JP2006520355A - 相乗作用を示す除草剤混合物 - Google Patents
相乗作用を示す除草剤混合物 Download PDFInfo
- Publication number
- JP2006520355A JP2006520355A JP2006504679A JP2006504679A JP2006520355A JP 2006520355 A JP2006520355 A JP 2006520355A JP 2006504679 A JP2006504679 A JP 2006504679A JP 2006504679 A JP2006504679 A JP 2006504679A JP 2006520355 A JP2006520355 A JP 2006520355A
- Authority
- JP
- Japan
- Prior art keywords
- methyl
- component
- trifluoromethyl
- ethyl
- amide
- 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
- 239000000203 mixture Substances 0.000 title claims abstract description 178
- 230000002195 synergetic effect Effects 0.000 title claims abstract description 134
- 230000002363 herbicidal effect Effects 0.000 title claims abstract description 60
- 239000004009 herbicide Substances 0.000 title claims abstract description 28
- 239000005592 Penoxsulam Substances 0.000 claims abstract description 13
- SYJGKVOENHZYMQ-UHFFFAOYSA-N Penoxsulam Chemical compound N1=C2C(OC)=CN=C(OC)N2N=C1NS(=O)(=O)C1=C(OCC(F)F)C=CC=C1C(F)(F)F SYJGKVOENHZYMQ-UHFFFAOYSA-N 0.000 claims abstract description 13
- 238000000034 method Methods 0.000 claims abstract description 13
- 150000003839 salts Chemical class 0.000 claims abstract description 13
- 150000002148 esters Chemical class 0.000 claims abstract description 12
- OKCDZCGCKMTKMK-UHFFFAOYSA-N n-phenyl-2h-triazolo[4,5-d]pyrimidine-5-sulfonamide Chemical compound N=1C=C2NN=NC2=NC=1S(=O)(=O)NC1=CC=CC=C1 OKCDZCGCKMTKMK-UHFFFAOYSA-N 0.000 claims abstract description 10
- YWBFPKPWMSWWEA-UHFFFAOYSA-O triazolopyrimidine Chemical compound BrC1=CC=CC(C=2N=C3N=CN[N+]3=C(NCC=3C=CN=CC=3)C=2)=C1 YWBFPKPWMSWWEA-UHFFFAOYSA-O 0.000 claims abstract description 7
- -1 salts Ester Chemical class 0.000 claims description 125
- 239000002253 acid Substances 0.000 claims description 91
- 150000001875 compounds Chemical class 0.000 claims description 69
- ITGSCCPVERXFGN-UHFFFAOYSA-N isoxadifen Chemical compound C1C(C(=O)O)=NOC1(C=1C=CC=CC=1)C1=CC=CC=C1 ITGSCCPVERXFGN-UHFFFAOYSA-N 0.000 claims description 58
- XEJNEDVTJPXRSM-UHFFFAOYSA-N 1-(2,4-dichlorophenyl)-5-methyl-4,5-dihydro-1H-pyrazole-3,5-dicarboxylic acid Chemical compound OC(=O)C1(C)CC(C(O)=O)=NN1C1=CC=C(Cl)C=C1Cl XEJNEDVTJPXRSM-UHFFFAOYSA-N 0.000 claims description 57
- 229940100389 Sulfonylurea Drugs 0.000 claims description 47
- YROXIXLRRCOBKF-UHFFFAOYSA-N sulfonylurea Chemical class OC(=N)N=S(=O)=O YROXIXLRRCOBKF-UHFFFAOYSA-N 0.000 claims description 44
- CWKFPEBMTGKLKX-UHFFFAOYSA-N picolinafen Chemical compound C1=CC(F)=CC=C1NC(=O)C1=CC=CC(OC=2C=C(C=CC=2)C(F)(F)F)=N1 CWKFPEBMTGKLKX-UHFFFAOYSA-N 0.000 claims description 27
- 239000003112 inhibitor Substances 0.000 claims description 26
- 239000004480 active ingredient Substances 0.000 claims description 18
- 150000001408 amides Chemical class 0.000 claims description 18
- 229910052736 halogen Inorganic materials 0.000 claims description 12
- 150000002367 halogens Chemical class 0.000 claims description 12
- 125000004767 (C1-C4) haloalkoxy group Chemical group 0.000 claims description 8
- 125000004765 (C1-C4) haloalkyl group Chemical group 0.000 claims description 8
- 230000015572 biosynthetic process Effects 0.000 claims description 8
- 239000007787 solid Substances 0.000 claims description 8
- 229930192334 Auxin Natural products 0.000 claims description 6
- 239000005596 Picolinafen Substances 0.000 claims description 6
- 229940121373 acetyl-coa carboxylase inhibitor Drugs 0.000 claims description 6
- 239000002363 auxin Substances 0.000 claims description 6
- SEOVTRFCIGRIMH-UHFFFAOYSA-N indole-3-acetic acid Chemical compound C1=CC=C2C(CC(=O)O)=CNC2=C1 SEOVTRFCIGRIMH-UHFFFAOYSA-N 0.000 claims description 6
- ORTFAQDWJHRMNX-UHFFFAOYSA-N hydroxidooxidocarbon(.) Chemical group O[C]=O ORTFAQDWJHRMNX-UHFFFAOYSA-N 0.000 claims description 5
- 239000004094 surface-active agent Substances 0.000 claims description 5
- 239000003795 chemical substances by application Substances 0.000 claims description 4
- 239000007788 liquid Substances 0.000 claims description 4
- ZAYKVYVNMLEAMI-UHFFFAOYSA-N 4-(carboxymethyl)-2,3-dihydrochromene-4-carboxylic acid Chemical compound C1=CC=C2C(CC(=O)O)(C(O)=O)CCOC2=C1 ZAYKVYVNMLEAMI-UHFFFAOYSA-N 0.000 claims description 3
- 108010000700 Acetolactate synthase Proteins 0.000 claims description 3
- 229940087098 Oxidase inhibitor Drugs 0.000 claims description 3
- 108020001991 Protoporphyrinogen Oxidase Proteins 0.000 claims description 3
- 102000005135 Protoporphyrinogen oxidase Human genes 0.000 claims description 3
- 235000021466 carotenoid Nutrition 0.000 claims description 3
- 150000001747 carotenoids Chemical class 0.000 claims description 3
