ZA200305102B - Carboxamides as fungicides in agriculture. - Google Patents
Carboxamides as fungicides in agriculture. Download PDFInfo
- Publication number
- ZA200305102B ZA200305102B ZA200305102A ZA200305102A ZA200305102B ZA 200305102 B ZA200305102 B ZA 200305102B ZA 200305102 A ZA200305102 A ZA 200305102A ZA 200305102 A ZA200305102 A ZA 200305102A ZA 200305102 B ZA200305102 B ZA 200305102B
- Authority
- ZA
- South Africa
- Prior art keywords
- carboxylic acid
- methyl
- trifluoromethyl
- phenyllamide
- pyrazole
- Prior art date
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- 150000003857 carboxamides Chemical class 0.000 title claims description 6
- 239000000417 fungicide Substances 0.000 title description 7
- 150000001875 compounds Chemical class 0.000 claims description 52
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 claims description 41
- 229910052739 hydrogen Inorganic materials 0.000 claims description 36
- 125000003854 p-chlorophenyl group Chemical group [H]C1=C([H])C(*)=C([H])C([H])=C1Cl 0.000 claims description 34
- 239000001257 hydrogen Substances 0.000 claims description 33
- 125000001255 4-fluorophenyl group Chemical group [H]C1=C([H])C(*)=C([H])C([H])=C1F 0.000 claims description 30
- 150000002431 hydrogen Chemical class 0.000 claims description 30
- 229910052736 halogen Inorganic materials 0.000 claims description 27
- 150000002367 halogens Chemical group 0.000 claims description 26
- -1 1-methoxymethyl-4-trifluoromethyl-pyrazole-3-carboxylic acid Chemical compound 0.000 claims description 22
- 125000001153 fluoro group Chemical group F* 0.000 claims description 21
- 239000000203 mixture Substances 0.000 claims description 21
- 229910052801 chlorine Inorganic materials 0.000 claims description 17
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 claims description 17
- SWIGLLMSRXLGCV-UHFFFAOYSA-N 1-methyl-4-(trifluoromethyl)pyrrole-3-carboxylic acid Chemical compound CN1C=C(C(O)=O)C(C(F)(F)F)=C1 SWIGLLMSRXLGCV-UHFFFAOYSA-N 0.000 claims description 13
- 125000000217 alkyl group Chemical group 0.000 claims description 12
- 125000000753 cycloalkyl group Chemical group 0.000 claims description 12
- DDCSKHXNYGOCEB-UHFFFAOYSA-N 1-methyl-4-(trifluoromethyl)pyrazole-3-carboxylic acid Chemical compound CN1C=C(C(F)(F)F)C(C(O)=O)=N1 DDCSKHXNYGOCEB-UHFFFAOYSA-N 0.000 claims description 11
- 229910052794 bromium Inorganic materials 0.000 claims description 11
- 125000001246 bromo group Chemical group Br* 0.000 claims description 11
- 125000005059 halophenyl group Chemical group 0.000 claims description 11
- VRYALZNJKNFSQW-UHFFFAOYSA-N 4-(difluoromethyl)-1-methylpyrazole-3-carboxylic acid Chemical compound CN1C=C(C(F)F)C(C(O)=O)=N1 VRYALZNJKNFSQW-UHFFFAOYSA-N 0.000 claims description 10
- 125000001309 chloro group Chemical group Cl* 0.000 claims description 10
- YXFVVABEGXRONW-UHFFFAOYSA-N Toluene Chemical compound CC1=CC=CC=C1 YXFVVABEGXRONW-UHFFFAOYSA-N 0.000 claims description 9
- 239000002904 solvent Substances 0.000 claims description 9
- SYRBCELPFHDBPW-UHFFFAOYSA-N 1-(methoxymethyl)-4-(trifluoromethyl)pyrrole-3-carboxylic acid Chemical compound COCN1C=C(C(O)=O)C(C(F)(F)F)=C1 SYRBCELPFHDBPW-UHFFFAOYSA-N 0.000 claims description 8
