JP2017506210A5 - - Google Patents
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- JP2017506210A5 JP2017506210A5 JP2016536165A JP2016536165A JP2017506210A5 JP 2017506210 A5 JP2017506210 A5 JP 2017506210A5 JP 2016536165 A JP2016536165 A JP 2016536165A JP 2016536165 A JP2016536165 A JP 2016536165A JP 2017506210 A5 JP2017506210 A5 JP 2017506210A5
- Authority
- JP
- Japan
- Prior art keywords
- ring
- compound
- independently
- phenyl
- alkyl
- 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.)
- Granted
Links
- 150000001875 compounds Chemical class 0.000 claims description 44
- 125000001424 substituent group Chemical group 0.000 claims description 28
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 claims description 22
- 125000000951 phenoxy group Chemical group [H]C1=C([H])C([H])=C(O*)C([H])=C1[H] 0.000 claims description 3
- QQDYOLJZDUADHV-CJNGLKHVSA-N tetflupyrolimet Chemical compound FC1=C(C=CC=C1)NC(=O)[C@H]1C(N(C[C@@H]1C1=CC(=CC=C1)C(F)(F)F)C)=O QQDYOLJZDUADHV-CJNGLKHVSA-N 0.000 claims description 2
- -1 hydroxy, amino Chemical group 0.000 claims 23
- 239000000203 mixture Substances 0.000 claims 18
- 230000002363 herbicidal effect Effects 0.000 claims 17
- 239000003112 inhibitor Substances 0.000 claims 13
- SNOOUWRIMMFWNE-UHFFFAOYSA-M sodium;6-[(3,4,5-trimethoxybenzoyl)amino]hexanoate Chemical compound [Na+].COC1=CC(C(=O)NCCCCCC([O-])=O)=CC(OC)=C1OC SNOOUWRIMMFWNE-UHFFFAOYSA-M 0.000 claims 10
- 125000004093 cyano group Chemical group *C#N 0.000 claims 8
- 229910052736 halogen Inorganic materials 0.000 claims 8
- 150000002367 halogens Chemical class 0.000 claims 8
- 125000004122 cyclic group Chemical group 0.000 claims 6
- 125000000171 (C1-C6) haloalkyl group Chemical group 0.000 claims 5
- 125000004453 alkoxycarbonyl group Chemical group 0.000 claims 5
- 125000004457 alkyl amino carbonyl group Chemical group 0.000 claims 5
- 125000004741 (C1-C6) haloalkylsulfonyl group Chemical group 0.000 claims 4
- 108010068327 4-hydroxyphenylpyruvate dioxygenase Proteins 0.000 claims 4
- 102100028626 4-hydroxyphenylpyruvate dioxygenase Human genes 0.000 claims 4
- 125000004448 alkyl carbonyl group Chemical group 0.000 claims 4
- 125000000217 alkyl group Chemical group 0.000 claims 4
- 229910052799 carbon Inorganic materials 0.000 claims 4
- 125000004473 dialkylaminocarbonyl group Chemical group 0.000 claims 4
- 125000004692 haloalkylcarbonyl group Chemical group 0.000 claims 4
- 239000004009 herbicide Substances 0.000 claims 4
- 125000000449 nitro group Chemical group [O-][N+](*)=O 0.000 claims 4
- 125000004433 nitrogen atom Chemical group N* 0.000 claims 4
- 125000004665 trialkylsilyl group Chemical group 0.000 claims 4
- 150000004669 very long chain fatty acids Chemical class 0.000 claims 4
- 125000004750 (C1-C6) alkylaminosulfonyl group Chemical group 0.000 claims 3
- 125000004739 (C1-C6) alkylsulfonyl group Chemical group 0.000 claims 3
