WO1997015553A1 - Derives de l'acide hydroxamique - Google Patents
Derives de l'acide hydroxamique Download PDFInfo
- Publication number
- WO1997015553A1 WO1997015553A1 PCT/JP1996/003077 JP9603077W WO9715553A1 WO 1997015553 A1 WO1997015553 A1 WO 1997015553A1 JP 9603077 W JP9603077 W JP 9603077W WO 9715553 A1 WO9715553 A1 WO 9715553A1
- Authority
- WO
- WIPO (PCT)
- Prior art keywords
- alkyl
- acid derivatives
- represents hydrogen
- hyroxamic acid
- hyroxamic
- Prior art date
Links
- 239000002253 acid Substances 0.000 title abstract 2
- 125000000217 alkyl group Chemical group 0.000 abstract 3
- 229910052739 hydrogen Inorganic materials 0.000 abstract 2
- 239000001257 hydrogen Substances 0.000 abstract 2
- 125000004435 hydrogen atom Chemical class [H]* 0.000 abstract 2
- NEAQRZUHTPSBBM-UHFFFAOYSA-N 2-hydroxy-3,3-dimethyl-7-nitro-4h-isoquinolin-1-one Chemical compound C1=C([N+]([O-])=O)C=C2C(=O)N(O)C(C)(C)CC2=C1 NEAQRZUHTPSBBM-UHFFFAOYSA-N 0.000 abstract 1
- 206010028980 Neoplasm Diseases 0.000 abstract 1
- 201000011510 cancer Diseases 0.000 abstract 1
- 230000008595 infiltration Effects 0.000 abstract 1
- 238000001764 infiltration Methods 0.000 abstract 1
- 230000002401 inhibitory effect Effects 0.000 abstract 1
- 239000011159 matrix material Substances 0.000 abstract 1
- 230000001394 metastastic effect Effects 0.000 abstract 1
- 206010061289 metastatic neoplasm Diseases 0.000 abstract 1
- 201000008482 osteoarthritis Diseases 0.000 abstract 1
- 230000003449 preventive effect Effects 0.000 abstract 1
- 150000003839 salts Chemical class 0.000 abstract 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D213/00—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members
- C07D213/02—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members having three double bonds between ring members or between ring members and non-ring members
- C07D213/04—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members having three double bonds between ring members or between ring members and non-ring members having no bond between the ring nitrogen atom and a non-ring member or having only hydrogen or carbon atoms directly attached to the ring nitrogen atom
- C07D213/24—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members having three double bonds between ring members or between ring members and non-ring members having no bond between the ring nitrogen atom and a non-ring member or having only hydrogen or carbon atoms directly attached to the ring nitrogen atom with substituted hydrocarbon radicals attached to ring carbon atoms
- C07D213/36—Radicals substituted by singly-bound nitrogen atoms
- C07D213/40—Acylated substituent nitrogen atom
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C259/00—Compounds containing carboxyl groups, an oxygen atom of a carboxyl group being replaced by a nitrogen atom, this nitrogen atom being further bound to an oxygen atom and not being part of nitro or nitroso groups
- C07C259/04—Compounds containing carboxyl groups, an oxygen atom of a carboxyl group being replaced by a nitrogen atom, this nitrogen atom being further bound to an oxygen atom and not being part of nitro or nitroso groups without replacement of the other oxygen atom of the carboxyl group, e.g. hydroxamic acids
- C07C259/06—Compounds containing carboxyl groups, an oxygen atom of a carboxyl group being replaced by a nitrogen atom, this nitrogen atom being further bound to an oxygen atom and not being part of nitro or nitroso groups without replacement of the other oxygen atom of the carboxyl group, e.g. hydroxamic acids having carbon atoms of hydroxamic groups bound to hydrogen atoms or to acyclic carbon atoms
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C271/00—Derivatives of carbamic acids, i.e. compounds containing any of the groups, the nitrogen atom not being part of nitro or nitroso groups
- C07C271/06—Esters of carbamic acids
- C07C271/08—Esters of carbamic acids having oxygen atoms of carbamate groups bound to acyclic carbon atoms
- C07C271/10—Esters of carbamic acids having oxygen atoms of carbamate groups bound to acyclic carbon atoms with the nitrogen atoms of the carbamate groups bound to hydrogen atoms or to acyclic carbon atoms
- C07C271/12—Esters of carbamic acids having oxygen atoms of carbamate groups bound to acyclic carbon atoms with the nitrogen atoms of the carbamate groups bound to hydrogen atoms or to acyclic carbon atoms to hydrogen atoms or to carbon atoms of unsubstituted hydrocarbon radicals
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C271/00—Derivatives of carbamic acids, i.e. compounds containing any of the groups, the nitrogen atom not being part of nitro or nitroso groups
- C07C271/06—Esters of carbamic acids
- C07C271/08—Esters of carbamic acids having oxygen atoms of carbamate groups bound to acyclic carbon atoms
- C07C271/26—Esters of carbamic acids having oxygen atoms of carbamate groups bound to acyclic carbon atoms with the nitrogen atom of at least one of the carbamate groups bound to a carbon atom of a six-membered aromatic ring