- 102000005396 glutamine synthetase Human genes 0.000 claims description 3
- 108020002326 glutamine synthetase Proteins 0.000 claims description 3
- 150000002632 lipids Chemical class 0.000 claims description 3
- 230000029553 photosynthesis Effects 0.000 claims description 3
- 238000010672 photosynthesis Methods 0.000 claims description 3
- ZCFVLZKRZKZNAP-UHFFFAOYSA-N 1-ethyl-4-hydroxy-3-(2H-tetrazol-5-yl)quinolin-2-one Chemical compound O=C1N(CC)C2=CC=CC=C2C(O)=C1C1=NN=NN1 ZCFVLZKRZKZNAP-UHFFFAOYSA-N 0.000 claims description 2
- 125000002927 2-methoxybenzyl group Chemical group [H]C1=C([H])C([H])=C(C(OC([H])([H])[H])=C1[H])C([H])([H])* 0.000 claims description 2
- GMBRUAIJEFRHFQ-UHFFFAOYSA-N Fenchlorazole-ethyl Chemical group N1=C(C(=O)OCC)N=C(C(Cl)(Cl)Cl)N1C1=CC=C(Cl)C=C1Cl GMBRUAIJEFRHFQ-UHFFFAOYSA-N 0.000 claims description 2
- VKEQBMCRQDSRET-UHFFFAOYSA-N Methylone Chemical compound CNC(C)C(=O)C1=CC=C2OCOC2=C1 VKEQBMCRQDSRET-UHFFFAOYSA-N 0.000 claims description 2
- 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 description 2
- 125000001951 carbamoylamino group Chemical group C(N)(=O)N* 0.000 claims description 2
- 210000002421 cell wall Anatomy 0.000 claims description 2
- 239000003630 growth substance Substances 0.000 claims description 2
- BOIUPYHMTRFIJN-UHFFFAOYSA-N methyl 2-[(3-oxo-1h-isothiochromen-4-ylidene)methoxy]acetate Chemical compound C1=CC=C2C(=COCC(=O)OC)C(=O)SCC2=C1 BOIUPYHMTRFIJN-UHFFFAOYSA-N 0.000 claims description 2
- 230000011278 mitosis Effects 0.000 claims description 2
- BYVCTYDTPSKPRM-UHFFFAOYSA-N naphthalene-1-carbonyl naphthalene-1-carboxylate Chemical compound C1=CC=C2C(C(OC(=O)C=3C4=CC=CC=C4C=CC=3)=O)=CC=CC2=C1 BYVCTYDTPSKPRM-UHFFFAOYSA-N 0.000 claims description 2
- QLOWGDIISXJREF-UHFFFAOYSA-N [1,2,4]triazolo[1,5-c]pyrimidine Chemical class C1=CN=CN2N=CN=C21 QLOWGDIISXJREF-UHFFFAOYSA-N 0.000 claims 2
- CZPWVGJYEJSRLH-UHFFFAOYSA-N Pyrimidine Chemical compound C1=CN=CN=C1 CZPWVGJYEJSRLH-UHFFFAOYSA-N 0.000 claims 1
- SRNKZYRMFBGSGE-UHFFFAOYSA-N [1,2,4]triazolo[1,5-a]pyrimidine Chemical class N1=CC=CN2N=CN=C21 SRNKZYRMFBGSGE-UHFFFAOYSA-N 0.000 claims 1
- 229910052698 phosphorus Inorganic materials 0.000 claims 1
- 239000011574 phosphorus Substances 0.000 claims 1
- 238000009333 weeding Methods 0.000 claims 1
- 125000002023 trifluoromethyl group Chemical group FC(F)(F)* 0.000 description 165
- 125000002924 primary amino group Chemical group [H]N([H])* 0.000 description 94
- 125000002915 carbonyl group Chemical group [*:2]C([*:1])=O 0.000 description 93
- UWVKRNOCDUPIDM-UHFFFAOYSA-N Ethoxysulfuron Chemical compound CCOC1=CC=CC=C1OS(=O)(=O)NC(=O)NC1=NC(OC)=CC(OC)=N1 UWVKRNOCDUPIDM-UHFFFAOYSA-N 0.000 description 50
- NAGRVUXEKKZNHT-UHFFFAOYSA-N Imazosulfuron Chemical compound COC1=CC(OC)=NC(NC(=O)NS(=O)(=O)C=2N3C=CC=CC3=NC=2Cl)=N1 NAGRVUXEKKZNHT-UHFFFAOYSA-N 0.000 description 50
- 239000005586 Nicosulfuron Substances 0.000 description 50
- 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 description 50
- 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 description 50
- MAYMYMXYWIVVOK-UHFFFAOYSA-N 2-[(4,6-dimethoxypyrimidin-2-yl)carbamoylsulfamoyl]-4-(methanesulfonamidomethyl)benzoic acid Chemical compound COC1=CC(OC)=NC(NC(=O)NS(=O)(=O)C=2C(=CC=C(CNS(C)(=O)=O)C=2)C(O)=O)=N1 MAYMYMXYWIVVOK-UHFFFAOYSA-N 0.000 description 49
- MBFHUWCOCCICOK-UHFFFAOYSA-N 4-iodo-2-[(4-methoxy-6-methyl-1,3,5-triazin-2-yl)carbamoylsulfamoyl]benzoic acid Chemical compound COC1=NC(C)=NC(NC(=O)NS(=O)(=O)C=2C(=CC=C(I)C=2)C(O)=O)=N1 MBFHUWCOCCICOK-UHFFFAOYSA-N 0.000 description 49
- 239000005567 Imazosulfuron Substances 0.000 description 49
- 239000005568 Iodosulfuron Substances 0.000 description 49
- 239000005577 Mesosulfuron Substances 0.000 description 49
- NSWAMPCUPHPTTC-UHFFFAOYSA-N chlorimuron-ethyl Chemical group CCOC(=O)C1=CC=CC=C1S(=O)(=O)NC(=O)NC1=NC(Cl)=CC(OC)=N1 NSWAMPCUPHPTTC-UHFFFAOYSA-N 0.000 description 49
- 239000005472 Bensulfuron methyl Substances 0.000 description 48
- 239000005619 Sulfosulfuron Substances 0.000 description 48
- XMQFTWRPUQYINF-UHFFFAOYSA-N bensulfuron-methyl Chemical group COC(=O)C1=CC=CC=C1CS(=O)(=O)NC(=O)NC1=NC(OC)=CC(OC)=N1 XMQFTWRPUQYINF-UHFFFAOYSA-N 0.000 description 48
- JTHMVYBOQLDDIY-UHFFFAOYSA-N methyl 2-[(4-methyl-5-oxo-3-propoxy-1,2,4-triazole-1-carbonyl)sulfamoyl]benzoate Chemical compound O=C1N(C)C(OCCC)=NN1C(=O)NS(=O)(=O)C1=CC=CC=C1C(=O)OC JTHMVYBOQLDDIY-UHFFFAOYSA-N 0.000 description 48
- 239000005496 Chlorsulfuron Substances 0.000 description 47
- VJYIFXVZLXQVHO-UHFFFAOYSA-N chlorsulfuron Chemical compound COC1=NC(C)=NC(NC(=O)NS(=O)(=O)C=2C(=CC=CC=2)Cl)=N1 VJYIFXVZLXQVHO-UHFFFAOYSA-N 0.000 description 47