- 230000003032 phytopathogenic effect Effects 0.000 claims description 8
- 125000000876 trifluoromethoxy group Chemical group FC(F)(F)O* 0.000 claims description 8
- TYACJJYKNDLWRG-UHFFFAOYSA-N C[S+](C1)C=C(C(F)(F)F)N1C([O-])=O Chemical compound C[S+](C1)C=C(C(F)(F)F)N1C([O-])=O TYACJJYKNDLWRG-UHFFFAOYSA-N 0.000 claims description 7
- 238000010992 reflux Methods 0.000 claims description 7
- PCXATQCOHMFIGI-UHFFFAOYSA-N 4-(difluoromethyl)-1-(methoxymethyl)pyrazole-3-carboxylic acid Chemical compound COCN1C=C(C(F)F)C(C(O)=O)=N1 PCXATQCOHMFIGI-UHFFFAOYSA-N 0.000 claims description 6
- 206010061217 Infestation Diseases 0.000 claims description 6
- 239000004480 active ingredient Substances 0.000 claims description 6
- 125000001207 fluorophenyl group Chemical group 0.000 claims description 6
- VLKZOEOYAKHREP-UHFFFAOYSA-N n-Hexane Chemical compound CCCCCC VLKZOEOYAKHREP-UHFFFAOYSA-N 0.000 claims description 6
- 238000000034 method Methods 0.000 claims description 5
- 238000002360 preparation method Methods 0.000 claims description 5
- COPKUWWKWATCIU-UHFFFAOYSA-N 1-methyl-4-(trifluoromethyl)pyrrole-2-carboxylic acid Chemical compound CN1C=C(C(F)(F)F)C=C1C(O)=O COPKUWWKWATCIU-UHFFFAOYSA-N 0.000 claims description 4
- 229920006063 Lamide® Polymers 0.000 claims description 4
- 229910052799 carbon Inorganic materials 0.000 claims description 4
- 150000002170 ethers Chemical class 0.000 claims description 4
- 244000005700 microbiome Species 0.000 claims description 4
- XDTMQSROBMDMFD-UHFFFAOYSA-N Cyclohexane Chemical compound C1CCCCC1 XDTMQSROBMDMFD-UHFFFAOYSA-N 0.000 claims description 3
- RYHBNJHYFVUHQT-UHFFFAOYSA-N 1,4-Dioxane Chemical compound C1COCCO1 RYHBNJHYFVUHQT-UHFFFAOYSA-N 0.000 claims description 2
- 150000001298 alcohols Chemical class 0.000 claims description 2
- 239000003849 aromatic solvent Substances 0.000 claims description 2
- DLEDOFVPSDKWEF-UHFFFAOYSA-N lithium butane Chemical compound [Li+].CCC[CH2-] DLEDOFVPSDKWEF-UHFFFAOYSA-N 0.000 claims description 2
- FPOFFXGEJLFJNK-UHFFFAOYSA-N n-(2-methoxyacetyl)-1-methyl-4-(trifluoromethyl)-n-(1,1,3-trimethyl-2,3-dihydroinden-4-yl)pyrrole-3-carboxamide Chemical compound C=1C=CC(C(CC2C)(C)C)=C2C=1N(C(=O)COC)C(=O)C1=CN(C)C=C1C(F)(F)F FPOFFXGEJLFJNK-UHFFFAOYSA-N 0.000 claims description 2
- MZRVEZGGRBJDDB-UHFFFAOYSA-N n-Butyllithium Substances [Li]CCCC MZRVEZGGRBJDDB-UHFFFAOYSA-N 0.000 claims description 2
- WYROLENTHWJFLR-ACLDMZEESA-N queuine Chemical compound C1=2C(=O)NC(N)=NC=2NC=C1CN[C@H]1C=C[C@H](O)[C@@H]1O WYROLENTHWJFLR-ACLDMZEESA-N 0.000 claims description 2
- 150000001408 amides Chemical class 0.000 claims 2
- RIGOEXLXGCSCJT-UHFFFAOYSA-N 4-(difluoromethyl)-n-[2-(4-fluorophenyl)phenyl]-n-(2-methoxyacetyl)-1-(methoxymethyl)pyrazole-3-carboxamide Chemical compound C=1C=CC=C(C=2C=CC(F)=CC=2)C=1N(C(=O)COC)C(=O)C1=NN(COC)C=C1C(F)F RIGOEXLXGCSCJT-UHFFFAOYSA-N 0.000 claims 1
- VSZNSGWXHBLSNC-UHFFFAOYSA-N 6-(4-fluorophenyl)-6-prop-2-ynylcyclohexa-2,4-dien-1-amine Chemical compound C#CCC1(C=CC=CC1N)C2=CC=C(C=C2)F VSZNSGWXHBLSNC-UHFFFAOYSA-N 0.000 claims 1
- AEQIJHGDPNPTFW-UHFFFAOYSA-N C=1C=CC=C(C2CC(C)CCC2)C=1N(C(=O)COC)C(=O)C1=CC(C(F)(F)F)=CN1C Chemical compound C=1C=CC=C(C2CC(C)CCC2)C=1N(C(=O)COC)C(=O)C1=CC(C(F)(F)F)=CN1C AEQIJHGDPNPTFW-UHFFFAOYSA-N 0.000 claims 1
