RU2319697C2 - Дифторметилтиазолилкарбоксанилиды - Google Patents
Дифторметилтиазолилкарбоксанилиды Download PDFInfo
- Publication number
- RU2319697C2 RU2319697C2 RU2004126867/04A RU2004126867A RU2319697C2 RU 2319697 C2 RU2319697 C2 RU 2319697C2 RU 2004126867/04 A RU2004126867/04 A RU 2004126867/04A RU 2004126867 A RU2004126867 A RU 2004126867A RU 2319697 C2 RU2319697 C2 RU 2319697C2
- Authority
- RU
- Russia
- Prior art keywords
- group
- formula
- hydrogen atom
- difluoromethylthiazolylcarboxanilides
- mean
- Prior art date
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- -1 Difluoromethylthiazolyl Chemical group 0.000 title claims abstract description 76
- 244000052769 pathogen Species 0.000 claims abstract description 41
- 125000004435 hydrogen atom Chemical group [H]* 0.000 claims abstract description 38
- 125000004432 carbon atom Chemical group C* 0.000 claims abstract description 22
- 125000005843 halogen group Chemical group 0.000 claims abstract description 8
- 125000004414 alkyl thio group Chemical group 0.000 claims abstract description 6
- 125000004093 cyano group Chemical group *C#N 0.000 claims abstract description 6
- 125000000217 alkyl group Chemical group 0.000 claims abstract description 5
- 230000002538 fungal effect Effects 0.000 claims abstract description 5
- 208000035143 Bacterial infection Diseases 0.000 claims abstract description 4
- 208000031888 Mycoses Diseases 0.000 claims abstract description 4
- 238000000034 method Methods 0.000 claims description 42
- 239000000460 chlorine Substances 0.000 claims description 27
- 244000005700 microbiome Species 0.000 claims description 17
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 claims description 15
- 229910052801 chlorine Inorganic materials 0.000 claims description 13
- ZAMOUSCENKQFHK-UHFFFAOYSA-N Chlorine atom Chemical compound [Cl] ZAMOUSCENKQFHK-UHFFFAOYSA-N 0.000 claims description 12
- 239000011737 fluorine Substances 0.000 claims description 12
- 229910052731 fluorine Inorganic materials 0.000 claims description 12
- 125000002023 trifluoromethyl group Chemical group FC(F)(F)* 0.000 claims description 12
- PXGOKWXKJXAPGV-UHFFFAOYSA-N Fluorine Chemical compound FF PXGOKWXKJXAPGV-UHFFFAOYSA-N 0.000 claims description 11
- WKBOTKDWSSQWDR-UHFFFAOYSA-N Bromine atom Chemical compound [Br] WKBOTKDWSSQWDR-UHFFFAOYSA-N 0.000 claims description 10
- GDTBXPJZTBHREO-UHFFFAOYSA-N bromine Substances BrBr GDTBXPJZTBHREO-UHFFFAOYSA-N 0.000 claims description 10
- 239000003085 diluting agent Substances 0.000 claims description 10
- 229910052794 bromium Inorganic materials 0.000 claims description 8
- 125000000876 trifluoromethoxy group Chemical group FC(F)(F)O* 0.000 claims description 6
- LSDPWZHWYPCBBB-UHFFFAOYSA-N Methanethiol Chemical compound SC LSDPWZHWYPCBBB-UHFFFAOYSA-N 0.000 claims description 4
- 125000001246 bromo group Chemical group Br* 0.000 claims description 4
- 125000001449 isopropyl group Chemical group [H]C([H])([H])C([H])(*)C([H])([H])[H] 0.000 claims description 4
- 125000004786 difluoromethoxy group Chemical group [H]C(F)(F)O* 0.000 claims description 3
- 125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 claims description 3
- 125000004429 atom Chemical group 0.000 claims description 2
- 239000003795 chemical substances by application Substances 0.000 claims description 2
- 229910052736 halogen Inorganic materials 0.000 claims description 2
- 150000002367 halogens Chemical class 0.000 claims description 2
- 239000001257 hydrogen Substances 0.000 claims description 2
- 229910052739 hydrogen Inorganic materials 0.000 claims description 2
- 125000000959 isobutyl group Chemical group [H]C([H])([H])C([H])(C([H])([H])[H])C([H])([H])* 0.000 claims description 2
- 125000004108 n-butyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])C([H])([H])* 0.000 claims description 2