- RBSXHDIPCIWOMG-UHFFFAOYSA-N 1-(4,6-dimethoxypyrimidin-2-yl)-3-(2-ethylsulfonylimidazo[1,2-a]pyridin-3-yl)sulfonylurea Chemical compound CCS(=O)(=O)C=1N=C2C=CC=CN2C=1S(=O)(=O)NC(=O)NC1=NC(OC)=CC(OC)=N1 RBSXHDIPCIWOMG-UHFFFAOYSA-N 0.000 description 46
- 239000005564 Halosulfuron methyl Substances 0.000 description 46
- FMGZEUWROYGLAY-UHFFFAOYSA-N Halosulfuron-methyl Chemical group ClC1=NN(C)C(S(=O)(=O)NC(=O)NC=2N=C(OC)C=C(OC)N=2)=C1C(=O)OC FMGZEUWROYGLAY-UHFFFAOYSA-N 0.000 description 46
- 239000005604 Prosulfuron Substances 0.000 description 46
- LTUNNEGNEKBSEH-UHFFFAOYSA-N Prosulfuron Chemical compound COC1=NC(C)=NC(NC(=O)NS(=O)(=O)C=2C(=CC=CC=2)CCC(F)(F)F)=N1 LTUNNEGNEKBSEH-UHFFFAOYSA-N 0.000 description 46
- 239000005616 Rimsulfuron Substances 0.000 description 45
- 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 description 43
- 239000005623 Thifensulfuron-methyl Substances 0.000 description 43
- IMEVJVISCHQJRM-UHFFFAOYSA-N triflusulfuron-methyl Chemical group COC(=O)C1=CC=CC(C)=C1S(=O)(=O)NC(=O)NC1=NC(OCC(F)(F)F)=NC(N(C)C)=N1 IMEVJVISCHQJRM-UHFFFAOYSA-N 0.000 description 43
- AIMMSOZBPYFASU-UHFFFAOYSA-N n-(4,6-dimethoxypyrimidin-2-yl)-n'-[3-(2,2,2-trifluoroethoxy)pyridin-1-ium-2-yl]sulfonylcarbamimidate Chemical compound COC1=CC(OC)=NC(NC(=O)NS(=O)(=O)C=2C(=CC=CN=2)OCC(F)(F)F)=N1 AIMMSOZBPYFASU-UHFFFAOYSA-N 0.000 description 42
- 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 description 42
- AHTPATJNIAFOLR-UHFFFAOYSA-N thifensulfuron-methyl Chemical group S1C=CC(S(=O)(=O)NC(=O)NC=2N=C(OC)N=C(C)N=2)=C1C(=O)OC AHTPATJNIAFOLR-UHFFFAOYSA-N 0.000 description 42
- ZDXMLEQEMNLCQG-UHFFFAOYSA-N sulfometuron methyl Chemical group COC(=O)C1=CC=CC=C1S(=O)(=O)NC(=O)NC1=NC(C)=CC(C)=N1 ZDXMLEQEMNLCQG-UHFFFAOYSA-N 0.000 description 40
- 239000003666 Amidosulfuron Substances 0.000 description 39
- CTTHWASMBLQOFR-UHFFFAOYSA-N Amidosulfuron Chemical compound COC1=CC(OC)=NC(NC(=O)NS(=O)(=O)N(C)S(C)(=O)=O)=N1 CTTHWASMBLQOFR-UHFFFAOYSA-N 0.000 description 39
- 239000005584 Metsulfuron-methyl Substances 0.000 description 39
- RSMUVYRMZCOLBH-UHFFFAOYSA-N metsulfuron methyl Chemical group COC(=O)C1=CC=CC=C1S(=O)(=O)NC(=O)NC1=NC(C)=NC(OC)=N1 RSMUVYRMZCOLBH-UHFFFAOYSA-N 0.000 description 39
- OFSLKOLYLQSJPB-UHFFFAOYSA-N Cyclosulfamuron Chemical compound COC1=CC(OC)=NC(NC(=O)NS(=O)(=O)NC=2C(=CC=CC=2)C(=O)C2CC2)=N1 OFSLKOLYLQSJPB-UHFFFAOYSA-N 0.000 description 33
- ODFJOVXVLFUVNQ-UHFFFAOYSA-N acetarsol Chemical group CC(=O)NC1=CC([As](O)(O)=O)=CC=C1O ODFJOVXVLFUVNQ-UHFFFAOYSA-N 0.000 description 29
- 239000005514 Flazasulfuron Substances 0.000 description 28
- HWATZEJQIXKWQS-UHFFFAOYSA-N Flazasulfuron Chemical compound COC1=CC(OC)=NC(NC(=O)NS(=O)(=O)C=2C(=CC=CN=2)C(F)(F)F)=N1 HWATZEJQIXKWQS-UHFFFAOYSA-N 0.000 description 28
- 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 description 24
- NPKIXUIJIVNVSU-UHFFFAOYSA-N methyl 2-[[4,6-bis(fluoromethoxy)pyrimidin-2-yl]carbamoylsulfamoyl]benzoate Chemical group COC(=O)C1=CC=CC=C1S(=O)(=O)NC(=O)NC1=NC(OCF)=CC(OCF)=N1 NPKIXUIJIVNVSU-UHFFFAOYSA-N 0.000 description 24
- CEWJPDOTSWIZAW-UHFFFAOYSA-N n-phenyl-[1,2,4]triazolo[1,5-a]pyrimidine-2-sulfonamide Chemical class N1=C2N=CC=CN2N=C1S(=O)(=O)NC1=CC=CC=C1 CEWJPDOTSWIZAW-UHFFFAOYSA-N 0.000 description 19
- UQOKUCVEPJILIY-UHFFFAOYSA-N n-phenyl-[1,2,4]triazolo[1,5-c]pyrimidine-2-sulfonamide Chemical class N1=C2C=CN=CN2N=C1S(=O)(=O)NC1=CC=CC=C1 UQOKUCVEPJILIY-UHFFFAOYSA-N 0.000 description 19
- 239000013543 active substance Substances 0.000 description 16
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 description 16
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 15
- WFJFGMLKAISFOZ-UHFFFAOYSA-N 1-amino-3-iminourea Chemical compound NN=C(O)N=N WFJFGMLKAISFOZ-UHFFFAOYSA-N 0.000 description 13
- 241000196324 Embryophyta Species 0.000 description 13
- XSQUKJJJFZCRTK-UHFFFAOYSA-N Urea Natural products NC(N)=O XSQUKJJJFZCRTK-UHFFFAOYSA-N 0.000 description 13
- 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 12
- 239000005560 Foramsulfuron Substances 0.000 description 11
- PXDNXJSDGQBLKS-UHFFFAOYSA-N foramsulfuron Chemical compound COC1=CC(OC)=NC(NC(=O)NS(=O)(=O)C=2C(=CC=C(NC=O)C=2)C(=O)N(C)C)=N1 PXDNXJSDGQBLKS-UHFFFAOYSA-N 0.000 description 11
- XOPFESVZMSQIKC-UHFFFAOYSA-N triasulfuron Chemical compound COC1=NC(C)=NC(NC(=O)NS(=O)(=O)C=2C(=CC=CC=2)OCCCl)=N1 XOPFESVZMSQIKC-UHFFFAOYSA-N 0.000 description 9
- 239000003921 oil Substances 0.000 description 8
- 125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 description 7
- 239000004202 carbamide Substances 0.000 description 6
- 235000013877 carbamide Nutrition 0.000 description 6
- 101000623895 Bos taurus Mucin-15 Proteins 0.000 description 5
- ZAMOUSCENKQFHK-UHFFFAOYSA-N Chlorine atom Chemical compound [Cl] ZAMOUSCENKQFHK-UHFFFAOYSA-N 0.000 description 5
