin-2-ylmethyl) pyrazol-4-yl) -3- (2 H -tetrazol-5-yl) - propenone (577) 4- (4-benzylthiophen-2-yl) -2-hydroxy-4-oxo-2-butenoic acid (578) 3-hydroxy-3- (lH-1,2,4-triazole-3-) il) -l- (4- (3-trifluoromethylphenylthio) furan-2-yl) -propenone (579) l - [(4-chloro-5- (4-fluorobenzyl) furan-3-yl] -3-hydroxy- 3- (lH-1, 2,4-triazol-3-yl) -propenone (580) 2-hydroxy-4-oxo-4- (4-pyridin-4-ylmethyl) thiazol-2-yl) -2 acid -butenoic (581) 4- (2- (4-chlorobenzenesulfonyl) pyrrol-3-yl) -2-hydroxy-oxo-2-butenoic acid (582) 4- (1- (4-fluorobenzenesulfonyl) pyrrole-3) -yl) 2-hydroxy-4-oxo-2-butenoic (583) 1- (4-benzylpyrrol-2-yl) -3-hydroxy-3- (2H-tetrazol-5-yl) -propenyone (584) 1 - (2- (4-chlorobenzenesulfonyl) thiazol-4-yl) -3-hydroxy-3- (lH-1, 2,4-triazol-3-yl) -propenyone (585) 3-hydroxy-1- (4 - (4-methoxybenzyl) thiazol-2-yl) -3- (2H-tetrazol-5-yl) -propenone (586) 3-hydroxy-1- (5-phenylthiopyrrol-3-yl) -3- (1H-) 1, 2, 4-triazol-3-yl) -propenone (58 7) 1 - [(1- (3-fluorobenzyl) -4-n-octyl) pyrrol-2-yl] -3-hydroxy-3- (2H-tetrazol-5-yl) -propenyone (588) 3-hydroxy -l- (2- (4-methoxybenzyl) thiophen-3-yl) -3- (2H-tetrazol-5-yl) -propenyone (589) 3-hydroxy-l - [(2-methyl-5- (pyridine -4-ylmethyl)) -furan-3-yl-3- (lH-l, 2,4-triazol-3-yl) -propenone (590) 4- (5- (3-fluorobenzyl) furan-3-yl) -2-hydroxy-4-oxo-2-butenoic acid (591) 3- hydroxy-1- (5-phenylthioothiophen-3-yl) -3- (2H-tetrazol-5-yl) -propenyone (592) 3-hydroxy-1- (2- (4-methoxyphenylthio) furan-3-yl) -3- (1H-1,2,4-triazol-3-yl) -propenone (593) l - [(5-benzoyl-1- (pyridin-4-ylmethyl)) pyrrol-3-yl-3-hydroxy -3- (1H-1, 2,4-triazol-3-yl) -propenone (594) • l - [(4- (4-fluorobenzyl) -5- (2-phenylethyl)) furan-3-yl] -3-hydroxy-3- (1H-1,2,4-triazol-3-yl) -propenone (595) 4- (3- (4-chlorobenzenesulfonyl) furan-2-yl) -2-hydroxy-4 -oxo-2-butenoic (596) l - [(4-ethoxycarbonyl-1- (4-fluorobenzyl)) pyrrol-2-yl] -3-hydroxy-3- (2H-tetrazol-5-yl) -propenone ( 597) l - [(5-benzoyl-l- (4-methylbenzyl)) pyrrol-3-yl] -3-hydroxy-3- (1H-1,2,4-triazol-3-yl) -propenyone (598) ) l - [(2-Chloro-4- (pyridin-4-ylmethyl)) furan-3-yl] -3-hydroxy-3- (1 H-1,2,4-triazol-3-yl) -propenone ( 599) 3-hydroxy-l - [(3- (2-phenylethyl) -5- (pyridin-4-ylmethyl)) furan-2-yl] -3- (1H-1, 2, 4-tria zol-3-yl) -propenone (600) 4- (4-Benzenesulfonylpyrrol-2-yl) -2-hydroxy-4-oxo-2-butenoic acid (601) 1- (2- (2-fluorobenzyl) furan-3-yl) -3-hydroxy acid -3- (2H-tetrazol-5-yl) -propenone (602) 1- (4- (4-chlorobenzenesulfonyl) thiophen-3-yl) -3-hydroxy-3- (2H-tetrazol-5-yl) - propenone (603) 2-hydroxy-4-oxo-4- (2H-2- (pyridin-4-ylmethyl) pyrazol-4-yl) -2-butenoic acid (604) l - [(4- (4-fluorobenzyl) ) -5-methyl) furan-3-ylJ-3-hydroxy-3- (lH-l, 2,4-triazol-3-yl) -propenone (605) l - [(4-carboxy-l- (pyridine -2-ylmethyl)) pyrrol-2-ylJ-3-hydroxy-3- (1 H-1,2,4-triazol-3-yl) -propenyone (606) 3-hydroxy-1- (3- (4- methoxybenzyl) pyrrol-2-yl) -3- (2H-tetrazol-5-yl) -propenone (607) 3-hydroxy-l- [(4-methoxymethyl-1- (pyridin-2-ylmethyl)) pyrrole-2 -IJJ-3- (2H-tetrazol-5-yl) -propenone (608) l- (1- (4-acetylbenzyl) pyrrol-3-yl) -3-hydroxy-3- (1H-1, 2, 4 -triazol-3-yl) -propenone (609) 1- (5- (3-fluorobenzyl) furan-3-yl) -3-hydroxy-3- (2H-tetrazol-5-yl) -propenone (610) l - [(4-Benzenesulfonyl-3-methyl) furan-2-yl-3-hydroxy-3- (lH-1, 2, 4-triazol-3-yl) -propenone (611) l- [(5-Benzenesulfonyl-2-methyl) furan-3-yl] -3-hydroxy-3- (1H-1,2,4-triazole-3 -yl) -propenone (612) 3-hydroxy-1- (2- (4-methylbenzyl) thiophen-3-yl) -3- (1 H-1,2,4-triazol-3-yl) .propenone (613) ) 3-hydroxy-3- (lH-l, 2,4-triazol-3-yl) -l- (5- (4-trifluoromethylphenoxy) furan-3-yl) -propenone (614) 1- (2H-2) -benzenesulfonylpyrazol-4-yl) -3-hydroxy-3- (lH-l, 2,4-triazol-3-yl) -propenone (615) l - [(5-chloro-3- (4-fluorobenzyl)) furan-2-ylJ-3-hydroxy-3- (1H-1, 2,4-triazol-3-yl) -propenone (616) 1- (5- (2-fluorobenzyl) furan-3-yl) -3 -hydroxy-3- (1H-1, 2,4-triazol-3-yl) -propenone (617) 1- (4-n-butylfuran-3-yl) -3-hydroxy-3- (1H-1, 2,4-triazol-3-yl) -propenone (618) l - [(4-ethyl-1- (pyridin-4-ylmethyl)) pyrrol-3-yl] -3-hydroxy-3- (1H-1) , 2,4-triazol-3-yl) -propenone (619) l- [(4-benzenesulfonyl-5-chloro) furan-3-yl] -3-hydroxy-3- (lH-1, 2,4- triazol-3-yl) -propenone (620) l - [(1- (2-fluorobenzyl-5-n-propyl) pyrrol-3-yl] -3-hydroxy-3- (2H-tetrazol-5-yl) -propenone (621) 1- (1H- 1- (4-chlorobenzenesulfonyl) pyrazol-4-yl) -3-hydroxy-3- (lH-1, 2,4-triazol-3-yl) -propenyone (622) l - [(4-fluoro-5- phenyl) furan-2-ylJ-3-hydroxy-3- (1H-1,2,4-triazol-3-yl) -propenyone (623) 4- (lH-l- (4-fluorobenzyl) pyrazol-3 acid -yl) -2-hydroxy-oxo-2-butenoic (624) 1- (4- (4-acetylbenzyl) pyrrol-3-yl) -3-hydroxy-3- (lH-1, 2,4-triazole -3-yl) -propenone (625) 4- (2-benzenesulfonylfuran-3-yl) -2-hydroxy-4-oxo-2-butenoic acid (626) 3-hydroxy-1- (1- (4-methylbenzyl) ) pyrrol-3-yl) -3- (2H-tetrazol-5-yl) -propenone (627) 4- (4- (2-fluorobenzyl) pyrrol-3-yl) -2-hydroxy-4-oxo- 2-butenoic (628) 1- (4- (3-fluorobenzyl) furan-3-yl) -3-hydroxy-3- (2H-tetrazol-5-yl) -propenone (629) 1- (4- (3 -fluorobenzyl) furan-3-yl) -3-hydroxy-3- (1H-1,2, -triazol-3-yl) -propenone (630) 1- (5- (4-chlorophenylthio) furan-2-yl ) -3-hydroxy-3- (1H-1,2,4-triazol-3-yl) -propenone (631) l - [(5- (4-benzenesulfonyl-3-fluoro) furan-2-yl-3 -hydroxy-3- (lH-l, 2,4-triazol-3-yl) -propenone (632) 1- (2- (4-chlorobenzenes ulfonyl) thiophen-3-yl) -3-hydroxy-3- (1H-1,2,4-triazol-3-yl) -propenone (633) 3-hydroxy-1- (4- (3-methoxybenzyl) furan -2-yl) -3- (1H-1, 2,4-triazol-3-yl) -propenone (634) l- [(1- (4-acetylbenzyl) -4- (2-phenylethyl)) pyrrol- 3-yl] -3-hydroxy-3- (2H-tetrazol-5-yl) -propenone (635) 4- (l- (4-acetylbenzyl) pyrrol-3-yl) -2-hydroxy-4-oxo acid -2-butenoic (636) l- [(1- (4-chlorobenzenesulfonyl) -5-n-octyl) pyrrol-3-yl] -3-hydroxy-3- (2H-tetrazol-5-yl) -propenone ( 637) 2-hydroxy-4-oxo-4- (2- (pyridin-4-ylmethyl) furan-3-yl) -2-butenoic acid (638) l - [(4-ethyl-1- (3-fluorobenzyl) )) pyrrol-2-yl] -3-hydroxy-3- (lH-l, 2,4-triazol-3-yl) -propenone (639) 1 - [(1- (4-acetylbenzyl) -4-n -octyl) pyrrol-2-yl-3-hydroxy-3- (2H-tetrazol-5-yl) -propenyone (640) 1- (2-n-butylfuran-3-yl) -3-hydroxy-3- ( 1H-1, 2, -triazol-3-yl) -propenone (641) 4- (4- (3-fluorobenzyl) thiophen-3-yl) -2-hydroxy-4-oxo-2-butenoic acid (642) l- [(1- (-chlorobenzenesulfonyl) -5-methoxymethyl) -pyrrol-3-yl] -3-hydroxy-3- (1H-1,2,4-tri) azol-3-yl) -propenone (643) 1- (4- (3-chlorophenoxy) furan-2-yl) -3-hydroxy-3- (1H-1,2,4-triazol-3-yl) -propenyone (644) I - [( l- (4-aminobenzyl) -5-n-butyl) pyrrol-3-i] -3-hydroxy-3- (1H-1,2,4-triazol-3-yl) -propenyone (645) l- [ (4-Benzenesulfonyl) -3- (2-phenylethyl)) furan-2-ylJ-3-hydroxy-3- (1H-1, 2,4-triazol-3-yl) -propenyone (646) 3-hydroxy- l- (4- (4-methoxybenzyl) thiophen-3-yl) -3- (2H-tetrazol-5-yl) -propenone (647) 1 - [(1- (4-aminobenzyl) -4-n-butyl ) pyrrol-2-yl] -3-hydroxy-3- (lH-l, 2,4-triazol-3-yl) -propenone (648) l - [(l-benzyl-4-n-propyl) pyrrol- 2-yl-3-hydroxy-3- (1H-1,2,4-triazol-3-yl) -propeneone (649) l - [(1-benzyl-4-ethyl) pyrrol-2-yl] -3 -hydroxy-3- (lH-1,2, -triazol-3-yl) -propenone (650) 3-hydroxy-l - [(5-methyl-2-phenyl) furan-3-iJ-3- (1H -l, 2,4-triazol-3-yl) -propenone (651) 4- (1- (4-chlorobenzenesulfonyl) pyrrol-3-yl) -2-hydroxy-4-oxo-2-butenoic acid (652) 1- (4- (3-fluorobenzyl) pyrrol-2-yl) -3-hydroxy-3- (2H-tetrazol-5-yl) -propenyone (653) 3-hydroxy-1- (1- (pyridine-2) -ylmethyl) - pyrrol-2-yl) -3- (2H-tetrazol-5-yl) -propenone (654) 2-hydroxy-4- (5- (4-methoxybenzyl) thiophen-3-yl) -4-oxo-2 acid -butenoic (655) 1- (4- (4-chlorophenoxy) furan-3-yl) -3-hydroxy-3- (1H-1, 2,4-triazol-3-yl) -propenone (656) 1- (4- (4-acetylbenzyl) furan-2-yl) -3-hydroxy-3- (1 H-1,2, -triazol-3-yl) -propenyone (657) l- [(2 -chloro-5- (pyridin-4-ylmethyl)) furan-3-yl] -3-hydroxy-3- (1H-1,2,4-triazol-3-yl) -propenone (658) 2-hydroxy-4- (4- (4-methylbenzyl) thiophen-2-yl) 4-oxo-2-butenoic acid (659) 3-hydroxy-l- (2H-2- (4-methoxybenzyl) pyrazol-4-yl) -3- (2H-tetrazol-5-yl) -propenone (660) 1- (2H-2-benzylpyrazol-3-yl) -3-hydroxy-3- (1H-1,2,4-triazol-3-yl) -propenone (661) 2-hydroxy-4-oxo-4- (2- (pyridin-2-ylmethyl) thiophen-3-yl) -2-butenoic acid (662) 4- (2-n-Butylfuran-3-yl) -2-hydroxy-4-oxo-2-butenoic acid (663) 1- (5-benzylpyrrol-2-yl) -3-hydroxy-3- (1H-1,2,4-triazol-3-yl) -propenyone (664) l- [(1- (3- fluorobenzyl) -5-n-octyl) pyrrol-3-yl] -3-hydroxy-3- (2H-tetrazol-5-yl) -propenone (665) 1- (1H-1-benzylpyrazol-3-yl) -3-hydroxy-3- (1H-1,2,4-triazol-3-yl) -propenyone (666) '3-hydroxy-3- (lH-1, 2,4-triazol-3-yl) -l- (5- (2-trifluoromethyl-phenylthio) furan-3-yl) -propenyone (667) 1- [(1- (3-fluorobenzyl) -5 -n-propyl) pyrrol-3-yl] -3-hydroxy-3- (2H-tetrazol-5-yl) -propenone (668) l- [(5-fluoro-3-phenyl) furan-2-yl] -3-hydroxy-3- (lH-1, 2,4-triazol-3-yl) -propenone (669) 3-hydroxy-1- (2-phenylthiathiazol-4-yl) -3- (1 H-1,2,4-triazol-3-yl) -propenyone (670) 3-hydroxy-1- (3- (pyridin-2-ylmethyl) pyrrol-2-yl) -3- (lH-1, 2,4-triazol-3-yl) -propenone (671) 1- (3- (4-acetylbenzyl) pyrrol-2-yl) -3-hydroxy-3- (1 H-1,2,4-triazol-3-yl) -propenyone (672) 1- (4- (4-chlorophenoxy) furan-2-yl) -3-hydroxy-3- (1H-1, 2,4-triazol-3-yl) -propenyone (673) 1- [( 1- (4-chlorobenzenesulfonyl) -4-ethyl) pyrrol-2-yl] -3-hydroxy-3- (1H-1,2,4-triazol-3-yl) -propenone (674) 3-hydroxy-l- (2H-2- (4-methoxybenzyl) pyrazol-3-yl) -3- (2 H -tetrazol-5-yl) -propenone (675) 1- [(5-benzenesulfonyl) -1- 4-chloro) furan-3-yl] -3-hydroxy-3- (1H-1,2,4-triazol-3-yl) -propenone (676) 4- (3- (4-Chlorobenzenesulfonyl) thiophen-2-yl) -2-hydroxy-4-oxo-2-butenoic acid (677) 1- (2- (4-acetylbenzyl) thiazol-4-yl) ) -3-hydroxy-3- (2H-tetrazol-5-yl) -propenone (678) 4- (lH-l- (2-fluorobenzyl) pyrazol-4-yl) -2-hydroxy-4-oxo- 2-butenoic (679) l- (4- (4-aminobenzyl) furan-3-yl) -3-hydroxy-3- (2H-tetrazol-5-yl) -propenone (680) l- [(4-Fluoro-5-phenyl) furan-3-yl] -3-hydroxy-3- (1H-1,2, -triazol-3-yl) -propenone (681) l- [ (5-n-butyl-1- (pyridin-2-ylmethyl)) pyrrol-3-yl] -3-hydroxy-3- (2H-tetrazol-5-yl) -propenyone (682) 1- [(1- (3-fluorobenzyl) -5-n-propyl) pyrrol-3-yl] -3-hydroxy-3- (1H-1, 2, -triazol-3-yl) -propenone (683) 1- (4- ( 4-aminophenylthio) furan-2-yl) -3-hydroxy-3- (1H-1,2,4-triazol-3-yl) -propenone (684) 2-hydroxy-4-oxo-4- (5-phenylthiopyrrol-2-yl) -2-butenoic acid (685) 1- (5- (3-fluorobenzyl) thiophen-2-yl) -3-hydroxy-3- (lH-1, 2,4-triazol-3-yl) -propenone (686) 1- (4-Benzenesulfonylpyrrol-2-yl) -3-hydroxy-3- (1 H-1,2,4-triazol-3-yl) -propenyone (687) 3-hydroxy-1- (3-phenylthiopyrrol-2-yl) -3- (2H-tetrazol-5-yl) -propenyone (688) 1- [(3-benzenesulfonyl-5-fluoro) furan-2 -yl] -3-hydroxy-3- (1H-1,2,4-triazol-3-yl) -propenone (689) 1- (3- (4-Acetylbenzyl) pyrrol-2-yl) -3-hydroxy-3- (2H-tetrazol-5-yl) -propenone (690) l- (4- (4-Acetylbenzyl) thiazol-2-yl) -3-hydroxy-3- (lH-1, 2,4-triazol-3-yl) -propenone (691) 3-hydroxy-1- (2-phenylthiofuran-3-yl) -3- (2 H -tetrazol-5-yl) -propenyone (692) 3-hydroxy-l- [(1- (4-methylbenzyl)) 4-phenoxymethyl) pyrrol-2-yl] -3- (1 H-1,2,4-triazol-3-yl) -propenyone (693) 4- (5- (2-Fluorobenzyl) thiophen-2-yl) -2-hydroxy-4-oxo-2-butenoic acid (694) 1- [(4-benzenesulfonyl-3-fluoro) furan-2 -yl] -3-hydroxy-3- (1H-1,2,4-triazol-3-yl) -propenyone (695) 1- (5- (4-acetylphenoxy) furan-3-yl) -3-hydroxy-3- (1H-1,2,4-triazol-3-yl) -propenyone (696) l- [( 4-Ethyl-1- (4-fluorobenzyl)) pyrrol-2-yl] -3-hydroxy-3- (1H-1, 2,4-triazol-3-yl) -propenyone (697) 3-hydroxy-1 - (1 H-l- (4-methylbenzyl) pyrazol-4-yl) -3- (1 H-1, 2,4-triazol-3-yl) -propenone (698) 2-hydroxy-4- (4- (4-methoxybenzyl) pyrrol-2-yl) -4-oxo-2-butenoic acid (699) l- [(2-fluoro-4- (4-fluorobenzyl)] ) furan-3-yl] -3-hydroxy-3- (lH-l, 2,4-triazol-3-yl) -propenone (700) 3-hydroxy-1- (3-phenylthiothiophen-2-yl) -3- (2H-tetrazol-5-yl) -propenone (701) 3-hydroxy-1- (5- (4-methoxybenzyl) furan-3-yl) -3- (2H-tetrazol-5-yl) -propenone (702) 3-hydroxy-1- (4-phenylthiofuran-3-yl) -3- (2H-tetrazol-5-yl) -propenone (703) 1- (4- (2-fluorobenzyl) furan-2-yl) -3-hydroxy-3- (2H-tetrazol-5-yl) -propenone (704) 2-hydroxy-4- (4- (4-methoxybenzyl) furan-2-yl) -4-oxo-2-butenoic acid (705) 4- (4-Benzenesulfonylfuran-2-yl) -2-hydroxy-4-oxo-2-butenoic acid (706) 4- (5-Benzenesulfonylpyrrol-3-yl) -2-hydroxy-oxo-2-butenoic acid (707) 1- (3-benzylthiophen-2-yl) -3-hydroxy-3- (2H-tetrazol-5-yl) -propenone (708) l- [(4-ethyl-l-phenylthio) pyrrol-3-yl] -3-hydroxy-3- (2H-tetrazol-5-yl) -propenyone (709) 1- (1- (4- chlorobenzenesulfonyl) pyrrol-2-yl) -3-hydroxy-3- (2H-tetrazol-5-yl) -propenone (710) 1- (2- (4-chlorobenzenesulfonyl) thiophen-3-yl) -3-hydroxy- 3- (2H-tetrazol-5-yl) -propenone (711) 1- (2- (4-chlorobenzenesulfonyl) thiazol-4-yl) -3-hydroxy-3- (2H-tetrazol-5-yl) -propenone (712) 1- [(5-Ethoxycarbonyl-1- (pyridin-4-ylmethyl)) pyrrol-3-yl] -3-hydroxy-3- (1H-1,2,4-triazol-3-yl) - propenone (713) l- [(4-n-butyl-1- (4-methoxybenzyl)) pyrrol-2-yl] -3-hydroxy-3- (2H-tetrazol-5-yl) -propenone (714) 1- (5-benzylpyrrol-2-yl) -3-hydroxy-3- (2H-tetrazol-5-yl) -propenone (715) 1- (5- (3-fluorobenzyl) pyrrol-2-yl) -3-hydroxy-3- (1H-1,2,4-triazol-3-yl) -propenone (716) 1- [( 1- (4-Fluorobenzenesulfonyl) -4-n-octyl) pyrrol-2-yl] -3-hydroxy-3- (lH-1, 2,4-triazol-3-yl) -propenyone (717) 3-hydroxy -l- [(4-methoxymethyl-1- (pyridin-2-ylmethyl)) pyrrol-2-yl] -3- (lH-1, 2,4-triazol-3-yl) -propenone (718) l- [(1- (3-Fluorobenzyl) -4- (2-phenylethyl)) pyrrol-3-yl] -3-hydroxy-3- (1H-1,2,4-triazol-3-yl) ) -propenone (719) 2-hydroxy-4-oxo-4- (4- (pyridin-4-ylmethyl) pyrrol-3-yl) -2-butenoic acid (720) 3-hydroxy-1- (1- (pyridin-4-ylmethyl) pyrrol-3-yl) -3- (2 H -tetrazol-5-yl) -propenone (721) 1- (5-n-butylfuran -3-yl) -3-hydroxy-3- (1H-1, 2, -triazol-3-yl) -propenone (722) 1- (4- (4-fluorobenzyl) pyrrol-3-yl) -3- hydroxy-3- (2H-tetrazol-5-yl) -propenyone (723) 3-hydroxy-1- (2H-5- (pyridin-4-ylmethyl) pyrazol-3-yl) -3- (lH-1, 2,4-triazol-3-yl) -propenone (724) 3-hydroxy-1- (5-phenylthiopyrrol-2-yl) -3- (lH-1, 2,4-triazol-3-yl) -propenone (725) 3-hydroxy-1- (3- (-methylbenzyl) thiophen-2-yl) -3- (1 H-1,2,4-triazol-3-yl) -propenone (726) 3-hydroxy-1- (5- (4-methoxybenzyl) pyrrol-2-yl) -3- (2H-tetrazol-5-yl) -propenone (727) 4- (1-Benzenesulfonylpyrrol-2-yl) -2-hydroxy-4-oxo-2-butenoic acid (728) 1- (5-Benzenesulfonylfuran-2-yl) -3-hydroxy-3- (2H-tetrazol-5-yl) -propenyone (729) l- (2 H -4- (4-chlorobenzenesulfonyl) pyrazole-3 -yl) -3-hydroxy-3- (lH-l, 2,4-triazol-3-yl) -propenone (730) 3-hydroxy-l- [(1- (4-methylbenzyl) -5-n- octyl) pyrrol-3-yl] -3- (lH-l, 2,4-triazol-3-yl) -propenone (731) 2-hydroxy-4-oxo-4- (4- (pyridin-4-ylmethyl) furan-3-yl) -2-butenoic acid (732) 1- [(1-benzenesulfonyl-4-ethoxycarbonyl) pyrrole -2-yl] -3-hydroxy-3- (1H-1,2,4-triazol-3-yl) -propenyone (733) '3-hydroxy-3- (lH-1, 2,4-triazole- 3-yl) -l- (5- (2-trifluoromethylphenoxy) furan-3-yl) -propenone (734) 4- (4-benzylthiophen-3-yl) -2-hydroxy-4-oxo-2-butenoic acid (735) 4- (1H-1- (2-Fluorobenzyl) pyrazol-3-yl) -2-hydroxy-4-oxo-2-butenoic acid (736) l- [(5- (4-fluorobenzyl) -4 - (2-phenylethyl)) furan-3-yl] -3-hydroxy-3- (lH-1, 2,4-triazol-3-yl) -propenyone (737) 1- [(4-n-butyl- l- (4-Fluorobenzenesulfonyl)) pyrrol-2-yl] -3-hydroxy-3- (2H-tetrazol-5-yl) -propenone (738) l- [(4-Chloro-5-phenyl) furan-3-yl] -3-hydroxy-3- (1 H-1,2,4-triazol-3-yl) -propenone (739) 1- (2H-2- (3-fluorobenzyl) pyrazol-4-yl) -3-hydroxy-3- (2H-tetrazol-5-yl) -propenyone (740) 3-hydroxy-l- [( 5- (2-phenylethyl) -4- (pyridin-4-ylmethyl)) furan-2-yl] -3- (1 H-1,2,4-triazol-3-yl) -propenone (741) 1- (5- (4-chlorobenzenesulfonyl) thiophen-3-yl) -3-hydroxy-3- (1 H-1,2,4-triazol-3-yl) -propenyone (742) 3-hydroxy- l- (2- (pyridin-4-ylmethyl) pyrrol-3-yl) -3- (1 H-1,2,4-triazol-3-yl) -propenone (743) 1- [(4-ethyl-1) - (3-fluorobenzyl)) pyrrol-3-yl] -3-hydroxy-3- (lH-1, 2,4-triazol-3-yl) -propenone (744) 3-hydroxy-3- (lH-1) , 2,4-triazol-3-yl) -l- (5- (3-trifluoromethylbenzyl) furan-3-yl) -propenyone (745) 3-hydroxy-l- [(5-methyl-2- (pyridine- 4-ylmethyl)) furan-3-yl] -3- (lH-l, 2,4-triazol-3-yl) -propenone (746) 1- [(4-Ethoxycarbonyl-1- (3-fluorobenzyl)) pyrrol-2-yl] -3-hydroxy-3- (1H-1, 2,4-triazol-3-yl) -propenone ( 747) l- (4- (4-fluorobenzenesulfonyl) thiophen-2-yl) -3-hydroxy-3- (2H-tetrazol-5-yl) -propenone (748) 3-hydroxy-1- [(4- ( 2-phenylethyl) -1-phenylthio) pyrrol-3-yl] -3- (2H-tetrazol-5-yl) -propenyone (749) 3-hydroxy-l- (2H-2- (pyridin-2-ylmethyl) pyrazol-3-yl) -3- (lH-l, 2,4-triazol-3-yl) -propenone (750) 4- (2H-5- (2-Fluorobenzyl) pyrazol-3-yl) -2-hydroxy-oxo-2-butenoic acid (751) 1- [(l-benzenesulfonyl-5-n-butyl) pyrrol-3-yl] -3-hydroxy-3- (2H-tetrazol-5-yl) -propenone (752) 2-hydroxy-4- (2- (4-methoxybenzyl) pyrrol-3-yl) -4-oxo-2-butenoic acid (753) 4- (1- (4-Fluorobenzenesulfonyl) pyrrol-2-yl) -2-hydroxy-4-oxo-2-butenoic acid (75) 1- (3- (4-aminobenzyl) thiophen-2-yl) ) -3-hydroxy-3- (1H-1,2,4-triazol-3-yl) -propenyone (755) 3-hydroxy-l- [(5-n-octyl-l-phenylthio) pyrrole-3- il] -3- (2H-tetrazol-5-yl) -propenone (756) 1- [(4-ethoxycarbonyl-1- (2-fluorobenzyl)) pyrrol-2-yl] -3-hydroxy-3- (1H -1,2, 4-triazol-3-yl) -propenone (757) 1- (4- (4-acetylbenzyl) pyrrol-2-yl) -3-hydroxy-3- (1H-1,2,4- triazol-3-yl) -propenone (758) 3-hydroxy-3- (1H-1,2,4-triazol-3-yl) -1- (5- (2-trifluoromethylphenoxy) furan-2-yl) - propenone (759) 3-hydroxy-1- (4-phenylthiothiophen-3-yl) -3- (1 H-1,2,4-triazol-3-yl) -propenone (760) l- [(4-Fluoro-2- (4-fluorobenzyl)) furan-3-yl] -3-hydroxy-3- (lH-1, 2,4-triazol-3-yl) -propenone (761) 4- (4- (4-Acetylbenzyl) thiazol-2-yl) -2-hydroxy-4-oxo-2-butenoic acid (762) 1- (4- (3-fluorobenzyl) thiophen-3-yl) -3-hydroxy-3- (1 H-1,2,4-triazol-3-yl) -propenyone (763) 2-hydroxy-4- (3- (4-methoxybenzyl) thiophen-2-yl) -4-oxo-2-butenoic acid (764) 3-hydroxy-l- (2H-4- (4-methylbenzyl) ) pyrazol-3-yl) -3- (lH-l, 2,4-triazol-3-yl) -propenone (765) 4- (2H-2- (4-chlorobenzenesulfonyl) pyrazol-4-yl) -2-hydroxy-4-oxo-2-butenoic acid (766) 1- (5-benzylpyrrol-3-yl) -3-hydroxy-3- (2H-tetrazol-5-yl) -propenyone (767) 1- [(3-chloro-4- (4-fluorobenzyl) ) furan-2-yl] -3-hydroxy-3- (lH-1, 2,4-triazol-3-yl) -propenone (768) 3-hydroxy-1- (4- (4-methylbenzyl) thiophene) 2-yl) -3- (2H-tetrazol-5-yl) -propenone (769) 3-hydroxy-l- [(4- (2-phenylethyl) -5- (pyridin-4-ylmethyl)) furan-3 -yl] -3- (lH-1, 2,4-triazol-3-yl) -propenone (770) 4- (2- (4-Fluorobenzenesulfonyl) pyrrol-3-yl) -2-hydroxy-4-oxo-2-butenoic acid (771) 4- (5- (2-Fluorobenzyl) furan-2-yl) -2-hydroxy-4-oxo-2-butenoic acid (772) 1- (2- (4-fluorobenzyl) pyrrol-3-yl) -3-hydroxy-3- (lH-1, 2,4-triazol-3-yl) -propenone (773) 1- (2- (4-acetylbenzyl) thiazol-4-yl) -3-hydroxy-3- (lH-1, 2,4-triazol-3-yl) -propenone (774) 1- (4-Benzenesulfonylthiophen-2-yl) -3-hydroxy-3- (1H-1, 2,4-triazol-3-yl) -propenone (775) l- (5- (4-Acetylbenzyl) pyrrol-3-yl) -3-hydroxy-3- (1H-1,2,4-triazol-3-yl) -propenyone (776) l- [( 1- (4-aminobenzyl) -4-ethyl) pyrrol-2-yl] -3-hydroxy-3- (2H-tetrazol-5-yl) -propenone (777) 1- (5-Benzenesulfonylfuran-3-yl) -3-hydroxy-3- (1 H-1,2,4-triazol-3-yl) -propenyone (778) 4- (5- (4-chlorobenzenesulfonyl) pyrrol-2-yl) -2-hydroxy-4-oxo-2-butenoic acid (779) 2-hydroxy-4-oxo-4- (5-phenylthiopyrrole) acid -3-yl) -2-butenoic (780) 1- (2H-2- (3-fluorobenzyl) pyrazol-4-yl) -3-hydroxy-3- (1H-1, 2,4-triazole-3-yl) il) -propenone (781) 1- [(1- (4-aminobenzyl) -4-carboxy) pyrrol-2-yl] -3-hydroxy-3- (1H-1,2, -triazol-3-yl) -propenone (782) l- [(4-ethoxycarbonyl-1-phenylthio) pyrrol-2-yl] -3-hydroxy-3- (1H-1,2,4-triazol-3-yl) -propenyone (783) 3-hydroxy-1- (5- (4-methylbenzyl) pyrrol-2-yl) -3- (2H-tetrazol-5-yl) -propenyone (784) 1- (5- (4-acetylphenylthio) furan-3-yl) -3-hydroxy-3- (lH-1, 2,4-triazol-3-yl) -propenone (785) 3-hydroxy-1- (5- (pyridin-2-ylmethyl) thiophen-2-yl) -3- (2H-tetrazol-5-yl) -propenone (786) 4- (3- (4-Acetylbenzyl) thiophen-2-yl) -2-hydroxy-4-oxo-2-butenoic acid (787) 3-hydroxy-1 - [(5-phenoxymethyl-1- ( pyridin-2-ylmethyl)) pyrrol-3-yl] -3- (2H-tetrazol-5-yl) -propenone (788) 3-hydroxy-l- (2H-2- (4-methylbenzyl) pyrazol-3-yl) -3- (2H-tetrazol-5-yl) -propenyone (789) l- [(1-benzenesulfonyl- 4- (2-phenylethyl)) pyrrol-2-yl] -3-hydroxy-3- (2H-tetrazol-5-yl) -propenone (790) 1- [(5-benzenesulfonyl-4-fluoro) furan-2 -yl] -3-hydroxy-3- (lH-l, 2,4-triazol-3-yl) -propenone (791) 4- (2H-4- (4-fluorobenzyl) pyrazol-3-yl) - 2-hydroxy-4-oxo-2-butenoic acid (792) 4- (4- (4-aminobenzyl) furan-3-yl) -2-hydroxy-4-oxo-2-butenoic acid (793) 3-hydroxy- 3- (lH-1, 2,4-triazol-3-yl) -l- (4- (2-trifluoromethyl-phenylthio) furan-2-yl) -propenyone (794) 4- (2- (4-Acetylbenzyl) thiophen-3-yl) -2-hydroxy-4-oxo-2-butenoic acid (795) 1- [(4-ethoxycarbonyl-1- (pyridin-2) ilmethyl)) pyrrol-2-yl] -3-hydroxy-3- (2H-tetrazol-5-yl) -propenyone (796) 1- (1H-1- (4-fluorobenzenesulfonyl) pyrazol-3-yl) -3 -hydroxy-3- (1H-1,2,4-triazol-3-yl) -propenone (797) 1- (3- (4-fluorobenzenesulfonyl) pyrrol-2-yl) -3-hydroxy-3- (lH -l, 2,4-triazol-3-yl) -propenone (798) l- [(4-ethyl-1- (4-methoxybenzyl)) pyrrol-3-yl] -3-hydroxy-3- (2H- tetrazol-5-yl) -propenone (799) 1- (5- (2-fluorophenyl) furan-3-yl) -3-hydroxy-3- (1H-1,2, -triazol-3-yl) -propenone (800) 1- (2H-2- (4-aminobenzyl) pyrazol-4-yl) -3-hydroxy-3- (2H-tetrazol-5-yl) -propenone (801) l- [(5-fluoro- 3- (pyridin-4-ylmethyl)) furan-2-yl] -3-hydroxy-3- (1H-1,2,4-triazol-3-yl) -propenyone (802) l- [(4-ethyl) -l- (4-fluorobenzyl)) pyrrol-3-yl] -3-hydroxy-3- (2H-tetrazol-5-yl) -propenyone (803) -1- [(1-benzyl-4- (2- phenylethyl)) pyrrol-2-yl] -3-hydroxy-3- (2H-tetrazol-5-yl) -propenyone (804) 1- [(4-carboxy-1- (4-chlorobenzenesulfonyl)) pyrrole-2 il] -3-hydroxy-3- (2H-tetrazol-5-yl) -propenone (805) l- (2- (4-Acetylbenzyl) pyrrol-3-yl) -3-hydroxy-3- (2H-tetrazol-5-yl) -propenone (806) 4- (4- (3-Fluorobenzyl) pyrrol-3-yl) -2-hydroxy-4-oxo-2-butenoic acid (807) 4- (4- (4-Fluorobenzyl) thiophen-3-yl) -2-hydroxy-4-oxo-2-butenoic acid (808) 1- [(3-benzenesulfonyl-4-methyl) furan-2 -yl] -3-hydroxy-3- (1H-1,2, -triazol-3-yl) -propenone (809) 4- (5- (4-Chlorobenzenesulfonyl) thiophen-3-yl) -2-hydroxy-4-oxo-2-butenoic acid (810) 1- (4-benzenesulfonylfuran-3-yl) -3-hydroxy-3- (lH-1, 2,4-triazol-3-yl) -propenone (811) 1- (4- (2-chlorophenylthio) furan-2-yl) -3-hydroxy-3- (lH-1, 2,4-triazol-3-yl) -propenone (812) l- [( 4-Ethyl-1- (2-fluorobenzyl)) pyrrol-2-yl] -3-hydroxy-3- (2H-tetrazol-5-yl) -propenyone (813) 1- (4- (3-fluorobenzyl) pyrrol-2-yl) -3-hydroxy-3- (lH-1, 2,4-triazol-3-yl) -propenyone (814) 2-hydroxy acid -4-oxo-4- (2H-5- (pyridin-2-ylmethyl) pyrazol-3-yl) -2-butenoic (815) l- [(1-benzenesulfonyl-4- (2-phenylethyl)) pyrrol- 2-yl] -3-hydroxy-3- (1H-1,2,4-triazol-3-yl) -propenone (816) l- [(5-benzenesulfonyl-4-methyl) furan-3-yl] - 3-hydroxy-3- (lH-l, 2,4-triazol-3-yl) -propenone (817) 3-hydroxy-3- (lH-l, 2,4-triazol-3-yl) -l- (4- (4-trifluoromethylbenzyl) furan-2-yl) -propenone (818) 3-hydroxy-1- (4-phenylfuran-2-yl) -3- (1 H-1,2,4-triazol-3-yl) -propenyone (819). 