- 125000004749 (C1-C6) haloalkylsulfinyl group Chemical group 0.000 claims 3
- 125000006771 (C1-C6) haloalkylthio group Chemical group 0.000 claims 3
- 125000000882 C2-C6 alkenyl group Chemical group 0.000 claims 3
- 125000004183 alkoxy alkyl group Chemical group 0.000 claims 3
- 125000003806 alkyl carbonyl amino group Chemical group 0.000 claims 3
- 125000004687 alkyl sulfinyl alkyl group Chemical group 0.000 claims 3
- 125000004688 alkyl sulfonyl alkyl group Chemical group 0.000 claims 3
- 125000006350 alkyl thio alkyl group Chemical group 0.000 claims 3
- 150000001721 carbon Chemical group 0.000 claims 3
- 125000001316 cycloalkyl alkyl group Chemical group 0.000 claims 3
- 125000005144 cycloalkylsulfonyl group Chemical group 0.000 claims 3
- 125000005366 cycloalkylthio group Chemical group 0.000 claims 3
- 125000004472 dialkylaminosulfonyl group Chemical group 0.000 claims 3
- 238000009472 formulation Methods 0.000 claims 3
- 125000004994 halo alkoxy alkyl group Chemical group 0.000 claims 3
- 125000004993 haloalkoxycarbonyl group Chemical group 0.000 claims 3
- 229910052739 hydrogen Inorganic materials 0.000 claims 3
- 239000004615 ingredient Substances 0.000 claims 3
- 229910052760 oxygen Inorganic materials 0.000 claims 3
- 125000004076 pyridyl group Chemical group 0.000 claims 3
- 150000003839 salts Chemical class 0.000 claims 3
- 229910052717 sulfur Inorganic materials 0.000 claims 3
- 125000004765 (C1-C4) haloalkyl group Chemical group 0.000 claims 2
- 125000004738 (C1-C6) alkyl sulfinyl group Chemical group 0.000 claims 2
- 125000004845 (C1-C6) alkylsulfonylamino group Chemical group 0.000 claims 2
- 125000006700 (C1-C6) alkylthio group Chemical group 0.000 claims 2
- 125000006552 (C3-C8) cycloalkyl group Chemical group 0.000 claims 2
- 125000006815 (C4-C10) cycloalkylaminocarbonyl group Chemical group 0.000 claims 2
- 125000006781 (C4-C10) cycloalkylcarbonyl group Chemical group 0.000 claims 2
- QUTYKIXIUDQOLK-PRJMDXOYSA-N 5-O-(1-carboxyvinyl)-3-phosphoshikimic acid Chemical compound O[C@H]1[C@H](OC(=C)C(O)=O)CC(C(O)=O)=C[C@H]1OP(O)(O)=O QUTYKIXIUDQOLK-PRJMDXOYSA-N 0.000 claims 2
- 102000000452 Acetyl-CoA carboxylase Human genes 0.000 claims 2
- 108010016219 Acetyl-CoA carboxylase Proteins 0.000 claims 2
- 229930192334 Auxin Natural products 0.000 claims 2
- 108010018763 Biotin carboxylase Proteins 0.000 claims 2
- OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical group [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 claims 2
- 229940106987 Elongase inhibitor Drugs 0.000 claims 2
- 108020001991 Protoporphyrinogen Oxidase Proteins 0.000 claims 2
- 102000005135 Protoporphyrinogen oxidase Human genes 0.000 claims 2
- 239000002253 acid Substances 0.000 claims 2
- 125000005083 alkoxyalkoxy group Chemical group 0.000 claims 2
- 125000005196 alkyl carbonyloxy group Chemical group 0.000 claims 2
- 125000004414 alkyl thio group Chemical group 0.000 claims 2