- 239000005529 Florasulam Substances 0.000 description 5
- QZXATCCPQKOEIH-UHFFFAOYSA-N Florasulam Chemical compound N=1N2C(OC)=NC=C(F)C2=NC=1S(=O)(=O)NC1=C(F)C=CC=C1F QZXATCCPQKOEIH-UHFFFAOYSA-N 0.000 description 5
- 230000009471 action Effects 0.000 description 5
- 239000008187 granular material Substances 0.000 description 5
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 4
- PXGOKWXKJXAPGV-UHFFFAOYSA-N Fluorine Chemical compound FF PXGOKWXKJXAPGV-UHFFFAOYSA-N 0.000 description 4
- 235000004431 Linum usitatissimum Nutrition 0.000 description 4
- 240000006240 Linum usitatissimum Species 0.000 description 4
- VYPSYNLAJGMNEJ-UHFFFAOYSA-N Silicium dioxide Chemical compound O=[Si]=O VYPSYNLAJGMNEJ-UHFFFAOYSA-N 0.000 description 4
- 239000003905 agrochemical Substances 0.000 description 4
- 125000003368 amide group Chemical group 0.000 description 4
- 150000003931 anilides Chemical class 0.000 description 4
- 239000000460 chlorine Substances 0.000 description 4
- 229910052801 chlorine Inorganic materials 0.000 description 4
- MZZBPDKVEFVLFF-UHFFFAOYSA-N cyanazine Chemical compound CCNC1=NC(Cl)=NC(NC(C)(C)C#N)=N1 MZZBPDKVEFVLFF-UHFFFAOYSA-N 0.000 description 4
- 230000000694 effects Effects 0.000 description 4
- 239000000839 emulsion Substances 0.000 description 4
- 235000013312 flour Nutrition 0.000 description 4
- 229910052731 fluorine Inorganic materials 0.000 description 4
- 239000011737 fluorine Substances 0.000 description 4
- 238000009472 formulation Methods 0.000 description 4
- 125000001475 halogen functional group Chemical group 0.000 description 4
- 239000007921 spray Substances 0.000 description 4
- 239000000126 substance Substances 0.000 description 4
- UFBJCMHMOXMLKC-UHFFFAOYSA-N 2,4-dinitrophenol Chemical compound OC1=CC=C([N+]([O-])=O)C=C1[N+]([O-])=O UFBJCMHMOXMLKC-UHFFFAOYSA-N 0.000 description 3
- CAAMSDWKXXPUJR-UHFFFAOYSA-N 3,5-dihydro-4H-imidazol-4-one Chemical class O=C1CNC=N1 CAAMSDWKXXPUJR-UHFFFAOYSA-N 0.000 description 3
- QTBSBXVTEAMEQO-UHFFFAOYSA-N Acetic acid Chemical compound CC(O)=O QTBSBXVTEAMEQO-UHFFFAOYSA-N 0.000 description 3
- MDBGGTQNNUOQRC-UHFFFAOYSA-N Allidochlor Chemical compound ClCC(=O)N(CC=C)CC=C MDBGGTQNNUOQRC-UHFFFAOYSA-N 0.000 description 3
- 241000219310 Beta vulgaris subsp. vulgaris Species 0.000 description 3
- 235000010469 Glycine max Nutrition 0.000 description 3
- 244000068988 Glycine max Species 0.000 description 3
- 239000005562 Glyphosate Substances 0.000 description 3
- OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 description 3
- 240000007594 Oryza sativa Species 0.000 description 3
- 240000006394 Sorghum bicolor Species 0.000 description 3
- 235000021536 Sugar beet Nutrition 0.000 description 3
- NINIDFKCEFEMDL-UHFFFAOYSA-N Sulfur Chemical compound [S] NINIDFKCEFEMDL-UHFFFAOYSA-N 0.000 description 3
- 240000008042 Zea mays Species 0.000 description 3
- 150000007513 acids Chemical class 0.000 description 3
- WPYMKLBDIGXBTP-UHFFFAOYSA-N benzoic acid Chemical compound OC(=O)C1=CC=CC=C1 WPYMKLBDIGXBTP-UHFFFAOYSA-N 0.000 description 3
- QZXCCPZJCKEPSA-UHFFFAOYSA-N chlorfenac Chemical compound OC(=O)CC1=C(Cl)C=CC(Cl)=C1Cl QZXCCPZJCKEPSA-UHFFFAOYSA-N 0.000 description 3
- 239000006185 dispersion Substances 0.000 description 3
- RTZKZFJDLAIYFH-UHFFFAOYSA-N ether Substances CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 description 3
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- 125000000020 sulfo group Chemical group O=S(=O)([*])O[H] 0.000 description 1
- RWSOTUBLDIXVET-UHFFFAOYSA-O sulfonium Chemical compound [SH3+] RWSOTUBLDIXVET-UHFFFAOYSA-O 0.000 description 1
- 125000005537 sulfoxonium group Chemical group 0.000 description 1
- 229920002994 synthetic fiber Polymers 0.000 description 1
- 239000000454 talc Substances 0.000 description 1
- 229910052623 talc Inorganic materials 0.000 description 1
- 235000012222 talc Nutrition 0.000 description 1
- BCQMBFHBDZVHKU-UHFFFAOYSA-N terbumeton Chemical compound CCNC1=NC(NC(C)(C)C)=NC(OC)=N1 BCQMBFHBDZVHKU-UHFFFAOYSA-N 0.000 description 1
- DZLFLBLQUQXARW-UHFFFAOYSA-N tetrabutylammonium Chemical compound CCCC[N+](CCCC)(CCCC)CCCC DZLFLBLQUQXARW-UHFFFAOYSA-N 0.000 description 1
- CXWXQJXEFPUFDZ-UHFFFAOYSA-N tetralin Chemical compound C1=CC=C2CCCCC2=C1 CXWXQJXEFPUFDZ-UHFFFAOYSA-N 0.000 description 1
- QEMXHQIAXOOASZ-UHFFFAOYSA-N tetramethylammonium Chemical compound C[N+](C)(C)C QEMXHQIAXOOASZ-UHFFFAOYSA-N 0.000 description 1
- 229930192474 thiophene Natural products 0.000 description 1
- 229910052723 transition metal Inorganic materials 0.000 description 1
- 150000003624 transition metals Chemical class 0.000 description 1
- 150000003918 triazines Chemical class 0.000 description 1