1 - [(5-ethoxycarbonyl- l- (4-Fluorobenzenesulfonyl)) - pyrrol-3-yl] -3-hydroxy-3- (1H-1,2,4-triazol-3-yl) -propenyone (820) 1- (2-Benzenesulfonylthiophen-3-yl) -3-hydroxy-3- (2H-tetrazol-5-yl) -propenone (821) 4- (5-Benzylthiophen-3-yl) -2-hydroxy-4-oxo-2-butenoic acid (822) 3-hydroxy-l- [(5-methoxymethyl-1-phenylthio) pyrrole-3- il] -3- (2H-tetrazol-5-yl) -propenone (823) 3-hydroxy-1- (5- (pyridin-2-ylmethyl) pyrrol-2-yl) -3- (2H-tetrazol-5-yl) -propenone (824) 1- [(5-ethoxycarbonyl- l- (4-Fluorobenzyl)) pyrrol-3-yl] -3-hydroxy-3- (lH-l, 2,4-triazol-3-yl) -propenone (825) 1- (2H-4- (3-fluorobenzyl) pyrazol-3-yl) -3-hydroxy-3- (2H-tetrazol-5-yl) -propenyone (826) 4- (4- (2 -fluorobenzyl) furan-2-yl) -2-hydroxy-4-oxo-2-butenoic (827) 4- (4- (4-Acetylbenzyl) furan-2-yl) -2-hydroxy-4-oxo-2-butenoic acid (828) 1- [(1- (4-fluorobenzenesulfonyl) -4-methoxymethyl) ) -pyrrol-2-yl] -3-hydroxy-3- (lH-l, 2,4-triazol-3-yl) -propenone (829) 4- (3- (4-Fluorobenzenesulfonyl) thiophen-2-yl) -2-hydroxy-4-oxo-2-butenoic acid (830) l- [(5-Fluoro-2-phenyl) furan-3-yl] -3-hydroxy-3- (lH-1,2,4-triazol-3-yl) -propenone (831) 1- (1 H-1-benzylpyrazol-4-yl) -3-hydroxy-3- (2H-tetrazol-5-yl) -propenyone (832) l- [(4-ethyl-l-phenylthio) pyrrol-2-yl] -3-hydroxy-3- (2H-tetrazol-5-yl) -propenone (833) 1- (4- (4-acetylphenylthio) furan-2-yl) -3-hydroxy-3- (1H-1,2, -triazol-3-yl) -propenyone (834) 1- [(1 -benzenesulfoni-1-phenoxymethyl) pyrrol-2-yl] -3-hydroxy-3- (lH-l, 2,4-triazol-3-yl) -propenone (835) 1- [(3-fluoro-4- ( pyridin-4-ylmethyl)) furan-2-yl] -3-hydroxy-3- (lH-1, 2,4-triazol-3-yl) -propenone (836) 1- (4- (4-chlorobenzenesulfonyl) furan-2-yl) -3-hydroxy-3- (2H-tetrazol-5-yl) -propenone (837) 1- [(5-carboxy-l- (4-methoxybenzyl)) pyrrol-3-yl] - 3-hydroxy-3- (2H-tetrazol-5-yl) -propenyone (838) 3-hydroxy-1- (3- (2-methoxyphenylthio)) furan-2-yl) -3- (lH-1, 2 , 4-triazol-3-yl) -propenone (839) 1- (5- (4-fluorobenzyl) pyrrol-2-yl) -3-hydroxy-3- (2H-tetrazol-5-yl) -propenone (840) l- [(5-benzoyl-l- (2-fluorobenzyl)) pyrrol-3-yl] -3-hydroxy-3- (1H-1,2,4-triazol-3-yl) -propenyone (841) 1- [(4- (4-fluorobenzyl) -2-methyl) furan-3-yl] -3-hydroxy-3- (lH-1, 2,4-triazol-3-yl) -propenone (842) l- [(5-benzoyl-1- (4 -methoxybenzyl)) pyrrol-3-yl] -3-hydroxy-3- (2H-tetrazol-5-yl) -propenone (843) 1- (4-benzylthiophen-3-yl) -3-hydroxy-3- (2H-tetrazol-5-yl) -propenone (844) l- (5- (2-fluorobenzyl) furan-3-yl ) -3-hydroxy-3- (2H-tetrazol-5-yl) -propenone (845) 3-hydroxy-l- [(5-methoxymethyl-1- (pyridin-4-ylmethyl)) pyrrol-3-yl] -3- (2H-tetrazol-5-yl) -propenone (846) 4- (4-Benzenesulfonylfuran-3-yl) -2-hydroxy-4-oxo-2-butenoic acid (847) 4- (5-Benzenesulfonylfuran-2-yl) -2-hydroxy-4-oxo-2-butenoic acid (848) 1- (4- (4-fluorobenzyl) thiazol-2-yl) -3-hydroxy-3- (1H-1,2,4-triazol-3-yl) -propenyone (849) 3-hydroxy- l- [(4-methoxymethyl-l- (pyridin-4-ylmethyl)) pyrrol-2-yl] -3- (lH-l, 2,4-triazol-3-yl) -propenone (850) 1- (4- (4-acetylphenylthio) furan-3-yl) -3-hydroxy-3- (1 H-1,2,4-triazol-3-yl) -propenone (851) l- (2- (3-Fluorobenzyl) thiazol-4-yl) -3-hydroxy-3- (2H-tetrazol-5-yl) -propenone (852) 4- (2- (3-Fluorobenzyl) thiazol-4-yl) -2-hydroxy-4-oxo-2-butenoic acid (853) 1- (2H-2- (4-fluorobenzenesulfonyl) pyrazole-4) -yl) -3-hydroxy-3- (2H-tetrazol-5-yl) -propenone (854) l- [(4-ethyl-1- (pyridin-2-ylmethyl)) pyrrol-3-yl] -3 -hydroxy-3- (1H-1,2,4-triazol-3-yl) -propenone (855) 1- [(1- (4-aminobenzyl) -4-n-octyl) pyrrol-2-yl] - 3-hydroxy-3- (2H-tetrazol-5-yl) -propenone (856) 1- (5- (2-chlorophenylthio) furan-3-yl) -3-hydroxy-3- (lH-1, 2,4-triazol-3-yl) -propenone (857) l- [( 4-ethyl-1- (pyridin-2-ylmethyl)) pyrrol-2-yl] -3-hydroxy-3- (2H-tetrazol-5-yl) -propene (858) l- [(2-fluoro-4) - (pyridin-4-ylmethyl)) furan-3-yl] -3-hydroxy-3- (lH-1, 2,4-triazol-3-yl) -propenone (859) 1- (2H-2-benzenesulfonylpyrazol-3-yl) -3-hydroxy-3- (2H-tetrazol-5-yl) -propenone (860) l- [(3-fluoro-5- (4- fluorobenzyl)) furan-2-yl] -3-hydroxy-3- (1H-1,2,4-triazol-3-yl) -propenyone (861) 3-hydroxy-l- [(5-phenoxymethyl-l- (pyridin-2-ylmethyl)) pyrrol-3-yl] -3- (lH-1, 2,4-triazol-3-yl) -propenone (862) 4- (3- (3-Fluorobenzyl) pyrrol-2-yl) -2-hydroxy-4-oxo-2-butenoic acid (863) 3-hydroxy-1- (5- (4-methoxybenzyl) pyrrol-3-yl) -3- (lH-1, 2,4-triazol-3-yl) -propenone (864) 1- (5- (4-aminobenzyl) furan-2-yl) -3-hydroxy-3- (2H-tetrazol-5-yl) -propenone (865) 2-hydroxy-4-oxo-4 acid - (4- (pyridin-4-ylmethyl) -thiophen-2-yl) -2-butenoic acid (866) 4- (2H-2- (3-Fluorobenzyl) pyrazol-3-yl) -2-hydroxy-4-oxo-2-butenoic acid (867) 3-hydroxy-1- (4- (pyridine-2) -ylmethyl) pyrrol-3-yl) -3- (lH-l, 2,4-triazol-3-yl) -propenone (868) 4- (2- (4-aminobenzyl) furan-3-yl) -2-hydroxy-4-oxo-2-butenoic acid (869) 1- (1H-1- (2-fluorobenzyl) pyrazol-4-yl) -3-hydroxy-3- (2H-tetrazol-5-yl) -propenone (870) 2-hydroxy-4- (5- (4-methylbenzyl) thiophen-2-yl) -4-oxo-2-butenoic acid (871) 3-hydroxy-1- (4- (pyridin-2-ylmethyl) ) thiophen-2-yl) -3- (1H-1,2,4-triazol-3-yl) -propenone (872) '1- [(3-fluoro-5- (pyridin-4-ylmethyl)) furan -2-yl] -3-hydroxy-3- (lH-1, 2,4-triazol-3-yl) -propenyone (873) 3-hydroxy-1- (2-phenylfuran-3-yl) -3- (1H-1,2,4-triazol-3-yl) -propenone (874) l- (5-benzylfuran-3-yl) -3-hydroxy-3- (lH-1, 2,4-triazole-3 -yl) -propenone (875) 1- (2- (4-acetylphenoxy) furan-3-yl) -3-hydroxy-3- (1H-1,2,4-triazol-3-yl) -propenone (876) 1- (3- (4-acetylbenzyl) furan-2-yl) -3-hydroxy-3- (2H-tetrazol-5-yl) -propenyone (877) 1- (1H-1- (3- fluorobenzyl) pyrazol-3-yl) -3-hydroxy-3- (lH-l, 2,4-triazol-3-yl) -propenone (878) 1- (4- (4-chlorophenylthio) furan-3-yl) -3-hydroxy-3- (lH-1, 2,4-triazol-3-yl) -propenone (879) 3-hydroxy- l- (5- (pyridin-2-ylmethyl) pyrrol-3-yl) -3- (2 H -tetrazol-5-yl) -propenyone (880) 1- [(5-ethoxycarbonyl) -1- (4-fluorobenzenesulfonyl) ) -pyrrol-3-yl] -3-hydroxy-3- (2H-tetrazol-5-yl) -propenone (881) 1- (4- (4-fluorobenzenesulfonyl) furan-3-yl) -3-hydroxy- 3- (2H-tetrazol-5-yl) -propenone (882) 3-hydroxy-l- [(5-n-propyl-1- (pyridin-2-ylmethyl)) pyrrol-3-yl] -3- ( 2H-tetrazol-5-yl) -propenone (883) 2-hydroxy-4- (2H-4- (4-methoxybenzyl) pyrazol-3-yl) -4-oxo-2-butenoic acid (884) 1- ( 1- (4-chlorobenzenesulfonyl) pyrrol-2-yl) -3-hydroxy-3- (lH-1, 2,4-triazol-3-yl) -propenyone (885) 1- [(1- (3-fluorobenzyl) ) -4-Phenoxymethyl) pyrrol-2-yl] -3-hydroxy-3- (2H-tetrazol-5-yl) -propenyone (886) 1- [(4-fluoro-5- (pyridin-4-ylmethyl) ) furan-2-yl] -3-hydroxy-3- (lH-l, 2,4-triazol-3-yl) -propenone (887) 3-hydroxy-1- (3- (4-methylbenzyl) thiophen-2-yl) -3- (2H-tetrazol-5-yl) -propenone (888) 1- [(1- (4-aminobenzyl) ) -4-benzoyl) pyrrol-2-yl] -3-hydroxy-3- (2H-tetrazol-5-yl) -propenyone (889) 1- (2H-4- (4-fluorobenzenesulfonyl) pyrazol-3-yl) ) -3-hydroxy-3- (2H-tetrazol-5-yl) -propenone (890) l- [(1-Benzyl-4-n-butyl) pyrrol-2-yl] -3-hydroxy-3- (2H-tetrazol-5-yl) -propenyone (891) 1- (4- (-fluorobenzyl) thiazol-2-yl) -3-hydroxy-3- (2H-tetrazol-5-yl) -propenone (892) 2-hydroxy-4-oxo-4- (3- (pyridin-4-ylmethyl) pyrrol-2-yl) -2-butenoic acid (893) 3-hydroxy-1- (5- (4-methylbenzyl) thiophen-2-yl) -3- (2H-tetrazol-5-yl) -propenone (894) 1- (3-n-butylfuran-2) -yl) -3-hydroxy-3- (2H-tetrazol-5-yl) -propenone (895) 1- [(4-carboxy-1- (4-fluorobenzenesulfonyl)) pyrrol-2-yl] -3-hydroxy -3- (2H-tetrazol-5-yl) -propenone (896) 1- (5- (3-fluorobenzyl) pyrrol-3-yl) -3-hydroxy-3- (1H-1,2,4-triazol-3-yl) -propenyone (897) 3-hydroxy- l- (5- (pyridin-4-ylmethyl) pyrrol-2-yl) -3- (lH-l, 2,4-triazol-3-yl) -propenone (898) 1- [(1- (4- chlorobenzenesulfonyl) -4-methoxymethyl) -pyrrol-2-yl] -3-hydroxy-3- (1H-1,2,4-triazol-3-yl) -propenone (899) 1- (4- (4-acetylbenzyl) thiophen-2-yl) -3-hydroxy-3- (lH-1, 2,4-triazol-3-yl) -propenyone (900) 1- (4 - (4-Fluorobenzenesulfonyl) furan-2-yl) -3-hydroxy-3- (lH-1, 2,4-triazol-3-yl) -propenone (901) 4- (2- (4-Acetylbenzyl) pyrrol-3-yl) -2-hydroxy-4-oxo-2-butenoic acid (902) 4- (3- (3-Fluorobenzyl) thiophen-2-yl) -2-hydroxy-4-oxo-2-butenoic acid (903) 2-Hydroxy-4- (3- (4-methylbenzyl) pyrrol-2-yl) -4-oxo-2-butenoic acid (904) l- [(4-n-butyl-1- (3- fluorobenzyl)) pyrrol-2-yl] -3-hydroxy-3- (2H-tetrazol-5-yl) -propenone (905) l- [(4-benzoyl-1- (4-methylbenzyl)) pyrrole-2- il] -3-hydroxy-3- (1H-1), 2,4-triazol-3-yl) -propenone (906) 1- (4- (3-fluorobenzyl) thiazol-2-yl) -3-hydroxy-3- (2H-tetrazol-5-yl) -propenone (907) 1- (4- (4-acetylbenzyl) furan-3-yl) -3-hydroxy-3- (1 H-1,2,4-triazol-3-yl) -propenyone (908) 3-hydroxy- 3- (lH-1, 2-4-trilazol-3-yl) -l- (3- (2-trifluoromethylphenoxy) furan-2-yl) -propenyone (909) 1- [(3-benzenesulfonyl-5-chloro ) furan-2-yl] -3-hydroxy-3- (lH-1, 2,4-triazol-3-yl) -propenyone (910) l- [(5-benzenesulfonyl-3- (2-phenylethyl)) furan-2-yl] -3-hydroxy-3- (1H-1,2,4-triazol-3-yl) -propenone (911) 1- (5- (4-fluorobenzyl) thiophen-2-yl) -3-hydroxy-3- (2H-tetrazol-5-yl) -propenyone (912) 1- (3- (4-fluorobenzenesulfonyl) furan-2-yl) -3-hydroxy-3- (2H-tetrazol-5-yl) -propenone (913) l- (5- (3-fluorobenzyl) thiophen-2-yl) -3-hydroxy-3- (2H-tetrazol-5-yl) -propenyone (914) 4- (3- (2-fluorobenzyl) ) furan-2-yl) -2-hydroxy-4-oxo-2-butenoic (915) l- [(1- (4-acetylbenzyl) -4-carboxy) pyrrol-2-yl] -3-hydroxy-3 - (lH-l, 2,4-triazol-3-yl) -propenone (916) 1- (4- (2-methoxybenzyl) furan-3-yl) -3-hydroxy-3- (1H-1,2, -triazol-3-yl) -propenone (917) 1- (4- (4-aminobenzyl) furan-2-yl) -3-hydroxy-3- (2H-tetrazol-5-yl) -propenyone (918) 1- [(1- (4-fluorobenzenesulfonyl ) -5-methoxymethyl) -pyrrol-3-yl] -3-hydroxy-3- (1H-1,2,4-triazol-3-yl) -propenone (919) 3-hydroxy-3- (lH-l, 2-4-triazol-3-yl) -l- (2- (2-trifluoromethyl-benzyl) furan-3-yl) -propenone (920) l- (4- (2-chlorophenoxy) furan-3-yl) -3-hydroxy-3- (1H-1,2,4-triazol-3-yl) -propenyone (921) 1- [( 4-n-butyl-1- (4-fluorobenzenesulfonyl)) pyrrol-2-yl] -3-hydroxy-3- (1H-1, 2,4-triazol-3-yl) -propenone (922) 3-hydroxy-1- (4- (pyridin-2-ylmethyl) furan-2-yl) -3- (1 H-1,2,4-triazol-3-yl) -propenone (923) 1- [(1- (4-acetylbenzyl) -5-methoxymethyl) pyrrol-3-yl] -3-hydroxy-3- (lH-1, 2,4-triazol-3-yl) -propenyone (924) l- [ (1- (4-Acetylbenzyl) -4-ethyl) pyrrol-2-yl] -3-hydroxy-3- (2H-tetrazol-5-yl) -propenyone (925) 3-hydroxy-1- (1- (4-methoxybenzyl) -4-methoxymethyl) -pyrrol-2-yl] -3- (2H-tetrazol-5-yl) -propenone (926) 1- [(1- (-aminobenzyl) -5-ethoxycarbonyl) pyrrole -3-yl] -3-hydroxy-3- (1H-1,2,4-triazol-3-yl) -propenyone (927) 1- [(1- (4-acetylbenzyl) -4-phenoxymethyl) pyrrol- 2-yl] -3-hydroxy-3- (lH-l, 2,4-triazol-3-yl) -propenone (928) 3-hydroxy-l- [(4-methyl-5- (pyridin-4- ilmethyl)) furan-2-yl] -3- (lH-1, 2,4-triazol-3-yl) -propenone (929) 4- (1- (4-aminobenzyl) pyrrol-2-yl) -2-hydroxy-4-oxo-2-butenoic acid (930) 1- [(1- (4-aminobenzyl) -5-carboxy] ) pyrrol-3-yl] -3-hydroxy-3- (1H-1,2,4-triazol-3-yl) -propenone (931) 1- [(4-carboxy-l- (4-fluorobenzyl)) pyrrol-2-yl] -3-hydroxy-3- (2H-tetrazol-5-yl) -propenone (932) acid. 2-hydroxy-4-oxo-4- (1H-1- (pyridin-4-ylmethyl) -pyrazol-4-yl) -2-butenoic acid (933) 1- (1H-1- (4-fluorobenzyl) pyrazol-3-yl) -3-hydroxy-3- (2H-tetrazol-5-yl) -propenone (934) 1- [(1- (4 -fluorobenzyl) -5-phenoxymethyl) pyrrol-3-yl] -3-hydroxy-3- (lH-l, 2,4-triazol-3-yl) -propenone (935) 4- (5- (4-Acetylbenzyl) pyrrol-2-yl) -2-hydroxy-4-oxo-2-butenoic acid (936) 1- [(1-Benzyl-4-carboxy) pyrrol-2-yl] -3-hydroxy-3- (1H-1, 2,4-triazol-3-yl) -propenyone (937) 3 hydroxy-1- (2H-2- (pyridin-4-ylmethyl) pyrazol-4-yl) -3- (lH-1, 2,4-triazol-3-yl) -propenone (938) 4- (4- (3-Fluorobenzyl) furan-3-yl) -2-hydroxy-4-oxo-2-butenoic acid (939) 1- (4- (4-acetylphenoxy) furan-3-yl) -3-hydroxy-3- (1 H-1,2,4-triazol-3-yl) -propenone (940) l- (5- (3-chlorobenzyl) furan-3-yl) -3-hydroxy-3- (lH-1,2,4-triazol-3-yl) -propenone (941) '1- [ (4-ethyl-1- (2-fluorobenzyl)) pyrrol-2-yl] -3-hydroxy-3- (1H-1,2,4-triazol-3-yl) -propenyone (942) l- [( 5-n-butyl-l- (2-tluorobenzyl)) pyrrol-3-yl] -3-hydroxy-3- (2H-tetrazol-5-yl) -propenone (943) 1- (3- (4-fluorophenyl) furan-2-yl) -3-hydroxy-3- (1H-1,2,4-triazol-3-yl) -propenyone (944) 1- [( 1- (4-Fluorobenzenesulfonyl) -4-phenoxymethyl) -pyrrol-2-yl] -3-hydroxy-3- (lH-l, 2,4-triazol-3-yl) -propenone (945) 1- [(1-Benzenesulfonyl-methoxymethyl) pyrrol-2-yl] -3-hydroxy-3- (2H-tetrazol-5-yl) -propenyone (946) l- [(1- (4- aminobenzyl) -4- (2-phenylethyl)) pyrrol-2-yl] -3-hydroxy-3- (1H-1,2,4-triazol-3-yl) -propenone (947) 1- (5- (4-fluorobenzyl) pyrrol-3-yl) -3-hydroxy-3- (2H-tetrazol-5-yl) -propenone (948) 3-hydroxy-1- (5- (4-methylbenzyl) pyrrol-3-yl) -3- (1 H-1,2,4-triazol-3-yl) -propenyone (949) 1- [( l-Benzenesulfonyl-4- (2-phenylethyl)) pyrrol-3-yl] -3-hydroxy-3- (1H-1,2,4-triazol-3-yl) -propenone (950) 1- (4- (2-fluorobenzyl) pyrrol-3-yl) -3-hydroxy-3- (2H-tetrazol-5-yl) -propenone (951) 2-hydroxy-4-oxo-4- (3- (pyridin-2-ylmethyl) furan-2-yl) -2-butenoic acid (952) 3-hydroxy-1- (2- (pyridin-4) -ylmethyl) furan-3-yl) -3- (1H-1, 2,4-triazol-3-yl) -propenyone (953) 1- (2H-2- (4-acetylbenzyl) pyrazol-4-yl) -3-hydroxy-3- (lH-1, 2,4- triazol-3-yl) -propenone (954) 3-hydroxy-l- [(1- (4-methoxybenzyl) -5-n-propyl) -pyrrol-3-yl] -3- (2H-tetrazole-5- il) -propenone (955) l- [(1-Benzenesulfonyl-4-ethyl) pyrrol-2-yl] -3-hydroxy-3- (2H-tetrazol-5-yl) -propenyone (956) I- [( l-benzenesulfonyl-5-carboxy) pyrrol-3-yl] -3-hydroxy-3- (2H-tetrazol-5-yl) -propenone (957) 4- (3-Benzylthiophen-2-yl) -2-hydroxy-4-oxo-2-butenoic acid (958) 1- [(5-ethoxycarbonyl) -1- (4-methoxybenzyl)) pyrrole-3 il] -3-hydroxy-3- (2H-tetrazol-5-yl) -propenone (959) 3-hydroxy-1- (4-phenylthiofuran-2-yl) -3- (2H-tetrazol-5-yl) -propenyone (960) 3-hydroxy-1 - [(5-n-octyl-1) - (pyridin-4-ylmethyl)) pyrrol-3-yl] -3- (lH-1, 2,4-triazol-3-yl) -propenone (961) 1- (1H-1- (4-aminobenzyl) pyrazol-4-yl) -3-hydroxy-3- (1H-1, 2-4-triazol-3-yl) -propenone (962) 1- (5- (3-fluorobenzyl) thiophen-3-yl) -3-hydroxy-3- (2H-tetrazol-5-yl) -propenone (963) 4- (4- (4-Fluorobenzenesulfonyl) furan-3-yl) -2-hydroxy-4-oxo-2-butenoic acid (964) 3-hydroxy-1- (4- (pyridin-2-ylmethyl) ) furan-3-yl) -3- (2H-tetrazol-5-yl) -propenone (965) 4- (4-Benzylthiazol-2-yl) -2-hydroxy-4-oxo-2-butenoic acid (966) l- (5- (4-aminobenzyl) furan-3-yl) -3-hydroxy -3- (lH-1, 2,4-triazol-3-yl) -propenyone (967) 1- [(4-ethoxycarbonyl-1- (4-methoxybenzyl)) pyrrol-2-yl] -3-hydroxy- 3- (2H-tetrazol-5-yl) -propenone (968) 1- [(5-benzoyl-1-phenylthio) pyrrol-3-yl] -3-hydroxy-3- (1H-1, 2, 4- triazol-3-yl) -propenone (969) 3-hydroxy-l- [(5-methyl-3- (pyridin-4-ylmethyl)) furan-2-yl] -3- (1H-1, 2, 4 -triazol-3-yl) -propenone (970) 1- [(5-Benzenesulfonyl-4-methyl) furan-2-yl] -3-hydroxy-3- (lH-1, 2,4-triazol-3-yl) -propenone (971) 3- hydroxy-l- [(4- (2-phenylethyl) -1- (pyridin-2-ylmethyl)) pyrrol-2-yl] -3- (2 H -tetrazol-5-yl) -propenone (972) 1- ( 5- (4-Fluorobenzenesulfonyl) pyrrol-3-yl) -3-hydroxy-3- (lH-1, 2,4-triazol-3-yl) -propenone (973) 3-hydroxy-1- (2-phenylthiothiophen-3-yl) -3- (2H-tetrazol-5-yl) -propenone (974) 1- (5-Benzenesulfonylfuran-3-yl) -3-hydroxy-3- (2H-tetrazol-5-yl) -propenyone (975) 1- [(4-benzenesulfonyl-2-methyl) furan-3 -yl] -3-hydroxy-3- (lH-l, 2,4-triazol-3-yl) -propenone (976) 1- [(5-fluoro-4- (pyridin-4-ylmethyl)) furan- 3-yl] -3-hydroxy-3- (1H-1,2,4-triazol-3-yl) -propenone (977) 1- [(1-benzyl-4-ethyl) pyrrol-3-yl] -3-hydroxy-3- (2H-tetrazol-5-yl) -propenyone (978) 1- [(4-ethyl- l- (pyridin-4-ylmethyl)) pyrrol-3-yl] -3-hydroxy-3- (2H-tetrazol-5-yl) -propenyone (979) 1- [(1- (4-fluorobenzyl) -5 phenoxymethyl) pyrrol-3-yl] -3-hydroxy-3- (2H-tetrazol-5-yl) -propenyone (980) 3-hydroxy-l- (5- (3-methoxybenzyl) furan-2-yl) -3- (1 H-1,2,4-triazol-3-yl) -propenyone (981) 1- [( 5-carboxy-l- (4-chlorobenzenesulfonyl)) pyrrol-3-yl] -3-hydroxy-3- (2H-tetrazol-5-yl) -propenone (982) 1- (5- (4-chlorophenylthio) furan-3-yl) -3-hydroxy-3- (lH-1, 2,4-triazol-3-yl) -propenyone (983) 3-hydroxy- l- [(4-phenyl-3- (2-phenylethyl)) furan-2-yl] -3- (lH-l, 2-4-triazol-3-yl) -propenyone (984) 4- (2 - (2-fluorobenzyl) thiazol-4-yl) -2-hydroxy-4-oxo-2-butenoic (985) 3-hydroxy-l- (2H-2- (4-methylbenzyl) pyrazol-4-yl) -3- (2H-tetrazol-5-yl) -propenone (986) 1- (3- (2-fluorobenzyl) pyrrol-2-yl) -3-hydroxy-3- (1 H-1,2,4-triazol-3-yl) -propenyone (987) 1- (5 - (4-chlorobenzenesulfonyl) furan-3-yl) -3-hydroxy-3- (1H-1,2,4-triazol-3-yl) -propenyone (988) l- [(4-benzoyl-1- ( 3-fluorobenzyl)) pyrrol-2-yl] -3-hydroxy-3- (lH-1, 2,4-triazol-3-yl) -propenone (989) 1- (3- (3-fluorobenzyl) furan-2-yl) -3-hydroxy-3- (1H-1,2,4-triazol-3-yl) -propenone (990) I- [( 4- (4-fluorobenzyl) -3- (2-phenylethyl)) furan-2-yl] -3-hydroxy-3- (1H-1,2,4-triazol-3-yl) -propenyone (991) 1- (3-benzylthiophen-2-yl) -3-hydroxy-3- (1H-1,2,4-triazol-3-yl) -propenone (992) 3-hydroxy-1- (2- (3-methoxyphenoxy) furan-3-yl) -3- (1 H-1,2,4-triazol-3-yl) -propenone (993) 2-hydroxy-4- (5- (4-methoxybenzyl) furan-2-yl) 4-oxo-2-butenoic acid (994) l- [(5-Fluoro-4-phenyl) furan-3-yl] -3-hydroxy-3- (lH-1,2,4-triazol-3-yl) -propenone (995) 3- hydroxy-l- (lH-l- (pyridin-2-ylmethyl) pyrazol-3-yl) -3- (2H-tetrazol-5-yl) -propenone (996) 4- (4- (4-chlorobenzenesulfonyl) furan-3-yl) -2-hydroxy-4-oxo-2-butenoic acid (997) 1- (5- (4-aminophenoxy) furan-2-yl) -3-hydroxy-3- (1H-1,2,4-triazol-3-yl) -propenone (998) 1- (2H-5- (4-fluorobenzyl) pyrazol-3-yl) -3-hydroxy-3- (2H-tetrazol-5-yl) -propenyone (999) 3-hydroxy-l- [( 1-phenylthio-5-n-propyl) pyrrol-3-yl] -3- (2H-tetrazol-5-yl) -propenyone (1000) 1- [(5-ethoxycarbonyl] - (3-fluorobenzyl)) pyrrole -3-yl] -3-hydroxy-3- (2H-tetrazol-5-yl) -propenone (1001) 1- [(4-ethoxycarbonyl-1- (pyridin-4-ylmethyl)) pyrrol-2-yl] -3-hydroxy-3- (1H-1,2,4-triazol-3-yl) -propenyone (1002) l- [(4-benzoyl-1-phenylthio) pyrrol-2-yl] -3-hydroxy- 3- (1H-1, 2,4-triazol-3-yl) -propenone (1003) 1- (4- (3-fluorophenyl) furan-2-yl) -3-hydroxy-3- (1 H-1,2,4-triazol-3-yl) -propenone (1004) 4- (2- (4-aminobenzyl) thiophen-3-yl) -2-hydroxy-oxo-2-butenoic acid (1005) 3-hydroxy-1- (2- (pyridin-2-ylmethyl) thiazol-4-yl) -3- (2H-tetrazol-5-yl) -propenyone (1006) 3-hydroxy-l- [( 4-methyl-5- (pyridin-4-ylmethyl)) furan-3-yl] -3- (lH-1, 2,4-triazol-3-yl) -propenone (1007) 1- (3- (3-fluorobenzyl) pyrrol-2-yl) -3-hydroxy-3- (2H-tetrazol-5-yl) -propenone (1008) 4- (3- (2-Fluorobenzyl) thiophen-2-yl) -2-hydroxy-4-oxo-2-butenoic acid (1009) 1- (4-n-butylfuran-2-yl) -3-hydroxy-3- (1 H-1,2,4-triazol-3-yl) -propenyone (1010) 3-hydroxy-3- ( lH-1, 2,4-triazol-3-yl) -l- (5- (2-trifluoromethylbenzyl) furan-2-yl) -propenone (1011) 1- [(5-carboxy-l-phenylthio) pyrrol-3-yl] -3-hydroxy-3- (2H-tetrazol-5-yl) -propenyone (1012) 1- [(1- (4 -aminobenzyl) -5-methoxymethyl) pyrrol-3-yl] -3-hydroxy-3- (2H-tetrazol-5-yl) -propenyone (1013) 3-hydroxy-1- (5- (4-methoxyphenylthio) furan -2-il) -3- (lH-1, 2,4-triazol-3-yl) -propenone (1014) 1- (5- (2-fluorobenzyl) thiophen-3-yl) -3-hydroxy-3- (2H-tetrazol-5-yl) -propenone (1015) 3-hydroxy-1- (2- (pyridin-2-ylmethyl) pyrrol-3-yl) -3- (2H-tetrazol-5-yl) -propenone (1016) l- [(1-benzyl- 4-ethoxycarbonyl) pyrrol-2-yl] -3-hydroxy-3- (lH-1, 2,4-triazol-3-yl) -propenyone (1017) l- [(4-benzoyl-1- (pyridine- 4-ylmethyl)) pyrrol-2-yl] -3-hydroxy-3- (2H-tetrazol-5-yl) -propenone (1018) l- (lH-1 - (4-chlorobenzenesulfonyl) pyrazol-4-yl) -3-hydroxy-3- (2H-tetrazol-5-yl) -propenone (1019) l- [(4-carboxy-l- (pyridin-4-ylmethyl)) pyrrol-2-yl] -3-hydroxy- 3- (lH-l, 2,4-triazol-3-yl) -propenone (1020) 4- (4- (4-Acetylbenzyl) thiophen-2-yl) -2-hydroxy-oxo-2-butenoic acid (1021) l- [(4-n-Butyl-l-phenylthio) pyrrol-2-yl] -3-hydroxy-3- (2H-tetrazol-5-yl) -propenyone (1022) 1- (2H-4) - (4-Acetylbenzyl) pyrazol-3-yl) -3-hydroxy-3- (lH-1, 2,4-triazol-3-yl) -propenyone (1023) 1- [(1-benzenesulfonyl-4-carboxy ) pyrrol-2-yl] -3-hydroxy-3- (2H-tetrazol-5-yl) -propenyone (1024) 3-hydroxy-1- (4- (4-methoxybenzyl) furan-3-yl) -3- (1 H-1,2,4-triazol-3-yl) -propenone (1025) 