- 125000004123 n-propyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])* 0.000 claims description 2
- SUVIGLJNEAMWEG-UHFFFAOYSA-N propane-1-thiol Chemical compound CCCS SUVIGLJNEAMWEG-UHFFFAOYSA-N 0.000 claims description 2
- KJRCEJOSASVSRA-UHFFFAOYSA-N propane-2-thiol Chemical group CC(C)S KJRCEJOSASVSRA-UHFFFAOYSA-N 0.000 claims description 2
- 125000002914 sec-butyl group Chemical group [H]C([H])([H])C([H])([H])C([H])(*)C([H])([H])[H] 0.000 claims description 2
- 239000004094 surface-active agent Substances 0.000 claims description 2
- 125000000999 tert-butyl group Chemical group [H]C([H])([H])C(*)(C([H])([H])[H])C([H])([H])[H] 0.000 claims description 2
- 125000003866 trichloromethyl group Chemical group ClC(Cl)(Cl)* 0.000 claims description 2
- 125000003652 trifluoroethoxy group Chemical group FC(CO*)(F)F 0.000 claims description 2
- 125000000335 thiazolyl group Chemical group 0.000 claims 2
- 125000004205 trifluoroethyl group Chemical group [H]C([H])(*)C(F)(F)F 0.000 claims 1
- 150000001875 compounds Chemical class 0.000 abstract description 23
- 239000000126 substance Substances 0.000 abstract description 17
- 230000000694 effects Effects 0.000 abstract description 7
- 241000196324 Embryophyta Species 0.000 description 81
- 239000013543 active substance Substances 0.000 description 37
- 239000000203 mixture Substances 0.000 description 19
- 239000000463 material Substances 0.000 description 17
- 230000001681 protective effect Effects 0.000 description 14
- 239000007858 starting material Substances 0.000 description 13
- WEVYAHXRMPXWCK-UHFFFAOYSA-N Acetonitrile Chemical compound CC#N WEVYAHXRMPXWCK-UHFFFAOYSA-N 0.000 description 12
- 241000233866 Fungi Species 0.000 description 12
- YXFVVABEGXRONW-UHFFFAOYSA-N Toluene Chemical compound CC1=CC=CC=C1 YXFVVABEGXRONW-UHFFFAOYSA-N 0.000 description 12
- 238000002360 preparation method Methods 0.000 description 12
- 240000008042 Zea mays Species 0.000 description 11
- 235000002017 Zea mays subsp mays Nutrition 0.000 description 11
- RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 description 10
- 238000006243 chemical reaction Methods 0.000 description 10
- 239000000243 solution Substances 0.000 description 10
- 150000003852 triazoles Chemical class 0.000 description 10
- CSCPPACGZOOCGX-UHFFFAOYSA-N Acetone Chemical compound CC(C)=O CSCPPACGZOOCGX-UHFFFAOYSA-N 0.000 description 9
- ZMXDDKWLCZADIW-UHFFFAOYSA-N N,N-Dimethylformamide Chemical compound CN(C)C=O ZMXDDKWLCZADIW-UHFFFAOYSA-N 0.000 description 9
- 235000005824 Zea mays ssp. parviglumis Nutrition 0.000 description 9
- 239000002253 acid Substances 0.000 description 9
- 235000005822 corn Nutrition 0.000 description 9
- 239000003995 emulsifying agent Substances 0.000 description 9
- 229920000742 Cotton Polymers 0.000 description 8
- XEKOWRVHYACXOJ-UHFFFAOYSA-N Ethyl acetate Chemical compound CCOC(C)=O XEKOWRVHYACXOJ-UHFFFAOYSA-N 0.000 description 8
- 244000299507 Gossypium hirsutum Species 0.000 description 8
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- 241000894006 Bacteria Species 0.000 description 6
- UHOVQNZJYSORNB-UHFFFAOYSA-N Benzene Chemical compound C1=CC=CC=C1 UHOVQNZJYSORNB-UHFFFAOYSA-N 0.000 description 6
- YMWUJEATGCHHMB-UHFFFAOYSA-N Dichloromethane Chemical compound ClCCl YMWUJEATGCHHMB-UHFFFAOYSA-N 0.000 description 6
- MDNWOSOZYLHTCG-UHFFFAOYSA-N Dichlorophen Chemical compound OC1=CC=C(Cl)C=C1CC1=CC(Cl)=CC=C1O MDNWOSOZYLHTCG-UHFFFAOYSA-N 0.000 description 6
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- 235000010469 Glycine max Nutrition 0.000 description 6
- OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 description 6
- SJRJJKPEHAURKC-UHFFFAOYSA-N N-Methylmorpholine Chemical compound CN1CCOCC1 SJRJJKPEHAURKC-UHFFFAOYSA-N 0.000 description 6
- 241000813090 Rhizoctonia solani Species 0.000 description 6
