IL118254A - -3 (hetero) aryl - 8 azabicyclo [3, 1,2] - octane - 3 carbonitriles, their preparation and aphid-containing preparations containing them - Google Patents

-3 (hetero) aryl - 8 azabicyclo [3, 1,2] - octane - 3 carbonitriles, their preparation and aphid-containing preparations containing them

Info

Publication number: IL118254A
Authority: IL; Israel
Prior art keywords: cyano; azabicyclo; octane; mixture; chloropyrid
Prior art date: 1995-05-24

Application number

IL11825496A

Other languages

English (en)

Hebrew (he)

Other versions

IL118254A0 (en

Original Assignee

Zeneca Ltd

Priority date (The priority date is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the date listed.)

1995-05-24

Filing date

1996-05-14

Publication date

2002-04-21

1996-05-14 Application filed by Zeneca Ltd filed Critical Zeneca Ltd

1996-05-14 Priority to IL12707596A priority Critical patent/IL127075A/xx

1996-09-12 Publication of IL118254A0 publication Critical patent/IL118254A0/xx

2002-04-21 Publication of IL118254A publication Critical patent/IL118254A/en

Links

239000000203 mixture Substances 0.000 title claims description 298
238000002360 preparation method Methods 0.000 title description 92
230000000361 pesticidal effect Effects 0.000 title description 3
-1 cyano, amino, hydrazino Chemical group 0.000 claims abstract description 224
229910052739 hydrogen Inorganic materials 0.000 claims abstract description 142
150000001875 compounds Chemical class 0.000 claims abstract description 93
239000002253 acid Substances 0.000 claims abstract description 14
125000001797 benzyl group Chemical group [H]C1=C([H])C([H])=C(C([H])=C1[H])C([H])([H])* 0.000 claims abstract description 12
125000003349 3-pyridyl group Chemical group N1=C([H])C([*])=C([H])C([H])=C1[H] 0.000 claims abstract description 11
239000001257 hydrogen Substances 0.000 claims abstract description 11
150000003839 salts Chemical class 0.000 claims abstract description 11
125000000217 alkyl group Chemical group 0.000 claims abstract description 10
125000005843 halogen group Chemical group 0.000 claims abstract description 10
125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 claims abstract description 9
125000004453 alkoxycarbonyl group Chemical group 0.000 claims abstract description 8
229910052736 halogen Inorganic materials 0.000 claims abstract description 7
125000003342 alkenyl group Chemical group 0.000 claims abstract description 6
125000003545 alkoxy group Chemical group 0.000 claims abstract description 6
125000004435 hydrogen atom Chemical group [H]* 0.000 claims abstract description 6
125000004093 cyano group Chemical group *C#N 0.000 claims abstract description 5
125000000242 4-chlorobenzoyl group Chemical group ClC1=CC=C(C(=O)*)C=C1 0.000 claims abstract description 3
150000001204 N-oxides Chemical class 0.000 claims abstract description 3
125000002777 acetyl group Chemical group [H]C([H])([H])C(*)=O 0.000 claims abstract description 3
125000004210 cyclohexylmethyl group Chemical group [H]C([H])(*)C1([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C1([H])[H] 0.000 claims abstract description 3
125000002485 formyl group Chemical group [H]C(*)=O 0.000 claims abstract description 3
125000000956 methoxy group Chemical group [H]C([H])([H])O* 0.000 claims abstract description 3
150000003242 quaternary ammonium salts Chemical class 0.000 claims abstract description 3
125000002088 tosyl group Chemical group [H]C1=C([H])C(=C([H])C([H])=C1C([H])([H])[H])S(*)(=O)=O 0.000 claims abstract description 3
241000607479 Yersinia pestis Species 0.000 claims description 34
238000000034 method Methods 0.000 claims description 13
241000238631 Hexapoda Species 0.000 claims description 11
239000003795 chemical substances by application Substances 0.000 claims description 7
125000004076 pyridyl group Chemical group 0.000 claims description 6
241000244206 Nematoda Species 0.000 claims description 4
230000000749 insecticidal effect Effects 0.000 claims description 3
230000000895 acaricidal effect Effects 0.000 claims description 2
125000005331 diazinyl group Chemical group N1=NC(=CC=C1)* 0.000 claims description 2
125000003373 pyrazinyl group Chemical group 0.000 claims description 2
125000002098 pyridazinyl group Chemical group 0.000 claims description 2
125000005302 thiazolylmethyl group Chemical group [H]C1=C([H])N=C(S1)C([H])([H])* 0.000 claims description 2
125000004044 trifluoroacetyl group Chemical group FC(C(=O)*)(F)F 0.000 claims description 2
125000004991 fluoroalkenyl group Chemical group 0.000 claims 1
125000003709 fluoroalkyl group Chemical group 0.000 claims 1
125000003784 fluoroethyl group Chemical group [H]C([H])(F)C([H])([H])* 0.000 claims 1
230000001069 nematicidal effect Effects 0.000 claims 1
ITMCEJHCFYSIIV-UHFFFAOYSA-M triflate Chemical compound [O-]S(=O)(=O)C(F)(F)F ITMCEJHCFYSIIV-UHFFFAOYSA-M 0.000 claims 1
125000004205 trifluoroethyl group Chemical group [H]C([H])(*)C(F)(F)F 0.000 claims 1
229910052757 nitrogen Inorganic materials 0.000 abstract description 39
125000003118 aryl group Chemical group 0.000 abstract description 7
UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 abstract description 5
125000000304 alkynyl group Chemical group 0.000 abstract description 5
125000004432 carbon atom Chemical group C* 0.000 abstract description 5
125000001188 haloalkyl group Chemical group 0.000 abstract description 5
125000004442 acylamino group Chemical group 0.000 abstract description 4
125000003917 carbamoyl group Chemical group [H]N([H])C(*)=O 0.000 abstract description 4
125000001589 carboacyl group Chemical group 0.000 abstract description 4
125000004433 nitrogen atom Chemical group N* 0.000 abstract description 4
125000002887 hydroxy group Chemical group [H]O* 0.000 abstract description 3
125000006500 3-trifluoromethoxy benzyl group Chemical group [H]C1=C([H])C(=C([H])C(OC(F)(F)F)=C1[H])C([H])([H])* 0.000 abstract description 2
125000003302 alkenyloxy group Chemical group 0.000 abstract description 2
125000005092 alkenyloxycarbonyl group Chemical group 0.000 abstract description 2
125000005082 alkoxyalkenyl group Chemical group 0.000 abstract description 2
125000005530 alkylenedioxy group Chemical group 0.000 abstract description 2
125000005098 aryl alkoxy carbonyl group Chemical group 0.000 abstract description 2
125000003710 aryl alkyl group Chemical group 0.000 abstract description 2
125000005161 aryl oxy carbonyl group Chemical group 0.000 abstract description 2
CEIPQQODRKXDSB-UHFFFAOYSA-N ethyl 3-(6-hydroxynaphthalen-2-yl)-1H-indazole-5-carboximidate dihydrochloride Chemical compound Cl.Cl.C1=C(O)C=CC2=CC(C3=NNC4=CC=C(C=C43)C(=N)OCC)=CC=C21 CEIPQQODRKXDSB-UHFFFAOYSA-N 0.000 abstract description 2
CJXGPJZUDUOZDX-UHFFFAOYSA-N fluoromethanone Chemical group F[C]=O CJXGPJZUDUOZDX-UHFFFAOYSA-N 0.000 abstract description 2
125000004438 haloalkoxy group Chemical group 0.000 abstract description 2
150000002367 halogens Chemical class 0.000 abstract description 2
125000001072 heteroaryl group Chemical group 0.000 abstract description 2
125000004446 heteroarylalkyl group Chemical group 0.000 abstract description 2
125000002768 hydroxyalkyl group Chemical group 0.000 abstract description 2
125000000449 nitro group Chemical group [O-][N+](*)=O 0.000 abstract description 2
125000000394 phosphonato group Chemical group [O-]P([O-])(*)=O 0.000 abstract description 2
125000002924 primary amino group Chemical group [H]N([H])* 0.000 abstract description 2
125000000623 heterocyclic group Chemical group 0.000 abstract 1
125000004415 heterocyclylalkyl group Chemical group 0.000 abstract 1
125000004356 hydroxy functional group Chemical group O* 0.000 abstract 1
YMWUJEATGCHHMB-UHFFFAOYSA-N Dichloromethane Chemical compound ClCCl YMWUJEATGCHHMB-UHFFFAOYSA-N 0.000 description 262
XEKOWRVHYACXOJ-UHFFFAOYSA-N Ethyl acetate Chemical compound CCOC(C)=O XEKOWRVHYACXOJ-UHFFFAOYSA-N 0.000 description 213
OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 description 160
VLKZOEOYAKHREP-UHFFFAOYSA-N n-Hexane Chemical compound CCCCCC VLKZOEOYAKHREP-UHFFFAOYSA-N 0.000 description 136
230000002829 reductive effect Effects 0.000 description 130
WYURNTSHIVDZCO-UHFFFAOYSA-N Tetrahydrofuran Chemical compound C1CCOC1 WYURNTSHIVDZCO-UHFFFAOYSA-N 0.000 description 124
XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 112
LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 99
239000000243 solution Substances 0.000 description 89
VYPSYNLAJGMNEJ-UHFFFAOYSA-N Silicium dioxide Chemical compound O=[Si]=O VYPSYNLAJGMNEJ-UHFFFAOYSA-N 0.000 description 69
IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 description 68
BWHMMNNQKKPAPP-UHFFFAOYSA-L potassium carbonate Chemical compound [K+].[K+].[O-]C([O-])=O BWHMMNNQKKPAPP-UHFFFAOYSA-L 0.000 description 68
239000000284 extract Substances 0.000 description 66
YLQBMQCUIZJEEH-UHFFFAOYSA-N tetrahydrofuran Natural products C=1C=COC=1 YLQBMQCUIZJEEH-UHFFFAOYSA-N 0.000 description 62
229910052943 magnesium sulfate Inorganic materials 0.000 description 59
TVMXDCGIABBOFY-UHFFFAOYSA-N octane Chemical compound CCCCCCCC TVMXDCGIABBOFY-UHFFFAOYSA-N 0.000 description 59
RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 description 55
239000012267 brine Substances 0.000 description 54
HPALAKNZSZLMCH-UHFFFAOYSA-M sodium;chloride;hydrate Chemical compound O.[Na+].[Cl-] HPALAKNZSZLMCH-UHFFFAOYSA-M 0.000 description 54
238000004587 chromatography analysis Methods 0.000 description 51
239000003921 oil Substances 0.000 description 36
235000019198 oils Nutrition 0.000 description 36
ZCSHNCUQKCANBX-UHFFFAOYSA-N lithium diisopropylamide Chemical compound [Li+].CC(C)[N-]C(C)C ZCSHNCUQKCANBX-UHFFFAOYSA-N 0.000 description 34
229910000027 potassium carbonate Inorganic materials 0.000 description 34
VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 description 33
239000007787 solid Substances 0.000 description 31
UAOMVDZJSHZZME-UHFFFAOYSA-N diisopropylamine Chemical compound CC(C)NC(C)C UAOMVDZJSHZZME-UHFFFAOYSA-N 0.000 description 27
238000010992 reflux Methods 0.000 description 27
HEMHJVSKTPXQMS-UHFFFAOYSA-M Sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 description 21
UIIMBOGNXHQVGW-UHFFFAOYSA-M Sodium bicarbonate Chemical compound [Na+].OC([O-])=O UIIMBOGNXHQVGW-UHFFFAOYSA-M 0.000 description 20
239000004480 active ingredient Substances 0.000 description 18
CSCPPACGZOOCGX-UHFFFAOYSA-N Acetone Chemical compound CC(C)=O CSCPPACGZOOCGX-UHFFFAOYSA-N 0.000 description 16
YXFVVABEGXRONW-UHFFFAOYSA-N Toluene Chemical compound CC1=CC=CC=C1 YXFVVABEGXRONW-UHFFFAOYSA-N 0.000 description 15
239000000706 filtrate Substances 0.000 description 15
DLEDOFVPSDKWEF-UHFFFAOYSA-N lithium butane Chemical compound [Li+].CCC[CH2-] DLEDOFVPSDKWEF-UHFFFAOYSA-N 0.000 description 15
MZRVEZGGRBJDDB-UHFFFAOYSA-N n-Butyllithium Substances [Li]CCCC MZRVEZGGRBJDDB-UHFFFAOYSA-N 0.000 description 15
239000007788 liquid Substances 0.000 description 13
125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 description 13
NLKNQRATVPKPDG-UHFFFAOYSA-M potassium iodide Chemical compound [K+].[I-] NLKNQRATVPKPDG-UHFFFAOYSA-M 0.000 description 12
239000012141 concentrate Substances 0.000 description 11
238000011282 treatment Methods 0.000 description 11
IAZDPXIOMUYVGZ-UHFFFAOYSA-N Dimethylsulphoxide Chemical compound CS(C)=O IAZDPXIOMUYVGZ-UHFFFAOYSA-N 0.000 description 10
WEVYAHXRMPXWCK-UHFFFAOYSA-N acetonitrile Substances CC#N WEVYAHXRMPXWCK-UHFFFAOYSA-N 0.000 description 10
BDAGIHXWWSANSR-UHFFFAOYSA-N methanoic acid Natural products OC=O BDAGIHXWWSANSR-UHFFFAOYSA-N 0.000 description 10
229920001983 poloxamer Polymers 0.000 description 10
239000012258 stirred mixture Substances 0.000 description 10
229940043279 diisopropylamine Drugs 0.000 description 9
238000010790 dilution Methods 0.000 description 9
239000012895 dilution Substances 0.000 description 9
229910000030 sodium bicarbonate Inorganic materials 0.000 description 9
235000017557 sodium bicarbonate Nutrition 0.000 description 9
CDBYLPFSWZWCQE-UHFFFAOYSA-L Sodium Carbonate Chemical compound [Na+].[Na+].[O-]C([O-])=O CDBYLPFSWZWCQE-UHFFFAOYSA-L 0.000 description 8
238000006243 chemical reaction Methods 0.000 description 8
238000001816 cooling Methods 0.000 description 8
239000008187 granular material Substances 0.000 description 8
238000002844 melting Methods 0.000 description 8
230000008018 melting Effects 0.000 description 8
238000012360 testing method Methods 0.000 description 8
230000000694 effects Effects 0.000 description 7
PQLFROTZSIMBKR-UHFFFAOYSA-N ethenyl carbonochloridate Chemical compound ClC(=O)OC=C PQLFROTZSIMBKR-UHFFFAOYSA-N 0.000 description 7
125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 description 7
239000000843 powder Substances 0.000 description 7
238000005507 spraying Methods 0.000 description 7
239000000725 suspension Substances 0.000 description 7
CFOAUYCPAUGDFF-UHFFFAOYSA-N tosmic Chemical compound CC1=CC=C(S(=O)(=O)C[N+]#[C-])C=C1 CFOAUYCPAUGDFF-UHFFFAOYSA-N 0.000 description 7
125000004211 3,5-difluorophenyl group Chemical group [H]C1=C(F)C([H])=C(*)C([H])=C1F 0.000 description 6
RHLVCLIPMVJYKS-UHFFFAOYSA-N 3-octanone Chemical compound CCCCCC(=O)CC RHLVCLIPMVJYKS-UHFFFAOYSA-N 0.000 description 6
DOUCIMIQXTWTDF-UHFFFAOYSA-N 8-methyl-8-azabicyclo[3.2.1]octane-3-carbonitrile Chemical compound C1C(C#N)CC2CCC1N2C DOUCIMIQXTWTDF-UHFFFAOYSA-N 0.000 description 6
KFZMGEQAYNKOFK-UHFFFAOYSA-N Isopropanol Chemical compound CC(C)O KFZMGEQAYNKOFK-UHFFFAOYSA-N 0.000 description 6
SECXISVLQFMRJM-UHFFFAOYSA-N N-Methylpyrrolidone Chemical compound CN1CCCC1=O SECXISVLQFMRJM-UHFFFAOYSA-N 0.000 description 6
VMHLLURERBWHNL-UHFFFAOYSA-M Sodium acetate Chemical compound [Na+].CC([O-])=O VMHLLURERBWHNL-UHFFFAOYSA-M 0.000 description 6
ZMANZCXQSJIPKH-UHFFFAOYSA-N Triethylamine Chemical compound CCN(CC)CC ZMANZCXQSJIPKH-UHFFFAOYSA-N 0.000 description 6
239000004495 emulsifiable concentrate Substances 0.000 description 6
238000009472 formulation Methods 0.000 description 6
239000002917 insecticide Substances 0.000 description 6
239000012044 organic layer Substances 0.000 description 6
LPNYRYFBWFDTMA-UHFFFAOYSA-N potassium tert-butoxide Chemical compound [K+].CC(C)(C)[O-] LPNYRYFBWFDTMA-UHFFFAOYSA-N 0.000 description 6
239000000047 product Substances 0.000 description 6
239000001632 sodium acetate Substances 0.000 description 6