- 230000029936 alkylation Effects 0.000 claims 1
- 238000005804 alkylation reaction Methods 0.000 claims 1
- HASGOCLZFTZSTN-UHFFFAOYSA-N cyclohexane;hexane Chemical compound CCCCCC.C1CCCCC1 HASGOCLZFTZSTN-UHFFFAOYSA-N 0.000 claims 1
- RCPXNCRJAHFJQE-UHFFFAOYSA-N n-(2-acetyl-1,1,3-trimethyl-2,3-dihydroinden-4-yl)-1-methyl-4-(trifluoromethyl)pyrrole-3-carboxamide Chemical compound C=12C(C)C(C(C)=O)C(C)(C)C2=CC=CC=1NC(=O)C1=CN(C)C=C1C(F)(F)F RCPXNCRJAHFJQE-UHFFFAOYSA-N 0.000 claims 1
- CLIPCDPMICDUPD-UHFFFAOYSA-N n-[2-(4-chlorophenyl)phenyl]-4-(difluoromethyl)-n-(2-methoxyacetyl)-1-methylpyrazole-3-carboxamide Chemical compound C=1C=CC=C(C=2C=CC(Cl)=CC=2)C=1N(C(=O)COC)C(=O)C1=NN(C)C=C1C(F)F CLIPCDPMICDUPD-UHFFFAOYSA-N 0.000 claims 1
- 239000007858 starting material Substances 0.000 claims 1
- 241000196324 Embryophyta Species 0.000 description 20
- 125000002023 trifluoromethyl group Chemical group FC(F)(F)* 0.000 description 11
- 238000009472 formulation Methods 0.000 description 8
- 241000233866 Fungi Species 0.000 description 6
- 239000002671 adjuvant Substances 0.000 description 6
- 125000003342 alkenyl group Chemical group 0.000 description 6
- 239000007787 solid Substances 0.000 description 6
- 240000007594 Oryza sativa Species 0.000 description 4
- 235000007164 Oryza sativa Nutrition 0.000 description 4
- 125000000304 alkynyl group Chemical group 0.000 description 4
- 239000000969 carrier Substances 0.000 description 4
- 230000000694 effects Effects 0.000 description 4
- 235000009566 rice Nutrition 0.000 description 4
- 239000002689 soil Substances 0.000 description 4
- 239000000126 substance Substances 0.000 description 4
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 description 3
- 125000003545 alkoxy group Chemical group 0.000 description 3
- 125000004432 carbon atom Chemical group C* 0.000 description 3
- 239000011248 coating agent Substances 0.000 description 3
- 238000000576 coating method Methods 0.000 description 3
- 235000013399 edible fruits Nutrition 0.000 description 3
- 239000003337 fertilizer Substances 0.000 description 3
- 230000000855 fungicidal effect Effects 0.000 description 3
- 125000001188 haloalkyl group Chemical group 0.000 description 3
- 125000005843 halogen group Chemical group 0.000 description 3
- 239000007788 liquid Substances 0.000 description 3
- 239000004094 surface-active agent Substances 0.000 description 3
- WNZQDUSMALZDQF-UHFFFAOYSA-N 2-benzofuran-1(3H)-one Chemical compound C1=CC=C2C(=O)OCC2=C1 WNZQDUSMALZDQF-UHFFFAOYSA-N 0.000 description 2
- 125000004974 2-butenyl group Chemical group C(C=CC)* 0.000 description 2
- 125000003903 2-propenyl group Chemical group [H]C([*])([H])C([H])=C([H])[H] 0.000 description 2
- 241000894006 Bacteria Species 0.000 description 2
- 235000016068 Berberis vulgaris Nutrition 0.000 description 2
- 241000335053 Beta vulgaris Species 0.000 description 2
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- 235000010627 Phaseolus vulgaris Nutrition 0.000 description 2
- 244000046052 Phaseolus vulgaris Species 0.000 description 2
- 241000700605 Viruses Species 0.000 description 2
- 241000607479 Yersinia pestis Species 0.000 description 2
