CA2999853A1 - Acylated n-(1,2,5-oxadiazole-3-yl)-, n-(1,3,4-oxadiazole-2-yl)-, n-(tetrazole-5-yl)- and n-(triazole-5-yl)-aryl carboxamides, and use thereof as herbicides - Google Patents
Acylated n-(1,2,5-oxadiazole-3-yl)-, n-(1,3,4-oxadiazole-2-yl)-, n-(tetrazole-5-yl)- and n-(triazole-5-yl)-aryl carboxamides, and use thereof as herbicides Download PDFInfo
- Publication number
- CA2999853A1 CA2999853A1 CA2999853A CA2999853A CA2999853A1 CA 2999853 A1 CA2999853 A1 CA 2999853A1 CA 2999853 A CA2999853 A CA 2999853A CA 2999853 A CA2999853 A CA 2999853A CA 2999853 A1 CA2999853 A1 CA 2999853A1
- Authority
- CA
- Canada
- Prior art keywords
- alkyl
- cycloalkyl
- heterocyclyl
- radicals
- halo
- Prior art date
- Legal status (The legal status 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 status listed.)
- Abandoned
Links
- 239000004009 herbicide Substances 0.000 title claims abstract description 21
- 239000001257 hydrogen Substances 0.000 claims abstract description 46
- 229910052739 hydrogen Inorganic materials 0.000 claims abstract description 46
- 229910052736 halogen Inorganic materials 0.000 claims abstract description 44
- 150000002367 halogens Chemical group 0.000 claims abstract description 44
- 239000000460 chlorine Substances 0.000 claims description 198
- 125000002023 trifluoromethyl group Chemical group FC(F)(F)* 0.000 claims description 171
- 125000004170 methylsulfonyl group Chemical group [H]C([H])([H])S(*)(=O)=O 0.000 claims description 167
- -1 cyano, formyl Chemical group 0.000 claims description 131
- 125000004169 (C1-C6) alkyl group Chemical group 0.000 claims description 126
- 150000001875 compounds Chemical class 0.000 claims description 75
- 125000000956 methoxy group Chemical group [H]C([H])([H])O* 0.000 claims description 63
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 claims description 52
- 125000000623 heterocyclic group Chemical group 0.000 claims description 50
- 125000000882 C2-C6 alkenyl group Chemical group 0.000 claims description 47
- 125000005913 (C3-C6) cycloalkyl group Chemical group 0.000 claims description 43
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 claims description 41
- 125000003601 C2-C6 alkynyl group Chemical group 0.000 claims description 40
- 239000000203 mixture Substances 0.000 claims description 36
- 125000001072 heteroaryl group Chemical group 0.000 claims description 34
- 125000004093 cyano group Chemical group *C#N 0.000 claims description 32
- 125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 claims description 24
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 claims description 23
- 125000000171 (C1-C6) haloalkyl group Chemical group 0.000 claims description 22
- 125000000449 nitro group Chemical group [O-][N+](*)=O 0.000 claims description 22
- 230000009261 transgenic effect Effects 0.000 claims description 22
- 238000000034 method Methods 0.000 claims description 20
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- 125000004191 (C1-C6) alkoxy group Chemical group 0.000 claims description 16
- 125000006643 (C2-C6) haloalkenyl group Chemical group 0.000 claims description 16
- 238000009472 formulation Methods 0.000 claims description 16
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- 125000004435 hydrogen atom Chemical class [H]* 0.000 claims description 15