235000017281 sodium acetate Nutrition 0.000 description 6
QQXLDOJGLXJCSE-KNVOCYPGSA-N tropinone Chemical compound C1C(=O)C[C@H]2CC[C@@H]1N2C QQXLDOJGLXJCSE-KNVOCYPGSA-N 0.000 description 6
OXTNCQMOKLOUAM-UHFFFAOYSA-N 3-Oxoglutaric acid Chemical compound OC(=O)CC(=O)CC(O)=O OXTNCQMOKLOUAM-UHFFFAOYSA-N 0.000 description 5
OSWFIVFLDKOXQC-UHFFFAOYSA-N 4-(3-methoxyphenyl)aniline Chemical compound COC1=CC=CC(C=2C=CC(N)=CC=2)=C1 OSWFIVFLDKOXQC-UHFFFAOYSA-N 0.000 description 5
241000196324 Embryophyta Species 0.000 description 5
239000003085 diluting agent Substances 0.000 description 5
238000001914 filtration Methods 0.000 description 5
235000019253 formic acid Nutrition 0.000 description 5
VLTRZXGMWDSKGL-UHFFFAOYSA-N perchloric acid Chemical compound OCl(=O)(=O)=O VLTRZXGMWDSKGL-UHFFFAOYSA-N 0.000 description 5
238000012746 preparative thin layer chromatography Methods 0.000 description 5
SUKJFIGYRHOWBL-UHFFFAOYSA-N sodium hypochlorite Chemical compound [Na+].Cl[O-] SUKJFIGYRHOWBL-UHFFFAOYSA-N 0.000 description 5
239000012265 solid product Substances 0.000 description 5
239000002904 solvent Substances 0.000 description 5
239000007921 spray Substances 0.000 description 5
239000004546 suspension concentrate Substances 0.000 description 5
239000004563 wettable powder Substances 0.000 description 5
CYNYIHKIEHGYOZ-UHFFFAOYSA-N 1-bromopropane Chemical compound CCCBr CYNYIHKIEHGYOZ-UHFFFAOYSA-N 0.000 description 4
JVYROUWXXSWCMI-UHFFFAOYSA-N 2-bromo-1,1-difluoroethane Chemical compound FC(F)CBr JVYROUWXXSWCMI-UHFFFAOYSA-N 0.000 description 4
WPGHPGAUFIJVJF-UHFFFAOYSA-N 3,5-dichloropyridine Chemical compound ClC1=CN=CC(Cl)=C1 WPGHPGAUFIJVJF-UHFFFAOYSA-N 0.000 description 4
BXDHBYQLGINUKZ-UHFFFAOYSA-N 8-azabicyclo[3.2.1]octane-3-carbonitrile Chemical compound C1C(C#N)CC2CCC1N2 BXDHBYQLGINUKZ-UHFFFAOYSA-N 0.000 description 4
VHUUQVKOLVNVRT-UHFFFAOYSA-N Ammonium hydroxide Chemical compound [NH4+].[OH-] VHUUQVKOLVNVRT-UHFFFAOYSA-N 0.000 description 4
241001124076 Aphididae Species 0.000 description 4
KZMGYPLQYOPHEL-UHFFFAOYSA-N Boron trifluoride etherate Chemical compound FB(F)F.CCOCC KZMGYPLQYOPHEL-UHFFFAOYSA-N 0.000 description 4
XTHFKEDIFFGKHM-UHFFFAOYSA-N Dimethoxyethane Chemical compound COCCOC XTHFKEDIFFGKHM-UHFFFAOYSA-N 0.000 description 4
241000256244 Heliothis virescens Species 0.000 description 4
241000258937 Hemiptera Species 0.000 description 4
DBMJMQXJHONAFJ-UHFFFAOYSA-M Sodium laurylsulphate Chemical compound [Na+].CCCCCCCCCCCCOS([O-])(=O)=O DBMJMQXJHONAFJ-UHFFFAOYSA-M 0.000 description 4
239000004141 Sodium laurylsulphate Substances 0.000 description 4
235000011114 ammonium hydroxide Nutrition 0.000 description 4
239000012223 aqueous fraction Substances 0.000 description 4
IYYIVELXUANFED-UHFFFAOYSA-N bromo(trimethyl)silane Chemical compound C[Si](C)(C)Br IYYIVELXUANFED-UHFFFAOYSA-N 0.000 description 4
239000006185 dispersion Substances 0.000 description 4
238000010410 dusting Methods 0.000 description 4
239000000839 emulsion Substances 0.000 description 4
ZQBFAOFFOQMSGJ-UHFFFAOYSA-N hexafluorobenzene Chemical compound FC1=C(F)C(F)=C(F)C(F)=C1F ZQBFAOFFOQMSGJ-UHFFFAOYSA-N 0.000 description 4
239000012669 liquid formulation Substances 0.000 description 4
238000002156 mixing Methods 0.000 description 4
XHXFXVLFKHQFAL-UHFFFAOYSA-N phosphoryl trichloride Chemical compound ClP(Cl)(Cl)=O XHXFXVLFKHQFAL-UHFFFAOYSA-N 0.000 description 4
239000002244 precipitate Substances 0.000 description 4
238000001953 recrystallisation Methods 0.000 description 4
239000000377 silicon dioxide Substances 0.000 description 4
229910000029 sodium carbonate Inorganic materials 0.000 description 4
235000019333 sodium laurylsulphate Nutrition 0.000 description 4
238000003756 stirring Methods 0.000 description 4
239000000080 wetting agent Substances 0.000 description 4
NWZSZGALRFJKBT-KNIFDHDWSA-N (2s)-2,6-diaminohexanoic acid;(2s)-2-hydroxybutanedioic acid Chemical compound OC(=O)[C@@H](O)CC(O)=O.NCCCC[C@H](N)C(O)=O NWZSZGALRFJKBT-KNIFDHDWSA-N 0.000 description 3
STHHLVCQSLRQNI-UHFFFAOYSA-N 1-azabicyclo[3.2.1]octane Chemical compound C1C2CCN1CCC2 STHHLVCQSLRQNI-UHFFFAOYSA-N 0.000 description 3
CELKOWQJPVJKIL-UHFFFAOYSA-N 3-fluoropyridine Chemical compound FC1=CC=CN=C1 CELKOWQJPVJKIL-UHFFFAOYSA-N 0.000 description 3
QTBSBXVTEAMEQO-UHFFFAOYSA-M Acetate Chemical compound CC([O-])=O QTBSBXVTEAMEQO-UHFFFAOYSA-M 0.000 description 3
QTBSBXVTEAMEQO-UHFFFAOYSA-N Acetic acid Chemical compound CC(O)=O QTBSBXVTEAMEQO-UHFFFAOYSA-N 0.000 description 3
WFDIJRYMOXRFFG-UHFFFAOYSA-N Acetic anhydride Chemical compound CC(=O)OC(C)=O WFDIJRYMOXRFFG-UHFFFAOYSA-N 0.000 description 3
NLXLAEXVIDQMFP-UHFFFAOYSA-N Ammonia chloride Chemical class [NH4+].[Cl-] NLXLAEXVIDQMFP-UHFFFAOYSA-N 0.000 description 3
UHOVQNZJYSORNB-UHFFFAOYSA-N Benzene Chemical compound C1=CC=CC=C1 UHOVQNZJYSORNB-UHFFFAOYSA-N 0.000 description 3
241001674044 Blattodea Species 0.000 description 3
OYPRJOBELJOOCE-UHFFFAOYSA-N Calcium Chemical compound [Ca] OYPRJOBELJOOCE-UHFFFAOYSA-N 0.000 description 3
DGAQECJNVWCQMB-PUAWFVPOSA-M Ilexoside XXIX Chemical compound C[C@@H]1CC[C@@]2(CC[C@@]3(C(=CC[C@H]4[C@]3(CC[C@@H]5[C@@]4(CC[C@@H](C5(C)C)OS(=O)(=O)[O-])C)C)[C@@H]2[C@]1(C)O)C)C(=O)O[C@H]6[C@@H]([C@H]([C@@H]([C@H](O6)CO)O)O)O.[Na+] DGAQECJNVWCQMB-PUAWFVPOSA-M 0.000 description 3
WHXSMMKQMYFTQS-UHFFFAOYSA-N Lithium Chemical compound [Li] WHXSMMKQMYFTQS-UHFFFAOYSA-N 0.000 description 3
QQXLDOJGLXJCSE-UHFFFAOYSA-N N-methylnortropinone Natural products C1C(=O)CC2CCC1N2C QQXLDOJGLXJCSE-UHFFFAOYSA-N 0.000 description 3
240000007594 Oryza sativa Species 0.000 description 3
235000007164 Oryza sativa Nutrition 0.000 description 3
KWYUFKZDYYNOTN-UHFFFAOYSA-M Potassium hydroxide Chemical compound [OH-].[K+] KWYUFKZDYYNOTN-UHFFFAOYSA-M 0.000 description 3
KEAYESYHFKHZAL-UHFFFAOYSA-N Sodium Chemical compound [Na] KEAYESYHFKHZAL-UHFFFAOYSA-N 0.000 description 3
241000344246 Tetranychus cinnabarinus Species 0.000 description 3
239000000440 bentonite Substances 0.000 description 3
229910000278 bentonite Inorganic materials 0.000 description 3
SVPXDRXYRYOSEX-UHFFFAOYSA-N bentoquatam Chemical compound O.O=[Si]=O.O=[Al]O[Al]=O SVPXDRXYRYOSEX-UHFFFAOYSA-N 0.000 description 3
229910052791 calcium Inorganic materials 0.000 description 3
VTYYLEPIZMXCLO-UHFFFAOYSA-L calcium carbonate Substances [Ca+2].[O-]C([O-])=O VTYYLEPIZMXCLO-UHFFFAOYSA-L 0.000 description 3
239000000969 carrier Substances 0.000 description 3
125000004177 diethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 description 3
239000002270 dispersing agent Substances 0.000 description 3
239000003995 emulsifying agent Substances 0.000 description 3
150000002148 esters Chemical class 0.000 description 3
238000001704 evaporation Methods 0.000 description 3
239000000417 fungicide Substances 0.000 description 3
150000004676 glycans Chemical class 0.000 description 3
239000004009 herbicide Substances 0.000 description 3
IKDUDTNKRLTJSI-UHFFFAOYSA-N hydrazine monohydrate Substances O.NN IKDUDTNKRLTJSI-UHFFFAOYSA-N 0.000 description 3
JJWLVOIRVHMVIS-UHFFFAOYSA-N isopropylamine Chemical compound CC(C)N JJWLVOIRVHMVIS-UHFFFAOYSA-N 0.000 description 3
NLYAJNPCOHFWQQ-UHFFFAOYSA-N kaolin Chemical compound O.O.O=[Al]O[Si](=O)O[Si](=O)O[Al]=O NLYAJNPCOHFWQQ-UHFFFAOYSA-N 0.000 description 3
239000010410 layer Substances 0.000 description 3
229910052744 lithium Inorganic materials 0.000 description 3
YNESATAKKCNGOF-UHFFFAOYSA-N lithium bis(trimethylsilyl)amide Chemical compound [Li+].C[Si](C)(C)[N-][Si](C)(C)C YNESATAKKCNGOF-UHFFFAOYSA-N 0.000 description 3
VLTRZXGMWDSKGL-UHFFFAOYSA-M perchlorate Inorganic materials [O-]Cl(=O)(=O)=O VLTRZXGMWDSKGL-UHFFFAOYSA-M 0.000 description 3
239000005648 plant growth regulator Substances 0.000 description 3
229920001282 polysaccharide Polymers 0.000 description 3
239000005017 polysaccharide Substances 0.000 description 3
229920002451 polyvinyl alcohol Polymers 0.000 description 3
235000019422 polyvinyl alcohol Nutrition 0.000 description 3
239000011347 resin Substances 0.000 description 3
229920005989 resin Polymers 0.000 description 3
235000009566 rice Nutrition 0.000 description 3
239000011734 sodium Substances 0.000 description 3
229910052708 sodium Inorganic materials 0.000 description 3
239000012312 sodium hydride Substances 0.000 description 3
229910000104 sodium hydride Inorganic materials 0.000 description 3
229920005552 sodium lignosulfonate Polymers 0.000 description 3
238000003860 storage Methods 0.000 description 3
239000000454 talc Substances 0.000 description 3
229910052623 talc Inorganic materials 0.000 description 3
235000012222 talc Nutrition 0.000 description 3
FYGHSUNMUKGBRK-UHFFFAOYSA-N 1,2,3-trimethylbenzene Chemical compound CC1=CC=CC(C)=C1C FYGHSUNMUKGBRK-UHFFFAOYSA-N 0.000 description 2
QPUYECUOLPXSFR-UHFFFAOYSA-N 1-methylnaphthalene Chemical compound C1=CC=C2C(C)=CC=CC2=C1 QPUYECUOLPXSFR-UHFFFAOYSA-N 0.000 description 2
YIYIQENCPIISLL-UHFFFAOYSA-N 2,3-dichloro-5-fluoropyridine Chemical compound FC1=CN=C(Cl)C(Cl)=C1 YIYIQENCPIISLL-UHFFFAOYSA-N 0.000 description 2
XLPDVAVQKGDHNO-UHFFFAOYSA-N 2,3-dichloro-5-nitropyridine Chemical compound [O-][N+](=O)C1=CN=C(Cl)C(Cl)=C1 XLPDVAVQKGDHNO-UHFFFAOYSA-N 0.000 description 2
GFISDBXSWQMOND-UHFFFAOYSA-N 2,5-dimethoxyoxolane Chemical compound COC1CCC(OC)O1 GFISDBXSWQMOND-UHFFFAOYSA-N 0.000 description 2
WMPPDTMATNBGJN-UHFFFAOYSA-N 2-phenylethylbromide Chemical compound BrCCC1=CC=CC=C1 WMPPDTMATNBGJN-UHFFFAOYSA-N 0.000 description 2
CQZIEDXCLQOOEH-UHFFFAOYSA-N 3-bromopropanenitrile Chemical compound BrCCC#N CQZIEDXCLQOOEH-UHFFFAOYSA-N 0.000 description 2
WXRBWXUZUHYHQS-UHFFFAOYSA-N 3-chloro-8-methyl-8-azabicyclo[3.2.1]octane Chemical compound C1C(Cl)CC2CCC1N2C WXRBWXUZUHYHQS-UHFFFAOYSA-N 0.000 description 2
YGKDISJLDVGNOR-UHFFFAOYSA-N 4-(chloromethyl)-2-methyl-1,3-thiazole;hydrochloride Chemical compound Cl.CC1=NC(CCl)=CS1 YGKDISJLDVGNOR-UHFFFAOYSA-N 0.000 description 2
FJKROLUGYXJWQN-UHFFFAOYSA-N 4-hydroxybenzoic acid Chemical compound OC(=O)C1=CC=C(O)C=C1 FJKROLUGYXJWQN-UHFFFAOYSA-N 0.000 description 2
UGQXCYJVWCMFKL-UHFFFAOYSA-N 8-benzyl-3-phenyl-8-azabicyclo[3.2.1]octane-3-carbonitrile Chemical compound C1C(C#N)(C=2C=CC=CC=2)CC2CCC1N2CC1=CC=CC=C1 UGQXCYJVWCMFKL-UHFFFAOYSA-N 0.000 description 2
AKETXTOLBLTPTP-UHFFFAOYSA-N 8-propan-2-yl-8-azabicyclo[3.2.1]octan-3-one Chemical compound C1C(=O)CC2CCC1N2C(C)C AKETXTOLBLTPTP-UHFFFAOYSA-N 0.000 description 2
NIXOWILDQLNWCW-UHFFFAOYSA-N Acrylic acid Chemical compound OC(=O)C=C NIXOWILDQLNWCW-UHFFFAOYSA-N 0.000 description 2
KXDHJXZQYSOELW-UHFFFAOYSA-M Carbamate Chemical compound NC([O-])=O KXDHJXZQYSOELW-UHFFFAOYSA-M 0.000 description 2
CURLTUGMZLYLDI-UHFFFAOYSA-N Carbon dioxide Chemical compound O=C=O CURLTUGMZLYLDI-UHFFFAOYSA-N 0.000 description 2
QGJOPFRUJISHPQ-UHFFFAOYSA-N Carbon disulfide Chemical compound S=C=S QGJOPFRUJISHPQ-UHFFFAOYSA-N 0.000 description 2
HEDRZPFGACZZDS-UHFFFAOYSA-N Chloroform Chemical compound ClC(Cl)Cl HEDRZPFGACZZDS-UHFFFAOYSA-N 0.000 description 2
229910021595 Copper(I) iodide Inorganic materials 0.000 description 2
241000256113 Culicidae Species 0.000 description 2
XFXPMWWXUTWYJX-UHFFFAOYSA-N Cyanide Chemical compound N#[C-] XFXPMWWXUTWYJX-UHFFFAOYSA-N 0.000 description 2
241000489975 Diabrotica Species 0.000 description 2
241000255925 Diptera Species 0.000 description 2
IAYPIBMASNFSPL-UHFFFAOYSA-N Ethylene oxide Chemical compound C1CO1 IAYPIBMASNFSPL-UHFFFAOYSA-N 0.000 description 2
PIICEJLVQHRZGT-UHFFFAOYSA-N Ethylenediamine Chemical compound NCCN PIICEJLVQHRZGT-UHFFFAOYSA-N 0.000 description 2
206010061217 Infestation Diseases 0.000 description 2
241001465754 Metazoa Species 0.000 description 2
241000257159 Musca domestica Species 0.000 description 2
241000721621 Myzus persicae Species 0.000 description 2
LRHPLDYGYMQRHN-UHFFFAOYSA-N N-Butanol Chemical compound CCCCO LRHPLDYGYMQRHN-UHFFFAOYSA-N 0.000 description 2
PCLIMKBDDGJMGD-UHFFFAOYSA-N N-bromosuccinimide Chemical compound BrN1C(=O)CCC1=O PCLIMKBDDGJMGD-UHFFFAOYSA-N 0.000 description 2
241000488581 Panonychus citri Species 0.000 description 2
241000488583 Panonychus ulmi Species 0.000 description 2
241001608567 Phaedon cochleariae Species 0.000 description 2
XYFCBTPGUUZFHI-UHFFFAOYSA-N Phosphine Chemical compound P XYFCBTPGUUZFHI-UHFFFAOYSA-N 0.000 description 2
241000255969 Pieris brassicae Species 0.000 description 2
241000500437 Plutella xylostella Species 0.000 description 2
241000952063 Polyphagotarsonemus latus Species 0.000 description 2
239000004372 Polyvinyl alcohol Substances 0.000 description 2
229910004009 SiCy Inorganic materials 0.000 description 2
241000256250 Spodoptera littoralis Species 0.000 description 2
QAOWNCQODCNURD-UHFFFAOYSA-N Sulfuric acid Chemical compound OS(O)(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-N 0.000 description 2
240000008042 Zea mays Species 0.000 description 2
235000005824 Zea mays ssp. parviglumis Nutrition 0.000 description 2
235000002017 Zea mays subsp mays Nutrition 0.000 description 2
239000001089 [(2R)-oxolan-2-yl]methanol Substances 0.000 description 2
238000005903 acid hydrolysis reaction Methods 0.000 description 2
150000007513 acids Chemical class 0.000 description 2
239000000654 additive Substances 0.000 description 2
150000001298 alcohols Chemical class 0.000 description 2
125000001931 aliphatic group Chemical group 0.000 description 2
150000004996 alkyl benzenes Chemical class 0.000 description 2
PNEYBMLMFCGWSK-UHFFFAOYSA-N aluminium oxide Inorganic materials [O-2].[O-2].[O-2].[Al+3].[Al+3] PNEYBMLMFCGWSK-UHFFFAOYSA-N 0.000 description 2
150000001408 amides Chemical class 0.000 description 2
239000000908 ammonium hydroxide Substances 0.000 description 2
125000000129 anionic group Chemical group 0.000 description 2
HUMNYLRZRPPJDN-UHFFFAOYSA-N benzaldehyde Chemical compound O=CC1=CC=CC=C1 HUMNYLRZRPPJDN-UHFFFAOYSA-N 0.000 description 2
WGQKYBSKWIADBV-UHFFFAOYSA-N benzylamine Chemical compound NCC1=CC=CC=C1 WGQKYBSKWIADBV-UHFFFAOYSA-N 0.000 description 2
VEMKTZHHVJILDY-UXHICEINSA-N bioresmethrin Chemical compound CC1(C)[C@H](C=C(C)C)[C@H]1C(=O)OCC1=COC(CC=2C=CC=CC=2)=C1 VEMKTZHHVJILDY-UXHICEINSA-N 0.000 description 2
XJHCXCQVJFPJIK-UHFFFAOYSA-M caesium fluoride Chemical compound [F-].[Cs+] XJHCXCQVJFPJIK-UHFFFAOYSA-M 0.000 description 2
239000011575 calcium Substances 0.000 description 2
