JP2009533448A - 除草性混合物 - Google Patents

Info

Publication number

JP2009533448A

JP2009533448A JP2009505457A JP2009505457A JP2009533448A JP 2009533448 A JP2009533448 A JP 2009533448A JP 2009505457 A JP2009505457 A JP 2009505457A JP 2009505457 A JP2009505457 A JP 2009505457A JP 2009533448 A JP2009533448 A JP 2009533448A

Authority

JP

Japan

Prior art keywords

compound

methyl

amino

mixture

cyclopropyl

Prior art date

2006-04-10

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

• Espacenet
• Global Dossier
• Discuss

• 239000000203 mixture Substances 0.000 title claims abstract description 375
• 230000002363 herbicidal effect Effects 0.000 title claims abstract description 212
• 150000001875 compounds Chemical class 0.000 claims abstract description 407
• 239000004009 herbicide Substances 0.000 claims abstract description 180
• -1 flulenol Chemical compound 0.000 claims abstract description 118
• 239000003112 inhibitor Substances 0.000 claims abstract description 64
• 230000012010 growth Effects 0.000 claims abstract description 52
• 238000000034 method Methods 0.000 claims abstract description 40
• GRSMWKLPSNHDHA-UHFFFAOYSA-N Naphthalic anhydride Chemical compound C1=CC(C(=O)OC2=O)=C3C2=CC=CC3=C1 GRSMWKLPSNHDHA-UHFFFAOYSA-N 0.000 claims abstract description 35
• 150000003839 salts Chemical class 0.000 claims abstract description 24
• SEOVTRFCIGRIMH-UHFFFAOYSA-N indole-3-acetic acid Chemical compound C1=CC=C2C(CC(=O)O)=CNC2=C1 SEOVTRFCIGRIMH-UHFFFAOYSA-N 0.000 claims abstract description 22
• OTSAMNSACVKIOJ-UHFFFAOYSA-N azane;carbamoyl(ethoxy)phosphinic acid Chemical compound [NH4+].CCOP([O-])(=O)C(N)=O OTSAMNSACVKIOJ-UHFFFAOYSA-N 0.000 claims abstract description 20
• 229930192334 Auxin Natural products 0.000 claims abstract description 18
• 239000002363 auxin Substances 0.000 claims abstract description 18
• 150000004669 very long chain fatty acids Chemical class 0.000 claims abstract description 17
• 125000000217 alkyl group Chemical group 0.000 claims abstract description 16
• 108010060806 Photosystem II Protein Complex Proteins 0.000 claims abstract description 14
• 108020001991 Protoporphyrinogen Oxidase Proteins 0.000 claims abstract description 12
• 125000004183 alkoxy alkyl group Chemical group 0.000 claims abstract description 9
• 125000005081 alkoxyalkoxyalkyl group Chemical group 0.000 claims abstract description 9
• 150000001204 N-oxides Chemical class 0.000 claims abstract description 8
• 108010081996 Photosystem I Protein Complex Proteins 0.000 claims abstract description 8
• 229910052739 hydrogen Inorganic materials 0.000 claims abstract description 8