- 150000003839 salts Chemical class 0.000 claims description 11
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- 125000001797 benzyl group Chemical group [H]C1=C([H])C([H])=C(C([H])=C1[H])C([H])([H])* 0.000 claims description 7
- 125000004432 carbon atom Chemical group C* 0.000 claims description 7
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- 125000003754 ethoxycarbonyl group Chemical group C(=O)(OCC)* 0.000 claims description 6
- 125000004184 methoxymethyl group Chemical group [H]C([H])([H])OC([H])([H])* 0.000 claims description 6
- 125000004674 methylcarbonyl group Chemical group CC(=O)* 0.000 claims description 6
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- ZAMOUSCENKQFHK-UHFFFAOYSA-N Chlorine atom Chemical compound [Cl] ZAMOUSCENKQFHK-UHFFFAOYSA-N 0.000 claims description 5
- 125000004433 nitrogen atom Chemical group N* 0.000 claims description 5
- 125000002924 primary amino group Chemical group [H]N([H])* 0.000 claims description 5
- 125000006345 2,2,2-trifluoroethoxymethyl group Chemical group [H]C([H])(*)OC([H])([H])C(F)(F)F 0.000 claims description 4
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- 125000003236 benzoyl group Chemical group [H]C1=C([H])C([H])=C(C([H])=C1[H])C(*)=O 0.000 claims description 4
- 229910052794 bromium Inorganic materials 0.000 claims description 4
- 125000004458 methylaminocarbonyl group Chemical group [H]N(C(*)=O)C([H])([H])[H] 0.000 claims description 4
- 125000006216 methylsulfinyl group Chemical group [H]C([H])([H])S(*)=O 0.000 claims description 4
- 125000004429 atom Chemical group 0.000 claims description 3
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- 125000006217 methyl sulfide group Chemical group [H]C([H])([H])S* 0.000 claims description 3
- 229910052760 oxygen Inorganic materials 0.000 claims description 3
- 229910052717 sulfur Inorganic materials 0.000 claims description 3
- 125000006624 (C1-C6) alkoxycarbonylamino group Chemical group 0.000 claims description 2
- 125000006766 (C2-C6) alkynyloxy group Chemical group 0.000 claims description 2
- 125000006552 (C3-C8) cycloalkyl group Chemical group 0.000 claims description 2
- 125000001607 1,2,3-triazol-1-yl group Chemical group [*]N1N=NC([H])=C1[H] 0.000 claims description 2
- 125000003626 1,2,4-triazol-1-yl group Chemical group [*]N1N=C([H])N=C1[H] 0.000 claims description 2
- 125000006374 C2-C10 alkenyl group Chemical group 0.000 claims description 2
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- 125000000738 acetamido group Chemical group [H]C([H])([H])C(=O)N([H])[*] 0.000 claims description 2
- KCNKJCHARANTIP-SNAWJCMRSA-N allyl-{4-[3-(4-bromo-phenyl)-benzofuran-6-yloxy]-but-2-enyl}-methyl-amine Chemical group C=1OC2=CC(OC/C=C/CN(CC=C)C)=CC=C2C=1C1=CC=C(Br)C=C1 KCNKJCHARANTIP-SNAWJCMRSA-N 0.000 claims description 2
- 125000003917 carbamoyl group Chemical group [H]N([H])C(*)=O 0.000 claims description 2
- PXBRQCKWGAHEHS-UHFFFAOYSA-N dichlorodifluoromethane Chemical group FC(F)(Cl)Cl PXBRQCKWGAHEHS-UHFFFAOYSA-N 0.000 claims description 2
- 125000001028 difluoromethyl group Chemical group [H]C(F)(F)* 0.000 claims description 2
- 125000006125 ethylsulfonyl group Chemical group 0.000 claims description 2
- 125000000471 iminomethylidene group Chemical group [H]N=C=* 0.000 claims description 2
- 125000004430 oxygen atom Chemical group O* 0.000 claims description 2