235000010216 calcium carbonate Nutrition 0.000 description 2
229920005551 calcium lignosulfonate Polymers 0.000 description 2
HCWYXKWQOMTBKY-UHFFFAOYSA-N calcium;dodecyl benzenesulfonate Chemical compound [Ca].CCCCCCCCCCCCOS(=O)(=O)C1=CC=CC=C1 HCWYXKWQOMTBKY-UHFFFAOYSA-N 0.000 description 2
239000004490 capsule suspension Substances 0.000 description 2
125000002091 cationic group Chemical group 0.000 description 2
KXZJHVJKXJLBKO-UHFFFAOYSA-N chembl1408157 Chemical compound N=1C2=CC=CC=C2C(C(=O)O)=CC=1C1=CC=C(O)C=C1 KXZJHVJKXJLBKO-UHFFFAOYSA-N 0.000 description 2
MVPPADPHJFYWMZ-UHFFFAOYSA-N chlorobenzene Chemical compound ClC1=CC=CC=C1 MVPPADPHJFYWMZ-UHFFFAOYSA-N 0.000 description 2
GKIRPKYJQBWNGO-OCEACIFDSA-N clomifene Chemical compound C1=CC(OCCN(CC)CC)=CC=C1C(\C=1C=CC=CC=1)=C(\Cl)C1=CC=CC=C1 GKIRPKYJQBWNGO-OCEACIFDSA-N 0.000 description 2
230000000295 complement effect Effects 0.000 description 2
239000007859 condensation product Substances 0.000 description 2
238000013270 controlled release Methods 0.000 description 2
LSXDOTMGLUJQCM-UHFFFAOYSA-M copper(i) iodide Chemical compound I[Cu] LSXDOTMGLUJQCM-UHFFFAOYSA-M 0.000 description 2
235000005822 corn Nutrition 0.000 description 2
WLNWKZXPHXIQKT-UHFFFAOYSA-N cyclohepta-2,6-dien-1-one Chemical compound O=C1C=CCCC=C1 WLNWKZXPHXIQKT-UHFFFAOYSA-N 0.000 description 2
JHIVVAPYMSGYDF-UHFFFAOYSA-N cyclohexanone Chemical compound O=C1CCCCC1 JHIVVAPYMSGYDF-UHFFFAOYSA-N 0.000 description 2
230000001335 demethylating effect Effects 0.000 description 2
GUJOJGAPFQRJSV-UHFFFAOYSA-N dialuminum;dioxosilane;oxygen(2-);hydrate Chemical compound O.[O-2].[O-2].[O-2].[Al+3].[Al+3].O=[Si]=O.O=[Si]=O.O=[Si]=O.O=[Si]=O GUJOJGAPFQRJSV-UHFFFAOYSA-N 0.000 description 2
238000004821 distillation Methods 0.000 description 2
239000000428 dust Substances 0.000 description 2
230000008020 evaporation Effects 0.000 description 2
235000013305 food Nutrition 0.000 description 2
BXWNKGSJHAJOGX-UHFFFAOYSA-N hexadecan-1-ol Chemical compound CCCCCCCCCCCCCCCCO BXWNKGSJHAJOGX-UHFFFAOYSA-N 0.000 description 2
KCWDJXPPZHMEIK-UHFFFAOYSA-N isocyanic acid;toluene Chemical compound N=C=O.N=C=O.CC1=CC=CC=C1 KCWDJXPPZHMEIK-UHFFFAOYSA-N 0.000 description 2
229910052622 kaolinite Inorganic materials 0.000 description 2
ZLNQQNXFFQJAID-UHFFFAOYSA-L magnesium carbonate Chemical class [Mg+2].[O-]C([O-])=O ZLNQQNXFFQJAID-UHFFFAOYSA-L 0.000 description 2
239000001095 magnesium carbonate Substances 0.000 description 2
VNWKTOKETHGBQD-UHFFFAOYSA-N methane Chemical compound C VNWKTOKETHGBQD-UHFFFAOYSA-N 0.000 description 2
QARBMVPHQWIHKH-UHFFFAOYSA-N methanesulfonyl chloride Chemical compound CS(Cl)(=O)=O QARBMVPHQWIHKH-UHFFFAOYSA-N 0.000 description 2
KWKAKUADMBZCLK-UHFFFAOYSA-N methyl heptene Natural products CCCCCCC=C KWKAKUADMBZCLK-UHFFFAOYSA-N 0.000 description 2
239000003094 microcapsule Substances 0.000 description 2
229910052901 montmorillonite Inorganic materials 0.000 description 2
SNQQPOLDUKLAAF-UHFFFAOYSA-N nonylphenol Chemical compound CCCCCCCCCC1=CC=CC=C1O SNQQPOLDUKLAAF-UHFFFAOYSA-N 0.000 description 2
RPDAUEIUDPHABB-UHFFFAOYSA-N potassium ethoxide Chemical compound [K+].CC[O-] RPDAUEIUDPHABB-UHFFFAOYSA-N 0.000 description 2
TYJJADVDDVDEDZ-UHFFFAOYSA-M potassium hydrogencarbonate Chemical compound [K+].OC([O-])=O TYJJADVDDVDEDZ-UHFFFAOYSA-M 0.000 description 2
QYMMJNLHFKGANY-UHFFFAOYSA-N profenofos Chemical compound CCCSP(=O)(OCC)OC1=CC=C(Br)C=C1Cl QYMMJNLHFKGANY-UHFFFAOYSA-N 0.000 description 2
239000008262 pumice Substances 0.000 description 2
BEOOHQFXGBMRKU-UHFFFAOYSA-N sodium cyanoborohydride Chemical compound [Na+].[B-]C#N BEOOHQFXGBMRKU-UHFFFAOYSA-N 0.000 description 2
239000000126 substance Substances 0.000 description 2
229910052717 sulfur Inorganic materials 0.000 description 2
239000001117 sulphuric acid Substances 0.000 description 2
235000011149 sulphuric acid Nutrition 0.000 description 2
239000004094 surface-active agent Substances 0.000 description 2
XLNZEKHULJKQBA-UHFFFAOYSA-N terbufos Chemical compound CCOP(=S)(OCC)SCSC(C)(C)C XLNZEKHULJKQBA-UHFFFAOYSA-N 0.000 description 2
IOGXOCVLYRDXLW-UHFFFAOYSA-N tert-butyl nitrite Chemical compound CC(C)(C)ON=O IOGXOCVLYRDXLW-UHFFFAOYSA-N 0.000 description 2
FPGGTKZVZWFYPV-UHFFFAOYSA-M tetrabutylammonium fluoride Chemical compound [F-].CCCC[N+](CCCC)(CCCC)CCCC FPGGTKZVZWFYPV-UHFFFAOYSA-M 0.000 description 2
BSYVTEYKTMYBMK-UHFFFAOYSA-N tetrahydrofurfuryl alcohol Chemical compound OCC1CCCO1 BSYVTEYKTMYBMK-UHFFFAOYSA-N 0.000 description 2
FYSNRJHAOHDILO-UHFFFAOYSA-N thionyl chloride Chemical compound ClS(Cl)=O FYSNRJHAOHDILO-UHFFFAOYSA-N 0.000 description 2
ZDPHROOEEOARMN-UHFFFAOYSA-N undecanoic acid Chemical compound CCCCCCCCCCC(O)=O ZDPHROOEEOARMN-UHFFFAOYSA-N 0.000 description 2
CXBMCYHAMVGWJQ-CABCVRRESA-N (1,3-dioxo-4,5,6,7-tetrahydroisoindol-2-yl)methyl (1r,3r)-2,2-dimethyl-3-(2-methylprop-1-enyl)cyclopropane-1-carboxylate Chemical compound CC1(C)[C@H](C=C(C)C)[C@H]1C(=O)OCN1C(=O)C(CCCC2)=C2C1=O CXBMCYHAMVGWJQ-CABCVRRESA-N 0.000 description 1
ZXQYGBMAQZUVMI-RDDWSQKMSA-N (1S)-cis-(alphaR)-cyhalothrin Chemical compound CC1(C)[C@H](\C=C(/Cl)C(F)(F)F)[C@@H]1C(=O)O[C@@H](C#N)C1=CC=CC(OC=2C=CC=CC=2)=C1 ZXQYGBMAQZUVMI-RDDWSQKMSA-N 0.000 description 1
YATDSXRLIUJOQN-SVRRBLITSA-N (2,3,4,5,6-pentafluorophenyl)methyl (1r,3s)-3-(2,2-dichloroethenyl)-2,2-dimethylcyclopropane-1-carboxylate Chemical compound CC1(C)[C@H](C=C(Cl)Cl)[C@H]1C(=O)OCC1=C(F)C(F)=C(F)C(F)=C1F YATDSXRLIUJOQN-SVRRBLITSA-N 0.000 description 1
CXNPLSGKWMLZPZ-GIFSMMMISA-N (2r,3r,6s)-3-[[(3s)-3-amino-5-[carbamimidoyl(methyl)amino]pentanoyl]amino]-6-(4-amino-2-oxopyrimidin-1-yl)-3,6-dihydro-2h-pyran-2-carboxylic acid Chemical compound O1[C@@H](C(O)=O)[C@H](NC(=O)C[C@@H](N)CCN(C)C(N)=N)C=C[C@H]1N1C(=O)N=C(N)C=C1 CXNPLSGKWMLZPZ-GIFSMMMISA-N 0.000 description 1
SODPIMGUZLOIPE-UHFFFAOYSA-N (4-chlorophenoxy)acetic acid Chemical compound OC(=O)COC1=CC=C(Cl)C=C1 SODPIMGUZLOIPE-UHFFFAOYSA-N 0.000 description 1
XUNYDVLIZWUPAW-UHFFFAOYSA-N (4-chlorophenyl) n-(4-methylphenyl)sulfonylcarbamate Chemical compound C1=CC(C)=CC=C1S(=O)(=O)NC(=O)OC1=CC=C(Cl)C=C1 XUNYDVLIZWUPAW-UHFFFAOYSA-N 0.000 description 1
JONIMGVUGJVFQD-UHFFFAOYSA-N (4-methylphenyl)sulfonylformonitrile Chemical compound CC1=CC=C(S(=O)(=O)C#N)C=C1 JONIMGVUGJVFQD-UHFFFAOYSA-N 0.000 description 1
SLZQDGLKXBERKJ-HRDQMINSSA-N (5r)-8-(1-phenylethyl)-8-azabicyclo[3.2.1]octan-3-one Chemical compound C([C@@]1(CC(=O)C2)[H])CC2N1C(C)C1=CC=CC=C1 SLZQDGLKXBERKJ-HRDQMINSSA-N 0.000 description 1
ALSTYHKOOCGGFT-KTKRTIGZSA-N (9Z)-octadecen-1-ol Chemical compound CCCCCCCC\C=C/CCCCCCCCO ALSTYHKOOCGGFT-KTKRTIGZSA-N 0.000 description 1
XGWIJUOSCAQSSV-XHDPSFHLSA-N (S,S)-hexythiazox Chemical compound S([C@H]([C@@H]1C)C=2C=CC(Cl)=CC=2)C(=O)N1C(=O)NC1CCCCC1 XGWIJUOSCAQSSV-XHDPSFHLSA-N 0.000 description 1
ZFHGXWPMULPQSE-SZGBIDFHSA-N (Z)-(1S)-cis-tefluthrin Chemical compound FC1=C(F)C(C)=C(F)C(F)=C1COC(=O)[C@@H]1C(C)(C)[C@@H]1\C=C(/Cl)C(F)(F)F ZFHGXWPMULPQSE-SZGBIDFHSA-N 0.000 description 1
YKYIFUROKBDHCY-ONEGZZNKSA-N (e)-4-ethoxy-1,1,1-trifluorobut-3-en-2-one Chemical compound CCO\C=C\C(=O)C(F)(F)F YKYIFUROKBDHCY-ONEGZZNKSA-N 0.000 description 1
JXUKFFRPLNTYIV-UHFFFAOYSA-N 1,3,5-trifluorobenzene Chemical compound FC1=CC(F)=CC(F)=C1 JXUKFFRPLNTYIV-UHFFFAOYSA-N 0.000 description 1
YZUPZGFPHUVJKC-UHFFFAOYSA-N 1-bromo-2-methoxyethane Chemical compound COCCBr YZUPZGFPHUVJKC-UHFFFAOYSA-N 0.000 description 1
MNDIARAMWBIKFW-UHFFFAOYSA-N 1-bromohexane Chemical compound CCCCCCBr MNDIARAMWBIKFW-UHFFFAOYSA-N 0.000 description 1
SFHVXKNMCGSLAR-UHFFFAOYSA-N 2,2,3,3-tetramethylcyclopropanecarboxylic acid Chemical compound CC1(C)C(C(O)=O)C1(C)C SFHVXKNMCGSLAR-UHFFFAOYSA-N 0.000 description 1
FJNNGKMAGDPVIU-UHFFFAOYSA-N 2,4,6-trichloropyridine Chemical compound ClC1=CC(Cl)=NC(Cl)=C1 FJNNGKMAGDPVIU-UHFFFAOYSA-N 0.000 description 1
DPVIABCMTHHTGB-UHFFFAOYSA-N 2,4,6-trichloropyrimidine Chemical compound ClC1=CC(Cl)=NC(Cl)=N1 DPVIABCMTHHTGB-UHFFFAOYSA-N 0.000 description 1
LSEAAPGIZCDEEH-UHFFFAOYSA-N 2,6-dichloropyrazine Chemical compound ClC1=CN=CC(Cl)=N1 LSEAAPGIZCDEEH-UHFFFAOYSA-N 0.000 description 1
MBTGBRYMJKYYOE-UHFFFAOYSA-N 2,6-difluoropyridine Chemical compound FC1=CC=CC(F)=N1 MBTGBRYMJKYYOE-UHFFFAOYSA-N 0.000 description 1
JPMRGPPMXHGKRO-UHFFFAOYSA-N 2-(chloromethyl)pyridine hydrochloride Chemical compound Cl.ClCC1=CC=CC=N1 JPMRGPPMXHGKRO-UHFFFAOYSA-N 0.000 description 1
BOTNFCTYKJBUMU-UHFFFAOYSA-N 2-[4-(2-methylpropyl)piperazin-4-ium-1-yl]-2-oxoacetate Chemical compound CC(C)C[NH+]1CCN(C(=O)C([O-])=O)CC1 BOTNFCTYKJBUMU-UHFFFAOYSA-N 0.000 description 1
FYKOEXGDJNPHQV-UHFFFAOYSA-N 2-bromo-5-chloro-1,3-thiazole Chemical compound ClC1=CN=C(Br)S1 FYKOEXGDJNPHQV-UHFFFAOYSA-N 0.000 description 1
REXUYBKPWIPONM-UHFFFAOYSA-N 2-bromoacetonitrile Chemical compound BrCC#N REXUYBKPWIPONM-UHFFFAOYSA-N 0.000 description 1
PYNYHMRMZOGVML-UHFFFAOYSA-N 2-bromopropanenitrile Chemical compound CC(Br)C#N PYNYHMRMZOGVML-UHFFFAOYSA-N 0.000 description 1
MQTKXCOGYOYAMW-UHFFFAOYSA-N 2-chloro-5-(chloromethyl)thiophene Chemical compound ClCC1=CC=C(Cl)S1 MQTKXCOGYOYAMW-UHFFFAOYSA-N 0.000 description 1
125000006282 2-chlorobenzyl group Chemical group [H]C1=C([H])C(Cl)=C(C([H])=C1[H])C([H])([H])* 0.000 description 1
GELVZYOEQVJIRR-UHFFFAOYSA-N 2-chloropyrazine Chemical compound ClC1=CN=CC=N1 GELVZYOEQVJIRR-UHFFFAOYSA-N 0.000 description 1
125000001731 2-cyanoethyl group Chemical group [H]C([H])(*)C([H])([H])C#N 0.000 description 1
LEHNQGSPRXHYRT-UHFFFAOYSA-N 2-dodecyl-1h-imidazole Chemical compound CCCCCCCCCCCCC1=NC=CN1 LEHNQGSPRXHYRT-UHFFFAOYSA-N 0.000 description 1
125000004777 2-fluoroethyl group Chemical group [H]C([H])(F)C([H])([H])* 0.000 description 1
MTAODLNXWYIKSO-UHFFFAOYSA-N 2-fluoropyridine Chemical compound FC1=CC=CC=N1 MTAODLNXWYIKSO-UHFFFAOYSA-N 0.000 description 1
MGOLNIXAPIAKFM-UHFFFAOYSA-N 2-isocyanato-2-methylpropane Chemical compound CC(C)(C)N=C=O MGOLNIXAPIAKFM-UHFFFAOYSA-N 0.000 description 1
CBQDTCDOVVBGMN-UHFFFAOYSA-N 2-methyl-3-octylphenol Chemical compound CCCCCCCCC1=CC=CC(O)=C1C CBQDTCDOVVBGMN-UHFFFAOYSA-N 0.000 description 1
DUIOKRXOKLLURE-UHFFFAOYSA-N 2-octylphenol Chemical compound CCCCCCCCC1=CC=CC=C1O DUIOKRXOKLLURE-UHFFFAOYSA-N 0.000 description 1
IQVAERDLDAZARL-UHFFFAOYSA-N 2-phenylpropanal Chemical compound O=CC(C)C1=CC=CC=C1 IQVAERDLDAZARL-UHFFFAOYSA-N 0.000 description 1
125000004105 2-pyridyl group Chemical group N1=C([*])C([H])=C([H])C([H])=C1[H] 0.000 description 1
AZSNMRSAGSSBNP-UHFFFAOYSA-N 22,23-dihydroavermectin B1a Natural products C1CC(C)C(C(C)CC)OC21OC(CC=C(C)C(OC1OC(C)C(OC3OC(C)C(O)C(OC)C3)C(OC)C1)C(C)C=CC=C1C3(C(C(=O)O4)C=C(C)C(O)C3OC1)O)CC4C2 AZSNMRSAGSSBNP-UHFFFAOYSA-N 0.000 description 1
SOSPMXMEOFGPIM-UHFFFAOYSA-N 3,5-dibromopyridine Chemical compound BrC1=CN=CC(Br)=C1 SOSPMXMEOFGPIM-UHFFFAOYSA-N 0.000 description 1
GDDNTTHUKVNJRA-UHFFFAOYSA-N 3-bromo-3,3-difluoroprop-1-ene Chemical compound FC(F)(Br)C=C GDDNTTHUKVNJRA-UHFFFAOYSA-N 0.000 description 1
GVORVQPNNSASDM-UHFFFAOYSA-N 3-chloro-4-fluorobenzaldehyde Chemical compound FC1=CC=C(C=O)C=C1Cl GVORVQPNNSASDM-UHFFFAOYSA-N 0.000 description 1
GTOXJMNILNYXLE-UHFFFAOYSA-N 3-chloro-5-nitro-1h-pyridin-2-one Chemical compound OC1=NC=C([N+]([O-])=O)C=C1Cl GTOXJMNILNYXLE-UHFFFAOYSA-N 0.000 description 1
NHQDETIJWKXCTC-UHFFFAOYSA-N 3-chloroperbenzoic acid Chemical compound OOC(=O)C1=CC=CC(Cl)=C1 NHQDETIJWKXCTC-UHFFFAOYSA-N 0.000 description 1
NIFAUKBQIAURIM-UHFFFAOYSA-N 4-(chloromethyl)-3,5-dimethyl-1,2-oxazole Chemical compound CC1=NOC(C)=C1CCl NIFAUKBQIAURIM-UHFFFAOYSA-N 0.000 description 1
125000004801 4-cyanophenyl group Chemical group [H]C1=C([H])C(C#N)=C([H])C([H])=C1* 0.000 description 1
229940090248 4-hydroxybenzoic acid Drugs 0.000 description 1
125000004203 4-hydroxyphenyl group Chemical group [H]OC1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 description 1
125000004199 4-trifluoromethylphenyl group Chemical group [H]C1=C([H])C(=C([H])C([H])=C1*)C(F)(F)F 0.000 description 1
XTCHZNJJTQACES-UHFFFAOYSA-N 5,6-dichloropyridin-3-amine Chemical compound NC1=CN=C(Cl)C(Cl)=C1 XTCHZNJJTQACES-UHFFFAOYSA-N 0.000 description 1
VSBPRBXTUAKKSY-UHFFFAOYSA-N 5-(5-methyl-1,3-dioxan-4-yl)-1,3-benzodioxole Chemical compound CC1COCOC1C1=CC=C(OCO2)C2=C1 VSBPRBXTUAKKSY-UHFFFAOYSA-N 0.000 description 1
CVICEEPAFUYBJG-UHFFFAOYSA-N 5-chloro-2,2-difluoro-1,3-benzodioxole Chemical group C1=C(Cl)C=C2OC(F)(F)OC2=C1 CVICEEPAFUYBJG-UHFFFAOYSA-N 0.000 description 1
PPDRLQLKHRZIJC-UHFFFAOYSA-N 5-nitrosalicylic acid Chemical compound OC(=O)C1=CC([N+]([O-])=O)=CC=C1O PPDRLQLKHRZIJC-UHFFFAOYSA-N 0.000 description 1
PFWHBGBCEGCDJT-UHFFFAOYSA-N 8-(2,2,2-trifluoroethyl)-8-azabicyclo[3.2.1]octan-3-one Chemical compound C1C(=O)CC2CCC1N2CC(F)(F)F PFWHBGBCEGCDJT-UHFFFAOYSA-N 0.000 description 1
DGGKXQQCVPAUEA-UHFFFAOYSA-N 8-azabicyclo[3.2.1]octane Chemical compound C1CCC2CCC1N2 DGGKXQQCVPAUEA-UHFFFAOYSA-N 0.000 description 1
LLRRVHBPMZWOQV-UHFFFAOYSA-N 8-benzyl-8-azabicyclo[3.2.1]octane-3-carbonitrile Chemical compound C1C(C#N)CC2CCC1N2CC1=CC=CC=C1 LLRRVHBPMZWOQV-UHFFFAOYSA-N 0.000 description 1
XLRPYZSEQKXZAA-UHFFFAOYSA-N 8-methyl-8-azabicyclo[3.2.1]octane Chemical compound C1CCC2CCC1N2C XLRPYZSEQKXZAA-UHFFFAOYSA-N 0.000 description 1
IODPFGUWNIFNQA-UHFFFAOYSA-N 8-methyl-8-azabicyclo[3.2.1]octane-5-carbonitrile Chemical compound C1CCC2(C#N)CCC1N2C IODPFGUWNIFNQA-UHFFFAOYSA-N 0.000 description 1
SPBDXSGPUHCETR-JFUDTMANSA-N 8883yp2r6d Chemical compound O1[C@@H](C)[C@H](O)[C@@H](OC)C[C@@H]1O[C@@H]1[C@@H](OC)C[C@H](O[C@@H]2C(=C/C[C@@H]3C[C@@H](C[C@@]4(O[C@@H]([C@@H](C)CC4)C(C)C)O3)OC(=O)[C@@H]3C=C(C)[C@@H](O)[C@H]4OC\C([C@@]34O)=C/C=C/[C@@H]2C)/C)O[C@H]1C.C1C[C@H](C)[C@@H]([C@@H](C)CC)O[C@@]21O[C@H](C\C=C(C)\[C@@H](O[C@@H]1O[C@@H](C)[C@H](O[C@@H]3O[C@@H](C)[C@H](O)[C@@H](OC)C3)[C@@H](OC)C1)[C@@H](C)\C=C\C=C/1[C@]3([C@H](C(=O)O4)C=C(C)[C@@H](O)[C@H]3OC\1)O)C[C@H]4C2 SPBDXSGPUHCETR-JFUDTMANSA-N 0.000 description 1
241000238876 Acari Species 0.000 description 1
241000251468 Actinopterygii Species 0.000 description 1
241000256118 Aedes aegypti Species 0.000 description 1
241000218473 Agrotis Species 0.000 description 1
239000005995 Aluminium silicate Substances 0.000 description 1
241000256186 Anopheles <genus> Species 0.000 description 1
241001414827 Aonidiella Species 0.000 description 1
241001425390 Aphis fabae Species 0.000 description 1
241001600408 Aphis gossypii Species 0.000 description 1