- 239000002363 auxin Substances 0.000 claims 2
- OTSAMNSACVKIOJ-UHFFFAOYSA-N azane;carbamoyl(ethoxy)phosphinic acid Chemical compound [NH4+].CCOP([O-])(=O)C(N)=O OTSAMNSACVKIOJ-UHFFFAOYSA-N 0.000 claims 2
- 125000003236 benzoyl group Chemical group [H]C1=C([H])C([H])=C(C([H])=C1[H])C(*)=O 0.000 claims 2
- 125000001797 benzyl group Chemical group [H]C1=C([H])C([H])=C(C([H])=C1[H])C([H])([H])* 0.000 claims 2
- WZDDLAZXUYIVMU-UHFFFAOYSA-N bromobutide Chemical compound CC(C)(C)C(Br)C(=O)NC(C)(C)C1=CC=CC=C1 WZDDLAZXUYIVMU-UHFFFAOYSA-N 0.000 claims 2
- 125000004432 carbon atom Chemical group C* 0.000 claims 2
- 125000000753 cycloalkyl group Chemical group 0.000 claims 2
- 239000003085 diluting agent Substances 0.000 claims 2
- 102000005396 glutamine synthetase Human genes 0.000 claims 2
- 108020002326 glutamine synthetase Proteins 0.000 claims 2
- 125000005842 heteroatom Chemical group 0.000 claims 2
- SEOVTRFCIGRIMH-UHFFFAOYSA-N indole-3-acetic acid Chemical compound C1=CC=C2C(CC(=O)O)=CNC2=C1 SEOVTRFCIGRIMH-UHFFFAOYSA-N 0.000 claims 2
- FBUKVWPVBMHYJY-UHFFFAOYSA-N nonanoic acid Chemical compound CCCCCCCCC(O)=O FBUKVWPVBMHYJY-UHFFFAOYSA-N 0.000 claims 2
- 125000003170 phenylsulfonyl group Chemical group C1(=CC=CC=C1)S(=O)(=O)* 0.000 claims 2
- 108010001545 phytoene dehydrogenase Proteins 0.000 claims 2
- 125000002924 primary amino group Chemical group [H]N([H])* 0.000 claims 2
- 125000006513 pyridinyl methyl group Chemical group 0.000 claims 2
- 125000004434 sulfur atom Chemical group 0.000 claims 2
- 125000004768 (C1-C4) alkylsulfinyl group Chemical group 0.000 claims 1
- 125000004769 (C1-C4) alkylsulfonyl group Chemical group 0.000 claims 1
- 125000004767 (C1-C4) haloalkoxy group Chemical group 0.000 claims 1
- 125000004771 (C1-C4) haloalkylsulfinyl group Chemical group 0.000 claims 1
- 125000004890 (C1-C6) alkylamino group Chemical group 0.000 claims 1
- 125000004737 (C1-C6) haloalkoxy group Chemical group 0.000 claims 1
- 125000006656 (C2-C4) alkenyl group Chemical group 0.000 claims 1
- 125000006645 (C3-C4) cycloalkyl group Chemical group 0.000 claims 1
- 125000006660 (C3-C4) halocycloalkyl group Chemical group 0.000 claims 1
- 125000005913 (C3-C6) cycloalkyl group Chemical group 0.000 claims 1
- WRIDQFICGBMAFQ-UHFFFAOYSA-N (E)-8-Octadecenoic acid Natural products CCCCCCCCCC=CCCCCCCC(O)=O WRIDQFICGBMAFQ-UHFFFAOYSA-N 0.000 claims 1
- XTFIVUDBNACUBN-UHFFFAOYSA-N 1,3,5-trinitro-1,3,5-triazinane Chemical compound [O-][N+](=O)N1CN([N+]([O-])=O)CN([N+]([O-])=O)C1 XTFIVUDBNACUBN-UHFFFAOYSA-N 0.000 claims 1
- XUHGTGGPZFJRMF-UHFFFAOYSA-N 1,3-dihydropyrazole-2-carboxylic acid Chemical compound OC(=O)N1CC=CN1 XUHGTGGPZFJRMF-UHFFFAOYSA-N 0.000 claims 1
- IXWKBUKANTXHJH-UHFFFAOYSA-N 1-[5-chloro-2-methyl-4-(5-methyl-5,6-dihydro-1,4,2-dioxazin-3-yl)pyrazol-3-yl]sulfonyl-3-(4,6-dimethoxypyrimidin-2-yl)urea Chemical compound COC1=CC(OC)=NC(NC(=O)NS(=O)(=O)C=2N(N=C(Cl)C=2C=2OC(C)CON=2)C)=N1 IXWKBUKANTXHJH-UHFFFAOYSA-N 0.000 claims 1