- 125000006340 pentafluoro ethyl group Chemical group FC(F)(F)C(F)(F)* 0.000 claims description 2
- 125000000951 phenoxy group Chemical group [H]C1=C([H])C([H])=C(O*)C([H])=C1[H] 0.000 claims description 2
- 125000004434 sulfur atom Chemical group 0.000 claims description 2
- 125000000858 thiocyanato group Chemical group *SC#N 0.000 claims description 2
- 125000000475 sulfinyl group Chemical group [*:2]S([*:1])=O 0.000 claims 19
- 244000045561 useful plants Species 0.000 claims 3
- GRHZLQBPAJAHDM-SPRQWYLLSA-N [(3as,4r,6ar)-2,3,3a,4,5,6a-hexahydrofuro[2,3-b]furan-4-yl] n-[(2s,4s,5s)-5-[[2-(2,6-dimethylphenoxy)acetyl]amino]-4-hydroxy-1,6-diphenylhexan-2-yl]carbamate Chemical compound CC1=CC=CC(C)=C1OCC(=O)N[C@H]([C@@H](O)C[C@H](CC=1C=CC=CC=1)NC(=O)O[C@@H]1[C@@H]2CCO[C@@H]2OC1)CC1=CC=CC=C1 GRHZLQBPAJAHDM-SPRQWYLLSA-N 0.000 claims 2
- 125000004765 (C1-C4) haloalkyl group Chemical group 0.000 claims 1
- 150000002431 hydrogen Chemical group 0.000 abstract description 9
- 125000000217 alkyl group Chemical group 0.000 abstract description 3
- 125000000962 organic group Chemical group 0.000 abstract 1
- WCPAKWJPBJAGKN-UHFFFAOYSA-N oxadiazole Chemical compound C1=CON=N1 WCPAKWJPBJAGKN-UHFFFAOYSA-N 0.000 abstract 1
- 150000003536 tetrazoles Chemical class 0.000 abstract 1
- 150000003852 triazoles Chemical group 0.000 abstract 1
- 238000005160 1H NMR spectroscopy Methods 0.000 description 70
- 241000196324 Embryophyta Species 0.000 description 69
- 150000003254 radicals Chemical class 0.000 description 40
- IAZDPXIOMUYVGZ-WFGJKAKNSA-N Dimethyl sulfoxide Chemical compound [2H]C([2H])([2H])S(=O)C([2H])([2H])[2H] IAZDPXIOMUYVGZ-WFGJKAKNSA-N 0.000 description 22
- 244000038559 crop plants Species 0.000 description 22
- 125000002147 dimethylamino group Chemical group [H]C([H])([H])N(*)C([H])([H])[H] 0.000 description 20
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- 125000001376 1,2,4-triazolyl group Chemical class N1N=C(N=C1)* 0.000 description 3
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- 125000000959 isobutyl group Chemical group [H]C([H])([H])C([H])(C([H])([H])[H])C([H])([H])* 0.000 description 1
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- MWKVXOJATACCCH-UHFFFAOYSA-N isoxadifen-ethyl Chemical group C1C(C(=O)OCC)=NOC1(C=1C=CC=CC=1)C1=CC=CC=C1 MWKVXOJATACCCH-UHFFFAOYSA-N 0.000 description 1
- 125000000842 isoxazolyl group Chemical group 0.000 description 1
- 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 1
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- SQDFHQJTAWCFIB-UHFFFAOYSA-N n-methylidenehydroxylamine Chemical group ON=C SQDFHQJTAWCFIB-UHFFFAOYSA-N 0.000 description 1
- 229910017604 nitric acid Inorganic materials 0.000 description 1
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- 125000003854 p-chlorophenyl group Chemical group [H]C1=C([H])C(*)=C([H])C([H])=C1Cl 0.000 description 1
- FJKROLUGYXJWQN-UHFFFAOYSA-N papa-hydroxy-benzoic acid Natural products OC(=O)C1=CC=C(O)C=C1 FJKROLUGYXJWQN-UHFFFAOYSA-N 0.000 description 1
- 244000052769 pathogen Species 0.000 description 1
- 125000001147 pentyl group Chemical group C(CCCC)* 0.000 description 1
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- 239000012071 phase Substances 0.000 description 1
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- 125000000168 pyrrolyl group Chemical group 0.000 description 1