241000254127 Bemisia tabaci Species 0.000 description 1
241000238662 Blatta orientalis Species 0.000 description 1
241000238657 Blattella germanica Species 0.000 description 1
241000256593 Brachycaudus schwartzi Species 0.000 description 1
235000010149 Brassica rapa subsp chinensis Nutrition 0.000 description 1
235000000536 Brassica rapa subsp pekinensis Nutrition 0.000 description 1
241000499436 Brassica rapa subsp. pekinensis Species 0.000 description 1
241001643374 Brevipalpus Species 0.000 description 1
241000661305 Busseola fusca Species 0.000 description 1
FIPWRIJSWJWJAI-UHFFFAOYSA-N Butyl carbitol 6-propylpiperonyl ether Chemical compound C1=C(CCC)C(COCCOCCOCCCC)=CC2=C1OCO2 FIPWRIJSWJWJAI-UHFFFAOYSA-N 0.000 description 1
IRINDXDBVZHRRT-UHFFFAOYSA-N C(#N)CC12CCCC(CC1)N2 Chemical compound C(#N)CC12CCCC(CC1)N2 IRINDXDBVZHRRT-UHFFFAOYSA-N 0.000 description 1
PKMUHQIDVVOXHQ-HXUWFJFHSA-N C[C@H](C1=CC(C2=CC=C(CNC3CCCC3)S2)=CC=C1)NC(C1=C(C)C=CC(NC2CNC2)=C1)=O Chemical compound C[C@H](C1=CC(C2=CC=C(CNC3CCCC3)S2)=CC=C1)NC(C1=C(C)C=CC(NC2CNC2)=C1)=O PKMUHQIDVVOXHQ-HXUWFJFHSA-N 0.000 description 1
UGFAIRIUMAVXCW-UHFFFAOYSA-N Carbon monoxide Chemical compound [O+]#[C-] UGFAIRIUMAVXCW-UHFFFAOYSA-N 0.000 description 1
LZZYPRNAOMGNLH-UHFFFAOYSA-M Cetrimonium bromide Chemical compound [Br-].CCCCCCCCCCCCCCCC[N+](C)(C)C LZZYPRNAOMGNLH-UHFFFAOYSA-M 0.000 description 1
241000661337 Chilo partellus Species 0.000 description 1
VEXZGXHMUGYJMC-UHFFFAOYSA-M Chloride anion Chemical compound [Cl-] VEXZGXHMUGYJMC-UHFFFAOYSA-M 0.000 description 1
241001414720 Cicadellidae Species 0.000 description 1
235000008733 Citrus aurantifolia Nutrition 0.000 description 1
241001498622 Cixius wagneri Species 0.000 description 1
PITWUHDDNUVBPT-UHFFFAOYSA-N Cloethocarb Chemical compound CNC(=O)OC1=CC=CC=C1OC(CCl)OC PITWUHDDNUVBPT-UHFFFAOYSA-N 0.000 description 1
241000254173 Coleoptera Species 0.000 description 1
RYGMFSIKBFXOCR-UHFFFAOYSA-N Copper Chemical compound [Cu] RYGMFSIKBFXOCR-UHFFFAOYSA-N 0.000 description 1
229920000742 Cotton Polymers 0.000 description 1
241000256054 Culex <genus> Species 0.000 description 1
239000005892 Deltamethrin Substances 0.000 description 1
239000004375 Dextrin Substances 0.000 description 1
229920001353 Dextrin Polymers 0.000 description 1
239000005893 Diflubenzuron Substances 0.000 description 1
239000005947 Dimethoate Substances 0.000 description 1
241001127120 Dysdercus fasciatus Species 0.000 description 1
241000353522 Earias insulana Species 0.000 description 1
239000005895 Esfenvalerate Substances 0.000 description 1
JIGUQPWFLRLWPJ-UHFFFAOYSA-N Ethyl acrylate Chemical compound CCOC(=O)C=C JIGUQPWFLRLWPJ-UHFFFAOYSA-N 0.000 description 1
239000005958 Fenamiphos (aka phenamiphos) Substances 0.000 description 1
KVKHBPGBGOVMBN-PWLVHAGJSA-N Flubenzimine Chemical compound C=1C=CC=CC=1N/1C(=N/C(F)(F)F)/S\C(=N/C(F)(F)F)\C\1=N/C1=CC=CC=C1 KVKHBPGBGOVMBN-PWLVHAGJSA-N 0.000 description 1
HTTJABKRGRZYRN-UHFFFAOYSA-N Heparin Chemical compound OC1C(NC(=O)C)C(O)OC(COS(O)(=O)=O)C1OC1C(OS(O)(=O)=O)C(O)C(OC2C(C(OS(O)(=O)=O)C(OC3C(C(O)C(O)C(O3)C(O)=O)OS(O)(=O)=O)C(CO)O2)NS(O)(=O)=O)C(C(O)=O)O1 HTTJABKRGRZYRN-UHFFFAOYSA-N 0.000 description 1
239000005661 Hexythiazox Substances 0.000 description 1
239000005906 Imidacloprid Substances 0.000 description 1
XEEYBQQBJWHFJM-UHFFFAOYSA-N Iron Chemical compound [Fe] XEEYBQQBJWHFJM-UHFFFAOYSA-N 0.000 description 1
241000255777 Lepidoptera Species 0.000 description 1
239000005949 Malathion Substances 0.000 description 1
241000243785 Meloidogyne javanica Species 0.000 description 1
NTIZESTWPVYFNL-UHFFFAOYSA-N Methyl isobutyl ketone Chemical compound CC(C)CC(C)=O NTIZESTWPVYFNL-UHFFFAOYSA-N 0.000 description 1
UIHCLUNTQKBZGK-UHFFFAOYSA-N Methyl isobutyl ketone Natural products CCC(C)C(C)=O UIHCLUNTQKBZGK-UHFFFAOYSA-N 0.000 description 1
241000358422 Nephotettix cincticeps Species 0.000 description 1
229910021585 Nickel(II) bromide Inorganic materials 0.000 description 1
241001556089 Nilaparvata lugens Species 0.000 description 1
241000256259 Noctuidae Species 0.000 description 1
IGFHQQFPSIBGKE-UHFFFAOYSA-N Nonylphenol Natural products CCCCCCCCCC1=CC=C(O)C=C1 IGFHQQFPSIBGKE-UHFFFAOYSA-N 0.000 description 1
NUGPSNYKHQAYOB-UHFFFAOYSA-L O.O.O.O.O.O.O.O.[Cu+2].[O-]S([O-])(=O)=O Chemical compound O.O.O.O.O.O.O.O.[Cu+2].[O-]S([O-])(=O)=O NUGPSNYKHQAYOB-UHFFFAOYSA-L 0.000 description 1
239000005950 Oxamyl Substances 0.000 description 1
229910019142 PO4 Inorganic materials 0.000 description 1
KDLHZDBZIXYQEI-UHFFFAOYSA-N Palladium Chemical compound [Pd] KDLHZDBZIXYQEI-UHFFFAOYSA-N 0.000 description 1
229930040373 Paraformaldehyde Natural products 0.000 description 1
241000238675 Periplaneta americana Species 0.000 description 1
241000497192 Phyllocoptruta oleivora Species 0.000 description 1
VQXSOUPNOZTNAI-UHFFFAOYSA-N Pyrethrin I Natural products CC(=CC1CC1C(=O)OC2CC(=O)C(=C2C)CC=C/C=C)C VQXSOUPNOZTNAI-UHFFFAOYSA-N 0.000 description 1
ISRUGXGCCGIOQO-UHFFFAOYSA-N Rhoden Chemical compound CNC(=O)OC1=CC=CC=C1OC(C)C ISRUGXGCCGIOQO-UHFFFAOYSA-N 0.000 description 1
229910020169 SiOa Inorganic materials 0.000 description 1
DWAQJAXMDSEUJJ-UHFFFAOYSA-M Sodium bisulfite Chemical compound [Na+].OS([O-])=O DWAQJAXMDSEUJJ-UHFFFAOYSA-M 0.000 description 1
239000005708 Sodium hypochlorite Substances 0.000 description 1
NINIDFKCEFEMDL-UHFFFAOYSA-N Sulfur Chemical compound [S] NINIDFKCEFEMDL-UHFFFAOYSA-N 0.000 description 1
239000005864 Sulphur Substances 0.000 description 1
RAHZWNYVWXNFOC-UHFFFAOYSA-N Sulphur dioxide Chemical group O=S=O RAHZWNYVWXNFOC-UHFFFAOYSA-N 0.000 description 1
239000005939 Tefluthrin Substances 0.000 description 1
235000011941 Tilia x europaea Nutrition 0.000 description 1
241000018135 Trialeurodes Species 0.000 description 1
XSTXAVWGXDQKEL-UHFFFAOYSA-N Trichloroethylene Chemical group ClC=C(Cl)Cl XSTXAVWGXDQKEL-UHFFFAOYSA-N 0.000 description 1
239000005942 Triflumuron Substances 0.000 description 1
OKJPEAGHQZHRQV-UHFFFAOYSA-N Triiodomethane Natural products IC(I)I OKJPEAGHQZHRQV-UHFFFAOYSA-N 0.000 description 1
GBAWQJNHVWMTLU-RQJHMYQMSA-N [(1R,5S)-7-chloro-6-bicyclo[3.2.0]hepta-2,6-dienyl] dimethyl phosphate Chemical compound C1=CC[C@@H]2C(OP(=O)(OC)OC)=C(Cl)[C@@H]21 GBAWQJNHVWMTLU-RQJHMYQMSA-N 0.000 description 1
239000000642 acaricide Substances 0.000 description 1
WETWJCDKMRHUPV-UHFFFAOYSA-N acetyl chloride Chemical compound CC(Cl)=O WETWJCDKMRHUPV-UHFFFAOYSA-N 0.000 description 1
239000012346 acetyl chloride Substances 0.000 description 1
239000008186 active pharmaceutical agent Substances 0.000 description 1
150000001299 aldehydes Chemical class 0.000 description 1
QGLZXHRNAYXIBU-WEVVVXLNSA-N aldicarb Chemical compound CNC(=O)O\N=C\C(C)(C)SC QGLZXHRNAYXIBU-WEVVVXLNSA-N 0.000 description 1
150000001350 alkyl halides Chemical class 0.000 description 1
125000004390 alkyl sulfonyl group Chemical group 0.000 description 1
BHELZAPQIKSEDF-UHFFFAOYSA-N allyl bromide Chemical compound BrCC=C BHELZAPQIKSEDF-UHFFFAOYSA-N 0.000 description 1
235000012211 aluminium silicate Nutrition 0.000 description 1
150000001412 amines Chemical class 0.000 description 1
229920005550 ammonium lignosulfonate Polymers 0.000 description 1
150000001491 aromatic compounds Chemical class 0.000 description 1
CJJOSEISRRTUQB-UHFFFAOYSA-N azinphos-methyl Chemical group C1=CC=C2C(=O)N(CSP(=S)(OC)OC)N=NC2=C1 CJJOSEISRRTUQB-UHFFFAOYSA-N 0.000 description 1
ONHBDDJJTDTLIR-UHFFFAOYSA-N azocyclotin Chemical compound C1CCCCC1[Sn](N1N=CN=C1)(C1CCCCC1)C1CCCCC1 ONHBDDJJTDTLIR-UHFFFAOYSA-N 0.000 description 1
XEGGRYVFLWGFHI-UHFFFAOYSA-N bendiocarb Chemical compound CNC(=O)OC1=CC=CC2=C1OC(C)(C)O2 XEGGRYVFLWGFHI-UHFFFAOYSA-N 0.000 description 1
150000008047 benzoylureas Chemical class 0.000 description 1
AGEZXYOZHKGVCM-UHFFFAOYSA-N benzyl bromide Chemical compound BrCC1=CC=CC=C1 AGEZXYOZHKGVCM-UHFFFAOYSA-N 0.000 description 1
OMFRMAHOUUJSGP-IRHGGOMRSA-N bifenthrin Chemical compound C1=CC=C(C=2C=CC=CC=2)C(C)=C1COC(=O)[C@@H]1[C@H](\C=C(/Cl)C(F)(F)F)C1(C)C OMFRMAHOUUJSGP-IRHGGOMRSA-N 0.000 description 1
238000009739 binding Methods 0.000 description 1
230000005540 biological transmission Effects 0.000 description 1
230000015572 biosynthetic process Effects 0.000 description 1
CXNPLSGKWMLZPZ-UHFFFAOYSA-N blasticidin-S Natural products O1C(C(O)=O)C(NC(=O)CC(N)CCN(C)C(N)=N)C=CC1N1C(=O)N=C(N)C=C1 CXNPLSGKWMLZPZ-UHFFFAOYSA-N 0.000 description 1
238000009835 boiling Methods 0.000 description 1
FOANIXZHAMJWOI-UHFFFAOYSA-N bromopropylate Chemical compound C=1C=C(Br)C=CC=1C(O)(C(=O)OC(C)C)C1=CC=C(Br)C=C1 FOANIXZHAMJWOI-UHFFFAOYSA-N 0.000 description 1
244000309464 bull Species 0.000 description 1
HGXJOXHYPGNVNK-UHFFFAOYSA-N butane;ethenoxyethane;tin Chemical compound CCCC[Sn](CCCC)(CCCC)C(=C)OCC HGXJOXHYPGNVNK-UHFFFAOYSA-N 0.000 description 1
JIJAYWGYIDJVJI-UHFFFAOYSA-N butyl naphthalene-1-sulfonate Chemical compound C1=CC=C2C(S(=O)(=O)OCCCC)=CC=CC2=C1 JIJAYWGYIDJVJI-UHFFFAOYSA-N 0.000 description 1
229910000019 calcium carbonate Inorganic materials 0.000 description 1
239000001506 calcium phosphate Substances 0.000 description 1
235000011010 calcium phosphates Nutrition 0.000 description 1
210000000234 capsid Anatomy 0.000 description 1
150000004657 carbamic acid derivatives Chemical class 0.000 description 1
DUEPRVBVGDRKAG-UHFFFAOYSA-N carbofuran Chemical compound CNC(=O)OC1=CC=CC2=C1OC(C)(C)C2 DUEPRVBVGDRKAG-UHFFFAOYSA-N 0.000 description 1
239000001569 carbon dioxide Substances 0.000 description 1
229910002092 carbon dioxide Inorganic materials 0.000 description 1
229910002091 carbon monoxide Inorganic materials 0.000 description 1
150000004649 carbonic acid derivatives Chemical class 0.000 description 1
JLQUFIHWVLZVTJ-UHFFFAOYSA-N carbosulfan Chemical compound CCCCN(CCCC)SN(C)C(=O)OC1=CC=CC2=C1OC(C)(C)C2 JLQUFIHWVLZVTJ-UHFFFAOYSA-N 0.000 description 1
150000001732 carboxylic acid derivatives Chemical class 0.000 description 1
239000012876 carrier material Substances 0.000 description 1
IRUJZVNXZWPBMU-UHFFFAOYSA-N cartap Chemical compound NC(=O)SCC(N(C)C)CSC(N)=O IRUJZVNXZWPBMU-UHFFFAOYSA-N 0.000 description 1
235000013339 cereals Nutrition 0.000 description 1
229960000541 cetyl alcohol Drugs 0.000 description 1
239000003610 charcoal Substances 0.000 description 1
239000003638 chemical reducing agent Substances 0.000 description 1
125000000068 chlorophenyl group Chemical group 0.000 description 1
SBPBAQFWLVIOKP-UHFFFAOYSA-N chlorpyrifos Chemical compound CCOP(=S)(OCC)OC1=NC(Cl)=C(Cl)C=C1Cl SBPBAQFWLVIOKP-UHFFFAOYSA-N 0.000 description 1
239000011248 coating agent Substances 0.000 description 1
238000000576 coating method Methods 0.000 description 1
229940126179 compound 72 Drugs 0.000 description 1
238000012790 confirmation Methods 0.000 description 1
229910052802 copper Inorganic materials 0.000 description 1
239000010949 copper Substances 0.000 description 1
DOBRDRYODQBAMW-UHFFFAOYSA-N copper(i) cyanide Chemical compound [Cu+].N#[C-] DOBRDRYODQBAMW-UHFFFAOYSA-N 0.000 description 1
239000011162 core material Substances 0.000 description 1
235000012343 cottonseed oil Nutrition 0.000 description 1
239000002385 cottonseed oil Substances 0.000 description 1
239000012043 crude product Substances 0.000 description 1
229960001591 cyfluthrin Drugs 0.000 description 1
QQODLKZGRKWIFG-QSFXBCCZSA-N cyfluthrin Chemical compound CC1(C)[C@@H](C=C(Cl)Cl)[C@H]1C(=O)O[C@@H](C#N)C1=CC=C(F)C(OC=2C=CC=CC=2)=C1 QQODLKZGRKWIFG-QSFXBCCZSA-N 0.000 description 1
ZXQYGBMAQZUVMI-UNOMPAQXSA-N cyhalothrin Chemical compound CC1(C)C(\C=C(/Cl)C(F)(F)F)C1C(=O)OC(C#N)C1=CC=CC(OC=2C=CC=CC=2)=C1 ZXQYGBMAQZUVMI-UNOMPAQXSA-N 0.000 description 1
229960002483 decamethrin Drugs 0.000 description 1
238000000354 decomposition reaction Methods 0.000 description 1
OWZREIFADZCYQD-NSHGMRRFSA-N deltamethrin Chemical compound CC1(C)[C@@H](C=C(Br)Br)[C@H]1C(=O)O[C@H](C#N)C1=CC=CC(OC=2C=CC=CC=2)=C1 OWZREIFADZCYQD-NSHGMRRFSA-N 0.000 description 1
WEBQKRLKWNIYKK-UHFFFAOYSA-N demeton-S-methyl Chemical compound CCSCCSP(=O)(OC)OC WEBQKRLKWNIYKK-UHFFFAOYSA-N 0.000 description 1
238000011161 development Methods 0.000 description 1
235000019425 dextrin Nutrition 0.000 description 1
CRPOUZQWHJYTMS-UHFFFAOYSA-N dialuminum;magnesium;disilicate Chemical compound [Mg+2].[Al+3].[Al+3].[O-][Si]([O-])([O-])[O-].[O-][Si]([O-])([O-])[O-] CRPOUZQWHJYTMS-UHFFFAOYSA-N 0.000 description 1
FHIVAFMUCKRCQO-UHFFFAOYSA-N diazinon Chemical compound CCOP(=S)(OCC)OC1=CC(C)=NC(C(C)C)=N1 FHIVAFMUCKRCQO-UHFFFAOYSA-N 0.000 description 1
UOAMTSKGCBMZTC-UHFFFAOYSA-N dicofol Chemical compound C=1C=C(Cl)C=CC=1C(C(Cl)(Cl)Cl)(O)C1=CC=C(Cl)C=C1 UOAMTSKGCBMZTC-UHFFFAOYSA-N 0.000 description 1
JXSJBGJIGXNWCI-UHFFFAOYSA-N diethyl 2-[(dimethoxyphosphorothioyl)thio]succinate Chemical compound CCOC(=O)CC(SP(=S)(OC)OC)C(=O)OCC JXSJBGJIGXNWCI-UHFFFAOYSA-N 0.000 description 1
229940019503 diflubenzuron Drugs 0.000 description 1
238000007865 diluting Methods 0.000 description 1
MCWXGJITAZMZEV-UHFFFAOYSA-N dimethoate Chemical compound CNC(=O)CSP(=S)(OC)OC MCWXGJITAZMZEV-UHFFFAOYSA-N 0.000 description 1
229960001760 dimethyl sulfoxide Drugs 0.000 description 1
201000010099 disease Diseases 0.000 description 1
208000037265 diseases, disorders, signs and symptoms Diseases 0.000 description 1
YHAIUSTWZPMYGG-UHFFFAOYSA-L disodium;2,2-dioctyl-3-sulfobutanedioate Chemical compound [Na+].[Na+].CCCCCCCCC(C([O-])=O)(C(C([O-])=O)S(O)(=O)=O)CCCCCCCC YHAIUSTWZPMYGG-UHFFFAOYSA-L 0.000 description 1
ODCCJTMPMUFERV-UHFFFAOYSA-N ditert-butyl carbonate Chemical compound CC(C)(C)OC(=O)OC(C)(C)C ODCCJTMPMUFERV-UHFFFAOYSA-N 0.000 description 1
238000001035 drying Methods 0.000 description 1
235000013399 edible fruits Nutrition 0.000 description 1
NYPJDWWKZLNGGM-RPWUZVMVSA-N esfenvalerate Chemical compound C=1C([C@@H](C#N)OC(=O)[C@@H](C(C)C)C=2C=CC(Cl)=CC=2)=CC=CC=1OC1=CC=CC=C1 NYPJDWWKZLNGGM-RPWUZVMVSA-N 0.000 description 1
150000002170 ethers Chemical class 0.000 description 1
HEZNVIYQEUHLNI-UHFFFAOYSA-N ethiofencarb Chemical compound CCSCC1=CC=CC=C1OC(=O)NC HEZNVIYQEUHLNI-UHFFFAOYSA-N 0.000 description 1
ARFLASKVLJTEJD-UHFFFAOYSA-N ethyl 2-bromopropanoate Chemical compound CCOC(=O)C(C)Br ARFLASKVLJTEJD-UHFFFAOYSA-N 0.000 description 1
OAYLNYINCPYISS-UHFFFAOYSA-N ethyl acetate;hexane Chemical compound CCCCCC.CCOC(C)=O OAYLNYINCPYISS-UHFFFAOYSA-N 0.000 description 1