• 125000002768 hydroxyalkyl group Chemical group 0.000 claims abstract description 8
• FBUKVWPVBMHYJY-UHFFFAOYSA-N nonanoic acid Chemical compound CCCCCCCCC(O)=O FBUKVWPVBMHYJY-UHFFFAOYSA-N 0.000 claims abstract description 8
• MKQSWTQPLLCSOB-UHFFFAOYSA-N benzyl 2-chloro-4-(trifluoromethyl)-1,3-thiazole-5-carboxylate Chemical compound N1=C(Cl)SC(C(=O)OCC=2C=CC=CC=2)=C1C(F)(F)F MKQSWTQPLLCSOB-UHFFFAOYSA-N 0.000 claims abstract description 7
• 229910052799 carbon Inorganic materials 0.000 claims abstract description 7
• BWPYBAJTDILQPY-UHFFFAOYSA-N Methoxyphenone Chemical compound C1=C(C)C(OC)=CC=C1C(=O)C1=CC=CC(C)=C1 BWPYBAJTDILQPY-UHFFFAOYSA-N 0.000 claims abstract description 6
• 125000001797 benzyl group Chemical group [H]C1=C([H])C([H])=C(C([H])=C1[H])C([H])([H])* 0.000 claims abstract description 6
• AHXUVTKVCMOKIX-UHFFFAOYSA-N 1-bromo-4-(chloromethylsulfonyl)benzene Chemical compound ClCS(=O)(=O)C1=CC=C(Br)C=C1 AHXUVTKVCMOKIX-UHFFFAOYSA-N 0.000 claims abstract description 5
• OHXLAOJLJWLEIP-UHFFFAOYSA-N 2-(dichloromethyl)-2-methyl-1,3-dioxolane Chemical compound ClC(Cl)C1(C)OCCO1 OHXLAOJLJWLEIP-UHFFFAOYSA-N 0.000 claims abstract description 5
• 125000001559 cyclopropyl group Chemical group [H]C1([H])C([H])([H])C1([H])* 0.000 claims abstract description 5
• OPGCOAPTHCZZIW-UHFFFAOYSA-N diethyl 1-(2,4-dichlorophenyl)-5-methyl-4h-pyrazole-3,5-dicarboxylate Chemical group CCOC(=O)C1(C)CC(C(=O)OCC)=NN1C1=CC=C(Cl)C=C1Cl OPGCOAPTHCZZIW-UHFFFAOYSA-N 0.000 claims abstract description 5
• 230000002401 inhibitory effect Effects 0.000 claims abstract description 5
• WRIDQFICGBMAFQ-UHFFFAOYSA-N (E)-8-Octadecenoic acid Natural products CCCCCCCCCC=CCCCCCCC(O)=O WRIDQFICGBMAFQ-UHFFFAOYSA-N 0.000 claims abstract description 4
• LQJBNNIYVWPHFW-UHFFFAOYSA-N 20:1omega9c fatty acid Natural products CCCCCCCCCCC=CCCCCCCCC(O)=O LQJBNNIYVWPHFW-UHFFFAOYSA-N 0.000 claims abstract description 4
• QSBYPNXLFMSGKH-UHFFFAOYSA-N 9-Heptadecensaeure Natural products CCCCCCCC=CCCCCCCCC(O)=O QSBYPNXLFMSGKH-UHFFFAOYSA-N 0.000 claims abstract description 4
• 239000005644 Dazomet Substances 0.000 claims abstract description 4
• 239000002169 Metam Substances 0.000 claims abstract description 4
• 239000005642 Oleic acid Substances 0.000 claims abstract description 4
• ZQPPMHVWECSIRJ-UHFFFAOYSA-N Oleic acid Natural products CCCCCCCCC=CCCCCCCCC(O)=O ZQPPMHVWECSIRJ-UHFFFAOYSA-N 0.000 claims abstract description 4
• 239000005643 Pelargonic acid Substances 0.000 claims abstract description 4
• 208000014347 autosomal dominant hyaline body myopathy Diseases 0.000 claims abstract description 4
• 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 abstract description 4