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- FPIPGXGPPPQFEQ-OVSJKPMPSA-N all-trans-retinol Chemical compound OC\C=C(/C)\C=C\C=C(/C)\C=C\C1=C(C)CCCC1(C)C FPIPGXGPPPQFEQ-OVSJKPMPSA-N 0.000 description 2
- 239000011230 binding agent Substances 0.000 description 2
- TWFZGCMQGLPBSX-UHFFFAOYSA-N carbendazim Chemical compound C1=CC=C2NC(NC(=O)OC)=NC2=C1 TWFZGCMQGLPBSX-UHFFFAOYSA-N 0.000 description 2
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- RONFGUROBZGJKP-UHFFFAOYSA-N iminoctadine Chemical compound NC(N)=NCCCCCCCCNCCCCCCCCN=C(N)N RONFGUROBZGJKP-UHFFFAOYSA-N 0.000 description 2
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- XERJKGMBORTKEO-VZUCSPMQSA-N (1e)-2-(ethylcarbamoylamino)-n-methoxy-2-oxoethanimidoyl cyanide Chemical compound CCNC(=O)NC(=O)C(\C#N)=N\OC XERJKGMBORTKEO-VZUCSPMQSA-N 0.000 description 1
- NHOWDZOIZKMVAI-UHFFFAOYSA-N (2-chlorophenyl)(4-chlorophenyl)pyrimidin-5-ylmethanol Chemical compound C=1N=CN=CC=1C(C=1C(=CC=CC=1)Cl)(O)C1=CC=C(Cl)C=C1 NHOWDZOIZKMVAI-UHFFFAOYSA-N 0.000 description 1
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- JWUCHKBSVLQQCO-UHFFFAOYSA-N 1-(2-fluorophenyl)-1-(4-fluorophenyl)-2-(1H-1,2,4-triazol-1-yl)ethanol Chemical compound C=1C=C(F)C=CC=1C(C=1C(=CC=CC=1)F)(O)CN1C=NC=N1 JWUCHKBSVLQQCO-UHFFFAOYSA-N 0.000 description 1
- WURBVZBTWMNKQT-UHFFFAOYSA-N 1-(4-chlorophenoxy)-3,3-dimethyl-1-(1,2,4-triazol-1-yl)butan-2-one Chemical compound C1=NC=NN1C(C(=O)C(C)(C)C)OC1=CC=C(Cl)C=C1 WURBVZBTWMNKQT-UHFFFAOYSA-N 0.000 description 1
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- VGPIBGGRCVEHQZ-UHFFFAOYSA-N 1-(biphenyl-4-yloxy)-3,3-dimethyl-1-(1,2,4-triazol-1-yl)butan-2-ol Chemical compound C1=NC=NN1C(C(O)C(C)(C)C)OC(C=C1)=CC=C1C1=CC=CC=C1 VGPIBGGRCVEHQZ-UHFFFAOYSA-N 0.000 description 1
- LQDARGUHUSPFNL-UHFFFAOYSA-N 1-[2-(2,4-dichlorophenyl)-3-(1,1,2,2-tetrafluoroethoxy)propyl]1,2,4-triazole Chemical compound C=1C=C(Cl)C=C(Cl)C=1C(COC(F)(F)C(F)F)CN1C=NC=N1 LQDARGUHUSPFNL-UHFFFAOYSA-N 0.000 description 1
- WKBPZYKAUNRMKP-UHFFFAOYSA-N 1-[2-(2,4-dichlorophenyl)pentyl]1,2,4-triazole Chemical compound C=1C=C(Cl)C=C(Cl)C=1C(CCC)CN1C=NC=N1 WKBPZYKAUNRMKP-UHFFFAOYSA-N 0.000 description 1
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- HYVWIQDYBVKITD-UHFFFAOYSA-N tolylfluanid Chemical compound CN(C)S(=O)(=O)N(SC(F)(Cl)Cl)C1=CC=C(C)C=C1 HYVWIQDYBVKITD-UHFFFAOYSA-N 0.000 description 1
- BAZVSMNPJJMILC-UHFFFAOYSA-N triadimenol Chemical compound C1=NC=NN1C(C(O)C(C)(C)C)OC1=CC=C(Cl)C=C1 BAZVSMNPJJMILC-UHFFFAOYSA-N 0.000 description 1
- IQGKIPDJXCAMSM-UHFFFAOYSA-N triazoxide Chemical compound N=1C2=CC=C(Cl)C=C2[N+]([O-])=NC=1N1C=CN=C1 IQGKIPDJXCAMSM-UHFFFAOYSA-N 0.000 description 1
- DQJCHOQLCLEDLL-UHFFFAOYSA-N tricyclazole Chemical compound CC1=CC=CC2=C1N1C=NN=C1S2 DQJCHOQLCLEDLL-UHFFFAOYSA-N 0.000 description 1
- ONCZDRURRATYFI-TVJDWZFNSA-N trifloxystrobin Chemical compound CO\N=C(\C(=O)OC)C1=CC=CC=C1CO\N=C(/C)C1=CC=CC(C(F)(F)F)=C1 ONCZDRURRATYFI-TVJDWZFNSA-N 0.000 description 1
- HSMVPDGQOIQYSR-KGENOOAVSA-N triflumizole Chemical compound C1=CN=CN1C(/COCCC)=N/C1=CC=C(Cl)C=C1C(F)(F)F HSMVPDGQOIQYSR-KGENOOAVSA-N 0.000 description 1
- RROQIUMZODEXOR-UHFFFAOYSA-N triforine Chemical compound O=CNC(C(Cl)(Cl)Cl)N1CCN(C(NC=O)C(Cl)(Cl)Cl)CC1 RROQIUMZODEXOR-UHFFFAOYSA-N 0.000 description 1