PQJJJMRNHATNKG-UHFFFAOYSA-N ethyl bromoacetate Chemical compound CCOC(=O)CBr PQJJJMRNHATNKG-UHFFFAOYSA-N 0.000 description 1
YREQHYQNNWYQCJ-UHFFFAOYSA-N etofenprox Chemical compound C1=CC(OCC)=CC=C1C(C)(C)COCC1=CC=CC(OC=2C=CC=CC=2)=C1 YREQHYQNNWYQCJ-UHFFFAOYSA-N 0.000 description 1
150000002191 fatty alcohols Chemical class 0.000 description 1
ZCJPOPBZHLUFHF-UHFFFAOYSA-N fenamiphos Chemical compound CCOP(=O)(NC(C)C)OC1=CC=C(SC)C(C)=C1 ZCJPOPBZHLUFHF-UHFFFAOYSA-N 0.000 description 1
229950006668 fenfluthrin Drugs 0.000 description 1
ZNOLGFHPUIJIMJ-UHFFFAOYSA-N fenitrothion Chemical compound COP(=S)(OC)OC1=CC=C([N+]([O-])=O)C(C)=C1 ZNOLGFHPUIJIMJ-UHFFFAOYSA-N 0.000 description 1
DIRFUJHNVNOBMY-UHFFFAOYSA-N fenobucarb Chemical compound CCC(C)C1=CC=CC=C1OC(=O)NC DIRFUJHNVNOBMY-UHFFFAOYSA-N 0.000 description 1
XQUXKZZNEFRCAW-UHFFFAOYSA-N fenpropathrin Chemical compound CC1(C)C(C)(C)C1C(=O)OC(C#N)C1=CC=CC(OC=2C=CC=CC=2)=C1 XQUXKZZNEFRCAW-UHFFFAOYSA-N 0.000 description 1
XDNBJTQLKCIJBV-UHFFFAOYSA-N fensulfothion Chemical compound CCOP(=S)(OCC)OC1=CC=C(S(C)=O)C=C1 XDNBJTQLKCIJBV-UHFFFAOYSA-N 0.000 description 1
NYPJDWWKZLNGGM-UHFFFAOYSA-N fenvalerate Aalpha Natural products C=1C=C(Cl)C=CC=1C(C(C)C)C(=O)OC(C#N)C(C=1)=CC=CC=1OC1=CC=CC=C1 NYPJDWWKZLNGGM-UHFFFAOYSA-N 0.000 description 1
239000000835 fiber Substances 0.000 description 1
239000010419 fine particle Substances 0.000 description 1
235000013312 flour Nutrition 0.000 description 1
PUPFATUGTIQBQA-UZQPLGKSSA-N fluorophen Chemical compound C([C@@]1(C)C2=CC(O)=CC=C2C[C@H]2[C@@H]1C)CN2CCC1=CC=C(F)C=C1 PUPFATUGTIQBQA-UZQPLGKSSA-N 0.000 description 1
239000006260 foam Substances 0.000 description 1
KVGLBTYUCJYMND-UHFFFAOYSA-N fonofos Chemical compound CCOP(=S)(CC)SC1=CC=CC=C1 KVGLBTYUCJYMND-UHFFFAOYSA-N 0.000 description 1
239000002316 fumigant Substances 0.000 description 1
HAWJXYBZNNRMNO-UHFFFAOYSA-N furathiocarb Chemical compound CCCCOC(=O)N(C)SN(C)C(=O)OC1=CC=CC2=C1OC(C)(C)C2 HAWJXYBZNNRMNO-UHFFFAOYSA-N 0.000 description 1
239000007789 gas Substances 0.000 description 1
239000003630 growth substance Substances 0.000 description 1
150000004820 halides Chemical class 0.000 description 1
125000000262 haloalkenyl group Chemical group 0.000 description 1
125000006277 halobenzyl group Chemical group 0.000 description 1
229920000669 heparin Polymers 0.000 description 1
229960002897 heparin Drugs 0.000 description 1
125000006343 heptafluoro propyl group Chemical group 0.000 description 1
230000002363 herbicidal effect Effects 0.000 description 1
FUZZWVXGSFPDMH-UHFFFAOYSA-N hexanoic acid group Chemical group C(CCCCC)(=O)O FUZZWVXGSFPDMH-UHFFFAOYSA-N 0.000 description 1
238000004128 high performance liquid chromatography Methods 0.000 description 1
239000005556 hormone Substances 0.000 description 1
229940088597 hormone Drugs 0.000 description 1
238000003898 horticulture Methods 0.000 description 1
IXCSERBJSXMMFS-UHFFFAOYSA-N hydrogen chloride Substances Cl.Cl IXCSERBJSXMMFS-UHFFFAOYSA-N 0.000 description 1
229910000041 hydrogen chloride Inorganic materials 0.000 description 1
XMBWDFGMSWQBCA-UHFFFAOYSA-N hydrogen iodide Chemical compound I XMBWDFGMSWQBCA-UHFFFAOYSA-N 0.000 description 1
ZTUJDPKOHPKRMO-UHFFFAOYSA-N hydron;2,2,2-trifluoroethanamine;chloride Chemical compound Cl.NCC(F)(F)F ZTUJDPKOHPKRMO-UHFFFAOYSA-N 0.000 description 1
229940056881 imidacloprid Drugs 0.000 description 1
YWTYJOPNNQFBPC-UHFFFAOYSA-N imidacloprid Chemical compound [O-][N+](=O)\N=C1/NCCN1CC1=CC=C(Cl)N=C1 YWTYJOPNNQFBPC-UHFFFAOYSA-N 0.000 description 1
238000005470 impregnation Methods 0.000 description 1
238000010348 incorporation Methods 0.000 description 1
239000003701 inert diluent Substances 0.000 description 1
239000004615 ingredient Substances 0.000 description 1
229910052500 inorganic mineral Inorganic materials 0.000 description 1
229910003480 inorganic solid Inorganic materials 0.000 description 1
INQOMBQAUSQDDS-UHFFFAOYSA-N iodomethane Chemical compound IC INQOMBQAUSQDDS-UHFFFAOYSA-N 0.000 description 1
238000003973 irrigation Methods 0.000 description 1
230000002262 irrigation Effects 0.000 description 1
229960002418 ivermectin Drugs 0.000 description 1
239000003350 kerosene Substances 0.000 description 1
150000002576 ketones Chemical class 0.000 description 1
239000005910 lambda-Cyhalothrin Substances 0.000 description 1
239000000787 lecithin Substances 0.000 description 1
235000010445 lecithin Nutrition 0.000 description 1
239000004571 lime Substances 0.000 description 1
239000006193 liquid solution Substances 0.000 description 1
150000004668 long chain fatty acids Chemical class 0.000 description 1
239000003120 macrolide antibiotic agent Substances 0.000 description 1
229940041033 macrolides Drugs 0.000 description 1
229910000021 magnesium carbonate Inorganic materials 0.000 description 1
235000011160 magnesium carbonates Nutrition 0.000 description 1
NXPHGHWWQRMDIA-UHFFFAOYSA-M magnesium;carbanide;bromide Chemical compound [CH3-].[Mg+2].[Br-] NXPHGHWWQRMDIA-UHFFFAOYSA-M 0.000 description 1
229960000453 malathion Drugs 0.000 description 1
NNKVPIKMPCQWCG-UHFFFAOYSA-N methamidophos Chemical compound COP(N)(=O)SC NNKVPIKMPCQWCG-UHFFFAOYSA-N 0.000 description 1
235000010755 mineral Nutrition 0.000 description 1
239000011707 mineral Substances 0.000 description 1
150000007522 mineralic acids Chemical class 0.000 description 1
239000002808 molecular sieve Substances 0.000 description 1
KRTSDMXIXPKRQR-AATRIKPKSA-N monocrotophos Chemical compound CNC(=O)\C=C(/C)OP(=O)(OC)OC KRTSDMXIXPKRQR-AATRIKPKSA-N 0.000 description 1
239000012452 mother liquor Substances 0.000 description 1
IPLJNQFXJUCRNH-UHFFFAOYSA-L nickel(2+);dibromide Chemical compound [Ni+2].[Br-].[Br-] IPLJNQFXJUCRNH-UHFFFAOYSA-L 0.000 description 1
229920000847 nonoxynol Polymers 0.000 description 1
229940055577 oleyl alcohol Drugs 0.000 description 1
XMLQWXUVTXCDDL-UHFFFAOYSA-N oleyl alcohol Natural products CCCCCCC=CCCCCCCCCCCO XMLQWXUVTXCDDL-UHFFFAOYSA-N 0.000 description 1
239000003960 organic solvent Substances 0.000 description 1
KZAUOCCYDRDERY-UHFFFAOYSA-N oxamyl Chemical compound CNC(=O)ON=C(SC)C(=O)N(C)C KZAUOCCYDRDERY-UHFFFAOYSA-N 0.000 description 1
FWFGVMYFCODZRD-UHFFFAOYSA-N oxidanium;hydrogen sulfate Chemical compound O.OS(O)(=O)=O FWFGVMYFCODZRD-UHFFFAOYSA-N 0.000 description 1
PIBWKRNGBLPSSY-UHFFFAOYSA-L palladium(II) chloride Chemical compound Cl[Pd]Cl PIBWKRNGBLPSSY-UHFFFAOYSA-L 0.000 description 1
QJPQVXSHYBGQGM-UHFFFAOYSA-N palladium;triphenylphosphane Chemical compound [Pd].C1=CC=CC=C1P(C=1C=CC=CC=1)C1=CC=CC=C1.C1=CC=CC=C1P(C=1C=CC=CC=1)C1=CC=CC=C1 QJPQVXSHYBGQGM-UHFFFAOYSA-N 0.000 description 1
UQPUONNXJVWHRM-UHFFFAOYSA-N palladium;triphenylphosphane Chemical compound [Pd].C1=CC=CC=C1P(C=1C=CC=CC=1)C1=CC=CC=C1 UQPUONNXJVWHRM-UHFFFAOYSA-N 0.000 description 1
QNGNSVIICDLXHT-UHFFFAOYSA-N para-ethylbenzaldehyde Natural products CCC1=CC=C(C=O)C=C1 QNGNSVIICDLXHT-UHFFFAOYSA-N 0.000 description 1
229920002866 paraformaldehyde Polymers 0.000 description 1
RLBIQVVOMOPOHC-UHFFFAOYSA-N parathion-methyl Chemical compound COP(=S)(OC)OC1=CC=C([N+]([O-])=O)C=C1 RLBIQVVOMOPOHC-UHFFFAOYSA-N 0.000 description 1
125000000538 pentafluorophenyl group Chemical group FC1=C(F)C(F)=C(*)C(F)=C1F 0.000 description 1
PNJWIWWMYCMZRO-UHFFFAOYSA-N pent‐4‐en‐2‐one Natural products CC(=O)CC=C PNJWIWWMYCMZRO-UHFFFAOYSA-N 0.000 description 1
229960000490 permethrin Drugs 0.000 description 1
RLLPVAHGXHCWKJ-UHFFFAOYSA-N permethrin Chemical compound CC1(C)C(C=C(Cl)Cl)C1C(=O)OCC1=CC=CC(OC=2C=CC=CC=2)=C1 RLLPVAHGXHCWKJ-UHFFFAOYSA-N 0.000 description 1
230000002688 persistence Effects 0.000 description 1
239000003208 petroleum Substances 0.000 description 1
SUSQOBVLVYHIEX-UHFFFAOYSA-N phenylacetonitrile Chemical compound N#CCC1=CC=CC=C1 SUSQOBVLVYHIEX-UHFFFAOYSA-N 0.000 description 1
NIXKBAZVOQAHGC-UHFFFAOYSA-N phenylmethanesulfonic acid Chemical class OS(=O)(=O)CC1=CC=CC=C1 NIXKBAZVOQAHGC-UHFFFAOYSA-N 0.000 description 1
239000003016 pheromone Substances 0.000 description 1
BULVZWIRKLYCBC-UHFFFAOYSA-N phorate Chemical compound CCOP(=S)(OCC)SCSCC BULVZWIRKLYCBC-UHFFFAOYSA-N 0.000 description 1
IOUNQDKNJZEDEP-UHFFFAOYSA-N phosalone Chemical compound C1=C(Cl)C=C2OC(=O)N(CSP(=S)(OCC)OCC)C2=C1 IOUNQDKNJZEDEP-UHFFFAOYSA-N 0.000 description 1
RGCLLPNLLBQHPF-HJWRWDBZSA-N phosphamidon Chemical compound CCN(CC)C(=O)C(\Cl)=C(/C)OP(=O)(OC)OC RGCLLPNLLBQHPF-HJWRWDBZSA-N 0.000 description 1
235000021317 phosphate Nutrition 0.000 description 1
235000011007 phosphoric acid Nutrition 0.000 description 1
150000003013 phosphoric acid derivatives Chemical class 0.000 description 1
150000003016 phosphoric acids Chemical class 0.000 description 1
229910000073 phosphorus hydride Inorganic materials 0.000 description 1
UHZYTMXLRWXGPK-UHFFFAOYSA-N phosphorus pentachloride Chemical compound ClP(Cl)(Cl)(Cl)Cl UHZYTMXLRWXGPK-UHFFFAOYSA-N 0.000 description 1
ATROHALUCMTWTB-OWBHPGMISA-N phoxim Chemical compound CCOP(=S)(OCC)O\N=C(\C#N)C1=CC=CC=C1 ATROHALUCMTWTB-OWBHPGMISA-N 0.000 description 1
229950001664 phoxim Drugs 0.000 description 1
150000003022 phthalic acids Chemical class 0.000 description 1
229960005235 piperonyl butoxide Drugs 0.000 description 1
229920002689 polyvinyl acetate Polymers 0.000 description 1
ZYHMJXZULPZUED-UHFFFAOYSA-N propargite Chemical compound C1=CC(C(C)(C)C)=CC=C1OC1C(OS(=O)OCC#C)CCCC1 ZYHMJXZULPZUED-UHFFFAOYSA-N 0.000 description 1
238000000746 purification Methods 0.000 description 1
HYJYGLGUBUDSLJ-UHFFFAOYSA-N pyrethrin Natural products CCC(=O)OC1CC(=C)C2CC3OC3(C)C2C2OC(=O)C(=C)C12 HYJYGLGUBUDSLJ-UHFFFAOYSA-N 0.000 description 1
VJFUPGQZSXIULQ-XIGJTORUSA-N pyrethrin II Chemical compound CC1(C)[C@H](/C=C(\C)C(=O)OC)[C@H]1C(=O)O[C@@H]1C(C)=C(C\C=C/C=C)C(=O)C1 VJFUPGQZSXIULQ-XIGJTORUSA-N 0.000 description 1
AOJFQRQNPXYVLM-UHFFFAOYSA-N pyridin-1-ium;chloride Chemical compound [Cl-].C1=CC=[NH+]C=C1 AOJFQRQNPXYVLM-UHFFFAOYSA-N 0.000 description 1
125000005344 pyridylmethyl group Chemical group [H]C1=C([H])C([H])=C([H])C(=N1)C([H])([H])* 0.000 description 1
229910052903 pyrophyllite Inorganic materials 0.000 description 1
150000003856 quaternary ammonium compounds Chemical class 0.000 description 1
239000011541 reaction mixture Substances 0.000 description 1
238000006268 reductive amination reaction Methods 0.000 description 1
230000000717 retained effect Effects 0.000 description 1
229920006395 saturated elastomer Polymers 0.000 description 1
150000004760 silicates Chemical class 0.000 description 1
239000000779 smoke Substances 0.000 description 1
239000000344 soap Substances 0.000 description 1
URGAHOPLAPQHLN-UHFFFAOYSA-N sodium aluminosilicate Chemical compound [Na+].[Al+3].[O-][Si]([O-])=O.[O-][Si]([O-])=O URGAHOPLAPQHLN-UHFFFAOYSA-N 0.000 description 1
QDRKDTQENPPHOJ-UHFFFAOYSA-N sodium ethoxide Chemical compound [Na+].CC[O-] QDRKDTQENPPHOJ-UHFFFAOYSA-N 0.000 description 1
239000004289 sodium hydrogen sulphite Substances 0.000 description 1
235000010267 sodium hydrogen sulphite Nutrition 0.000 description 1
159000000000 sodium salts Chemical class 0.000 description 1
UYCAUPASBSROMS-AWQJXPNKSA-M sodium;2,2,2-trifluoroacetate Chemical compound [Na+].[O-][13C](=O)[13C](F)(F)F UYCAUPASBSROMS-AWQJXPNKSA-M 0.000 description 1
HFQQZARZPUDIFP-UHFFFAOYSA-M sodium;2-dodecylbenzenesulfonate Chemical compound [Na+].CCCCCCCCCCCCC1=CC=CC=C1S([O-])(=O)=O HFQQZARZPUDIFP-UHFFFAOYSA-M 0.000 description 1
239000002689 soil Substances 0.000 description 1
238000004611 spectroscopical analysis Methods 0.000 description 1
238000001228 spectrum Methods 0.000 description 1
125000001424 substituent group Chemical group 0.000 description 1
239000000758 substrate Substances 0.000 description 1
235000000346 sugar Nutrition 0.000 description 1
150000008163 sugars Chemical class 0.000 description 1
125000001273 sulfonato group Chemical group [O-]S(*)(=O)=O 0.000 description 1
150000003467 sulfuric acid derivatives Chemical class 0.000 description 1
JXHJNEJVUNHLKO-UHFFFAOYSA-N sulprofos Chemical compound CCCSP(=S)(OCC)OC1=CC=C(SC)C=C1 JXHJNEJVUNHLKO-UHFFFAOYSA-N 0.000 description 1
238000003786 synthesis reaction Methods 0.000 description 1
238000010998 test method Methods 0.000 description 1
DZLFLBLQUQXARW-UHFFFAOYSA-N tetrabutylammonium Chemical compound CCCC[N+](CCCC)(CCCC)CCCC DZLFLBLQUQXARW-UHFFFAOYSA-N 0.000 description 1
229960005199 tetramethrin Drugs 0.000 description 1
125000005301 thienylmethyl group Chemical group [H]C1=C([H])C([H])=C(S1)C([H])([H])* 0.000 description 1
OPASCBHCTNRLRM-UHFFFAOYSA-N thiometon Chemical compound CCSCCSP(=S)(OC)OC OPASCBHCTNRLRM-UHFFFAOYSA-N 0.000 description 1
150000003606 tin compounds Chemical class 0.000 description 1
AMFGTOFWMRQMEM-UHFFFAOYSA-N triazophos Chemical compound N1=C(OP(=S)(OCC)OCC)N=CN1C1=CC=CC=C1 AMFGTOFWMRQMEM-UHFFFAOYSA-N 0.000 description 1
QORWJWZARLRLPR-UHFFFAOYSA-H tricalcium bis(phosphate) Chemical class [Ca+2].[Ca+2].[Ca+2].[O-]P([O-])([O-])=O.[O-]P([O-])([O-])=O QORWJWZARLRLPR-UHFFFAOYSA-H 0.000 description 1
125000006000 trichloroethyl group Chemical group 0.000 description 1
UBOXGVDOUJQMTN-UHFFFAOYSA-N trichloroethylene Natural products ClCC(Cl)Cl UBOXGVDOUJQMTN-UHFFFAOYSA-N 0.000 description 1
XAIPTRIXGHTTNT-UHFFFAOYSA-N triflumuron Chemical compound C1=CC(OC(F)(F)F)=CC=C1NC(=O)NC(=O)C1=CC=CC=C1Cl XAIPTRIXGHTTNT-UHFFFAOYSA-N 0.000 description 1
125000003652 trifluoroethoxy group Chemical group FC(CO*)(F)F 0.000 description 1
MWKJTNBSKNUMFN-UHFFFAOYSA-N trifluoromethyltrimethylsilane Chemical compound C[Si](C)(C)C(F)(F)F MWKJTNBSKNUMFN-UHFFFAOYSA-N 0.000 description 1
CWMFRHBXRUITQE-UHFFFAOYSA-N trimethylsilylacetylene Chemical group C[Si](C)(C)C#C CWMFRHBXRUITQE-UHFFFAOYSA-N 0.000 description 1
238000001665 trituration Methods 0.000 description 1
238000002604 ultrasonography Methods 0.000 description 1
235000015112 vegetable and seed oil Nutrition 0.000 description 1
239000008158 vegetable oil Substances 0.000 description 1
235000013311 vegetables Nutrition 0.000 description 1
238000005406 washing Methods 0.000 description 1
239000004562 water dispersible granule Substances 0.000 description 1
239000008096 xylene Substances 0.000 description 1
150000003738 xylenes Chemical class 0.000 description 1
JLYXXMFPNIAWKQ-UHFFFAOYSA-N γ Benzene hexachloride Chemical compound ClC1C(Cl)C(Cl)C(Cl)C(Cl)C1Cl JLYXXMFPNIAWKQ-UHFFFAOYSA-N 0.000 description 1