- 125000001425 triazolyl group Chemical group 0.000 description 1
- 229940035893 uracil Drugs 0.000 description 1
- 235000013311 vegetables Nutrition 0.000 description 1
- 235000020234 walnut Nutrition 0.000 description 1
- 239000002699 waste material Substances 0.000 description 1
- 239000004562 water dispersible granule Substances 0.000 description 1
- 238000009736 wetting Methods 0.000 description 1
- 239000000080 wetting agent Substances 0.000 description 1
- 239000002023 wood Substances 0.000 description 1
- 239000011701 zinc Substances 0.000 description 1
- 229910052725 zinc Inorganic materials 0.000 description 1
Classifications
-
- 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
- A01N43/90—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having two or more relevant hetero rings, condensed among themselves or with a common carbocyclic ring system
-
- 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
- A01N43/34—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having rings with one nitrogen atom as the only ring hetero atom
- A01N43/40—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having rings with one nitrogen atom as the only ring hetero atom six-membered rings
Landscapes
- Life Sciences & Earth Sciences (AREA)
- Agronomy & Crop Science (AREA)
- Pest Control & Pesticides (AREA)
- Plant Pathology (AREA)
- Health & Medical Sciences (AREA)
- Engineering & Computer Science (AREA)
- Dentistry (AREA)
- General Health & Medical Sciences (AREA)
- Wood Science & Technology (AREA)
- Zoology (AREA)
- Environmental Sciences (AREA)
- Agricultural Chemicals And Associated Chemicals (AREA)
Abstract
Description
B)相乗的有効量のトリアゾロピリミジンスルホンアニリドおよびペノキススラムから選択される少なくとも1種のトリアゾロピリミジン除草剤、または1種のその環境適合性の塩もしくはエステルと;
所望により、
C)ジクロルミド、ベノキサコール、LAB145 138、MG-191、フリルアゾール、シオメトリニル、オキサベトリニル、フルキソフェニム、フルラゾール、ナフタレン酸無水物、フェンクロリム、フェンクロラゾール-エチル、メフェンピル、イソキサジフェン、クロキントセット、1-エチル-4-ヒドロキシ-3(1H-テトラゾール-5-イル)-1H-キノリン-2-オン、4-カルボキシメチル-クロマン-4-カルボン酸、N-(2-メトキシベンジル)-4-(3-メチル-ウレイド)-ベンゼンスルホン-アミドおよび(3-オキソ-イソチオクロマン-4-イリデンメトキシ)酢酸メチルエステルの群から選択される少なくとも1種の薬害軽減剤、または1種のその環境適合性の塩、エステルもしくはアミドと、
を含む、相乗的除草剤混合物に関する。
R1は、ハロゲン、C1〜C4アルキル、C1〜C4アルコキシ、C1〜C4ハロアルキルおよびC1〜C4ハロアルコキシであり;
特にハロゲン、例えばフッ素、塩素および臭素;C1〜C4アルキル、例えばメチルおよびエチル;C1〜C4アルコキシ、例えばメトキシおよびエトキシであり;
R2は、ハロゲン、C1〜C4アルキル、C1〜C4アルコキシ、C1〜C4ハロアルキル、C1〜C4ハロアルコキシおよびヒドロキシカルボニルであり;
特にハロゲン、例えばフッ素および塩素;C1〜C4アルキル、例えばメチルおよびエチル; ならびにヒドロキシカルボニルであり;
mは0、1、2または3であり;
特に1または2であり;
nは0、1、2または3であり;
特に2である。)
で表される置換されていてもよい(1,2,4)トリアゾロ[1,5-c]-ピリミジンスルホンアニリドである。
R1は、ハロゲン、C1〜C4アルキル、C1〜C4アルコキシ、C1〜C4ハロアルキルおよびC1〜C4ハロアルコキシであり;
特にハロゲン、例えばフッ素、塩素および臭素;C1〜C4アルキル、例えばメチルおよびエチル;C1〜C4アルコキシ、例えばメトキシおよびエトキシであり;
R2は、ハロゲン、C1〜C4アルキル、C1〜C4アルコキシ、C1〜C4ハロアルキル、C1〜C4ハロアルコキシおよびヒドロキシカルボニルであり;
特にハロゲン、例えばフッ素および塩素;C1〜C4アルキル、例えばメチルおよびエチルであり;
mは0、1、2または3であり;
特に1または2であり;
nは0、1、2または3であり;
特に2または3である。)
で表される置換されていてもよい(1,2,4)トリアゾロ[1,5-a]-ピリミジンスルホンアニリドである。
シクロヘキセノンオキシムエーテル、例えばアロキシジム、クレトジム、クロプロキシジム、シクロキシジム、セトキシジム、トラルコキシジム、ブトロキシジム、クレホキシジム(clefoxydim)またはテプラロキシジム;
フェノキシフェノキシプロピオン酸エステル、例えばクロジナホップ-プロパギル、シハロホップ-ブチル、ジクロホップ-メチル、フェノキサプロップ-エチル、フェノキサプロップ-P-エチル、フェンチアプロップ(fenthiaprop)-エチル、フルアジホップ-ブチル、フルアジホップ-P-ブチル、ハロキシホップ-エトキシエチル、ハロキシホップ-メチル、ハロキシホップ-P-メチル、イソキサピリホップ(isoxapyrifop)、プロパキザホップ、キザロホップ-エチル、キザロホップ-P-エチルまたはキザロホップ-テフリル;あるいは
アリールアミノプロピオン酸、例えばフラムプロップ-メチルまたはフラムプロップ-イソプロピル;
D2 アセトラクテートシンターゼ阻害剤(ALS)、例えば
イミダゾリノン、例えばイマザピル、イマザキン、イマザメタベンズ-メチル(イマザム)、イマザモックス、イマザピックまたはイマゼタピル;
ピリミジルエーテル、例えばピリチオバック-酸、ピリチオバック-ナトリウム、ビスピリバック-ナトリウム、KIH-6127またはピリベンゾキシム(pyribenzoxym);
スルホニル尿素、例えばアミドスルフロン、アジムスルフロン、ベンスルフロン-メチル、クロリムロン-エチル、クロルスルフロン、シノスルフロン、シクロスルファムロン、エタメトスルフロン-メチル、エトキシスルフロン、フラザスルフロン、フルカルバゾン、フルピルスルフロン、ホラムスルフロン、ハロスルフロン-メチル、イマゾスルフロン、イオドスルフロン、メソスルフロン(mesosulfuron)、メトスルフロン-メチル、ニコスルフロン、プリミスルフロン-メチル、プロスルフロン、プロカルバゾン(procarbazone)、ピラゾスルフロン-エチル、リムスルフロン、スルホメツロン-メチルまたは-3-オキセタニル、スルホスルフロン、チフェンスルフロン-メチル、トリアスルフロン、トリベヌロン-メチル、トリフルスルフロン-メチル、トリフロキシスルフロン、あるいはN-[[[4-メトキシ-6-(トリフルオロメチル)-1,3,5-トリアジン-2-イル]アミノ]カルボニル]-2-(トリフルオロメチル)-ベンゼンスルホン-アミド;
D3 アミド、例えば
アリドクロル(CDAA)、ベンゾイルプロップ-エチル、ブロモブチド、クロルチアミド、ジフェナミド、エトベンザニド(ベンズクロメット(benzchlomet))、フルチアミド(fluthiamide)、ホサミンまたはモナリド(monalide);
D4 オーキシン除草剤、例えば
ピリジンカルボン酸、例えばクロピラリドまたはピクロラム;あるいは
2,4-Dまたはベナゾリン;
D5 オーキシン輸送阻害剤、例えば
ナプタラムまたはジフルフェンゾピル;
D6 カロチノイド生合成阻害剤、例えば
ベンゾフェナップ、クロマゾン(ジメタゾン)、ジフルフェニカン、フルオロクロリドン(fluorochloridone)、フルリドン、ピラゾリネート、ピラゾキシフェン、イソキサフルトール、イソキサクロルトール、メソトリオン、スルコトリオン(クロルメスロン(chlormesulone))、ケトスピラドックス(ketospiradox)、フルルタモン(flurtamone)、ノルフルラゾンまたはアミトロール;
D7 エノールピルビルシキミ酸-3-リン酸シンターゼ阻害剤(EPSPS)、例えば
グリホサートまたはスルホセート;
D8 グルタミンシンテターゼ阻害剤、例えば
ビラナホス(ビアラホス)またはグルホシネート-アンモニウム;
D9 脂質生合成阻害剤、例えば
アニリド、例えばアニロホスまたはメフェナセット;
クロロアセトアニリド、例えばジメテナミド、S-ジメテナミド、アセトクロル、アラクロール、ブタクロール、ブテナクロール(butenachlor)、ジエタチル-エチル、ジメタクロール、メタザクロール、メトラクロール、S-メトラクロール、プレチラクロール、プロパクロール、プリナクロール(prynachlor)、ターブクロール(terbuchlor)、テニルクロールまたはキシラクロール(xylachlor);
