US20060030485A1 - Herbicide/safener combinations - Google Patents
Herbicide/safener combinations Download PDFInfo
- Publication number
- US20060030485A1 US20060030485A1 US11/246,790 US24679005A US2006030485A1 US 20060030485 A1 US20060030485 A1 US 20060030485A1 US 24679005 A US24679005 A US 24679005A US 2006030485 A1 US2006030485 A1 US 2006030485A1
- Authority
- US
- United States
- Prior art keywords
- alkyl
- alkoxy
- formula
- radicals
- phenyl
- Prior art date
- Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
- Abandoned
Links
- 230000002363 herbicidal effect Effects 0.000 title claims abstract description 103
- 239000004009 herbicide Substances 0.000 title claims description 120
- -1 pyrazol-4-yl Chemical group 0.000 claims abstract description 219
- 150000003254 radicals Chemical class 0.000 claims abstract description 195
- 229910052736 halogen Inorganic materials 0.000 claims abstract description 118
- 150000002367 halogens Chemical group 0.000 claims abstract description 117
- 150000001875 compounds Chemical class 0.000 claims abstract description 100
- 239000000203 mixture Substances 0.000 claims abstract description 99
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 claims abstract description 69
- 150000002148 esters Chemical class 0.000 claims abstract description 21
- 150000003839 salts Chemical group 0.000 claims abstract description 21
- 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 18
- OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical group [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 claims abstract description 16
- 229910052799 carbon Chemical group 0.000 claims abstract description 16
- 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 15
- NRFQZTCQAYEXEE-UHFFFAOYSA-N Fenclorim Chemical compound ClC1=CC(Cl)=NC(C=2C=CC=CC=2)=N1 NRFQZTCQAYEXEE-UHFFFAOYSA-N 0.000 claims abstract description 15
- YIVXMZJTEQBPQO-UHFFFAOYSA-N 2,4-DB Chemical compound OC(=O)CCCOC1=CC=C(Cl)C=C1Cl YIVXMZJTEQBPQO-UHFFFAOYSA-N 0.000 claims abstract description 12
- 239000002794 2,4-DB Substances 0.000 claims abstract description 12
- IWEDIXLBFLAXBO-UHFFFAOYSA-N dicamba Chemical compound COC1=C(Cl)C=CC(Cl)=C1C(O)=O IWEDIXLBFLAXBO-UHFFFAOYSA-N 0.000 claims abstract description 12
- 239000005631 2,4-Dichlorophenoxyacetic acid Substances 0.000 claims abstract description 11
- UKSLKNUCVPZQCQ-UHFFFAOYSA-N Fluxofenim Chemical compound C=1C=C(Cl)C=CC=1C(C(F)(F)F)=NOCC1OCCO1 UKSLKNUCVPZQCQ-UHFFFAOYSA-N 0.000 claims abstract description 10
- LQPRNRFJJUSONA-UHFFFAOYSA-N methyl 2-benzhydryloxyacetate Chemical compound C=1C=CC=CC=1C(OCC(=O)OC)C1=CC=CC=C1 LQPRNRFJJUSONA-UHFFFAOYSA-N 0.000 claims abstract description 10
- WFVUIONFJOAYPK-KAMYIIQDSA-N Oxabetrinil Chemical compound C=1C=CC=CC=1C(/C#N)=N\OCC1OCCO1 WFVUIONFJOAYPK-KAMYIIQDSA-N 0.000 claims abstract description 9
- JCHMGYRXQDASJE-UHFFFAOYSA-N metcamifen Chemical compound C1=CC(NC(=O)NC)=CC=C1S(=O)(=O)NC(=O)C1=CC=CC=C1OC JCHMGYRXQDASJE-UHFFFAOYSA-N 0.000 claims abstract description 8
- WNTGYJSOUMFZEP-UHFFFAOYSA-N 2-(4-chloro-2-methylphenoxy)propanoic acid Chemical compound OC(=O)C(C)OC1=CC=C(Cl)C=C1C WNTGYJSOUMFZEP-UHFFFAOYSA-N 0.000 claims abstract description 7
- LLWADFLAOKUBDR-UHFFFAOYSA-N 2-methyl-4-chlorophenoxybutyric acid Chemical compound CC1=CC(Cl)=CC=C1OCCCC(O)=O LLWADFLAOKUBDR-UHFFFAOYSA-N 0.000 claims abstract description 7
- 239000005504 Dicamba Substances 0.000 claims abstract description 7
- 239000005574 MCPA Substances 0.000 claims abstract description 7
- 239000005575 MCPB Substances 0.000 claims abstract description 7
- WHKUVVPPKQRRBV-UHFFFAOYSA-N Trasan Chemical compound CC1=CC(Cl)=CC=C1OCC(O)=O WHKUVVPPKQRRBV-UHFFFAOYSA-N 0.000 claims abstract description 7
- SODPIMGUZLOIPE-UHFFFAOYSA-N (4-chlorophenoxy)acetic acid Chemical compound OC(=O)COC1=CC=C(Cl)C=C1 SODPIMGUZLOIPE-UHFFFAOYSA-N 0.000 claims abstract description 6
- PYKLUAIDKVVEOS-RAXLEYEMSA-N (e)-n-(cyanomethoxy)benzenecarboximidoyl cyanide Chemical compound N#CCO\N=C(\C#N)C1=CC=CC=C1 PYKLUAIDKVVEOS-RAXLEYEMSA-N 0.000 claims abstract description 6
- SIYAHZSHQIPQLY-UHFFFAOYSA-N 4-(4-chlorophenoxy)butanoic acid Chemical compound OC(=O)CCCOC1=CC=C(Cl)C=C1 SIYAHZSHQIPQLY-UHFFFAOYSA-N 0.000 claims abstract description 6
- NYDKNJDNBUFWRJ-UHFFFAOYSA-N n-[4-(dimethylcarbamoylamino)phenyl]sulfonyl-2-methoxybenzamide Chemical compound COC1=CC=CC=C1C(=O)NS(=O)(=O)C1=CC=C(NC(=O)N(C)C)C=C1 NYDKNJDNBUFWRJ-UHFFFAOYSA-N 0.000 claims abstract description 6
- ZYAOTFVRVOXVSD-UHFFFAOYSA-N n-[4-(dimethylcarbamoylamino)phenyl]sulfonylnaphthalene-1-carboxamide Chemical compound C1=CC(NC(=O)N(C)C)=CC=C1S(=O)(=O)NC(=O)C1=CC=CC2=CC=CC=C12 ZYAOTFVRVOXVSD-UHFFFAOYSA-N 0.000 claims abstract description 6
- 125000004178 (C1-C4) alkyl group Chemical group 0.000 claims description 236
- 229910052739 hydrogen Inorganic materials 0.000 claims description 125
- 239000001257 hydrogen Substances 0.000 claims description 124
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 claims description 83
- 125000000229 (C1-C4)alkoxy group Chemical group 0.000 claims description 74
- 125000004765 (C1-C4) haloalkyl group Chemical group 0.000 claims description 67
- 241000196324 Embryophyta Species 0.000 claims description 64
- 229910052760 oxygen Inorganic materials 0.000 claims description 52
- 125000001559 cyclopropyl group Chemical group [H]C1([H])C([H])([H])C1([H])* 0.000 claims description 41
- 229910052717 sulfur Inorganic materials 0.000 claims description 39
- 125000003178 carboxy group Chemical group [H]OC(*)=O 0.000 claims description 36
- 125000004769 (C1-C4) alkylsulfonyl group Chemical group 0.000 claims description 35
- 125000004093 cyano group Chemical group *C#N 0.000 claims description 34
- 125000002023 trifluoromethyl group Chemical group FC(F)(F)* 0.000 claims description 34
- 125000004435 hydrogen atom Chemical group [H]* 0.000 claims description 32
- 125000000449 nitro group Chemical group [O-][N+](*)=O 0.000 claims description 31
- 125000004767 (C1-C4) haloalkoxy group Chemical group 0.000 claims description 30
- 125000000623 heterocyclic group Chemical group 0.000 claims description 30
- 125000003917 carbamoyl group Chemical class [H]N([H])C(*)=O 0.000 claims description 29
- 125000006272 (C3-C7) cycloalkyl group Chemical group 0.000 claims description 28
- 125000004399 C1-C4 alkenyl group Chemical group 0.000 claims description 28
- 240000008042 Zea mays Species 0.000 claims description 28
- 244000038559 crop plants Species 0.000 claims description 28
- 125000004209 (C1-C8) alkyl group Chemical group 0.000 claims description 27
- 235000016383 Zea mays subsp huehuetenangensis Nutrition 0.000 claims description 26
- 235000002017 Zea mays subsp mays Nutrition 0.000 claims description 26
- 125000002485 formyl group Chemical group [H]C(*)=O 0.000 claims description 26
- 235000009973 maize Nutrition 0.000 claims description 26
- 238000000034 method Methods 0.000 claims description 26
- 239000004215 Carbon black (E152) Substances 0.000 claims description 25
- 229930195733 hydrocarbon Natural products 0.000 claims description 25
- 229910002091 carbon monoxide Inorganic materials 0.000 claims description 24
- 125000002924 primary amino group Chemical group [H]N([H])* 0.000 claims description 24
- 125000004169 (C1-C6) alkyl group Chemical group 0.000 claims description 23
- 125000002887 hydroxy group Chemical group [H]O* 0.000 claims description 23
- 125000004768 (C1-C4) alkylsulfinyl group Chemical group 0.000 claims description 22
- 125000006650 (C2-C4) alkynyl group Chemical group 0.000 claims description 20
- 229910006074 SO2NH2 Inorganic materials 0.000 claims description 20
- 230000009931 harmful effect Effects 0.000 claims description 20
- 125000000565 sulfonamide group Chemical group 0.000 claims description 20
- 125000006552 (C3-C8) cycloalkyl group Chemical group 0.000 claims description 19
- 125000003118 aryl group Chemical group 0.000 claims description 18
- 238000009472 formulation Methods 0.000 claims description 18
- 125000004430 oxygen atom Chemical group O* 0.000 claims description 18