- UIIMBOGNXHQVGW-UHFFFAOYSA-M Sodium bicarbonate Chemical compound [Na+].OC([O-])=O UIIMBOGNXHQVGW-UHFFFAOYSA-M 0.000 description 6
- HEMHJVSKTPXQMS-UHFFFAOYSA-M Sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 description 6
- ZMANZCXQSJIPKH-UHFFFAOYSA-N Triethylamine Chemical compound CCN(CC)CC ZMANZCXQSJIPKH-UHFFFAOYSA-N 0.000 description 6
- 241001360088 Zymoseptoria tritici Species 0.000 description 6
- 150000002170 ethers Chemical class 0.000 description 6
- VLKZOEOYAKHREP-UHFFFAOYSA-N n-Hexane Chemical compound CCCCCC VLKZOEOYAKHREP-UHFFFAOYSA-N 0.000 description 6
- 239000002689 soil Substances 0.000 description 6
- 241001465180 Botrytis Species 0.000 description 5
- XDTMQSROBMDMFD-UHFFFAOYSA-N Cyclohexane Chemical compound C1CCCCC1 XDTMQSROBMDMFD-UHFFFAOYSA-N 0.000 description 5
- 235000011430 Malus pumila Nutrition 0.000 description 5
- 235000015103 Malus silvestris Nutrition 0.000 description 5
- 244000061456 Solanum tuberosum Species 0.000 description 5
- 235000002595 Solanum tuberosum Nutrition 0.000 description 5
- 241000317942 Venturia <ichneumonid wasp> Species 0.000 description 5
- 239000003054 catalyst Substances 0.000 description 5
- 239000008187 granular material Substances 0.000 description 5
- 230000002363 herbicidal effect Effects 0.000 description 5
- 239000004009 herbicide Substances 0.000 description 5
- 239000007788 liquid Substances 0.000 description 5
- 238000001228 spectrum Methods 0.000 description 5
- 238000005507 spraying Methods 0.000 description 5
- 125000000383 tetramethylene group Chemical group [H]C([H])([*:1])C([H])([H])C([H])([H])C([H])([H])[*:2] 0.000 description 5
- 230000009261 transgenic effect Effects 0.000 description 5
- PAMIQIKDUOTOBW-UHFFFAOYSA-N 1-methylpiperidine Chemical compound CN1CCCCC1 PAMIQIKDUOTOBW-UHFFFAOYSA-N 0.000 description 4
- UBPDKIDWEADHPP-UHFFFAOYSA-N 2-iodoaniline Chemical compound NC1=CC=CC=C1I UBPDKIDWEADHPP-UHFFFAOYSA-N 0.000 description 4
- BPONVVSBNSWOGF-UHFFFAOYSA-N 4-(difluoromethyl)-1,3-thiazole-2-carboxylic acid Chemical compound OC(=O)C1=NC(C(F)F)=CS1 BPONVVSBNSWOGF-UHFFFAOYSA-N 0.000 description 4
- ZCYVEMRRCGMTRW-UHFFFAOYSA-N 7553-56-2 Chemical group [I] ZCYVEMRRCGMTRW-UHFFFAOYSA-N 0.000 description 4
- 0 Cc1c(*)c(*)c(C)c(*)c1B(O*)OI Chemical compound Cc1c(*)c(*)c(C)c(*)c1B(O*)OI 0.000 description 4
- XTHFKEDIFFGKHM-UHFFFAOYSA-N Dimethoxyethane Chemical compound COCCOC XTHFKEDIFFGKHM-UHFFFAOYSA-N 0.000 description 4
- IAZDPXIOMUYVGZ-UHFFFAOYSA-N Dimethylsulphoxide Chemical compound CS(C)=O IAZDPXIOMUYVGZ-UHFFFAOYSA-N 0.000 description 4
- 244000068988 Glycine max Species 0.000 description 4
- BZLVMXJERCGZMT-UHFFFAOYSA-N Methyl tert-butyl ether Chemical compound COC(C)(C)C BZLVMXJERCGZMT-UHFFFAOYSA-N 0.000 description 4
- FXHOOIRPVKKKFG-UHFFFAOYSA-N N,N-Dimethylacetamide Chemical compound CN(C)C(C)=O FXHOOIRPVKKKFG-UHFFFAOYSA-N 0.000 description 4
- LRHPLDYGYMQRHN-UHFFFAOYSA-N N-Butanol Chemical compound CCCCO LRHPLDYGYMQRHN-UHFFFAOYSA-N 0.000 description 4
- IMNFDUFMRHMDMM-UHFFFAOYSA-N N-Heptane Chemical compound CCCCCCC IMNFDUFMRHMDMM-UHFFFAOYSA-N 0.000 description 4
- KDLHZDBZIXYQEI-UHFFFAOYSA-N Palladium Chemical compound [Pd] KDLHZDBZIXYQEI-UHFFFAOYSA-N 0.000 description 4
- 244000046052 Phaseolus vulgaris Species 0.000 description 4
- 235000010627 Phaseolus vulgaris Nutrition 0.000 description 4
- KWYUFKZDYYNOTN-UHFFFAOYSA-M Potassium hydroxide Chemical compound [OH-].[K+] KWYUFKZDYYNOTN-UHFFFAOYSA-M 0.000 description 4
- JUJWROOIHBZHMG-UHFFFAOYSA-N Pyridine Chemical compound C1=CC=NC=C1 JUJWROOIHBZHMG-UHFFFAOYSA-N 0.000 description 4
- CDBYLPFSWZWCQE-UHFFFAOYSA-L Sodium Carbonate Chemical compound [Na+].[Na+].[O-]C([O-])=O CDBYLPFSWZWCQE-UHFFFAOYSA-L 0.000 description 4
- WQDUMFSSJAZKTM-UHFFFAOYSA-N Sodium methoxide Chemical compound [Na+].[O-]C WQDUMFSSJAZKTM-UHFFFAOYSA-N 0.000 description 4