チオ尿素、例えばブチレート、シクロエート、ジアレート、ジメピペレート、EPTC、エスプロカルブ、モリネート、ペブレート、プロスルホカルブ、チオベンカルブ(ベンチオカルブ)、トリアレートまたはバーノレート;あるいは
ベンフレセートまたはパーフルイドン;
D10 有糸分裂阻害剤、例えば
カルバメート、例えばアシュラム、カルベタミド、クロルプロファム、オルベンカルブ(orbencarb)、プロナミド(プロピザミド)、プロファムまたはチオカルバジル;
ジニトロアニリン、例えばベネフィン、ブトラリン、ジニトラミン、エタルフルラリン、フルクロラリン、オリザリン、ペンディメタリン、プロジアミンまたはトリフルラリン;
ピリジン、例えばジチオピルまたはチアゾピル;あるいは
ブタミホス、クロルタール-ジメチル(DCPA)またはマレイン酸ヒドラジド;
D11 プロトポルフィリノーゲンIXオキシダーゼ阻害剤、例えば
ジフェニルエーテル、例えばアシフルオルフェン、アシフルオルフェンナトリウム塩、アクロニフェン、ビフェノックス、クロルニトロフェン(CNP)、エトキシフェン(ethoxyfen)、フルオロジフェン、フルオログリコフェンエチル、ホメサフェン、フリロキシフェン(furyloxyfen)、ラクトフェン、ニトロフェン、ニトロフルオルフェン(nitrofluorfen)またはオキシフルオルフェン;
オキサジアゾール誘導体、例えばオキサジアルギルまたはオキサジアゾン;
環状イミド、例えばアザフェニジン、ブタフェナシル、カルフェントラゾンエチル、シニドンエチル、フルミクロラックペンチル、フルミオキサジン、フルミプロピン(flumipropyn)、フルプロパシル(flupropacil)、フルチアセットメチル、スルフェントラゾンまたはチジアジミン(thidiazimin);あるいは
ピラゾール、例えばET-751、JV 485またはニピラクロフェン(nipyraclofen);
D12 光合成阻害剤、例えば
プロパニル、ピリデートまたはピリダホル(pyridafol);
ベンゾチアジアジノン、例えばベンタゾン;
ジニトロフェノール、例えばブロモフェノキシム、ジノセブ、ジノセブアセテート、ジノテルブまたはDNOC;
ジピリジレン、例えばシペルクワット(cyperquat)クロリド、ジフェンゾコートメチルサルフェート、ジクワットまたはパラコートジクロリド;
尿素、例えばクロルブロムロン、クロロトルロン、ジフェノクスロン(difenoxuron)、ジメフロン、ジウロン、エチジムロン、フェヌロン、フルオメツロン、イソプロツロン、イソウロン、リヌロン、メタベンズチアズロン、メタゾール、メトベンズロン(metobenzuron)、メトクスロン、モノリヌロン(monolinuron)、ネブロン、シデュロンまたはテブチウロン;
フェノール、例えばブロモキシニルまたはイオキシニル;
クロリダゾン;
トリアジン誘導体、例えばアメトリン、アトラジン、シアナジン、デスメトリン、ジメタメトリン、ヘキサジノン、プロメトン、プロメトリン、プロパジン、シマジン、シメトリン、テルブメトン、テルブトリン、テルブチラジンまたはトリエタジン;
トリアジノン、例えばメタミトロンまたはメトリブジン;
ウラシル、例えばブロマシル、レナシルまたはターバシル;あるいは
ビスカーバメート、例えばデスメディファムまたはフェンメディファム;
D13 相乗剤、例えば
オキシラン、例えばトリジファン;
D14 生長物質、例えば
アリールオキシアルカノン酸、例えば2,4-DB、クロメプロップ、ジクロルプロップ、ジクロルプロップ-P(2,4-DP-P)、フルオロキシピル(fluoroxypyr)、MCPA、MCPB、メコプロップ、メコプロップ-Pまたはトリクロピル;
安息香酸、例えばクロラムベンまたはジカンバ;あるいは
キノリンカルボン酸、例えばキンクロラックまたはキンメラック;
D15 細胞壁合成阻害剤、例えば
イソキサベンまたはジクロベニル;
D16 他の様々な除草剤、例えば
ジクロロプロピオン酸、例えばダラポン;
ジヒドロベンゾフラン、例えばエトフメセート;
フェニル酢酸、例えばクロルフェナック(chlorfenac)(フェナック(fenac));あるいは
アジプロトリン、バルバン(barban)、ベンスリド、ベンズチアズロン(benzthiazuron)、ベンゾフルオル(benzofluor)、ブミナホス(buminafos)、ブチダゾール(buthidazole)、ブツロン(buturon)、カフェンストロール、クロルブファム、クロルフェンプロップメチル、クロロクスロン、シンメチリン、クミルロン、シクルロン、シプラジン、シプラゾール(cyprazole)、ジベンジルロン(dibenzyluron)、ジプロペトリン(dipropetryn)、ディムロン(dymron)、エグリナジンエチル、エンドタール、エチオジン、フルカバゾン、フルオルベントラニル(fluorbentranil)、フルポキサム、イソカルバミド、イソプロパリン、カルブチレート、メフルイジド、モヌロン、ナプロパミド、ナプロパニリド(napropanilide)、ニトラリン、オキサシクロメホン(oxaciclomefone)、フェニソファム、ピペロホス、プロシアジン(procyazine)、プロフルラリン、ピリブチカルブ、セクブメトン(secbumeton)、スルファレート(CDEC)、テルブカルブ、トリアジフラム、トリアゾフェナミド(triazofenamid)またはトリメツロン(trimeturon);
あるいは、その環境適合性の塩、「酸」、エステルおよびアミド。
イソキサジフェン、好ましくはイソキサジフェン「酸」またはイソキサジフェンエチル;
あるいはメフェンピル、好ましくはメフェンピル「酸」またはメフェンピルジエチル、成分D)として少なくとも一つのスルホニル尿素、例えばアミドスルフロン、アジムスルフロン、ベンスルフロン-メチル、クロリムロン-エチル、クロルスルフロン、シノスルフロン、シクロスルファムロン、エタメトスルフロン-メチル、エトキシスルフロン、フラザスルフロン、フルカルバゾン、フルピルスルフロン、ホラムスルフロン、ハロスルフロン-メチル、イマゾスルフロン、イオドスルフロン、メソスルフロン、メトスルフロン-メチル、ニコスルフロン、プリミスルフロン-メチル、プロスルフロン、プロカルバゾン、ピラゾスルフロン-エチル、リムスルフロン、スルホメツロン-メチルまたは-3-オキセタニル、スルホスルフロン、チフェンスルフロン-メチル、トリアスルフロン、トリベヌロン-メチル、トリフルスルフロン-メチル、トリフロキシスルフロン、あるいはN-[[[4-メトキシ-6-(トリフルオロメチル)-1,3,5-トリアジン-2-イル]アミノ]カルボニル]-2-(トリフルオロメチル)-ベンゼンスルホン-アミド;特にN-[[[4-メトキシ-6-(トリフルオロメチル)-1,3,5-トリアジン-2-イル]アミノ]カルボニル]-2-(トリフルオロメチル)-ベンゼンスルホン-アミドを含む、本発明に従う相乗的混合物である。
・"Herbizide [Herbicides]", Hock, Fedtke, Schmidt, 1st edition, Thieme 1995 (「ジクロルミド」p.263、「ベノキサコール」p.263、「LAB-145138」p.263、「MG-191」p.263、「MON-13900」p.263、「シオメトリニル」p.265、「オキサベトリニル」p.265、「フルキソフェニム」p.265、「フルラゾール」p.265、「ナフタル酸無水物(naphtalic acid anhydride)」p.265、「フェンクロリム」p.266、「フェンクロラゾール」p.266、「クロキントセット」p.266);
・WO 91/07874 (「メフェンピル」);
・WO 99/00020 (「1-エチル-4-ヒドロキシ-3-(1H-テトラゾール-5-イル)-1H-キノリン-2-オン」);
・EP 613 618 (「4-カルボキシルメチル-クロマン-4-カルボン酸」);
・US 5,215,570 (「N-(2-メトキシ-ベンゾイル)-4-(3-メチルウレイド)-ベンゼンスルホンアミド」);
・EP 929 543 (「3-オキソ-イソチオクロマン-4-イリデンメトキシ)-酢酸メチルエステル」)。
・"Herbizide [Herbicides]", Hock, Fedtke, Schmidt, 1st edition, Thieme 1995 (次を参照、「キンクロラック」p.238、「モリネート」p.32、「ブタクロール」p.32、「プレチラクロール」p.32、「ジチオピル」p.32、「メフェナセット」p.32、「フェノキサプロップエチル」p.216、「ジメピペレート」p.32、「ピラゾリネート」p.146、「ピラゾキシフェン」p.146、「ベンスルフロンメチル」p.31、「ピラゾスルフロンエチル」p.31、「シノスルフロン」p.31、「ベンフレセート」p.233、「ブロモブチド」p.243、「ダイムロン」p.243、「ジメタメトリン(dimethyametryn)」p.118、「エスプロカルブ」p.229、「ピリブチカルブ」p.32、「シンメチリン(cinemthylin)」p.32、「プロパニル」p.32、「2,4-d」p.30、「ベンタゾン」p.30、「アジムスルフロン(DPX-A-8947)」p.175、「メコプロップ-P」p.237、「クロルプロファム」p.205、「エトキシフェン」p.30、「ハロキシホップ-P-メチル」p.38、「ハロキシホップ-エトキシエチル」p.38、「フルミクロラック-ペンチル」p.35、「フルプロパシル」p.143、「ニピラクロフェン」p.145、「エタメット-スルフロン-メチル」p.36、「チフェンスルフロン-メチル」p.35、「ピリチオバック酸」p.181);
・"Agricultural Chemicals", Book II Herbicides, 1993 (次を参照、「チオベンカルブ」p.85、「ベンゾフェナップ」p.221、「ナプロパニリド」p.49、「ピペロホス」p.102、「アニロホス」p.241、「イマゾスルフロン(TH-913)」p.150、「エトベンザニド(etobenzamid)(HW-52)」p.54、「スルコトリオン(ICIA-0051)」p.268、「ポアスト」p.253、「フォーカス(focus)」p.222、「ジメテナミド」p.48、「スルホセート」p.236、「2,4-DB」p.10、「ジクロルプロップ-P」p.6、「フルポキサム」p.44、「プロスルホカルブ」p.84、「キンメラック」p.233、「メタザクロール」p.64、「フルルタモン」p.265、「ブロモフェノキシム」p.228、「ホメサフェン」p.248、「イマザメタベンズ-メチル」p.153、「クロジナホップ-プロパルギル」p.214、「フェノキサプロップ-P-エチル」p.208、「フルアジホップ-P-ブチル」p.207、「キザロホップ-P-エチル」p.210、「キザロホップ-テフリル(quizalofop-terfuryl)」p.211、「フルミオキサジン」p.43、「フルミプロピン」p.267、「スルフェントラゾン」p.261、「チアゾピル」p.226、「ピリチオバック-ナトリウム」p.266、「アミドスルフロン」p.151、「ハロスルフロン-メチル」p.148、「リムスルフロン」p.138、「トリベヌロン-メチル」p.139、「トリフルスル-フロン-メチル」p.137、「プリミスルフロン-メチル」p.147);