1 - [( 1- (3-fluorobenzyl) -5-methoxymethyl) pyrrol-3-yl] -3-hydroxy-3- (2H-tetrazol-5-yl) -propenyone (1026) l- [(4-n-butyl-1) - (pyridin-2-ylmethyl)) pyrrol-2-yl] -3-hydroxy-3- (1H-1,2,4-triazol-3-yl) -propenone (1027) l- [(5-carboxy- l- (4-Fluorobenzyl)) pyrrol-3-yl] -3-hydroxy-3- (2H-tetrazol-5-yl) -propenyone (1028) l- [(1- (4-chlorobenzenesulfonyl) -4-ethyl] ) pyrrol-3-yl] -3-hydroxy-3- (lH-l, 2,4-triazol-3-yl) -propenone (1029) l- [(1- (4-acetylbenzyl) -4-n- butyl) pyrrol-2-yl] -3-hydroxy-3- (lH-1, 2,4-triazol-3-yl) -propenone (1030) l- [(5-ethoxycarbonyl-1-phenylthio) pyrrole-3 -yl] -3-hydroxy-3- (2H-tetrazol-5-yl) -propenone (1031) 1- (2- (3-fluorobenzyl) furan-3-yl) -3-hydroxy-3- (2H-tetrazol-5-yl) -propenyone (1032) 1- [(1-benzenesulfonyl-5- methoxymethyl) pyrrol-3-yl] -3-hydroxy-3- (2H-tetrazol-5-yl) -propenone (1033) 3-hydroxy-1- (4- (pyridin-4-ylmethyl) pyrrol-3-yl) ) -3- (1H-1,2,4-triazol-3-yl) -propenone (1034) 4- (2- (2-fluorobenzyl) furan-3-yl) -2-hydroxy-4-oxo- 2-butenoic (1035) 2-hydroxy-4- (2H-5- (4-methylbenzyl) pyrazol-3-yl) -4-oxo-2-butenoic acid (1036) 4- (2- (4-chlorobenzenesulfonyl) acid ) thiophen-3-yl) -2-hydroxy-4-oxo-2-butenoic (1037) 3-hydroxy-l- [(5-n-propyl-1- (pyridin-2-ylmethyl)) -pyrrole-3 -yl] -3- (1H-1, 2,4-triazol-3-yl) -propenone (1038) 1- [(5-carboxy-1- (4-fluorobenzenesulfonyl)) pyrrol-3-yl] -3 -hydroxy-3- (2H-tetrazol-5-yl) -propenone (1039) l- [(5-chloro-4- (pyridin-4-ylmethyl)) furan-2-yl] -3-hydroxy-3- (lH-1, 2,4-triazol-3-yl) -propenyone (1040) 3-hydroxy-1- (5- (4-methylphenylthio) furan-2-yl) -3- (lH-1, 2, 4-triazol-3-yl) -propenone (1041) l- (2-benzylpyrrol-3-yl) -3-hid Roxy-3- (2H-tetrazol-5-yl) -propenone (1042) 4- (5- (2-Fluorobenzyl) thiophen-3-yl) -2-hydroxy-oxo-2-butenoic acid (1043) 3-hydroxy-1- (5-phenylfuran-2-yl) -3- (1 H-1,2,4-triazol-3-yl) -propenyone (1044) 1- (2-benzylthiazole-4-) il) -3-hydroxy-3- (lH-l, 2,4-triazol-3-yl) -propenone (1045) 4- (4- (4-fluorobenzyl) furan-3-yl) -2-hydroxy acid -4-oxo-2-butenoic (1046) 1- (4- (4-fluorobenzenesulfonyl) thiophen-2-yl) -3-hydroxy-3- (1H-1,2,4-triazol-3-yl) - propenone (1047) l- (5- (4-aminobenzyl) furan-3-yl) -3-hydroxy-3- (2H-tetrazol-5-yl) -propenone (1048) 3-hydroxy-1- (4- methoxymethyl-1- (4-methylbenzyl)) - pyrrol-2-yl] -3- (lH-1, 2,4-triazol-3-yl) -propenone (1049) l- [(1-Benzyl-4-ethyl) pyrrol-2-yl] -3-hydroxy-3- (2H-tetrazol-5-yl) -propenone (1050) 3-hydroxy-1 - [( 1- (4-methoxybenzyl) -4-n-propyl) -pyrrol-2-yl] -3- (2H-tetrazol-5-yl) -propenone (1051) 4- (lH-l- (3-fluorobenzyl) ) pyrazol-3-yl) -2-hydroxy-4-oxo-2-butenoic (1052) l- (1- (2-Fluorobenzyl) pyrrol-2-yl) -3-hydroxy-3- (2H-tetrazol-5-yl) -propenone (1053) 1- (4-Benzenesulfonylthiazol-2-yl) -3-hydroxy-3- (2H-tetrazol-5-yl) -propenyone (1054) 3-hydroxy-l- (1- (4-methoxybenzyl) pyrrol-2-yl) -3- (lH-1, 2,4-triazol-3-yl) -propenone (1055) 1- (4- (4-chlorobenzyl) furan-2-yl) -3-hydroxy-3- (1H-1,2,4-triazol-3-yl) -propenyone (1056) 1- [( 4-fluoro-5- (4-fluorobenzyl)) furan-3-yl] -3-hydroxy-3- (lH-1, 2,4-triazol-3-yl) -propenyone (1057) 4- (1 - (4-acetylbenzyl) pyrrol-2-yl) -2-hydroxy-4-oxo-2-butenoic acid (1058) 4- (5-benzylpyrrol-2-yl) -2-hydroxy-4-oxo-2- acid butenoic (1059) 3-hydroxy-1- (2- (4-methoxybenzyl) thiophen-3-yl) -3- (1 H-1,2,4-triazol-3-yl) -propenyone (1060) 1- ( 4-Benzenesulfonylthiazol-2-yl) -3-hydroxy-3- (1H-1,2,4-triazol-3-yl) -propenyone (1061) l- [(1- (2-fluorobenzyl) -4- ( 2-phenylethyl)) pyrrol-3-yl] -3-hydroxy-3- (2H-tetrazol-5-yl) -propenone (1062) 4- (4- (3-fluorobenzyl) thiophen-2-yl) - 2-hydroxy-4-oxo-2-butenoic (1063) l- (2H-4- (2-fluorobenzyl) pyrazol-3-yl) -3-hydroxy-3- (2H-tetrazol-5-yl) -propenone (1064) 1- [(5-chloro-3- (pyridin-4-ylmethyl)) furan-2-yl] -3-hydroxy-3- (1H-1, 2-4-triazol-3-yl) - propenone (1065) 3-hydroxy-l- [(1- (4-methylbenzyl) -5-n-octyl) pyrrol-3-yl] -3- (2H-t etrazol-5-yl) -propenone (1066) 1- [(5-benzoyl-1-phenylthio) pyrrol-3-yl] -3-hydroxy-3- (2H-tetrazol-5-yl) -propenyone (1067) 2-hydroxy-4- (5- (4-methylbenzyl) thiophen-3-yl) -4-oxo-2-butenoic acid (1068) 1- (4- (3-fluorobenzyl) pyrrol-3-yl) -3 -hydroxy-3- (1H-1, 2,4-triazol-3-yl) -propenone (1069) 2-hydroxy-4-oxo-4- (5-phenylthiofuran-3-yl) -2-butenoic acid (1070) 1- [(1- (2-fluorobenzyl) -n-octyl) pyrrole-2 -yl] -3-hydroxy-3- (lH-l, 2,4-triazol-3-yl) -propenone (1071) 1- (2H-4- (4-Acetylbenzyl) pyrazol-3-yl) -3-hydroxy-3- (2H-tetrazol-5-yl) -propenyone (1072) 2-hydroxy-4- (4- (4-methylbenzyl) furan-2-yl) -4-oxo-2-butenoic acid (1073) 4- (2H-2- (4-fluorobenzyl) pyrazole- 4-yl) -2-hydroxy-4-oxo-2-butenoic (1074) 4- (5- (3-Fluorobenzyl) pyrrol-3-yl) -2-hydroxy-4-oxo-2-butenoic acid (1075) 3-hydroxy-1- (5- (4-methylbenzyl) thiophene) -3-yl) -3- (1H-1,2,4-triazol-3-yl) -propenone (1076) l- [(5-chloro-4- (4-fluorobenzyl)) furan-3-yl] -3-hydroxy-3- (lH-l, 2,4-triazol-3-yl) -propenone (1077) 1- [(4-benzenesulfonyl-5-fluoro) furan-3-yl] -3-hydroxy- 3- (lH-1, 2,4-triazol-3-yl) -propenyone (1078) 3-hydroxy-l- [(4- (2-phenylethyl) -1- (pyridin-4-ylmethyl)) pyrrol- 2-yl] -3- (2H-tetrazol-5-yl) -propenyone (1079) 1- [(5-ethoxycarbonyl] - (4-fluorobenzyl)) pyrrol-3-yl] -3-hydroxy-3- (2H-tetrazol-5-yl) -propenone (1080) 4- (2- (4-Aminobenzyl) thiazol-4-yl) -2-hydroxy-4-oxo-2-butenoic acid (1081) 3-hydroxy-1- (3- (4-methoxyphenylthio) furan) -2-yl) -3- (1H-1, 2,4-triazol-3-yl) -propenyone (1082) 1- [(1- (4-chlorobenzenesulfonyl) -4-n-octyl) pyrrole-2-yl il] -3-hydroxy-3- (1H-1, 2-4-triazol-3-yl) -propenone (1083) 4- (5-Benzenesulfonylpyrrol-2-yl) -2-hydroxy-4-oxo-2-butenoic acid (1084) l- [(1-Benzenesulfonyl-4-ethyl) pyrrol-2-yl] -3 -hydroxy-3- (lH-l, 2,4-triazol-3-yl) -propenone (1085) 1- [(1- (4-fluorobenzenesulfonyl) -5-n-propyl) pyrrol-3-yl] - 3-hydroxy-3- (2H-tetrazol-5-yl) -propenone (1086) 4- (3-Benzylfuran-2-yl) -2-hydroxy-4-oxo-2-butenoic acid (1087) l- [(3-chloro-4-phenyl) furan-2-yl] -3 -hydroxy-3- (1H-1,2,4-triazol-3-yl) -propenone (1088) 3-hydroxy-l- [(4-n-octyl-1- (pyridin-2-ylmethyl)) - pyrrol-2-yl] -3- (2H-tetrazol-5-yl) -propenone (1089) 1- (2H-4- (4-aminobenzyl) pyrazol-3-yl) -3-hydroxy-3- (1H -1, 2,4-triazol-3-yl) -propenone (1090) l- (3- (3-fluorobenzyl) thiophen-2-yl) -3-hydroxy-3- (1H-1, 2, 4- triazol-3-yl) -propenone (1091) 1- (4- (2-chlorobenzyl) furan-2-yl) -3-hydroxy-3- (1H-1, 2,4-triazol-3-yl) - propenone (1092) l- (2- (3-Fluorobenzyl) thiazol-4-yl) -3-hydroxy-3- (1H-1,2,4-triazol-3-yl) -propenyone (1093) 1- [( 1- (4-aminobenzyl) -4-n-octyl) pyrrol-2-yl] -3-hydroxy-3- (lH-1, 2,4-triazol-3-yl) -propenone (1094) 1- (2- (3-fluorophenyl) furan-3-yl) -3-hydroxy-3- (1 H-1,2,4-triazol-3-yl) -propenone (1095) 4- (4-n-Butylfuran-3-yl) -2-hydroxy-4-oxo-2-butenoic acid (1096) 1- (1- (4-fluorobenzenesulfonyl) pyrrol-3-yl) -3 -hydroxy-3- (1H-1,2,4-triazol-3-yl) -propenone (1097) 1- [(4-ethoxycarbonyl-1- (pyridin-2-ylmethyl)) pyrrol-2-yl] - 3-hydroxy-3- (1H-1,2,4-triazol-3-yl) -propenone (1098) 1- (2- (4-aminobenzyl) pyrrol-3-yl) -3-hydroxy-3- (1H-1, 2,4-triazol-3-yl) -propenyone (1099) 1- (2H) -4- (4-Chlorobenzenesulfonyl) pyrazol-3-yl) -3-hydroxy-3- (2H-tetrazol-5-yl) -propenone (1100) 2-hydroxy-4-oxo-4- (1- (pyridin-4-ylmethyl) -pyrrol-2-yl) -2-butenoic acid (1101) 1- (4- (2-fluorobenzyl) furan- 2-yl) -3-hydroxy-3- (1H-1,2,4-triazol-3-yl) -propenyone (1102) l- [(1- (3-fluorobenzyl) -4- (2-phenylethyl) ) pyrrol-2-yl] -3-hydroxy-3- (1H-1,2,4-triazol-3-yl) -propenone (1103) l- [(5-Chloro-4-phenyl) furan-3-yl] -3-hydroxy-3- (1 H-1,2,4-triazol-3-yl) -propenyone (1104) 1- (5- (3-chlorophenylthio) furan-3-yl) -3-hydroxy-3- (1H-1,2,4-triazol-3-yl) -propenyone (1105) 1- (2- (4-chlorobenzenesulfonyl ) pyrrol-3-yl) -3-hydroxy-3- (2H-tetrazol-5-yl) -propenone (1106) 1- (1-Benzenesulfonylpyrrol-2-yl) -3-hydroxy-3- (1H-1,2,4-triazol-3-yl) -propenone (1107) 1- (4- (4-aminobenzyl) thiazol-2-yl) -3-hydroxy-3- (2H-tetrazol-5-yl) -propenyone (1108) 1- (2H-5-benzylpyrazole-3 -yl) -3-hydroxy-3- (lH-1,2,4-triazol-3-yl) -propenone (1109) 4- (4- (4-Acetylbenzyl) pyrrol-2-yl) -2-hydroxy-4-oxo-2-butenoic acid (1110) 1- [(1- (4-aminobenzyl) -5-carboxy] ) pyrrol-3-yl] -3-hydroxy-3- (2H-tetrazol-5-yl) -propenyone (1111) 3-hydroxy-l- [(4-n-propyl-1- (pyridin-4-ylmethyl) )) -pyrrol-2-yl] -3- (2H-tetrazol-5-yl) -propenone (1112) 1- (4- (2-fluorophenyl) furan-2-yl) -3-hydroxy-3- (1H-1,2,4-triazol-3-yl) -propenone (1113 ') 3-hydroxy -l- [(4- (2-phenylethyl) -3- (pyridin-4-ylmethyl)) furan-2-yl] -3- (1 H-1,2,4-triazol-3-yl) -propenone ( 1114) 1- [(4-benzoyl-1- (pyridin-2-ylmethyl)) pyrrol-2-yl] -3-hydroxy-3- (1 H-1,2, -triazol-3-yl) -propenyone ( 1115) 3-hydroxy-l- [(5-methoxymethyl-1- (4-methylbenzyl)) - pyrrol-3-yl] -3- (lH-1, 2,4-triazol-3-yl) -propenone (1116) 2-hydroxy-4-oxo-4- (5- (pyridin-4-ylmethyl) thiophen-3-yl) -2-butenoic acid (1117) 1 - [(1- (-chlorobenzenesulfonyl) -4- n-propyl) pyrrol-2-yl] -3-hydroxy-3- (2H-tetrazol-5-yl) -propenyone (1118) 1- (5- (4-fluorobenzenesulfonyl) thiophen-3-yl) -3- hydroxy-3- (1H-1,2,4-triazol-3-yl) -propenone (1119) l- [(1- (4-fluorobenzyl) -4- (2-phenylethyl)) pyrrol-2-yl] -3-hydroxy-3- (2H-tetrazol-5-yl) -propenyone (1120) 3-hydroxy-1- (5- (3-methoxyphenylthio) furan-2-yl) -3- (lH-1, 2 , 4-triazol-3-yl) -propenone (1121) 1- (4- (4-aminobenzyl) pyrrol-2-yl) -3-hydroxy-3- (1 H-1,2, -triazol-3-yl) -propenyone (1122) 1- [(5 -ethoxycarbonyl-1- (pyridin-2-ylmethyl)) pyrrol-3-yl] -3-hydroxy-3- (1H-1,2,4-triazol-3-yl) -propenone (1123) 3-hydroxy-l- (2- (pyridin-4-ylmethyl) thiophen-3-yl) -3- (2H-tetrazol-5-yl) -propenyone (1124) l- [(5-n- butyl-l-phenylthio) pyrrol-3-yl] -3-hydroxy-3- (1H-1,2,4-triazol-3-yl) -propenyone (1125) 1- (3- (2-fluorobenzyl) pyrrole -2-yl) -3-hydroxy-3- (2H-tetrazol-5-yl) -propenone (1126) 3-hydroxy-l- (2H-2- (pyridin-2-ylmethyl) pyrazol-3-yl) -3- (2H-tetrazol-5-yl) -propenone (1127) 3-hydroxy-l- [(1- (4-methylbenzyl) -4- (2-phenylethyl)) -pyrrol-3-yl] -3 - (2H-tetrazol-yl) -propenone (1128) 1- (4- (3-fluorobenzyl) thiazol-2-yl) -3-hydroxy-3- (1H-1,2,4-triazol-3-yl) -propenone (1129) 3-hydroxy- l- (5- (pyridin-4-ylmethyl) thiophen-2-yl) -3- (1 H-1,2,4-triazol-3-yl) -propenone (1130) 4- (2- (4-aminobenzyl) pyrrol-3-yl) -2-hydroxy-4-oxo-2-butenoic acid (1131) 3-hydroxy-1 - [(4-n-propyl-1) - (pyridin-4-ylmethyl)) -pyrrol-2-yl] -3- (lH-l, 2,4-triazol-3-yl) -propenyone (1132) 1- (5- (4-aminophenoxy) furan -3-yl) -3-hydroxy-3- (1H-1,2,4-triazol-3-yl) -propenone (1133) 1- (2H-2-benzenesulfonylpyrazol-4-yl) -3-hydroxy-3- (2H-tetrazol-5-yl) -propenone (1134) l- [(1- (4-aminobenzyl) -4 -ethyl) pyrrol-2-yl] -3-hydroxy-3- (lH-l, 2,4-triazol-3-yl) -propenyone (1135) 1- (5- (4-fluorobenzenesulfonyl) furan-3 il) -3-hydroxy-3- (lH-l, 2,4-triazol-3-yl) -propenone (1136) 3-hydroxy-1- (5- (4-methoxybenzyl) thiophen-3-yl) - 3- (2H-tetrazol-5-yl) -propenone (1137) 1- (1- (3-fluorobenzyl) pyrrol-2-yl) -3-hydroxy-3- (1H-1,2,4-triazole) 3-yl) -propenone (1138) 3-hydroxy-1- (4- (4-methylbenzyl) furan-3-yl) -3- (2H-tetrazol-5-yl) -propenyone (1139) 1- [(4-ethoxycarbonyl-1- (4-methylbenzyl)) pyrrol-2-yl] -3-hydroxy-3- (1H-1,2,4-triazol-3-yl) -propenyone (1140) 3-hydroxy-3- (lH-1, 2,4-triazol-3-yl) -l - (- 5- (3-trifluoromethylphenoxy) furan-3-yl) -propenone (1141) l- [(4-n-butyl-1- (2-fluorobenzyl) ) pyrrol-2-yl] -3-hydroxy-3- (2H-tetrazol-5-yl) -propenone (1142) 1 - [(1- (4-aminobenzyl) -4-ethoxycarbonyl) pyrrol-2-yl] -3-hydroxy-3- (lH-l, 2,4-triazol-3-yl) -propenone (1143) 1- [(1- (4-chlorobenzenesulfonyl) -4-methoxymethyl) -pyrrol-2-yl] -3-hydroxy-3- (2H-tetrazol-5-yl) -propenone (1144) 1- [(3-benzenesulfonyl-5- (2-phenylethyl)) furan-2-yl] -3-hydroxy-3- (1H-1, 2,4-triazol-3-yl) -propenone (1145) 3-hydroxy-1- (4- (4-methoxybenzyl) pyrrol-2-yl) -3- (2H-tetrazole-5- il) -propenone (1146) 1- [(1- (4-aminobenzyl) -4- (2-phenylethyl)) pyrrol-3-yl] -3-hydroxy-3- (lH-1, 2,4-triazole -3-yl) -propenone (1147) 4- (3- (4-Fluorobenzyl) furan-2-yl) -2-hydroxy-4-oxo-2-butenoic acid (1148) l- [(4-ethyl-1- (pyridin-2) ilmethyl)) pyrrol-3-yl] -3-hydroxy-3- (2H-tetrazol-5-yl) -propenone (1149) 1- (2H-2-benzylpyrazol-3-yl) -3-hydroxy-3- (2H-tetrazol-5-yl) -propenone (1150) l- (4- (4-Acetylbenzyl) furan-3-yl) -3-hydroxy-3- (2H-tetrazol-5-yl) -propenyone (1151) 1- [(1- (4-chlorobenzenesulfonyl) ) -5-ethoxycarbonyl) -pyrrol-3-yl] -3-hydroxy-3- (lH-1, 2,4-triazol-3-yl) -propenone (1152) 3-hydroxy-1- (4-phenylthiathiazol-2-yl) -3- (2H-tetrazol-5-yl) -propenyone (1153) 2-hydroxy-4-oxo-4- (4- (pyridin-4-ylmethyl) pyrrol-2-yl) -2-butenoic acid (1154) 4- (5- (4-Fluorobenzenesulfonyl) thiophen-3-yl) -2-hydroxy-4 -oxo-2-butenoic acid (1155) 1- [(1- (4-chlorobenzenesulfonyl) -4-n -octyl) pyrrol-2-yl] -3-hydroxy-3- (2H-tetrazol-5-yl) -propenone (1156) 1- (3- (3-chlorophenoxy) furan-2-yl) -3-hydroxy-3- (1H-1,2,4-triazol-3-yl) -propenyone (1157) I- [( -n-butyl-l- (4-methylbenzyl)) pyrrol-2-yl] -3-hydroxy-3- (2H-tetrazol-5-yl) -propenone (1158) 1- [(1- (4-fluorobenzyl) ) -5-methoxymethyl) pyrrol-3-yl] -3-hydroxy-3- (1H-1,2,4-triazol-3-yl) -propenyone (1159) 1- (4-benzenesulfonylfuran-2-yl) -3-hydroxy-3- (1H-1,2, -triazol-3-yl) -propenone (1160) 1- [(1- (4-aminobenzyl) -4-ethyl) pyrrol-3-yl] -3 -hydroxy-3- (1H-1, 2,4-triazol-3-yl) -propenone (1161) 4- (4- (2-Fluorobenzyl) pyrrol-2-yl) -2-hydroxy-4-oxo-2-butenoic acid (1162) 1- (3- (4-acetylbenzyl) furan-2-yl) -3-hydroxy-3- (1H-1, 2,4-triazol-3-yl) -propenyone (1163) l- [( 4-n-butyl-1- (pyridin-4-ylmethyl)) pyrrol-2-yl] -3-hydroxy-3- (2H-tetrazol-5-yl) -propenyone (1164) 1- [(1- ( 4-chlorobenzenesulfonyl) -5-n-propyl) pyrrol-3-yl] -3-hydroxy-3- (1H-1, 2, -triazol-3-yl) -propenone (1165) 1- (1- (3-fluorobenzyl) pyrrol-3-yl) -3-hydroxy-3- (2H-tetrazol-5-yl) -propenyone (1166) 3-hydroxy-1- (5-phenylthiothiophene) -2-yl) -3- (1H-1,2,4-triazol-3-yl) -propenone (1167) 1- (2- (4-aminobenzyl) thiophen-3-yl) -3-hydroxy-3- (2H-tetrazol-5-yl) -propenone (1168) 1 - [(1- (4-aminobenzyl) ) -4-Phenoxymethyl) pyrrol-2-yl] -3-hydroxy-3- (lH-1, 2,4-triazol-3-yl) -propenyone (1169) 1- (4-benzylpyrrol-3-yl) -3-hydroxy-3- (1H-1,2,4-triazol-3-yl) -propenyone (1170) 1- (5- (4-chlorobenzenesulfonyl ) pyrrol-2-yl) -3-hydroxy-3- (2H-tetrazol-5-yl) -propenyone (1171) 3-hydroxy-1- (3-phenylthiofuran-2-yl) -3- (1H-1) , 2,4-triazol-3-yl) -propenone (1172) 4- (4- (4-acetylbenzyl) thiophen-3-yl) -2-hydroxy-4-oxo-2-butenoic acid (1173) 3- hydroxy-l- [(4- (2-phenylethyl) -1-phenylthio) pyrrol-2-yl] -3- (1 H-1,2,4-triazol-3-yl) -propenyone (1174) l- [ (1- (4-Acetylbenzyl) -4- (2-phenylethyl)) pyrrol-3-yl] -3-hydroxy-3- (1H-1, 2,4-triazol-3-yl) -propenyone (1175) 1- [(2-Benzenesulfonyl-4-methyl) furan-3-yl] -3-hydroxy-3- (1H-1,2,4-triazol-3-yl) -propenone (1176) 1- (5- (4-acetylbenzyl) pyrrol-3-yl) -3-hydroxy-3- (2H-tetrazol-5-yl) -propenone (1177) 2-hydroxy-4-oxo-4- (lH-l-phenylthiopyrazol-4-yl) -2-butenoic acid (1178) 4- (4- (4-chlorobenzenesulfonyl) thiophen-3-yl) -2-hydroxy-4-oxo-2-butenoic acid (1179) 3-hydroxy-3- (lH-1, 2, 4- triazol-3-yl) -1- (3- (3-trifluoromethylphenylthio) furan-2-yl) -propenone (1180) 4- (4- (4-Chlorobenzenesulfonyl) thiazol-2-yl) -2-hydroxy-4-oxo-2-butenoic acid (1181) 1- (4- (4-chlorobenzenesulfonyl) pyrrol-2-yl) ) -3-hydroxy-3- (2H-tetrazol-5-yl) -propenyone (1182) 3-hydroxy-1- (4- (pyridin-4-ylmethyl) pyrrol-2-yl) -3- (lH- l, 2,4-triazol-3-yl) -propenone (1183) '1- (2- (4-fluorophenyl) furan-3-yl) -3-hydroxy-3- (1H-1,2,4- triazol-3-yl) -propenone (1184) 1 - [(1- (3-fluorobenzyl) -5-phenoxymethyl) pyrrol-3-yl] -3-hydroxy-3- (1H-1, 2,4-triazole -3-yl) -propenone (1185) 4- (4- (4-Chlorobenzenesulfonyl) pyrrol-2-yl) -2-hydroxy-4-oxo-2-butenoic acid (1186) 3-hydroxy-3- (lH-l, 2,4-triazol-3-yl) -l- (4- (4-trifluoromethylphenoxy) furan-3-yl) -propenone (1187) 4- ( 2H-5- (4-chlorobenzenesulfonyl) pyrazol-3-yl) -2-hydroxy-4-oxo-2-butenoic (1188) 1- [(1- (3-fluorobenzyl) -4-n-propyl) pyrrol- 2-yl] -3-hydroxy-3- (2H-tetrazol-5-yl) -propenyone (1189) 1- [(1- (4-acetylbenzyl) -4-methoxymethyl) pyrrol-2-yl] -3- hydroxy-3- (lH-l, 2,4-triazol-3-yl) -propenone (1190) 3-hydroxy-l- (2H-2- (pyridin-4-ylmethyl) pyrazol-3-yl) -3 - (lH-l, 2,4-triazol-3-yl) -propenone (1191) 2-hydroxy-4-oxo-4- (2-phenylthiopyrrol-3-yl) -2-butenoic acid (1192) 1- [(1- (2-fluorobenzyl) -5-methoxymethyl) pyrrole-3-acid il] -3-hydroxy-3- (1H-1, 2-4-triazol-3-yl) -propenone (1193) 3-hydroxy-l- [(5-phenoxymethyl-1-phenylthio) pyrrole-Sil] - 3- (2H-tetrazol-5-yl) -propenone (1194) 1- [(1- (2-fluorobenzyl) -5-methoxymethyl) pyrrol-3-yl] -3-hydroxy-3- (2H-tetrazole) 5-yl) -propenone (1195) 3-hydroxy-l- [(4-n-propyl-1- (pyridin-2-ylmethyl)) -pyrrol-2-yl] -3- (lH-1, 2, 4-triazol-3-yl) -propenone (1196) 2-hydroxy-4-oxo-4- (2H-2- (pyridin-2-ylmethyl) pyrazol-4-yl) -2-butenoic acid (1197) l - (5-benzylfuran-2-yl) -3-hydroxy-3- (2H-tetrazol-5-yl) -propenyone (1198) 1- [(5-carboxy-l- (3-fluorobenzyl)) pyrrole-3 -yl] -3-hydroxy-3- (1H-1,2,4-triazol-3-yl) -propenone (1199) l- [(5-benzenesulfonyl-2-fluoro) furan-3-yl] -3 -hydroxy-3- (1H-1,2,4-triazol-3-yl) -propenone (1200) 1- [(5-ethoxycarbonyl-1- (4-methylbenzyl)) pyrrol-3-yl] -3- hydroxy-3- (2H-tetrazol-5-yl) -propenone (1201) 1- (5-benzenes ulphylthiophen-3-yl) -3-hydroxy-3- (1H-1,2,4-triazol-3-yl) -propenone (1202) 3-hydroxy-3- (lH-1, 2,4-triazole- 3-yl) -l- (2- (4-trifluoromethylbenzyl) furan-3-yl) -propenone (1203) 1- (5- (2-chlorophenoxy) furan-2-yl) -3-hydroxy-3- (1H-1, 2,4-triazol-3-yl) -propenone (1204) 3-hydroxy- l- (2H-2- (4-methoxybenzyl) pyrazol-4-yl) -3- (lH-1, 2,4-triazol-3-yl) -propenone (1205) 1- (4- (4-chlorobenzenesulfonyl ) thiophen-3-yl) -3-hydroxy-3- (1H-1,2,4-triazol-3-yl) -propenyone (1206) 3-hydroxy-1- (5- (pyridin-2-ylmethyl) furan-3-yl) -3- (2H-tetrazol-5-yl) -propenone (1207) 1- [(1-benzyl-5-methoxymethyl) pyrrol-3-yl] -3-hydroxy-3- (2H -tetrazol-5-yl) -propenone (1208) 3-hydroxy-3- (lH-1, 2,4-triazol-3-yl) -l- (3- (2-trifluoromethyl-benzyl) furan-2-yl) -propenone (1209) 1- (2- (4-fluorobenzyl) pyrrol-3-yl) -3-hydroxy-3- (2H-tetrazol-5-yl) -propenone (1210) 4- (1H-1- (4-Acetylbenzyl) pyrazol-4-yl) -2-hydroxy-4-oxo-2-butenoic acid (1211) 4- (2- (4-Acetylbenzyl) furan-3-yl) -2-hydroxy-4-oxo-2-butenoic acid (1212) 2-Hydroxy-4-oxo-4- (4- (pyridin-2-ylmethyl) pyrrol-2-yl) -2-butenoic acid (1213) 1- [(1- (4-fluorobenzenesulfonyl) -4 -n-octyl) pyrrol-2-yl] -3-hydroxy-3- (2H-tetrazol-5-yl) -propenone (1214) 1- (2H-5- (4-fluorobenzenesulfonyl) pyrazol-3-yl) -3-hydroxy-3- (2H-tetrazol-5-yl) -propenyone (1215) l- [(l-benzyl-4- (2-phenylethyl)) pyrrol-2-yl] -3-hydroxy-3- (lH-1, 2,4-triazol-3-yl) -propenone (1216) 1- (5- (4-acetylbenzyl) thiophen-2-yl) -3-hydroxy-3- (2H-tetrazol-5-yl) -propenyone (1217) 3-hydroxy-1- (3- ( 3-methoxyphenoxy) furan-2-yl) -3- (1H-1, 2,4-triazol-3-yl) -propenone (1218) 1- [(3- (4-fluorobenzyl) -4- (2- phenylethyl)) furan-2-yl] -3-hydroxy-3- (1H-1, 2, -triazol-3-yl) -propenone (1219) l- [(l-benzenesulfonyl-4-n-propyl) pyrrole -2-yl] -3-hydroxy-3- (2H-tetrazol-5-yl) -propenyone (1220) 3-hydroxy-1- (3- (4-methoxyphenoxy) furan-2-yl) -3- ( 1H-1, 2-4-triazol-3-yl) -propenone (1221) 3-hydroxy-1- (5- (4-methoxybenzyl) pyrrol-2-yl) -3- (1 H-1,2,4-triazol-3-yl) -propenyone (1222) 3-hydroxy- l- [(4-Phenoxymethyl-1- (pyridin-4-ylmethyl)) pyrrol-2-yl] -3- (lH-1, 2,4-triazol-3-yl) -propenone (1223) 3-hydroxy-l- (2H-2- (pyridin-4-ylmethyl) pyrazol-4-yl) -3- (2H-tetrazol-5-yl) -propenone (1224) 3-hydroxy-l- [(1- (4-methoxybenzyl) -5-phenoxymethyl) -pyrrol-3-yl] -3- (lH-1,2, -triazol-3-yl) -propenone (1225) 1- [(4-ethoxycarbonyl -l- (pyridin-4-ylmethyl)) pyrrol-2-yl] -3-hydroxy-3- (2H-tetrazol-5-yl) -propenone (1226) 2-hydroxy-4-oxo-4- (2- (pyridin-2-ylmethyl) pyrrol-3-yl) -2-butenoic acid (1227) 4- (2H-2- (2-Fluorobenzyl) pyrazol-3-yl) -2-hydroxy-4-oxo-2-butenoic acid (1228) 1- (2- (2-fluorophenyl) furan-3-yl) -3-hydroxy-3- (1H-1,2,4-triazol-3-yl) -propenone (1229) 3-hydroxy- 1- (4- (2-methoxy-phenyl) -furan-3-yl) -3- (1H-1, 2-4-triazol-3-yl) -propenyone (1230) 3-hydroxy-1 - [(1- ( 4-methylbenzyl) -5-n-propyl) pyrrol-3-yl] -3- (2H-tetrazol-5-yl) -propenyone (1231) 3-hydroxy-l- [(4-n-octyl-l- phenylthio) pyrrol-2-yl] -3- (1 H-1,2,4-triazol-3-yl) -propenone (1232) l- [(3-Fluoro-5-phenyl) furan-2-yl] -3-hydroxy-3- (1H-1,2,4-triazol-3-yl) -propenone (1233) 4- (5- (4-Acetylbenzyl) thiophen-3-yl) -2-hydroxy-oxo-2-butenoic acid (1234) 1- (1H-1- (4-acetylbenzyl) pyrazol-3-yl) -3-hydroxy-3- (2H-tetrazol-5-yl) -propenone (1235) 3-hydroxy-1- (5- (3-methoxybenzyl) furan-3-yl) -3- (1 H-1,2,4-triazol-3-yl) -propenone (1236) 1- [( 5-carboxy-l- (pyridin-2-ylmethyl)) pyrrol-3-yl] -3-hydroxy-3- (1H-1, 2-4-triazol-3-yl) -propenone (1237) 1- (1- (4-acetylbenzyl) pyrrol-2-yl) -3-hydroxy-3- (lH-1, 2,4-triazol-3-yl) -propenyone (1238) l- [( l- (4-Acetylbenzyl) -4-n-butyl) pyrrol-2-yl] -3-hydroxy-3- (2H-tetrazol-5-yl) -propenyone (1239) 1- [(5-n-butyl) -l- (4-fluorobenzenesulfonyl)) pyrrol-3-yl] -3-hydroxy-3- (2H-tetrazol-5-yl) -propenone (1240) 1- (2- (4-acetylphenylthio) furan-3 il) -3-hydroxy-3- (lH-l, 2,4-triazol-3-yl) -propenyone (1241) 1- [(1-benzenesulfonyl-1-5-phenoxymethyl) pyrrol-3-yl] -3- hydroxy-3- (1H-1,2,4-triazol-3-yl) -propenyone (1242) 1- (4- (4-fluorobenzyl) thiophen-2-yl) -3-hydroxy-3- (lH- l, 2,4-triazol-3-yl) -propenone (1243) 1- (2H-2- (3-fluorobenzyl) pyrazol-3-yl) -3-hydroxy-3- (lH-1, 2,4 -triazol-3-yl) -propenone (1244) 