Classifications

- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D451/00—Heterocyclic compounds containing 8-azabicyclo [3.2.1] octane, 9-azabicyclo [3.3.1] nonane, or 3-oxa-9-azatricyclo [3.3.1.0<2,4>] nonane ring systems, e.g. tropane or granatane alkaloids, scopolamine; Cyclic acetals thereof
- C07D451/02—Heterocyclic compounds containing 8-azabicyclo [3.2.1] octane, 9-azabicyclo [3.3.1] nonane, or 3-oxa-9-azatricyclo [3.3.1.0<2,4>] nonane ring systems, e.g. tropane or granatane alkaloids, scopolamine; Cyclic acetals thereof containing not further condensed 8-azabicyclo [3.2.1] octane or 3-oxa-9-azatricyclo [3.3.1.0<2,4>] nonane ring systems, e.g. tropane; Cyclic acetals thereof
- A—HUMAN NECESSITIES
- A01—AGRICULTURE; FORESTRY; ANIMAL HUSBANDRY; HUNTING; TRAPPING; FISHING
- A01N—PRESERVATION OF BODIES OF HUMANS OR ANIMALS OR PLANTS OR PARTS THEREOF; BIOCIDES, e.g. AS DISINFECTANTS, AS PESTICIDES OR AS HERBICIDES; PEST REPELLANTS OR ATTRACTANTS; PLANT GROWTH REGULATORS
- A01N43/00—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds
- A01N43/34—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having rings with one nitrogen atom as the only ring hetero atom
- A01N43/40—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having rings with one nitrogen atom as the only ring hetero atom six-membered rings
- A—HUMAN NECESSITIES
- A01—AGRICULTURE; FORESTRY; ANIMAL HUSBANDRY; HUNTING; TRAPPING; FISHING
- A01N—PRESERVATION OF BODIES OF HUMANS OR ANIMALS OR PLANTS OR PARTS THEREOF; BIOCIDES, e.g. AS DISINFECTANTS, AS PESTICIDES OR AS HERBICIDES; PEST REPELLANTS OR ATTRACTANTS; PLANT GROWTH REGULATORS
- A01N43/00—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds
- A01N43/90—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having two or more relevant hetero rings, condensed among themselves or with a common carbocyclic ring system
- A—HUMAN NECESSITIES
- A01—AGRICULTURE; FORESTRY; ANIMAL HUSBANDRY; HUNTING; TRAPPING; FISHING
- A01N—PRESERVATION OF BODIES OF HUMANS OR ANIMALS OR PLANTS OR PARTS THEREOF; BIOCIDES, e.g. AS DISINFECTANTS, AS PESTICIDES OR AS HERBICIDES; PEST REPELLANTS OR ATTRACTANTS; PLANT GROWTH REGULATORS
- A01N47/00—Biocides, pest repellants or attractants, or plant growth regulators containing organic compounds containing a carbon atom not being member of a ring and having no bond to a carbon or hydrogen atom, e.g. derivatives of carbonic acid
- A01N47/08—Biocides, pest repellants or attractants, or plant growth regulators containing organic compounds containing a carbon atom not being member of a ring and having no bond to a carbon or hydrogen atom, e.g. derivatives of carbonic acid the carbon atom having one or more single bonds to nitrogen atoms
- A01N47/10—Carbamic acid derivatives, i.e. containing the group —O—CO—N<; Thio analogues thereof
- A01N47/16—Carbamic acid derivatives, i.e. containing the group —O—CO—N<; Thio analogues thereof the nitrogen atom being part of a heterocyclic ring
- A—HUMAN NECESSITIES
- A01—AGRICULTURE; FORESTRY; ANIMAL HUSBANDRY; HUNTING; TRAPPING; FISHING
- A01N—PRESERVATION OF BODIES OF HUMANS OR ANIMALS OR PLANTS OR PARTS THEREOF; BIOCIDES, e.g. AS DISINFECTANTS, AS PESTICIDES OR AS HERBICIDES; PEST REPELLANTS OR ATTRACTANTS; PLANT GROWTH REGULATORS
- A01N47/00—Biocides, pest repellants or attractants, or plant growth regulators containing organic compounds containing a carbon atom not being member of a ring and having no bond to a carbon or hydrogen atom, e.g. derivatives of carbonic acid
- A01N47/08—Biocides, pest repellants or attractants, or plant growth regulators containing organic compounds containing a carbon atom not being member of a ring and having no bond to a carbon or hydrogen atom, e.g. derivatives of carbonic acid the carbon atom having one or more single bonds to nitrogen atoms
- A01N47/10—Carbamic acid derivatives, i.e. containing the group —O—CO—N<; Thio analogues thereof
- A01N47/22—O-Aryl or S-Aryl esters thereof
- A—HUMAN NECESSITIES
- A01—AGRICULTURE; FORESTRY; ANIMAL HUSBANDRY; HUNTING; TRAPPING; FISHING
- A01N—PRESERVATION OF BODIES OF HUMANS OR ANIMALS OR PLANTS OR PARTS THEREOF; BIOCIDES, e.g. AS DISINFECTANTS, AS PESTICIDES OR AS HERBICIDES; PEST REPELLANTS OR ATTRACTANTS; PLANT GROWTH REGULATORS
- A01N47/00—Biocides, pest repellants or attractants, or plant growth regulators containing organic compounds containing a carbon atom not being member of a ring and having no bond to a carbon or hydrogen atom, e.g. derivatives of carbonic acid
- A01N47/08—Biocides, pest repellants or attractants, or plant growth regulators containing organic compounds containing a carbon atom not being member of a ring and having no bond to a carbon or hydrogen atom, e.g. derivatives of carbonic acid the carbon atom having one or more single bonds to nitrogen atoms
- A01N47/28—Ureas or thioureas containing the groups >N—CO—N< or >N—CS—N<
- A01N47/38—Ureas or thioureas containing the groups >N—CO—N< or >N—CS—N< containing the group >N—CO—N< where at least one nitrogen atom is part of a heterocyclic ring; Thio analogues thereof
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D401/00—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, at least one ring being a six-membered ring with only one nitrogen atom
- C07D401/02—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, at least one ring being a six-membered ring with only one nitrogen atom containing two hetero rings
- C07D401/04—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, at least one ring being a six-membered ring with only one nitrogen atom containing two hetero rings directly linked by a ring-member-to-ring-member bond