- KPSTXQYTZBZXMM-UHFFFAOYSA-N 2-[8-chloro-4-(4-methoxyphenyl)-3-oxoquinoxaline-2-carbonyl]cyclohexane-1,3-dione Chemical compound C1=CC(OC)=CC=C1N1C(=O)C(C(=O)C2C(CCCC2=O)=O)=NC2=C(Cl)C=CC=C21 KPSTXQYTZBZXMM-UHFFFAOYSA-N 0.000 claims 1
- 125000004198 2-fluorophenyl group Chemical group [H]C1=C([H])C(F)=C(*)C([H])=C1[H] 0.000 claims 1
- LQJBNNIYVWPHFW-UHFFFAOYSA-N 20:1omega9c fatty acid Natural products CCCCCCCCCCC=CCCCCCCCC(O)=O LQJBNNIYVWPHFW-UHFFFAOYSA-N 0.000 claims 1
- 125000003682 3-furyl group Chemical group O1C([H])=C([*])C([H])=C1[H] 0.000 claims 1
- YLEHJJDRQPOOGY-UHFFFAOYSA-N 4-(3,4-difluorophenyl)-N-(2-fluorophenyl)-2-oxopyrrolidine-3-carboxamide Chemical compound FC=1C=C(C=CC=1F)C1C(C(NC1)=O)C(=O)NC1=C(C=CC=C1)F YLEHJJDRQPOOGY-UHFFFAOYSA-N 0.000 claims 1
- QSBYPNXLFMSGKH-UHFFFAOYSA-N 9-Heptadecensaeure Natural products CCCCCCCC=CCCCCCCCC(O)=O QSBYPNXLFMSGKH-UHFFFAOYSA-N 0.000 claims 1
- 125000003601 C2-C6 alkynyl group Chemical group 0.000 claims 1
- 125000004648 C2-C8 alkenyl group Chemical group 0.000 claims 1
- 125000004649 C2-C8 alkynyl group Chemical group 0.000 claims 1
- 239000005644 Dazomet Substances 0.000 claims 1
- 108030006708 Homogentisate solanesyltransferases Proteins 0.000 claims 1
- 239000002169 Metam Substances 0.000 claims 1
- FMINYZXVCTYSNY-UHFFFAOYSA-N Methyldymron Chemical compound C=1C=CC=CC=1N(C)C(=O)NC(C)(C)C1=CC=CC=C1 FMINYZXVCTYSNY-UHFFFAOYSA-N 0.000 claims 1
- RWGODCXAMGKGGS-UHFFFAOYSA-N N-(2,3-difluorophenyl)-2-oxo-4-[4-(trifluoromethyl)phenyl]pyrrolidine-3-carboxamide Chemical compound FC1=C(C=CC=C1F)NC(=O)C1C(NCC1C1=CC=C(C=C1)C(F)(F)F)=O RWGODCXAMGKGGS-UHFFFAOYSA-N 0.000 claims 1
- SPQHMFPKYTYWNE-UHFFFAOYSA-N N-(2,3-difluorophenyl)-4-(3,4-difluorophenyl)-2-oxopyrrolidine-3-carboxamide Chemical compound FC1=C(C=CC=C1F)NC(=O)C1C(NCC1C1=CC(=C(C=C1)F)F)=O SPQHMFPKYTYWNE-UHFFFAOYSA-N 0.000 claims 1
- DVBWASKFMOQIRJ-UHFFFAOYSA-N N-(2-fluorophenyl)-2-oxo-4-[4-(trifluoromethyl)phenyl]pyrrolidine-3-carboxamide Chemical compound FC1=C(C=CC=C1)NC(=O)C1C(NCC1C1=CC=C(C=C1)C(F)(F)F)=O DVBWASKFMOQIRJ-UHFFFAOYSA-N 0.000 claims 1
- CRZSWQNUVZTVTQ-UHFFFAOYSA-N N-(benzotriazol-1-yl)-2-oxo-4-phenylpyrrolidine-3-carboxamide Chemical compound N1(N=NC2=C1C=CC=C2)NC(=O)C1C(NCC1C1=CC=CC=C1)=O CRZSWQNUVZTVTQ-UHFFFAOYSA-N 0.000 claims 1
- 150000001204 N-oxides Chemical class 0.000 claims 1
- 239000005642 Oleic acid Substances 0.000 claims 1
- ZQPPMHVWECSIRJ-UHFFFAOYSA-N Oleic acid Natural products CCCCCCCCC=CCCCCCCCC(O)=O ZQPPMHVWECSIRJ-UHFFFAOYSA-N 0.000 claims 1
- 239000005643 Pelargonic acid Substances 0.000 claims 1
- 108010081996 Photosystem I Protein Complex Proteins 0.000 claims 1
- 108010060806 Photosystem II Protein Complex Proteins 0.000 claims 1
- YLPGTOIOYRQOHV-UHFFFAOYSA-N Pretilachlor Chemical compound CCCOCCN(C(=O)CCl)C1=C(CC)C=CC=C1CC YLPGTOIOYRQOHV-UHFFFAOYSA-N 0.000 claims 1