• QAYICIQNSGETAS-UHFFFAOYSA-N dazomet Chemical compound CN1CSC(=S)N(C)C1 QAYICIQNSGETAS-UHFFFAOYSA-N 0.000 claims abstract description 4
• SDIXRDNYIMOKSG-UHFFFAOYSA-L disodium methyl arsenate Chemical compound [Na+].[Na+].C[As]([O-])([O-])=O SDIXRDNYIMOKSG-UHFFFAOYSA-L 0.000 claims abstract description 4
• QXJSBBXBKPUZAA-UHFFFAOYSA-N isooleic acid Natural products CCCCCCCC=CCCCCCCCCC(O)=O QXJSBBXBKPUZAA-UHFFFAOYSA-N 0.000 claims abstract description 4
• HYVVJDQGXFXBRZ-UHFFFAOYSA-N metam Chemical compound CNC(S)=S HYVVJDQGXFXBRZ-UHFFFAOYSA-N 0.000 claims abstract description 4
• 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 claims abstract description 4
• JITOKQVGRJSHHA-UHFFFAOYSA-M monosodium methyl arsenate Chemical compound [Na+].C[As](O)([O-])=O JITOKQVGRJSHHA-UHFFFAOYSA-M 0.000 claims abstract description 4
• ZQPPMHVWECSIRJ-KTKRTIGZSA-N oleic acid Chemical compound CCCCCCCC\C=C/CCCCCCCC(O)=O ZQPPMHVWECSIRJ-KTKRTIGZSA-N 0.000 claims abstract description 4
• IKVXBIIHQGXQRQ-CYBMUJFWSA-N propan-2-yl (2r)-2-(n-benzoyl-3-chloro-4-fluoroanilino)propanoate Chemical group C=1C=C(F)C(Cl)=CC=1N([C@H](C)C(=O)OC(C)C)C(=O)C1=CC=CC=C1 IKVXBIIHQGXQRQ-CYBMUJFWSA-N 0.000 claims abstract description 4
• 125000004800 4-bromophenyl group Chemical group [H]C1=C([H])C(*)=C([H])C([H])=C1Br 0.000 claims abstract description 3
• YRMLFORXOOIJDR-UHFFFAOYSA-N Dichlormid Chemical compound ClC(Cl)C(=O)N(CC=C)CC=C YRMLFORXOOIJDR-UHFFFAOYSA-N 0.000 claims abstract description 3
• 125000003854 p-chlorophenyl group Chemical group [H]C1=C([H])C(*)=C([H])C([H])=C1Cl 0.000 claims abstract description 3
• VTRWMTJQBQJKQH-UHFFFAOYSA-N pyributicarb Chemical compound COC1=CC=CC(N(C)C(=S)OC=2C=C(C=CC=2)C(C)(C)C)=N1 VTRWMTJQBQJKQH-UHFFFAOYSA-N 0.000 claims abstract description 3
• 150000003230 pyrimidines Chemical class 0.000 claims abstract description 3
• PEDCQBHIVMGVHV-UHFFFAOYSA-N Glycerine Chemical compound OCC(O)CO PEDCQBHIVMGVHV-UHFFFAOYSA-N 0.000 claims description 83
• 239000005562 Glyphosate Substances 0.000 claims description 58
• 239000005631 2,4-Dichlorophenoxyacetic acid Substances 0.000 claims description 49
• 229940097068 glyphosate Drugs 0.000 claims description 45
• XDDAORKBJWWYJS-UHFFFAOYSA-N glyphosate Chemical compound OC(=O)CNCP(O)(O)=O XDDAORKBJWWYJS-UHFFFAOYSA-N 0.000 claims description 45
• MXWJVTOOROXGIU-UHFFFAOYSA-N atrazine Chemical compound CCNC1=NC(Cl)=NC(NC(C)C)=N1 MXWJVTOOROXGIU-UHFFFAOYSA-N 0.000 claims description 42
• IAJOBQBIJHVGMQ-UHFFFAOYSA-N 2-amino-4-[hydroxy(methyl)phosphoryl]butanoic acid Chemical compound CP(O)(=O)CCC(N)C(O)=O IAJOBQBIJHVGMQ-UHFFFAOYSA-N 0.000 claims description 41