- C07C271/28—Esters of carbamic acids having oxygen atoms of carbamate groups bound to acyclic carbon atoms with the nitrogen atom of at least one of the carbamate groups bound to a carbon atom of a six-membered aromatic ring to a carbon atom of a non-condensed six-membered aromatic ring
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C311/00—Amides of sulfonic acids, i.e. compounds having singly-bound oxygen atoms of sulfo groups replaced by nitrogen atoms, not being part of nitro or nitroso groups
- C07C311/30—Sulfonamides, the carbon skeleton of the acid part being further substituted by singly-bound nitrogen atoms, not being part of nitro or nitroso groups
- C07C311/45—Sulfonamides, the carbon skeleton of the acid part being further substituted by singly-bound nitrogen atoms, not being part of nitro or nitroso groups at least one of the singly-bound nitrogen atoms being part of any of the groups, X being a hetero atom, Y being any atom, e.g. N-acylaminosulfonamides
- C07C311/46—Y being a hydrogen or a carbon atom
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D295/00—Heterocyclic compounds containing polymethylene-imine rings with at least five ring members, 3-azabicyclo [3.2.2] nonane, piperazine, morpholine or thiomorpholine rings, having only hydrogen atoms directly attached to the ring carbon atoms
- C07D295/04—Heterocyclic compounds containing polymethylene-imine rings with at least five ring members, 3-azabicyclo [3.2.2] nonane, piperazine, morpholine or thiomorpholine rings, having only hydrogen atoms directly attached to the ring carbon atoms with substituted hydrocarbon radicals attached to ring nitrogen atoms
- C07D295/12—Heterocyclic compounds containing polymethylene-imine rings with at least five ring members, 3-azabicyclo [3.2.2] nonane, piperazine, morpholine or thiomorpholine rings, having only hydrogen atoms directly attached to the ring carbon atoms with substituted hydrocarbon radicals attached to ring nitrogen atoms substituted by singly or doubly bound nitrogen atoms
- C07D295/125—Heterocyclic compounds containing polymethylene-imine rings with at least five ring members, 3-azabicyclo [3.2.2] nonane, piperazine, morpholine or thiomorpholine rings, having only hydrogen atoms directly attached to the ring carbon atoms with substituted hydrocarbon radicals attached to ring nitrogen atoms substituted by singly or doubly bound nitrogen atoms with the ring nitrogen atoms and the substituent nitrogen atoms attached to the same carbon chain, which is not interrupted by carbocyclic rings
- C07D295/13—Heterocyclic compounds containing polymethylene-imine rings with at least five ring members, 3-azabicyclo [3.2.2] nonane, piperazine, morpholine or thiomorpholine rings, having only hydrogen atoms directly attached to the ring carbon atoms with substituted hydrocarbon radicals attached to ring nitrogen atoms substituted by singly or doubly bound nitrogen atoms with the ring nitrogen atoms and the substituent nitrogen atoms attached to the same carbon chain, which is not interrupted by carbocyclic rings to an acyclic saturated chain
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07K—PEPTIDES
- C07K5/00—Peptides containing up to four amino acids in a fully defined sequence; Derivatives thereof
- C07K5/04—Peptides containing up to four amino acids in a fully defined sequence; Derivatives thereof containing only normal peptide links
- C07K5/06—Dipeptides
- C07K5/06008—Dipeptides with the first amino acid being neutral
- C07K5/06017—Dipeptides with the first amino acid being neutral and aliphatic
- C07K5/06034—Dipeptides with the first amino acid being neutral and aliphatic the side chain containing 2 to 4 carbon atoms
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K38/00—Medicinal preparations containing peptides
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Health & Medical Sciences (AREA)
- Life Sciences & Earth Sciences (AREA)
- Biochemistry (AREA)
- Biophysics (AREA)
- General Health & Medical Sciences (AREA)
- Genetics & Genomics (AREA)
- Medicinal Chemistry (AREA)
- Molecular Biology (AREA)
- Proteomics, Peptides & Aminoacids (AREA)
- Acyclic And Carbocyclic Compounds In Medicinal Compositions (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
Abstract
L'invention porte sur des dérivés de l'acide hydroxamique de formule générale (1) ou leurs dérivés pharmacocompatibles qui s'avèrent d'excellents inhibiteurs de la métalloprotéase matricielle et d'utiles préventifs et remèdes contre l'infiltration métastatique, ou la multiplication de différentes cellules cancéreuses, contre l'arthrose déformante etc. Dans la formule (1): R1 représente alkyle C¿1-4?, etc.; R?2 et R3¿ représentent chacun indépendamment alkyle C¿1-4? facultativement substitué, etc.; R?4¿ représente alkyle C¿8-10; R?5 représente hydrogène, etc.; et R6, représente hydrogène, etc..