- WYURNTSHIVDZCO-UHFFFAOYSA-N Tetrahydrofuran Chemical compound C1CCOC1 WYURNTSHIVDZCO-UHFFFAOYSA-N 0.000 description 4
- 150000001408 amides Chemical class 0.000 description 4
- 150000001448 anilines Chemical class 0.000 description 4
- RDOXTESZEPMUJZ-UHFFFAOYSA-N anisole Chemical compound COC1=CC=CC=C1 RDOXTESZEPMUJZ-UHFFFAOYSA-N 0.000 description 4
- 150000001555 benzenes Chemical class 0.000 description 4
- MVPPADPHJFYWMZ-UHFFFAOYSA-N chlorobenzene Chemical compound ClC1=CC=CC=C1 MVPPADPHJFYWMZ-UHFFFAOYSA-N 0.000 description 4
- 238000007796 conventional method Methods 0.000 description 4
- NNBZCPXTIHJBJL-UHFFFAOYSA-N decalin Chemical compound C1CCCC2CCCCC21 NNBZCPXTIHJBJL-UHFFFAOYSA-N 0.000 description 4
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- 230000012010 growth Effects 0.000 description 4
- 150000004820 halides Chemical class 0.000 description 4
- 229910052740 iodine Inorganic materials 0.000 description 4
- UAEPNZWRGJTJPN-UHFFFAOYSA-N methylcyclohexane Chemical compound CC1CCCCC1 UAEPNZWRGJTJPN-UHFFFAOYSA-N 0.000 description 4
- NFHFRUOZVGFOOS-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.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 NFHFRUOZVGFOOS-UHFFFAOYSA-N 0.000 description 4
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- 238000003786 synthesis reaction Methods 0.000 description 4
- GETQZCLCWQTVFV-UHFFFAOYSA-N trimethylamine Chemical compound CN(C)C GETQZCLCWQTVFV-UHFFFAOYSA-N 0.000 description 4
- 239000002023 wood Substances 0.000 description 4
- QBVDQOUVCUSMQZ-UHFFFAOYSA-N 2-(3-chloro-4-fluorophenyl)aniline Chemical compound NC1=CC=CC=C1C1=CC=C(F)C(Cl)=C1 QBVDQOUVCUSMQZ-UHFFFAOYSA-N 0.000 description 3
- ZWEHNKRNPOVVGH-UHFFFAOYSA-N 2-Butanone Chemical compound CCC(C)=O ZWEHNKRNPOVVGH-UHFFFAOYSA-N 0.000 description 3
- AOPBDRUWRLBSDB-UHFFFAOYSA-N 2-bromoaniline Chemical compound NC1=CC=CC=C1Br AOPBDRUWRLBSDB-UHFFFAOYSA-N 0.000 description 3
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- 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
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- 241000228212 Aspergillus Species 0.000 description 2
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- BVKZGUZCCUSVTD-UHFFFAOYSA-M Bicarbonate Chemical class OC([O-])=O BVKZGUZCCUSVTD-UHFFFAOYSA-M 0.000 description 2
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- 235000015112 vegetable and seed oil Nutrition 0.000 description 1
- 239000008158 vegetable oil Substances 0.000 description 1
- 239000005943 zeta-Cypermethrin Substances 0.000 description 1
- 239000011701 zinc Substances 0.000 description 1
- 229910052725 zinc Inorganic materials 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D277/00—Heterocyclic compounds containing 1,3-thiazole or hydrogenated 1,3-thiazole rings
- C07D277/02—Heterocyclic compounds containing 1,3-thiazole or hydrogenated 1,3-thiazole rings not condensed with other rings
- C07D277/20—Heterocyclic compounds containing 1,3-thiazole or hydrogenated 1,3-thiazole rings not condensed with other rings having two or three double bonds between ring members or between ring members and non-ring members
- C07D277/32—Heterocyclic compounds containing 1,3-thiazole or hydrogenated 1,3-thiazole rings not condensed with other rings having two or three double bonds between ring members or between ring members and non-ring members with hetero atoms or with carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals, directly attached to ring carbon atoms
- C07D277/56—Carbon atoms having three bonds to hetero atoms with at the most one bond to halogen
-
- 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
- A01N43/72—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having rings with nitrogen atoms and oxygen or sulfur atoms as ring hetero atoms