• IRJQWZWMQCVOLA-ZBKNUEDVSA-N 2-[(z)-n-[(3,5-difluorophenyl)carbamoylamino]-c-methylcarbonimidoyl]pyridine-3-carboxylic acid Chemical compound N=1C=CC=C(C(O)=O)C=1C(/C)=N\NC(=O)NC1=CC(F)=CC(F)=C1 IRJQWZWMQCVOLA-ZBKNUEDVSA-N 0.000 claims description 36
• WVQBLGZPHOPPFO-LBPRGKRZSA-N (S)-metolachlor Chemical compound CCC1=CC=CC(C)=C1N([C@@H](C)COC)C(=O)CCl WVQBLGZPHOPPFO-LBPRGKRZSA-N 0.000 claims description 32
• 239000005617 S-Metolachlor Substances 0.000 claims description 32
• YMXOXAPKZDWXLY-QWRGUYRKSA-N tribenuron methyl Chemical group COC(=O)[C@H]1CCCC[C@@H]1S(=O)(=O)NC(=O)N(C)C1=NC(C)=NC(OC)=N1 YMXOXAPKZDWXLY-QWRGUYRKSA-N 0.000 claims description 31
• WHKUVVPPKQRRBV-UHFFFAOYSA-N Trasan Chemical compound CC1=CC(Cl)=CC=C1OCC(O)=O WHKUVVPPKQRRBV-UHFFFAOYSA-N 0.000 claims description 29
• 239000005574 MCPA Substances 0.000 claims description 26
• 239000005561 Glufosinate Substances 0.000 claims description 25
• 239000005586 Nicosulfuron Substances 0.000 claims description 25
• RTCOGUMHFFWOJV-UHFFFAOYSA-N nicosulfuron Chemical compound COC1=CC(OC)=NC(NC(=O)NS(=O)(=O)C=2C(=CC=CN=2)C(=O)N(C)C)=N1 RTCOGUMHFFWOJV-UHFFFAOYSA-N 0.000 claims description 25
• XMTQQYYKAHVGBJ-UHFFFAOYSA-N 3-(3,4-DICHLOROPHENYL)-1,1-DIMETHYLUREA Chemical compound CN(C)C(=O)NC1=CC=C(Cl)C(Cl)=C1 XMTQQYYKAHVGBJ-UHFFFAOYSA-N 0.000 claims description 24
• 239000005510 Diuron Substances 0.000 claims description 24
• 239000005558 Fluroxypyr Substances 0.000 claims description 22
• MEFQWPUMEMWTJP-UHFFFAOYSA-N fluroxypyr Chemical compound NC1=C(Cl)C(F)=NC(OCC(O)=O)=C1Cl MEFQWPUMEMWTJP-UHFFFAOYSA-N 0.000 claims description 22
• FIKAKWIAUPDISJ-UHFFFAOYSA-L paraquat dichloride Chemical compound [Cl-].[Cl-].C1=C[N+](C)=CC=C1C1=CC=[N+](C)C=C1 FIKAKWIAUPDISJ-UHFFFAOYSA-L 0.000 claims description 22
• YHKBGVDUSSWOAB-UHFFFAOYSA-N 2-chloro-3-{2-chloro-5-[4-(difluoromethyl)-3-methyl-5-oxo-4,5-dihydro-1H-1,2,4-triazol-1-yl]-4-fluorophenyl}propanoic acid Chemical compound O=C1N(C(F)F)C(C)=NN1C1=CC(CC(Cl)C(O)=O)=C(Cl)C=C1F YHKBGVDUSSWOAB-UHFFFAOYSA-N 0.000 claims description 20
• FOUWCSDKDDHKQP-UHFFFAOYSA-N flumioxazin Chemical compound FC1=CC=2OCC(=O)N(CC#C)C=2C=C1N(C1=O)C(=O)C2=C1CCCC2 FOUWCSDKDDHKQP-UHFFFAOYSA-N 0.000 claims description 20
• 239000005590 Oxyfluorfen Substances 0.000 claims description 19
• OQMBBFQZGJFLBU-UHFFFAOYSA-N Oxyfluorfen Chemical compound C1=C([N+]([O-])=O)C(OCC)=CC(OC=2C(=CC(=CC=2)C(F)(F)F)Cl)=C1 OQMBBFQZGJFLBU-UHFFFAOYSA-N 0.000 claims description 19
• OORLZFUTLGXMEF-UHFFFAOYSA-N sulfentrazone Chemical compound O=C1N(C(F)F)C(C)=NN1C1=CC(NS(C)(=O)=O)=C(Cl)C=C1Cl OORLZFUTLGXMEF-UHFFFAOYSA-N 0.000 claims description 19