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- IUVKMZGDUIUOCP-BTNSXGMBSA-N quinbolone Chemical compound O([C@H]1CC[C@H]2[C@H]3[C@@H]([C@]4(C=CC(=O)C=C4CC3)C)CC[C@@]21C)C1=CCCC1 IUVKMZGDUIUOCP-BTNSXGMBSA-N 0.000 description 1
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- 125000000999 tert-butyl group Chemical group [H]C([H])([H])C(*)(C([H])([H])[H])C([H])([H])[H] 0.000 description 1
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Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D257/00—Heterocyclic compounds containing rings having four nitrogen atoms as the only ring hetero atoms
- C07D257/02—Heterocyclic compounds containing rings having four nitrogen atoms as the only ring hetero atoms not condensed with other rings
- C07D257/04—Five-membered rings
- C07D257/06—Five-membered rings with nitrogen atoms directly attached to the ring carbon atom
-
- 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
- A01N43/64—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having rings with three nitrogen atoms as the only ring hetero atoms
- A01N43/647—Triazoles; Hydrogenated triazoles
- A01N43/653—1,2,4-Triazoles; Hydrogenated 1,2,4-triazoles
-
- 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
- A01N43/713—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having rings with four or more nitrogen atoms as the only ring hetero atoms
-
- 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
- A01N43/82—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 three ring hetero atoms
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D249/00—Heterocyclic compounds containing five-membered rings having three nitrogen atoms as the only ring hetero atoms
- C07D249/02—Heterocyclic compounds containing five-membered rings having three nitrogen atoms as the only ring hetero atoms not condensed with other rings
- C07D249/08—1,2,4-Triazoles; Hydrogenated 1,2,4-triazoles
- C07D249/10—1,2,4-Triazoles; Hydrogenated 1,2,4-triazoles 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
- C07D249/14—Nitrogen atoms
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D271/00—Heterocyclic compounds containing five-membered rings having two nitrogen atoms and one oxygen atom as the only ring hetero atoms
- C07D271/02—Heterocyclic compounds containing five-membered rings having two nitrogen atoms and one oxygen atom as the only ring hetero atoms not condensed with other rings
- C07D271/08—1,2,5-Oxadiazoles; Hydrogenated 1,2,5-oxadiazoles
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D271/00—Heterocyclic compounds containing five-membered rings having two nitrogen atoms and one oxygen atom as the only ring hetero atoms
- C07D271/02—Heterocyclic compounds containing five-membered rings having two nitrogen atoms and one oxygen atom as the only ring hetero atoms not condensed with other rings
- C07D271/10—1,3,4-Oxadiazoles; Hydrogenated 1,3,4-oxadiazoles
- C07D271/113—1,3,4-Oxadiazoles; Hydrogenated 1,3,4-oxadiazoles with oxygen, sulfur or nitrogen atoms, directly attached to ring carbon atoms, the nitrogen atoms not forming part of a nitro radical
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D403/00—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, not provided for by group C07D401/00