- A01N43/74—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having rings with nitrogen atoms and oxygen or sulfur atoms as ring hetero atoms five-membered rings with one nitrogen atom and either one oxygen atom or one sulfur atom in positions 1,3
- A01N43/78—1,3-Thiazoles; Hydrogenated 1,3-thiazoles
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Life Sciences & Earth Sciences (AREA)
- Agronomy & Crop Science (AREA)
- Pest Control & Pesticides (AREA)
- Plant Pathology (AREA)
- Health & Medical Sciences (AREA)
- Engineering & Computer Science (AREA)
- Dentistry (AREA)
- General Health & Medical Sciences (AREA)
- Wood Science & Technology (AREA)
- Zoology (AREA)
- Environmental Sciences (AREA)
- Agricultural Chemicals And Associated Chemicals (AREA)
- Thiazole And Isothizaole Compounds (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Cosmetics (AREA)
- Low-Molecular Organic Synthesis Reactions Using Catalysts (AREA)
- Plural Heterocyclic Compounds (AREA)
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| DE10204391.4 | 2002-02-04 | ||
| DE10204391A DE10204391A1 (de) | 2002-02-04 | 2002-02-04 | Difluormethylthiazolylcarboxanilide |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| RU2004126867A RU2004126867A (ru) | 2005-05-27 |
| RU2319697C2 true RU2319697C2 (ru) | 2008-03-20 |
Family
ID=27588322
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| RU2004126867/04A RU2319697C2 (ru) | 2002-02-04 | 2003-01-22 | Дифторметилтиазолилкарбоксанилиды |
Country Status (19)
| Country | Link |
|---|---|
| US (1) | US7388097B2 (enExample) |
| EP (1) | EP1474407B1 (enExample) |
| JP (1) | JP4559735B2 (enExample) |
| KR (1) | KR100958680B1 (enExample) |
| CN (1) | CN100503586C (enExample) |
| AT (1) | ATE476427T1 (enExample) |
| AU (1) | AU2003244431A1 (enExample) |
| BR (1) | BR0307432B1 (enExample) |
| CA (1) | CA2474902A1 (enExample) |
| CO (1) | CO5611065A2 (enExample) |
| DE (2) | DE10204391A1 (enExample) |
| ES (1) | ES2347870T3 (enExample) |
| MX (1) | MXPA04007465A (enExample) |
| NZ (1) | NZ534454A (enExample) |
| PL (1) | PL216410B1 (enExample) |
| RU (1) | RU2319697C2 (enExample) |
| UA (1) | UA79266C2 (enExample) |
| WO (1) | WO2003066610A1 (enExample) |
| ZA (1) | ZA200406146B (enExample) |
Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| RU2480988C2 (ru) * | 2008-08-27 | 2013-05-10 | ДАУ АГРОСАЙЕНСИЗ ЭлЭлСи | Пестициды, пестицидная композиция и способ контроля вредителей |
Families Citing this family (57)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| WO2003007934A1 (en) * | 2001-07-16 | 2003-01-30 | Ortho-Mcneil Pharmaceutical, Inc. | Carbamate compounds for use in preventing or treating neuropathic pain and cluster and migraine headache-associated pain |
| DE10246959A1 (de) | 2002-10-09 | 2004-04-22 | Bayer Cropscience Ag | Thiazolylbiphenylamide |
| DE10250110A1 (de) | 2002-10-28 | 2004-05-13 | Bayer Cropscience Ag | Thiazol-(bi)cycloalkyl-carboxanilide |
| GB0230155D0 (en) | 2002-12-24 | 2003-02-05 | Syngenta Participations Ag | Chemical compounds |
| DE10347090A1 (de) | 2003-10-10 | 2005-05-04 | Bayer Cropscience Ag | Synergistische fungizide Wirkstoffkombinationen |
| DE10349501A1 (de) | 2003-10-23 | 2005-05-25 | Bayer Cropscience Ag | Synergistische fungizide Wirkstoffkombinationen |
| KR101377815B1 (ko) * | 2004-02-03 | 2014-03-26 | 가부시키가이샤 니콘 | 노광 장치 및 디바이스 제조 방법 |
| WO2005103006A1 (en) * | 2004-04-26 | 2005-11-03 | Bayer Cropscience Sa | 2-pyridinylcycloalkylcarboxamide derivatives useful as fungicides |
| AU2005244421A1 (en) * | 2004-05-13 | 2005-11-24 | Basf Aktiengesellschaft | Fungicide mixtures made from a triazolopyrimidine derivative and biphenylamides |
| DE102004041530A1 (de) * | 2004-08-27 | 2006-03-02 | Bayer Cropscience Ag | Biphenylthiazolcarboxamide |
| DE102004041531A1 (de) | 2004-08-27 | 2006-03-02 | Bayer Cropscience Ag | Verfahren zum Herstellen von Biphenylaminen |