- BGNQYGRXEXDAIQ-UHFFFAOYSA-N Pyrazosulfuron-ethyl Chemical group C1=NN(C)C(S(=O)(=O)NC(=O)NC=2N=C(OC)C=C(OC)N=2)=C1C(=O)OCC BGNQYGRXEXDAIQ-UHFFFAOYSA-N 0.000 claims 1
- 125000003302 alkenyloxy group Chemical group 0.000 claims 1
- 125000003545 alkoxy group Chemical group 0.000 claims 1
- 125000005081 alkoxyalkoxyalkyl group Chemical group 0.000 claims 1
- 125000000278 alkyl amino alkyl group Chemical group 0.000 claims 1
- 125000005120 alkyl cycloalkyl alkyl group Chemical group 0.000 claims 1
- 125000005119 alkyl cycloalkyl group Chemical group 0.000 claims 1
- 125000004644 alkyl sulfinyl group Chemical group 0.000 claims 1
- 125000004390 alkyl sulfonyl group Chemical group 0.000 claims 1
- 125000005278 alkyl sulfonyloxy group Chemical group 0.000 claims 1
- 125000005133 alkynyloxy group Chemical group 0.000 claims 1
- 229910052785 arsenic Inorganic materials 0.000 claims 1
- RQNWIZPPADIBDY-UHFFFAOYSA-N arsenic atom Chemical compound [As] RQNWIZPPADIBDY-UHFFFAOYSA-N 0.000 claims 1
- 125000001769 aryl amino group Chemical group 0.000 claims 1
- 125000005161 aryl oxy carbonyl group Chemical group 0.000 claims 1
- 230000008166 cellulose biosynthesis Effects 0.000 claims 1
- 125000000392 cycloalkenyl group Chemical group 0.000 claims 1
- 125000000000 cycloalkoxy group Chemical group 0.000 claims 1
- 125000004858 cycloalkoxyalkyl group Chemical group 0.000 claims 1
- 125000006254 cycloalkyl carbonyl group Chemical group 0.000 claims 1
- 125000005112 cycloalkylalkoxy group Chemical group 0.000 claims 1
- 125000005357 cycloalkylalkynyl group Chemical group 0.000 claims 1
- 125000005201 cycloalkylcarbonyloxy group Chemical group 0.000 claims 1
- 125000005149 cycloalkylsulfinyl group Chemical group 0.000 claims 1
- 125000004186 cyclopropylmethyl group Chemical group [H]C([H])(*)C1([H])C([H])([H])C1([H])[H] 0.000 claims 1
- QAYICIQNSGETAS-UHFFFAOYSA-N dazomet Chemical compound CN1CSC(=S)N(C)C1 QAYICIQNSGETAS-UHFFFAOYSA-N 0.000 claims 1
- 125000004985 dialkyl amino alkyl group Chemical group 0.000 claims 1
- 125000004663 dialkyl amino group Chemical group 0.000 claims 1
- QMTNOLKHSWIQBE-FGTMMUONSA-N exo-(+)-cinmethylin Chemical compound O([C@H]1[C@]2(C)CC[C@@](O2)(C1)C(C)C)CC1=CC=CC=C1C QMTNOLKHSWIQBE-FGTMMUONSA-N 0.000 claims 1
- 125000005221 halo alkyl carbonyl amino group Chemical group 0.000 claims 1
- 125000005280 halo alkyl sulfonyloxy group Chemical group 0.000 claims 1
- 125000000262 haloalkenyl group Chemical group 0.000 claims 1
- 125000005291 haloalkenyloxy group Chemical group 0.000 claims 1
- 125000004438 haloalkoxy group Chemical group 0.000 claims 1
- 125000001188 haloalkyl group Chemical group 0.000 claims 1
- 125000005203 haloalkylcarbonyloxy group Chemical group 0.000 claims 1
- 125000004440 haloalkylsulfinyl group Chemical group 0.000 claims 1
- 125000004441 haloalkylsulfonyl group Chemical group 0.000 claims 1