Landscapes

Life Sciences & Earth Sciences (AREA)
Chemical & Material Sciences (AREA)
Organic Chemistry (AREA)
Dentistry (AREA)
Wood Science & Technology (AREA)
Plant Pathology (AREA)
Health & Medical Sciences (AREA)
Engineering & Computer Science (AREA)
Agronomy & Crop Science (AREA)
General Health & Medical Sciences (AREA)
Pest Control & Pesticides (AREA)
Zoology (AREA)
Environmental Sciences (AREA)
Pyridine Compounds (AREA)
Agricultural Chemicals And Associated Chemicals (AREA)
Nitrogen Condensed Heterocyclic Rings (AREA)
Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
Plural Heterocyclic Compounds (AREA)
Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)

IL11825496A 1995-05-24 1996-05-14 -3 (hetero) aryl - 8 azabicyclo [3, 1,2] - octane - 3 carbonitriles, their preparation and aphid-containing preparations containing them IL118254A (en)

Priority Applications (1)

Application Number	Priority Date	Filing Date	Title
IL12707596A IL127075A (en)	1995-05-24	1996-05-14	8-azabicyclo[3.2.1]octane derivatives and processes for their preparation

Applications Claiming Priority (1)

Application Number	Priority Date	Filing Date	Title
GBGB9510459.2A GB9510459D0 (en)	1995-05-24	1995-05-24	Bicyclic amines

Publications (2)

Publication Number	Publication Date
IL118254A0 IL118254A0 (en)	1996-09-12
IL118254A true IL118254A (en)	2002-04-21

Family

ID=10774926

Family Applications (1)

Application Number	Title	Priority Date	Filing Date
IL11825496A IL118254A (en)	1995-05-24	1996-05-14	-3 (hetero) aryl - 8 azabicyclo [3, 1,2] - octane - 3 carbonitriles, their preparation and aphid-containing preparations containing them

Country Status (35)

Country	Link
US (4)	US5922732A (fr)
EP (1)	EP0828739B1 (fr)
JP (1)	JP4276699B2 (fr)
KR (1)	KR100386035B1 (fr)
CN (1)	CN1066730C (fr)
AP (1)	AP803A (fr)
AR (1)	AR003419A1 (fr)
AT (1)	ATE223913T1 (fr)
AU (1)	AU710540B2 (fr)
BG (1)	BG102066A (fr)
BR (1)	BR9609112A (fr)
CA (1)	CA2217064A1 (fr)
CZ (1)	CZ368797A3 (fr)
DE (1)	DE69623614T2 (fr)
DZ (1)	DZ2037A1 (fr)
EA (1)	EA000468B1 (fr)
ES (1)	ES2183950T3 (fr)
GB (2)	GB9510459D0 (fr)
HU (1)	HU226985B1 (fr)
ID (1)	ID25629A (fr)
IL (1)	IL118254A (fr)
MA (1)	MA23880A1 (fr)
MX (1)	MX9708899A (fr)
NZ (1)	NZ307596A (fr)
OA (1)	OA10537A (fr)
PL (1)	PL323453A1 (fr)
PT (1)	PT828739E (fr)
SI (1)	SI9620088A (fr)
SK (1)	SK157897A3 (fr)
TN (1)	TNSN96078A1 (fr)
TR (1)	TR199701427T1 (fr)
TW (1)	TW334435B (fr)
UY (1)	UY24239A1 (fr)
WO (1)	WO1996037494A1 (fr)
ZA (1)	ZA963875B (fr)

Families Citing this family (119)

* Cited by examiner, † Cited by third party
Publication number	Priority date	Publication date	Assignee	Title
GB9510459D0 (en)	1995-05-24	1995-07-19	Zeneca Ltd	Bicyclic amines
WO1997043286A1 (fr) *	1996-05-13	1997-11-20	Zeneca Limited	Amines bicycliques utilisees comme insecticides
GB9623944D0 (en) *	1996-11-15	1997-01-08	Zeneca Ltd	Bicyclic amine derivatives
GB9624114D0 (en) *	1996-11-20	1997-01-08	Zeneca Ltd	Pesticidal bicyclic amine derivatives
EA199900502A1 (ru)	1996-11-26	2000-02-28	Зенека Лимитед	8-азабицикло[3.2.1]октан-, 8-азабицикло[3.2.1]окт-6-ен-, 9-азабицикло[3.3.1]нонан-, 9-аза-3-оксабицикло[3.3.1]нонан- и 9-аза-3-тиабицикло[3.3.1]нонанпроизводные, их получение и их применение в качестве инсектицидов
GB9624611D0 (en) *	1996-11-26	1997-01-15	Zeneca Ltd	Bicyclic amine compounds
GB9624501D0 (en) *	1996-11-26	1997-01-15	Zeneca Ltd	Insecticial compositions and method
GB9706574D0 (en) *	1997-04-01	1997-05-21	Zeneca Ltd	Cyano substituted cycloalkanes
GB9724693D0 (en)	1997-11-21	1998-01-21	Zeneca Ltd	Chemical compounds
GB9726033D0 (en)	1997-12-09	1998-02-04	Zeneca Ltd	Chemical process
TWI221842B (en) *	1997-12-11	2004-10-11	Syngenta Ltd	Process for the preparation of 8-azabicyclo(3.2.1)octane derivatives
GB9809161D0 (en) *	1998-04-29	1998-07-01	Zeneca Ltd	Chemical compounds
GB9913455D0 (en)	1999-06-09	1999-08-11	Zeneca Ltd	Chemical process
CA2354606C (fr) *	2000-08-03	2005-12-06	Pfizer Products Inc.	Derives d'azabicycloalkane et utilisations therapeutiques connexes
AU2002219383A1 (en) *	2001-01-17	2002-07-30	Syngenta Limited	Bicyclic amines as insecticides
GB0101226D0 (en) *	2001-01-17	2001-02-28	Syngenta Ltd	Chemical compounds
WO2002057263A1 (fr) *	2001-01-17	2002-07-25	Syngenta Limited	Octanes 8-azabicyclo "3.2.1.! utilises comme insecticides
GB0117032D0 (en) *	2001-07-12	2001-09-05	Syngenta Ltd	Chemical compounds
DE10152005A1 (de) *	2001-10-22	2003-04-30	Bayer Cropscience Ag	Pyrazolylsubstituierte Heterocyclen
DE10160007A1 (de)	2001-12-06	2003-06-18	Bayer Cropscience Ag	[1.2]-Oxazin-3,5-dione
DE10218231A1 (de)	2002-04-24	2003-11-06	Bayer Cropscience Ag	Methylthiophencarboxanilide
DE10219035A1 (de)	2002-04-29	2003-11-13	Bayer Cropscience Ag	Biphenylcarboxamide
JP2004018506A (ja) *	2002-06-20	2004-01-22	Bayer Ag	殺虫性フタラミド誘導体
DE10238725A1 (de) *	2002-08-23	2004-03-04	Bayer Cropscience Ag	Substituierte Heterocyclypyrimidine
DE10246959A1 (de) *	2002-10-09	2004-04-22	Bayer Cropscience Ag	Thiazolylbiphenylamide
DE10249055A1 (de) *	2002-10-22	2004-05-06	Bayer Cropscience Ag	2-Phenyl-2-substituierte-1,3-diketone
JP4043339B2 (ja) *	2002-10-22	2008-02-06	川崎マイクロエレクトロニクス株式会社	試験方法および試験装置
DE10257080A1 (de) *	2002-12-06	2004-06-24	Bayer Cropscience Ag	Substituierte Pyrazolincarboxanilide
DE10258314A1 (de) *	2002-12-13	2004-06-24	Bayer Cropscience Ag	Biphenyloximether
DE10301519A1 (de) *	2003-01-17	2004-07-29	Bayer Cropscience Ag	9-Ketospinosyn-Derivate
DE10303589A1 (de) *	2003-01-29	2004-08-12	Bayer Cropscience Ag	Pyrazolylcarboxanilide
AU2004212056A1 (en)	2003-02-14	2004-08-26	Bayer Cropscience Aktiengesellschaft	Oxathiin carboxamide
DE10311300A1 (de)	2003-03-14	2004-09-23	Bayer Cropscience Ag	2,4,6-Phenylsubstituierte cyclische Ketoenole
WO2004103975A1 (fr)	2003-05-21	2004-12-02	Bayer Cropscience Aktiengesellschaft	Iodopyrazolylcarboxanilides
DE10326386A1 (de)	2003-06-12	2004-12-30	Bayer Cropscience Ag	N-Heterocyclyl-phenylsubstituierte cyclische Ketoenole
EP1656020A2 (fr) *	2003-07-10	2006-05-17	Bayer CropScience AG	Pyridinylanilides
DE10331675A1 (de)	2003-07-14	2005-02-10	Bayer Cropscience Ag	Hetarylsubstituierte Pyrazolidindion-Derivate
DE10337496A1 (de)	2003-08-14	2005-04-14	Bayer Cropscience Ag	4-Biphenylsubstituierte-4-substituierte-pyrazolidin-3,5-dione
DE10337497A1 (de)	2003-08-14	2005-03-10	Bayer Cropscience Ag	4-Biphenylsubstituierte-Pyrazolidin-3,5-dion-Derivate
DE10343872A1 (de) *	2003-09-23	2005-04-21	Bayer Cropscience Ag	Suspensionskonzentrate
DE10349502A1 (de) *	2003-10-23	2005-05-25	Bayer Cropscience Ag	1,3-Dimethylbutylcarboxanilide
MXPA06004308A (es)	2003-10-23	2006-06-05	Bayer Cropscience Ag	Isopentilcarboxanilidas para la lucha contra los microorganismos indeseables.
DE10349497A1 (de) *	2003-10-23	2005-05-25	Bayer Cropscience Ag	N-substituierte Pyrazolylcarboxanilide
IN2004DE01799A (fr)	2003-10-23	2007-01-12	Bayer Cropscience Ag
DE10354607A1 (de)	2003-11-21	2005-06-16	Bayer Cropscience Ag	Siylierte Carboxamide
DE10357568A1 (de) *	2003-12-10	2005-07-07	Bayer Cropscience Ag	Pyrazolopyrimidine
DE102004003493A1 (de) *	2004-01-23	2005-08-11	Bayer Cropscience Ag	5-Phenylpyrimidine
DE102004005785A1 (de)	2004-02-06	2005-08-25	Bayer Cropscience Ag	2-Halogenfuryl/thienyl-3-carboxamide
DE102004005786A1 (de)	2004-02-06	2005-08-25	Bayer Cropscience Ag	Haloalkylcarboxamide
DE102004006324A1 (de) *	2004-02-10	2005-08-25	Bayer Cropscience Ag	Wirkstoffkombinationen mit insektiziden Eigenschaften
DE102004007076A1 (de) *	2004-02-13	2005-08-25	Bayer Cropscience Ag	Imidazolopyrimidine
DE102004008807A1 (de) *	2004-02-20	2005-09-08	Bayer Cropscience Ag	Pyrazolopyrimidine
JP2006076990A (ja)	2004-03-12	2006-03-23	Bayer Cropscience Ag	殺虫性ベンゼンジカルボキサミド類
DE102004012901A1 (de)	2004-03-17	2005-10-06	Bayer Cropscience Ag	Silylierte Carboxamide
DE102004014620A1 (de) *	2004-03-25	2005-10-06	Bayer Cropscience Ag	2,4,6-phenylsubstituierte cyclische Ketoenole
WO2005095380A1 (fr) *	2004-03-31	2005-10-13	Nippon Soda Co., Ltd.	Compose amine cyclique et agent pesticide
DE102004032418A1 (de) *	2004-04-07	2005-10-27	Bayer Cropscience Ag	Wirkstoffkombinationen mit insektiziden Eigenschaften
DE102004020840A1 (de)	2004-04-27	2005-11-24	Bayer Cropscience Ag	Verwendung von Alkylcarbonsäureamiden als Penetrationsförderer
DE102004022897A1 (de) *	2004-05-10	2005-12-08	Bayer Cropscience Ag	Azinyl-imidazoazine
DE102004030753A1 (de)	2004-06-25	2006-01-19	Bayer Cropscience Ag	3'-Alkoxy spirocyclische Tetram- und Tretronsäuren
DE102004041530A1 (de)	2004-08-27	2006-03-02	Bayer Cropscience Ag	Biphenylthiazolcarboxamide
DE102004059725A1 (de) *	2004-12-11	2006-06-22	Bayer Cropscience Ag	2-Alkyl-cycloalk(en)yl-carboxamide
DE102004062512A1 (de)	2004-12-24	2006-07-06	Bayer Cropscience Ag	Synergistische Mischungen mit insektizider und fungizider Wirkung
DE102004062513A1 (de)	2004-12-24	2006-07-06	Bayer Cropscience Ag	Insektizide auf Basis von Neonicotinoiden und ausgewählten Strobilurinen
US20060173037A1 (en) *	2005-01-10	2006-08-03	Nathalie Schlienger	Aminophenyl derivatives as selective androgen receptor modulators
EP1836202B1 (fr) *	2005-01-10	2016-12-21	Acadia Pharmaceuticals Inc.	Derives d'aminophenyle utilises en tant que modulateurs selectifs de recepteurs d'androgenes
DE102005008021A1 (de)	2005-02-22	2006-08-24	Bayer Cropscience Ag	Spiroketal-substituierte cyclische Ketoenole
DE102005022147A1 (de)	2005-04-28	2006-11-02	Bayer Cropscience Ag	Wirkstoffkombinationen
EP1915371A4 (fr) *	2005-08-19	2010-09-15	Elan Pharm Inc	Inhibiteurs sulfonamido n-bicycliques pontes de gamma-secretase
PL1947098T3 (pl)	2005-10-06	2012-03-30	Nippon Soda Co	Cykliczne związki aminowe i środek do zwalczania szkodników
DE102005057837A1 (de)	2005-12-03	2007-06-06	Bayer Cropscience Ag	Fungizide Wirkstoffkombination
DE102005058838A1 (de)	2005-12-09	2007-06-14	Bayer Cropscience Ag	Fungizide Wirkstoffkombination
DE102005060466A1 (de)	2005-12-17	2007-06-28	Bayer Cropscience Ag	Carboxamide
DE102005060464A1 (de) *	2005-12-17	2007-06-28	Bayer Cropscience Ag	Pyrazolylcarboxamide
DE102005060462A1 (de)	2005-12-17	2007-06-28	Bayer Cropscience Ag	Biphenylcarboxamide
DE102005060467A1 (de)	2005-12-17	2007-06-21	Bayer Cropscience Ag	Carboxamide
DE102006056544A1 (de)	2006-11-29	2008-06-05	Bayer Cropscience Ag	Insektizide Wirkstoffkombinationen (Formononetin+Insektizide)
DE102006058623A1 (de) *	2006-12-08	2008-06-12	Bayer Cropscience Ag	Oxooxetane als fungizide Mittel
CL2007003744A1 (es)	2006-12-22	2008-07-11	Bayer Cropscience Ag	Composicion que comprende un derivado 2-piridilmetilbenzamida y un compuesto insecticida; y metodo para controlar de forma curativa o preventiva hongos fitopatogenos de cultivos e insectos.
CL2007003743A1 (es)	2006-12-22	2008-07-11	Bayer Cropscience Ag	Composicion que comprende fenamidona y un compuesto insecticida; y metodo para controlar de forma curativa o preventiva hongos fitopatogenos de cultivos e insectos.
EP2124557B1 (fr) *	2007-02-02	2014-12-31	Plant Health Care, Inc.	Combinaisons de composes actifs fungicides synergiques
DE102007010801A1 (de)	2007-03-02	2008-09-04	Bayer Cropscience Ag	Diaminopyrimidine als Fungizide
TW200904331A (en)	2007-06-15	2009-02-01	Bayer Cropscience Sa	Pesticidal composition comprising a strigolactone derivative and an insecticide compound
GB0713602D0 (en) *	2007-07-12	2007-08-22	Syngenta Participations Ag	Chemical compounds
CA2697147A1 (fr)	2007-07-26	2009-02-05	Vitae Pharmaceuticals, Inc.	Inhibiteurs cycliques de la 11.beta.-hydroxysteroide deshydrogenase 1
AR069207A1 (es)	2007-11-07	2010-01-06	Vitae Pharmaceuticals Inc	Ureas ciclicas como inhibidores de la 11 beta - hidroxi-esteroide deshidrogenasa 1
WO2009063061A2 (fr)	2007-11-16	2009-05-22	Boehringer Ingelheim International Gmbh	Dérivés aryl- et hétéroarylcarbonyles de benzomorphanes et structures liées à ceux-ci, médicaments contenant de tels composés et leur utilisation
EP2229368A1 (fr)	2007-12-11	2010-09-22	Vitae Pharmaceuticals, Inc.	Inhibiteurs cycliques d'urée de la 11béta-hydroxystéroïde déhydrogénase 1
TW200934490A (en)	2008-01-07	2009-08-16	Vitae Pharmaceuticals Inc	Lactam inhibitors of 11 &abgr;-hydroxysteroid dehydrogenase 1
WO2009094169A1 (fr)	2008-01-24	2009-07-30	Vitae Pharmaceuticals, Inc.	Carbazate cyclique et inhibiteurs du type semi-carbazide de la 11β-hydroxystéroïde déshydrogénase 1
EP2254872A2 (fr)	2008-02-15	2010-12-01	Vitae Pharmaceuticals, Inc.	Inhibiteurs de 11beta-hydroxystéroïde deshydrogénase 1
CL2009001059A1 (es)	2008-05-01	2010-11-12	Boehringer Ingelheim Int	Compuestos derivados de 1,3-oxazin-2-ona-3,6 sustituidos, inhibidores de la actividad de la 11-beta-hidroxiesteroide deshidrogenasa i; composicion farmaceutica que los comprende; utiles en el tratamiento de enfermedades tales como diabetes mellitus, entre otras.
US8569292B2 (en)	2008-05-01	2013-10-29	Vitae Pharmaceuticals, Inc.	Cyclic inhibitors of 11β-hydroxysteroid dehydrogenase 1
US8592410B2 (en)	2008-05-01	2013-11-26	Vitae Pharmaceuticals, Inc.	Cyclic inhibitors of 11BETA-hydroxysteroid dehydrogenase 1
CL2009001151A1 (es)	2008-05-13	2010-08-13	Boehringer Ingelheim Int	Compuestos derivados de acidos carbociclicos aliciclicos de benzomorfanos, procedimiento de preparacion, composicion farmaceutica, utiles para tratar enfermedades influenciadas por la inhibicion de la enzima 11beta-hidroxiesteroide deshidrogenasa, como trastornos metabolicos.
EP2145538A1 (fr)	2008-07-15	2010-01-20	Georg-August-Universität Göttingen Stiftung Öffentlichen Rechts	Produit de protection des plantes et des matériaux
US8846668B2 (en)	2008-07-25	2014-09-30	Vitae Pharmaceuticals, Inc.	Inhibitors of 11beta-hydroxysteroid dehydrogenase 1
PE20110566A1 (es)	2008-07-25	2011-09-02	Boehringer Ingelheim Int	Inhibidores ciclicos de 11beta-hidroxiesteroide deshidrogenasa 1
JP5679997B2 (ja)	2009-02-04	2015-03-04	ベーリンガーインゲルハイムインターナショナルゲゼルシャフトミットベシュレンクテルハフツング	１１β−ヒドロキシステロイドデヒドロゲナーゼ１の環状阻害剤
US8680093B2 (en)	2009-04-30	2014-03-25	Vitae Pharmaceuticals, Inc.	Cyclic inhibitors of 11beta-hydroxysteroid dehydrogenase 1
EP2440537A1 (fr)	2009-06-11	2012-04-18	Vitae Pharmaceuticals, Inc.	Inhibiteurs cycliques de la 11-bêta-hydroxystéroïde déshydrogénase 1 basée sur la structure 1,3-oxazinan-2-one
AR078887A1 (es)	2009-11-06	2011-12-07	Boehringer Ingelheim Int	Derivados arilo y heteroarilcarbonilo de hexahidroindenopiridina y octahidrobenzoquinolina y composiciones farmaceuticas que los contienen.
US8933072B2 (en)	2010-06-16	2015-01-13	Vitae Pharmaceuticals, Inc.	Substituted 5-,6- and 7-membered heterocycles, medicaments containing such compounds, and their use
WO2011161128A1 (fr)	2010-06-25	2011-12-29	Boehringer Ingelheim International Gmbh	Azaspirohexanones comme inhibiteurs de 11-β-hsd1 pour le traitement de troubles métaboliques
EA201300522A1 (ru)	2010-11-02	2013-11-29	Бёрингер Ингельхайм Интернациональ Гмбх	Фармацевтические комбинации для лечения метаболических нарушений
TWI537258B (zh)	2010-11-05	2016-06-11	百靈佳殷格翰國際股份有限公司	六氫茚并吡啶及八氫苯并喹啉之芳基－及雜環芳基羰基衍生物
EP2683239A1 (fr)	2011-03-10	2014-01-15	Bayer Intellectual Property GmbH	Utilisation de composés de lipochito-oligosaccharide pour la protection des graines traitées
US8735585B2 (en)	2011-08-17	2014-05-27	Boehringer Ingelheim International Gmbh	Indenopyridine derivatives
BR112015024305A2 (pt) *	2013-03-28	2017-07-18	Syngenta Ltd	métodos de controle de pragas resistentes a neonicotinoides
BR112015024746A2 (pt) *	2013-03-28	2017-07-18	Syngenta Ltd	métodos de controle de pragas resistentes a neonicotinoides
CA2907750A1 (fr)	2013-03-28	2014-10-02	Syngenta Participations Ag	Procedes de lutte contre des organismes nuisibles resistant aux neonicotinoides
WO2015032617A1 (fr) *	2013-09-06	2015-03-12	Syngenta Participations Ag	Composés insecticides
IL315468A (en)	2014-09-17	2024-11-01	Spogen Biotech Inc	Fusion proteins, recombinant bacteria, and methods for using recombinant bacteria
WO2016050567A1 (fr) *	2014-10-01	2016-04-07	Syngenta Participations Ag	Dérivés de cyanotropane insecticides
EP3766348A1 (fr)	2015-12-07	2021-01-20	Valent BioSciences LLC	Formulations en solution de gibbérelline concentrées
EP3649858A1 (fr)	2018-11-06	2020-05-13	Bayer AG	Formulations agrochimiques contenant un inhibiteur polymérique de croissance de cristal
UA128695C2 (uk)	2018-05-25	2024-10-02	Баєр Акціенгезельшафт	Агрохімічні препарати, які містять полімерний інгібітор росту кристалів
CN111406741B (zh) *	2020-01-16	2021-11-02	陶俊德	乙晴作为土壤熏蒸化学药剂的应用及其施用方法
AU2023352212A1 (en)	2022-09-29	2025-03-27	Adama Makhteshim Ltd.	Concentrated agrochemical compositions of anthranilic diamides