| DE102004041532A1 (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 |
| DE102005007160A1 (de) * | 2005-02-16 | 2006-08-24 | Basf Ag | Pyrazolcarbonsäureanilide, Verfahren zu ihrer Herstellung und sie enthaltende Mittel zur Bekämpfung von Schadpilzen |
| ATE478853T1 (de) * | 2005-05-18 | 2010-09-15 | Basf Se | Thiazolcarbonsäureanilide |
| DE102005025989A1 (de) * | 2005-06-07 | 2007-01-11 | Bayer Cropscience Ag | Carboxamide |
| EP2255648A3 (de) | 2005-06-09 | 2011-03-02 | Bayer CropScience AG | Wirkstoffkombinationen |
| DE102005026482A1 (de) | 2005-06-09 | 2006-12-14 | Bayer Cropscience Ag | Wirkstoffkombinationen |
| DE102005035300A1 (de) * | 2005-07-28 | 2007-02-01 | Bayer Cropscience Ag | Synergistische fungizide Wirkstoffkombinationen |
| BRPI0615849B1 (pt) | 2005-09-13 | 2015-12-01 | Basf Se | método de proteção de uma planta contra um fitopatógeno, uso de um composto, e, composição para tratar semente de uma planta para protegê-la contra um fitopatógeno |
| DE102005060462A1 (de) * | 2005-12-17 | 2007-06-28 | Bayer Cropscience Ag | Biphenylcarboxamide |
| US20090233916A1 (en) * | 2006-03-14 | 2009-09-17 | Basf Se | Method of inducing virus tolerance of plants |
| WO2007104658A2 (en) * | 2006-03-14 | 2007-09-20 | Basf Se | Method of inducing tolerance of plants against bacterioses |
| TWI435863B (zh) | 2006-03-20 | 2014-05-01 | Nihon Nohyaku Co Ltd | Ｎ-２-（雜）芳基乙基甲醯胺衍生物及含該衍生物之蟲害防治劑 |
| CN101437396B (zh) | 2006-03-24 | 2012-12-05 | 巴斯夫欧洲公司 | 防治植物病原性真菌的方法 |
| WO2007128756A1 (en) * | 2006-05-03 | 2007-11-15 | Basf Se | Use of arylcarboxylic acid biphenylamides for seed treatment |
| DE102006023263A1 (de) * | 2006-05-18 | 2007-11-22 | Bayer Cropscience Ag | Synergistische Wirkstoffkombinationen |
| AU2008212956A1 (en) * | 2007-02-05 | 2008-08-14 | Basf Se | Fungicidal mixtures comprising substituted 1-methylpyrazol-4-ylcarboxanilides |
| CL2008000357A1 (es) * | 2007-02-06 | 2009-09-11 | Basf Se | Agente que contiene al menos un antagonista de gaba, tal como fipronilo, al menos un fungicida de azol, tal como triconazol y al menos una giberelina; y su uso para mejorar la germinacion y/o la emergencia y/o vitalidad de las plantas. |
| JP2010518179A (ja) * | 2007-02-14 | 2010-05-27 | ビーエーエスエフ ソシエタス・ヨーロピア | 植物のウイルス耐性誘発方法 |
| BRPI0808447A2 (pt) * | 2007-03-20 | 2014-08-12 | Basf Se | Método para proteger plantas de soja de serem infectadas por fungos prejudiciais, composição fungicida, agente fungicida, semente, e, uso de uma composição. |
| UA104411C2 (uk) * | 2007-06-29 | 2014-02-10 | Басф Се | Спосіб та застосування стробілуринового фунгіциду для поліпшення проростання і/або появи і/або збільшення висоти рослин і/або довжини кореня рослин |
| DE102007045920B4 (de) | 2007-09-26 | 2018-07-05 | Bayer Intellectual Property Gmbh | Synergistische Wirkstoffkombinationen |
| EA201000719A1 (ru) * | 2007-11-02 | 2010-10-29 | Басф Се | Способ защиты зерновых от заражения грибами |
| BRPI0907195A2 (pt) * | 2008-02-28 | 2015-07-14 | Basf Se | Método para proteger cereais da infecção por fungos nocivos, composição fungicida, agente fungicida, sementes, e, uso de uma composição |
| JP5602131B2 (ja) | 2008-05-02 | 2014-10-08 | ビーエーエスエフ ソシエタス・ヨーロピア | ハロゲン置換２−（アミノメチリデン）−３−オキソ酪酸エステルの製造方法 |
| BRPI0911898A2 (pt) * | 2008-05-02 | 2015-10-13 | Basf Se | processo para preparar compostos, e, composto. |
| US8598222B2 (en) | 2008-05-05 | 2013-12-03 | Basf Se | Method for preparing 1,3,4-substituted pyrazol compounds |
| JP5502854B2 (ja) * | 2008-05-08 | 2014-05-28 | ビーエーエスエフ ソシエタス・ヨーロピア | 菌類感染から大豆を保護する方法 |
| US8871679B2 (en) * | 2008-07-04 | 2014-10-28 | Basf Se | Fungicidal mixtures comprising substituted 1-methylpyrazol-4-ylcarboxanilides |
| EP2307384B1 (en) | 2008-07-21 | 2012-04-25 | Basf Se | Process for preparing 1,3-disubstituted pyrazolecarboxylic esters |