・"Agricultural Chemicals", Book II Herbicides, 13th Edition (次を参照、「カフェンストロール(cafenstrole)」p.284、「スルホスルフロン」p.145、「エトキシスルフロン」p.149、「ピリベンゾキシム(pyribenzoxim)」p.279、「ジフルフェンゾピル」p.90、「ET-751」p.278、「カフェントラゾン-エチル」p.267、「フルチアセト-メチル」p.277、「イマザピック」p.160、「ブテナクロール」p.54、「チオカルバジル」p.84、「フルチアミド」p.62、「イソキサフルトール」p.283、「ブトロキジジム」p.259,)
・"Short Review of Herbicides & PGRs 1991, Hodogaya Chemicals (次を参照、「フリロキシフェン」p.142、「トリアゾフェナミド」p.268、「テニルクロール(thenylchlorid)(NSK-850)」p.52、「クミルロン(JC-940)」p.90、「ペンジメタリン(aC-92553)」p.58、「ブチダゾール」p.88、「シプラゾール」p.38、「アリドクロール」p.48、「ベンゾイルプロップ-エチル」p.38、「クロルチアミド」p.150、「ジフェナミド」p.34、「フラムプロップ-メチル」p.40、「ホサミン」p.232、「イソキサベン」p.42、「モナリド」p.32、「ナプタラム」p.36、「プロナミド」p.34、「ビアラホス」p.234、「グルホシネート-アンモニウム」p.234、「グリホセート」p.232、「アミトロール」p.254、クロメプロップp.20、「ジクロルプロップ」p.6、「フェノプロップ」p.8、「フルロキシピル」p.156、「MCPA」p.4、「MCPB」p.8(「メコプロップ」p.6)、「ナプロパミド」p.16(「トリクロピル」p.154)、「クロランベン」p.28(「ジカンバ」p.26)、「クロマゾン」p.268(「ジフルフェニカン」p.42)、「フルオロクロリドン」p.266(「フルリドン」p.156)、「アスラム」p.112(「バーバン」p.100)、「ブチレート」p.106、「カルベタミド」p.36、「クロロブファム」p.100、「シクロエート」p.108、「デスメジファム」p.104、「ジ-アレート」p.106、「EPTC」p.108、「オルベンカルブ」p.112、「ペブレート」p.106、「フェニソファム(phen-isopham)」p.118、「フェンメジファム」p.104、「プロファム」p.100、「スルファレート」p.110、「テルブカルブ」p.102、「トリ-アレート」p.108、「ベルノレート」p.108、「アセトクロール」p.48、「アラクロール」p.46、「ジエタチル(diethathyl)-エチル」p.48、「ジメタクロール」p.50、「メトラクロール」p.46、「プロパクロール」p.44、「プリナクロール(pyrnachlor)」p.44、「テルブクロール」p.48、「キシラクロール」p.52、「アロキシジム」p.260、「クレトジム」p.270、「クロプロキシジム」p.268、「トラルコキシジム」p.270、「ダラポン」p.212、「エトフメセート」p.124、「ベネフィン」p.54、「ブトラリン」p.58、「ジニトラミン」p.56、「エタルフルラリン」p.60、「フルクロラリン」p.54、「イソプロパリン」p.58、「ニトラリン」p.58、「オリザリン」p.60、「プロジアミン」p.62、「プロフルラリン」p.54、「トリフルラリン」p.54、「ジノセブ」p.128、「ジノセブ-アセテート」p.128、「ジノテルブ」p.128、「DNOC」p.126、「アシフルオルフェン-ナトリウム」p.142、「アクロニフェン」p.146、「ビフェノックス」p.140、「クロルニトロフェン」p.138、「ジフェノキスロン」p.76、「フルオロジフェン」p.138、「フルオログリコフェン-エチル」p.146、「ラクトフェン」p.144、「ニトロフェン」p.136、「ニトロフルオルフェン」p.140、「オキシフルオルフェン」p.140、「シペルクアット-クロリド」p.158、「ジフェンゾクアットメチルスルフェート」p.160、「ジクアット」p.158、「パラクアットジクロリド」p.158、「ベンズチアズロン」p.82、「ブツロン」p.66、「クロルブロムロン」p.72、「クロロキスロン」p.76、「クロロトルロン」p.74、「シクルロン」p.84、「ジメフロン」p.88、「ジウロン」p.70、「エチジムロン」p.86、「フェヌロン」p.64、「フルオメツロン」p.68、「イソプロツロン」p.80、「イソウロン」p.88、「カルブチレート」p.76、「リヌロン」p.72、「メタベンズチアズロン」p.82、「メトキスロン」p.72、「モノリヌロン」p.66、「モヌロン」p.64、「ネブロン」p.72、「シデュロン」p.68、「テブチウロン」p.86、「トリメツロン」p.64、「イソカルバミド」p.168、「イマザメタピル」p.172、「イマザピル」p.170、「イマザキン(imaza-quin)」p.170、「イマゼタピル」p.172、「メタゾール」p.162、「オキサジアゾン」p.162、「トリジファン」p.266、「ブロモキシニル」p.148、「イオキシニル」p.148、「ジクロホップ-メチル」p.16、「フェンチアプロップエチル」p.20、「フルアジホップ-ブチル」p.18、「ハロキシホップ-メチル」p.18、「イソキサピリホップ」p.22、「プロパキザホップ」p.24、「キザロホップ-エチル」p.20、「クロルフェナック」p.258、「クロルフェンプロップ-メチル」p.258、「クロリダゾン」p.174、「マレイン酸ヒドラジド」p.162、「ノルフルラゾン」p.174、「ピリデート」p.176、「クロピラリド」p.154、「ピクロラム」p.154、「クロリムロン-エチル」p.92、「クロルスルフロン」p.92、「フラザスルフロン」p.96、「メトスルフロン」S.92、「ニコスルフロン」p.96、「スルホメツロン-メチル」p.92、「トリアスルフロン」p.94、「アメトリン」p.198、「アトラジン」p.188、「アジプロトリン」p.206、「シアナジン」p.192、「シプラジン」p.192、「デスメトリン」p.200、「ジプロペトリン」p.202、「エグリナジン-エチル」p.208、「ヘキサジノン」p.208、「プロシアジン」p.192、「プロメトン」p.196、「プロメトリン」p.196、「プロパジン」p.188、「セクブメトン」p.196、「シマジン」p.188、「シメトリン」p.196、「テルブメトン」p.204、「テルブトリン」p.198、「テルブチラジン」p.190、「トリエタジン」p.188、「フェチオジン」p.210、「メタミトロン」p.206、「メトリブジン」p.202、「ブロマシル」p.180、「レナシル」p.180、「ターバシル」p.180、「ベナゾリン」p.262、「ベンスリド」p.228、「ベンゾフルオール」p.266、「ブタミホス」p.228、「DCPA」p.28、「ジクロベニル」p.148、「エンドタール」p.264、「メフルイジド」p.306、「ペルフルイドン」p.260、「テルブクロール」p.48);
・"Global Herbicide Directory" First Edition, 1994 (次を参照、「オキサジアルギル」p.96);
・"European Directory of Agrochemical Products" Volume 2 - Herbicides" Fourth Edition, (次を参照、「ブミナホス」p.255)
さらに、化合物「DEH-112」については、欧州特許出願EP-A 302 203に開示されている。化合物「テプラロキシジム」についてはDE-A 33 36 140に記載されており;化合物「シニドン-エチル」についてはDE-A 36 03 789に、「フェンカルバゾン(fencarbazone)」についてはEP 507 171に、「ホラムスルフロン」についてはUS 5,922,646に、「プロポキシカルバゾン」についてEP 507 171に、化合物「フルオルベントラニル」についてはEP-A 84 893に記載されている。他の化合物については、"Brighton Crop Protection Conference - Weeds - 1993" (S. "thidiazimin" p. 29, "AC-322140" p. 41, "KIH-6127" p. 47, 「プロスルフロン」p.53、"KIH-2023" p. 61, "metobenzuron" p. 67)から公知である。化合物「カフェンストロール(carfenstrole)(CH-900)」についてはEP-A 332 133に記述されており、N-[[[4-メトキシ-6-(トリフルオロ-メチル)-1,3,5-トリアジン-2-イル]アミノ]-カルボニル]-2-(トリフルオロメチル-ベンゼンスルホンアミド)は、PCT/EP96/03996に記載されている。
本発明に係る混合物を出芽前または出芽後に施用した(茎葉処理)。A)群およびB)群、ならびに所望によりC)群および所望によりD)群の除草性化合物を、市販品として存在する製剤の形で施用した。
式中、
X = 施用量aにおけるA)群の化合物の除草作用のパーセント;
Y = 施用量bにおけるB)群の化合物の除草作用のパーセント;
E = 施用量a+bにおけるA)群+B)群の化合物の除草作用の予想量(%単位)。
Claims (17)
- A)ピコリナフェン(I)
B)相乗的有効量のトリアゾロピリミジンスルホンアニリドおよびペノキススラムから選択される少なくとも1種のトリアゾロピリミジン除草剤、または1種のその環境適合性の塩もしくはエステルと;
所望により、