1- (4- (4-acetylbenzyl) thiophen-3-yl) -3-hydroxy-3- (2H-tetrazol-5-yl) -propenyone (1245) 1- (3- (4-chlorobenzenesulfonyl) pyrrol-2-yl) -3-hydroxy-3- (2H-tetrazol-5-yl) -propenone (1246) 1- [(1- (4-acetylbenzyl) -5-methoxymethyl) pyrrol-3-yl] - 3-hydroxy-3- (2H-tetrazol-5-yl) -propenone (1247) 3-hydroxy-1- (4-phenoxyphan-2-yl) -3- (1 H-1,2,4-triazol-3-yl) -propenone (1248) 1- (3- (4-aminobenzyl) furan-2-yl) -3-hydroxy-3- (1H-1,2,4-triazol-3-yl) -propenyone (1249) 3-hydroxy- l- (4- (2-methoxyphenoxy) furan-2-yl) -3- (lH-l, 2,4-triazol-3-yl) -propenone (1250) 1- (5- (3-fluorobenzyl) pyrrol-2-yl) -3-hydroxy-3- (2H-tetrazol-5-yl) -propenone (1251) 3-hydroxy-1- (2H-4-phenylthiopyrazol-3-yl) -3- (2H-tetrazol-5-yl) -propenone (1252) 4- (4- (3-Fluorobenzyl) thiazol-2-yl) -2-hydroxy-4-oxo-2-butenoic acid (1253) 2-hydroxy-4-oxo-4- (3-phenylthiopyrrole) acid -2-yl) 2-butenoic (1254) l- [(4-ethyl-1- (4-methylbenzyl)) pyrrol-2-yl] -3-hydroxy-3- (1H-1,2,4-triazole) -3-yl) -propenone (1255) l- [(4-fluoro-5- (pyridin-4-ylmethyl)) furan-3-yl] -3-hydroxy-3- (lH-1, 2,4- triazol-3-yl) -propenone (1256) 3-hydroxy-l- [(5-n-octyl-l-phenylthio) pyrrol-3-yl] -3- (lH-1, 2,4-triazole-3 -yl) -propenone (1257) 1- [(2-chloro-4- (4-fluorobenzyl)) furan-3-yl] -3-hydroxy-3- (1H-1, 2,4-triazole-3-) il) -propenone (1258) 4- (1H-1- (4-aminobenzyl) pyrazol-3-yl) -2-hydroxy-4-oxo-2-butenoic acid (1259) 2-hydroxy-4-oxo-4- (5-phenylthiothiophen-3-yl) -2-butenoic acid (1260) 2-hydroxy-4-oxo-4- (5- (pyridin-4-ylmethyl) -thiophen-2-yl) -2-butenoic acid (1261) 3-hydroxy-l- [(4- (2 phenylethyl) -1-phenylthio) pyrrol-3-yl] -3- (lH-l, 2,4-triazol-3-yl) -propenone (1262) 1- (3- (4-fluorobenzenesulfonyl) furan-2-yl) -3-hydroxy-3- (lH-1, 2,4-triazol-3-yl) -propenone (1263) 1- (5 - (3-chlorophenylthio) furan-2-yl) -3-hydroxy-3- (1H-1,2,4-triazol-3-yl) -propenone (1264) 1- (4- (2-fluorobenzyl) thiophen-3-yl) -3-hydroxy-3- (2H-tetrazol-5-yl) -propenyone (1265) 3-hydroxy-1- (2-phenylthiofuran) -3-yl) -3- (1H-1,2,4-triazol-3-yl) -propenone (1266) 3-hydroxy-1- (4-phenylthiothiophen-2-yl) -3- (2 H -tetrazol-5-yl) -propenone (1267) 1- ((5-carboxy-l- (4-methoxybenzyl) ) pyrrol-3-yl] -3-hydroxy-3- (1H-1,2,4-triazol-3-yl) -propenone (1268) 2-hydroxy-4- (4- (4-methylbenzyl) pyrrol-3-yl) -4-oxo-2-butenoic acid (1269) 3-hydroxy-1- (2-phenylthiathiazol-4-yl) -3- (2H-tetrazol-5-yl) -propenyone (1270) 4- (1- (4-aminobenzyl) pyrrol-3-yl) -2-hydroxy-4-oxo-2-butenoic acid (1271) 3-hydroxy-1- (5- (pyridin-2-ylmethyl) ) thiophen-2-yl) -3- (1 H-1,2,4-triazol-3-yl) -propenyone (1272) l- (2- (4-fluorobenzenesulfonyl) pyrrol-3-yl) -3-hydroxy -3- (2H-tetrazol-5-yl) -propenone (1273) 1- [(4-n-butyl-1- (4-fluorobenzyl)) pyrrol-2-yl] -3-hydroxy-3- (lH -l, 2-4-triazol-3-yl) -propenone (1274) 3-hydroxy-1- (3-phenylthiopyrrol-2-yl) -3- (1 H-1,2,4-triazol-3-yl) -propenone (1275) 4- (3- (4-aminobenzyl) furan-2-yl) -2-hydroxy-4-oxo-2-butenoic acid (1276) l- [(2-fluoro-5- (4-fluorobenzyl)] ) furan-3-yl] -3-hydroxy-3- (lH-l, 2-4-triazol-3-yl) -propenone (1277) 3-hydroxy-1- (2-phenoxyfuran-3-yl) -3- (1 H-1,2,4-triazol-3-yl) -propenyone (1278) 3-hydroxy-3- (lH- 1, 2,4-triazol-3-yl) -l- (4- (4-trifluoromethyl-phenylthio) furan-3-yl) -propenyone (1279) 1- (2- (4-fluorobenzyl) thiophen-3-yl) -3-hydroxy-3- (2H-tetrazol-5-yl) -propenone (1280) 1- (1H-1- (4- fluorobenzenesulfonyl) pyrazol-4-yl) -3-hydroxy-3- (1H-1,2,4-triazol-3-yl) -propenone (1281) 2-hydroxy-4-oxo-4- (4- (pyridin-2-ylmethyl) thiazol-2-yl) -2-butenoic acid (1282) 3-hydroxy-l- [(4-n-octyl) -l- (pyridin-4-ylmethyl)) -pyrrol-2-yl] -3- (lH-l, 2,4-triazol-3-yl) -propenone (1283) 1- [(5-benzoyl-1) - (4-Fluorobenzenesulfonyl)) pyrrol-3-yl] -3-hydroxy-3- (2H-tetrazol-5-yl) -propenone (1284) 1- (4- (4-acetylbenzyl) thiophen-2-yl) -3-hydroxy-3- (2H-tetrazol-5-yl) -propenyone (1285) l- [(1- (3-fluorobenzyl) ) - - (2-phenylethyl)) pyrrol-3-yl] -3-hydroxy-3- (2H-tetrazol-5-yl) -propenone (1286) 1- [(4-benzenesulfonyl-5-chloro) furan- 2-yl] -3-hydroxy-3- (lH-l, 2,4-triazol-3-yl) -propenyone (1287) 3-hydroxy-3- (lH-l, 2,4-triazole-3- il) -l- (5- (3-trifluoromethylphenylthio) furan-3-yl) -propenyone (1288) 1- [(1- (4-chlorobenzenesulfonyl) -4-phenoxymethyl) -pyrrol-2-yl] -3- hydroxy-3- (1H-1, 2,4-triazol-3-yl) -propenone (1289) 3-hydroxy-1- (5- (4-methylbenzyl) furan-3-yl) -3- (1 H-1,2,4-triazol-3-yl) -propenone (1290) l- [( l- (2-Fluorobenzyl) -4-n-octyl) pyrrol-2-yl] -3-hydroxy-3- (2H-tetrazol-5-yl) -propenone (1291) 3-hydroxy-1- (5-phenylthiofuran-2-yl) -3- (2H-tetrazol-5-yl) -propenone (1292) 1- (2- (4-aminobenzyl) furan-3-yl) -3-hydroxy-3- (1H-1,2,4-triazol-3-yl) -propenone (1293) 3-hydroxy-1- (4-phenylthiopyrrol-3-yl) -3- (1 H-1,2,4-triazol-3-yl) -propenone (1294) 3-hydroxy-1- [(1 - (4-methoxybenzyl) -4- (2-phenylethyl)) pyrrol-2-yl] -3- (2H-tetrazol-5-yl) -propenyone (1295) l- [(4-ethyl-l-phenylthio) pyrrol-3-yl] -3-hydroxy-3- (1H-1,2,4-triazol-3-yl) -propenyone (1296) 2-hydroxy-4- (3- (4-methoxybenzyl) pyrrol-2-yl) -4-oxo-2-butenoic acid (1297) 2-hydroxy-4- (2- (4-methylbenzyl) furan-3-yl) -4-oxo-2-butenoic acid (1298) 3-hydroxy-3- (1H-1, 2, 4- triazol-3-yl) -1- (5- (3-trifluoromethylphenoxy) furan-2-yl) -propenone (1299) 4- (2H-2- (4-fluorobenzenesulfonyl) pyrazol-3-yl) -2- hydroxy-4-oxo-2-butenoic (1300) 1- (lH-1-benzenesulfonylpyrazol-3-yl) -3-hydroxy-3- (2H-tetrazol-5-yl) -propenyone (1301) l- (2-n-Butylfuran-3-yl) -3-hydroxy-3- (2H-tetrazol-5-yl) -propenyone (1302) 1- [(1- (4-fluorobenzenesulfonyl) -4 -n-propyl) pyrrol-2-yl] -3-hydroxy-3- (1H-1,2,4-triazol-3-yl) -propenyone (1303) 1- (4- (4-fluorobenzyl) thiophene- 3-yl) -3-hydroxy-3- (lH-l, 2,4-triazol-3-yl) -propenone (1304) 2-Hydroxy-4-oxo-4- (2- (pyridin-2-ylmethyl) furan-3-yl) -2-butenoic acid (1305) 1- (5- (4-chlorobenzenesulfonyl) pyrrole-2) -yl) -3-hydroxy-3- (lH-l, 2,4-triazol-3-yl-) -propenone (1306) 3-hydroxy-1- (4-phenylfuran-3-yl) -3- (lH-1, 2,4-triazol-3-yl) -propenone (1307) 3-hydroxy-l- (lH-l- (4-methylbenzyl) pyrazol-4-yl) -3- (2H-tetrazol-5-yl) -propenone (1308) 3-hydroxy-1- (1- (pyridin-4-ylmethyl) pyrrol-2-yl) -3- (2 H -tetrazol-5-yl) -propenyone (1309) 3-hydroxy-1- (1H -1- (4-methoxybenzyl) pyrazol-4-yl) -3- (2H-tetrazol-5-yl) -propenyone (1310) 1- [(4-ethyl-1- (4-fluorobenzenesulfonyl)) pyrrole-2 -yl] -3-hydroxy-3- (2H-tetrazol-5-yl) -propenone (1311) 1- [(5-carboxy-1- (4-fluorobenzenesulfonyl)) pyrrol-3-yl] -3-hydroxy -3- (1H-1, 2-4-triazol-3-yl) -propenone (1312) 3-hydroxy-1- (5- (4-methoxyphenoxy) furan-3-yl) -3- (lH-1) , 2,4-triazol-3-yl) -propenone (1313) 2-hydroxy-4- (2H-2- (4-methylbenzyl) pyrazol-3-yl) -4-oxo-2-butenoic acid (1314) 3-hydroxy-1- (1- (4-methoxybenzyl) pyrrol-2-yl) -3- (2H-tetrazol-5-yl) -propenyone (1315) 3-hydroxy-3- (1H-1) , 2,4-triazol-3-yl) -1- (3- (2-trifluoromethylphenylthio) furan-2-yl) -propenyone (1316) 3-hydroxy-1- (4- (pyridin-2-ylmethyl) thiazole -2-il) -3- (lH-1, 2,4-triazol-3-yl) -propenone (1317) 1- (2H-4-benzenesulfonylpyrazol-3-yl) -3-hydroxy-3- (2H-tetrazol-5-yl) -propenone (1318) 4- (l-Benzylpyrrol-3-yl) -2-hydroxy-4-oxo-2-butenoic acid (1319) 1- (5-Benzenesulfonylthiophen-2-yl) -3-hydroxy-3- (1 H-1,2,4-triazol-3-yl) -propenyone (1320) l- [(1- (4- acetylbenzyl) -5-phenoxymethyl) pyrrol-3-yl] -3-hydroxy-3- (2H-tetrazol-5-yl) -propenone (1321) 1- (5- (4-acetylphenylthio) furan-2-yl) -3-hydroxy-3- (1H-1,2,4-triazol-3-yl) -propenone (1322) -1- (4- (4-aminobenzyl) pyrrol-2-yl) -3-hydroxy-3 - (2H-tetrazol-5-yl) -propenone (1323) 1- (4- (4-chlorobenzyl) furan-3-yl) -3-hydroxy-3- (1H-1, 2,4-triazole-3) -yl) -propenone (1324) 1- (5- (2-fluorophenyl) furan-2-yl) -3-hydroxy-3- (1H-1,2,4-triazol-3-yl) -propenone (1325) 3-hydroxy-l- (3- (4-methoxybenzyl) furan-2-yl) -3- (2 H -tetrazol-5-yl) -propenone (1326) 3-hydroxy-3- (lH-1) , 2,4-triazol-3-yl) -l- (4- (4-trifluoromethyl-phenylthio) furan-2-yl) -propenyone (1327) 3-hydroxy-l- [(4- (2-phenylethyl) -1 - (pyridin-2-ylmethyl)) pyrrol-2-yl] -3- (lH-l, 2,4-triazol-3-yl) -propenone (1328) 4- (5- (2-Fluorobenzyl) pyrrol-3-yl) -2-hydroxy-4-oxo-2-butenoic acid (1329) 3-hydroxy-1- (5-phenyl-furan-3-yl) -3- (lH-1, 2,4-triazol-3-yl) -propenyone (1330) 1- [(1- (4-acetylbenzyl) -4-ethoxycarbonyl) pyrrol-2-yl] -3-hydroxy- 3- (lH-1, 2-4-triazol-3-yl) -propenyone (1331) l- [(1- (4-acetylbenzyl) -4-ethyl) pyrrol-3-yl] -3-hydroxy-3 - (2H-tetrazol-5-yl) -propenone (1332) 3-hydroxy-1- (2- (4-methylbenzyl) thiazol-4-yl) -3- (2H-tetrazol-5-yl) -propenone (1333) 1- (1H-1- (4- chlorobenzenesulfonyl) pyrazol-3-yl) -3-hydroxy-3- (lH-1, 2,4-triazol-3-yl) -propenone (1334) 2-hydroxy-4- (5- (4-methoxybenzyl) acid) thiophen-2-yl) -4-oxo-2-butenoic acid (1335) 1- (1 H-1-Benzenesulfonylpyrazol-4-yl) -3-hydroxy-3- (2 H -tetrazol-5-yl) -propenyone (1336) 3-hydroxy-1- (4-phenylthiothiazol-2-yl) -3- (lH-1, 2,4-triazol-3-yl) -propenyone (1337) 3-hydroxy-1- (2- (pyridin-2-ylmethyl) pyrrol-3-yl) -3- (1 H-1,2,4-triazol-3-yl) -propenyone (1338) 1- [(1- (4-fluorobenzenesulfonyl) -5- phenoxymethyl) -pyrrol-3-yl] -3-hydroxy-3- (2H-tetrazol-5-yl) -propenyone (1339) 1- [(1- (2-fluorobenzyl) -4- (2-phenylethyl)) pyrrol-2-yl] -3-hydroxy-3- (2H-tetrazol-5-yl) -propenyone (1340) 1- (1H-1- (4-fluorobenzenesulfonyl) pyrazol-4-yl) -3-hydroxy- 3- (2H-tetrazol-5-yl) -propenone (1341) l- (4- (4-aminophenylthio) furan-3-yl) -3-hydroxy-3- (lH-1, 2,4-triazole- 3-yl) -propenone (1342) l- [(5-n-butyl-1- (4-methoxybenzyl)) pyrrol-3-yl] -3-hydroxy-3- (lH-l, 2-4-triazole -3-yl) -propenone (1343) 1- (1- (4-acetylbenzyl) pyrrol-2-yl) -3-hydroxy-3- (2H-tetrazol-5-yl) -propenone (1344) 4- (2- (3-Fluorobenzyl) thiophen-3-yl) -2-hydroxy-4-oxo-2-butenoic acid (1345) 1- (1H-1- (4-fluorobenzyl) pyrazole- 3-yl) -3-hydroxy-3- (lH-1, 2,4-triazol-3-yl) -propenone (1346) 1- (2- (4-fluorobenzenesulfonyl) pyrrol-3-yl) -3- hydroxy-3- (1H-1,2,4-triazol-3-yl) -propenone (1347) l- [(1-Benzyl-5-carboxy) pyrrol-3-yl] -3-hydroxy-3- (2H-tetrazol-5-yl) -propenyone (1348) 4- (2- (4-Fluorobenzenesulfonyl) thiophen-3-yl) -2-hydroxy-4-oxo-2-butenoic acid (1349) 4- (4- (2-Fluorobenzyl) thiazol-2-yl) -2-hydroxy-4-oxo-2-butenoic acid (1350) 1- (4- (4-fluorobenzenesulfonyl) furan-3-yl) ) -3-hydroxy-3- (1H-1,2,4-triazol-3-yl) -propenone (1351) 1- (3- (4-aminobenzyl) thiophen-2-yl) -3-hydroxy-3- (2H-tetrazol-5-yl) -propenyone (1352) 1- (2H-5- (4- chlorobenzenesulfonyl) pyrazol-3-yl) -3-hydroxy-3- (2H-tetrazol-5-yl) -propenyone (1353) 1- (3- (3-fluorophenyl) furan-2-yl) -3-hydroxy-3- (lH-1,2,4-triazol-3-yl) -propenyone (1354) 3-hydroxy- 1- (5- (4-methoxybenzyl) thiophen-3-yl) -3- (lH-1, 2,4-triazol-3-yl) -propenone (1355) 3-hydroxy-1- (4- (pyridin-4-ylmethyl) furan-3-yl) -3- (2 H -tetrazol-5-yl) -propenone (1356) 1- (5- (4- fluorobenzenesulfonyl) thiophen-2-yl) -3-hydroxy-3- (2H-tetrazol-5-yl) -propenone (1357) 4- (1- (4-chlorobenzenesulfonyl) pyrrol-2-yl) -2-hydroxy -4-oxo-2-butenoic (1358) 1- (1H-1- (4-acetylbenzyl) pyrazol-3-yl) -3-hydroxy-3- (1H-1,2,4-triazol-3-yl) ) -propenone (1359) 1- [(5-carboxy-l- (4-chlorobenzenesulfonyl)) pyrrol-3-yl] -3-hydroxy-3- (1H-1, 2,4-triazol-3-yl) -propenone (1360) 3-hydroxy-l- [(5-methoxymethyl-1- (pyridin-2-ylmethyl)) pyrrol-3-yl] -3- (2H-tetrazol-5-yl) -propenone (1361) 3-hydroxy-l- (lH-l-phenylthiopyrazol-3-yl) -3- (1 H-1,2,4-triazol-3-yl) -propenyone (1362) 1- [(l-benzenesulfonyl -5-n-propyl) pyrrol-3-yl] -3-hydroxy-3- (2H-tetrazol-5-yl) -propenone (1363) 1- [(2-benzenesulfonyl-4-chloro) furan-3 il] -3-hydroxy-3- (lH-l, 2,4-triazol-3-yl) -propenone (1364) 1- [(1- (4-chlorobenzenesulfonyl) -4-n-propyl) pyrrole-2 -yl] -3-hydroxy-3- (1H-1, 2, -triazol-3-yl) -propenone (1365) 2-hydroxy-4-oxo-4- (lH-l-phenylthiopyrazol-3-yl) -2-butenoic acid (1366) 3-hydroxy-l- [(1- (4-methylbenzyl) -4- (2-phenylethyl)) -pyrrol-3-yl] -3- (lH-1, 2,4-triazol-3-yl) -propenone (1367) 3-hydroxy-1- (5- (4-methylbenzyl) pyrrol-3-yl) -3- (2H-tetrazol-5-yl) -propenone (1368) I- (2H-5- (4- chlorobenzenesulfonyl) pyrazol-3-yl) -3-hydroxy-3- (1H-1,2,4-triazol-3-yl) -propenyone (1369) l- [(5-n-butyl-1- (pyridine- 4-ylmethyl)) pyrrol-3-yl] -3-hydroxy-3- (2H-tetrazol-5-yl) -propenyone (1370) 3-hydroxy-1- (5-phenylthiopyrrol-3-yl) -3- (2H-tetrazol-5-yl) -propenyone (1371) 1- (3- (2-fluorobenzyl) thiophen-2-yl) ) -3-hydroxy-3- (1H-1,2,4-triazol-3-yl) -propenone (1372) 2-hydroxy-4- (5- (4-methoxybenzyl) pyrrol-2-yl) -4-oxo-2-butenoic acid (1373) 3-hydroxy-1- (3- (pyridin-2-ylmethyl) furan-2-yl) -3- (2 H -tetrazol-5-yl) -propenyone (1374) 3-hydroxy-l- [( 1- (4-methylbenzyl) -4-d-propyl) pyrrol-2-yl] -3- (lH-1, 2,4-triazol-3-yl) -propenone (1375) l- (4-benzylfuran-3-yl) -3-hydroxy-3- (1H-1,2,4-triazol-3-yl) -propenone (1376) 3-hydroxy-1- (2-phenylthiopyrrol-3-yl) -3- (2H-tetrazol-5-yl) -propenyone (1377) 4- (4- (4-Fluorobenzenesulfonyl) pyrrol-3-yl) -2-hydroxy-4-oxo-2-butenoic acid (1378) 1- (3- (4-acetylphenoxy) furan-2-yl) -3-hydroxy-3- (1 H-1,2,4-triazol-3-yl) -propenone (1379) 1- (1H-1- (4-aminobenzyl) pyrazol-4-yl) -3-hydroxy-3- (2H-tetrazol-5-yl) -propenone (1380) 1- [(1- (4 -aminobenzyl) -5-n-octyl) pyrrol -3-yl] -3-hydroxy-3- (1H-1,2-4-triazol-3-yl) -propenyone (1381) 3-hydroxy-l- ( 1H-1- (pyridin-4-ylmethyl) pyrazol-4-yl) -3- (2H-tetrazol-5-yl) -propenyone (1382) 1- (5- (4-acetylbenzyl) thiophen-2-yl) -3-hydroxy-3- (1H-1, 2,4-triazol-3-yl) -propenone (1383) 3-hydroxy-1- (4- (4-methylbenzyl) pyrrol-2-yl) -3- (2H-tetrazol-5-yl) -propenyone (1384) 2-hydroxy-4-oxo-4 acid - (4- (pyridin-2-ylmethyl) furan-2-yl) -2-butenoic (1385) 1- (5- (2-chlorobenzyl) furan-3-yl) -3-hydroxy-3- (1H-) 1,2, 4-triazol-3-yl) -propenone (1386) 3-hydroxy-1- (1- (4-methylbenzyl) pyrrol-2-yl) -3- (2 H -tetrazol-5-yl) -propenyone (1387) l- (3- (4-chlorobenzenesulfonyl) thiophen-2-yl) -3-hydroxy-3- (1H-1,2,4-triazol-3-yl) -propenone (1388) 1- (4- (3-fluorobenzyl) furan-2-yl) -3-hydroxy-3- (1H-1,2,4-triazol-3-yl) -propenyone (1389) I- (4 - (4-chlorobenzenesulfonyl) thiophen-2-yl) -3-hydroxy-3- (lH-1, 2,4-triazol-3-yl) -propenyone (1390) 3-hydroxy-l- [(4- ( 2-phenylethyl) -1-phenylthio) pyrrol-2-yl] -3- (2H-tetrazol-5-yl) -propenone (1391) 4- (4-benzenesulfonylpyrrol-3-yl) -2-hydroxy- oxo-2-butenoic (1392 1- (3- (4-aminophenoxy) furan-2-yl) -3-hydroxy-3- (1 H-1,2,4-triazol-3-yl) -propenyone (1393) 3-hydroxy-1 - (2- (2-methoxyphenoxy) furan-3-yl) -3- (1 H-1,2,4-triazol-3-yl) -propenyone (1394) 1- [(1- (3-fluorobenzyl) - 5-phenoxymethyl) pyrrol-3-yl] -3-hydroxy-3- (2H-tetrazol-5-yl) -propenyone (1395) 1- [(5-carboxy-l- (3-fluorobenzyl)) pyrrole-3 -yl] -3-hydroxy-3- (2H-tetrazol-5-yl) -propenone (1396) 1- [(1- (4-acetylbenzyl) -5-n-butyl) pyrrol-3-yl] -3 -hydroxy-3- (lH-l, 2,4-triazol-3-yl) -propenone (1397) 3-hydroxy-1- (5- (4-methoxybenzyl) pyrrol-3-yl) -3- (2H-tetrazol-5-yl) -propenone (1398) l- [(1-Benzyl-4-n-octyl) pyrrol-2-yl] -3-hydroxy-3- (1H-1, 2,4-triazol-3-yl) -propenyone (1399) 1- [(1- (4-Fluorobenzenesulfonyl) -4- (2-phenylethyl)) pyrrol-2-yl] -3-hydroxy-3- (1H-1,2,4-triazol-3-yl) -propenone (1400) l- [(3-Benzenesulfonyl-4- (2-phenylethyl)) furan-2-yl] -3-hydroxy-3- (1 H-1,2,4-triazol-3-yl) -propenone ( 1401) 1- (5- (4-fluorobenzenesulfonyl) furan-2-yl) -3-hydroxy-3- (1H-1,2,4-triazol-3-yl) -propenyone (1402) 1- [(4 -carboxy-l- (pyridin-2-ylmethyl)) pyrrol-2-yl] -3-hydroxy-3- (2H-tetrazol-5-yl) -propenyone (1403) l- (4- (4-chlorobenzenesulfonyl) pyrrol-3-yl) -3-hydroxy-3- (2H-tetrazol-5-yl) -propenone (1404) 1- (5-Benzenesulfonylthiophen-3-yl) -3-hydroxy-3- (2H-tetrazol-5-yl) -propenone (1405) 1- (5- (2-methoxybenzyl) furan-2-yl) -3-hydroxy-3- (1 H-1,2,4-triazol-3-yl) -propenyone (1406) 1- (2H -4-benzenesulfonylpyrazol-3-yl) -3-hydroxy-3- (lH-1, 2,4-triazol-3-yl) -propenone (1407) 1- (1- (2-fluorobenzyl) pyrrol-2-yl) -3-hydroxy-3- (1H-1,2,4-triazol-3-yl) -propenyone (1408) 3-hydroxy- l- [(4- (2-phenylethyl) -1- (pyridin-4-ylmethyl)) pyrrol-3-yl] -3- (lH-1, 2,4-triazol-3-yl) -propenone (1409) 1- (5- (4-aminobenzyl) pyrrol-2-yl) -3-hydroxy-3- (2H-tetrazol-5-yl) -propenone (1410) 4- (4-Benzenesulfonylthiophen-3-yl) -2-hydroxy-4-oxo-2-butenoic acid (1411) 1- [(1- (4-fluorobenzyl) -4-n-octyl) pyrrol- 2-yl] -3-hydroxy-3- (2H-tetrazol-5-yl) -propenone (1412) 1- (2- (2-fluorobenzyl) pyrrol-3-yl) -3-hydroxy-3- (2H-tetrazol-5-yl) -propenyone (1413) 3-hydroxy-1- (5- ( pyridin-2-ylmethyl) pyrrol-2-yl) -3- (1 H-1,2,4-triazol-3-yl) -propenyone (1414) 2-hydroxy-4- (2H-2- (4- methylbenzyl) pyrazol-4-yl) -4-oxo-2-butenoic (1415) 3-hydroxy-1- (4- (pyridin-2-ylmethyl) pyrrol-2-yl) -3- (lH-1, 2 -4-triazol-3-yl) -propenone (1416) 3-hydroxy-1- (2- (4-methoxybenzyl) pyrrol-3-yl) -3- (2H-tetrazol-5-yl) -propenyone (1417 1- (5- (4-Fluorobenzenesulfonyl) pyrrol-3-yl) -3-hydroxy-3- (2H-tetrazol-5-yl) -propenyone (1418) l- [(1- (4-chlorobenzenesulfonyl) - 4- (2-phenylethyl)) pyrrol-2-yl] -3-hydroxy-3- (2H-tetrazol-5-yl) -propenyone (1419) l- [(4-n-butyl-1- (4- methoxybenzyl)) pyrrol-2-yl] -3-hydroxy-3- (lH-l, 2,4-triazol-3-yl) -propenone (1420) 4- (l- (2-fluorobenzyl) pyrrole-2) -yl) -2-hydroxy-4-oxo-2-butenoic (1421) 3-hydroxy-l- [(5-methyl-4- (pyridin-4-ylmethyl)) furan-2-yl] -3- ( 1H-1, 2,4-triazol-3-yl) -propenone (1422) 3-hydroxy-l- [(5- (2-phenylethyl) -4 - (pyridin-4-ylmethyl)) furan-3-yl] -3- (lH-1,2,4-triazol-3-yl) -propenyone (1423) 1- [(4-chloro-3- (4 -fluorobenzyl)) furan-2-yl] -3-hydroxy-3- (1H-1,2, -triazol-3-yl) -propenone (1424) 3-hydroxy-1- (5- (2-methoxyphenylthio) furan-2-yl) -3- (lH-1, 2,4-triazol-3-yl) -propenyone (1425) l- [(1-benzyl-5-phenoxymethyl) pyrrol-3-yl] -3- hydroxy-3- (2H-tetrazol-5-yl) -propenone (1426) l- [(2-Chloro-4-phenyl) furan-3-yl] -3-hydroxy-3- (1 H-1,2,4-triazol-3-yl) -propenone (1427) 2-hydroxy-4-oxo-4- (3- (pyridin-4-ylmethyl) thiophen-2-yl) -2-butenoic acid (1428) 4- (5- (4-Fluorobenzenesulfonyl) furan-2-yl) -2-hydroxy-4-oxo-2-butenoic acid (1429) 4- (4- (2-Fluorobenzyl) thiophen-3-yl) -2-hydroxy-4-oxo-2-butenoic acid (1430) 1- (4- (2-fluorobenzyl) thiophen-3-yl) -3-hydroxy-3- (lH-1, 2,4-triazol-3-yl) -propenyone (1431) 1- [( 4-Ethoxycarbonyl-1- (4-fluorobenzyl)) pyrrol-2-yl] -3-hydroxy-3- (1H-1,2,4-triazol-3-yl) -propenone (1432) 1- (2H-2- (2-fluorobenzyl) pyrazol-3-yl) -3-hydroxy-3- (2H-tetrazol-5-yl) -propenone (1433) 2-hydroxy-4-oxo-4- (2- (pyridin-4-ylmethyl) thiophen-3-yl) -2-butenoic acid (1434) 4- (2H-2-Benzenesulfonylpyrazol-4-yl) -2-hydroxy-4-oxo-2-butenoic acid (1435) 3-hydroxy-1- (5- (4-methoxyphenylthio) furan-3) il) -3- (lH-l, 2,4-triazol-3-yl) -propenone (1436) 4- (2H-5-benzylpyrazol-3-yl) -2-hydroxy-4-oxo-2- acid butenoic (1437) 1- [(1- (4-aminobenzyl) -5-methoxymethyl) pyrrol-3-yl] -3-hydroxy-3- (1H-1,2,4-triazol-3-yl) -propenone (1438) l- [(4-Ethyl-l- (pyridin-4-ylmethyl)) pyrrol-2-yl] -3-hydroxy-3- (2H-tetrazol-5-yl) -propenone (1439) 3- hydroxy-l- [(5-methoxymethyl-1- (pyridin-2-ylmethyl)) pyrrol-3-yl] -3- (lH-1, 2,4-triazol-3-yl) -propenone (1440) 4- (5-Benzylpyrrol-3-yl) -2-hydroxy-4-oxo-2-butenoic acid (1441) 3-hydroxy-1- (1H-1- (pyridin-4-ylmethyl) pyrazole- 3-yl) -3- (2H-tetrazol-5-yl) -propenone (1442) 2-Hydroxy-4- (1- (4-methoxybenzyl) pyrrol-2-yl) -4-oxo-2-butenoic acid (1443) 1- (5- (4-fluorobenzenesulfonyl) thiophen-3-yl) ) -3-hydroxy-3- (2H-tetrazol-5-yl) -propenone (1444) 1- (4- (2-fluorobenzyl) furan-3-yl) -3-hydroxy-3- (2H-tetrazol-5-yl) -propenyone (1445) l- [(5-carboxy-l- (4-methylbenzyl)) pyrrol-3-yl] -3-hydroxy-3- (2H-tetrazol-5-yl) -propenone (1446) 1- (3- (2-fluorobenzyl) furan-2-yl) - 3-hydroxy-3- (2H-tetrazol-5-yl) -propenone (1447) 1- [(2-benzenesulfonyl-4-fluoro) furan-3-yl] -3-hydroxy-3- (1H-1, 2,4-triazol-3-yl) -propenone (1448) l- (2- (4-fluorobenzenesulfonyl) thiazol-4-yl) -3-hydroxy-3- (lH-1, 2,4-triazole-3 -yl) -propenone (1449) l- [(5-n-butyl-1- (2-fluorobenzyl)) pyrrol-3-yl] -3-hydroxy-3- (1H-1,2, -triazole-3 -yl) -propenone (1450) 1- [(1- (4-aminobenzyl) -5-phenoxymethyl) pyrrol-3-yl] -3-hydroxy-3- (1H-1, 2, -triazol-3-yl) ) -propenone (1451) l- (2- (3-Fluorobenzyl) pyrrol-3-yl) -3-hydroxy-3- (2H-tetrazol-5-yl) -propenyone (1452) 1- (5- (3-fluorophenyl)) furan-2-yl) -3-hydroxy-3- (1H-1,2,4-triazol-3-yl) -propenone (1453) 1- (2- (4-fluorobenzyl) thiazol-4-yl) -3-hydroxy-3- (1H-1,2,4-triazol-3-yl) -propenone (1454) 4- (5- (4-Fluorobenzenesulfonyl) pyrrol-2-yl) -2-hydroxy-4-oxo-2-butenoic acid (1455) 1- [(2-benzenesulfonyl-5-methyl) furan-3 -yl] -3-hydroxy-3- (lH-l, 2,4-triazol-3-yl) -propenone (1456) 1- (2- (4-aminobenzyl) thiazol-4-yl) -3-hydroxy-3- (2H-tetrazol-5-yl) -propenyone (1457) 4- (2- (4-fluorobenzyl) thiophen-3-yl) -2-hydroxy-4-oxo-2-butenoic (1458) 4- (4- (4-Chlorobenzenesulfonyl) pyrrol-3-yl) -2-hydroxy-4-oxo-2-butenoic acid (1459) l- [(1- (2-fluorobenzyl) -4-n -propyl) pyrrol-2-yl] -3-hydroxy-3- (2H-tetrazol-5-yl) -propenone (1460) 1- [(l-benzenesulfonyl-5-n-octyl) pyrrol-3-yl] -3-hydroxy-3- (2H-tetrazol-5-yl) -propenone (1461) 1- (4- (3-Chlorobenzyl) furan-3-yl) -3-hydroxy-3- (1 H-1,2,4-triazol-3-yl) -propenone (1462) 1- (5-n-butylfuran-3-yl) -3-hydroxy-3- (2H-tetrazol-5-yl) -propenone (1463) 1- (2H-2- (4-fluorobenzyl) pyrazol-4-yl) -3-hydroxy-3- (2H-tetrazol-5-yl) -propenone (1464) l- [(4-Ethyl-l- (4-methoxybenzyl)) pyrrol-2-yl] -3-hydroxy-3- (2H-tetrazol-5-yl) -propenone (1465) 3-hydroxy- l- (2- (pyridin-2-ylmethyl) thiazol-4-yl) -3- (lH-1, 2,4-triazol-3-yl) -propenone (1466) 4- (3- (4-Acetylbenzyl) furan-2-yl) -2-hydroxy-4-oxo-2-butenoic acid (1467) l- [(4-benzenesulfonyl-2-chloro) furan-3 -yl] -3-hydroxy-3- (1H-1,2,4-triazol-3-yl) -propenone (1468) 2-hydroxy-4-oxo-4- (1H-1- (pyridin-2) acid -ylmethyl) pyrazol-3-yl) -2-butenoic acid (1469) 1- (5- (4-acetylbenzyl) thiophen-3-yl) -3-hydroxy-3- (lH-1, 2,4-triazol-3-yl) -propenone (1470) l- (2- (2-chlorobenzyl) furan-3-yl) -3-hydroxy-3- (1H-1,2,4-triazol-3-yl) -propenone (1471) 2-hydroxy-4-oxo-4- (4- (pyridin-2-ylmethyl) thiophen-2-yl) -2-butenoic acid (1472) 1- [(1- (4-fluorobenzyl) -5 -n-octyl) pyrrol-3-yl] -3-hydroxy-3- (lH-1, 2,4-triazol-3-yl) -propenone (1473) 4- (5- (3-Fluorobenzyl) thiophen-3-yl) -2-hydroxy-4-oxo-2-butenoic acid (1474) 1- [(1- (3-fluorobenzyl) -4-phenoxymethyl) ) pyrrol-2-yl] -3-hydroxy-3- (1H-1,2,4-triazol-3-yl) -propenone (1475) 3-hydroxy-1- (2H-5- (4-methylbenzyl) pyrazol-3-yl) -3- (lH-l, 2,4-triazol-3-yl) -propenone (1476) l- [(1- (4-aminobenzyl) -5-n-octyl) pyrrol-3 -yl] -3-hydroxy-3- (2H-tetrazol-5-yl) -propenone (1477) 1- (2H-2-benzylpyrazol-4-yl) -3-hydroxy-3- (1H-1,2,4-triazol-3-yl) -propenyone (1478) 3-hydroxy-1- ( 5- (pyridin-2-ylmethyl) thiophen-3-yl) -3- (lH-1, 2,4-triazol-3-yl) -propenyone (1479) 1- [(1-benzenesulfonyl-4-n- octyl) pyrrol-2-yl] -3-hydroxy-3- (lH-1, 2,4-triazol-3-yl) -propenyone (1480) 1- (2H-2- (4-chlorobenzenesulfonyl) pyrazole-4 -yl) -3-hydroxy-3- (lH-1, 2,4-triazol-3-yl) -propenone (1481) 1- [(5-fluoro-2- (4-fluorobenzyl)) furan-3 il] -3-hydroxy-3- (1H-1,2,4-triazol-3-yl) -propenone (1482) 3-hydroxy-l- [(1- (4-methoxybenzyl) -4-methoxymethyl) pyrrole -2-il] -3- (1H-1, 2,4-triazol-3-yl) -propenone (1483) 3-hydroxy-1- (1- (pyridin-4-ylmethyl) pyrrol-3-yl) -3- (1H-1, 2,4-triazol-3-yl) -propenone (1484) 1- (4- (4-aminobenzyl) furan-3-yl) -3-hydroxy-3- (lH-1, 2,4-triazol-3-yl) -propenone (1485) 3-hydroxy -l- [(4- (2-phenylethyl) -1- (pyridin-2-ylmethyl)) pyrrol-3-yl] -3- (lH-1, 2,4-triazol-3-yl) -propenone (1486) l- [(L-Benzenesulfonyl-4-benzoyl) pyrrol-2-yl] -3-hydroxy-3- (1 H-1,2,4-triazol-3-yl) -propenyone (1487) l- [(4-carboxy-l- (4-methylbenzyl)) pyrrol-2-yl] -3-hydroxy-3- (2H-tetrazol-5-yl) -propenone (1488) 1- (3- (4-fluorobenzyl) pyrrol-2-yl) -3-hydroxy-3- (lH-1, 2,4-triazol-3-yl) -propenone (1489) 3-hydroxy-1- (4-phenylthiopyrrol-2-yl) -3- (1 H-1,2,4-triazol-3-yl) -propenone (1490) 1- (4- (4-acetylphenoxy) furan-2-yl) -3-hydroxy-3- (1 H-1,2,4-triazol-3-yl) -propenyone (1491) l- [( 5-benzoyl-l- (3-fluorobenzyl)) pyrrol-3-yl] -3-hydroxy-3- (lH-1, 2,4-triazol-3-yl) -propenyone (1492) 1- [(1 - (4-Fluorobenzenesulfonyl) -4- * phenoxymethyl) pyrrol-2-yl] -3-hydroxy-3- (2H-tetrazol-5-yl) -propenone (1493) 4- (5- (4-Fluorobenzenesulfonyl) pyrrol-3-yl) -2-hydroxy-4-oxo-2-butenoic acid (1494) 4- (2H-4- (4-chlorobenzenesulfonyl) pyrazol-3-yl) -2-hydroxy-4-oxo-2-butenoic acid (1495) 3-hydroxy-1- (3- (pyridin-2-ylmethyl) thiophen-2-yl) -3- (2 H -tetrazol-5-yl) -propenyone (1496) 3-hydroxy-1- (2) - (pyridin-2-ylmethyl) thiophen-3-yl) -3- (1 H-1,2,4-triazol-3-yl) -propenone (1497) 1- (5- (3-chlorophenoxy) furan-2-yl) -3-hydroxy-3- (1H-1,2,4-triazol-3-yl) -propenyone (1498) l- [( l- (2-Fluorobenzyl) -4 - (2-phenylethyl)) pyrrol-3-yl] -3-hydroxy-3- (lH-1, 2,4-triazol-3-yl) -propenyone (1499) 1 - [(1-benzenesulfonyl-4-n-propyl) pyrrol-2-y1] -3-hydroxy-3- (lH-1, 2,4-triazol-3-yl) -propenone (1500) 4- (5- (2-Fluorobenzyl) furan-3-yl) -2-hydroxy-4-oxo-2-butenoic acid (1501) 1- [(1- (4-aminobenzyl) -4-n -butyl) pyrrol-2-yl] -3-hydroxy-3- (2H-tetrazol-5-yl) -propenyone (1502) 1- [(4-carboxy-l-phenylthio) pyrrol-2-yl] -3 -hydroxy-3- (lH-l, 2,4-triazol-3-yl) -propenone (1503) 3-hydroxy-3- (lH-l, 2,4-triazol-3-yl) -1- ( 4- (2-trifluoromethylphenoxy) furan-2-yl) -propenone (1504) l- (5-Benzenesulfonylpyrrol-3-yl) -3-hydroxy-3- (2H-tetrazol-5-yl) -propenone (1505) 4- (4- (4-aminobenzyl) pyrrol-3-yl) -2-hydroxy-4-oxo-2-butenoic acid (1506) 1- (1H-1- (4-aminobenzyl) pyrazol-3-yl) -3-hydroxy-3- (2H-tetrazol-5-yl) -propenone (1507) 1- (2- (4-chlorobenzyl) furan-3-yl) -3-hydroxy-3- (1H-1, 2,4-triazol-3-yl) -propenone (1508) 3-hydroxy-1- (4- (pyridin-2-ylmethyl) pyrrol-3-yl) -3- (2H-tetrazol-5-yl) -propenone (1509) 4- (3-n-Butylfuran-2-yl) -2-hydroxy-4-oxo-2-butenoic acid (1510) 3-hydroxy-l- [(4- (2-phenylethyl) -2- (pyridin-4-ylmethyl)) furan-3-yl] -3- (lH-l-2-4-triazol-3-yl) -propenone (1511) 3-hydroxy-l- (2H-2-phenylthiopyrazol-3-yl) -3- (2H-tetrazol-5-yl) -propenone (1512) 1- (2H-5-benzenesulfonylpyrazol-3-yl) -3-hydroxy-3- (2H-tetrazol-5-yl) -propenyone (1513) 2-hydroxy-4- (4- (4- methoxybenzyl) pyrrol-3-yl) -4-oxo-2-butenoic (1514) 1- (3- (4-chlorobenzenesulfonyl) furan-2-yl) -3-hydroxy-3- (1H-1, 2, 4 -triazol-3-yl) -propenone (1515) 1- [(1- (4-acetylbenzyl) -4-methoxymethyl) pyrrol-2-yl] -3-hydroxy-3- (2H-tetrazol-5-yl) -propenone (1516) 2-hydroxy-4-oxo-4- (5- (pyridin-2-ylmethyl) furan-3-yl) -2-butenoic acid (1517) 3-hydroxy-3- (lH-1, 2, 4-triazol-3-yl) -l- (3- (4-trifluoromethylphenoxy) furan-2-yl) -propenone (1518) 1- (4-benzenesulfonylthiophen-3-yl) -3-hydroxy-3- (1H-1, 2,4-triazol-3-yl) -propenone (1519) 1- [(1- (2- fluorobenzyl) -5-phenoxymethyl) pyrrol-3-yl] -3-hydroxy-3- (2H-tetrazol-5-yl) -propenone (1520) 4- (2H-2- (4-chlorobenzenesulfonyl) pyrazol-3-yl) -2-hydroxy-4-oxo-2-butenoic (1521) l- [(4-carboxy-1- (4-methylbenzyl) )) pyrrol-2-yl] -3-hydroxy-3- (1H-1,2,4-triazol-3-yl) -propenone (1522) 3-hydroxy-1- (2- (4-methoxybenzyl) thiazole) -4-yl) -3- (lH-1, 2,4-triazol-3-yl) -propenone (1523) 4- (1H-1- (4-fluorobenzyl) pyrazol-4-yl) -2-hydroxy-4-oxo-2-butenoic acid (1524) 3-hydroxy-1- [(1- (4- methoxybenzyl) -5-methoxymethyl) pyrrol-3-yl] -3- (2H-tetrazol-5-yl) -propenone (1525-) 3-hydroxy-1- (2- (3-methoxybenzyl) furan-3-yl -3- (1H-1), 2,4-triazol-3-yl) -propenone (1526) 1- (2- (4-chlorophenylthio) furan-3-yl) -3-hydroxy-3- (1H-1,2,4-triazole- 3-yl) -propenone (1527) 4- (3- (4-fluorobenzenesulfonyl) pyrrol-2-yl) -2-hydroxy-4-oxo-2-butenoic acid (1528) l- [(2- (4- fluorobenzyl) -4- (2-phenylethyl)) furan-3-yl] -3-hydroxy-3- (1H-1, 2,4-triazol-3-yl) -propenone (1529) 1- [(1- benzenesulfonyl-5-phenoxymethyl) pyrrol-3-yl] -3-hydroxy-3- (2H-tetrazol-5-yl) -propenone (1530) 1- (5- (4-chlorobenzenesulfonyl) furan-2-yl) - 3-hydroxy-3- (2H-tetrazol-5-yl) -propenone (1531) 1- (1H-1- (3-fluorobenzyl) pyrazol-3-yl) -3-hydroxy-3- (2H-tetrazol-5-yl) -propenone (1532) 3-hydroxy-1- (2H-5-phenylthiopyrazol-3-yl) -3- (1 H-1,2,4-triazol-3-yl) -propenyone (1533) 4- (2H-4) acid - (4-Acetylbenzyl) pyrazol-3-yl) -2-hydroxy-4-oxo-2-butenoic acid (1534) 1- (5- (4-aminobenzyl) thiophen-3-yl) -3-hydroxy-3- (2H-tetrazol-5-yl) -propenone (1535) 3-hydroxy-1- (4- phenyl-5- (2-phenylethyl)) furan-3-yl] -3- (lH-1, 2,4-triazol-3-yl) -propenone (1536) 3-hydroxy-1- (3- (4 -methoxybenzyl) furan-2-yl) -3- (1H-1,2,4-triazol-3-yl) -propenone (1537) 1- (3-benzylpyrrol-2-yl) -3-hydroxy-3- (2H-tetrazol-5-yl) -propenone (1538) l- [(5-benzoyl-1- (4-fluorobenzyl)) pyrrol-3-yl] -3-hydroxy-3- (1H-1, 2, 4-triazol-3-yl) -propenone (1539) 1- [(5-chloro-2- (pyridin-4-ylmethyl)) furan-3-yl] -3-hydroxy-3- (lH-1, 2 , 4-triazol-3-yl) -propenone (1540) 3-hydroxy-3- (1H-1, 2, -triazol-3-yl) -1- (2- (2-trifluoromethyl-phenylthio) furan-3-yl ) -propenone (1541) 3-hydroxy-1- (2- (3-methoxyphenylthio) furan-3-yl) -3- (1 H-1,2, -triazol-3-yl) -propenone (1542) 3- hydroxy-3- (1H-1,2-triazol-3-yl) -1- (4- (4-trifluoromethylbenzyl) furan-3-yl) -propenyone (1543) 4- (2-benzylpyrrole-3-) il) -2-hydroxy-4-oxo-2-butenoic (1544) 2-hydroxy-4-oxo-4- (4-phenylthiothiophen-2-yl) -2-butenoic acid (1545) 3-hydroxy-1- (2- (4-methylbenzyl) furan-3-yl) -3- (2H-tetrazol-5-yl) -propenone (1546) 3-hydroxy-1- (5- ( pyridin-4-ylmethyl) pyrrol-3-yl) -3- (lH-l, 2,4-triazol-3-yl) -propenone (1547) 3-hydroxy-l- (1H-1- (pyridin-4 -ylmethyl) pyrazol-3-yl) -3- (1H-1, 2, -triazol-3-yl) -propenone (1548) 1- (5- (2-chlorophenoxy) furan-3-yl) -3- hydroxy-3- (1H-1,2,4-triazol-3-yl) -propenone (1549) l- [(1- (3-fluorobenzyl) -4-n-octyl) pyrrol-2-yl] -3 -hydroxy-3- (lH-l, 2,4-triazol-3-yl) -propenone (1550) 3-hydroxy-1- (2- (pyridin-2-ylmethyl) furan-3-yl) -3- (2 H -tetrazol-5-yl) -propenone (1551) 1- (4- (4-fluorobenzyl) furan-3-yl) -3-hydroxy-3- (2H-tetrazol-5-yl) -propenone (1552) 3-hydroxy-1- (4-phenylthiothiophen-2-yl) -3- (1 H-1,2,4-triazol-3-yl) -propenone (1553) 1- (3- (4-fluorobenzenesulfonyl) ) pyrrol-2-yl) -3-hydroxy-3- (2H-tetrazol-5-yl) -propenyone (1554) 1- (2- (4-acetylbenzyl) thiophen-3-yl) -3-hydroxy-3- (1H-1,2,4-triazol-3-yl) -propenone (1555) 4- (4-Benzenesulfonylthiophen-2-yl) -2-hydroxy-4-oxo-2-butenoic acid (1556) 2-hydroxy-4-oxo-4- (2-phenylthiothiophen-3-yl) -2-butenoic acid (1557) l- [(1- (2-fluorobenzyl) -5-n-octyl) pyrrol- 3-yl] -3-hydroxy-3- (2H-tetrazol-5-yl) -propenone (1558) l- [(4-carboxy-l- (2-fluorobenzyl)) pyrrol-2-yl] -3- hydroxy-3- (2H-tetrazol-5-yl) -propenone (1559) 1- (4- (4-fluorobenzenesulfonyl) pyrrol-2-yl) -3-hydroxy-3- (1H-1, 2, 4- triazol-3-yl) -propenone (1560) 1- [(1- (4-acetylbenzyl) -4-n-octyl) pyrrol-2-yl] -3-hydroxy-3- (1H-1, 2, 4 -triazol-3-yl) -propenone (1561) l- [(L-benzyl-4-ethyl) pyrrol-3-yl] -3-hydroxy-3- (lH-1,2,4-triazol-3-yl) -propenyone (1562) 1- [(2- (4-fluorobenzyl) -5-methyl) furan-3-yl] -3-hydroxy-3- (1H-1,2,4-triazol-3-yl) -propenone (1563) 1- [(5-carboxy-l- (2-fluorobenzyl)) pyrrol-3-yl] -3-hydroxy-3- (lH-1, 2,4-triazol-3-yl) -propenone (1564) 4- (2H-2-Benzenesulfonylpyrazol-3-yl) -2-hydroxy-4-oxo-2-butenoic acid (1565) 3-hydroxy-l- [(1- (4-methylbenzyl) -4- (2-phenylethyl)) pyrrol-2-yl] -3- (2H-tetrazol-5-yl) -propenone (1566) 3-hydroxy-1- (4- (pyridin-4-ylmethyl) furan-2-yl) -3- (2H-tetrazol-5-yl) -propenyone (1567) 3-hydroxy-1- (4 - (pyridin-4-ylmethyl) furan-2-yl) -3- (1 H-1, 2-4-triazol-3-yl) -propenone (1568) 1- (5- (4-fluorobenzenesulfonyl) pyrrole-2 -yl) -3-hydroxy-3- (1H-1,2,4-triazol-3-yl) -propenone (1569) 1- [(1-benzenesulfonyl-5-benzoyl) pyrrol-3-yl] -3 -hydroxy-3- (lH-l, 2,4-triazol-3-yl) -propenone (1570) 1- (2- (2-fluorobenzyl) thiazol-4-yl) -3-hydroxy-3- (2H-tetrazol-5-yl) -propenyone (1571) 1- (2- (4-aminophenylthio) furan-3-yl) -3-hydroxy-3- (1H-1,2,4-triazol-3-yl) -propenone (1572) 1- (1- (2-fluorobenzyl) pyrrol-3-yl) -3-hydroxy-3- (1 H-1,2,4-triazol-3-yl) -propenyone (1573) l- [( 5-Benzoyl-1- (2-fluorobenzyl)) pyrrol-3-yl] -3-hydroxy-3- (2H-tetrazol-5-yl) -propenyone (1574) 3-hydroxy-1- (2- (4-methylbenzyl) thiophen-3-yl) -3- (2H-tetrazol-5-yl) -propenone (1575) 3-hydroxy-1- (1- (4-methylbenzyl) -5-n-propyl) pyrrol-3-yl] -3- (1 H-1,2,4-triazol-3-yl) -propenone (1576) l- [(4-n-Butyl-1- (4-chlorobenzenesulfonyl)) pyrrol-2-yl] -3-hydroxy-3- (2H-tetrazol-5-yl) -propenone (1577) 3- hydroxy-l- [(4-phenoxymethyl-1- (pyridin-2-ylmethyl)) pyrrol-2-yl] -3- (2H-tetrazol-5-yl) -propenone (1578) 1- (4- (4-fluorobenzyl) pyrrol-2-yl) -3-hydroxy-3- (lH-1, 2,4-triazol-3-yl) -propenone (1579) 4- (4-Benzylfuran-3-yl) -2-hydroxy-4-oxo-2-butenoic acid (1580) 1- (4-Benzenesulfonylpyrrol-3-yl) -3-hydroxy-3- (1H-1,2,4-triazol-3-yl) -propenyone (1581) l- (5- (-acetylbenzyl) pyrrol-2-yl) -3-hydroxy-3- (lH-1, 2,4-triazol-3-yl) -propenone (1582) 3-hydroxy-1 - (1- (4-methylbenzyl) pyrrol-2-yl) -3- (1H-1, 2,4-triazol-3-yl) -propenone (1583) 1- (4- (3-fluorophenyl) furan-3-yl) -3-hydroxy-3- (1H-1, 2,4-triazol-3-yl) -propenyone (1584) I- (3 - (4-aminobenzyl) pyrrol-2-yl) -3-hydroxy-3- (lH-1,2,4-triazol-3-yl) -propenone (1585) 3-hydroxy-l- [(1- ( 4-methoxybenzyl) -4- (2-phenylethyl)) - pyrrol-2-yl] -3- (1 H-1,2,4-triazol-3-yl) -propeneone (1586) 1- [(4-ethoxycarbonyl -l- (4-fluorobenzenesulfonyl)) -pyrrol-2-yl] -3-hydroxy-3- (2H-tetrazol-5-yl) -propenone (1587) 1- (3- (2-chlorophenoxy) furan-2-yl) -3-hydroxy-3- (1H-1,2,4-triazol-3-yl) -propenone (1588) 1- (4- (4-Acetylbenzyl) pyrrol-3-yl) -3-hydroxy-3- (2H-tetrazol-5-yl) -propenyone (1589) 1- (3- (4-acetylphenylthio)) furan-2-yl) -3-hydroxy-3- (1H-1,2,4-triazol-3-yl) -propenone (1590) l- [(4-carboxy-l-phenylthio) pyrrol-2-yl] -3-hydroxy-3- (2H-tetrazol-5-yl) -propenyone (1591) l- [(5-benzenesulfonyl- 2- (2-phenylethyl)) furan-3-yl] -3-hydroxy-3- (1H-1,2,4-triazol-3-yl) -propenyone (1592) l- [(-benzenesulfonyl-3-) chloro) furan-2-yl] -3-hydroxy-3- (1H-1,2,4-triazol-3-yl) -propenone (1593) 4- (1H-1- (4-fluorobenzenesulfonyl) pyrazole- 4-yl) -2-hydroxy-4-oxo-2-butenoic (1594) 1- [(5-n-butyl-1- (4-methylbenzyl)) pyrrol-3-yl] -3-hydroxy-3- (2H-tetrazol-5-yl) -propenone (1595) l- (3- (2-methoxybenzyl) furan-2-yl) -3-hydroxy-3- (1H-1,2,4-triazol-3-yl) -propenone (1596) 1- (4- (4-acetylbenzyl) thiazol-2-yl) -3-hydroxy-3- (2H-tetrazol-5-yl) -propenyone (1597) 3-hydroxy-1- (4- (2-phenylethyl) -1- (pyridin-4-ylmethyl)) pyrrol-3-yl] -3- (2H-tetrazol-5-yl) -propenyone (1598) 1- [(3- (4-fluorobenzyl) -4-methyl) furan-2-yl] -3-hydroxy-3- (lH-1, 2,4-triazol-3-yl) -propenone (1599) 4- (2H-2- (2-Fluorobenzyl) pyrazol-4-yl) -2-hydroxy-4-oxo-2-butenoic acid (1600) l- (2-benzylfuran-3-yl) -3-hydroxy-3- (2H-tetrazol-5-yl) -propenone (1601) 2-hydroxy-4-oxo-4- (2- (pyridin-4-ylmethyl) pyrrol-3-yl) -2-butenoic acid (1602) 3-hydroxy-1- (5- (4-methoxybenzyl) ) thiophen-2-yl) -3- (1 H-1,2,4-triazol-3-yl) -propenone (1603) 1- (2- (2-methoxybenzyl) furan-3-yl) -3-hydroxy-3- (1H-1,2,4-triazol-3-yl) -propenyone (1604) 3-hydroxy- l- (2- (4-methylphenylthio) furan-3-yl) -3- (lH-1, 2,4-triazol-3-yl) -propenone (1605) l- [(1- (4-fluorobenzyl)] -4-n-propyl) pyrrol-2-yl] -3-hydroxy-3- (1H-1,2,4-tpazol-3-yl) -propenyone (1606) l- [(4-ethoxycarbonyl-1) - (2-fluorobenzyl)) pyrrol-2-yl] -3-hydroxy-3- (2H-tetrazol-5-yl) -propenone (1607) 3-hydroxy-1- (4- (4-methoxybenzyl) furan-2-yl) -3- (2H-tetrazol-5-yl) -propenone (1608) 3-hydroxy-l- [(4-methyl-5-phenyl) furan-3-yl] -3- (1 H-1,2,4-triazol-3-yl) -propenone (1609) 3-hydroxy-1- (4- (pyridin-4-ylmethyl) pyrrol-3-yl) -3- (2 H -tetrazol-5-yl) -propenyone (1610) 1- [(1-benzenesulfonyl- 4-carboxy) pyrrol-2-yl] -3-hydroxy-3- (1H-1, 2, -triazol-3-yl) -propenone (1611) 3-hydroxy-1- (2- (pyridin-2- ilmethyl) furan-3-yl) -3- (lH-1, 2,4-triazol-3-yl) -propenone (1612) l- [(5-chloro-3-phenyl) furan-2-yl] -3-hydroxy-3- (lH-1, 2,4-triazol-3-yl) -propenyone (1613) 3- hydroxy-1- (2- (2-methoxyphenylthio) furan-3-yl) -3- (lH-1, 2,4-triazol-3-yl) -propenone (1614) 1- [(1-benzenesulfonyl-5 -n-propyl) pyrrol-3-yl] -3-hydroxy-3- (lH-1, 2,4-triazol-3-yl) -propenone (1615) 2-hydroxy-4- (2- (4-methylbenzyl) thiophen-3-yl) -4-oxo-2-butenoic acid (1616) 1- (5- (4-chlorobenzenesulfonyl) pyrrol-3-yl) -3-hydroxy-3- (1H-1), 2,4-triazol-3-yl) -propenone (1617) 1- (3- (4-fluorobenzenesulfonyl) thiophen-2-yl) -3-hydroxy-3- (2H-tetrazol-5-yl) -propenone (1618) l- [(5- (4-Fluorobenzyl) -4-methyl) furan-2-yl] -3-hydroxy-3- (1H-1,2,4-tpazol-3-yl) -propenyone ( 1619) 3-hydroxy-l- [(1- (4-methylbenzyl) -4-phenoxymethyl) -pyrrol-2-yl] -3- (2 H -tetrazol-5-yl) -propenone (1620) -3-hydroxy -l- (4- (pyridin-4-ylmethyl) furan-3-yl) -3- (1 H-1,2, -triazol-3-yl) -propenone (1621) 1- (2H-2- (4 -chlorobenzenesulfonyl) pyrazol-4-yl) -3-hydroxy-3- (2H-tetrazol-5-yl) -propenone (1622) 4- (4- (4-fluorobenzenesulfonyl) thiophen-3-yl) -2- hydroxy-4-oxo-2-butenoic (1623) 2-hydroxy-4-oxo-4- (1- (pyridin-2-ylmethyl) pyrrol-3-yl) -2-butenoic acid (1624) 4- (4- (2-Fluorobenzyl) furan-3-yl) -2-hydroxy-4-oxo-2-butenoic acid (1625) 3-hydroxy-1- (4- (pyridin-2-ylmethyl) furan-2-yl) -3- (2 H -tetrazol-5-yl) -propenone (1626) 1- [(1- (4 -chlorobenzenesulfonyl) -4-ethyl) pyrro1-2-yl] -3-hydroxy-3- (2H-tetrazol-5-yl) -propenyone (1627) 1- (2- (4-aminobenzyl) thiophen-3-yl) -3-hydroxy-3- (1H-1,2,4-triazol-3-yl) -propenone (1628) 1- [( 4-chloro-5-phenyl) furan-2-yl] -3-hydroxy-3- (1H-1,2,4-triazol-3-yl) -propenyone (1629) l- [(3-Fluoro-4-phenyl) furan-2-yl] -3-hydroxy-3- (1 H-1,2,4-triazol-3-yl) -propenyone (1630) 3- hydroxy-1- (2H-2- (4-methoxybenzyl) pyrazol-3-yl) -3- (1 H-1,2,4-triazol-3-yl) -propenyone (1631) 1- (2H-2- (4-fluorobenzyl) pyrazol-4-yl) -3-hydroxy-3- (1H-1,2,4-triazol-3-yl) -propenone (1632) 2-hydroxy-4-oxo-4- (4- (pyridin-2-ylmethyl) thiophen-3-yl) -2-butenoic acid (1633) 3-hydroxy-3- (lH-1, 2, 4-triazol-3-yl) -l- (5- (4-trifluoromethylbenzyl) furan-3-yl) -propenyone (1634) 1- (2- (3-chlorobenzyl) furan-3-yl) -3-hydroxy-3- (1H-1,2,4-triazol-3-yl) -propenyone (1635) l- [( l- (4-Fluorobenzyl) -4- (2-phenylethyl)) pyrrol-2-yl] -3-hydroxy-3- (1H-1,2,4-triazol-3-yl) -propenone (1636) 4- (3-Benzylpyrrol-2-yl) -2-hydroxy-4-oxo-2-butenoic acid (1637) l- [(4-fluoro-5- (4-fluorobenzyl)) furan-2 il] -3-hydroxy-3- (1H-1,2,4-triazol-3-yl) -propenone (1638) l- [(1-benzenesulfonyl-4-n-octyl) pyrrol-2-yl] - 3-hydroxy-3- (2H-tetrazol-5-yl) -propenone (1639) 1- (4- (3-chlorophenylthio) furan-3-yl) -3-hydroxy-3- (1H-1, 2, 4-triazol-3-yl) -propenone (1640) 1- (2- (4-aminobenzyl) pyrrol-3-yl) -3-hydroxy-3- (2H-tetrazol-5-yl) -propenyone (1641) 1- [(1- (4-aminobenzyl) -5-benzoyl) pyrrol-3-yl] -3-hydroxy-3- (2H-tetrazol-5-yl) -propenone (1642) 3-hydroxy-1- (2H-2-phenylthiopyrazol-4-yl) -3- (1H-1, 2,4-triazol-3-yl) -propenyone (1643) 4- (2H-5) acid -benzenesulfonylpyrazol-3-yl) -2-hydroxy-4-oxo-2-butenoic acid (1644) 4- (5- (4-Chlorobenzenesulfonyl) thiophen-2-yl) -2-hydroxy-4-oxo-2-butenoic acid (1645) 2-hydroxy-4- (2- (4-methylbenzyl) thiazol-4-yl) -4-oxo-2-butenoic acid (1646) 1- (2H-2- (4-aminobenzyl) pyrazole-4) -yl) -3-hydroxy-3- (lH-l, 2,4-triazol-3-yl) -propenone (1647) 2-hydroxy-4- (4- (4-methoxybenzyl) thiazol-2-yl) -4-oxo-2-butenoic acid (1648) 4- (1H-1- (3-Fluorobenzyl) pyrazol-4-yl) -2-hydroxy-4-oxo-2-butenoic acid (1649) 1- (4- (4-aminophenoxy) furan-2-yl) -3-hydroxy-3- (1H-1,2,4-triazol-3-yl) -propenone (1650) 4- (5-Benzenesulfonylfuran-3-yl) -2-hydroxy-4-oxo-2-butenoic acid (1651) 3-hydroxy-l- [(4-methoxymethyl-1- (4-methylbenzyl)) -pyrrol-2-yl] -3- (2H-tetrazol-5-yl) -propenone (1652) 1- (2- (4-acetylbenzyl) pyrrol-3-yl) -3-hydroxy-3- (1H-1,2,4-triazol-3-yl) -propenyone (1653) 3-hydroxy- l- (2H-5- (pyridin-2-ylmethyl) pyrazol-3-yl) -3- (lH-1, 2,4-triazol-3-yl) -propenone (1654) 1- [(4-chloro -2- (pyridin-4-ylmethyl)) furan-3-yl] -3-hydroxy-3- (1 H-1,2,4-triazol-3-yl) -propenyone (1655) 1- [(1- (4-chlorobenzenesulfonyl) -4- (2-phenylethyl)) pyrrol-3-yl] -3-hydroxy-3- (1H-1,2,4-triazol-3-yl) -propenyone (1656) 3-hydroxy -l- [(L-phenylthio-5-n-propyl) pyrrol-3-yl] -3- (lH-1, 2,4-triazol-3-yl) -propenyone (1657) 3-hydroxy-l- (1H-1- (4-methoxybenzyl) pyrazol-3-yl) -3- (lH-l, 2-4-triazol-3-yl) -propenone (1658) 1- [(1-benzenesulfonyl-5-methoxymethyl) ) pyrrol-3-yl] -3-hydroxy-3- (lH-l, 2,4-triazol-3-yl) -propenone (1659) l- [(5-ethoxycarbonyl-1- (2-fluorobenzyl)) pyrrol-3-yl] -3-hydroxy-3- (2H-tetrazol-5-yl) -propenone (1660) l- [(4-benzenesulfonyl-5- (2-phenylethyl)) furan-2-yl] - 3-hydroxy-3- (1H-1,2,4-triazol-3-yl) -propenone (1661) l- [(1- (4-fluorobenzyl) -4- (2-phenylethyl)) pyrrol- 3-yl] -3-hydroxy-3- (lH-l, 2-4-triazol-3-yl) -propenone (1662) 3-hydroxy-1- (5- (pyridin-4-ylmethyl) pyrrole-2 -yl) -3- (2H-tetrazol-5-yl) -propenone (1663) 1- (-2- (3-fluorobenzyl) thiophen-3-yl) -3-hydroxy-3- (2H-tetrazole-5 -yl) -propenone (1664) 3-hydroxy-1- (5- (pyridin-4-ylmethyl) thiophen-3-yl) -3- (1 H-1,2,4-triazol-3-yl) -propenone (1665) 3-hydroxy-l- [(1- (4-methoxybenzyl) -5-n-octyl) pyrrol-3-yl] -3- (2H-tetrazol-5-yl) -propenone (1666) l- [(5- (4-fluorobenzyl) -2- (2-phenylethyl)) furan-3-yl] -3-hydroxy-3- (1H-1, 2,4-triazol-3-yl) -propenone (1667) l- [(l-Benzyl-4-n-butyl) pyrrol-2-yl] -3-hydroxy-3- (lH-1, 2,4-triazol-3-yl) -propene (1668) l- [(4-Ethyl-l- (2-fluorobenzyl)) pyrrol-3-yl] -3-hydroxy-3- (1H-1,2,4-triazol-3-yl) -propenyone (1669) 1 - (2- (3-chlorophenylthio) furan-3-yl) -3-hydroxy-3- (1H-1,2,4-triazol-3-yl) -propenone (1670) 3-hydroxy-1- (1-phenylthiopyrrol-2-yl) -3- (1 H-1,2,4-triazol-3-yl) -propenone (1671) 3-hydroxy-1- (2- (4-methylbenzyl) thiazol-4-yl) -3- (1 H-1,2,4-triazol-3-yl) -propenone (1672) 1- (5- (4-acetylbenzyl) furan-2-yl) -3-hydroxy-3- (2H-tetrazol-5-yl) -propenone (1673) 1- (5-Benzenesulfonylpyrrol-3-yl) -3-hydroxy-3- (1 H-1,2,4-triazol-3-yl) -propenyone (1674) 1- (5-benzylpyrrole-3) il) -3-hydroxy-3- (1H-1,2,4-triazol-3-yl) -propenone (1675) 3-hydroxy-1- [(1- (4-methylbenzyl) -5-phenoxymethyl) - pyrrol-3-yl] -3- (lH-l, 2,4-triazol-3-yl) -propenone (1676) 3-hydroxy-l- [(4-methoxymethyl-1- (pyridin-4-ylmethyl) ) pyrrol-2-yl] -3- (2H-tetrazol-5-yl) -propenone (1677) 4- (4- (4-Fluorobenzenesulfonyl) thiazol-2-yl) 2-hydroxy-4-oxo-2-butenoic acid (1678) l- (4- (2-Fluorobenzyl) pyrrol-2-yl) -3-hydroxy-3- (1 H-1,2,4-triazol-3-yl) -propenyone (1679) 1- (1H -1- (4-chlorobenzenesulfonyl) pyrazol-3-yl) -3-hydroxy-3- (2H-tetrazol-5-yl) -propenone (1680) 1- (5- (4-aminobenzyl) pyrrol-2-yl) -3-hydroxy-3- (1H-1, 2,4-triazol-3-yl) -propenone (1681) l- [( 5-Benzenesulfonyl-4-chloro) furan-2-yl] -3-hydroxy-3- (1H-1,2,4-triazol-3-yl) -propenone (1682) l- [(4-carboxy-l- (pyridin-4-ylmethyl)) pyrrol-2-yl] -3-hydroxy-3- (2H-tetrazol-5-yl) -propenyone (1683) l- [(4-Benzenesulfonyl-2-fluoro) furan-3-yl] -3-hydroxy-3- (lH-1, 2,4-triazol-3-yl) -propenyone (1684) 1- [(4-carboxy -l- (4-methoxybenzyl)) pyrrol-2-yl] -3-hydroxy-3- (1H-1,2,4-triazol-3-yl) -propenone (1685) acid. 2-hydroxy-4-oxo-4- (3- (pyridin-2-ylmethyl) pyrrol-2-yl) -2-butenoic (1686) l- [(5-n-butyl-1- (4-methoxybenzyl) ) pyrrol-3-yl] -3-hydroxy-3- (2H-tetrazol-5-yl) -propenyone (1687) 3-hydroxy-3- (lH-l, 2,4-triazol-3-yl) - l- (4- (2-trifluoromethylphenoxy) furan-3-yl) -propenyone (1688) l- [(5-fluoro-4- (4-fluorobenzyl)) furan-3-yl] -3-hydroxy-3- (1H-1, 2,4-triazol-3-yl) -propenone (1689) 3-hydroxy-l- [(3- (2-phenylethyl) -4- (pyridin-4-ylmethyl)) furan-2 il] -3- (1H-1, 2,4-triazol-3-yl) -propenone (1690) 2-hydroxy-4-oxo-4- (4-phenylthiofuran-2-yl) -2-butenoic acid (1691) l- [(4-ethyl-1- (4-methylbenzyl)) pyrrole-3 il] -3-hydroxy-3- (2H-tetrazol-5-yl) -propenone (1692) 3-hydroxy-1- (3- (4-methoxybenzyl) thiophen-2-yl) -3- (1H-1) , 2,4-triazol-3-yl) -propenone (1693) l- [(1- (4-Fluorobenzenesulfonyl) -4- (2-phenylethyl)) -pyrrol-3-yl] -3-hydroxy-3- (2H-tetrazol-5-yl) -propenone (1694) 1- (3-Benzenesulfonylfuran-2-yl) -3-hydroxy-3- (2H-tetrazol-5-yl) -propenyone (1695) 1 - [(1- (4-acetylbenzyl) -5-phenoxymethyl) ) pyrrol-3-yl] -3-hydroxy-3- (1H-1,2,4-triazol-3-yl) -propenone (1696) 1 - [(1- (-aminobenzyl) -4-n-propyl ) pyrrol-2-y1] -3-hydroxy-3- (lH-l, 2,4-triazol-3-yl) -propenyone (1697) 3-hydroxy-1- (5- (4-methylbenzyl) thiophene) 2-yl) -3- (1H-1,2, -triazol-3-yl) -propenone (1698) 3-hydroxy-1- (2- (pyridin-4-ylmethyl) thiophen-3-yl) -3 - (lH-1, 2,4-triazol-3-yl) -propenone (1699) 3-hydroxy-1- (5- (4-methoxybenzyl) furan-2-yl) -3- (2H-tetrazole-5 -il) -propenone (1700) 4- (2- (4-Acetylbenzyl) thiazol-4-yl) -2-hydroxy-4-oxo-2-butenoic acid (1701) 1- [(1- (4-chlorobenzenesulfonyl) -5-n) -octyl) pyrrol-3-yl] -3-hydroxy-3- (1H-1, 2, -triazol-3-yl) -propenone (1702) 1- [(5-benzenesulfonyl-4-fluoro) furan-3 -yl] -3-hydroxy-3- (lH-1, 2,4-triazol-3-yl) -propenyone (1703) 1- [(4-ethoxycarbonyl-1- (4-methoxybenzyl)) pyrrole-2 il] -3-hydroxy-3- (lH-l, 2,4-triazol-3-yl) -propenone (1704) 4- (2- (4-Chlorobenzenesulfonyl) furan-3-yl) -2-hydroxy-4-oxo-2-butenoic acid (1705) l- (1- (3-Fluorobenzyl) pyrrol-2-yl) -3-hydroxy-3- (2H-tetrazol-5-yl) -propenyone (1706) l- [(3-fluoro-4- (4-fluorobenzyl)) furan-2-yl] -3-hydroxy-3- (1H-1,2,4-triazol-3-yl) -propenyone (1707) 3-hydroxy-1- (4- (4 -methoxybenzyl) thiophen-3-yl) -3- (lH-l, 2,4-triazol-3-yl) -propenone (1708) 1- (4- (3-fluorobenzyl) furan-2-yl) -3-hydroxy-3- (2H-tetrazol-5-yl) -propenyone (1709) 1- [(5-n-butyl- l- (4-chlorobenzenesulfonyl)) pyrrol-3-yl] -3-hydroxy-3- (1H-1,2,4-triazol-3-yl) -propenyone (1710) 1- (2H-4- (2 -fluorobenzyl) pyrazol-3-yl) -3-hydroxy-3- (1H-1, 2,4-triazol-3-yl) -propenone (1711) 1- [(5-n-butyl-1- (3 -fluorobenzyl)) pyrrol-3-yl] -3-hydroxy-3- (2H-tetrazol-5-yl) -propenyone (1712) 2-hydroxy-4- (3- (4-methylbenzyl) thiophen-2-yl) -4 -oxo-2-butenoic acid (1713) 3-hydroxy-1- (4- (3-methoxyphenylthio) furan) -2-il) -3- (lH-1, 2,4-triazol-3-yl) -propenone (1714) 4- (2H-5- (4-Fluorobenzenesulfonyl) pyrazol-3-yl) -2-hydroxy-4-oxo-2-butenoic acid (1715) 4- (5-Benzenesulfonylthiophen-2-yl) -2-hydroxy-4-oxo-2-butenoic acid (1716) 1- (4- (2-fluorobenzyl) thiazol-2-yl) -3-hydroxy-3- (1H-1,2,4-triazol-3-yl) -propenyone (1717) 3-hydroxy- l- [(4- (2-phenylethyl) -l- (pyridin-4-ylmethyl)) pyrrol-2-yl] -3- (lH-l-2-4-triazol-3-yl) -propenone (1718) 3-hydroxy-1- (3- (pyridin-4-ylmethyl) furan-2-yl) -3- (1 H-1,2,4-triazol-3-yl) -propenone (1719) 3-hydroxy-1- (4- (pyridin-2-ylmethyl) thiazol-2-yl) -3- (2H-tetrazol-5-yl) -propenone (1720) 3-hydroxy-l- (2- (4-methoxybenzyl) furan-3-yl) -3- (2H-tetrazol-5-yl) -propenyone (1721) 4- (3- (4-fluorobenzyl) ) thiophen-2-yl) -2-hydroxy-4-oxo-2-butenoic (1722) l- [(1- (4-fluorobenzyl) -4-n-octyl) pyrrol-2-yl] -3-hydroxy -3- (1H-1,2, -triazol-3-yl) -propenone (1723) 1- (4- (2-fluorobenzyl) pyrrol-2-yl) -3-hydroxy-3- (2H-tetrazol-5-yl) -propenyone (1724) 1- [(4-ethyl-l- (4-methoxybenzyl)) pyrrol-2-yl] -3-hydroxy-3- (lH-1, 2,4-triazol-3-yl) -propenyone (1725) 2-hydroxy-4-oxo-4- (3- (pyridin-4-ylmethyl) furan-2-yl) -2-butenoic acid (1726) 3-hydroxy-l- (2H-4- (pyridine -2-ylmethyl) pyrazol-3-yl) -3- (lH-l, 2,4-triazol-3-yl) -propenone (1727) 1- (2- (4-fluorobenzenesulfonyl) furan-3-yl) -3-hydroxy-3- (2H-tetrazol-5-yl) -propenone (1728) l- (2H-4- (4-aminobenzyl) pyrazol-3-yl) -3-hydroxy-3- (2H-tetrazol-5-yl) -propenone (1729) 4- (2-Benzylthiazol-4-yl) -2-hydroxy-4-oxo-2-butenoic acid (1730) 3-hydroxy-l- [(1- (4-methoxybenzyl) -4-n- octyl) pyrrol-2-yl] -3- (2H-tetrazol-5-yl) -propenone (1731) 4- (5- (4-Fluorobenzyl) pyrrol-3-yl) -2-hydroxy-4-oxo-2-butenoic acid (1732-) 1- (1- (2-fluorobenzyl) pyrrole-3- il) -3-hydroxy-3- (2H-tetrazol-5-yl) -propenone (1733) 4- (lH-l-benzylpyrazol-4-yl) -2-hydroxy-4-oxo-2-butenoic acid (1734) l- (5- (2-fluorobenzyl) pyrrol-3-yl) -3-hydroxy-3- (2H-tetrazol-5-yl) -propenyone (1735) 3-hydroxy-3- (1H-1) , 2, -triazol-3-yl) -1- (5- (2-trifluoromethyl-phenylthio) furan-2-yl) -propenone (1736) 3-hydroxy-l- (3- (4-methylbenzyl)? Irrol-2-yl) -3- (1 H-1,2,4-triazol-3-yl) -propenone (1737) 1- [ (1- (4-aminobenzyl) -4-methoxymethyl) pyrrol-2-yl] -3-hydroxy-3- (lH-1, 2,4-triazol-3-yl) -propenone (1738) 1- (5- (3-Fluorobenzyl) furan-2-yl) -3-hydroxy-3- (2H-tetrazol-5-yl) -propenone (1739) 1- (5- (4-Acetylbenzyl) thiophen-3-yl) -3-hydroxy-3- (2H-tetrazol-5-yl) -propenone (1740) 3-hydroxy-l- [(4-phenoxymethyl-l-phenylthio) pyrrol-2-yl] -3- (lH-1,2,4-triazol-3-yl) -propenone (1741) 3- hydroxy-l- [(5-phenyl-4- (2-phenylethyl)) furan-3-yl] -3- (1 H-1,2,4-triazol-3-yl) -propenone (1742) 3-hydroxy-1- (3-phenylfuran-2-yl) -3- (1 H-1,2,4-triazol-3-yl) -propenyone (1743) 1- (4- (4-fluorobenzenesulfonyl) ) thiophen-3-yl) -3-hydroxy-3- (2H-tetrazol-5-yl) -propenone (1744) 3-hydroxy-3- (lH-1, 2,4-triazol-3-yl) - l- (3- (4-trifluoromethylbenzyl) furan-2-yl) -propenyone (1745) 3-hydroxy-1- (4- (2-methoxyphenylthio) furan-2-yl) -3- (1H-1, 2 , -triazol-3-yl) -propenone (1746) 1- (3-benzenesulfonylthiophen-2-yl) -3-hydroxy-3- (1H-1, 2,4-triazol-3-yl) -propenyone (1747) l- [(5-Chloro-2-phenyl) furan-3-yl] -3-hydroxy-3- (1 H-1,2,4-triazol-3-yl) -propenone (1748) 3- hydroxy-l- [(3-phenyl-4- (2-phenylethyl)) furan-2-yl] -3- (1 H-1,2, -triazol-3-yl) -propenone (1749) 1- (lH -l-benzenesulfonylpyrazol-3-yl) -3-hydroxy-3- (1H-1,2,4-triazol-3-yl) -propenyone (1750) l- [(5-benzenesulfonyl-4- (2-phenylethyl) )) furan-3-yl] -3-hydroxy-3- (lH-l, 2,4-triazol-3-yl) -propenone (1751) 1- [(1- (4-fluorobenzenesulfonyl) -4- ( 2-phenylethyl)) -pyrrol-3-yl] -3-hydroxy-3- (1H-1,2,4-triazol-3-yl) -propenone (1752) 4- (1- (4-Fluorobenzyl) pyrrol-3-yl) -2-hydroxy-4-oxo-2-butenoic acid (1753) 3-hydroxy-3- (lH-1, 2,4- triazol-3-yl) -l- (4- (3-trifluoromethyl-phenylthio) furan-3-yl) -propenone (1754) 1- (4- (3-chlorobenzyl) furan-2-yl) -3-hydroxy-3- (1H-1,2,4-triazol-3-yl) -propenyone (1755) 2-hydroxy acid -4- (2- (4-methoxybenzyl) furan-3-yl) - -oxo-2-butenoic (1756) 1- [(4-chloro-3- (pyridin-4-ylmethyl)) furan-2-yl ] -3-hydroxy-3- (1H-1,2,4-triazol-3-yl) -propenone (1757) 2-hydroxy-4- (5- (4-methoxybenzyl) furan-3-yl) - -oxo-2-butenoic (1758) 2-Hydroxy-4- (2H-4- (4-methylbenzyl) pyrazol-3-yl) -4-oxo-2-butenoic acid (1759) 1- (1H-1- (3-fluorobenzyl) pyrazole -4-yl) -3-hydroxy-3- (1H-1,2,4-triazol-3-yl) -propenone (1760) 3-hydroxy-1- (5- (4-methoxyphenoxy) furan-2- il) -3- (1H-1,2,4-triazol-3-yl) -propenone (1761) 1- (2-Benzenesulfonylpyrrol-3-yl) -3-hydroxy-3- (1 H-1,2,4-triazol-3-yl) -propenyone (1762) 1- (4- (4-chlorobenzenesulfonyl ) thiazol-2-yl) -3-hydroxy-3- (lH-l, 2,4-triazol-3-yl) -propenone (1763) 1- [(1- (2-fluorobenzyl) -5-phenoxymethyl) pyrrol-3-yl] -3-hydroxy-3- (lH-1, 2,4-triazol-3-yl) -propenone (1764) 1- (2-Benzylpyrrol-3-yl) -3-hydroxy-3- (1H-1,2,4-triazol-3-yl) -propenyone (1765) 1- (3-n-butylfuran-2-yl) -3-hydroxy-3- (1 H-1,2,4-triazol-3-yl) -propenyone (1766) 2-hydroxy-4- acid oxo-4- (5- (pyridin-4-ylmethyl) pyrrol-3-yl) -2-butenoic (1767) 3-hydroxy-3- (lH-l, 2,4-triazol-3-yl) -l - (4- (3-trifluoromethylphenoxy) furan-3-yl) -propenone (1768) 3-hydroxy-1- (2- (4-methylbenzyl) pyrrol-3-yl) -3- (2H-tetrazol-5-yl) -propenone (1769) l- [(4-ethyl-1- (4-methylbenzyl)) pyrrol-2-yl] -3-hydroxy-3- (2H-tetrazol-5-yl) -propenyone (1770) 3-hydroxy-1- (1- (pyridin-2-ylmethyl) pyrrole -3-yl) -3- (1H-1, 2,4-triazol-3-yl) -propenone (1771) l- [(1- (4-aminobenzyl) -4-carboxy) pyrrol-2-yl] -3-hydroxy-3- (2H-tetrazol-5-yl) -propenone (1772) 1- [(5-fluoro-4- (4-fluorobenzyl)) furan-2-yl] -3-hydroxy-3- (1H-1,2, 4-triazol-3-yl) -propenone (1773) l- (5-Benzenesulfonylpyrrol-2-yl) -3-hydroxy-3- (1H-1, 2, -triazol-3-yl) -propenone (1774) 3-hydroxy-1 - (5- methoxymethyl-1- (4-methylbenzyl)) - pyrrol-3-yl] -3- (2H-tetrazol-5-yl) -propenone (1775) 2-hydroxy-4-oxo-4- (2-phenylthiathiazol-4-yl) -2-butenoic acid (1776) 3-hydroxy-l- [(5-n-propyl-1- (pyridin-4) -ylmethyl)) -pyrrol-3-yl] -3- (lH-l, 2,4-triazol-3-yl) -propenone (1777) 4- (2-Benzylfuran-3-yl) -2-hydroxy-4-oxo-2-butenoic acid (1778) 4- (1H-1- (4-fluorobenzenesulfonyl) pyrazol-3-yl) acid 2-hydroxy-4-oxo-2-butenoic (1779) 3-hydroxy-1- (2- (4-methylbenzyl) pyrrol-3-yl) -3- (1H-1,2,4-triazole-3-) il) -propenone (1780) l- (2- (2-fluorobenzyl) furan-3-yl) -3-hydroxy-3- (lH-1,2,4-triazol-3-yl) -propenone (1781) 4- (4- (4-Acetylbenzyl) pyrrol-3-yl) -2-hydroxy-oxo-2-butenoic acid (1782) 1- [(1- (4-acetylbenzyl) -5-carboxy) pyrrol-3-yl] -3-hydroxy-3- (2H-tetrazol-5-yl) -propenone (1783) 3-hydroxy-l- [(3-methyl-4-phenyl) furan-2-yl] -3- (1H-1, 2,4-triazol-3-yl) -propenone (1784) 3- hydroxy-1- (4- (3-methoxyphenoxy) furan-2-yl) -3- (1H-1,2,4-triazol-3-yl) -propene (1785) l- [(4-ethyl-1) - (3-fluorobenzyl)) pyrrol-3-yl] -3-hydroxy-3- (2H-tetrazol-5-yl) -propenone (1786) 3-hydroxy-l- (1H-1- (4-methylbenzyl) pyrazol-3-yl) -3- (2H-tetrazol-5-yl) -propenyone (1787) 2-hydroxy-4- ( 1H-1- (4-methoxybenzyl) pyrazol-3-yl) -4-oxo-2-butenoic acid (1788) 3-hydroxy-l- [(1- (4-methylbenzyl) -4- (2-phenylethyl)) -pyrrol-2-yl] -3- (1H-1, 2-4-triazol-3-yl) -propenone (1789) 1- (4- (4-acetylbenzyl) pyrrol-2-yl) -3-hydroxy -3- (2H-tetrazol-5-yl) -propenone (1790) 1- [(4-benzoyl-1- (4-methoxybenzyl)) pyrrol-2-yl] -3-hydroxy-3- (2H-tetrazole -5-yl) -propenone (1791) 4- (5- (4-Fluorobenzyl) furan-3-yl) -2-hydroxy-4-oxo-2-butenoic acid (1792) l- [(4-n-butyl-1- (4- chlorobenzenesulfonyl)) pyrrol-2-yl] -3-hydroxy-3- (1H-1,2,4-triazol-3-yl) -propenone (1793) 1- [(5-benzoyl-1- (4-fluorobenzenesulfonyl )) pyrrol-3-yl] -3-hydroxy-3- (1H-1,2,4-triazol-3-yl) -propenone (1794) l- [(5-Chloro-4-phenyl) furan-2-yl] -3-hydroxy-3- (lH-1,2,4-triazol-3-yl) -propenone (1795) 2-hydroxy-4-oxo-4- (2-phenylthiofuran-3-yl) -2-butenoic acid (1796) 3-hydroxy-l- [(3-phenyl-5- (2-phenylethyl)) furan-2-yl] -3- (lH-1, 2,4-triazol-3-yl) -propenyone (1797) 3-hydroxy-1- (3- (2-methoxyphenoxy) furan-2-yl) - 3- (1H-1, 2,4-triazol-3-yl) -propenone (1798) 2-hydroxy-4-oxo-4- (1- (pyridin-2-ylmethyl) pyrrol-2-yl) -2-butenoic acid (1799) 3-hydroxy-1- (5- (pyridin-4-ylmethyl) furan-3-yl) -3- (2 H -tetrazol-5-yl) -propenyone (1800) l- [(1- (4) -fluorobenzenesulfonyl) -4- (2-phenylethyl)) - pyrrol-2-yl] -3-hydroxy-3- (2H-tetrazol-5-yl) -propenone (1801-) 4- (5- (4- fluorobenzyl) thiophen-3-yl) -2-hydroxy-4-oxo-2-butenoic (1802) 3-hydroxy-1- (4- (4-methylbenzyl) furan-2-yl) -3- (2H-tetrazol-5-yl) -propenyone (1803) 3-hydroxy-1- (1- (4-methoxybenzyl) -4- (2-phenylethyl)) - pyrrol-3-yl] -3- (1 H-1,2, -triazol-3-yl) -propenone (1804) 4- (2H-2-benzylpyrazol-3-yl) -2-hydroxy-4-oxo-2-butenoic acid (1805) 1- [(1-Benzenesulfonyl-4-ethoxycarbonyl) pyrrol-2-yl] -3-hydroxy-3- (2H-tetrazol-5-yl) -propenone (1806) l- [(1-Benzenesulfonyl-4-benzoyl) pyrrol-2-yl] -3-hydroxy-3- (2H-tetrazole -5-yl) -propenone (1807) 1- (3- (2-chlorophenylthio) furan-2-yl) -3-hydroxy-3- (lH-1, 2,4-triazol-3-yl) -propenone (1808) 3-hydroxy-l- (1 H-1- (pyridin-4-ylmethyl) pyrazol-4-yl) -3- (1 H-1,2,4-triazol-3-yl) -propenone (1809) l- [(5-Ethoxycarbonyl-1- (4-methylbenzyl)) pyrrol-3-yl] -3-hydroxy-3- (lH-l, 2,4-triazol-3-yl) -propenone (1810) 2-Hydroxy-4- (2- (4-methylbenzyl) pyrrol-3-yl) -4 -oxo-2-butenoic acid (1811) 3-hydroxy-l- [(1-phenylthio-4-n) -propyl) pyrrol-2-yl] -3- (lH-l, 2,4-triazol-3-yl) -propenone (1812) 3-hydroxy-l- [(2-phenyl-4- (2-phenylethyl) )) furan-3-yl] -3- (lH-l, 2,4-triazol-3-yl) -propenone (1813) 1- [(1- (4-fluorobenzyl) -5-n-octyl) pyrrole -3-yl] -3-hydroxy-3- (2H-tetrazol-5-yl) -propenone (1814) 4- (4- (4-Chlorobenzenesulfonyl) thiophen-2-yl) -2-hydroxy-oxo-2-butenoic acid (1815) 4- (3-Benzenesulfonylthiophen-2-yl) -2-hydroxy-oxo-2-butenoic acid (1816) 1- (4-Benzenesulfonylpyrrol-3-yl) -3-hydroxy-3- (2H-tetrazol-5-yl) -propenone (1817) 2-Hydroxy-4- (2H-5- (4-methoxybenzyl) pyrazol-3-yl) -4-oxo-2-butenoic acid (1818) 1- (4- (3-chlorophenylthio) furan-2) -yl) -3-hydroxy-3- (1H-1,2,4-triazol-3-yl) -propenone (1819) 3-hydroxy-1- (4- (pyridin-4-ylmethyl) thiophen-2- il) -3- (lH-1, 2,4-triazol-3-yl) -propenone (1820) l- [(1- (4-aminobenzyl) -4 - (2-phenylethyl)) pyrrol-3-yl ] -3-hydroxy-3- (2H-tetrazol-5-yl) -propenone (1821) 3-hydroxy-1- (4- (pyridin-2-ylmethyl) furan-3-yl) -3- (lH- l, 2,4-triazol-3-yl) -propenone (1822) 1- (5- (-aminobenzyl) thiophen-2-yl) -3-hydroxy-3- (1H-1,2,4-triazol-3-yl) -propenyone (1823) 1- (2- (4-fluorobenzenesulfonyl) furan-3-yl) -3-hydroxy-3- (lH-1, 2,4-triazol-3-yl) -propenone (1824) 3-hydroxy-1- (2- (4- methoxybenzyl) thiazol-4-yl) -3- (2H-tetrazol-5-yl) -propenyone (1825) 1- [(1- (4-fluorobenzyl) -4-phenoxymethyl) pyrrol-2-yl] -3- hydroxy-3- (2H-tetrazol-5-yl) -propenone (1826) l- [(4-benzoyl-1- (2-fluorobenzyl)) pyrrol-2-yl] -3-hydroxy-3- (2H-) tetrazol-5-yl) -propenone (1827) 3-hydroxy-1- (4- (pyridin-2-ylmethyl) pyrrol-2-yl) -3- (2H-tetrazol-5-yl) -propenyone (1828) 1- [(1- (4 -fluorobenzenesulfonyl) -4-methoxymethyl) -pyrrol-2-yl] -3-hydroxy-3- (2H-tetrazol-5-yl) -propenone (1829) 1- (1H-1- (4-fluorobenzenesulfonyl) pyrazole- 3-yl) -3-hydroxy-3- (2H-tetrazol-5-yl) -propenyone (1830) 1- [(5-Benzenesulfonyl-3-chloro) furan-2-yl] -3-hydroxy-3- (1H-1, 2,4-triazol-3-yl) -propenone (1831) l- (5- (2-fluorobenzyl) thiophen-3-yl) -3-hydroxy-3- (1H-1,2,4-triazol-3-yl) -propenone (1832) 3-hydroxy-l- (4- (4-methoxybenzyl) furan-2-yl) -3- (1 H-1,2,4-triazol-3-yl) -propenone (1833) l- [( 4-ethyl-1- (4-fluorobenzenesulfonyl)) pyrrol-2-yl] -3-hydroxy-3- (1H-1, 2,4-triazol-3-yl) -propenyone (1834) 3-hydroxy-1 - [(1- (4-methylbenzyl) -5-phenoxymethyl) pyrrol-3-yl] -3- (2H-tetrazol-5-yl) -propenone (1835) 4- (2H-5- (4-Acetylbenzyl) pyrazol-3-yl) -2-hydroxy-4-oxo-2-butenoic acid (1836) 1 - [(1- (4-acetylbenzyl) -5 -n-octyl) pyrrol-3-yl] -3-hydroxy-3- (1H-1, 2,4-triazol-3-yl) -propenone (1837) 1- (2H-4- (4-fluorobenzyl) pyrazol-3-yl) -3-hydroxy-3- (2H-tetrazol-5-yl) -propenone (1838) 2-Hydroxy-4-oxo-4- (5- (pyridin-2-ylmethyl) pyrrol-3-yl) -2-butenoic acid (1839) 3-hydroxy-1- (2H-5- (4 -methoxybenzyl) pyrazol-3-yl) -3- (lH-1, 2,4-triazol-3-yl) -propenone (1840) 1- (1H-1- (4-acetylbenzyl) pyrazol-4-yl) -3-hydroxy-3- (2H-tetrazol-5-yl) -propenone (1841) 3-hydroxy-1- (3- (3-methoxybenzyl) furan-2-yl) -3- (1H-1, 2,4-triazol-3-yl) -propenyone (1842) 3-hydroxy- l- (4- (3-methoxyphenylthio) furan-3-yl) -3- (1 H-1,2,4-triazol-3-yl) -propenyone (1843) 3-hydroxy-1- (1H-1) (4-methoxybenzyl) pyrazol-4-yl) -3- (lH-1, 2,4-triazol-3-yl) -propenone (1844) 1- [(5-ethoxycarbonyl-1- (pyridin-4-ylmethyl) )) pyrrol-3-yl] -3-hydroxy-3- (2H-tetrazol-5-yl) -propenone (1845) 3-hydroxy-1- (5- (pyridin-2-ylmethyl) furan-2-yl) ) -3- (lH-L, 2,4-triazol-3-yl) -propenone (1846) 1- [(1- (4-aminobenzyl) -4- (2-phenylethyl)) pyrrol-2-yl] -3-hydroxy-3- (2H-tetrazol-5-yl) -propenone (1847) 4- (1H-1- (4-chlorobenzenesulfonyl) pyrazol-3-yl) -2-hydroxy-4-oxo-2-butenoic acid (1848) 3-hydroxy-l- [(5-methyl-3 phenyl) furan-2-yl] -3- (1 H-1,2,4-triazol-3-yl) -propenone (1849) 3-hydroxy-1- (4- (4-methylbenzyl) thiazol-2-yl) -3- (1H-1, 2,4-triazol-3-yl) -propenone (1850) 1- (3 - (4-fluorobenzenesulfonyl) thiophen-2-yl) -3-hydroxy-3- (1H-1,2, -triazol-3-yl) -propenone (1851) l- [(4-n-butyl-1- (4-fluorobenzyl)) pyrrol-2-yl] -3-hydroxy-3- (2H-tetrazol-5-yl) -propenone (1852) 4- (5- (4-Chlorobenzenesulfonyl) furan-3-yl) -2-hydroxy-4-oxo-2-butenoic acid (1853) 1- [(1- (4-acetylbenzyl) -4-phenoxymethyl) ) pyrrol-2-yl] -3-hydroxy-3- (2H-tetrazol-5-yl) -propenone (1854) 3-hydroxy-1- [(1- (4-methoxybenzyl) -5-n-propyl) -pyrrol-3-yl] -3- (lH-l, 2,4-triazol-3-yl) -propenone (1855) l- (5- (2-Fluorobenzyl) pyrrol-2-yl) -3-hydroxy-3- (1H-1,2,4-triazol-3-yl) -propenone (1856) 1- (5- (4-acetylbenzyl) furan-2-yl) -3-hydroxy-3- (1H-1,2,4-triazol-3-yl) -propenyone (1857) I- (2 -benzylfuran-3-yl) -3-hydroxy-3- (1H-1,2,4-triazol-3-yl) -propenyone (1858) 1- (4-benzenesulfonylfuran-3-yl) -3-hydroxy- 3- (2H-tetrazol-5-yl) -propenone (1859) 1- (4- (2-fluorobenzyl) furan-3-yl) -3-hydroxy-3- (1H-1,2,4-triazole) 3-yl) -propenone (1860) 4- (1- (3-fluorobenzyl) pyrrol-2-yl) -2-hydroxy-4-oxo-2-butenoic acid (1861) 1- [(5-benzoyl-1) - (4-methoxybenzyl)) pyrrol-3-yl] -3-hydroxy-3- (1H-1,2,4-triazol-3-yl) -propenone (1862) 2-hydroxy-4- (1- (4-methylbenzyl) pyrrol-3-yl) -4-oxo-2-butenoic (1863) 1- (4- (4-fluorophenyl) furan-3-yl) -3-hydroxy-3- (1H-1, 2,4-triazol-3-yl) -propenone (1864) 2-hydroxy-4-oxo-4- (3-phenylthiothiophen-2-yl) -2-butenoic acid (1865) 1- [(3-benzenesulfonyl- 4-chloro) furan-2-yl] -3-hydroxy-3- (1H-1,2,4-triazol-3-yl) -propenone (1866) 1- (lH-l-benzylpyrazol-4-yl) -3-hydroxy-3- (lH-l, 2,4-triazol-3-yl) -propenone (1867) 1- (5- (4-acetyl ncil) pyrrol-2-yl) -3-hydroxy-3- (2H-tetrazol-5-yl) -propenone (1868) 4- (2- (3-fluorobenzyl) pyrrol-3-yl) -2-hydroxy acid -4-oxo-2-butenoic (1869) 3-hydroxy-1- (4- (4-methoxybenzyl) pyrrol-3-yl) -3- (1 H-1,2,4-triazol-3-yl) - propenone (1870) 3-hydroxy-l- [(4-phenoxymethyl-1- (pyridin-4-ylmethyl)) pyrrol-2-yl] -3- (2H-tetrazol-5-yl) -propenone (1871) acid 4- (4- (2-fluorobenzyl) thiophen-2-yl) -2-hydroxy-4-oxo-2-butenoic acid (1872) 4- (5- (3-fluorobenzyl) furan-2-yl) -2 -hydroxy-4-oxo-2-butenoic acid (1873) 1- (2H-5- (4-aminobenzyl) pyrazol-3-yl) -3-hydroxy-3- (1H-1,2,4-triazole-3) -yl) -propenone (1874) 2-hydroxy-4- (3- (4-methoxybenzyl) furan-2-yl) -4-oxo-2-butenoic acid (1875) 3-hydroxy-1- (3- methyl-4- (pyridin-4-ylmethyl)) furan-2-yl] -3- (1 H-1,2,4-triazol-3-yl) -propenone (1876) 2-hydroxy-4- (1H) acid -1- (4-methylbenzyl) pyrazol-4-yl) -4-oxo-2-butenoic acid (1877) 3-hydroxy-1- (5-phenylthiophen-3-yl) -3- (1H-1,2, 4-triazol-3-yl) -propenone (1878) 1 - [(1- (3-fluorobenzyl) -4-methox imethyl) pyrrol-2-yl] -3-hydroxy-3- (1H-1,2,4-triazol-3-yl) -propenone (1879) 1- (2- (4-fluorobenzenesulfonyl) thiophen-3-yl) ) -3-hydroxy-3- (2H-tetrazol-5-yl) -propenone (1880) l- [(1- (4-acetylbenzyl) -5-n-propyl) pyrrol-3-yl] -3-hydroxy -3- (lH-l, 2,4-triazol-3-yl) -propenone (1881) 1- [(1- (4-fluorobenzenesulfonyl) -5-methoxymethyl) pyrrol-3-yl] -3-hydroxy-3- (2H-tetrazole- 5-yl) -propenone (1882) 1- (4- (4-fluorobenzenesulfonyl) pyrrol-2-yl) -3-hydroxy-3- (2H-tetrazol-5-yl) -propenone (1883) 1- [( 4-fluoro-2-phenyl) furan-3-yl] -3-hydroxy-3- (1H-1,2,4-triazol-3-yl) -propenone (1884) 1- [(1- (4- aminobenzyl) -4-ethoxycarbonyl) pyrrol-2-yl] • 3-hydroxy-3- (2H-tetrazol-5-yl) -propenone (1885) 1- [(4-benzoyl-1- (4-chlorobenzenesulfonyl)) pyrrol-2-yl] -3-hydroxy-3- (lH-l, 2,4-triazol-3-yl) -propenone (1886) l- (4-benzenesulfonylthiophen-2-yl) -3-hydroxy-3 - (2H-tetrazol-5-yl) -propenone (1887) l- [(4-chloro-3-phenyl) furan-2-yl] -3-hydroxy-3- (1H-1,2,4-triazole -3-yl) -propenone (1888) 3-hydroxy-l- [(1- (4-methylbenzyl) -4-n-octyl) pyrrol-2-yl] -3- (2H-tetrazol-5-yl) -propenone (1889) 1- [(1- (4-fluorobenzenesulfonyl) -5-n-octyl) pyrrol-3-yl] -3-hydroxy-3- (2H-tetrazol-5-yl) -propenyone (1890) 4- (4- (4-aminobenzyl) thiazole-2-i acid l) -2-hydroxy-4-oxo-2-butenoic (1891) l- [(4-n-butyl-1- (pyridin-4-ylmethyl)) pyrrol-2-yl] -3-hydroxy-3- (1H-1,2,4-triazol-3-yl) -propenone (1892) 4- (2H-4- (4-aminobenzyl) pyrazol-3-yl) -2-hydroxy-4-oxo-2- butenoic (1893) 3-hydroxy-3- (1H-1,2,4-triazol-3-yl) -1- (3- (4-trifluoromethyl-phenylthio) furan-2-yl) -propenyone (1894) 1- [ (5-carboxy-l- (2-fluorobenzyl)) pyrrol-3-yl] -3-hydroxy-3- (2H-tetrazol-5-yl) -propenone (1895) l- [(4-ethyl-l- (2-fluorobenzyl)) pyrrol-3-yl] -3-hydroxy-3- (2H-tetrazol-5-yl) -propenyone (1896) l- (4-benzylthiophen-2-yl) -3-hydroxy-3 - (2H-tetrazol-5-yl) -propenone (1897) 4- (5-benzylthiophen-2-yl) -2-hydroxy-4-oxo-2-butenoic acid (1898) 1- (4- (2- chlorophenylthio) furan-3-yl) -3-hydroxy-3- (1H-1,2,4-triazol-3-yl) -propenyone (1899) 3-hydroxy-l- [(4-n-propyl-1) - (pyridin-2-ylmethyl)) -pyrrol-2-yl] -3- (2H-tetrazol-5-yl) -propenyone (1900) 4- (2H-2- (4-fluorobenzyl) pyrazole-3-acid il) -2-hydroxy-4-oxo-2-butenoic acid (1901) 4- (5- (4-fluorobenzene) acid lfonyl) thiophen-2-yl) -2-hydroxy-4-oxo-2-butenoic (1902) 1- (2- (2-fluorobenzyl) pyrrol-3-yl) -3-hydroxy-3- (1H-1 , 2,4-triazol-3-yl) -propenone (1903) l- [(3- (4-fluorobenzyl) -5- (2-phenylethyl)) furan-2-yl] -3-hydroxy-3- ( 1H-1, 2,4-triazol-3-yl) -propenone (1904) 3-hydroxy-1- (5-phenoxifuran-3-yl) -3- (1H-1, 2,4-triazole-3 il) -propenone (1905) 1- [(1-benzyl-5-phenoxymethyl) pyrrol-3-yl] -3-hydroxy-3- (1H-1, 2,4-triazol-3-yl) -propenone ( 1906) 3-hydroxy-1- (3- (pyridin-2-ylmethyl) thiophen-2-yl) -3- (1 H-1,2,4-triazol-3-yl) -propenyone (1907) 1- [ (l-Benzenesulfonyl-4-n-butyl) pyrrol-2-yl] -3-hydroxy-3- (2H-tetrazol-5-yl) -propenyone (1908) 1- [(1- (2-fluorobenzyl) - 4-methoxymethyl) pyrrol-2-yl] -3-hydroxy-3- (2H-tetrazol-5-yl) -propenone (1909) l- [(1-benzenesulfonyl-5-ethoxycarbonyl) pyrrol-3-yl] - 