| UA104887C2 (uk) | 2009-03-25 | 2014-03-25 | Баєр Кропсаєнс Аг | Синергічні комбінації активних речовин |
| JP5642786B2 (ja) | 2009-07-16 | 2014-12-17 | バイエル・クロップサイエンス・アーゲーＢａｙｅｒ Ｃｒｏｐｓｃｉｅｎｃｅ Ａｇ | フェニルトリアゾール類を含む相乗的活性化合物組み合わせ |
| CN102596912B (zh) | 2009-11-05 | 2015-08-12 | 巴斯夫欧洲公司 | 制备1,3-二取代吡唑化合物的方法 |
| BR112012010484A2 (pt) | 2009-11-05 | 2016-03-15 | Basf Se | processo para preparar compostos da fórmula i, composto e processo para prepapar compostos de pirazol 1,3 dissubstituídos da fórmula vi. |
| BR112013014913A2 (pt) | 2010-12-20 | 2016-07-19 | Basf Se | misturas pesticidas, composição pesticida ou parasiticida, método para proteger os vegetais do ataque ou da infestação por insetos, para o controle dos insetos, para o controle dos fungos fitopatogênicos prejudiciais, para a proteção dos vegetais dos fungos fitopatogênicos prejudiciais, para a proteção do material de propagação dos vegetais, para a proteção dos animais contra a infestação ou infecção por parasitas, para o tratamento dos aminais infectados ou infectados por parasitas e utilização |
| US20140200136A1 (en) | 2011-09-02 | 2014-07-17 | Basf Se | Agricultural mixtures comprising arylquinazolinone compounds |
| BR122019015109B1 (pt) | 2012-06-20 | 2020-04-07 | Basf Se | mistura pesticida, composição, composição agrícola, métodos para o combate ou controle das pragas de invertebrados, para a proteção dos vegetais em crescimento ou dos materias de propagação vegetal, para a proteção de material de propagação vegetal e uso de uma mistura pesticida |
| UY34997A (es) | 2012-08-30 | 2014-03-31 | Nihon Nohyaku Co Ltd | Agente de control de endoparásitos y método para usarlo |
| CN106963760A (zh) | 2012-08-30 | 2017-07-21 | 国立大学法人东京大学 | 体内寄生虫防治剂在制备防治体内寄生虫的药物中的用途 |
| CN103848797B (zh) * | 2014-03-13 | 2016-04-06 | 南开大学 | 2-(1-胺基-乙基)-n-苯基噻唑-4-甲酰胺化合物成盐方法及应用 |
| CN105646122B (zh) * | 2015-01-30 | 2017-11-07 | 中国科学院上海有机化学研究所 | 一种含二氟甲硫基的化合物、其制备方法及应用 |
| EP2910126A1 (en) | 2015-05-05 | 2015-08-26 | Bayer CropScience AG | Active compound combinations having insecticidal properties |
| EP3178813A1 (en) | 2015-12-09 | 2017-06-14 | Basf Se | Method for preparing halogenated 3-oxocarboxylates carrying a 2-alkoxymethylidene or a 2-dialkylaminomethylidene group |
| CN109422704A (zh) * | 2018-11-26 | 2019-03-05 | 南开大学 | 一类4位取代噻唑酰胺衍生物及其制备方法和用途 |
| CN110128346A (zh) * | 2019-05-17 | 2019-08-16 | 南开大学 | 一类联芳酰胺吡唑衍生物及其制备方法和用途 |
| US20240336634A1 (en) * | 2021-07-22 | 2024-10-10 | The Government of the United States of America as represented by the Department of Veterans Affairs | Agonists of tyro3 as protection against podocyte injury in kidney glomerular disease |
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| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| EP0545099A2 (de) * | 1991-11-22 | 1993-06-09 | BASF Aktiengesellschaft | Säureanilid-Derivate und ihre Verwendung zur Bekämpfung von Botrytis |
| WO1997008148A1 (de) * | 1995-08-30 | 1997-03-06 | Basf Aktiengesellschaft | Heterozyklisch substituierte biphenylamid derivate, deren herstellung und deren verwendung als fungizide |
| RU99104181A (ru) * | 1996-07-24 | 2000-12-27 | Байер Акциенгезелльшафт | Карбанилиды в качестве средств для борьбы с вредителями |
| JP2001302605A (ja) * | 2000-04-20 | 2001-10-31 | Sumitomo Chem Co Ltd | ビフェニル化合物およびその用途 |
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|---|---|---|---|---|
| US4837242A (en) * | 1987-01-20 | 1989-06-06 | Sumitomo Chemical Company, Limited | Thiazoles and pyrazoles as fungicides |
| US5045554A (en) * | 1988-11-29 | 1991-09-03 | Monsanto Company | Substituted thiazoles and their use as fungicides |
| JPH09132567A (ja) | 1995-11-08 | 1997-05-20 | Mitsui Toatsu Chem Inc | ピラゾールカルボン酸アニリド誘導体およびこれを有効成分とする農園芸用殺菌剤 |
| DE19629828A1 (de) * | 1996-07-24 | 1998-01-29 | Bayer Ag | Carbanilide |