- 125000006648 (C1-C8) haloalkyl group Chemical group 0.000 claims description 16
- 240000007594 Oryza sativa Species 0.000 claims description 16
- 235000007164 Oryza sativa Nutrition 0.000 claims description 14
- 235000009566 rice Nutrition 0.000 claims description 14
- 229920006395 saturated elastomer Polymers 0.000 claims description 14
- 229910052757 nitrogen Inorganic materials 0.000 claims description 13
- PYKLUAIDKVVEOS-UHFFFAOYSA-N Cyometrinil Chemical compound N#CCON=C(C#N)C1=CC=CC=C1 PYKLUAIDKVVEOS-UHFFFAOYSA-N 0.000 claims description 12
- GRSMWKLPSNHDHA-UHFFFAOYSA-N Naphthalic anhydride Chemical compound C1=CC(C(=O)OC2=O)=C3C2=CC=CC3=C1 GRSMWKLPSNHDHA-UHFFFAOYSA-N 0.000 claims description 12
- 125000005842 heteroatom Chemical group 0.000 claims description 12
- 125000004433 nitrogen atom Chemical group N* 0.000 claims description 12
- LFGREXWGYUGZLY-UHFFFAOYSA-N phosphoryl Chemical group [P]=O LFGREXWGYUGZLY-UHFFFAOYSA-N 0.000 claims description 12
- 125000005913 (C3-C6) cycloalkyl group Chemical group 0.000 claims description 11
- 125000004391 aryl sulfonyl group Chemical group 0.000 claims description 11
- 125000000951 phenoxy group Chemical group [H]C1=C([H])C([H])=C(O*)C([H])=C1[H] 0.000 claims description 11
- 125000001424 substituent group Chemical group 0.000 claims description 11
- 239000000729 antidote Substances 0.000 claims description 10
- 125000004191 (C1-C6) alkoxy group Chemical group 0.000 claims description 9
- 125000006652 (C3-C12) cycloalkyl group Chemical group 0.000 claims description 9
- NNYRZQHKCHEXSD-UHFFFAOYSA-N Daimuron Chemical compound C1=CC(C)=CC=C1NC(=O)NC(C)(C)C1=CC=CC=C1 NNYRZQHKCHEXSD-UHFFFAOYSA-N 0.000 claims description 9
- 125000005110 aryl thio group Chemical group 0.000 claims description 9
- 125000002915 carbonyl group Chemical group [*:2]C([*:1])=O 0.000 claims description 9
- WFVUIONFJOAYPK-UHFFFAOYSA-N n-(1,3-dioxolan-2-ylmethoxy)benzenecarboximidoyl cyanide Chemical compound C=1C=CC=CC=1C(C#N)=NOCC1OCCO1 WFVUIONFJOAYPK-UHFFFAOYSA-N 0.000 claims description 9
- DYPQUENOGZXOGE-UHFFFAOYSA-N 1-(4-chlorophenyl)-2,2,2-trifluoroethanone Chemical compound FC(F)(F)C(=O)C1=CC=C(Cl)C=C1 DYPQUENOGZXOGE-UHFFFAOYSA-N 0.000 claims description 8
- 125000000882 C2-C6 alkenyl group Chemical group 0.000 claims description 8
- 241000209140 Triticum Species 0.000 claims description 8
- 235000021307 Triticum Nutrition 0.000 claims description 8
- 125000000304 alkynyl group Chemical group 0.000 claims description 8
- QVGXLLKOCUKJST-UHFFFAOYSA-N atomic oxygen Chemical compound [O] QVGXLLKOCUKJST-UHFFFAOYSA-N 0.000 claims description 8
- JJWKPURADFRFRB-UHFFFAOYSA-N carbonyl sulfide Chemical compound O=C=S JJWKPURADFRFRB-UHFFFAOYSA-N 0.000 claims description 8
- 125000004663 dialkyl amino group Chemical group 0.000 claims description 8
- 239000001301 oxygen Substances 0.000 claims description 8
- 125000004758 (C1-C4) alkoxyimino group Chemical group 0.000 claims description 7
- 125000003282 alkyl amino group Chemical group 0.000 claims description 7
- 125000001797 benzyl group Chemical group [H]C1=C([H])C([H])=C(C([H])=C1[H])C([H])([H])* 0.000 claims description 7
- 125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 claims description 7
- MWKVXOJATACCCH-UHFFFAOYSA-N isoxadifen-ethyl Chemical compound C1C(C(=O)OCC)=NOC1(C=1C=CC=CC=1)C1=CC=CC=C1 MWKVXOJATACCCH-UHFFFAOYSA-N 0.000 claims description 7
- 125000006553 (C3-C8) cycloalkenyl group Chemical group 0.000 claims description 6
- 240000005979 Hordeum vulgare Species 0.000 claims description 6
- 235000007340 Hordeum vulgare Nutrition 0.000 claims description 6
- 125000005135 aryl sulfinyl group Chemical group 0.000 claims description 6
- SJWOCKTZFQIKHZ-UHFFFAOYSA-N (1-ethoxy-1-oxopropan-2-yl) 3,6-dichloro-2-methoxybenzoate Chemical compound CCOC(=O)C(C)OC(=O)C1=C(Cl)C=CC(Cl)=C1OC SJWOCKTZFQIKHZ-UHFFFAOYSA-N 0.000 claims description 5
- OVSKIKFHRZPJSS-UHFFFAOYSA-N 2,4-D Chemical compound OC(=O)COC1=CC=C(Cl)C=C1Cl OVSKIKFHRZPJSS-UHFFFAOYSA-N 0.000 claims description 5
- AXHCGXRBOHBEQA-UHFFFAOYSA-N 2-(5-chloro-2-methylphenoxy)acetic acid Chemical compound CC1=CC=C(Cl)C=C1OCC(O)=O AXHCGXRBOHBEQA-UHFFFAOYSA-N 0.000 claims description 5
- 235000007319 Avena orientalis Nutrition 0.000 claims description 5
- 244000075850 Avena orientalis Species 0.000 claims description 5
- 125000006577 C1-C6 hydroxyalkyl group Chemical group 0.000 claims description 5
- 125000003601 C2-C6 alkynyl group Chemical group 0.000 claims description 5
- 229920000742 Cotton Polymers 0.000 claims description 5
- 244000068988 Glycine max Species 0.000 claims description 5
- 235000010469 Glycine max Nutrition 0.000 claims description 5
- 235000007238 Secale cereale Nutrition 0.000 claims description 5
- 244000082988 Secale cereale Species 0.000 claims description 5
- 125000003545 alkoxy group Chemical group 0.000 claims description 5
- 125000004414 alkyl thio group Chemical group 0.000 claims description 5
- 125000004429 atom Chemical group 0.000 claims description 5
- 125000002541 furyl group Chemical group 0.000 claims description 5
- 125000001544 thienyl group Chemical group 0.000 claims description 5
- 125000006274 (C1-C3)alkoxy group Chemical group 0.000 claims description 4
- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 claims description 4
- 244000299507 Gossypium hirsutum Species 0.000 claims description 4
- 240000006394 Sorghum bicolor Species 0.000 claims description 4
- 235000011684 Sorghum saccharatum Nutrition 0.000 claims description 4
- 125000004494 ethyl ester group Chemical group 0.000 claims description 4
- 230000007717 exclusion Effects 0.000 claims description 4
- COYBRKAVBMYYSF-UHFFFAOYSA-N heptan-2-yl [(5-chloroquinolin-8-yl)oxy]acetate Chemical compound C1=CN=C2C(OCC(=O)OC(C)CCCCC)=CC=C(Cl)C2=C1 COYBRKAVBMYYSF-UHFFFAOYSA-N 0.000 claims description 4
- 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 4
- 229940124530 sulfonamide Drugs 0.000 claims description 4
- 150000003456 sulfonamides Chemical class 0.000 claims description 4
- 125000006702 (C1-C18) alkyl group Chemical group 0.000 claims description 3
- 125000004648 C2-C8 alkenyl group Chemical group 0.000 claims description 3
- NINIDFKCEFEMDL-UHFFFAOYSA-N Sulfur Chemical compound [S] NINIDFKCEFEMDL-UHFFFAOYSA-N 0.000 claims description 3
- 125000004390 alkyl sulfonyl group Chemical group 0.000 claims description 3
- 125000004104 aryloxy group Chemical group 0.000 claims description 3
- 125000005936 piperidyl group Chemical group 0.000 claims description 3
- 239000011593 sulfur Substances 0.000 claims description 3
- 125000000335 thiazolyl group Chemical group 0.000 claims description 3
- 125000004760 (C1-C4) alkylsulfonylamino group Chemical group 0.000 claims description 2
- 125000004737 (C1-C6) haloalkoxy group Chemical group 0.000 claims description 2
- 229940100389 Sulfonylurea Drugs 0.000 claims description 2
- 125000003302 alkenyloxy group Chemical group 0.000 claims description 2
- 125000003356 phenylsulfanyl group Chemical group [*]SC1=C([H])C([H])=C([H])C([H])=C1[H] 0.000 claims description 2
- 150000002431 hydrogen Chemical class 0.000 claims 9
- OYIKARCXOQLFHF-UHFFFAOYSA-N isoxaflutole Chemical compound CS(=O)(=O)C1=CC(C(F)(F)F)=CC=C1C(=O)C1=C(C2CC2)ON=C1 OYIKARCXOQLFHF-UHFFFAOYSA-N 0.000 claims 6
- 241000209504 Poaceae Species 0.000 claims 3
- 125000005843 halogen group Chemical group 0.000 claims 3
- LMBFAGIMSUYTBN-MPZNNTNKSA-N teixobactin Chemical compound C([C@H](C(=O)N[C@@H]([C@@H](C)CC)C(=O)N[C@@H](CO)C(=O)N[C@H](CCC(N)=O)C(=O)N[C@H]([C@@H](C)CC)C(=O)N[C@@H]([C@@H](C)CC)C(=O)N[C@@H](CO)C(=O)N[C@H]1C(N[C@@H](C)C(=O)N[C@@H](C[C@@H]2NC(=N)NC2)C(=O)N[C@H](C(=O)O[C@H]1C)[C@@H](C)CC)=O)NC)C1=CC=CC=C1 LMBFAGIMSUYTBN-MPZNNTNKSA-N 0.000 claims 3
- 125000004466 alkoxycarbonylamino group Chemical group 0.000 claims 2
- 125000005088 alkynylcarbonylamino group Chemical group 0.000 claims 2
- GRBRJDJWLAMIIY-UHFFFAOYSA-N 4-ethyl-5,5-diphenyl-4h-1,2-oxazole-3-carboxylic acid Chemical compound CCC1C(C(O)=O)=NOC1(C=1C=CC=CC=1)C1=CC=CC=C1 GRBRJDJWLAMIIY-UHFFFAOYSA-N 0.000 claims 1