- 244000045561 useful plants Species 0.000 description 1
- JARYYMUOCXVXNK-IMTORBKUSA-N validamycin Chemical compound N([C@H]1C[C@@H]([C@H]([C@H](O)[C@H]1O)O[C@H]1[C@@H]([C@@H](O)[C@H](O)[C@@H](CO)O1)O)CO)[C@H]1C=C(CO)[C@H](O)[C@H](O)[C@H]1O JARYYMUOCXVXNK-IMTORBKUSA-N 0.000 description 1
- 235000013311 vegetables Nutrition 0.000 description 1
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 1
- 239000000080 wetting agent Substances 0.000 description 1
- DUBNHZYBDBBJHD-UHFFFAOYSA-L ziram Chemical compound [Zn+2].CN(C)C([S-])=S.CN(C)C([S-])=S DUBNHZYBDBBJHD-UHFFFAOYSA-L 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D207/00—Heterocyclic compounds containing five-membered rings not condensed with other rings, with one nitrogen atom as the only ring hetero atom
- C07D207/02—Heterocyclic compounds containing five-membered rings not condensed with other rings, with one nitrogen atom as the only ring hetero atom with only hydrogen or carbon atoms directly attached to the ring nitrogen atom
- C07D207/30—Heterocyclic compounds containing five-membered rings not condensed with other rings, with one nitrogen atom as the only ring hetero atom with only hydrogen or carbon atoms directly attached to the ring nitrogen atom having two double bonds between ring members or between ring members and non-ring members
- C07D207/34—Heterocyclic compounds containing five-membered rings not condensed with other rings, with one nitrogen atom as the only ring hetero atom with only hydrogen or carbon atoms directly attached to the ring nitrogen atom having two 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
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D231/00—Heterocyclic compounds containing 1,2-diazole or hydrogenated 1,2-diazole rings
- C07D231/02—Heterocyclic compounds containing 1,2-diazole or hydrogenated 1,2-diazole rings not condensed with other rings
- C07D231/10—Heterocyclic compounds containing 1,2-diazole or hydrogenated 1,2-diazole rings not condensed with other rings having two or three double bonds between ring members or between ring members and non-ring members
- C07D231/14—Heterocyclic compounds containing 1,2-diazole or hydrogenated 1,2-diazole 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
-
- 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
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Agricultural Chemicals And Associated Chemicals (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Pyrrole Compounds (AREA)
- Thiazole And Isothizaole Compounds (AREA)
- Plural Heterocyclic Compounds (AREA)
- Pyridine Compounds (AREA)
- Heterocyclic Carbon Compounds Containing A Hetero Ring Having Nitrogen And Oxygen As The Only Ring Hetero Atoms (AREA)
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| GBGB0101996.7A GB0101996D0 (en) | 2001-01-25 | 2001-01-25 | Organtic compounds |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| ZA200305102B true ZA200305102B (en) | 2004-08-25 |
Family
ID=9907532
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| ZA200305102A ZA200305102B (en) | 2001-01-25 | 2003-06-30 | Carboxamides as fungicides in agriculture. |
Country Status (19)
| Country | Link |
|---|---|
| US (1) | US7332518B2 (zh) |
| EP (1) | EP1355879A1 (zh) |
| JP (1) | JP2004519464A (zh) |