- 125000004995 haloalkylthio group Chemical group 0.000 claims 1
- 125000000232 haloalkynyl group Chemical group 0.000 claims 1
- 125000005292 haloalkynyloxy group Chemical group 0.000 claims 1
- 125000005347 halocycloalkyl group Chemical group 0.000 claims 1
- 125000004461 halocycloalkylalkyl group Chemical group 0.000 claims 1
- 125000000623 heterocyclic group Chemical group 0.000 claims 1
- 125000002887 hydroxy group Chemical group [H]O* 0.000 claims 1
- QXJSBBXBKPUZAA-UHFFFAOYSA-N isooleic acid Natural products CCCCCCCC=CCCCCCCCCC(O)=O QXJSBBXBKPUZAA-UHFFFAOYSA-N 0.000 claims 1
- 239000007788 liquid Substances 0.000 claims 1
- HYVVJDQGXFXBRZ-UHFFFAOYSA-N metam Chemical compound CNC(S)=S HYVVJDQGXFXBRZ-UHFFFAOYSA-N 0.000 claims 1
- 238000000034 method Methods 0.000 claims 1
- 125000006431 methyl cyclopropyl group Chemical group 0.000 claims 1
- 230000003278 mimic effect Effects 0.000 claims 1
- 230000000394 mitotic effect Effects 0.000 claims 1
- 125000004971 nitroalkyl group Chemical group 0.000 claims 1
- ZQPPMHVWECSIRJ-KTKRTIGZSA-N oleic acid Chemical compound CCCCCCCC\C=C/CCCCCCCC(O)=O ZQPPMHVWECSIRJ-KTKRTIGZSA-N 0.000 claims 1
- 239000007787 solid Substances 0.000 claims 1
- 239000004094 surface-active agent Substances 0.000 claims 1
- 125000001544 thienyl group Chemical group 0.000 claims 1
- 125000002023 trifluoromethyl group Chemical group FC(F)(F)* 0.000 claims 1
- 0 C*(CC(C1C(*c2cccc(F)c2F)=O)c2ccc(C)cc2)C1=O Chemical compound C*(CC(C1C(*c2cccc(F)c2F)=O)c2ccc(C)cc2)C1=O 0.000 description 1
- QQDYOLJZDUADHV-UHFFFAOYSA-N CN(CC(C1C(Nc(cccc2)c2F)=O)c2cc(C(F)(F)F)ccc2)C1=O Chemical compound CN(CC(C1C(Nc(cccc2)c2F)=O)c2cc(C(F)(F)F)ccc2)C1=O QQDYOLJZDUADHV-UHFFFAOYSA-N 0.000 description 1
- GVYYBFHAFFTRLE-NXEZZACHSA-N COC([C@H]([C@H](CN1)c2cccc(C(F)(F)F)c2)C1=O)=O Chemical compound COC([C@H]([C@H](CN1)c2cccc(C(F)(F)F)c2)C1=O)=O GVYYBFHAFFTRLE-NXEZZACHSA-N 0.000 description 1
Applications Claiming Priority (3)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US201361911324P | 2013-12-03 | 2013-12-03 | |
| US61/911,324 | 2013-12-03 | ||
| PCT/US2014/068073 WO2015084796A1 (en) | 2013-12-03 | 2014-12-02 | Pyrrolidinones as herbicides |
Publications (3)
| Publication Number | Publication Date |
|---|---|
| JP2017506210A JP2017506210A (ja) | 2017-03-02 |
| JP2017506210A5 true JP2017506210A5 (https=) | 2018-01-18 |
| JP6524086B2 JP6524086B2 (ja) | 2019-06-05 |
Family
ID=52118022
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP2016536165A Active JP6524086B2 (ja) | 2013-12-03 | 2014-12-02 | ピロリジノン除草剤 |
Country Status (29)
| Country | Link |
|---|---|
| US (1) | US10294202B2 (https=) |
| EP (3) | EP4086240B1 (https=) |
| JP (1) | JP6524086B2 (https=) |
| KR (2) | KR102395827B1 (https=) |
| CN (2) | CN110407730B (https=) |
| AR (1) | AR098673A1 (https=) |
| AU (4) | AU2014357342B2 (https=) |
| BR (1) | BR112016012584B1 (https=) |