• 239000004094 surface-active agent Substances 0.000 claims description 16
• 239000003085 diluting agent Substances 0.000 claims description 14
• 108010000700 Acetolactate synthase Proteins 0.000 claims description 11
• 102000000452 Acetyl-CoA carboxylase Human genes 0.000 claims description 11
• 108010016219 Acetyl-CoA carboxylase Proteins 0.000 claims description 11
• 102000005135 Protoporphyrinogen oxidase Human genes 0.000 claims description 11
• 102000005396 glutamine synthetase Human genes 0.000 claims description 11
• 108020002326 glutamine synthetase Proteins 0.000 claims description 11
• 239000007788 liquid Substances 0.000 claims description 9
• 239000004615 ingredient Substances 0.000 claims description 8
• 239000007787 solid Substances 0.000 claims description 8
• WVQBLGZPHOPPFO-UHFFFAOYSA-N 2-chloro-N-(2-ethyl-6-methylphenyl)-N-(1-methoxypropan-2-yl)acetamide Chemical compound CCC1=CC=CC(C)=C1N(C(C)COC)C(=O)CCl WVQBLGZPHOPPFO-UHFFFAOYSA-N 0.000 claims description 6
• 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 description 6
• KWAIHLIXESXTJL-UHFFFAOYSA-N aminocyclopyrachlor Chemical compound OC(=O)C1=C(Cl)C(N)=NC(C2CC2)=N1 KWAIHLIXESXTJL-UHFFFAOYSA-N 0.000 claims description 6
• MDWRNPOBHVLALB-UHFFFAOYSA-N aminocyclopyrachlor-methyl Chemical compound NC1=C(Cl)C(C(=O)OC)=NC(C2CC2)=N1 MDWRNPOBHVLALB-UHFFFAOYSA-N 0.000 claims description 6
• 125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 claims description 6
• 239000000080 wetting agent Substances 0.000 claims description 6
• NUFNQYOELLVIPL-UHFFFAOYSA-N acifluorfen Chemical compound C1=C([N+]([O-])=O)C(C(=O)O)=CC(OC=2C(=CC(=CC=2)C(F)(F)F)Cl)=C1 NUFNQYOELLVIPL-UHFFFAOYSA-N 0.000 claims description 5
• 229940106987 Elongase inhibitor Drugs 0.000 claims description 4
• BJQDYHYTWDPPIV-UHFFFAOYSA-N 1-butoxypropan-2-yl 6-amino-5-chloro-2-cyclopropylpyrimidine-4-carboxylate Chemical compound NC1=C(Cl)C(C(=O)OC(C)COCCCC)=NC(C2CC2)=N1 BJQDYHYTWDPPIV-UHFFFAOYSA-N 0.000 claims description 3
• DYSFDPGVHAGPBC-UHFFFAOYSA-N 2-butoxyethyl 6-amino-5-chloro-2-cyclopropylpyrimidine-4-carboxylate Chemical compound NC1=C(Cl)C(C(=O)OCCOCCCC)=NC(C2CC2)=N1 DYSFDPGVHAGPBC-UHFFFAOYSA-N 0.000 claims description 3
• QDMHMEDHEMXGLO-UHFFFAOYSA-N 2-ethylhexyl 6-amino-5-chloro-2-cyclopropylpyrimidine-4-carboxylate Chemical compound NC1=C(Cl)C(C(=O)OCC(CC)CCCC)=NC(C2CC2)=N1 QDMHMEDHEMXGLO-UHFFFAOYSA-N 0.000 claims description 3
• RROBAZRVYTZHGX-UHFFFAOYSA-N 3-hydroxypropyl 6-amino-5-chloro-2-cyclopropylpyrimidine-4-carboxylate Chemical compound OCCCOC(=O)C1=C(Cl)C(N)=NC(C2CC2)=N1 RROBAZRVYTZHGX-UHFFFAOYSA-N 0.000 claims description 3
