BRPI0709505A2 - mistura, composição herbicida e método de controle do crescimento de vegetação indesejada - Google Patents

Info

Publication number

BRPI0709505A2

BRPI0709505A2 BRPI0709505-8A BRPI0709505A BRPI0709505A2 BR PI0709505 A2 BRPI0709505 A2 BR PI0709505A2 BR PI0709505 A BRPI0709505 A BR PI0709505A BR PI0709505 A2 BRPI0709505 A2 BR PI0709505A2

Authority

BR

Brazil

Prior art keywords

compound

methyl

amino

chloro

cyclopropyl

Prior art date

2006-04-10

Links

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• Global Dossier
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• 239000000203 mixture Substances 0.000 title claims abstract description 345
• 230000002363 herbicidal effect Effects 0.000 title claims abstract description 192
• 230000012010 growth Effects 0.000 title claims abstract description 46
• 238000000034 method Methods 0.000 title claims abstract description 28
• 150000001875 compounds Chemical class 0.000 claims abstract description 451
• -1 cumiluron Substances 0.000 claims abstract description 148
• 239000004009 herbicide Substances 0.000 claims abstract description 83
• 239000003112 inhibitor Substances 0.000 claims abstract description 69
• 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 claims abstract description 44
• 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 32
• SEOVTRFCIGRIMH-UHFFFAOYSA-N indole-3-acetic acid Chemical class C1=CC=C2C(CC(=O)O)=CNC2=C1 SEOVTRFCIGRIMH-UHFFFAOYSA-N 0.000 claims abstract description 23
• 150000003839 salts Chemical class 0.000 claims abstract description 20
• 125000000217 alkyl group Chemical group 0.000 claims abstract description 14
• 239000003795 chemical substances by application Substances 0.000 claims abstract description 14
• 229930192334 Auxin Natural products 0.000 claims abstract description 13
• 239000002363 auxin Substances 0.000 claims abstract description 13
• 125000004183 alkoxy alkyl group Chemical group 0.000 claims abstract description 10
• 108010060806 Photosystem II Protein Complex Proteins 0.000 claims abstract description 9
• 125000002768 hydroxyalkyl group Chemical group 0.000 claims abstract description 9
• 125000005081 alkoxyalkoxyalkyl 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
• 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
• 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
• 150000001204 N-oxides Chemical class 0.000 claims abstract description 5
• 125000001797 benzyl group Chemical group [H]C1=C([H])C([H])=C(C([H])=C1[H])C([H])([H])* 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
• MCNOFYBITGAAGM-UHFFFAOYSA-N 2,2-dichloro-1-[5-(furan-2-yl)-2,2-dimethyl-1,3-oxazolidin-3-yl]ethanone Chemical compound C1N(C(=O)C(Cl)Cl)C(C)(C)OC1C1=CC=CO1 MCNOFYBITGAAGM-UHFFFAOYSA-N 0.000 claims abstract description 4
• PFJJMJDEVDLPNE-UHFFFAOYSA-N Benoxacor Chemical compound C1=CC=C2N(C(=O)C(Cl)Cl)C(C)COC2=C1 PFJJMJDEVDLPNE-UHFFFAOYSA-N 0.000 claims abstract description 4
• 239000005644 Dazomet Substances 0.000 claims abstract description 4
• LBGPXIPGGRQBJW-UHFFFAOYSA-N Difenzoquat Chemical compound C[N+]=1N(C)C(C=2C=CC=CC=2)=CC=1C1=CC=CC=C1 LBGPXIPGGRQBJW-UHFFFAOYSA-N 0.000 claims abstract description 4
• ICWUMLXQKFTJMH-UHFFFAOYSA-N Etobenzanid Chemical compound C1=CC(OCOCC)=CC=C1C(=O)NC1=CC=CC(Cl)=C1Cl ICWUMLXQKFTJMH-UHFFFAOYSA-N 0.000 claims abstract description 4