| KR (1) | KR20030076621A (zh) |
| CN (1) | CN1245384C (zh) |
| AR (1) | AR032113A1 (zh) |
| BR (1) | BR0206678B1 (zh) |
| CA (1) | CA2433819A1 (zh) |
| CR (1) | CR7017A (zh) |
| CZ (1) | CZ20032018A3 (zh) |
| EC (1) | ECSP034693A (zh) |
| GB (1) | GB0101996D0 (zh) |
| HU (1) | HUP0302581A3 (zh) |
| IL (1) | IL156769A0 (zh) |
| MX (1) | MXPA03006472A (zh) |
| PL (1) | PL363324A1 (zh) |
| RU (1) | RU2003125855A (zh) |
| WO (1) | WO2002059086A1 (zh) |
| ZA (1) | ZA200305102B (zh) |
Families Citing this family (48)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| GB9930750D0 (en) * | 1999-12-29 | 2000-02-16 | Novartis Ag | Organic compounds |
| DE10246959A1 (de) | 2002-10-09 | 2004-04-22 | Bayer Cropscience Ag | Thiazolylbiphenylamide |
| GB0224316D0 (en) | 2002-10-18 | 2002-11-27 | Syngenta Participations Ag | Chemical compounds |
| DE10250110A1 (de) * | 2002-10-28 | 2004-05-13 | Bayer Cropscience Ag | Thiazol-(bi)cycloalkyl-carboxanilide |
| AU2004240721A1 (en) * | 2003-05-21 | 2004-12-02 | Bayer Cropscience Aktiengesellschaft | Difluoromethylbenzanilides and use thereof for combating micro-organisms, intermediate products and use thereof |
| DE10352067A1 (de) * | 2003-10-23 | 2005-05-25 | Bayer Cropscience Ag | Isopentylcarboxanilide |
| IN2004DE01799A (zh) | 2003-10-23 | 2007-01-12 | Bayer Cropscience Ag | |
| AU2004285636A1 (en) | 2003-10-23 | 2005-05-12 | Bayer Cropscience Aktiengesellschaft | Isopentyl carboxanilides for combating undesired micro-organisms |
| DE10349497A1 (de) * | 2003-10-23 | 2005-05-25 | Bayer Cropscience Ag | N-substituierte Pyrazolylcarboxanilide |
| DE10352082A1 (de) * | 2003-10-23 | 2005-05-25 | Bayer Cropscience Ag | Hexylcarboxanilide |
| DE10349502A1 (de) * | 2003-10-23 | 2005-05-25 | Bayer Cropscience Ag | 1,3-Dimethylbutylcarboxanilide |
| DE102004005787A1 (de) | 2004-02-06 | 2005-08-25 | Bayer Cropscience Ag | Carboxamide |
| DE102004005786A1 (de) | 2004-02-06 | 2005-08-25 | Bayer Cropscience Ag | Haloalkylcarboxamide |
| DE102004041530A1 (de) | 2004-08-27 | 2006-03-02 | Bayer Cropscience Ag | Biphenylthiazolcarboxamide |
| DE102004041532A1 (de) * | 2004-08-27 | 2006-03-02 | Bayer Cropscience Ag | Biphenylthiazolcarboxamide |
| US20070275981A1 (en) * | 2004-09-06 | 2007-11-29 | Markus Gewehr | (Hetero)Cyclycarboxamides for Controlling Pathogenic Fungi |
| TW200738701A (en) * | 2005-07-26 | 2007-10-16 | Du Pont | Fungicidal carboxamides |
| DE102005060464A1 (de) * | 2005-12-17 | 2007-06-28 | Bayer Cropscience Ag | Pyrazolylcarboxamide |
| DE102006033090A1 (de) * | 2006-07-14 | 2008-01-24 | Bayer Cropscience Ag | Verfahren zum Herstellen von Alkylaniliden aus Halogenbenzolderivaten |
| DE102006039909A1 (de) * | 2006-08-25 | 2008-03-13 | Bayer Cropscience Ag | Verfahren zum Herstellen von 3-Dihalomethyl-pyrazol-4-carbonsäurederivaten |
| WO2008091594A2 (en) * | 2007-01-24 | 2008-07-31 | E. I. Du Pont De Nemours And Company | Fungicidal mixtures |
| US8420673B2 (en) | 2007-01-25 | 2013-04-16 | E I Du Pont De Nemours And Company | Fungicidal amides |
| EA018605B1 (ru) * | 2008-08-01 | 2013-09-30 | Байер Кропсайенс Аг | Фунгицидные n-(2-феноксиэтил)карбоксамидные производные и их аза-, тиа- и силааналоги |