3-hydroxy-3- (2H-tetrazol-5-yl) -propenone (1910) 3-hydroxy-1- (3- (pyridin-4-ylmethyl) pyrrol-2-yl) -3- (2H-tetrazole- 5-yl) -propenone (1911) 1- (1- (4-aminobenzyl) pyrrol-2-yl) -3-hydroxy-3- (2H-te trazol-5-yl) -propenone (1912) 3-hydroxy-1- (5- (4-methylbenzyl) pyrrol-2-yl) -3- (1 H-1,2,4-triazol-3-yl) - propenone (1913) l- [(4-benzoyl-l- (pyridin-2-ylmethyl)) pyrrol-2-yl] -3-hydroxy-3- (2H-tetrazol-5-yl) -propenyone (1914) 3 -hydroxy-1- (5-phenylthioothiophen-3-yl) -3- (1H-1,2,4-triazol-3-yl) -propenyone (1915) 1- [(l-benzenesulfonyl-5-ethoxycarbonyl) pyrrole -3-yl] -3-hydroxy-3- (1H-1,2,4-triazol-3-yl) -propenyone (1916) 1- (3- (4-acetylbenzyl) thiophen-2-yl) -3 -hydroxy-3- (1H-1,2,4-triazol-3-yl) -propenone (1917) l- [(3-chloro-5-phenyl) furan-2-yl] -3-hydroxy-3- (1H-1, 2,4-triazol-3-yl) -propenone (1918) 1- (3- (2-fluorophenyl) furan-2-yl) -3-hydroxy-3- (1H-1,2, 4-triazol-3-yl) -propenone (1919) 3-hydroxy-3- (lH-1, 2,4-triazol-3-yl) -l- (4- (2-trifluoromethyl-phenylthio) furan-3-yl ) -propenone (1920) 3-hydroxy-l- (5- (2-methoxyphenoxy) furan-3-yl) -3- (1 H-1,2,4-triazol-3-yl) -propenyone (1921) 1 - (5- (4-chlorobenzenesulfonyl) thiophen-3-yl) -3-hydroxy-3- (2H-tetrazol-5-yl) -propenyone (1922) 1- [(5-Benzenesulfonyl-3-methyl) furan-2-yl] -3-hydroxy-3- (1H-1), 2,4-triazol-3-yl) -propenone (1923) l- (4-benzylthiazol-2-yl) -3-hydroxy-3- (lH-1, 2,4-triazol-3-yl) - propenone (1924) 1- (1H-1- (4-fluorobenzyl) pyrazol-4-yl) -3-hydroxy-3- (2H-tetrazol-5-yl) -propenone (1925) 4- (4- ( 4-acetylbenzyl) furan-3-yl) -2-hydroxy-4-oxo-2-butenoic (1926) 3-hydroxy-l- (lH-l-phenylthiopyrazol-3-yl) -3- (2H-tetrazole- 5-yl) -propenone (1927) l- (3- (4-chlorobenzenesulfonyl) thiophen-2-yl) -3-hydroxy-3- (2H-tetrazol-5-yl) -propenyone (1928) 1- (1 - (3-fluorobenzyl) pyrrol-3-yl) -3-hydroxy-3- (1H-1,2,4-triazol-3-yl) -propenone (1929) l- [(1- (2-fluorobenzyl) -5-n-octyl) pyrrol-3-yl] -3-hydroxy-3- (lH-1, 2,4-triazol-3-yl) -propenone (1930) 1- (4-benzylpyrrol-3-yl) ) -3-hydroxy-3- (2H-tetrazol-5-yl) -propenone (1931) 3-hydroxy-l- [(2-methyl-4- (pyridin-4-ylmethyl)) furan-3-yl] -3-hydroxy-3- (1H-1,2,4-triazol-3-yl) -propenone (1932) 3-hydroxy-l- [(1- (4-methoxybenzyl) -4-phenothyl) -pyrrol- 2-yl] -3- (2H-tetrazol-5-yl) -propenone (1933) 4- (5- (4-acetyl) acid benzyl) thiophen-2-yl) -2-hydroxy-4-oxo-2-butenoic (1934) l- [(5-chloro-2- (4-fluorobenzyl)) furan-3-yl] -3-hydroxy- 3- (1H-1, 2,4-triazol-3-yl) -propenone (1935) 1- (5- (2-fluorobenzyl) pyrrol-3-yl) -3-hydroxy-3- (1H-1, 2,4-triazol-3-yl) -propenone (1936) 2-hydroxy-4-oxo-4- (3-phenylthiofuran-2-yl) -2-butenoic acid (1937) 3-hydroxy-l- (4 -phenylthiothiophen-3-yl) -3- (2H-tetrazol-5-yl) -propenone (1938) 4- (1- (3-fluorobenzyl) pyrrol-3-yl) -2-hydroxy-4-oxo- 2-butenoic (1939) l- (4- (4-acetylbenzyl) thiophen-3-yl) -3-hydroxy-3- (1H-1,2,4-triazol-3-yl) -propenyone (1940) 1 - (2H-5-benzylpyrazol-3-yl) -3-hydroxy-3- (2H-tetrazol-5-yl) -propenyone (1941) 1- (4- (4-aminobenzyl) thiazol-2-yl) - 3-hydroxy-3- (1H-1,2,4-triazol-3-yl) -propenone (1942) 1- [(1-benzenesulfoni-1-4-methothyl) pyrrol-2-yl] -3-hydroxy-3 - (lH-1, 2,4-triazol-3-yl) -propenone (1943) 3-hydroxy-1- (1- (4-methoxybenzyl) pyrrol-3-yl) -3- (2H-tetrazole-5 -yl) -propenone (1944) 1- (4- (4-aminobenzyl) thiophen-3-yl) -3-hydro oxy-3- (1H-1,2,4-triazol-3-yl) -propenone (1945) 3-hydroxy-1- (2H-2-phenylthiopyrazol-4-yl) -3- (2H-tetrazole-5) -yl) -propenone (1946) 1- [(1- (4-fluorobenzenesulfonyl) -5-n-propyl) pyrrol-3-yl] -3-hydroxy-3- (lH-1, 2,4-triazole- 3-yl) -propenone (1947) 1- (2- (4-chlorobenzenesulfonyl) pyrrol-3-yl) -3-hydroxy-3- (1 H-1,2,4-triazol-3-yl) -propenone ( 1948) 2-hydroxy-4- (2H-2- (4-methoxybenzyl) pyrazol-4-yl) -4-oxo-2-butenoic acid (1949) l- [(4- (4-fluorobenzyl) -2- (2-phenylethyl)) furan-3-yl] -3-hydroxy-3- (lH-1, 2,4-triazol-3-yl) -propenyone (1950) 1- (4- (2-fluorobenzyl) thiazole -2-yl) -3-hydroxy-3- (2H-tetrazol-5-yl) -propenyone (1951) 1- [(5-ethoxycarbonyl-1-phenylthio) pyrrol-3-yl] -3-hydroxy-3 - (lH-l, 2,4-triazol-3-yl) -propenone (1952) 4- (2-Benzenesulfonylthiophen-3-yl) -2-hydroxy-4-oxo-2-butenoic acid (1953) acid 2 -hydroxy-4-oxo-4- (4-phenylthiotiophen-3-yl) -2-butenoic acid (1954) 4- (5- (4-chlorobenzenesulfonyl) furan-2-yl) -2-hydroxy-4-oxo acid -2-butenoic (1955) 1- [(1- (4-amino benzyl) -4-n-propyl) pyrrol-2-yl] -3-hydroxy-3- (2H-tetrazol-5-yl) -propenyone (1956) 3-hydroxy-1- (4- (4-methoxybenzyl) thiophen-2-yl) -3- (1 H-1,2,4-triazol-3-yl) -propenone (1957) 2-hydroxy-4- (4- (4-methoxybenzyl) thiophen-2-yl) -4-oxo-2-butenoic (1958) l- [(4-Benzenesulfonyl-5- (2-phenylethyl)) furan-3-yl] -3-hydroxy-3- (1H-1,2,4-triazole) -3-yl) -propenone (1959) 1- [(1- (-aminobenzyl) -4-phenothyl) pyrrol-2-yl] -3-hydroxy-3- (2H-tetrazol-5-yl) -propenone ( 1960) 4- (4-benzylfuran-2-yl) -2-hydroxy-4-oxo-2-butenoic acid (1961) 1- (5-benzylfuran-3-yl) -3-hydroxy-3- (2H-) tetrazol-5-yl) -propenone (1962) 1- (1H-1- (4-aminobenzyl) pyrazol-3-yl) -3-hydroxy-3- (lH-1, 2,4-triazol-3-yl) ) -propenone (1963) 3-hydroxy-l- (4- (4-methoxybenzyl) pyrrol-3-yl) -3- (2H-tetrazol-5-yl) -propenyone (1964) 3-hydroxy-l- ( 2- (pyridin-methyl) -thiazol-4-yl) -3- (1 H-1,2,4-triazol-3-yl) -propenone (1965) 3-hydroxy-1- (2- (pyridine-4) -ylmethyl) thiazol-4-yl) -3- (2H-tetrazol-5-yl) -propenone (1966) acid 4 - (2- (2-fluorobenzyl) pyrrol-3-yl) -2-hydroxy-4-oxo-2-butenoic acid (1967) l- (5-benzylthiophen-2-yl) -3-hydroxy-3- (1H) -1, 2,4-triazol-3-yl) -propenyone (1968) l- [(5-benzoyl-1- (pyridin-2-ylmethyl)) pyrrol-3-yl] -3-hydroxy-3- (1H- 1, 2, 4-triazol-3-yl) -propenone (1969) l- [(1- (4-Acetylbenzyl) -4- (2-phenylethyl)) pyrrol-2-yl] • 3-hydroxy-3- (2H-tetrazol-5-yl) -propenone (1970) l- (5- (4-acetylphenoxy) furan-2-yl) -3-hydroxy-3- (1H-1, 2,4-triazole-3-) il) -propenone (1971) 3-hydroxy-1- (5- (pyridin-2-ylmethyl) pyrrol-3-yl) -3- (lH-1, 2,4-triazol-3-yl) -propenone ( 1972) 1- (2H-4-benzylpyrazol-3-yl) -3-hydroxy-3- (2H-tetrazol-5-yl) -propenyone (1973) 1- [(4-carboxy-1- (4-chlorobenzenesulfonyl )) pyrrol-2-yl] -3-hydroxy-3- (1H-1,2,4-triazol-3-yl) -propenyone (1974) l- [(5- (4-fluorobenzyl) -2-methyl) ) furan-3-yl] -3-hydroxy-3- (lH-l, 2,4-triazol-3-yl) -propenone (1975) 1- [(2-benzenesulfonyl-5-fluoro) furan-3 il] -3-hydroxy-3- (1H-1,2,4-triazol-3-yl) -propenone (1976) 1- [(4-ethyl-1- (4-methylbenzyl)) pyrrol-3-yl ] -3-hydroxy-3- (lH-l, 2,4-triazol-3-yl) -propenone (1977) 3-hydroxy-l- [(5-methoxymethyl-l- (pyrid in-4-ylmethyl)) -pyrrol-3-yl] -3- (lH-l, 2,4-triazol-3-yl) -propenyone (1978) 3-hydroxy-l- [(4-methyl-2 phenyl) furan-3-yl] -3- (1H-1, 2,4-triazol-3-yl) -propenyone (1979) 3-hydroxy-l- (4- (4-methylbenzyl) furan-3) il) -3- (1H-1,2,4-triazol-3-yl) -propenone (1980) 1- (4- (4-aminobenzyl) thiophen-2-yl) -3-hydroxy-3- (1H -l, 2,4-triazol-3-yl) -propenone (1981) 1- (4- (4-chlorobenzenesulfonyl) furan-3-yl) -3-hydroxy-3- (2H-tetrazol-5-yl) -propenone (1982) 4- (l-Benzylpyrrol-2-yl) -2-hydroxy-4-oxo-2-butenoic acid (1983) 3-hydroxy-1- (4- (pyridin-4-ylmethyl) pyrrol- 2-yl) -3- (2H-tetrazol-5-yl) -propenone (1984) 2-hydroxy-4-oxo-4- (2H-2-phenylthiopyrazol-4-yl) -2-butenoic acid (1985) 1- [(2-fluoro-4-phenyl) furan-3-yl] -3-hydroxy-3- (1H-1,2,4-triazol-3-yl) -propenyone (1986) 3-hydroxy-1 - (3- (pyridin-4-ylmethyl) pyrrol-2-yl) -3- (lH-1, 2,4-triazol-3-yl) -propenone (1987) l- (2- (2-fluorobenzyl) thiazol-4-yl) -3-hydroxy-3- (lH-1,2,4-triazol-3-yl) -propenone (1988) 1- (5- (4-fluorobenzyl) furan-3-yl) -3-hydroxy-3- (2H-tetrazol-5-yl) -propenone (1989) 3-hydroxy-1- (4- (pyridin-4-ylmethyl) thiophen-2-yl) -3- (2H-tetrazole -5-yl) -propenone (1990) 4- (5-n-butylfuran-3-yl) -2-hydroxy-4-oxo-2-butenoic acid (1991) 1- [(1- (4-chlorobenzenesulfonyl)] -4-ethoxycarbonyl) pyrrol-2-yl] -3-hydroxy-3- (2H-tetrazol-5-yl) -propenone (1992) 4- (2H-2- (4-acetylbenzyl) pyrazol-3-yl) ) -2-hydroxy-4-oxo-2-butenoic (1993) 1- (2H-2- (3-fluorobenzyl) pyrazol-3-yl) -3-hydroxy-3- (2H-tetrazol-5-yl) -propenone (1994) 4- (lH-1-benzenesulfonylpyrazol-3-yl) -2-hydroxy-4-oxo-2-butenoic acid (1995) l- [(-n-butyl-l- (2-fluorobenzyl) ) pyrrol-2-yl] -3-hydroxy-3- (lH-l, 2,4-triazol-3-yl) -propenone (1996) 3-hydroxy-l- [(4-phenyl-2- (2 phenylethyl)) furan-3-yl] -3- (lH-1, 2,4-triazol-3-yl) -propenone (1997) 1- [(5-benzoyl-1- (4-methylbenzyl)) pyrrole -3-yl] -3-hydroxy-3- (2H-tetrazol-5-yl) -propenone (1998) 1- (2H-5- (4-aminobenzyl) pyrazol-3-yl) -3-hydroxy-3 - (2H-tetrazol-5-yl) -propenone (1999) 4- (5-acid - (4-acetylbenzyl) furan-2-yl) -2-hydroxy-4-oxo-2-butenoic acid (2000) 1- (3- (3-chlorophenylthio) furan-2-yl) -3-hydroxy-3- (1H-1,2,4-triazol-3-yl) -propenyone (2001) 1- (2- (3-fluorobenzyl) pyrrol-3-yl) -3-hydroxy-3- (1H-1, 2, -triazol-3-yl) -propenone (2002) 3-hydroxy-l- (3- (4-methoxybenzyl) pyrrol-2-yl) -3- (1 H-1,2,4-triazol-3-yl) -propenone (2003) 2-hydroxy-4- (5- (4-methylbenzyl) furan-2-yl) -4-oxo-2-butenoic acid (2004) 4- (2-benzenesulfonylthiazol-4-yl) - 2-hydroxy-4-oxo-2-butenoic (2005) 4- (2- (4-fluorobenzenesulfonyl) furan-3-yl) -2-hydroxy-4-oxo-2-butenoic acid (2006) l- [( l-benzyl-4- (2-phenylethyl)) pyrrol-3-yl] -3-hydroxy-3- (2H-tetrazol-5-yl) -propenyone (2007) 1- (4- (4-fluorobenzyl) thiophen -3-yl) -3-hydroxy-3- (2H-tetrazol-5-yl) -propenyone (2008) 1- [(1- (4-acetylbenzyl) -5-benzoyl) pyrrol-3-yl] -3 -hydroxy-3- (lH-l, 2,4-triazol-3-yl) -propenone (2009) 1- (4- (4-chlorobenzenesulfonyl) furan-3-yl) -3-hydroxy-3- (1H -1,2, 4-triazol-3-yl) -propenone (2010) 1- (2 H -5- (4-acetylbenzyl) pyrazol-3-yl) -3-hydroxy-3- (2H-tetrazol-5-yl) -propenone (2011) 1- (5- (4-fluorobenzyl) pyrrole-3 -yl) -3-hydroxy-3- (lH-1), 2,4-triazol-3-yl) -propenyone (2012) 3-hydroxy-1- (2- (4-methoxybenzyl) pyrrol-3-yl) -3- (1H-1, 2,4-triazole- 3-yl) -propenone (2013) 4- (2H-2- (3-fluorobenzyl) pyrazol-4-yl) -2-hydroxy-4-oxo-2-butenoic acid (2014) 3-hydroxy-l- ( 4- (4-methoxyphenoxy) furan-2-yl) -3- (1 H-1,2,4-triazol-3-yl) -propenyone (2015) 3-hydroxy-3- (lH-1, 2,4 -triazol-3-yl) -l- (2- (2-trifluoromethylphenoxy) furan-3-yl) -propenone (2016) 3-hydroxy-1- (5- (2-methoxyphenoxy) furan-2-yl) - 3- (1H-1, 2,4-triazol-3-yl) -propenone (2017) 4- (2H-5- (4-aminobenzyl) pyrazol-3-yl) -2-hydroxy-4-oxo- 2-butenoic (2018) 1- (4- (4-fluorobenzenesulfonyl) pyrrol-3-yl) -3-hydroxy-3- (lH-1, 2,4-triazol-3-yl) -propenyone (2019) l - [(5-Chloro-4- (pyridin-4-ylmethyl)) furan-3-yl] -3-hydroxy-3- (lH-1, 2,4-triazol-3-yl) -propenyone (2020) 3-hydroxy-l- [(1- (4-methylbenzyl) -4-n-propyl) pyrrol-2-yl] -3- (2H-tetrazol-5-yl) -propenyone (2021) l- [(l - (2-fluorobenzyl) -4- (2-phenylethyl)) pyrrol-2-yl] -3-hydroxy-3- (lH-1, 2,4-triazol-3-yl) -propenyone (2022 ) 2-hydroxy-4-oxo-4- (2H-4-phenylthiopyrazol-3-yl) -2-butenoic acid (2023) 3-hydroxy-1- (1-phenylthiopyrrol-3-yl) -3- (1H) -1,2, 4-triazol-3-yl) -propenone (2024) 3-hydroxy-1- (2- (4-methoxyphenoxy) furan-3-yl) -3- (1H-1,2, 4- triazol-3-yl) -propenone (2025) 1- (2- (4-chlorophenoxy) furan-3-yl) -3-hydroxy-3- (1 H-1,2,4-triazol-3-yl) - propenone (2026) 3-hydroxy-1- (4- (4-methoxybenzyl) thiazol-2-yl) -3- (1 H-1,2,4-triazol-3-yl) -propenone (2027) 1- ( 4-n-butylfuran-2-yl) -3-hydroxy-3- (2H-tetrazol-5-yl) -propenyone (2028) 1- [(5-ethoxycarbonyl-1- (2-fluorobenzyl)) pyrrole-3 -yl] • 3-hydroxy-3- (lH-l, 2,4-triazol-3-yl) -propenone (2029) 3-hydroxy-l- [(4- (2-phenylethyl) -1- (pyridine -2-ylmethyl)) -pyrrol-3-yl] -3- (2 H -tetrazol-5-yl) -propenone (2030) l- (2- (2-chlorophenoxy) furan-3-yl) -3-hydroxy -3- (lH-1,2,4-triazol-3-yl) -propenyone (2031) l- [(4-ethyl-1- (4-fluorobenzyl)) pyrrol-3-yl] -3-hydroxy- 3- (1H-1, 2,4-triazol-3-yl) -propenone (2032) l- [(1-benzyl-4-phenoxymethyl) pyrrol-2-yl] -3-hydroxy -3- (2H-tetrazol-5-yl) -propenone (2033) l- [(4- (4-fluorobenzyl) -5- (2-phenylethyl)) furan-2-yl] -3-hydroxy-3- (1H-1, 2,4-triazol-3-yl) -propenone (2034) 2-hydroxy-4-oxo-4- (5- (pyridin-2-ylmethyl) thiophen-2-yl) -2- acid butenoic (2035) 1- [(1-Benzenesulfonyl-4-phenoxymethyl) pyrrol-2-yl] -3-hydroxy-3- (2H-tetrazol-5-yl) -propenyone (2036) 3-hydroxy-1- ( 2- (4-methoxybenzyl) furan-3-yl) -3- (1 H-1,2,4-triazol-3-yl) -propenyone (2037) 1- (5- (3-fluorobenzyl) thiophen-3- il) -3-hydroxy-3- (1H-1,2,4-triazol-3-yl) -propenone (2038) l- [(1- (4-acetylbenzyl) -4-ethyl) pyrrol-2-yl ] -3-hydroxy-3- (1H-1,2,4-triazol-3-yl) -propenyone (2039) 1- (1- (4-aminobenzyl) pyrrol-3-yl) -3-hydroxy-3 - (1H-1,2,4-triazol-3-yl) -propenone (2040) 3-hydroxy-1- (3- (pyridin-2-ylmethyl) furan-2-yl) -3- (1H-1) , 2,4-triazol-3-yl) -propenone (2041) 3-hydroxy-1- (3- (4-methoxybenzyl) thiophen-2-yl) -3- (2H-tetrazol-5-yl) -propenone (2042) 1- (4- (4-acetylbenzyl) furan-2-yl) -3-hydroxy-3- (2H-tetrazol-5-yl) -propenyone (2043) ) 3-hydroxy-l- [(5- (2-phenylethyl) -3- (pyridin-4-ylmethyl)) furan-2-yl] -3- (lH-l, 2,4-triazol-3-yl) ) -propenone (2044) 3-hydroxy-1- (4- (4-methoxyphenoxy) furan-3-yl) -3- (1 H-1,2,4-triazol-3-yl) -propenyone (2045) 3-hydroxy- l- (5- (pyridin-2-ylmethyl) furan-3-yl) -3- (1 H-1,2,4-triazol-3-yl) -propenone (2046) 1- [(1- (4- fluorobenzenesulfonyl) -n-propyl) pyrrol-2-yl] -3-hydroxy-3- (2H-tetrazol-5-yl) -propenone (2047) 4- (4- (4-fluorobenzenesufonyl) furan-2-acid il) -2-hydroxy-4-oxo-2-butenoic (2048) 3-hydroxy-1- (3-phenylthiothiophen-2-yl) -3- (1H-1,2,4-triazol-3-yl) -propenone (2049) l- [(1-Benzenesulfonyl-5-n-octyl) pyrrol-3-yl] -3-hydroxy-3- (1H-1, 2,4-triazol-3-yl) -propenyone ( 2050) 1- (2H-5- (4-fluorobenzyl) pyrazol-3-yl) -3-hydroxy-3- (lH-1, 2,4-triazol-3-yl) -propenyone (2051) l- [ (1- (4-Acetylbenzyl) -4-benzoyl) pyrrol-2-yl] -3-hydroxy-3- (2H-tetrazol-5-yl) -propenyone (2052) 1- [(4-ethyl-1-- (4-fluorobenzenesulfonyl)) pyrrol-3-yl] -3-hydroxy-3- (1H-1,2, -triazol-3-yl) -propenone (2053) l- [(2-chloro-5-phenyl)] furan-3-yl] -3-hydroxy-3- (1H-1,2,4-triazol-3-yl) -propenone (2054) 3-hydroxy-1- (4- (2 -methoxyphenylthio) furan-3-yl) -3- (lH-1,2,4-triazol-3-yl) -propenone (2055) 3-hydroxy-l- [(4-methoxymethyl-1-phenylthio) pyrrol- 2-yl] -3- (2H-tetrazol-5-yl) -propenyone (2056) l- [(5-benzoyl-l- (pyridin-4-ylmethyl)) pyrrol-3-yl] -3-hydroxy- 3- (2H-tetrazol-5-yl) -propenone (2057) l- [(1- (4-chlorobenzenesulfonyl) -4-ethyl) pyrrol-3-yl] -3-hydroxy-3- (2H-tetrazole) 5-yl) -propenone (2058) 2-hydroxy-4-oxo-4- (5- (pyridin-2-ylmethyl) furan-2-yl) -2-butenoic acid (2059) 2-hydroxy-4- acid (5- (4-methylbenzyl) pyrrol-3-yl) -4-oxo-2-butenoic (2060) 3-hydroxy-3- (1H-1,2,4-triazol-3-yl) -1- ( 3- (3-trifluoromethylbenzyl) furan-2-yl) -propenyone (2061) 1- (4-benzylfuran-2-yl) -3-hydroxy-3- (2H-tetrazol-5-yl) -propenyone (2062) 3-hydroxy-1- (5- (4-methylbenzyl) furan-2-yl) -3- (2H-tetrazol-5-yl) -propenyone (2063) 4- (1H-1- (4-aminobenzyl)) pyrazol-4-yl) -2-hydroxy-4-oxo-2-butenoic (2064) 1- (2-benzenesulfonylthiazol-4-yl) -3-hydroxy-3- (2H-tetrazol-5-yl) -propenone (2065) 4- (3- (4-cl) acid orobencenesulfonyl) pyrrol-2-yl) -2-hydroxy-oxo-2-butenoic (2066) 3-hydroxy-1- (4- (4-methylbenzyl) pyrrol-3-yl) -3- (2H-tetrazole- 5-yl) -propenone (2067) 1- [(5-n-butyl-1- (4-fluorobenzenesulfonyl)) pyrrol-3-yl] -3-hydroxy-3- (lH-1, 2,4-triazole -3-yl) -propenone (2068) l- [(5-n-butyl-1- (4-fluorobenzyl)) pyrrol-3-yl] -3-hydroxy-3- (2H-tetrazol-5-yl) -propenone (2069) 1- [(5-n-butyl-1- (4-methylbenzyl)) pyrrol-3-yl] -3-hydroxy-3- (1H-1, 2, -triazol-3-yl) -propenone (2070) 4- (3- (2-fluorobenzyl) pyrrol-2-yl) -2-hydroxy-4-oxo-2-butenoic acid (2071) l- (4- (4-aminobenzyl) pyrrole-3) -yl) -3-hydroxy-3- (2H-tetrazol-5-yl) -propenone (2072) 1- (5- (3-chlorophenoxy) furan-3-yl) -3-hydroxy-3- (1H-) 1, 2, 4-triazol-3-yl) -propenone (2073) 1- (2-benzylthiophen-3-yl) -3-hydroxy-3- (1H-1,2,4-triazol-3-yl) -propenone (2074) 1- [(4-Benzenesulfonyl-5-methyl) furan-2-yl] -3-hydroxy-3- (1 H-1,2,4-triazol-3-yl) -propenyone (2075) 1- (3- (4-chlorophenoxy) furan-2-yl) -3-hydroxy-3- (1H-1,2,4-triazol-3-yl) -prope nona (2076) 1- (3-benzenesulfonylpyrrol-2-yl) -3-hydroxy-3- (2H-tetrazol-5-yl) -propenyone (2077) 1- (2-benzenesulfonylpyrrol-3-yl) -3- hydroxy-3- (2H-tetrazol-5-yl) -propenone (2078) l- (5-benzylthiophen-3-yl) -3-hydroxy-3- (1H-1,2,4-triazol-3-yl) ) -propenone (2079) l- [(2- (4-fluorobenzyl) -4-methyl) furan-3-yl] -3-hydroxy-3- (1H-1, 2,4-triazol-3-yl) -propenone (2080) 1- (4- (4-fluorophenyl) furan-2-yl) -3-hydroxy-3- (1H-1,2,4-triazol-3-yl) -propenyone (2081) 1- [(1- (4-fluorobenzyl) -5-n-pro? Il) pyrrol-3-yl] -3-hydroxy-3- (2H-tetrazol-5-yl) -propenone (2082) 4- (4 - (4-fluorobenzyl) pyrrol-3-yl) -2-hydroxy-4-oxo-2-butenoic (2083) 4- (5- (3-fluorobenzyl) pyrrol-2-yl) -2-hydroxy-4 -oxo-2-butenoic (2084) 3-hydroxy-l- [(1- (4-methylbenzyl) -4-n-octyl) pyrrol-2-yl] -3- (lH-1, 2,4-triazole -3-yl) -propenone (2085) 3-hydroxy-l- [(5-phenyl-3- (2-phenylethyl)) furan-2-yl] -3- (1 H-1,2,4-triazole- 3-yl) -propenone (2086) 1- (2- (4-aminobenzyl) furan-3-yl) -3-hydroxy-3- (2H-tetrazole -5-yl) -propenone (2087) 1- [(4-benzoyl-l-benzyl) pyrrol-2-yl] -3-hydroxy-3- (1H-1, 2,4-triazol-3-yl) -propenone (2088) 1- (2H-2- (4-acetylbenzyl) pyrazol-3-yl) -3-hydroxy-3- (2H-tetrazol-5-yl) -propenone (2089) l- [(5-carboxy-l- (pyridin-4-ylmethyl)) pyrrol-3-yl] -3-hydroxy-3- (2H-tetrazol-5-yl) -propenyone (2090) 4- (5- (4-aminobenzyl) pyrrol-2-yl) -2-hydroxy-4-oxo-2-butenoic acid (2091) 2-hydroxy-4-oxo-4- (2H-2-phenylthiopyrazol-) acid 3-iD-2-butenoic (2092) 3-hydroxy-l- (5- (4-methoxybenzyl) thiophen-2-yl) -3- (2H-tetrazol-5-yl) -propenyone (2093) 2- acid hydroxy-4- (2H-2- (4-methoxybenzyl) pyrazol-3-yl) -4-oxo-2-butenoic (2094) 1- [(1- (4-acetylbenzyl) -5-n-propyl) pyrrole -3-yl] -3-hydroxy-3- (2H-tetrazol-5-yl) -propenone (2095) 1- (5- (2-fluorobenzyl) thiophen-2-yl) -3-hydroxy-3- ( 2H-tetrazol-5-yl) -propenone (2096) 1- [(4-ethyl-1- (4-methoxybenzyl)) pyrrol-3-yl] -3-hydroxy-3- (1H-1,2,4 -triazol-3-yl) -propenone (2097) 1- [(2-fluoro-5-phenyl) furan-3-yl] -3-hydroxy-3- (1H-1, 2,4-triazole-3-) il) -propenone (2098) 3-hydroxy-l- (2H-4- (pyridin-4-ylmethyl) pyrazol-3-yl) -3- (2H-tetrazol-5-yl) -propenone (2099) l- [(1-Benzyl-5-n-octyl) pyrrol-3-yl] -3-hydroxy-3- (1H-1,2,4-triazol-3-yl) -propenyone ( 2100) 1 (4- (4-fluorobenzenesulfonyl) thiophen-3-yl) -3-hydroxy-3- (lH-1, 2,4-triazol-3-yl) -propenone (2101) 1- (3- (3-fluorobenzyl) pyrrol-2-yl) -3-hydroxy-3- (1H-1, 2,4-triazol-3-yl) -propenone (2102) 3-hydroxy-1- (3- (pyridin-4-ylmethyl) thiophen-2-yl) -3- (2 H -tetrazol-5-yl) -propenone (2103) 1- (4-benzylthiophen-2-yl) -3-hydroxy-3- (1H-1,2,4-triazol-3-yl) -propenone (2104) l- [(4-n-Butyl-1- (4-methylbenzyl)) pyrrol-2-yl] -3-hydroxy-3- (1H-1,2,4-triazol-3-yl) - propenone (2105) 1- (2H-2- (2-fluorobenzyl) pyrazol-4-yl) -3-hydroxy-3- (2H-tetrazol-5-yl) -propenone (2106) 4- (4-n-Butylfuran-2-yl) -2-hydroxy-4-oxo-2-butenoic acid (2107) l- (2H-2- (4-aminobenzyl) pyrazol-3-yl) -3-hydroxy-3- (2H-tetrazol-5-yl) -propenone (2108) 3-hydroxy-l- (lH-1 - (4-methoxybenzyl) pyrazol-3-yl) -3- (1H-1) , 2,4-triazol-3-yl) -propenone (2109) 2-hydroxy-4- (1H-1- (4-methoxybenzyl) pyrazol-4-yl) -4-oxo-2-butenoic acid (2110) 3-hydroxy-1- (2H-5-phenylthiopyrazol-3-yl) -3- (2H-tetrazol-5-yl) -propenone Experimental example 1 The inhibitory effects of the compounds of the present invention for the HIV-1 integrase 1 have been determined by the test described below. (1) Preparation of DNA solutions. The substrate DNA and the target DNA, whose sequences are indicated below, were synthesized by Amersham Pharmacia Biotech and dissolved in KTE buffer (composition: 100 mM KCl, 1 mM EDTA, 10 mM Tris-HCl (pH 7.6) at a concentration of 2 pmol / μl and 5 pmol / μl, respectively DNA solutions were annealed with each complement by slow cooling after heating (substrate DNA) 5'-Biotin-ACC CTT TTA GTC AGT GTG GAA AAT CTC TAG CAG T-3 '3'- GAA AAT CAG TCA CAC CTT TTA GAG ATC GTC A-5' (Target DNA) 5'- TGA CCA AGG GCT AAT TCA CT-Dig-3 '3'-Dig-ACT GGT TCC CGA TTA AGT GA -5' (2) Calculations of percentage inhibitions (the IC50 values of the test compounds) Streptavidin, obtained from Vector Laboratories, was dissolved in carbonate buffer 0.1 M (composition: 90 mM Na 2 CO 3, 10 mM NaHCO 3) at a concentration of 40 μg / ml. After coating each well of the microtitre squares (obtained from NUNC) with 50 μl of the above solution at 4 ° C overnight, each well was washed twice with PBS (composition: 13.7 mM NaCl, 0.27 mM KCl, Na2HP0 0.43 mM, KH2P04 0.14 mM) and blocked with 300 μl of 1% skim milk in PBS for 30 minutes. In addition, each well was washed twice with PBS and 50 μl of the substrate DNA solution (2 pmol / μl) was added. The microtiter plates were kept at room temperature for 30 minutes. Then, each well was washed twice with PBS and once with water. Subsequently, in each well prepared above, 45 μl of the reaction buffer prepared from 12 μl of the buffer was added (composition: 150 mM MOPS (pH 7.2), 75 mM MnCl2, 50 mM 2-mercaptoethanol, 25% glycerol, 500 μg / ml of fraction V of bovine serum albumin), 1 μl of target DNA (5 pmol / μl), and 32 μl of distilled water. In addition, 6 μl of either a test compound in DMSO or DMSO for the positive control (PC) was mixed with the above reaction buffer, then 9 μl of an integrase solution (30 pmol) was added and mixed thoroughly. In the negative control well (NC), 9 μl of the integrase dilution buffer (composition: 20 mM MOPS (pH 7.2), 400 mM potassium glutamate, 1 mM EDTA, 0.1% NP-40, 20% glycerol, 1 mM DTT, 4 M urea).