- C07D403/02—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, not provided for by group C07D401/00 containing two hetero rings
- C07D403/12—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, not provided for by group C07D401/00 containing two hetero rings linked by a chain containing hetero atoms as chain links
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Life Sciences & Earth Sciences (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)
- Plural Heterocyclic Compounds (AREA)
- Agricultural Chemicals And Associated Chemicals (AREA)
- Heterocyclic Carbon Compounds Containing A Hetero Ring Having Nitrogen And Oxygen As The Only Ring Hetero Atoms (AREA)
- Catching Or Destruction (AREA)
Applications Claiming Priority (3)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| EP15187024.3 | 2015-09-28 | ||
| EP15187024 | 2015-09-28 | ||
| PCT/EP2016/072345 WO2017055146A1 (de) | 2015-09-28 | 2016-09-21 | Acylierte n-(1,2,5-oxadiazol-3-yl)-, n-(1,3,4-oxadiazol-2-yl)-, n-(tetrazol-5-yl)- und n-(triazol-5-yl)-arylcarbonsäureamide und ihre verwendung als herbizide |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| CA2999853A1 true CA2999853A1 (en) | 2017-04-06 |
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Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CA2999853A Abandoned CA2999853A1 (en) | 2015-09-28 | 2016-09-21 | Acylated n-(1,2,5-oxadiazole-3-yl)-, n-(1,3,4-oxadiazole-2-yl)-, n-(tetrazole-5-yl)- and n-(triazole-5-yl)-aryl carboxamides, and use thereof as herbicides |
Country Status (11)
| Country | Link |
|---|---|
| US (1) | US10604494B2 (enExample) |
| EP (1) | EP3356334B1 (enExample) |
| JP (1) | JP6932125B2 (enExample) |
| CN (1) | CN108290846B (enExample) |
| AU (1) | AU2016330250A1 (enExample) |
| BR (1) | BR112018006178B1 (enExample) |
| CA (1) | CA2999853A1 (enExample) |
| EA (1) | EA201890829A1 (enExample) |
| MX (1) | MX2018003961A (enExample) |
| WO (1) | WO2017055146A1 (enExample) |
| ZA (1) | ZA201801113B (enExample) |
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| EP3619201B1 (de) * | 2017-05-04 | 2022-08-10 | Bayer CropScience Aktiengesellschaft | Herbizid wirksame 4-difluormethylbenzoylamide |
| TWI771440B (zh) | 2017-08-04 | 2022-07-21 | 德商拜耳廠股份有限公司 | 3-醯基苯甲醯胺類及其作為除草劑之用途 |
| EP3760627A4 (en) * | 2018-02-28 | 2022-03-02 | Hokko Chemical Industry Co., Ltd. | IMIDE DERIVATIVE AND BACTERICIDE WITH THIS AS AN ACTIVE SUBSTANCE |
| CN111303062B (zh) * | 2018-12-12 | 2022-08-30 | 沈阳中化农药化工研发有限公司 | 一种苯甲酰胺类化合物及其作为除草剂的用途 |
| CN111303126B (zh) * | 2018-12-12 | 2022-02-11 | 沈阳中化农药化工研发有限公司 | 一种吡唑酰胺类化合物及其作为除草剂的用途 |
| CN111434660B (zh) | 2019-01-14 | 2021-10-08 | 青岛清原化合物有限公司 | 4-吡啶基甲酰胺类化合物或其衍生物、制备方法、除草组合物和应用 |
| CA3126321A1 (en) * | 2019-01-14 | 2020-07-23 | Bayer Aktiengesellschaft | Herbicidal substituted n-tetrazolyl aryl carboxamides |
| CN112624989B (zh) * | 2019-10-08 | 2024-01-26 | 沈阳中化农药化工研发有限公司 | 一种酰胺类化合物及其应用 |
| CN113387900B (zh) * | 2020-03-13 | 2025-08-05 | 沈阳中化农药化工研发有限公司 | 一种环烯酰胺类化合物及其应用 |
| US12319663B2 (en) * | 2019-10-08 | 2025-06-03 | Shenyang Sinochem Agrochemicals R&D Co., Ltd. | Alkene-containing amide compound and application thereof |
| EP4050007A4 (en) | 2019-10-21 | 2023-09-27 | Korea Research Institute of Chemical Technology | NICOTINAMIDE COMPOUND AND HERBICIDAL COMPOSITION COMPRISING SAME |
| CN116803993A (zh) * | 2019-10-23 | 2023-09-26 | 青岛清原化合物有限公司 | 一种含手性硫氧化物的芳基甲酰胺类化合物或其盐、制备方法、除草组合物和应用 |