• GXAMYUGOODKVRM-UHFFFAOYSA-N Flurecol Chemical compound C1=CC=C2C(C(=O)O)(O)C3=CC=CC=C3C2=C1 GXAMYUGOODKVRM-UHFFFAOYSA-N 0.000 claims abstract description 4
• 239000005643 Pelargonic acid Substances 0.000 claims abstract description 4
• 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 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
• 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 abstract description 4
• HYVVJDQGXFXBRZ-UHFFFAOYSA-N metam Chemical compound CNC(S)=S HYVVJDQGXFXBRZ-UHFFFAOYSA-N 0.000 claims abstract description 4
• 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 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
• 125000003854 p-chlorophenyl group Chemical group [H]C1=C([H])C(*)=C([H])C([H])=C1Cl 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
• 150000003230 pyrimidines Chemical class 0.000 claims abstract description 4
• WRIDQFICGBMAFQ-UHFFFAOYSA-N (E)-8-Octadecenoic acid Natural products CCCCCCCCCC=CCCCCCCC(O)=O WRIDQFICGBMAFQ-UHFFFAOYSA-N 0.000 claims abstract description 3
• LQJBNNIYVWPHFW-UHFFFAOYSA-N 20:1omega9c fatty acid Natural products CCCCCCCCCCC=CCCCCCCCC(O)=O LQJBNNIYVWPHFW-UHFFFAOYSA-N 0.000 claims abstract description 3
• 125000004800 4-bromophenyl group Chemical group [H]C1=C([H])C(*)=C([H])C([H])=C1Br 0.000 claims abstract description 3
• QSBYPNXLFMSGKH-UHFFFAOYSA-N 9-Heptadecensaeure Natural products CCCCCCCC=CCCCCCCCC(O)=O QSBYPNXLFMSGKH-UHFFFAOYSA-N 0.000 claims abstract description 3
• 239000002169 Metam Substances 0.000 claims abstract description 3
• 239000005642 Oleic acid Substances 0.000 claims abstract description 3
• ZQPPMHVWECSIRJ-UHFFFAOYSA-N Oleic acid Natural products CCCCCCCCC=CCCCCCCCC(O)=O ZQPPMHVWECSIRJ-UHFFFAOYSA-N 0.000 claims abstract description 3
• QXJSBBXBKPUZAA-UHFFFAOYSA-N isooleic acid Natural products CCCCCCCC=CCCCCCCCCC(O)=O QXJSBBXBKPUZAA-UHFFFAOYSA-N 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 2
• PEDCQBHIVMGVHV-UHFFFAOYSA-N Glycerine Chemical compound OCC(O)CO PEDCQBHIVMGVHV-UHFFFAOYSA-N 0.000 claims description 91
• 239000005562 Glyphosate Substances 0.000 claims description 69
• 239000005631 2,4-Dichlorophenoxyacetic acid Substances 0.000 claims description 57
• MXWJVTOOROXGIU-UHFFFAOYSA-N atrazine Chemical compound CCNC1=NC(Cl)=NC(NC(C)C)=N1 MXWJVTOOROXGIU-UHFFFAOYSA-N 0.000 claims description 54
• XDDAORKBJWWYJS-UHFFFAOYSA-N glyphosate Chemical compound OC(=O)CNCP(O)(O)=O XDDAORKBJWWYJS-UHFFFAOYSA-N 0.000 claims description 50
• 229940097068 glyphosate Drugs 0.000 claims description 49
• 239000005617 S-Metolachlor Substances 0.000 claims description 37
• 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 36
• 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 35
• 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 34
• WHKUVVPPKQRRBV-UHFFFAOYSA-N Trasan Chemical compound CC1=CC(Cl)=CC=C1OCC(O)=O WHKUVVPPKQRRBV-UHFFFAOYSA-N 0.000 claims description 34
• 239000005574 MCPA Substances 0.000 claims description 31
• 239000005498 Clodinafop Substances 0.000 claims description 30
• YUIKUTLBPMDDNQ-MRVPVSSYSA-N clodinafop Chemical compound C1=CC(O[C@H](C)C(O)=O)=CC=C1OC1=NC=C(Cl)C=C1F YUIKUTLBPMDDNQ-MRVPVSSYSA-N 0.000 claims description 30
• 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 28
• 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 25
• 239000005510 Diuron Substances 0.000 claims description 25