• BTUSKWROSWXMPG-UHFFFAOYSA-N 6-amino-2-(4-bromophenyl)-5-chloropyrimidine-4-carboxylic acid Chemical compound OC(=O)C1=C(Cl)C(N)=NC(C=2C=CC(Br)=CC=2)=N1 BTUSKWROSWXMPG-UHFFFAOYSA-N 0.000 claims description 3
• DWIDAOMPDCVMCY-UHFFFAOYSA-N 6-amino-5-bromo-2-cyclopropylpyrimidine-4-carboxylic acid Chemical compound OC(=O)C1=C(Br)C(N)=NC(C2CC2)=N1 DWIDAOMPDCVMCY-UHFFFAOYSA-N 0.000 claims description 3
• IFNGRCNEIXJJOA-UHFFFAOYSA-N 6-amino-5-chloro-2-(4-chlorophenyl)pyrimidine-4-carboxylic acid Chemical compound OC(=O)C1=C(Cl)C(N)=NC(C=2C=CC(Cl)=CC=2)=N1 IFNGRCNEIXJJOA-UHFFFAOYSA-N 0.000 claims description 3
• GKGQGHXICXHRDC-UHFFFAOYSA-N benzyl 6-amino-5-bromo-2-cyclopropylpyrimidine-4-carboxylate Chemical compound BrC=1C(N)=NC(C2CC2)=NC=1C(=O)OCC1=CC=CC=C1 GKGQGHXICXHRDC-UHFFFAOYSA-N 0.000 claims description 3
• PLSRLZJGTQNHJW-UHFFFAOYSA-N benzyl 6-amino-5-chloro-2-cyclopropylpyrimidine-4-carboxylate Chemical compound ClC=1C(N)=NC(C2CC2)=NC=1C(=O)OCC1=CC=CC=C1 PLSRLZJGTQNHJW-UHFFFAOYSA-N 0.000 claims description 3
• QRIQBFGOPOEBBT-UHFFFAOYSA-N butyl 6-amino-5-chloro-2-cyclopropylpyrimidine-4-carboxylate Chemical compound NC1=C(Cl)C(C(=O)OCCCC)=NC(C2CC2)=N1 QRIQBFGOPOEBBT-UHFFFAOYSA-N 0.000 claims description 3
• ASZOFVYKIHWIRJ-UHFFFAOYSA-N ethyl 6-amino-2-(4-bromophenyl)-5-chloropyrimidine-4-carboxylate Chemical compound NC1=C(Cl)C(C(=O)OCC)=NC(C=2C=CC(Br)=CC=2)=N1 ASZOFVYKIHWIRJ-UHFFFAOYSA-N 0.000 claims description 3
• DFNPYOBOAGIMIV-UHFFFAOYSA-N ethyl 6-amino-5-bromo-2-cyclopropylpyrimidine-4-carboxylate Chemical compound NC1=C(Br)C(C(=O)OCC)=NC(C2CC2)=N1 DFNPYOBOAGIMIV-UHFFFAOYSA-N 0.000 claims description 3
• PXCZEJRHVNHLHI-UHFFFAOYSA-N ethyl 6-amino-5-chloro-2-(4-chlorophenyl)pyrimidine-4-carboxylate Chemical compound NC1=C(Cl)C(C(=O)OCC)=NC(C=2C=CC(Cl)=CC=2)=N1 PXCZEJRHVNHLHI-UHFFFAOYSA-N 0.000 claims description 3
• NMPOJZJYKCNZDZ-UHFFFAOYSA-N ethyl 6-amino-5-chloro-2-cyclopropylpyrimidine-4-carboxylate Chemical compound NC1=C(Cl)C(C(=O)OCC)=NC(C2CC2)=N1 NMPOJZJYKCNZDZ-UHFFFAOYSA-N 0.000 claims description 3
• RDTDHIKLTPWILZ-UHFFFAOYSA-N methyl 6-amino-2-(4-bromophenyl)-5-chloropyrimidine-4-carboxylate Chemical compound NC1=C(Cl)C(C(=O)OC)=NC(C=2C=CC(Br)=CC=2)=N1 RDTDHIKLTPWILZ-UHFFFAOYSA-N 0.000 claims description 3
• YDLGIPUCLCBOMQ-UHFFFAOYSA-N methyl 6-amino-5-bromo-2-cyclopropylpyrimidine-4-carboxylate Chemical compound NC1=C(Br)C(C(=O)OC)=NC(C2CC2)=N1 YDLGIPUCLCBOMQ-UHFFFAOYSA-N 0.000 claims description 3
• NRMIASFSJMZYBG-UHFFFAOYSA-N methyl 6-amino-5-chloro-2-(4-chlorophenyl)pyrimidine-4-carboxylate Chemical compound NC1=C(Cl)C(C(=O)OC)=NC(C=2C=CC(Cl)=CC=2)=N1 NRMIASFSJMZYBG-UHFFFAOYSA-N 0.000 claims description 3