- 125000005089 alkenylaminocarbonyl group Chemical group 0.000 claims 1
- 125000005091 alkenylcarbonylamino group Chemical group 0.000 claims 1
- 125000004949 alkyl amino carbonyl amino group Chemical group 0.000 claims 1
- 125000004457 alkyl amino carbonyl group Chemical group 0.000 claims 1
- 125000005095 alkynylaminocarbonyl group Chemical group 0.000 claims 1
- 125000005109 alkynylthio group Chemical group 0.000 claims 1
- 125000000000 cycloalkoxy group Chemical group 0.000 claims 1
- YROXIXLRRCOBKF-UHFFFAOYSA-N sulfonylurea Chemical class OC(=N)N=S(=O)=O YROXIXLRRCOBKF-UHFFFAOYSA-N 0.000 claims 1
- 239000002253 acid Substances 0.000 abstract description 5
- 150000007513 acids Chemical class 0.000 abstract description 5
- PNKYIZBUGAZUHQ-UHFFFAOYSA-N 2-quinolin-8-yloxyacetic acid Chemical class C1=CN=C2C(OCC(=O)O)=CC=CC2=C1 PNKYIZBUGAZUHQ-UHFFFAOYSA-N 0.000 abstract description 2
- WITMXBRCQWOZPX-UHFFFAOYSA-N 1-phenylpyrazole Chemical class C1=CC=NN1C1=CC=CC=C1 WITMXBRCQWOZPX-UHFFFAOYSA-N 0.000 abstract 1
- KINVSCCCUSCXTA-UHFFFAOYSA-N 1-phenyltriazole Chemical class N1=NC=CN1C1=CC=CC=C1 KINVSCCCUSCXTA-UHFFFAOYSA-N 0.000 abstract 1
- JFJWVJAVVIQZRT-UHFFFAOYSA-N 2-phenyl-1,3-dihydropyrazole Chemical class C1C=CNN1C1=CC=CC=C1 JFJWVJAVVIQZRT-UHFFFAOYSA-N 0.000 abstract 1
- DGJNGBILNBXYHB-UHFFFAOYSA-N 5-benzyl-4,5-dihydro-1,2-oxazole-3-carboxylic acid Chemical class C1C(C(=O)O)=NOC1CC1=CC=CC=C1 DGJNGBILNBXYHB-UHFFFAOYSA-N 0.000 abstract 1
- UYOWAKYOTZHBRD-UHFFFAOYSA-N 5-phenyl-4,5-dihydro-1,2-oxazole Chemical class C1C=NOC1C1=CC=CC=C1 UYOWAKYOTZHBRD-UHFFFAOYSA-N 0.000 abstract 1
- 150000008064 anhydrides Chemical class 0.000 abstract 1
- 229940054066 benzamide antipsychotics Drugs 0.000 abstract 1
- 125000004498 isoxazol-4-yl group Chemical group O1N=CC(=C1)* 0.000 abstract 1
- 239000013543 active substance Substances 0.000 description 45
- 0 *C(=O)C([N+]#[C-])C(=O)C1=CC=CC=C1.*C1=C(C(=O)C2=CC=CC=C2)C=NO1.CC.CC Chemical compound *C(=O)C([N+]#[C-])C(=O)C1=CC=CC=C1.*C1=C(C(=O)C2=CC=CC=C2)C=NO1.CC.CC 0.000 description 39
- 239000000460 chlorine Substances 0.000 description 27
- 125000004432 carbon atom Chemical group C* 0.000 description 18
- 239000008187 granular material Substances 0.000 description 12
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 12
- 239000000126 substance Substances 0.000 description 11
- 229910052801 chlorine Inorganic materials 0.000 description 9
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 description 9
- 125000003342 alkenyl group Chemical group 0.000 description 8
- 239000004495 emulsifiable concentrate Substances 0.000 description 8
- 229910052731 fluorine Inorganic materials 0.000 description 8
- 238000012360 testing method Methods 0.000 description 8
- 230000009261 transgenic effect Effects 0.000 description 8
- 239000004562 water dispersible granule Substances 0.000 description 8
- DGAQECJNVWCQMB-PUAWFVPOSA-M Ilexoside XXIX Chemical compound C[C@@H]1CC[C@@]2(CC[C@@]3(C(=CC[C@H]4[C@]3(CC[C@@H]5[C@@]4(CC[C@@H](C5(C)C)OS(=O)(=O)[O-])C)C)[C@@H]2[C@]1(C)O)C)C(=O)O[C@H]6[C@@H]([C@H]([C@@H]([C@H](O6)CO)O)O)O.[Na+] DGAQECJNVWCQMB-PUAWFVPOSA-M 0.000 description 7
- 231100000674 Phytotoxicity Toxicity 0.000 description 7
- 125000000217 alkyl group Chemical group 0.000 description 7
- 239000000839 emulsion Substances 0.000 description 7
- 238000002474 experimental method Methods 0.000 description 7
- 239000000843 powder Substances 0.000 description 7
- 239000011734 sodium Substances 0.000 description 7
- 229910052708 sodium Inorganic materials 0.000 description 7
- 239000002689 soil Substances 0.000 description 7
- YNAVUWVOSKDBBP-UHFFFAOYSA-N Morpholine Chemical compound C1COCCN1 YNAVUWVOSKDBBP-UHFFFAOYSA-N 0.000 description 6
- 230000009471 action Effects 0.000 description 6
- 235000013339 cereals Nutrition 0.000 description 6
- 239000003995 emulsifying agent Substances 0.000 description 6
- 239000000463 material Substances 0.000 description 6
- 239000000575 pesticide Substances 0.000 description 6
- 238000002360 preparation method Methods 0.000 description 6
- 125000006413 ring segment Chemical group 0.000 description 6
- ILMGMVZIMXEFSB-UHFFFAOYSA-N CC.O=C([V])c1ccccc1 Chemical compound CC.O=C([V])c1ccccc1 ILMGMVZIMXEFSB-UHFFFAOYSA-N 0.000 description 5
- ZAMOUSCENKQFHK-UHFFFAOYSA-N Chlorine atom Chemical compound [Cl] ZAMOUSCENKQFHK-UHFFFAOYSA-N 0.000 description 5
- 230000000694 effects Effects 0.000 description 5
- RTZKZFJDLAIYFH-UHFFFAOYSA-N ether Substances CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 description 5
- 125000003754 ethoxycarbonyl group Chemical group C(=O)(OCC)* 0.000 description 5
- 238000000227 grinding Methods 0.000 description 5
- 125000000956 methoxy group Chemical group [H]C([H])([H])O* 0.000 description 5
- 238000002156 mixing Methods 0.000 description 5
- 239000004094 surface-active agent Substances 0.000 description 5
- PXGOKWXKJXAPGV-UHFFFAOYSA-N Fluorine Chemical compound FF PXGOKWXKJXAPGV-UHFFFAOYSA-N 0.000 description 4
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- ODCWYMIRDDJXKW-UHFFFAOYSA-N simazine Chemical compound CCNC1=NC(Cl)=NC(NCC)=N1 ODCWYMIRDDJXKW-UHFFFAOYSA-N 0.000 description 1
- MGLWZSOBALDPEK-UHFFFAOYSA-N simetryn Chemical compound CCNC1=NC(NCC)=NC(SC)=N1 MGLWZSOBALDPEK-UHFFFAOYSA-N 0.000 description 1
- 235000019333 sodium laurylsulphate Nutrition 0.000 description 1
- 229920005552 sodium lignosulfonate Polymers 0.000 description 1
- NNMHYFLPFNGQFZ-UHFFFAOYSA-M sodium polyacrylate Chemical compound [Na+].[O-]C(=O)C=C NNMHYFLPFNGQFZ-UHFFFAOYSA-M 0.000 description 1
- 159000000000 sodium salts Chemical class 0.000 description 1
- 239000004550 soluble concentrate Substances 0.000 description 1
- 239000000243 solution Substances 0.000 description 1
- 238000001179 sorption measurement Methods 0.000 description 1
- 241000894007 species Species 0.000 description 1
- 230000003068 static effect Effects 0.000 description 1
- 230000000707 stereoselective effect Effects 0.000 description 1
- 125000000547 substituted alkyl group Chemical group 0.000 description 1
- 125000003107 substituted aryl group Chemical group 0.000 description 1
- 150000003455 sulfinic acids Chemical class 0.000 description 1
- 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 1
- BCQMBFHBDZVHKU-UHFFFAOYSA-N terbumeton Chemical compound CCNC1=NC(NC(C)(C)C)=NC(OC)=N1 BCQMBFHBDZVHKU-UHFFFAOYSA-N 0.000 description 1
- IROINLKCQGIITA-UHFFFAOYSA-N terbutryn Chemical compound CCNC1=NC(NC(C)(C)C)=NC(SC)=N1 IROINLKCQGIITA-UHFFFAOYSA-N 0.000 description 1
- FZXISNSWEXTPMF-UHFFFAOYSA-N terbutylazine Chemical compound CCNC1=NC(Cl)=NC(NC(C)(C)C)=N1 FZXISNSWEXTPMF-UHFFFAOYSA-N 0.000 description 1
- 125000000999 tert-butyl group Chemical group [H]C([H])([H])C(*)(C([H])([H])[H])C([H])([H])[H] 0.000 description 1
- 125000003718 tetrahydrofuranyl group Chemical group 0.000 description 1
- 125000001712 tetrahydronaphthyl group Chemical group C1(CCCC2=CC=CC=C12)* 0.000 description 1
- VLLMWSRANPNYQX-UHFFFAOYSA-N thiadiazole Chemical compound C1=CSN=N1.C1=CSN=N1 VLLMWSRANPNYQX-UHFFFAOYSA-N 0.000 description 1
- 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 1
- 150000003566 thiocarboxylic acids Chemical class 0.000 description 1
- DQFPEYARZIQXRM-LTGZKZEYSA-N tralkoxydim Chemical compound C1C(=O)C(C(/CC)=N/OCC)=C(O)CC1C1=C(C)C=C(C)C=C1C DQFPEYARZIQXRM-LTGZKZEYSA-N 0.000 description 1
- 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 1
- 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 1
- REEQLXCGVXDJSQ-UHFFFAOYSA-N trichlopyr Chemical compound OC(=O)COC1=NC(Cl)=C(Cl)C=C1Cl REEQLXCGVXDJSQ-UHFFFAOYSA-N 0.000 description 1
- ZBZJXHCVGLJWFG-UHFFFAOYSA-N trichloromethyl(.) Chemical compound Cl[C](Cl)Cl ZBZJXHCVGLJWFG-UHFFFAOYSA-N 0.000 description 1
- 125000000876 trifluoromethoxy group Chemical group FC(F)(F)O* 0.000 description 1
- ZSDSQXJSNMTJDA-UHFFFAOYSA-N trifluralin Chemical compound CCCN(CCC)C1=C([N+]([O-])=O)C=C(C(F)(F)F)C=C1[N+]([O-])=O ZSDSQXJSNMTJDA-UHFFFAOYSA-N 0.000 description 1