The microtiter plates were incubated at 30 ° C for 1 hour. The reaction solution was removed and each well was washed twice with PBS. Subsequently, each well of the microtiter plates was filled with 100 μl of the anti-digoxigenin antibody labeled with alkaline phosphatase (Sheep Fab Fragment: obtained from Boehringer) and incubated at 30 ° C for 1 hour. Then, each well was washed twice with 0.05% Tween 20 in PBS and once with PBS. Then, 150 μl of the alkaline phosphatase reaction buffer (composition: 10 mM p-nitrophenyl phosphate (obtained from Vector Laboratories), 5 mM MgCl 2, 100 mM NaCl, 100 mM Tris-HCl (pH 9.5)) were added to each well. The microtiter plates were incubated at 30 ° C for 2 hours and the reaction was terminated by the addition of 50 μl of a 1 N NaOH solution. The optical density (OD) at 405 nm of each well was measured and the percentage inhibition It was determined by the following expression. Percent inhibition (%) = 100 [l- ((C abs - NC abs.) / (PC abs. - NC abs.).] C abs.; the optical density of the well of the compounds NC abs .; the optical density of the negative control (NC) PC abs .; the optical density of the positive control (PC) When the percentage inhibition (%) is X% at the concentration of x μg / ml and the percent inhibition (%) is Y% at the concentration of y μg / ml, one of which is greater than 50% and the other is less than 50%, the IC50 can be determined by the following expression. IC50 (μg / ml) = x-. { (X-50) (x-y) / (X-Y)} The IC50 values, the concentration of the compounds at 50% percent inhibition, are shown in the following Table 1. Compound No. in Table 1 is the same as compound No. of the previous example.
Table 1 Compound No. IC50 (μg / ml) Compound No. IC50 (μg / ml) 1-2 1.0 1-83 1.5 1-14 0.63 1-85 1.4 1-25 0.59 1-86 0.50 1-31 0.54 1-91 0.60 1-35 1.6 1-94 1.6 1-42 0.53 1-96 0.84 1- 45 0.43 1-97 0.61 1-46 0.42 1-98 0.46 1-49 0.48 1-99 0.66 1-52 0.32 1-100 1.6 1-53 2.4 1-101 0.53 1-54 0.24 1-104 0.58 1-55 0.40 1-106 0.44 1-60 0.69 1-112 0.61 1-61 0.68 1-127 0.35 1-68 0.33 1-150 0.98 1-70 0.42 1-151 0.40 1-74 0.43 1-152 0.48 1-80 0.53 Experimental example 2 (1) Molt-4 cells (2 x 106 cells) were infected with HIV-1 NL432 (4 x 106 cpm), HIV-2 Rod (8 x 106 cpm), SIV mac MA239 (8 x 106 cpm) and SlVagm SA212 (8 x 106 cpm), and incubated for 1 hour at room temperature. Preparation of viruses f Preparation of HIV-1 NL432: S 480 cells were cultured in DMEM medium supplemented with 10% fetal bovine serum using a 25 cm2 flask. The HIV-1 infectious molecular DNA (40 μg), pNL432, transfected into the cells by calcium phosphate coprecipitation method, and 2 ml of supernatant at 2-3 days after transfection, were infected with M8166 cells (1 10b cells; The cells were cultured in 10 ml of RPMI medium supplemented with 10% fetal bovine serum in a CO2 incubator at 37 ° C. After that, apparent giant cells were observed, the cells were removed by centrifugation and the supernatant was removed. filtered with the 0.45 μm filter, the RT activity was measured, and was stored at -80 ° C as a reserve virus of HIV-1 K Preparation of HIV-1 Rod: HIV-2 Rod was infected to the M8166 cells (1 x 106 cells) The cells were cultured in 10 ml of RPMI medium supplemented with 10% fetal bovine serum in a C02 incubator at 37 ° C. After apparent giant cells were observed, the cells were removed by centrifugation and then the supernatant Dante was filtered with a 0.45 μm filter, RT activity was measured, and stored at -80 ° C as the HIV-2 reserve virus. ? Preparation of SIV mac MA239: S 480 cells were cultured in DMEM medium supplemented with 10% fetal bovine serum using the 25 cm2 flask. The infectious molecular DNA SlVmac MA239 (40 μg), pMA239, transfected into the cells by the calcium phosphate coprecipitation method, and 2 ml of the supernatant at 2-3 days after transfection was infected to the CEMX174 cells (1 106 cells). The cells were cultured in 10 ml of RPMI medium supplemented with 10% fetal bovine serum in the CO2 incubator at 37 ° C. After apparent giant cells were observed, the cells were removed by centrifugation and then the supernatant was filtered with a 0.45 μm filter, the RT activity was measured, and stored at -80 ° C as the SlVmac reserve virus. μ Preparation of SlVagm SA212: S 480 cells were cultured in DMEM medium supplemented with 10% fetal bovine serum using the 25 cm2 flask. The infectious molecular DNA SlVagm SA212 (40 μg), pSA212, transfected into the cells by the calcium phosphate coprecipitation methods, and 2 ml of the supernatant at 2-3 days after transfection was infected to the M8166 cells (1 106 cells). The cells were cultured in 10 ml of RPMI medium supplemented with 10% fetal bovine serum in a CO2 incubator at 37 ° C. Every 3 days, the cells were separated from the supernatant by centrifugation and the culture was continued with fresh medium. Each supernatant was filtered with a 0.45 μm filter, the RT activity was measured, and stored at -80 ° C as the SlVagm reserve virus. (2) The cells were washed twice to remove the viruses and suspended in 10 ml of RPMI medium supplemented with 10% fetal bovine serum. 100 μl of the infected cells were plated in the 96-well microtiter plates containing the 5 serial dilutions of the compounds (100 μl) and cultured in the CO2 incubator at 37 ° C. (3) The supernatant at 5 days after infection was harvested and the amount of the virus was measured by RT activity. Preparation of the solution for the RT test: In 90 μl of a reaction mixture containing 50 mM Tris-HCl, pH 8.3, 150 mM KCl, 10 mM MgCl 2, 0.1% Nonidet P-40, 10 mM DTT (dithiothreitol), 5 μg / ml poly (rA), 5 μg / ml (dT)? 2-? 8 and 1 μCi of [3 H] dTTP at final concentration after mixing a sample (10 μl). RT assay procedure: 1. 10 μl of the sample was plated in 3 wells of the 96-well microtiter plate (triplicate assay). 2. 90 μl of the reaction mixture cooled to 4 ° C were added to each well, mixed and then incubated at 37 ° C for 3 hours. 3. After incubation, the plate was cooled on ice, and passed through a DEAE-Filtermat using the cell harvester. The filter was washed with 4.5% Na2HP04 (20 seconds) and water (10 seconds). 4. The filter was dried at 95 ° C for 15 minutes. 5. 10 ml of the scintillator was added and sealed. 6. Radioactivity was measured by scintillation spectroscopy in LKB Beta Plate. 7. RT activity (cpm / ml) was calculated from the average of three wells. (4) The activity of RT in the absence of the drug was calculated as 100% viral replication and then 50% of the inhibitory concentration (EC50) of the sample was determined from the RT activity of each well as shown in Table 2 Table 2 Anti-HIV / SIV activity (EC50: ng / ml) As shown in Table 2, compound 1-42 showed antiviral activity against HIV-1, HIV-2, SlVmac and SlVagm. Thus, compound 1-42 was an effective drug not only for HIV-1 but also for HIV-2 and SIV infection. As shown in Table 2, the nucleotide analogue inhibitors AZT; d4T and 3TC, which inhibited the RT activity of various retroviruses, were used as a positive control, and S-1153 and nevirapine, which are specific non-nucleotide inhibitors of HIV-1, were used as a negative control.
EXPERIMENTAL EXAMPLE 3 (1) Samples diluted to a fifth in series were placed in 24-well microtiter plates. Feline T cell lines (MYA-1 cells: 4 x 10 5 cells / well) and feline immunodeficiency virus (FIV TM-2 strain: 3000 cpm / well) were added to each well. Cells were cultured with 1.5 ml of RPMI medium supplemented with 10% fetal bovine serum, 2 μg / ml polybrene, 100 units / ml of recombinant human IL-2 and 50 μM of 2-mercaptoethanol in a C02 to 37 incubator. ° C. 1. Preparation of FIV TM-2: FIV TM-2 was infected to MYA-1 cells (1 x 106 cells). The cells were cultured in 10 ml of RPMI medium supplemented with 10% fetal bovine serum, 2 μg / ml polybrene, 100 units / ml human recombinant IL-2 and 50 μM 2-mercaptoethanol in a 37 ° C CO2 incubator. C. Every 1-2 days, the cells were separated from the supernatant by centrifugation and the culture was continued with fresh medium. Each supernatant was filtered with a 0.45 μm filter, the RT activity was measured, and stored at -80 ° C as the FIV reserve virus. (2) Every 1-2 days, the supernatants were measured by the amount of the virus by RT activity (same as experimental example 2). (3) Using the data at 10 days after infection, the RT activity in the absence of the drug was calculated as 100% viral replication and then 50% inhibitory concentration (EC50) of the sample was determined from the RT activity of each well, as shown in Table 3.
Table 3 Anti-HIV / SIV Activity (EC50: ng / mg) As shown in Table 3, compound 1-42 showed antiviral activity not only against HIV-1 and SIV but also against FIV. Thus, compound I-42 is an effective drug for infection by FIV.
EXPERIMENTAL EXAMPLE 4 The inhibitory effects of the compounds of the present invention for MoMLV integrase have been determined by the assay described below. Because the substrate and target DNA were the same as those used in Experimental Example 1, the description of those is omitted. In each well of the plates prepared in the same way as in the experimental example 1, 50 μl of the reaction buffer (composition: 30 mM MOPS (pH 7.2), 15 mM MnCl2, 10 mM 2-mercaptoethanol, 5% glycerol, 100 μg / ml of fraction V of bovine serum albumin) was added. Then, 9 μl of an integrase solution (30 pmol) was added and mixed thoroughly. In the well for the negative control, 9 μl of the intregasa dilution buffer (composition: 20 mM MOPS (pH 7.2), 400 mM potassium glutamate, 1 mM EDTA, 0.1% NP-40, 20% glycerol were added. , 1 mM DTT, 4 M urea). After the microtiter plate was incubated at 30 ° C for 30 minutes, the reaction solution was removed and each well was washed three times with 200 μl of the reaction buffer without 15 mM MnCD. In each well, 53 μl of the fresh reaction buffer was added. Subsequently, 1 μl of target DNA (5 pmol / μl) and 6 μl of either a test compound in DMSO or DMSO for the positive control (PC) were added in each well and mixed thoroughly. After the microtiter plates were incubated for 30 minutes at 30 ° C, the reaction solution was removed and each well was washed twice with PBS. Subsequently, each well of the microtitre plates was filled with 100 μl of the anti-digoxigenin antibody labeled with alkaline phosphatase (sheep Fab fragment: obtained from Boehringer) and incubated at 30 ° C for 1 hour. Then, each well was washed twice with 0.05% Tween 20 in PBS and once with PBS. Then, 150 μl of the alkaline phosphatase reaction buffer (composition: 10 mM p-nitrophenyl phosphate (obtained from Vector Laboratories), 5 mM MgCl 2, 100 mM sodium chloride, 100 mM Tris-HCl (pH 9.5) were added to each well. ). The microtiter plates were incubated at 30 ° C for 2 hours and the reaction was terminated by the addition of 50 μl of 1 N NaOH solution. The optical density (OD) at 405 nm of each well was measured and the percent of Inhibition was determined by the following expression. Percent inhibition (%) = 100 [1-. { (C abs. - NC abs.) / (PC abs. - NC abs.)} J C abs.; the optical density of the well of the compounds NC abs .; the optical density of the negative control (NC) PC abs .; the optical density of the positive control (PC) When the percentage inhibition (%) is X% at the concentration of x μg / ml and percentage inhibition (%) is Y% at the concentration of y μg / ml, one of which is greater than 50% and the other is less than 50%, the IC50 can be determined by the following expression. IC50 (μg / ml) = x-. { (X-50) (x-y) / (X-Y)} The IC50 value, the concentration of the compounds at the percentage inhibition of 50%, is shown in the following Table 4. Compound No. of Table 4 is the same as that of Compound No. of the example.
Table 4 As shown in Table 4, the compound (I-42) inhibits not only an HIV integrase classified in the genus lentivirus, but also that of the MoMLV classified in the genus oncorretrovirus. Therefore, the compound of the present invention can be used as follows when a retroviral vector derived from MLV is used in the field of gene therapy. 1) The present compound can be used to suppress the spread of retroviral vector infection on non-target tissues. Especially, a prior administration of the compound of the present invention prevents unnecessary infection in the event that cells and the like are infected by such vector in vitro, and then put back into the body. 2) If a replicable virus is produced by recombination with an endogenous vector and virus, the present compound can be used as an inhibitor of an integrase of such a virus.
Formulation Example It should be noted that the following Formulation Examples 1 to 8 are merely illustrative, and are not intended to limit the scope of the invention. The term "active ingredient" means the compounds of the present invention, the prodrugs thereof, their pharmaceutically acceptable salts, or their hydrates.
Formulation Example 1 Hard gelatin capsules are prepared using the following ingredients: Dosage (mg / capsule) Active ingredient 250 Starch, dehydrated 200 Magnesium stearate 10 Total 460 mg Formulation Example 2 A tablet is prepared using the following ingredients: Dosage (mg / tablet) Active ingredient 250 Cellulose, microcrystals 400 Silicon dioxide, smoked 10 Stearic acid 5 Total 665 mg The components are mixed and compressed to form tablets each weighing 665 mg.
Formulation Example 3 An aerosol solution was prepared containing the following components: Weight Active ingredient 0.25 Ethanol 25.75 Propellant 22 (chlorodifluoromethane) 74.00 Total 100.00 The active ingredient is mixed with ethanol and the mixture added to a portion of propellant 22, cooled to -30 ° C and transferred to a filler device. The required amount is then fed to a stainless steel vessel and diluted with the rest of the propellant. The valve units are then adjusted to the container.
Formulation Example 4 Tablets each containing 60 mg of the active ingredient are prepared as follows.
Active ingredient 60 mg Starch 45 mg Microcrystalline cellulose 35 mg Polyvinylpyrrolidone (as a 10% solution in water) 4 mg Carboxymethylstarch 4,. 5 mg Magnesium stearate 0,. 5 mg Talc 1 mg Total 150 mg The active ingredient, starch, and cellulose are passed through a No. 45 mesh North American sieve and mixed thoroughly. The aqueous solution containing the polyvinylpyrrolidone is mixed with the resulting powder, and the mixture is then passed through a No. 14 American mesh screen. The granules thus produced are dried at 50 ° C and passed through the US No. 18 mesh sieve. Sodium carboxymethylstarch, magnesium stearate and talc, previously passed through a No. 60 mesh American sieve, were then added to the granules which, after mixing, it is compressed in a tabletting machine to produce tablets weighing 150 mg each.
Formulation Example 5 They are made as follows, capsules each containing 80 mg of the active ingredient: 7i: Active ingredient 80 mg Starch 59 mg Microcrystalline cellulose 59 mg Magnesium stearate 2 mg Total 200 mg The active ingredient, cellulose, starch and magnesium stearate are mixed, passed through a No. 45 mesh American sieve, and filled into hard gelatin capsules in amounts of 200 mg.
Formulation Example 6 They are prepared as follows, suppositories each containing 225 mg of the active ingredient: Active ingredient 225 mg Saturated fatty acid glycerides 2000 mg Total 2225 mg The active ingredient was passed through a No. 60 North American mesh screen and suspended in the previously melted saturated fatty acid glycerides, using the minimum heat required. The mixture is then emptied into a suppository mold with a nominal capacity of 2 grams and allowed to cool.
Formulation Example 7 They are prepared as follows, suspensions each containing 50 mg of the active ingredient per dose of 5 ml: Active ingredient 50 mg Sodium carboxymethylcellulose 50 mg Syrup 1.25 ml Benzoic acid solution 0.10 ml Taste css Color css Water purifies cbp 5 ml The active ingredient is passed through a No. 45 mesh American sieve, and mixed with the sodium carboxymethyl cellulose and the syrup to form a smooth paste. The benzoic acid solution, the softener and the color are diluted, with a portion of the water and added, with agitation. Sufficient water is then added to produce the required volume.
Formulation Example 8 An intravenous formulation can be prepared, as follows: Active ingredient 100 mg Isotonic saline solution 1000 ml The solution of the above ingredients is generally administered intravenously to a subject at a rate of 1 ml per minute.
Possibility of Industrial Application The present compound, the tautomer, the prodrug, the pharmaceutically acceptable salt, or the hydrate thereof has an inhibitory activity against the integrase and is efficient for the treatment of AIDS and similar as an antiviral agent, an anti-viral agent. HIV, and the like. In addition, the present invention provides the present compound, the tautomer, the prodrug, the pharmaceutically acceptable salt, or the hydrate thereof, the pharmaceutical composition containing them, the antiviral agent, the anti-HIV agent, the integrase inhibitor and the medical anti-HIV mixture, which are useful not only as an anti-HIV agent, but also as an agent for the treatment of AIDS, for example, AIDS and the AIDS-related clinical condition, such as the AIDS-related complex, progressive generalized lymphadenia (PGL), Kaposi's sarcoma, Pneumocystis carini pneumonia, sudden thrombocytopenic purpura, neurological condition related to AIDS such as AIDS dementia complex, AIDS cerebral fever, multiple sclerosis or tropical paraparesis, treatment of a positive condition of the anti-HIV antibody, and HIV, which includes the treatment of an asymptomatic patient. On the other hand, an amino acid sequence of an integrase of a retrovirus is highly conserved. Since the present compound appears to bind to the surroundings of an active site of an integrase, the present compound is useful for treating an infectious disease caused by other retroviruses. Therefore, the present compound can inhibit not only an integrase of an HIV-1, but also that of a retrovirus such as HIV-2 (Human immunodeficiency virus type 2), HTLV-1 (type 1 virus of the Human T cell leukemia), FIV (Feline Immunodeficiency Virus), SIV (Simian Immunodeficiency Virus) and suppresses a replication thereof. Therefore, the present compound, the tautomer, the prodrug, the pharmaceutically acceptable salt or the hydrate thereof, and the pharmaceutical composition containing them, are useful as an antiviral agent, an antiretroviral agent, an anti-HIV agent, an anti-HTLV-1 agent, an anti-SIV agent or an anti-FIV agent. In addition, the present compound, which inhibits an integrase of a virus (especially, Lentivirus), can be used for gene therapy. The process for producing the present compound and the intermediate thereof is useful for preparing an integrase inhibitor, an antiviral agent, an antiretroviral agent, an anti-HIV agent, an anti-HTLV-1 agent, an anti-SIV agent, a anti-FIV agent and the like. While a peptide protease inhibitor is more expensive, difficult to prepare continuously, and therefore difficult to apply to a treatment for HIV infectious disease in developing countries, the present process makes it possible to produce the present compound economically, to provide the present compound, and apply the present compound to a treatment for the infectious disease by HIV in the developing country. It is noted that in relation to this date, the best method known to the applicant to carry out the aforementioned invention is that which is clear from the present description of the invention.

Claims (2)

  1. CLAIMS Having described the invention as above, the content of the following claims is claimed as property: 1. A pharmaceutical composition for the inhibition of an integrase containing as an active ingredient a compound of the formula (I): characterized in that X is hydroxyl, protected hydroxyl or optionally substituted amino; Y is -COORA wherein RA is hydrogen or an ester residue, -CONRBRc wherein RB and Rc each is independently hydrogen or an amide residue, optionally substituted aryl or optionally substituted heteroaryl; and A1 is optionally substituted heteroaryl; with the proviso that a compound wherein Y and / or A1 is optionally substituted indol-3-yl, is excluded, a tautomer, a prodrug, a pharmaceutically acceptable salt or a hydrate thereof.
  2. 2. A compound of the formula (I): (I) characterized in that X is hydroxyl, protected hydroxyl or optionally substituted amino; Y is -CONRBRc wherein RB and Rc are each independently hydrogen or an amide residue, or optionally substituted heteroaryl; and A1 is optionally substituted heteroaryl; with the proviso that a compound wherein Y and / or A1 is optionally substituted indol-3-yl, be excluded, a tautomer, a prodrug, a pharmaceutically acceptable salt or a hydrate thereof; with the proviso that the compounds wherein (1) X is hydroxyl, Y and A1 are pyridyl; (2) X is hydroxyl, Y and A1 are 2-furyl; (3) X is hydroxyl, one is Y and A1 is 2-thienyl, the other is 5-ethoxycarbonylmethylsulfanyl-lH-1,2,4-triazol-3-yl, 5-p-tolylamino-1H-1, 2, 4-triazol-3-yl, 5-phenylamino-1H-1, 2,4-triazol-3-yl, 5-hydrazino-lH-l, 2,4-triazol-3-yl, 5- (3,6) -dioxo-hexahydro-pyridazin-4-sulfanyl) -Hl, 2,4-triazol-3-yl, 5- [3- (3, 4-dimethylphenyl) -6-oxo-1-phenyl-1, 4,5 , 6-tetrahydro-pyridazin-4-ylsulfanyl] -1H-1,2,4-triazol-3-yl, 5- (1,2-dicarboxyethylsulfanyl) -1H, 1,2,4-triazol-3-yl, 5- [1-carboxy-3- (3,4-dimethylphenyl) -3-oxo-propylsulphane] -1H-1,2,4-triazol-3-yl, or 5- (2-cyano-2-ethoxycarbonyl- l-phenyl-ethylsulfanyl) -1H-1,2,4-triazol-3-yl; (4) X is hydroxyl, Y and A1 are [3- (2-methoxycarbonylethyl) -4-methoxycarbonylmethyl-5-methyl] -lH-pyrrol-2-yl and (5) X is hydroxyl, Y and A1 are 3- methylpyrazol-1-yl; (6) X are hydroxyl, Y and A1 are 4-chloropyridin-3-yl; (7) X is hydroxyl, one is Y and A1 is 5-bromo-2-furyl, the other is 2-thienyl, 4-bromo-2-thienyl, 5-bromo-2-thienyl or 4,5-dibromo- 2-thienyl: and (8) X is hydroxyl, one of Y and A1 is 2-selenyl or 5-nitro-2-selenyl, the other is 2-furyl or 2-selenyl; are excluded, 3. A compound of the formula (II): II) characterized in that X is hydroxyl, protected hydroxyl or optionally substituted amino; Y is -COORA wherein R is hydrogen or an ester residue, -CONRBRc wherein RB and Rc each is independently hydrogen or an amide residue, optionally substituted aryl or optionally substituted heteroaryl; A1 is optionally substituted heteroaryl; Z1 and Z3 each independently is a bond, a lower alkylene or a lower alkenylene; Z2 and Z4 each independently is a bond, lower alkylene, lower alkenylene, -CH (OH) -, -S-, -SO-, -S02-, S02NR21, -NR21S02-, -0-, -NR21", - NR21C0-, -CONR21-, -C (= 0) -0-, -0-C (= 0) - or -C0-, R21 is hydrogen, lower alkyl or lower alkenyl, R1 is optionally substituted aryl, optionally substituted heteroaryl optionally substituted cycloalkyl, optionally substituted cycloalkenyl or optionally substituted heterocycle, R2 is optionally substituted lower alkyl, optionally substituted lower alkyloxy, optionally substituted lower alkyloxycarbonyl, optionally substituted aryl, optionally substituted aryloxy, optionally substituted aryloxycarbonyl, carboxyl, optionally substituted cycloalkyl, hydroxyl, mercapto, optionally substituted amino, nitro or halogen, and p is 0 or 1, with the proviso that the compounds wherein (1) Y and / or A1 is optionally substituted indol-3-yl and (2) X is hydroxyl, Y is 2-thienyl, A1 is 1H-1, 2, -triazol-3-yl, Z1 and Z3 are each a bond, Z2 is -NH-, R1 is phenyl or p-tolyl, and p is 0, are excluded, a tautomer, a prodrug, a pharmaceutically acceptable salt or a hydrate thereof. The compound according to claim 2 or 3, characterized in that A1 is optionally substituted furyl, optionally substituted thienyl, optionally substituted pyrrolyl, optionally substituted imidazolyl, optionally substituted pyrazolyl, optionally substituted benzofuryl, optionally substituted benzothienyl, optionally substituted benzimidazolyl, indolidinyl. optionally substituted, optionally substituted quinolinyl, optionally substituted isoxazolyl, optionally substituted pyridyl, optionally substituted thiazolyl or optionally substituted oxazolyl, a tautomer, a prodrug, a pharmaceutically acceptable salt or a hydrate thereof. The compound according to claim 4, characterized in that A1 is optionally substituted furyl, optionally substituted thienyl, optionally substituted pyrrolyl, optionally substituted imidazolyl, optionally substituted pyrazolyl, optionally substituted isoxazolyl, optionally substituted pyridyl, optionally substituted thiazolyl or optionally substituted oxazolyl , a tautomer, a prodrug, a pharmaceutically acceptable salt or a hydrate thereof. 6. The compound according to claim 5, characterized in that A1 is optionally substituted furyl, optionally substituted pyrrolyl or optionally substituted oxazolyl, a tautomer, a prodrug, a pharmaceutically acceptable salt or a hydrate thereof. The compound according to any of the preceding claims 3 to 6, characterized in that Y is -COOR wherein RA is hydrogen or an ester residue, -CONRBRc wherein RB and Rc are each independently hydrogen or an amide residue , or heteroaryl optionally substituted with a substituent selected from the group consisting of halogen, lower alkyl, lower haloalkyl, lower alkyloxy (lower alkyl), carboxyl, lower alkyloxycarbonyl, (optionally substituted aryl) - (lower alkyl) and optionally substituted arylsulfonyl, a tautomer, a prodrug, a pharmaceutically acceptable salt or a hydrate thereof. 8. The compound according to claim 7, characterized in that Y is -COOH; tetrazolyl optionally substituted with lower alkyl or (lower alkyloxy) (lower alkyl); triazolyl optionally substituted with halogen, lower alkyl, lower haloalkyl or (lower alkyloxy) (lower alkyl); pyridyl optionally substituted with lower alkyl, carboxyl or lower alkyloxycarbonyl; pyrrolyl optionally substituted with lower alkyl or optionally substituted aryisulfonyl; isoquinolinyl optionally substituted with lower alkyl; pyrandinyl optionally substituted with lower alkyl; pyrimidinyl optionally substituted with lower alkyl; oxadiazolyl optionally substituted with optionally substituted aryl or lower alkyl; isoxazolyl optionally substituted with lower alkyl; thiazolyl optionally substituted with lower alkyl; thienyl optionally substituted with lower alkyl; furyl optionally substituted with lower alkyl; thiadiazolyl optionally substituted with lower alkyl; oxazolyl optionally substituted with lower alkyl; or imidazolyl optionally substituted with lower alkyl; a tautomer, a prodrug, a pharmaceutically acceptable salt or a hydrate thereof. The compound according to claim 8, characterized in that Y is tetrazolyl optionally substituted with lower alkyl or (lower alkyloxy) (lower alkyl); triazolyl optionally substituted with halogen, lower alkyl, lower haloalkyl or (lower alkyloxy) (lower alkyl), pyridyl optionally substituted with lower alkyl, carboxyl or lower alkyloxycarbonyl; or pyrimidyl optionally substituted with lower alkyl; a tautomer, a prodrug, a pharmaceutically acceptable salt or a hydrate thereof. The compound according to any of claims 2 to 9 characterized in that X is hydroxyl, a tautomer, a prodrug, a pharmaceutically acceptable salt or a hydrate thereof. 11. The compound according to claims 3 to 10, characterized in that Z1 and Z3 are each a bond, a tautomer, a prodrug, a pharmaceutically acceptable salt or a hydrate thereof. 12. The compound according to any of claims 3 to 11, characterized in that Z2 is a bond, -CO-, -O-, -S-, -S02-, -CH2- or - (CH2) 2-, a tautomer, a prodrug, a pharmaceutically acceptable salt or a hydrate thereof. 13. The compound according to any of claims 3 to 12, characterized in that R1 is optionally substituted phenyl, a tautomer, a prodrug, a pharmaceutically acceptable salt or a hydrate thereof. 14. The compound according to claim 13, characterized in that R1 is p-21. A pharmaceutical composition having an apti-SIV activity, characterized per capita acitiaie cerro and active ingredient the compound according to any of claims 2 to 14. 22. A pharmaceutical composition that inhibits integrase, characterized in that an active ingredient has the compound according to any of claims 2 to 14. 23. Lha medical anti-HIV vaccine or one or two inhibitors selected from a group consisting of an inhibitor of absorption, a TAT inhibitor, a REV inhibitor, a reverse transcriptase inhibitor, and a protease inhibitor. , in addition to the integrase inhibitor according to claims 1 or 22. 24. The pharmaceutical composition according to claims 1 or 22, characterized in that it improves an anti-HIV activity of one or two inhibitors selected from a group consisting of an inhibitor of absorption, a TAT inhibitor, a REV inhibitor, a reverse transcriptase inhibitor, and a protease inhibitor. 25. A method for treating AIDS comprising administering the compound according to any of claims 1 to 14. fluorophenyl, a tautomer, a prodrug, a pharmaceutically acceptable salt or a hydrate thereof. 15. A pharmaceutical composition characterized per se as an active ingredient the compound according to any of claims 2 to 14. 16. A pharmaceutical composition having an aptiviral activity, characterized in that the compound in accordance with any of claims 2 to 14. 17. A pharmaceutical composition having an aitiretrsviral activity, characterized perqué or ptiere cartO an active ingredient the compound according to any of claims 2 to 14. 18. The pharmaceutically active compound has an anti-HIV activity, which contains as an active ingredient the compound according to any of claims 2 to 14. 19. It was characterized by an anti-HTLV-1 activity, which contains as an active ingredient the compound according to any of claims 2 to 14. 20. Lha carposiam pharmaceutical characterized perquia tiaie an anti-FIV activity, which contains as an active ingredient the compound according to any of claims 2 to 14. 26. The use of the compound according to any of claims 1 to 14, characterized in that it is for the manufacture of a medicament for treating AIDS. 27 A process for producing a compound of the formula (V): wherein A1 is an optionally substituted heteroaryl and A is CW wherein W is hydrogen, lower alkyl, lower haloalkyl or halogen, or N with the proviso that a compound wherein A1 is optionally substituted indol-3-yl, is excluded, characterized in that it comprises reacting a compound of the formula (III): (III) wherein A1 is as defined above, with a compound of the formula (IV): (IV) wherein A is as defined above, Q is a protecting group and L is a leaving group, in the presence of a base, and deprotecting Q. 28. The process according to claim 27, characterized in that a group of the formula: is a group of the formula: wherein A1 optionally substituted heteroaryl; Z1 and Z3 each independently is a bond, lower alkylene or lower alkenylene; Z2 and Z4 are each independently a bond, lower alkylene, lower alkenylene, -CH (OH) -, -S-, -SO-, -S02NR21-, -NR21S02-, -O-, -NR21-, -NR21CO- , -CONR21, -C = (0) -0-, -0-C (= 0) - or -CO-; R21 is hydrogen, lower alkyl or lower alkenyl; R1 is optionally substituted aryl, optionally substituted heteroaryl, optionally substituted cycloalkyl, optionally substituted cycloalkenyl, or optionally substituted heterocycle; R2 is optionally substituted lower alkyl, optionally substituted lower alkyloxy, optionally substituted lower alkyloxycarbonyl, optionally substituted aryl, optionally substituted aryloxy, optionally substituted aryloxycarbonyl, carboxyl, cycloalkyl, hydroxyl, mercapto, optionally substituted amino, nitro or halogen; and p is 0 or 1; with the proviso that a group wherein A1 is optionally substituted indol-3-yl is excluded, 29. The process according to claim 28, characterized in that A1 is optionally substituted furyl, Z1 and Z3 is each a bond, Z2 is a bond, -CO-, -0-, -S-, -S02-, -CH2- or - (CH2) 2- and R1 is optionally substituted phenyl, 30. A compound of the formula (VI): caré terizad. because 7T is MI enamel, -CO-, -O-, -CH2-, or - (CH2) 2- and R is optionally substituted phenyl, 31. A compound of the formula (VI): characterized in that Z2 is -CH2- or - (CH2) 2- and R1 is phenyl optionally substituted with halogen, A compound of the formula (IV): (IV) perqué A is C-W wherein it is hydrogen, lower alkyl, lower haloalkyl or halogen or N, Q is trifly and L is ethoxy. AROMATIC HETEROCICLIC COMPOUNDS THAT HAVE INHIBITORY ACTIVITIES OF THE INTEGRATION OF THE VIRUS OF HUMAN UNODEFICIENCY SUMMARY OF THE INVENTION A compound of the formula (I): (I) wherein X is hydroxyl, protected hydroxyl or optionally substituted amino; Y is -COORA wherein RA is hydrogen or an ester residue, -CONRBRc wherein RB and Rc each is independently hydrogen or an amide residue, optionally substituted aryl or optionally substituted heteroaryl; and A1 is optionally substituted heteroaryl; with the proviso that a compound wherein Y and / or A1 is optionally substituted indol-3-yl, is excluded, a tautomer, a prodrug, a pharmaceutically acceptable salt or a hydrate thereof has an inhibitory activity against an integrase.
MXPA/A/2001/006546A 1998-12-25 2001-06-25 Aromatic heterocycle compounds having hiv integrase inhibiting activities MXPA01006546A (en)

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JP10/371270 1998-12-25
JP11/247479 1999-09-01

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MXPA01006546A true MXPA01006546A (en) 2002-03-05

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