| GB9817548D0 (en) * | 1998-08-12 | 1998-10-07 | Novartis Ag | Organic compounds |
| ATE296806T1 (de) * | 1999-12-09 | 2005-06-15 | Syngenta Participations Ag | Pyrazolcarboxamide und pyrazolthioamide als fungizide |
| GB0001447D0 (en) * | 2000-01-21 | 2000-03-08 | Novartis Ag | Organic compounds |
| AU2001278480A1 (en) * | 2000-07-24 | 2002-02-05 | Bayer Crop Science Ag | Biphenyl carboxamides |
-
2002
- 2002-02-04 DE DE10204391A patent/DE10204391A1/de not_active Withdrawn
-
2003
- 2003-01-22 EP EP03737263A patent/EP1474407B1/de not_active Expired - Lifetime
- 2003-01-22 AT AT03737263T patent/ATE476427T1/de not_active IP Right Cessation
- 2003-01-22 AU AU2003244431A patent/AU2003244431A1/en not_active Abandoned
- 2003-01-22 BR BRPI0307432-3B1A patent/BR0307432B1/pt not_active IP Right Cessation
- 2003-01-22 MX MXPA04007465A patent/MXPA04007465A/es active IP Right Grant
- 2003-01-22 UA UA20040907251A patent/UA79266C2/uk unknown
- 2003-01-22 WO PCT/EP2003/000589 patent/WO2003066610A1/de not_active Ceased
- 2003-01-22 KR KR1020047011698A patent/KR100958680B1/ko not_active Expired - Fee Related
- 2003-01-22 CN CNB038076802A patent/CN100503586C/zh not_active Expired - Fee Related
- 2003-01-22 JP JP2003565984A patent/JP4559735B2/ja not_active Expired - Fee Related
- 2003-01-22 RU RU2004126867/04A patent/RU2319697C2/ru not_active IP Right Cessation
- 2003-01-22 CA CA002474902A patent/CA2474902A1/en not_active Abandoned
- 2003-01-22 DE DE50312946T patent/DE50312946D1/de not_active Expired - Lifetime
- 2003-01-22 ES ES03737263T patent/ES2347870T3/es not_active Expired - Lifetime
- 2003-01-22 PL PL371582A patent/PL216410B1/pl not_active IP Right Cessation
- 2003-01-22 NZ NZ534454A patent/NZ534454A/en unknown
- 2003-01-22 US US10/502,994 patent/US7388097B2/en not_active Expired - Fee Related
-
2004
- 2004-08-02 ZA ZA200406146A patent/ZA200406146B/en unknown
- 2004-09-02 CO CO04086402A patent/CO5611065A2/es not_active Application Discontinuation
Patent Citations (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| EP0545099A2 (de) * | 1991-11-22 | 1993-06-09 | BASF Aktiengesellschaft | Säureanilid-Derivate und ihre Verwendung zur Bekämpfung von Botrytis |
| WO1997008148A1 (de) * | 1995-08-30 | 1997-03-06 | Basf Aktiengesellschaft | Heterozyklisch substituierte biphenylamid derivate, deren herstellung und deren verwendung als fungizide |
| RU99104181A (ru) * | 1996-07-24 | 2000-12-27 | Байер Акциенгезелльшафт | Карбанилиды в качестве средств для борьбы с вредителями |
| JP2001302605A (ja) * | 2000-04-20 | 2001-10-31 | Sumitomo Chem Co Ltd | ビフェニル化合物およびその用途 |
Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| RU2480988C2 (ru) * | 2008-08-27 | 2013-05-10 | ДАУ АГРОСАЙЕНСИЗ ЭлЭлСи | Пестициды, пестицидная композиция и способ контроля вредителей |
Also Published As
| Publication number | Publication date |
|---|---|
| ATE476427T1 (de) | 2010-08-15 |
| WO2003066610A1 (de) | 2003-08-14 |
| CA2474902A1 (en) | 2003-08-14 |
| ZA200406146B (en) | 2005-08-02 |
| PL216410B1 (pl) | 2014-04-30 |
| DE10204391A1 (de) | 2003-08-14 |
| BR0307432B1 (pt) | 2013-09-10 |
| ES2347870T3 (es) | 2010-11-24 |
| PL371582A1 (en) | 2005-06-27 |
| DE50312946D1 (de) | 2010-09-16 |
| US20050124815A1 (en) | 2005-06-09 |
| RU2004126867A (ru) | 2005-05-27 |
| JP4559735B2 (ja) | 2010-10-13 |
| EP1474407A1 (de) | 2004-11-10 |
| UA79266C2 (en) | 2007-06-11 |
| KR20040081155A (ko) | 2004-09-20 |
| CO5611065A2 (es) | 2006-02-28 |
| NZ534454A (en) | 2006-02-24 |
| CN1646506A (zh) | 2005-07-27 |
| KR100958680B1 (ko) | 2010-05-20 |
| BR0307432A (pt) | 2004-12-28 |
| JP2005526027A (ja) | 2005-09-02 |
| CN100503586C (zh) | 2009-06-24 |
| EP1474407B1 (de) | 2010-08-04 |
| US7388097B2 (en) | 2008-06-17 |
| AU2003244431A1 (en) | 2003-09-02 |
| MXPA04007465A (es) | 2004-11-10 |
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