- AKTQJCBOGPBERP-UHFFFAOYSA-N triflusulfuron Chemical compound FC(F)(F)COC1=NC(N(C)C)=NC(NC(=O)NS(=O)(=O)C=2C(=CC=CC=2C)C(O)=O)=N1 AKTQJCBOGPBERP-UHFFFAOYSA-N 0.000 description 1
- IMEVJVISCHQJRM-UHFFFAOYSA-N triflusulfuron-methyl Chemical compound 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 1
- 229930195735 unsaturated hydrocarbon Natural products 0.000 description 1
- 235000013311 vegetables Nutrition 0.000 description 1
- 230000000007 visual effect Effects 0.000 description 1
- 239000001993 wax Substances 0.000 description 1
- 238000001238 wet grinding Methods 0.000 description 1
- 239000004563 wettable powder Substances 0.000 description 1
- 239000000080 wetting agent Substances 0.000 description 1
- 239000002023 wood Substances 0.000 description 1
- 239000008096 xylene Substances 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
- A01N37/00—Biocides, pest repellants or attractants, or plant growth regulators containing organic compounds containing a carbon atom having three bonds to hetero atoms with at the most two bonds to halogen, e.g. carboxylic acids
- A01N37/42—Biocides, pest repellants or attractants, or plant growth regulators containing organic compounds containing a carbon atom having three bonds to hetero atoms with at the most two bonds to halogen, e.g. carboxylic acids containing within the same carbon skeleton a carboxylic group or a thio analogue, or a derivative thereof, and a carbon atom having only two bonds to hetero atoms with at the most one bond to halogen, e.g. keto-carboxylic acids
-
- 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
- A01N25/00—Biocides, pest repellants or attractants, or plant growth regulators, characterised by their forms, or by their non-active ingredients or by their methods of application, e.g. seed treatment or sequential application; Substances for reducing the noxious effect of the active ingredients to organisms other than pests
- A01N25/32—Ingredients for reducing the noxious effect of the active substances to organisms other than pests, e.g. toxicity reducing compositions, self-destructing compositions
-
- 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
- A01N35/00—Biocides, pest repellants or attractants, or plant growth regulators containing organic compounds containing a carbon atom having two bonds to hetero atoms with at the most one bond to halogen, e.g. aldehyde radical
- A01N35/06—Biocides, pest repellants or attractants, or plant growth regulators containing organic compounds containing a carbon atom having two bonds to hetero atoms with at the most one bond to halogen, e.g. aldehyde radical containing keto or thioketo groups as part of a ring, e.g. cyclohexanone, quinone; Derivatives thereof, e.g. ketals
-
- 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
- A01N43/48—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having rings with two nitrogen atoms as the only ring hetero atoms
- A01N43/56—1,2-Diazoles; Hydrogenated 1,2-diazoles
-
- A—HUMAN NECESSITIES
- A01—AGRICULTURE; FORESTRY; ANIMAL HUSBANDRY; HUNTING; TRAPPING; FISHING
- A01N—PRESERVATION OF BODIES OF HUMANS OR ANIMALS OR PLANTS OR PARTS THEREOF; BIOCIDES, e.g. AS DISINFECTANTS, AS PESTICIDES OR AS HERBICIDES; PEST REPELLANTS OR ATTRACTANTS; PLANT GROWTH REGULATORS
- A01N43/00—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds
- A01N43/72—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having rings with nitrogen atoms and oxygen or sulfur atoms as ring hetero atoms
- A01N43/80—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having rings with nitrogen atoms and oxygen or sulfur atoms as ring hetero atoms five-membered rings with one nitrogen atom and either one oxygen atom or one sulfur atom in positions 1,2
Definitions
- the invention relates to the technical field of the crop protection products, in particular the herbicide/antidote combinations (herbicide/safener combinations) which are outstandingly suitable for the use against competing harmful plants in crops of useful plants.
- HPPDO p-hydroxyphenylpyruvate dioxygenase
- U.S. Pat. No. 5,627,131, EP 551650 and EP 298680 disclose specific mixtures of herbicides with safeners, particularly pre-emergence safeners.
- a safener is, for the purposes of the invention, a compound or a mixture of compounds which compensates for, or reduces, the phytotoxic properties of a herbicide toward useful plants without essentially reducing the herbicidal action against harmful plants.
- the invention therefore relates to a herbicidally active composition
- a herbicidally active composition comprising a mixture of
- a herbicidally active amount is, for the purposes of the invention, such an amount of one or more herbicides which is capable of adversely affecting plant growth.
- An antidotically effective amount is, for the purposes of the invention, such an amount of one or more safeners which is capable of at least partially countering the phytotoxic effect of a herbicide or herbicide mixture on a useful plant.
- alkyl, alkoxy, haloalkyl, haloalkoxy, alkylamino and alkylthio and the corresponding unsaturated and/or substituted radicals can be in each case straight-chain or branched in the carbon skeleton.
- Alkyl radicals also the composite meanings such as alkoxy, haloalkyl and the like, preferably have 1 to 4 carbon atoms and are, for example, methyl, ethyl, n- or i-propyl or n-, i-, t- or 2-butyl.
- Alkenyl and alkynyl radicals have the meanings of the unsaturated radicals which are possible which correspond to the alkyl radicals; alkenyl is, for example, allyl, 1-methylprop-2-en-1-yl, 2-methylprop-2-en-1-yl, but-2-en-1-yl, but-3-en-1-yl, 1-methylbut-3-en-1-yl and 1-methylbut-2-en-1-yl.
- Alkynyl is, for example, propargyl, but-2-yn-1-yl, but-3-yn-1-yl, 1-methylbut-3-yn-1-yl.
- (C 1 -C 4 )-Alkyl is the abbreviation for alkyl having 1 to 4 carbon atoms; the same applies analogously to other general definitions of radicals, where the range of the possible number of carbon atoms is indicated in brackets.
- Cycloalkyl is, preferably, a cyclic alkyl radical having 3 to 8, preferably 3 to 7, especially preferably 3 to 6, carbon atoms, for example cyclopropyl, cyclobutyl, cyclopentyl and cyclohexyl.
- Cycloalkenyl and cycloalkinyl denote corresponding unsaturated compounds.
- Halogen is fluorine, chlorine, bromine or iodine.
- Haloalkyl, haloalkenyl and haloalkynyl are alkyl, alkenyl or alkynyl which are partially or fully substituted by halogen, preferably by fluorine, chlorine and/or bromine, in particular by fluorine or chlorine, for example CF 3 , CHF 2 , CH 2 F, CF 3 CF 2 , CH 2 FCHCl, CCl 3 , CHCl 2 , CH 2 CH 2 Cl.
- Haloalkoxy is, for example, OCF 3 , OCHF 2 , OCH 2 F, CF 3 CF 2 O, OCH 2 CF 3 and OCH 2 CH 2 Cl. This also applies analogously to other halogen-substituted radicals.
- a hydrocarbon radical can be an aromatic or an aliphatic hydrocarbon radical, where an aliphatic hydrocarbon radical is generally a straight-chain or branched saturated or unsaturated hydrocarbon radical, preferably having 1 to 18, especially preferably 1 to 12, carbon atoms, for example alkyl, alkenyl or alkynyl.
- Aliphatic hydrocarbon radical preferably means alkyl, alkenyl or alkynyl having up to 12 carbon atoms; the same applies analogously to an aliphatic hydrocarbon radical in a hydrocarbon-oxy radical.
- Aryl is generally a mono-, bi- or polycyclic aromatic system having by preference 6-20 carbon atoms, preferably 6 to 14 carbon atoms, especially preferably 6 to 10 carbon atoms, for example phenyl, naphthyl, tetrahydronaphthyl, indenyl, indanyl, pentalenyl and fluorenyl, especially preferably phenyl.
- Heterocyclic ring, heterocyclic radical or heterocyclyl is a mono-, bi- or polycyclic ring system which is saturated, unsaturated and/or aromatic and contains one or more, preferably 1 to 4, hetero atoms, preferably selected from the group consisting of N, S and O.
- saturated heterocycles having 3 to 7 ring atoms and one or two hetero atoms selected from the group consisting of N, O and S, their chalcogens not being adjacent.