• KLGNDEBQUZCJDW-UHFFFAOYSA-N octan-2-yl 6-amino-5-chloro-2-cyclopropylpyrimidine-4-carboxylate Chemical compound NC1=C(Cl)C(C(=O)OC(C)CCCCCC)=NC(C2CC2)=N1 KLGNDEBQUZCJDW-UHFFFAOYSA-N 0.000 claims description 3
• XJVFEPYNJCZLSU-UHFFFAOYSA-N octyl 6-amino-5-chloro-2-cyclopropylpyrimidine-4-carboxylate Chemical compound NC1=C(Cl)C(C(=O)OCCCCCCCC)=NC(C2CC2)=N1 XJVFEPYNJCZLSU-UHFFFAOYSA-N 0.000 claims description 3
• MOLCPAFIBVEELG-UHFFFAOYSA-N propan-2-yl 6-amino-5-chloro-2-cyclopropylpyrimidine-4-carboxylate Chemical compound NC1=C(Cl)C(C(=O)OC(C)C)=NC(C2CC2)=N1 MOLCPAFIBVEELG-UHFFFAOYSA-N 0.000 claims description 3
• ZUTZYQPFLDQYDL-UHFFFAOYSA-N propyl 6-amino-5-chloro-2-cyclopropylpyrimidine-4-carboxylate Chemical compound NC1=C(Cl)C(C(=O)OCCC)=NC(C2CC2)=N1 ZUTZYQPFLDQYDL-UHFFFAOYSA-N 0.000 claims description 3
• GQVOXSBHXPZQSS-UHFFFAOYSA-M sodium;6-amino-5-bromo-2-cyclopropylpyrimidine-4-carboxylate Chemical compound [Na+].[O-]C(=O)C1=C(Br)C(N)=NC(C2CC2)=N1 GQVOXSBHXPZQSS-UHFFFAOYSA-M 0.000 claims description 3
• CYILDCWNUWUWEG-UHFFFAOYSA-M sodium;6-amino-5-chloro-2-cyclopropylpyrimidine-4-carboxylate Chemical compound [Na+].[O-]C(=O)C1=C(Cl)C(N)=NC(C2CC2)=N1 CYILDCWNUWUWEG-UHFFFAOYSA-M 0.000 claims description 3
• MPPOHAUSNPTFAJ-UHFFFAOYSA-N 2-[4-[(6-chloro-1,3-benzoxazol-2-yl)oxy]phenoxy]propanoic acid Chemical compound C1=CC(OC(C)C(O)=O)=CC=C1OC1=NC2=CC=C(Cl)C=C2O1 MPPOHAUSNPTFAJ-UHFFFAOYSA-N 0.000 claims description 2
• HKELWJONQIFBPO-UHFFFAOYSA-N 1-(2,4-dichlorophenyl)-5-(trichloromethyl)-1,2,4-triazole-3-carboxylic acid Chemical compound N1=C(C(=O)O)N=C(C(Cl)(Cl)Cl)N1C1=CC=C(Cl)C=C1Cl HKELWJONQIFBPO-UHFFFAOYSA-N 0.000 claims 1
• 108010020183 3-phosphoshikimate 1-carboxyvinyltransferase Proteins 0.000 abstract description 7
• WNDWKKPBLAKXMI-UHFFFAOYSA-N [5-(benzenesulfonyl)-2-nitrophenyl] 4-chlorobenzoate Chemical compound [O-][N+](=O)C1=CC=C(S(=O)(=O)C=2C=CC=CC=2)C=C1OC(=O)C1=CC=C(Cl)C=C1 WNDWKKPBLAKXMI-UHFFFAOYSA-N 0.000 abstract description 5
• 230000003278 mimic effect Effects 0.000 abstract description 4
• 239000005578 Mesotrione Substances 0.000 abstract description 3
• KPUREKXXPHOJQT-UHFFFAOYSA-N mesotrione Chemical compound [O-][N+](=O)C1=CC(S(=O)(=O)C)=CC=C1C(=O)C1C(=O)CCCC1=O KPUREKXXPHOJQT-UHFFFAOYSA-N 0.000 abstract description 3
• 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 abstract 1
• RBNIGDFIUWJJEV-LLVKDONJSA-N methyl (2r)-2-(n-benzoyl-3-chloro-4-fluoroanilino)propanoate Chemical group C=1C=C(F)C(Cl)=CC=1N([C@H](C)C(=O)OC)C(=O)C1=CC=CC=C1 RBNIGDFIUWJJEV-LLVKDONJSA-N 0.000 abstract 1
• 241000196324 Embryophyta Species 0.000 description 200
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