| CN112939953B (zh) * | 2019-12-10 | 2024-04-23 | 沈阳中化农药化工研发有限公司 | 一种苯甲酰胺类化合物及其作为除草剂的用途 |
| AR131541A1 (es) * | 2023-01-07 | 2025-04-09 | Syngenta Crop Protection Ag | Compuestos de carboxamida novedosos |
| WO2025114250A1 (de) | 2023-11-29 | 2025-06-05 | Bayer Aktiengesellschaft | 3-acyl-benzamide und ihre verwendung als herbizide |
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| EP0131624B1 (en) | 1983-01-17 | 1992-09-16 | Monsanto Company | Plasmids for transforming plant cells |
| BR8404834A (pt) | 1983-09-26 | 1985-08-13 | Agrigenetics Res Ass | Metodo para modificar geneticamente uma celula vegetal |
| BR8600161A (pt) | 1985-01-18 | 1986-09-23 | Plant Genetic Systems Nv | Gene quimerico,vetores de plasmidio hibrido,intermediario,processo para controlar insetos em agricultura ou horticultura,composicao inseticida,processo para transformar celulas de plantas para expressar uma toxina de polipeptideo produzida por bacillus thuringiensis,planta,semente de planta,cultura de celulas e plasmidio |
| DE3686633T2 (de) | 1985-10-25 | 1993-04-15 | David Matthew Bisaro | Pflanzenvektoren. |
| ES2018274T5 (es) | 1986-03-11 | 1996-12-16 | Plant Genetic Systems Nv | Celulas vegetales resistentes a los inhibidores de glutamina sintetasa, preparadas por ingenieria genetica. |
| WO1987006766A1 (en) | 1986-05-01 | 1987-11-05 | Honeywell Inc. | Multiple integrated circuit interconnection arrangement |
| US5013659A (en) | 1987-07-27 | 1991-05-07 | E. I. Du Pont De Nemours And Company | Nucleic acid fragment encoding herbicide resistant plant acetolactate synthase |
| IL83348A (en) | 1986-08-26 | 1995-12-08 | Du Pont | Nucleic acid fragment encoding herbicide resistant plant acetolactate synthase |
| JPS63313773A (ja) * | 1987-06-16 | 1988-12-21 | Tokuyama Soda Co Ltd | ピラゾ−ル化合物 |
| DE3733017A1 (de) | 1987-09-30 | 1989-04-13 | Bayer Ag | Stilbensynthase-gen |
| WO1991013972A1 (en) | 1990-03-16 | 1991-09-19 | Calgene, Inc. | Plant desaturases - compositions and uses |
| WO1991019806A1 (en) | 1990-06-18 | 1991-12-26 | Monsanto Company | Increased starch content in plants |
| WO1992000377A1 (en) | 1990-06-25 | 1992-01-09 | Monsanto Company | Glyphosate tolerant plants |
| DE4107396A1 (de) | 1990-06-29 | 1992-01-02 | Bayer Ag | Stilbensynthase-gene aus weinrebe |
| DE4039733A1 (de) * | 1990-12-13 | 1992-06-17 | Basf Ag | Substituierte 5-aminopyrazole |
| SE467358B (sv) | 1990-12-21 | 1992-07-06 | Amylogene Hb | Genteknisk foeraendring av potatis foer bildning av staerkelse av amylopektintyp |
| DE4104782B4 (de) | 1991-02-13 | 2006-05-11 | Bayer Cropscience Gmbh | Neue Plasmide, enthaltend DNA-Sequenzen, die Veränderungen der Karbohydratkonzentration und Karbohydratzusammensetzung in Pflanzen hervorrufen, sowie Pflanzen und Pflanzenzellen enthaltend dieses Plasmide |
| DE19846792A1 (de) | 1998-10-10 | 2000-04-13 | Hoechst Schering Agrevo Gmbh | Benzoylcyclohexandione, Verfahren zur ihrer Herstellung und ihre Verwendung als Herbizide und Pflanzenwachstumsregulatoren |
| DE19935218A1 (de) | 1999-07-27 | 2001-02-01 | Aventis Cropscience Gmbh | Isoxazolyl-substituierte Benzoylcyclohexandione, Verfahren zu ihrer Herstellung und ihre Verwendung als Herbizide und Pflanzenwachstumsregulatoren |
| DE10301110A1 (de) | 2003-01-09 | 2004-07-22 | Bayer Cropscience Gmbh | Substituierte Benzoylderivate als Herbizide |