| JP5712504B2 (ja) | 2010-04-27 | 2015-05-07 | 住友化学株式会社 | 有害生物防除組成物およびその用途 |
| ES2605777T3 (es) | 2010-04-27 | 2017-03-16 | Sumitomo Chemical Company, Limited | Composición pesticida y su uso |
| US9363998B2 (en) | 2010-04-28 | 2016-06-14 | Sumitomo Chemical Company, Limited | Pesticidal composition and its use |
| BR122017022817B1 (pt) | 2010-04-28 | 2019-02-12 | Sumitomo Chemical Company, Limited | Composição e método para controlar doença de planta compreendendo um composto de carboxamida e um composto de azol |
| JP5724211B2 (ja) | 2010-04-28 | 2015-05-27 | 住友化学株式会社 | 植物病害防除組成物およびその用途 |
| JP5833663B2 (ja) * | 2010-11-15 | 2015-12-16 | バイエル・インテレクチュアル・プロパティ・ゲゼルシャフト・ミット・ベシュレンクテル・ハフツングＢａｙｅｒ Ｉｎｔｅｌｌｅｃｔｕａｌ Ｐｒｏｐｅｒｔｙ ＧｍｂＨ | ５−ハロゲノピラゾールカルボキサミド類 |
| MX2013005258A (es) * | 2010-11-15 | 2013-07-05 | Bayer Ip Gmbh | N-aril pirazol(tio)carboxamidas. |
| EP2662361A1 (en) | 2012-05-09 | 2013-11-13 | Bayer CropScience AG | Pyrazol indanyl carboxamides |
| EP2662360A1 (en) | 2012-05-09 | 2013-11-13 | Bayer CropScience AG | 5-Halogenopyrazole indanyl carboxamides |
| CN104768934B (zh) | 2012-05-09 | 2017-11-28 | 拜耳农作物科学股份公司 | 吡唑茚满基甲酰胺 |
| JP2015523325A (ja) | 2012-05-09 | 2015-08-13 | バイエル・クロップサイエンス・アクチェンゲゼルシャフト | ピラゾールテトラヒドロナフチルカルボキサミド |
| EP2662364A1 (en) | 2012-05-09 | 2013-11-13 | Bayer CropScience AG | Pyrazole tetrahydronaphthyl carboxamides |
| JP6326043B2 (ja) | 2012-05-09 | 2018-05-16 | バイエル・クロップサイエンス・アクチェンゲゼルシャフト | ５−ハロゲノピラゾールインダニルカルボキサミド類 |
| EP2662362A1 (en) | 2012-05-09 | 2013-11-13 | Bayer CropScience AG | Pyrazole indanyl carboxamides |
| EP2850065A1 (en) * | 2012-05-09 | 2015-03-25 | Bayer CropScience AG | Pyrazole indanyl carboxamides |
| EP2662370A1 (en) * | 2012-05-09 | 2013-11-13 | Bayer CropScience AG | 5-Halogenopyrazole benzofuranyl carboxamides |
| US9376391B2 (en) * | 2012-12-19 | 2016-06-28 | Bayer Cropscience Ag | Difluoromethyl-nicotinic-tetrahydronaphthyl carboxamides as fungicides |
| CN103242308B (zh) * | 2013-05-24 | 2015-07-01 | 青岛农业大学 | 2-氟烟酰衍生物及其制备方法和其应用 |
| US9878985B2 (en) | 2013-10-30 | 2018-01-30 | Bayer Cropscience Aktiengesellschaft | Benzocyclobutane(thio) carboxamides |
| CN104610206B (zh) * | 2015-02-05 | 2017-01-18 | 西华大学 | 间苯二甲基酰胺类化合物及其应用 |
| EA039557B1 (ru) | 2016-03-17 | 2022-02-10 | Фмк Корпорейшн | Способ превращения s-энантиомера в его рацемическую форму |
| MX2019002431A (es) | 2016-09-07 | 2019-07-04 | Sumitomo Chemical Co | Compuesto de imida y uso del mismo. |
| CN108117529B (zh) * | 2016-11-30 | 2020-02-21 | 湖南化工研究院有限公司 | N-苯基噻唑酰胺类化合物及其制备方法与应用 |
| US20210007356A1 (en) * | 2018-02-28 | 2021-01-14 | Hokko Chemical Industry Co., Ltd. | Imide derivative and fungicide containing said derivative as active ingredient |
| TW202017906A (zh) * | 2018-09-06 | 2020-05-16 | 日商明治製菓藥業股份有限公司 | 植物病害防除劑 |
Family Cites Families (11)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US4877441A (en) * | 1987-11-06 | 1989-10-31 | Sumitomo Chemical Company Ltd. | Fungicidal substituted carboxylic acid derivatives |
| IL103614A (en) | 1991-11-22 | 1998-09-24 | Basf Ag | Carboxamides for controlling botrytis and certain novel such compounds |
| DE4231517A1 (de) | 1992-09-21 | 1994-03-24 | Basf Ag | Carbonsäureanilide, Verfahren zu ihrer Herstellung und sie enthaltende Mittel zur Bekämpfung von Schadpilzen |