- monocyclic rings having 3 to 7 ring atoms and a hetero atom selected from the group consisting of N, O and S, and also morpholine, dioxolane, piperazine, imidazoline and oxazolidine.
- Very especially preferred saturated heterocycles are oxirane, pyrrolidone, morpholine and tetrahydrofuran.
- partially unsaturated heterocycles having 5 to 7 ring atoms and one or two hetero atoms selected from the group consisting of N, O and S.
- partially unsaturated heterocycles having 5 to 6 ring atoms and one hetero atom selected from the group consisting of N. O and S.
- Very especially preferred partially unsaturated heterocycles are pyrazoline, imidazoline and isoxazoline.
- heteroaryl for example mono- or bicyclic aromatic heterocycles having 5 to 6 ring atoms which contain one to four hetero atoms selected from the group consisting of N. O, S, the chalcogens not being adjacent.
- monocyclic aromatic heterocycles having 5 to 6 ring atoms which contains a hetero atom selected from the group consisting of N, O and S, and also pyrimidine, pyrazine, pyridazine, oxazole, thiazole, thiadiazole, oxadiazole, pyrazole, triazole and isoxazole.
- pyrazole, thiazole, triazole and furan are especially preferred.
- Substituted radicals such as substituted hydrocarbon radicals, for example substituted alkyl, alkenyl, alkynyl, aryl such as phenyl and arylalkyl such as benzyl, or substituted heterocyclyl, are a substituted radical which is derived from an unsubstituted skeleton, the substituents being, by preference, one or more, by preference 1, 2 or 3, in the case of Cl and F also up to the maximum possible number of, substituents selected from the group consisting of halogen, alkoxy, haloalkoxy, alkylthio, hydroxyl, amino, nitro, carboxyl, cyano, azido, alkoxycarbonyl, alkylcarbonyl, formyl, carbamoyl, mono- and dialkylaminocarbonyl, substituted amino such as acylamino, mono- and dialkylamino and alkylsulfynyl, haloalkylsulfyny
- radicals having carbon atoms those having 1 to 4 carbon atoms, in particular 1 or 2 carbon atoms, are preferred.
- preferred substituents are those seelected from the group consisting of halogen, for example fluorine or chlorine, (C 1 -C 4 )-alkyl, preferably methyl or ethyl, (C 1 -C 4 )-haloalkyl, preferably trifluoromethyl, (C 1 -C 4 )-alkoxy, preferably methoxy or ethoxy, (C 1 -C 4 )-haloalkoxy, nitro and cyano.
- halogen for example fluorine or chlorine
- (C 1 -C 4 )-alkyl preferably methyl or ethyl
- C 1 -C 4 )-haloalkyl preferably trifluoromethyl
- C 1 -C 4 )-alkoxy preferably methoxy or ethoxy
- Mono- or disubstituted amino is a chemically stable radical selected from the group of the substituted amino radicals which are N-substituted by, for example, one or two identical or different radicals selected from the group consisting of alkyl, alkoxy, acyl and aryl; preferably monoalkylamino, dialkylamino, acylamino, arylamino, N-alkyl-N-Arylamino and N-heterocycles.
- aryl is phenyl.
- substituted aryl is substituted phenyl.
- acyl preferably (C 1 -C 4 )-alkanoyl. This also applies analogously to substituted hydroxylamino or hydrazino.
- optionally substituted phenyl is phenyl which is unsubstituted or mono- or polysubstituted, preferably up to trisubstituted, in the case of halogen such as Cl and F also up to pentasubstituted, by identical or different radicals selected from the group consisting of halogen, (C 1 -C 4 )-alkyl, (C 1 -C 4 )-alkoxy, (C 1 -C 4 )-haloalkyl, (C 1 -C 4 )-haloalkoxy and nitro, for example o-, m- and p-tolyl, dimethylphenyls, 2-, 3- and 4-chloro-phenyl, 2-, 3- and 4-trifluoro- and -trichlorophenyl, 2,4-, 3,5-, 2,5- and 2,3-dichlorophenyl, o-, m- and p-methoxyphenyl.
- halogen such as Cl and
- An acyl radical is the radical of an organic acid having by preference up to 6 carbon atoms, for example the radical of a carboxylic acid and radicals of acids derived therefrom, such as thiocarboxylic acid, optionally N-substituted iminocarboxylic acids, or the radical of carbonic monoesters, optionally N-substituted carbamic acids, sulfonic acid, sulfinic acids, phoshonic acids, phosphinic acids.
- Acyl is, for example, formyl, alkylcarbonyl such as (C 1 -C 4 -alkyl)-carbonyl, phenylcarbonyl, it being possible for the phenyl ring to be substituted, for example as indicated above for phenyl, or alkyloxycarbonyl, phenyloxycarbonyl, benzyloxy-carbonyl, alkylsulfonyl, alkylsulfynyl or N-alkyl-1-iminoalkyl.
- stereoisomers which show the same topological linkage of the atoms, and their mixtures, also fall under the formulae (I) to (VIII). Such compounds contain one or more asymmetric carbon atoms or else double bonds which are not indicated specifically in the general formulae.
- the stereoisomers which are possible which are defined by their specific spatial form, such as enantiomers, diastereomers, Z- and E-isomers, can be obtained form mixtures of the stereoisomers by customnary methods or else be prepared by stereoselective reactions in combination with the use of stereochemically pure starting materials.
- Herbicidally active substances which are suitable in accordance with the invention are those compounds of the formula (I) which, on their own, cannot be used, or not optimally used, in cereal crops, rice and/or maize because they are too harmful to the crop plants.
- Herbicides of the formula (I) are known, for example, from EP-A 0 137 963, EP-A 0 352 543, EP-A 0 418 175, EP-A 0 496 631 and AU-A 672 058.
- the compounds of the formula (II) are known, for example, from EP-A-0 333 131 (ZA-89/1960), EP-A-0 269 806 (U.S. Pat. No.
- EP-A-0 346 620 (AU-A-89/34951), EP-A-0 174 562, EP-A-0 346 620 (WO-A-91/08 202), WO-A-91/07 874 or WO-A 95/07 897 (ZA 9417120) and the literature cited therein or can be prepared by or analogously to the processes described therein.
- the compounds of the formula. (III) are known from EP-A-0 086 750, EP-A-0 94349 (U.S. Pat. No. A-902,340), EP-A-0 191736 (U.S. Pat. No.
- Preferred herbicide/safener combinations are those which comprise safeners of the formula (II) and/or (III) where the symbols and indices have the following meanngs:
- R 24 is hydrogen, (C 1 -C 18 )-alkyl, (C 3 -C 12 )-cycloalkyl, (C 2 -C 8 )-alkenyl and (C 2 -C 18 )-alkynyl, where the carbon-containing groups can be substituted by one or more preferably up to three, radicals R 50 ;
- R 50 is identical or different halogen, hydroxyl, (C 1 -C 8 )-alkoxy, (C 1 -C 8 )-alkylthio, (C 2 -C 8 )-alkenylthio, (C 2 -C 8 )-alkynylthio, (C 2 -C 8 )-alkenyloxy, (C 2 -C 8 )-alkynyloxy, (C 3 -C 7 )-cycloalkyl, (C 3 -C 7 )-cycloalkoxy, cyano, mono- and di-(C 1 -C 4 )-alkyl)amino, carboxyl, (C 1 -C 8 )-alkoxycarbonyl, (C 2 -C 8 )-alkenyloxycarbonyl, (C 1 -C 8 )-alkylthiocarbonyl, (C 2 -C 8 )-alkynyloxycarbonyl, (C 1
- herbicide/safener combinations which comprise safeners of the formula (II) and/or (III) where the symbols and indices have the following meanings:
- herbicidal compositions comprising a safener of the formula (II) where the symbols and indices have the following meanings:
- safeners are compounds of the formula (V) or salts thereof in which
- This allows the field of application of conventional crop protection products to be widened quite considerably and to be extended to, for example, crops such as wheat, barley, maize, rice and other crops in which a use of the herbicides was hitherto impossible, or only limited, that is to say at low rates and with a restricted spectrum.
- the herbicidally active substances and the abovementioned safeners can be applied together (as a readymix or by the tank mix method) or in succession in any desired sequence.
- the weight ratio of safener: herbicidally active substance may vary within wide limits and is preferably within the range from 1:100 to 100:1, in particular from 1:10 to 10:1.
- the optimum amounts of herbicidally active substance and safener in each case depend on the type of the herbicidally active substance used or on the safener used and on the species of the crop stand to be treated and can be determined in each individual case by simple, routine preliminary experiments.
- the main fields of application for the combinations according to the invention are, in particular, maize and cereal crops (for example wheat, rye, barley, oats), rice, sorghum, but also cotton and soybeans, preferably cereals, rice and maize.
- maize and cereal crops for example wheat, rye, barley, oats
- rice, sorghum but also cotton and soybeans, preferably cereals, rice and maize.
- the safeners employed in accordance with the invention can be used for pretreating the seeds of a crop plant (seed dressing), or be incorporated into the seed furrows prior to sowing or applied together with the herbicide before or after plant emergence.
- the preemergence treatment includes not only the treatment of the area under cultivation prior to sowing and the treatment of the areas under cultivation where the seeds have been planted but the plants have not yet emerged.
- the application rates of safener required may vary within wide limits depending on the indication and the herbicidally active substance used and are generally in the range of from 0.001 to 5 kg, preferably 0.005 to 0.5 kg, of active substance per hectare.
- the present invention therefore also relates to a method of protecting crop plants from phytotoxic side effects of herbicides of the formula (I), which comprises applying an antidote-effective amount of a compound of the formula (II), (III), (IV), (V), (VI), (VII) and/or (selected from group (b)) to the plants, the seeds of the plants or the area under cultivation, either before, after or simultaneously with the herbicidally active substance A of the formula (I).
- the herbicide/safener combination according to the invention may also be employed for controlling harmful plants in crops of genetically engineered plants which are either known or still to be developed.
- the transgenic plants are distinguished by particular, advantageous properties, for example by resistances to certain crop protection agents, resistances to plant diseases or pathogens causing plant diseases such as particular insects or microorganisms such as fungi, bacteria or viruses.