C)ジクロルミド、ベノキサコール、LAB145 138、MG-191、フリルアゾール、シオメトリニル、オキサベトリニル、フルキソフェニム、フルラゾール、ナフタレン酸無水物、フェンクロリム、フェンクロラゾール-エチル、メフェンピル、イソキサジフェン、クロキントセット、1-エチル-4-ヒドロキシ-3(1H-テトラゾール-5-イル)-1H-キノリン-2-オン、4-カルボキシメチル-クロマン-4-カルボン酸、N-(2-メトキシベンジル)-4-(3-メチル-ウレイド)-ベンゼンスルホン-アミドおよび(3-オキソ-イソチオクロマン-4-イリデンメトキシ)酢酸メチルエステルの群から選択される少なくとも1種の薬害軽減剤、または1種のその環境適合性の塩、エステルもしくはアミドと、
を含む、相乗的除草剤混合物。 - 成分B)として、少なくとも置換されていてもよい(1,2,4)トリアゾロ[1,5-c]ピリミジン、または置換されていてもよい(1,2,4)トリアゾロ-[1,5-a]ピリミジン、またはペノキススラムを含む、請求項1に記載の相乗的除草剤混合物。
- 成分B)として、少なくとも式IIa
R1は、ハロゲン、C1〜C4アルキル、C1〜C4アルコキシ、C1〜C4ハロアルキルおよびC1〜C4ハロアルコキシであり;
R2は、ハロゲン、C1〜C4アルキル、C1〜C4アルコキシ、C1〜C4ハロアルキル、C1〜C4ハロアルコキシおよびヒドロキシカルボニルであり;
mは0、1、2または3であり;
nは0、1、2または3である)
で表される置換されていてもよい(1,2,4)トリアゾロ[1,5-c]ピリミジン、
または式IIb
R1は、ハロゲン、C1〜C4アルキル、C1〜C4アルコキシ、C1〜C4ハロアルキルおよびC1〜C4ハロアルコキシであり;
R2は、ハロゲン、C1〜C4アルキル、C1〜C4アルコキシ、C1〜C4ハロアルキル、C1〜C4ハロアルコキシおよびヒドロキシカルボニルであり;
mは0、1、2または3であり;
nは0、1、2または3である)
で表される置換されていてもよい(1,2,4)トリアゾロ-[1,5-a]ピリミジン、
またはペノキススラム
を含む、請求項1または2に記載の相乗的除草剤混合物。 - 成分B)として、少なくともクロランスラム、ジクロスラム、フロラスラム、フルメトスラム、メトスラムまたはペノキススラムを含む、請求項1〜3のいずれかに記載の相乗的除草剤混合物。
- 成分C)として、少なくともクロキントセット、イソキサジフェンまたはメフェンピルを含む、請求項1〜4のいずれかに記載の相乗的除草剤混合物。
- 成分D)として、更に少なくともアセチルCoAカルボキシラーゼ阻害剤(ACC)、アセトラクテートシンターゼ阻害剤(ALS)、アミド、オーキシン除草剤、オーキシン輸送阻害剤、カロテノイド生合成阻害剤、エノールピルビルシキミ酸3-リン酸シンターゼ阻害剤(EPSPS)、グルタミンシンテターゼ阻害剤、脂質生合成阻害剤、有糸分裂阻害剤、プロトポルフィリノーゲンIXオキシダーゼ阻害剤、光合成阻害剤、相乗剤、生長物質、細胞壁生合成阻害剤または他の除草剤を含む、請求項1〜5のいずれかに記載の相乗的除草剤混合物。
- 成分D)として少なくともスルホニル尿素を含む、請求項1〜6のいずれかに記載の相乗的除草剤混合物。
- 活性成分として、ピコリナフェンおよびB)群の1種の化合物のみを含む、請求項1〜4のいずれかに記載の相乗的除草剤混合物。
- 活性成分として、ピコリナフェン、B)群の1種の化合物およびC)群の1種の化合物のみを含む、請求項1〜5のいずれかに記載の相乗的除草剤混合物。
- 活性成分として、ピコリナフェン、B)群の1種の化合物およびD)群の1種の化合物のみを含む、請求項1〜4および6〜7のいずれかに記載の相乗的除草剤混合物。
- 活性成分として、ピコリナフェン、B)群の1種の化合物、C)群の1種の化合物およびD)群の1種の化合物のみを含む、請求項1〜7のいずれかに記載の相乗的除草剤混合物。
- A)群およびB)群の化合物の比率が1:0.0002〜1:50の範囲である、請求項1〜11のいずれかに記載の相乗的除草剤混合物。
- A)群およびC)群の化合物の比率が1:0.002〜1:50の範囲である、請求項1〜7、9および11〜12のいずれかに記載の相乗的除草剤混合物。
- A)群およびD)群の化合物の比率が1:0.001〜1:400の範囲である、請求項6〜7および10〜13のいずれかに記載の相乗的除草剤混合物。
- 除草活性量の請求項1〜14のいずれかに記載の相乗的除草剤混合物、少なくとも1種の液体および/または固体の担体、ならびに所望により少なくとも1種の界面活性剤を含む除草剤組成物。
- 請求項15に記載の除草剤組成物の調製方法であって、A)群、B)群、所望によりC)群、所望によりD)群の化合物、少なくとも1種の液体および/または固体の担体、ならびに所望により少なくとも1種の界面活性剤が混合される調製方法。
- 望ましくない植生を防除するための方法であって、望ましくない植物の出芽時かつ/または出芽後に請求項1〜14のいずれかに記載の相乗的除草剤混合物を施与することを含み、A)群、B)群、所望によりC)群、また所望によりD)群の活性化合物を同時に、または連続して施与することができる方法。
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PL (1) | PL1605762T3 (ja) |
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WO (1) | WO2004080173A2 (ja) |
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JP2011513255A (ja) * | 2008-02-27 | 2011-04-28 | バイエル・クロツプサイエンス・アクチエンゲゼルシヤフト | ジフルフェニカン含有除草剤組み合わせ |
JP2016117724A (ja) * | 2010-02-03 | 2016-06-30 | ダウ アグロサイエンシィズ エルエルシー | ペノキシスラムおよびブタクロルを含有する相乗的除草剤組成物 |
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CN102037986B (zh) * | 2011-01-13 | 2013-04-24 | 青岛瀚生生物科技股份有限公司 | 一种含有苯磺隆与双氟磺草胺的复配组合物 |
TWI581712B (zh) * | 2011-11-30 | 2017-05-11 | 陶氏農業科學公司 | 含有平速爛(penoxsulam)及固殺草(glufosinate)-銨之協同性除草組成物 |
WO2014093346A1 (en) | 2012-12-12 | 2014-06-19 | Dow Agrosciences Llc | Synergistic weed control from applications of penoxsulam and mefenacet |
LT2934114T (lt) | 2012-12-21 | 2019-02-25 | Dow Agrosciences Llc | Temperatūrai stabilios klokvintoceto meksilo vandeninės kompozicijos |
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WO2014130661A1 (en) | 2013-02-25 | 2014-08-28 | Dow Agrosciences Llc | Methods of weed control in pineapple |
CN103210935B (zh) * | 2013-04-28 | 2015-04-22 | 江苏龙灯化学有限公司 | 一种协同除草组合物 |
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WO2023079573A1 (en) * | 2021-11-02 | 2023-05-11 | Coromandel International Limited | Herbicidal composition |
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JP2016117724A (ja) * | 2010-02-03 | 2016-06-30 | ダウ アグロサイエンシィズ エルエルシー | ペノキシスラムおよびブタクロルを含有する相乗的除草剤組成物 |
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AU2004218929B2 (en) | 2008-10-02 |
WO2004080173A3 (en) | 2004-11-18 |
NZ542276A (en) | 2008-03-28 |
KR20050114651A (ko) | 2005-12-06 |
WO2004080173A2 (en) | 2004-09-23 |
CL2004000524A1 (es) | 2005-05-06 |
PL1605762T3 (pl) | 2007-01-31 |
DE602004002100T2 (de) | 2006-12-21 |
JP4646902B2 (ja) | 2011-03-09 |
EA200501356A1 (ru) | 2006-02-24 |
EA011018B1 (ru) | 2008-12-30 |
MXPA05009186A (es) | 2005-10-18 |
EP1605762B1 (en) | 2006-08-23 |
EP1605762A2 (en) | 2005-12-21 |
UA82873C2 (en) | 2008-05-26 |
AR043614A1 (es) | 2005-08-03 |
BRPI0408242A (pt) | 2006-03-01 |
IL170452A (en) | 2009-08-03 |
AU2004218929A1 (en) | 2004-09-23 |
ES2271866T3 (es) | 2007-04-16 |
DK1605762T3 (da) | 2007-01-02 |
US7674750B2 (en) | 2010-03-09 |
CN1787743A (zh) | 2006-06-14 |
CA2518494A1 (en) | 2004-09-23 |
US20060167018A1 (en) | 2006-07-27 |
ATE336900T1 (de) | 2006-09-15 |
DE602004002100D1 (de) | 2006-10-05 |
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