Family Cites Families (33)

* Cited by examiner, † Cited by third party
Publication number	Priority date	Publication date	Assignee	Title
US3120537A (en) *	1958-04-30	1964-02-04	Sterling Drug Inc	3-(monocarbocyclic aryl)-3-carboxytropanes and esters thereof
US3133073A (en) *	1959-12-10	1964-05-12	Sterling Drug Inc	3-aryl-1, 5-iminocycloalkanes and preparation thereof
US3308131A (en) *	1962-12-06	1967-03-07	Du Pont	Tertiary carbamyl triazoles
NL129205C (fr) *	1963-02-25
NL6605944A (fr) *	1965-05-04	1966-11-07
US3501461A (en) *	1968-01-18	1970-03-17	Allied Chem	Azabicyclic phosphonate
US3546232A (en) *	1968-10-25	1970-12-08	Smithkline Corp	3 - phenyl - 8 - thianaphthenylalkyl derivatives of nortropine and nortropidine
US3657257A (en) *	1970-08-31	1972-04-18	Robins Co Inc A H	3-aryl-8-carbamoyl nortropanes
LU76173A1 (fr) *	1976-11-11	1978-07-10
US4180669A (en) *	1976-12-13	1979-12-25	Abbott Laboratories	2-(N-phenethyl-4-piperidino)-5-pentyl resorcinol
US4350691A (en) *	1979-12-20	1982-09-21	Beecham Group Limited	Certain azabicyclocarboxamides and compositions containing same
DE3045688A1 (de) *	1980-12-04	1982-07-08	C.H. Boehringer Sohn, 6507 Ingelheim	Neue 8-arylalkyl-3-phenyl-3-nortropanole, deren saeureadditionssalze, diese enthaltende arzneimittel und verfahren zu ihrer herstellung
CA1244028A (fr) *	1983-04-14	1988-11-01	Hans Maag	Derives de pyrimidine
FR2548666A1 (fr) *	1983-07-08	1985-01-11	Delalande Sa	Nouveaux derives du nor-tropane et du granatane, leur procede de preparation et leur application en therapeutique
EP0216625A3 (fr) *	1985-09-24	1988-08-17	The Wellcome Foundation Limited	Composés pesticides
NZ225999A (en) *	1987-09-10	1992-04-28	Merck Sharp & Dohme	Azacyclic- or azabicyclic-substituted thiadiazole derivatives and pharmaceutical compositions
ATE115384T1 (de) *	1987-10-13	1994-12-15	United States Surgical Corp	Trokarbesteck.
ATE108791T1 (de) *	1987-11-04	1994-08-15	Beecham Group Plc	Neue 4-oxobenzotriazine und 4-oxochinazoline.
EP0398578B1 (fr) *	1989-05-17	1997-03-12	Pfizer Inc.	2-Pipéridino-1-alkanol dérivés comme agents anti-ischémiques
DE69132141T2 (de) *	1990-05-10	2000-09-21	Pfizer Inc., New York	Neuroprotective indolone und verwandte derivate
ATE116317T1 (de) *	1990-07-23	1995-01-15	Pfizer	Chinuclidinderivate.
NZ241481A (en) *	1991-02-04	1994-06-27	Hoechst Roussel Pharma	Derivatives of 8-aza-bicyclo[3.2.1]octane and pharmaceutical compositions thereof
US5491148A (en) *	1991-04-26	1996-02-13	Syntex (U.S.A.) Inc.	Isoquinolinone and dihydroisoquinolinone 5-HT3 receptor antagonists
NZ243065A (en) *	1991-06-13	1995-07-26	Lundbeck & Co As H	Piperidine derivatives and pharmaceutical compositions
PT100639A (pt) *	1991-06-27	1993-09-30	Univ Virginia Commonwealth	Metodo para o tratamento terapeutico com compostos que sao ligandos ao receptor sigma e compostos ai utilizados, nomeadamente derivados fenilalquil-amina, aminotetralina,piperazina e piperidina
US5244906A (en) *	1992-01-23	1993-09-14	Dowelanco	Insect control with substituted oxadiazole and thiadiazole compounds
DK78692D0 (da) *	1992-06-12	1992-06-12	Lundbeck & Co As H	Dimere piperidin- og piperazinderivater
AU7474794A (en) *	1993-07-22	1995-02-20	E.I. Du Pont De Nemours And Company	Arthropodicidal azacyclic heterocycles
US5393767A (en) *	1993-08-26	1995-02-28	Dowelanco	Insect control with substituted triazole and tetrazole compounds
WO1996036637A1 (fr) *	1995-05-17	1996-11-21	R.J. Reynolds Tobacco Company	Compositions pharmaceutiques destinees a la prophylaxie et au traitement des troubles du systeme nerveux central
GB9510459D0 (en) *	1995-05-24	1995-07-19	Zeneca Ltd	Bicyclic amines
NZ320216A (en) *	1995-10-13	1999-05-28	Neurosearch As	8-azabicyclo[3.2.1]oct-2-ene derivatives, their preparation and use
WO1997043286A1 (fr) *	1996-05-13	1997-11-20	Zeneca Limited	Amines bicycliques utilisees comme insecticides

1995
- 1995-05-24 GB GBGB9510459.2A patent/GB9510459D0/en active Pending
1996
- 1996-05-13 PT PT96915100T patent/PT828739E/pt unknown
- 1996-05-13 AU AU56988/96A patent/AU710540B2/en not_active Ceased
- 1996-05-13 EP EP96915100A patent/EP0828739B1/fr not_active Expired - Lifetime
- 1996-05-13 CA CA002217064A patent/CA2217064A1/fr not_active Abandoned
- 1996-05-13 AT AT96915100T patent/ATE223913T1/de not_active IP Right Cessation
- 1996-05-13 PL PL96323453A patent/PL323453A1/xx unknown
- 1996-05-13 KR KR1019970708411A patent/KR100386035B1/ko not_active Expired - Fee Related
- 1996-05-13 SK SK1578-97A patent/SK157897A3/sk unknown
- 1996-05-13 BR BR9609112A patent/BR9609112A/pt not_active Application Discontinuation
- 1996-05-13 SI SI9620088A patent/SI9620088A/sl unknown
- 1996-05-13 CN CN96194135A patent/CN1066730C/zh not_active Expired - Lifetime
- 1996-05-13 DE DE69623614T patent/DE69623614T2/de not_active Expired - Lifetime
- 1996-05-13 JP JP53546696A patent/JP4276699B2/ja not_active Expired - Lifetime
- 1996-05-13 MX MX9708899A patent/MX9708899A/es unknown
- 1996-05-13 WO PCT/GB1996/001151 patent/WO1996037494A1/fr active IP Right Grant
- 1996-05-13 HU HU9802708A patent/HU226985B1/hu active IP Right Revival
- 1996-05-13 TR TR97/01427T patent/TR199701427T1/xx unknown
- 1996-05-13 GB GB9609978A patent/GB2301819B/en not_active Expired - Lifetime
- 1996-05-13 AP APAP/P/1997/001139A patent/AP803A/en active
- 1996-05-13 CZ CZ973687A patent/CZ368797A3/cs unknown
- 1996-05-13 NZ NZ307596A patent/NZ307596A/xx unknown
- 1996-05-13 EA EA199700416A patent/EA000468B1/ru not_active IP Right Cessation
- 1996-05-13 ES ES96915100T patent/ES2183950T3/es not_active Expired - Lifetime
- 1996-05-14 IL IL11825496A patent/IL118254A/en not_active IP Right Cessation
- 1996-05-15 ZA ZA963875A patent/ZA963875B/xx unknown
- 1996-05-17 TW TW085105885A patent/TW334435B/zh active
- 1996-05-21 TN TNTNSN96078A patent/TNSN96078A1/fr unknown
- 1996-05-22 DZ DZ960080A patent/DZ2037A1/fr active
- 1996-05-22 MA MA24248A patent/MA23880A1/fr unknown
- 1996-05-22 AR ARP960102664A patent/AR003419A1/es not_active Application Discontinuation
- 1996-05-24 US US08/651,182 patent/US5922732A/en not_active Expired - Lifetime
- 1996-05-24 UY UY24239A patent/UY24239A1/es not_active IP Right Cessation
- 1996-11-28 ID IDP20000729D patent/ID25629A/id unknown
1997
- 1997-11-21 BG BG102066A patent/BG102066A/xx unknown
- 1997-11-24 OA OA70133A patent/OA10537A/en unknown
1998
- 1998-12-08 US US09/207,195 patent/US6207676B1/en not_active Expired - Lifetime
2000
- 2000-06-26 US US09/602,711 patent/US6391883B1/en not_active Expired - Lifetime
2002
- 2002-04-12 US US10/124,696 patent/US6573275B1/en not_active Expired - Fee Related

Also Published As

Publication number	Publication date
WO1996037494A1 (fr)	1996-11-28
AR003419A1 (es)	1998-08-05
HUP9802708A3 (en)	1999-03-29
TW334435B (en)	1998-06-21
CN1185154A (zh)	1998-06-17
GB9510459D0 (en)	1995-07-19
SI9620088A (sl)	1998-06-30
GB2301819A (en)	1996-12-18
EA000468B1 (ru)	1999-08-26
DE69623614D1 (de)	2002-10-17
CZ368797A3 (cs)	1998-02-18
EP0828739B1 (fr)	2002-09-11
KR100386035B1 (ko)	2003-09-22
ATE223913T1 (de)	2002-09-15
IL118254A0 (en)	1996-09-12
NZ307596A (en)	1999-05-28
US6573275B1 (en)	2003-06-03
CN1066730C (zh)	2001-06-06
JP4276699B2 (ja)	2009-06-10
BG102066A (en)	1998-09-30
AP803A (en)	2000-01-24
MA23880A1 (fr)	1996-12-31
US6207676B1 (en)	2001-03-27
US5922732A (en)	1999-07-13
MX9708899A (es)	1998-03-31
PT828739E (pt)	2002-12-31
GB9609978D0 (en)	1996-07-17
AU5698896A (en)	1996-12-11
ES2183950T3 (es)	2003-04-01
CA2217064A1 (fr)	1996-11-28
ZA963875B (en)	1996-12-02
JPH11505826A (ja)	1999-05-25
OA10537A (en)	2002-04-25
TR199701427T1 (xx)	1998-04-21
DZ2037A1 (fr)	2002-10-23
KR19990021936A (ko)	1999-03-25
AU710540B2 (en)	1999-09-23
US6391883B1 (en)	2002-05-21
PL323453A1 (en)	1998-03-30
UY24239A1 (es)	1996-06-07
HUP9802708A2 (hu)	1999-02-01
EA199700416A1 (ru)	1998-10-29
EP0828739A1 (fr)	1998-03-18
ID25629A (id)	1999-05-23
BR9609112A (pt)	1999-02-02
SK157897A3 (en)	1998-05-06
TNSN96078A1 (fr)	2005-03-15
HU226985B1 (en)	2010-04-28
GB2301819B (en)	1999-05-19
DE69623614T2 (de)	2003-01-30

Publication	Publication Date	Title
EP0828739B1 (fr)	2002-09-11	Amines biclycliques utilisees comme insecticide
US6174894B1 (en)	2001-01-16	Bicyclic amine derivatives
ES2216131T3 (es)	2004-10-16	Derivados de 8-azabiciclo 3,2,1 )octano-,8- azabiciclo 3,2.1) oct-6- eno- 9-azabiciclo 3.3.1) nonano-, 9-aza -3- oxabiciclo 3.3.1) nonano - y 9 -aza-3- tiabiciclo 3.3.1) nonano, su preparacion y su uso como insecticidas.
US6066646A (en)	2000-05-23	Bicyclic amine derivatives
ES2218676T3 (es)	2004-11-16	Aminas biciclicas como insecticidas.
US6294545B1 (en)	2001-09-25	Bicyclic amines and their use as insecticides
AU720176B2 (en)	2000-05-25	Bicyclic amines as insecticides
GB2324795A (en)	1998-11-04	Bicyclic Amines
EP0942909B1 (fr)	2002-06-12	Derives d'amine bicyclique
KR20010005634A (ko)	2001-01-15	비시클릭 아민 유도체

Legal Events

Date	Code	Title
2002-09-12	FF	Patent granted
2002-11-10	KB	Patent renewed
2003-01-12	HC	Change of name of proprietor(s)
2006-08-01	KB	Patent renewed
2011-01-31	MM9K	Patent not in force due to non-payment of renewal fees