- Other particular properties relate for example, to the harvested material in terms of quantity, quality, storing properties, composition and specific constituents.
- transgenic plants are known which have an increased starch content or an altered starch quality, or those where the harvested material has a different fatty acid composition.
- effects on harmful plants to be observed in other crops are frequently accompanied by effects which are specific for application in the transgenic crop in question, for example an altered or specifically widened weed spectrum which can be controlled, altered application rates which may be used, preferably good compatibility with the herbicides to which the transgenic crop is resistant, and altered growth and yield of the transgenic crop plants.
- the invention therefore also relates to the use of the combination according to the invention for controlling harmful plants in transgenic crop plants.
- the safeners of the formulae (III)-(VI) and of group (b) and their combinations with one or more of the abovementioned herbicidally active substances of the formula (II) can be formulated in various ways, depending on the biological and/or chemico-physical parameters specified. Examples of suitable-formulations which are possible are:
- WP wettable powders
- EC emulsifiable concentrates
- SP water-soluble powders
- SL water-soluble concentrates
- BW concentrated emulsions
- CS capsule suspensions
- SC oil- or water-based dispersions
- DP dusts
- O oil-miscible solutions
- GR seed treatment products
- water-soluble granules (SG) water-dispersible granules (WG)
- ULV formulations microcapsules and waxes.
- the formulation auxiliaries which may be required, such as inert materials, surfactants, solvents and other additives are also known and described, for example, in: Watkins, “Handbook of Insecticide Dust Diluents and Carriers”, 2 nd Ed., Darland Books, Caldwell N.J., H. v. Olphen, “Introduction to Clay Colloid Chemistry”, 2 nd Ed., J. Wiley & Sons, N.Y.; C. Marsden, “Solvents Guide”, 2 nd Ed., Interscience, N.Y. 1963; McCutcheon's “Detergents and Emulsifiers Annual”, MC Publ.
- Wettable powders are preparations which are uniformly dispersible in water and which, besides the active substance, also comprise ionic and/or nonionic surfactants (wetting agents, dispersants), for example polyoxyethylated alkylphenols, polyoxyethylated fatty alcohols, polyoxyethylated fatty amines, fatty alcohol polyglycol ether sulfates, alkanesulfonates, alkylbenzenesulfonates, sodium lignosulfonate, sodium 2,2′-dinaphthylmethane-6,6′-disulfonate, sodium dibutyinaphthalene-sulfonate, or else sodium oleoylmethyltaurinate, in addition to a diluent or inert substance.
- the herbicidally active substances are ground finely, for example in customary apparatus such as hammer mills, blower mills and air-jet mills, and they
- Emulsifiable concentrates are prepared, for example, by dissolving the active substance in an organic solvent such as butanol, cyclohexanone, dimethylformamide, xylene, or else higher-boiling saturated or unsaturated aliphatic or aromatic, or mixtures of the organic solvents with the addition of one or more ionic and/or nonionic surfactants (emulsifiers).
- organic solvent such as butanol, cyclohexanone, dimethylformamide, xylene, or else higher-boiling saturated or unsaturated aliphatic or aromatic, or mixtures of the organic solvents with the addition of one or more ionic and/or nonionic surfactants (emulsifiers).
- substances which can be used as emulsifiers are: calcium (C 6 -C 18 )-alkylarylsulfonates such as calcium dodecylbenzenesulfonate, or nonionic emulsifiers such as fatty acid polyglycol esters, (C 2 -C 18 )-alkylarylpolyglycol ethers, fatty alcohol polyglycol ethers, propylene oxide/ethylene oxide condensates, alkyl polyethers, sorbitan esters, such as sorbitan fatty acid esters or polyoxyethylene sorbitan esters such as polyoxyethylene sorbitan fatty acid esters.
- Dusts are generally obtained by grinding the active substance with finely divided solid substances, for example talc, natural clays such as kaolin, bentonite and pyrophyllite, or diatomaceous earth.
- finely divided solid substances for example talc, natural clays such as kaolin, bentonite and pyrophyllite, or diatomaceous earth.
- Suspension concentrates can be water- or oil-based. They can be prepared, for example, by wet-grinding using commercially available bead mills with or without addition of surfactants, for example those which have already been mentioned above in the case of the other formulation types.
- Emulsions for example oil-in-water emulsions (EW)
- EW oil-in-water emulsions
- Granules can be prepared either by spraying the active substance onto adsorptive, granulated inert material or by applying active substance concentrates to the surface of carriers such as sand, kaolinites or granulated inert material with the aid of binders, for example polyvinyl alcohol, sodium polyacrylate or else mineral oils.
- Suitable active substances can also be granulated in the manner which is conventional for the preparation of fertilizer granules, if desired as a mixture with fertilizers.
- water-dispersible granules are prepared by the customary processes such as spray-drying, fluidized-bed granulation, disk granulation, mixing with high-speed mixers and extrusion without solid inert material.
- the agrochemical formulations comprise 0.1 to 99% by weight, in particular 0.1 to 95% by weight, of active substances of the formulae (II)-(VII) and/or (b) or of the herbicide/antidote mixture of active substances (I) and (II)-(VII) and/or (b) and 1 to 99.9% by weight, in particular 5 to 99.8% by weight, of a solid or liquid additive and 0 to 25% by weight, in particular 0.1 to 25% by weight, of a surfactant.
- the active substance concentration is, for example, approximately 10 to 90% by weight, the remainder to 100% by weight being composed of customary formulation components. In the case of emulsifiable concentrates, the active substance concentration is approximately 1 to 80% by weight.
- Formulations in the form of dusts comprise approximately 1 to 20% by weight of active substance, sprayable solutions approximately 0.2 to 20% by weight of active substance.
- the active substance content depends partly on whether the active compound is in liquid or solid form. The active substance content of the water-dispersible granules is, as a rule, between 10 and 90% by weight.
- the abovementioned formulations of active substances may comprise, if appropriate, the adhesives, wetters, dispersants, emulsifiers, penetrants, preservatives, antifreeze agents, solvents, fillers, carriers, colorants, antifoams, evaporation inhibitors and pH and viscosity regulators which are customary in each case.
- Components which can be used for the mixtures according to the invention in mixed formualtions or in a tank mix are, for example, known active substances as they are described, for example, in Weed Research 26, 441-445 (1986), or “The Pesticide Manual”, 10 th edition, The British Crop Protection Council, 1994, and in the literature cited therein.
- Herbicides which are known from the literature and which can be combined with the mixtures according to the invention are, for example, the following active substances (note: either the common names in accordance with the International Organization for Standardization (ISO) or the chemical names, if appropriate together with the customary code number, of the compounds are given):
- acetochlor acifluorfen; aclonifen; AKH 7088, i.e. [[[1-[5-[2-chloro-4-(trifluoromethyl)-phenoxy]-2-nitrophenyl]-2-methoxyethylidene]-amino]-oxy]-acetic acid and its methyl ester; alachlor; alloxydim; ametryn; amidosulfuron; amitrol; AMS, i.e.
- ammonium sulfamate ammonium sulfamate; anilofos; asulam; atrazine; azafenidine (DPX-R6447), azimsulfurone (DPX-A8947); aziprotryn; barban; BAS 516H, i.e.
- the formulations which are in commercially available form are, if desired, diluted in the customary manner, for example using water in the case of wettable powders, emulsifiable concentrates, dispersions and water-dispersible granules.
- Preparations in the form of dusts, soil granules, granules for broadcasting and sprayable solutions are usually not diluted any further with other inert substances prior to use.
- the necessary application rate of the herbicides of the formula (I) varies with the external conditions such as, inter alia, temperature, humidity, and the nature of the herbicide used. It may be varied within wide limits, for example between 0.001 and 10.0 kg/ha or more of herbicide, but it is preferably between 0.005 and 5 kg/ha.
- a dust is obtained by mixing 10 parts by weight of a compound of the formula (II)-(VII) and/or from amongst group B (b) or of an active substance mixture of a herbicidally active substance of the formula (I) and a safener of the formula (II)-(VII) and/or from amongst group (b) and 90 parts by weight of talc as inert substance and comminuting the mixture in a hammer mill.
- a wettable powder which is readily dispersible in water is obtained by mixing 25 parts by weight of a compound of the formula (II)-(VII) and/or from amongst group B(b) or of an active substance mixture of a herbicidally active substance of the formula (I) and a safener of the formula (II)-(VII) and/or from amongst group B(b), 64 parts by weight of kaolin-containing quartz as inert substance, 10 parts by weight of potassium lignosulfonate and 1 part by weight of sodium oleoylmethyltaurinate as wetter and dispersant, and grinding the mixture in a pinned-disk mill.
- a concentrate which is readily dispersible or suspensible in water is obtained by mixing 20 parts by weight of a compound of the formula (II)-(VII) and/or from amongst group B(b) or of an active substance mixture of a herbicidally active substance of the formula (I) and a safener of the formula (II)-(VII) and/or from amongst group B(b), 6 parts by weight of alkylphenol polyglycol ether (®Triton X 207), 3 parts by weight of isotridecanbl polyglycol ether (8 EO) and 71 parts by weight of paraffinic mineral oil (boiling range, for example, approx. 255 to above 277° C.) and grinding the mixture in a ball mill to a fineness of below 5 microns.
- An emulsifiable concentrate is obtained from 15 parts by weight of a compound of the formula (II)-(VII) and/or from amongst group B(b) or of an active substance mixture of a herbicidally active substance of the formula (I) and a safener of the formula (II)-(VII) and/or from amongst group B(b), 75 parts by weight of cyclohexanone as solvent and 10 parts by weight of oxethylated nonylphenol as emulsifier.
- Water-dispersible granules are also obtained by homogenizing and precomminuting, in a colloid mill,
- Seeds or rhizome pieces of monocotyledonous and dicotyledonous harmful plants and useful plants are placed in sandy loam in pots of 9 to 13 cm diameter and covered with soil.
- rice plants and harmful plants which are undesired in this crop of useful plant, are grown in a waterlogged soil.