• 239000005561 Glufosinate Substances 0.000 claims description 25
• 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
• 239000005532 Flumioxazine Substances 0.000 claims description 19
• 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 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
• KWAIHLIXESXTJL-UHFFFAOYSA-N aminocyclopyrachlor Chemical compound OC(=O)C1=C(Cl)C(N)=NC(C2CC2)=N1 KWAIHLIXESXTJL-UHFFFAOYSA-N 0.000 claims description 14
• 239000003085 diluting agent Substances 0.000 claims description 13
• 239000004094 surface-active agent Substances 0.000 claims description 13
• 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 12
• 108010000700 Acetolactate synthase Proteins 0.000 claims description 12
• 239000005616 Rimsulfuron Substances 0.000 claims description 11
• MEFOUWRMVYJCQC-UHFFFAOYSA-N rimsulfuron Chemical compound CCS(=O)(=O)C1=CC=CN=C1S(=O)(=O)NC(=O)NC1=NC(OC)=CC(OC)=N1 MEFOUWRMVYJCQC-UHFFFAOYSA-N 0.000 claims description 11
• 239000007788 liquid Substances 0.000 claims description 9
• 239000007787 solid Substances 0.000 claims description 9
• 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 7
• 108010081996 Photosystem I Protein Complex Proteins 0.000 claims description 7
• 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 6
• 239000002253 acid Substances 0.000 claims description 6
• XOEMATDHVZOBSG-UHFFFAOYSA-N azafenidin Chemical compound C1=C(OCC#C)C(Cl)=CC(Cl)=C1N1C(=O)N2CCCCC2=N1 XOEMATDHVZOBSG-UHFFFAOYSA-N 0.000 claims description 6
• 102000005396 glutamine synthetase Human genes 0.000 claims description 6
• 108020002326 glutamine synthetase Proteins 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
• MDWRNPOBHVLALB-UHFFFAOYSA-N aminocyclopyrachlor-methyl Chemical compound NC1=C(Cl)C(C(=O)OC)=NC(C2CC2)=N1 MDWRNPOBHVLALB-UHFFFAOYSA-N 0.000 claims description 5
• 102000000452 Acetyl-CoA carboxylase Human genes 0.000 claims description 4
• 108010016219 Acetyl-CoA carboxylase Proteins 0.000 claims description 4
• 229910019142 PO4 Inorganic materials 0.000 claims description 4
• 125000005083 alkoxyalkoxy group Chemical group 0.000 claims description 4
• 239000010452 phosphate Substances 0.000 claims description 4
• OHXLAOJLJWLEIP-UHFFFAOYSA-N 2-(dichloromethyl)-2-methyl-1,3-dioxolane Chemical compound ClC(Cl)C1(C)OCCO1 OHXLAOJLJWLEIP-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
• 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
• 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 2
• OTSAMNSACVKIOJ-UHFFFAOYSA-N azane;carbamoyl(ethoxy)phosphinic acid Chemical compound [NH4+].CCOP([O-])(=O)C(N)=O OTSAMNSACVKIOJ-UHFFFAOYSA-N 0.000 claims description 2
• 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 description 2
• 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 2
• 150000004668 long chain fatty acids Chemical class 0.000 claims 2
• AWRCBKGYINDHAL-UHFFFAOYSA-N 2-cyclopropylpyrimidine-4-carboxylic acid Chemical compound OC(=O)C1=CC=NC(C2CC2)=N1 AWRCBKGYINDHAL-UHFFFAOYSA-N 0.000 claims 1
• ATPPMHCSUPMFBU-UHFFFAOYSA-N C(C)C(COC(=O)C1=NC=CC=N1)CCCC Chemical compound C(C)C(COC(=O)C1=NC=CC=N1)CCCC ATPPMHCSUPMFBU-UHFFFAOYSA-N 0.000 claims 1
• 102000004316 Oxidoreductases Human genes 0.000 claims 1
• 108090000854 Oxidoreductases Proteins 0.000 claims 1
• GFVYDJYJZMMZQS-UHFFFAOYSA-N methyl 5-chloro-2-cyclopropylpyrimidine-4-carboxylate Chemical compound C1=C(Cl)C(C(=O)OC)=NC(C2CC2)=N1 GFVYDJYJZMMZQS-UHFFFAOYSA-N 0.000 claims 1