Priority Applications (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
AU73354/96A AU7335496A (en) | 1995-10-23 | 1996-10-23 | Hyroxamic acid derivatives |
Applications Claiming Priority (4)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
JP27382695 | 1995-10-23 | ||
JP7/273826 | 1995-10-23 | ||
JP8/190482 | 1996-07-19 | ||
JP19048296 | 1996-07-19 |
Publications (1)
Publication Number | Publication Date |
---|---|
WO1997015553A1 true WO1997015553A1 (fr) | 1997-05-01 |
Family
ID=26506117
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
PCT/JP1996/003077 WO1997015553A1 (fr) | 1995-10-23 | 1996-10-23 | Derives de l'acide hydroxamique |
Country Status (2)
Country | Link |
---|---|
AU (1) | AU7335496A (fr) |
WO (1) | WO1997015553A1 (fr) |
Cited By (3)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
WO1998055449A1 (fr) * | 1997-06-06 | 1998-12-10 | The University Of Queensland | Composes d'acide hydroxamique ayant des proprietes anticancereuses et antiparasitaires |
WO1999067201A1 (fr) * | 1998-06-22 | 1999-12-29 | Smithkline Beecham Plc | Derives d'acide hydroxamique comme inhibiteurs de la production de la proteine humaine cd23 et de la liberation du facteur de necrose des tumeurs (tnf) |
WO2002006227A1 (fr) * | 2000-07-18 | 2002-01-24 | Chugai Seiyaku Kabushiki Kaisha | Inhibiteurs de la metalloprotease matricielle |
Citations (3)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
WO1995019961A1 (fr) * | 1994-01-22 | 1995-07-27 | British Biotech Pharmaceuticals Limited | Inhibiteurs de metalloproteinase |
WO1996016931A1 (fr) * | 1994-11-26 | 1996-06-06 | British Biotech Pharmaceuticals Limited | Inhibiteurs de metalloproteases |
WO1996033166A1 (fr) * | 1995-04-18 | 1996-10-24 | The Du Pont Merck Pharmaceutical Company | Acides hydrodynamiques et carboxyliques inhibiteurs des metalloproteases |
-
1996
- 1996-10-23 WO PCT/JP1996/003077 patent/WO1997015553A1/fr active Application Filing
- 1996-10-23 AU AU73354/96A patent/AU7335496A/en not_active Abandoned
Patent Citations (3)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
WO1995019961A1 (fr) * | 1994-01-22 | 1995-07-27 | British Biotech Pharmaceuticals Limited | Inhibiteurs de metalloproteinase |
WO1996016931A1 (fr) * | 1994-11-26 | 1996-06-06 | British Biotech Pharmaceuticals Limited | Inhibiteurs de metalloproteases |
WO1996033166A1 (fr) * | 1995-04-18 | 1996-10-24 | The Du Pont Merck Pharmaceutical Company | Acides hydrodynamiques et carboxyliques inhibiteurs des metalloproteases |
Cited By (4)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
WO1998055449A1 (fr) * | 1997-06-06 | 1998-12-10 | The University Of Queensland | Composes d'acide hydroxamique ayant des proprietes anticancereuses et antiparasitaires |
WO1999067201A1 (fr) * | 1998-06-22 | 1999-12-29 | Smithkline Beecham Plc | Derives d'acide hydroxamique comme inhibiteurs de la production de la proteine humaine cd23 et de la liberation du facteur de necrose des tumeurs (tnf) |
US6458779B1 (en) | 1998-06-22 | 2002-10-01 | Smithkline Beecham P.L.C. | Hydroxamic acid derivatives as inhibitors of the production of human CD23 and of the TNF release |
WO2002006227A1 (fr) * | 2000-07-18 | 2002-01-24 | Chugai Seiyaku Kabushiki Kaisha | Inhibiteurs de la metalloprotease matricielle |
Also Published As
Publication number | Publication date |
---|---|
AU7335496A (en) | 1997-05-15 |
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