- Various doses of the herbicides and safeners formulated as emulsifiable concentrates or dusts were applied to the surface of the soil cover in the form of aqueous dispersions or suspensions or emulsions at a rate of 300 to 800 l of water/ha (converted), or, in the case of the rice test, poured into the irrigation water.
- the pots are then kept in the greenhouse under optimal conditions to grow the plants on. 3-4 weeks after the treatment, the damage to useful plants and harmful plants is scored visually. The damage is expressed in percentages in comparison with untreated controls.
- Safener b-1 1-[4-(2-Methoxybenzoylsulfamoyl)phenyl]-3-methylurea
- Safener c-1 2-Methoxy-N-[4-(2-methoxybenzoylsulfamoyl)phenyl]-acetamide
- Safener c-3 N-[4-(2-Methoxybenzoylsulfamoyl)phenyl]-cyclobutane-carboxamide
- Safener c-7 N-[4-(2-Chlorobenzoylsulfamoyl)phenyl]-cyclopropane-carboxamide
- Safener c-10 N-[4-(2-Trifluoromethoxybenzoylsulfamoyl)phenyl]-cyclo-propanecarboxamide
- ECHCG Echinocloa crus galli
- ABUTH Abutilon theophrasti
- Seeds or rhizome pieces of monocotyledonous and dicotyledonous harmful plants and useful plants are placed in sandy loam in pots of 9 to 13 cm diameter and covered with soil.
- rice plants and harmful plants which are undesired in this crop of useful plants are grown in a waterlogged soil. In the three-leaf stage, i.e.
- Herbicide 3-1 100-300 g a.i./ha; herbicide 3-1; wheat Damage [%] Product Dose Wheat Herbicide/safener [kg a.i./ha] (variety Ralle) Herbicide 3-1 300 40 Herbicide 3-1 200 35 Herbicide 3-1 100 30 Herbicide 3-1/safener II-9 300 + 150 10 Herbicide 3-1/safener II-9 200 + 100 5 Herbicide 3-1/safener II-9 100 + 50 0 Herbicide 3-2 300 45 Herbicide 3-2 200 30 Herbicide 3-2 100 30 Herbicide 3-2/safener II-9 300 + 300 10 Herbicide 3-2/safener II-9 200 + 200 0 Herbicide 3-2/safener II-9 100 + 100 0
- Safener II-9 Ethyl 5,5-diphenyl-2-isoxazoline-3-carboxylate
- Safener b-1 1-[4-(2-Methoxybenzoylsulfamoyl)phenyl]-3-methylurea
- Safener c-1 2-Methoxy-N-[4-(2-methoxybenzoylsulfamoyl)phenyl]-acetamide 2.
- Herbicide/safener [g a.i./ha] 14 dat 42 dat Herbicide 1-1 50 42 18 Herbicide 2 120 13 7 Herbicide 1-1 + herbicide 50 + 120 + 120 10 5 2 + safener II-9 Safener II-9 120 0 0 Herbicide 1-1: Herbicide Example No.
- Herbicide 2 N,N-Dimethyl-2-[3-(4,6-dimethoxypyrimidin-2-yl)ureido-sulfonyl]-4-formylaminobenzamide
- Safener II-9 Ethyl 5,5-diphenyl-2-isoxazoline-3-carboxylate
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US11/246,790 US20060030485A1 (en) | 1998-11-21 | 2005-10-07 | Herbicide/safener combinations |
US13/601,247 US8748343B2 (en) | 1998-11-21 | 2012-08-31 | Herbicide/safener combintions |
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DE19853827A DE19853827A1 (de) | 1998-11-21 | 1998-11-21 | Kombinationen aus Herbiziden und Safenern |
DE19853827.8 | 1998-11-21 | ||
PCT/EP1999/008470 WO2000030447A1 (de) | 1998-11-21 | 1999-11-05 | Kombinationen aus herbiziden und safenern |
US85618801A | 2001-05-17 | 2001-05-17 | |
US11/246,790 US20060030485A1 (en) | 1998-11-21 | 2005-10-07 | Herbicide/safener combinations |
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US09856188 Continuation | 1999-11-05 | ||
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Citations (17)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US5334753A (en) * | 1992-03-12 | 1994-08-02 | Rhone-Poulenc Agriculture Ltd | Processes for preparing ortho-substituted benzoic acids |
US5441922A (en) * | 1991-12-31 | 1995-08-15 | Hoechst Aktiengesellschaft | Combinations of benzoyl cyclohexanedione herbicides and crop-protecting substances |
US5516750A (en) * | 1993-09-16 | 1996-05-14 | Hoechst Schering Agrevo Gmbh | Substituted isoxazolines, process for their preparation, composition containing them, and their use of safeners |
DE4440354A1 (de) * | 1994-11-11 | 1996-05-15 | Hoechst Schering Agrevo Gmbh | Kombinationen aus Phenylsulfonylharnstoff-Herbiziden und Safenern |
US5561100A (en) * | 1990-12-08 | 1996-10-01 | Basf Aktiengesellschaft | Pyrido-fused 4-oxo-4H-benzopyrans, their preparation and their use as antidotes |
US5627131A (en) * | 1995-01-09 | 1997-05-06 | Zeneca Limited | Herbicidal compositions of 4-benzoylisoxazole and antidotes therefor |
US5631210A (en) * | 1996-06-14 | 1997-05-20 | E. I. Du Pont De Nemours And Company | Herbicidal thiophene ketones |
US5650533A (en) * | 1989-09-11 | 1997-07-22 | Rhone-Poulenc Agriculture Ltd. | Intermediates to herbicidal 4-substituted isoxazoles |
US5656573A (en) * | 1989-09-11 | 1997-08-12 | Rhone-Poulenc Agriculture Ltd. | Herbicidal 4-substituted isoxazoles |
US5747424A (en) * | 1989-09-11 | 1998-05-05 | Rhone-Poulenc Agriculture Ltd. | Herbicidal 4-substituted isoxazol |
US5804535A (en) * | 1997-06-09 | 1998-09-08 | Texas United Chemical Company, Llc. | Well drilling and servicing fluids and methods of increasing the low shear rate viscosity thereof |
US5804532A (en) * | 1991-01-25 | 1998-09-08 | Rhone-Poulenc Agriculture Limited | Herbicidal 2-cyano-1,3-diones |
US5905057A (en) * | 1997-11-06 | 1999-05-18 | Rhone-Poulenc Agrochimie | Herbicidal 4-benzoylisoxazole-3-carboxylate liquid compositions comprising N-alkylpyrrolidinone stabilizer |
EP0918056A1 (en) * | 1997-11-20 | 1999-05-26 | Rhone-Poulenc Agriculture Ltd. | Herbicides |
US6235682B1 (en) * | 1998-07-16 | 2001-05-22 | Board Of Trustees Operating Michigan State University | Compositions and methods for protecting cultivated plants from herbicidal injury |
US20010044382A1 (en) * | 1998-06-26 | 2001-11-22 | Willy Ruegg | Herbicide |
US6746987B2 (en) * | 1999-09-16 | 2004-06-08 | Syngenta Crop Protection, Inc. | Herbicidal composition |
Family Cites Families (28)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
DE440354C (de) | 1922-11-25 | 1927-02-12 | Siemens Elektrowaerme Ges M B | Elektrischer Strahlungsofen |
US4938796A (en) * | 1987-07-06 | 1990-07-03 | Ici Americas Inc. | Herbicidal compositions of acylated 1,3-dicarbonyl herbicides and antidotes therefor |
GB9101660D0 (en) | 1991-01-25 | 1991-03-06 | Rhone Poulenc Agriculture | New compositions of matter |
IL102674A (en) | 1991-08-05 | 1996-11-14 | Rhone Poulenc Agriculture | 4-Benzoyl isoxazole derivatives process for their preparation and herbicidal compositions containing them |
GB9116834D0 (en) | 1991-08-05 | 1991-09-18 | Rhone Poulenc Agriculture | Compositions of new matter |
US5401708A (en) | 1992-05-19 | 1995-03-28 | Kanzaki Paper Mfg. Co., Ltd. | Heat-sensitive recording material |
US5804432A (en) | 1992-06-18 | 1998-09-08 | Knapp; Doug | Method and apparatus for treating contaminated water |
GB9315796D0 (en) * | 1993-07-30 | 1993-09-15 | Rhone Poulenc Agriculture | New compositions of matter |
US5506195A (en) * | 1994-11-01 | 1996-04-09 | Zeneca Limited | Selective 1,3-cyclohexanedione corn herbicide |
ZA9610635B (en) * | 1995-12-21 | 1997-06-26 | Rhone Poulenc Agriculture | Herbicidal mixtures |
WO1997034485A1 (en) | 1996-03-15 | 1997-09-25 | Novartis Ag | Herbicidal synergistic composition and method of weed control |
GB9606015D0 (en) | 1996-03-22 | 1996-05-22 | Rhone Poulenc Agriculture | New herbicides |
US6297198B1 (en) | 1996-05-14 | 2001-10-02 | Syngenta Participations Ag | Isoxazole derivatives and their use as herbicides |
DE19621522A1 (de) † | 1996-05-29 | 1997-12-04 | Hoechst Schering Agrevo Gmbh | Neue N-Acylsulfonamide, neue Mischungen aus Herbiziden und Antidots und deren Verwendung |
DE69707907T2 (de) * | 1996-09-26 | 2002-05-16 | Syngenta Participations Ag, Basel | Herbizid wirkende zusammensetzung |
ATE207296T1 (de) | 1997-06-10 | 2001-11-15 | Aventis Cropscience Sa | Neue herbizide mischungen |
DE19742951A1 (de) * | 1997-09-29 | 1999-04-15 | Hoechst Schering Agrevo Gmbh | Acylsulfamoylbenzoesäureamide, diese enthaltende nutzpflanzenschützende Mittel und Verfahren zu ihrer Herstellung |
CN101176450A (zh) | 1998-06-16 | 2008-05-14 | 巴斯福股份公司 | 具有增效效果的除草混合物 |