• UHSGPDMIQQYNAX-UHFFFAOYSA-N protoporphyrinogen Chemical compound C1C(=C(C=2C=C)C)NC=2CC(=C(C=2CCC(O)=O)C)NC=2CC(N2)=C(CCC(O)=O)C(C)=C2CC2=C(C)C(C=C)=C1N2 UHSGPDMIQQYNAX-UHFFFAOYSA-N 0.000 claims 1
• 239000000080 wetting agent Substances 0.000 claims 1
• 150000004669 very long chain fatty acids Chemical class 0.000 abstract description 12
• 238000002156 mixing Methods 0.000 abstract description 8
• 108010020183 3-phosphoshikimate 1-carboxyvinyltransferase Proteins 0.000 abstract description 6
• 125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 abstract description 4
• 239000005499 Clomazone Substances 0.000 abstract description 3
• 239000005578 Mesotrione Substances 0.000 abstract description 3
• VGPYEHKOIGNJKV-UHFFFAOYSA-N asulam Chemical compound COC(=O)NS(=O)(=O)C1=CC=C(N)C=C1 VGPYEHKOIGNJKV-UHFFFAOYSA-N 0.000 abstract description 3
• 229910052799 carbon Inorganic materials 0.000 abstract description 3
• KIEDNEWSYUYDSN-UHFFFAOYSA-N clomazone Chemical compound O=C1C(C)(C)CON1CC1=CC=CC=C1Cl KIEDNEWSYUYDSN-UHFFFAOYSA-N 0.000 abstract description 3
• COYBRKAVBMYYSF-UHFFFAOYSA-N heptan-2-yl [(5-chloroquinolin-8-yl)oxy]acetate Chemical group C1=CN=C2C(OCC(=O)OC(C)CCCCC)=CC=C(Cl)C2=C1 COYBRKAVBMYYSF-UHFFFAOYSA-N 0.000 abstract description 3
• 229910052739 hydrogen Inorganic materials 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
• YRMLFORXOOIJDR-UHFFFAOYSA-N Dichlormid Chemical compound ClC(Cl)C(=O)N(CC=C)CC=C YRMLFORXOOIJDR-UHFFFAOYSA-N 0.000 abstract description 2
• WFVUIONFJOAYPK-KAMYIIQDSA-N Oxabetrinil Chemical compound C=1C=CC=CC=1C(/C#N)=N\OCC1OCCO1 WFVUIONFJOAYPK-KAMYIIQDSA-N 0.000 abstract description 2
• FCOHEOSCARXMMS-UHFFFAOYSA-N Oxaziclomefone Chemical compound C1OC(C)=C(C=2C=CC=CC=2)C(=O)N1C(C)(C)C1=CC(Cl)=CC(Cl)=C1 FCOHEOSCARXMMS-UHFFFAOYSA-N 0.000 abstract description 2
• 125000004772 dichloromethyl group Chemical group [H]C(Cl)(Cl)* 0.000 abstract description 2
• 208000014347 autosomal dominant hyaline body myopathy Diseases 0.000 abstract 1
• SDIXRDNYIMOKSG-UHFFFAOYSA-L disodium methyl arsenate Chemical compound [Na+].[Na+].C[As]([O-])([O-])=O SDIXRDNYIMOKSG-UHFFFAOYSA-L 0.000 abstract 1
• JITOKQVGRJSHHA-UHFFFAOYSA-M monosodium methyl arsenate Chemical compound [Na+].C[As](O)([O-])=O JITOKQVGRJSHHA-UHFFFAOYSA-M 0.000 abstract 1
• 238000011282 treatment Methods 0.000 description 129
• 230000000694 effects Effects 0.000 description 114
• 229940125797 compound 12 Drugs 0.000 description 106
• 229940125782 compound 2 Drugs 0.000 description 106
• 229940125773 compound 10 Drugs 0.000 description 102
• GHYOCDFICYLMRF-UTIIJYGPSA-N (2S,3R)-N-[(2S)-3-(cyclopenten-1-yl)-1-[(2R)-2-methyloxiran-2-yl]-1-oxopropan-2-yl]-3-hydroxy-3-(4-methoxyphenyl)-2-[[(2S)-2-[(2-morpholin-4-ylacetyl)amino]propanoyl]amino]propanamide Chemical compound C1(=CCCC1)C[C@@H](C(=O)[C@@]1(OC1)C)NC([C@H]([C@@H](C1=CC=C(C=C1)OC)O)NC([C@H](C)NC(CN1CCOCC1)=O)=O)=O GHYOCDFICYLMRF-UTIIJYGPSA-N 0.000 description 101
• 229940125898 compound 5 Drugs 0.000 description 101
• ZLVXBBHTMQJRSX-VMGNSXQWSA-N jdtic Chemical compound C1([C@]2(C)CCN(C[C@@H]2C)C[C@H](C(C)C)NC(=O)[C@@H]2NCC3=CC(O)=CC=C3C2)=CC=CC(O)=C1 ZLVXBBHTMQJRSX-VMGNSXQWSA-N 0.000 description 100
• 241000196324 Embryophyta Species 0.000 description 98
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