| CA (2) | CA2931961C (https=) |
| CL (1) | CL2016001360A1 (https=) |
| DK (2) | DK3663282T3 (https=) |
| EA (1) | EA201691156A1 (https=) |
| ES (2) | ES2786927T3 (https=) |
| HU (2) | HUE059730T2 (https=) |
| IL (1) | IL245669B (https=) |
| IN (1) | IN201617018886A (https=) |
| MD (1) | MD4889C1 (https=) |
| MX (2) | MX2016007259A (https=) |
| MY (2) | MY195078A (https=) |
| PE (1) | PE20160843A1 (https=) |
| PH (1) | PH12016501057A1 (https=) |
| PL (2) | PL3663282T3 (https=) |
| SG (1) | SG10201804652VA (https=) |
| SI (2) | SI3077374T1 (https=) |
| TW (3) | TWI670260B (https=) |
| UA (1) | UA125165C2 (https=) |
| UY (1) | UY35863A (https=) |
| WO (1) | WO2015084796A1 (https=) |
| ZA (1) | ZA201603382B (https=) |
Families Citing this family (46)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| ES2752733T3 (es) | 2013-11-28 | 2020-04-06 | Kyorin Seiyaku Kk | Derivados de urea deuterados o marcados isotópicamente o sales farmacológicamente aceptables de los mismos útiles como agonistas de FPRL-1 |
| US11589583B2 (en) | 2013-12-03 | 2023-02-28 | Fmc Corporation | Pyrrolidinones herbicides |
| MX2016007259A (es) | 2013-12-03 | 2016-08-04 | Du Pont | Pirrolidinonas como herbicidas. |
| US9944602B2 (en) | 2014-07-02 | 2018-04-17 | E. I. Du Pont De Nemours And Company | Piperidinone herbicides |
| EP3230264B1 (en) * | 2014-12-08 | 2019-09-11 | FMC Corporation | 3-oxo-3-(arylamino)propanoates, a process for their preparation, and their use in preparing pyrrolidinones |
| EP3280709B1 (en) * | 2015-04-10 | 2021-05-26 | FMC Corporation | Substituted cyclic amides as herbicides |
| CN107531658B (zh) | 2015-04-27 | 2021-07-27 | Fmc公司 | 作为除草剂的丁内酯 |
| PL3294743T3 (pl) * | 2015-05-12 | 2020-03-31 | Fmc Corporation | Podstawione arylem związki bicykliczne jako środki chwastobójcze |
| WO2016196019A1 (en) | 2015-05-29 | 2016-12-08 | E I Du Pont De Nemours And Company | Substituted cyclic amides as herbicides |
| CN107709310B (zh) * | 2015-06-02 | 2021-09-24 | Fmc公司 | 取代的环酰胺及其作为除草剂的用途 |
| CN108137512B (zh) * | 2015-07-31 | 2022-05-31 | Fmc公司 | 用作除草剂的环状n-酰胺化合物 |
| WO2017075559A1 (en) | 2015-10-30 | 2017-05-04 | E. I. Du Pont De Nemours And Company | Dihydroorotate dehydrogenase inhibitor compositions effective as herbicides |
| JP2018053858A (ja) * | 2016-09-30 | 2018-04-05 | 株式会社ケーヒン | 燃料供給異常判定装置 |
| GB201617050D0 (en) * | 2016-10-07 | 2016-11-23 | Syngenta Participations Ag | Herbicidal mixtures |
| GB201617062D0 (en) * | 2016-10-07 | 2016-11-23 | Syngenta Participations Ag | Herbicidal mixtures |
| CA3047724A1 (en) * | 2016-12-21 | 2018-06-28 | Fmc Corporation | Nitrone herbicides |
| WO2018175231A1 (en) | 2017-03-21 | 2018-09-27 | Fmc Corporation | Herbicidal mixture, composition and method |
| CA3057297A1 (en) * | 2017-03-21 | 2018-09-27 | Fmc Corporation | Pyrrolidinones and a process to prepare them |
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