DE19827855A1 (de) * | 1998-06-23 | 1999-12-30 | Hoechst Schering Agrevo Gmbh | Kombinationen aus Herbiziden und Safenern |
EP1089624A1 (en) * | 1998-06-26 | 2001-04-11 | Novartis Pharma AG. | Herbicidal composition |
KR20010079532A (ko) * | 1998-07-16 | 2001-08-22 | 바이세르트, 리펠 | 치환된 페녹시설포닐우레아를 포함하는 제초제 |
ATE294501T1 (de) * | 1998-07-16 | 2005-05-15 | Bayer Cropscience Gmbh | Herbizide mittel |
EP2319315B2 (de) * | 1998-08-13 | 2018-02-21 | Bayer CropScience AG | Herbizide Mittel für tolerante oder resistente Maiskulturen |
NL1009855C2 (nl) | 1998-08-13 | 2000-02-15 | Johan Bernhard Steege | Zweefvuilverzamelaar. |
PT1104239E (pt) * | 1998-08-13 | 2004-07-30 | Bayer Cropscience Gmbh | Herbicidas com aminofenilsulfonilureias acilatadas |
DE19853827A1 (de) | 1998-11-21 | 2000-05-25 | Aventis Cropscience Gmbh | Kombinationen aus Herbiziden und Safenern |
CA2383716C (en) | 1999-09-08 | 2011-11-01 | Aventis Cropscience Uk Limited | Methods for reducing the phytotoxicity of herbicides using pre-treatment with antidotes |
JP5734863B2 (ja) * | 2008-11-24 | 2015-06-17 | ダウ アグロサイエンシィズ エルエルシー | 禾穀類に対する6−(三置換フェニル)−4−アミノ−2−ピリジンカルボキシレート除草剤損傷の薬害軽減 |
-
1998
- 1998-11-21 DE DE19853827A patent/DE19853827A1/de not_active Withdrawn
-
1999
- 1999-05-11 UA UA2001064309A patent/UA70977C2/uk unknown
- 1999-11-05 AT AT99972493T patent/ATE252832T1/de active
- 1999-11-05 ID IDW00200101060A patent/ID29434A/id unknown
- 1999-11-05 JP JP2000583345A patent/JP4291516B2/ja not_active Expired - Lifetime
- 1999-11-05 IL IL14320599A patent/IL143205A/xx not_active IP Right Cessation
- 1999-11-05 CZ CZ20011773A patent/CZ303927B6/cs not_active IP Right Cessation
- 1999-11-05 SK SK681-2001A patent/SK287344B6/sk not_active IP Right Cessation
- 1999-11-05 EP EP99972493A patent/EP1130965B2/de not_active Expired - Lifetime
- 1999-11-05 AU AU13800/00A patent/AU768402B2/en not_active Expired
- 1999-11-05 BR BRPI9915516-8B1A patent/BR9915516B1/pt active IP Right Grant
- 1999-11-05 CN CNB998134678A patent/CN1195414C/zh not_active Expired - Lifetime
- 1999-11-05 TR TR2001/01399T patent/TR200101399T2/xx unknown
- 1999-11-05 DK DK99972493.3T patent/DK1130965T4/da active
- 1999-11-05 CA CA2351374A patent/CA2351374C/en not_active Expired - Lifetime
- 1999-11-05 KR KR1020017006303A patent/KR100678802B1/ko not_active Expired - Lifetime
- 1999-11-05 ES ES99972493T patent/ES2209561T5/es not_active Expired - Lifetime
- 1999-11-05 WO PCT/EP1999/008470 patent/WO2000030447A1/de active IP Right Grant
- 1999-11-05 RU RU2001117066/04A patent/RU2235464C2/ru active
- 1999-11-05 HU HU0105029A patent/HU229028B1/hu unknown
- 1999-11-05 DE DE59907567T patent/DE59907567D1/de not_active Expired - Lifetime
- 1999-11-05 PL PL347825A patent/PL199503B1/pl unknown
- 1999-11-16 CO CO99071922A patent/CO5221023A1/es not_active Application Discontinuation
- 1999-11-18 AR ARP990105872A patent/AR021321A1/es active IP Right Grant
-
2001
- 2001-04-25 BG BG105474A patent/BG64932B1/bg unknown
- 2001-05-08 ZA ZA200103701A patent/ZA200103701B/en unknown
-
2005
- 2005-10-07 US US11/246,790 patent/US20060030485A1/en not_active Abandoned
-
2012
- 2012-08-31 US US13/601,247 patent/US8748343B2/en not_active Expired - Fee Related
Patent Citations (19)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US5859283A (en) * | 1989-09-11 | 1999-01-12 | Rhone-Poulenc Agriculture Limited | Intermediates to herbicidal 4-substituted isoxazoles |
US5747424A (en) * | 1989-09-11 | 1998-05-05 | Rhone-Poulenc Agriculture Ltd. | Herbicidal 4-substituted isoxazol |
US5650533A (en) * | 1989-09-11 | 1997-07-22 | Rhone-Poulenc Agriculture Ltd. | Intermediates to herbicidal 4-substituted isoxazoles |
US5656573A (en) * | 1989-09-11 | 1997-08-12 | Rhone-Poulenc Agriculture Ltd. | Herbicidal 4-substituted isoxazoles |
US5561100A (en) * | 1990-12-08 | 1996-10-01 | Basf Aktiengesellschaft | Pyrido-fused 4-oxo-4H-benzopyrans, their preparation and their use as antidotes |
US5804532A (en) * | 1991-01-25 | 1998-09-08 | Rhone-Poulenc Agriculture Limited | Herbicidal 2-cyano-1,3-diones |
US5441922A (en) * | 1991-12-31 | 1995-08-15 | Hoechst Aktiengesellschaft | Combinations of benzoyl cyclohexanedione herbicides and crop-protecting substances |
US5334753A (en) * | 1992-03-12 | 1994-08-02 | Rhone-Poulenc Agriculture Ltd | Processes for preparing ortho-substituted benzoic acids |
US5516750A (en) * | 1993-09-16 | 1996-05-14 | Hoechst Schering Agrevo Gmbh | Substituted isoxazolines, process for their preparation, composition containing them, and their use of safeners |
US7141531B2 (en) * | 1994-11-11 | 2006-11-28 | Hoechst Schering Agrevo Gmbh | Combinations of phenylsulfonylurea herbicides and safeners |
DE4440354A1 (de) * | 1994-11-11 | 1996-05-15 | Hoechst Schering Agrevo Gmbh | Kombinationen aus Phenylsulfonylharnstoff-Herbiziden und Safenern |
US5627131A (en) * | 1995-01-09 | 1997-05-06 | Zeneca Limited | Herbicidal compositions of 4-benzoylisoxazole and antidotes therefor |
US5631210A (en) * | 1996-06-14 | 1997-05-20 | E. I. Du Pont De Nemours And Company | Herbicidal thiophene ketones |
US5804535A (en) * | 1997-06-09 | 1998-09-08 | Texas United Chemical Company, Llc. | Well drilling and servicing fluids and methods of increasing the low shear rate viscosity thereof |
US5905057A (en) * | 1997-11-06 | 1999-05-18 | Rhone-Poulenc Agrochimie | Herbicidal 4-benzoylisoxazole-3-carboxylate liquid compositions comprising N-alkylpyrrolidinone stabilizer |
EP0918056A1 (en) * | 1997-11-20 | 1999-05-26 | Rhone-Poulenc Agriculture Ltd. | Herbicides |
US20010044382A1 (en) * | 1998-06-26 | 2001-11-22 | Willy Ruegg | Herbicide |
US6235682B1 (en) * | 1998-07-16 | 2001-05-22 | Board Of Trustees Operating Michigan State University | Compositions and methods for protecting cultivated plants from herbicidal injury |
US6746987B2 (en) * | 1999-09-16 | 2004-06-08 | Syngenta Crop Protection, Inc. | Herbicidal composition |
Cited By (20)
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US8642509B2 (en) | 1999-09-08 | 2014-02-04 | Aventis Cropscience Uk Limited | Herbicidal compositions |
US20060240984A1 (en) * | 1999-09-08 | 2006-10-26 | Ken Pallett | Herbicidal compositions |
US20040248736A1 (en) * | 2003-06-06 | 2004-12-09 | Bayer Cropscience Gmbh | Herbicidal compositions comprising 3-aminobenzoylpyrazoles and safener |
WO2008002872A2 (en) | 2006-06-28 | 2008-01-03 | Pioneer Hi-Bred International, Inc. | Soybean event 3560.4.3.5 and compositions and methods for the identification and/or detection thereof |
EP2380987A2 (en) | 2006-06-28 | 2011-10-26 | Pioneer Hi-Bred International Inc. | Soybean event 3560.4.3.5 and compositions and methods for the identification and/or detection thereof |
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US20090215625A1 (en) * | 2008-01-07 | 2009-08-27 | Auburn University | Combinations of Herbicides and Safeners |
WO2012021785A1 (en) | 2010-08-13 | 2012-02-16 | Pioneer Hi-Bred International, Inc. | Compositions and methods comprising sequences having hydroxyphenylpyruvate dioxygenase (hppd) activity |
WO2012071040A1 (en) | 2010-11-24 | 2012-05-31 | Pioneer Hi-Bred International, Inc. | Brassica gat event dp-073496-4 and compositions and methods for the identification and/or detection thereof |
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WO2013188291A2 (en) | 2012-06-15 | 2013-12-19 | E. I. Du Pont De Nemours And Company | Methods and compositions involving als variants with native substrate preference |
WO2014100525A2 (en) | 2012-12-21 | 2014-06-26 | Pioneer Hi-Bred International, Inc. | Compositions and methods for auxin-analog conjugation |
WO2014159306A1 (en) | 2013-03-13 | 2014-10-02 | Pioneer Hi-Bred International, Inc. | Glyphosate application for weed control in brassica |
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US20160235067A1 (en) * | 2013-10-04 | 2016-08-18 | Bayer Cropscience Ag | Herbicide-safener compositions containing n-(1,3,4-oxadiazol-2-yl)aryl carboxylic acid amides |
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