| GB9405347D0 (en) * | 1994-03-18 | 1994-05-04 | Agrevo Uk Ltd | Fungicides |
| JPH08176112A (ja) * | 1994-12-22 | 1996-07-09 | Mitsui Toatsu Chem Inc | Ｎ，ｎ−ジ置換アニリン誘導体およびこれを有効成分とする農園芸用殺菌剤 |
| EP0737682B1 (en) | 1995-04-11 | 2002-01-09 | Mitsui Chemicals, Inc. | Substituted thiophene derivative and agricultural and horticultural fungicide containing the same as active ingredient |
| DE19531813A1 (de) | 1995-08-30 | 1997-03-06 | Basf Ag | Bisphenylamide |
| JP3982879B2 (ja) | 1996-08-15 | 2007-09-26 | 三井化学株式会社 | 置換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植物病害防除剤 |
| GB9817548D0 (en) * | 1998-08-12 | 1998-10-07 | Novartis Ag | Organic compounds |
| IL153681A (en) | 1999-03-16 | 2006-08-20 | Mitsui Chemicals Inc | Process for making history 2 - Alkyl - 3 - Reliability |
| GB9930750D0 (en) | 1999-12-29 | 2000-02-16 | Novartis Ag | Organic compounds |
-
2001
- 2001-01-25 GB GBGB0101996.7A patent/GB0101996D0/en not_active Ceased
-
2002
- 2002-01-23 AR ARP020100220A patent/AR032113A1/es not_active Application Discontinuation
- 2002-01-24 IL IL15676902A patent/IL156769A0/xx unknown
- 2002-01-24 BR BRPI0206678-5A patent/BR0206678B1/pt not_active IP Right Cessation
- 2002-01-24 HU HU0302581A patent/HUP0302581A3/hu unknown
- 2002-01-24 PL PL02363324A patent/PL363324A1/xx not_active Application Discontinuation
- 2002-01-24 KR KR10-2003-7009676A patent/KR20030076621A/ko not_active Application Discontinuation
- 2002-01-24 CN CNB02804178XA patent/CN1245384C/zh not_active Expired - Fee Related
- 2002-01-24 CZ CZ20032018A patent/CZ20032018A3/cs unknown
- 2002-01-24 CA CA002433819A patent/CA2433819A1/en not_active Abandoned
- 2002-01-24 MX MXPA03006472A patent/MXPA03006472A/es not_active Application Discontinuation
- 2002-01-24 JP JP2002559388A patent/JP2004519464A/ja active Pending
- 2002-01-24 RU RU2003125855/04A patent/RU2003125855A/ru not_active Application Discontinuation
- 2002-01-24 US US10/470,069 patent/US7332518B2/en not_active Expired - Fee Related
- 2002-01-24 WO PCT/EP2002/000717 patent/WO2002059086A1/en not_active Application Discontinuation
- 2002-01-24 EP EP02715469A patent/EP1355879A1/en not_active Withdrawn
-
2003
- 2003-06-30 ZA ZA200305102A patent/ZA200305102B/en unknown
- 2003-07-02 CR CR7017A patent/CR7017A/es not_active Application Discontinuation
- 2003-07-17 EC EC2003004693A patent/ECSP034693A/es unknown
Also Published As
| Publication number | Publication date |
|---|---|
| CN1498208A (zh) | 2004-05-19 |
| US7332518B2 (en) | 2008-02-19 |
| CZ20032018A3 (cs) | 2003-10-15 |
| EP1355879A1 (en) | 2003-10-29 |
| US20040138265A1 (en) | 2004-07-15 |
| CN1245384C (zh) | 2006-03-15 |
| CA2433819A1 (en) | 2002-08-01 |
| PL363324A1 (en) | 2004-11-15 |
| BR0206678A (pt) | 2004-02-10 |
| MXPA03006472A (es) | 2004-05-24 |
| CR7017A (es) | 2008-02-20 |
| HUP0302581A3 (en) | 2005-11-28 |
| KR20030076621A (ko) | 2003-09-26 |
| IL156769A0 (en) | 2004-02-08 |
| WO2002059086A1 (en) | 2002-08-01 |
| AR032113A1 (es) | 2003-10-22 |
| HUP0302581A2 (hu) | 2003-11-28 |
| GB0101996D0 (en) | 2001-03-14 |
| RU2003125855A (ru) | 2005-01-10 |
| JP2004519464A (ja) | 2004-07-02 |
| BR0206678B1 (pt) | 2012-09-18 |
| ECSP034693A (es) | 2003-08-29 |
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