| UA107672C2 (en) | 2009-09-25 | 2015-02-10 | Bayer Cropscience Ag | N-(1,2,5-oxadiazol-3-yl)benzamides and the use thereof as herbicides |
| CN103282354B (zh) | 2010-09-01 | 2016-05-04 | 拜耳知识产权有限责任公司 | N-(四唑-5-基)-和n-(三唑-5-基)芳基甲酰胺及其作为除草剂的用途 |
| US9035064B2 (en) | 2011-03-15 | 2015-05-19 | Bayer Intellectual Property Gmbh | N-(1,2,5-oxadiazol-3-yl)pyridinecarboxamides and use thereof as herbicides |
| HRP20161113T1 (hr) | 2011-03-22 | 2016-12-02 | Bayer Intellectual Property Gmbh | N-(1,3,4-oksadiazol-2-il)arilkarboksamidi i njihova uporaba kao herbicida |
| EP2739611B1 (de) * | 2011-08-03 | 2015-05-13 | Bayer Intellectual Property GmbH | N-(tetrazol-5-yl)- und n-(triazol-5-yl)arylcarbonsäureamide und ihre verwendung als herbizide |
| UA116532C2 (uk) | 2011-12-13 | 2018-04-10 | Байєр Інтеллектуал Проперті Гмбх | Аміди n-(1,2,5-оксадіазол-3-іл)-, n-(1,3,4-оксадіазол-2-іл)- або n-(тетразол-5-іл)арилкарбоксильної кислоти й застосування їх як гербіцидів |
| WO2013124228A1 (de) * | 2012-02-21 | 2013-08-29 | Bayer Intellectual Property Gmbh | Herbizid wirksame 3 - ( sulfin- /sulfonimidoyl) - benzamide |
| CN104136421B (zh) * | 2012-02-21 | 2016-05-04 | 拜耳知识产权有限责任公司 | 具有除草活性的亚磺酰基氨基苯甲酰胺 |
| BR112015004648A2 (pt) * | 2012-09-05 | 2017-07-04 | Bayer Cropscience Ag | amidas de ácidos bicicloaril carboxílicos com atividade herbicida |
| BR112015029899B1 (pt) * | 2013-05-31 | 2020-07-21 | Nissan Chemical Corporation | composto de amida heterocíclica e sal do mesmo da formula (1), produto quimico agrícola e herbicida obtido |
| EP3055305A1 (en) * | 2013-10-10 | 2016-08-17 | Basf Se | Substituted 1,2,5-oxadiazole compounds and their use as herbicides |
| CN105636950A (zh) * | 2013-10-10 | 2016-06-01 | 巴斯夫欧洲公司 | 取代的n-(四唑-5-基)-和n-(三唑-5-基)芳基羧酰胺化合物及其作为除草剂的用途 |
| JP2016153397A (ja) * | 2015-02-12 | 2016-08-25 | 日産化学工業株式会社 | 除草性組成物 |
-
2016
- 2016-09-21 EP EP16767299.7A patent/EP3356334B1/de active Active
- 2016-09-21 US US15/763,385 patent/US10604494B2/en active Active
- 2016-09-21 EA EA201890829A patent/EA201890829A1/ru unknown
- 2016-09-21 CA CA2999853A patent/CA2999853A1/en not_active Abandoned
- 2016-09-21 MX MX2018003961A patent/MX2018003961A/es unknown
- 2016-09-21 BR BR112018006178-6A patent/BR112018006178B1/pt active IP Right Grant
- 2016-09-21 JP JP2018515806A patent/JP6932125B2/ja active Active
- 2016-09-21 WO PCT/EP2016/072345 patent/WO2017055146A1/de not_active Ceased
- 2016-09-21 CN CN201680067784.7A patent/CN108290846B/zh active Active
- 2016-09-21 AU AU2016330250A patent/AU2016330250A1/en not_active Abandoned
-
2018
- 2018-02-19 ZA ZA2018/01113A patent/ZA201801113B/en unknown
Also Published As
| Publication number | Publication date |
|---|---|
| MX2018003961A (es) | 2018-06-08 |
| AU2016330250A1 (en) | 2018-03-29 |
| CN108290846A (zh) | 2018-07-17 |
| US20180282290A1 (en) | 2018-10-04 |
| CN108290846B (zh) | 2021-10-15 |
| US10604494B2 (en) | 2020-03-31 |
| EP3356334A1 (de) | 2018-08-08 |
| BR112018006178A2 (pt) | 2018-10-09 |
| EP3356334B1 (de) | 2019-12-18 |
| JP2018531236A (ja) | 2018-10-25 |
| BR112018006178B1 (pt) | 2022-05-31 |
| JP6932125B2 (ja) | 2021-09-08 |
| WO2017055146A1 (de) | 2017-04-06 |
| ZA201801113B (en) | 2019-01-30 |
| EA201890829A1 (ru) | 2018-10-31 |
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