CN1430471A - 基于杂芳氧基-乙酰胺的选择性除草剂 - Google Patents
基于杂芳氧基-乙酰胺的选择性除草剂 Download PDFInfo
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- CN1430471A CN1430471A CN01809989A CN01809989A CN1430471A CN 1430471 A CN1430471 A CN 1430471A CN 01809989 A CN01809989 A CN 01809989A CN 01809989 A CN01809989 A CN 01809989A CN 1430471 A CN1430471 A CN 1430471A
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- Prior art keywords
- methyl
- chloro
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- ethyl
- phenyl
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- 239000004009 herbicide Substances 0.000 title claims description 33
- 150000001875 compounds Chemical class 0.000 claims abstract description 73
- -1 heteroaryloxy acetamides Chemical class 0.000 claims abstract description 58
- 241000196324 Embryophyta Species 0.000 claims abstract description 38
- 239000013543 active substance Substances 0.000 claims abstract description 29
- 230000002363 herbicidal effect Effects 0.000 claims abstract description 22
- 239000005531 Flufenacet Substances 0.000 claims description 38
- IANUJLZYFUDJIH-UHFFFAOYSA-N flufenacet Chemical compound C=1C=C(F)C=CC=1N(C(C)C)C(=O)COC1=NN=C(C(F)(F)F)S1 IANUJLZYFUDJIH-UHFFFAOYSA-N 0.000 claims description 38
- 229910052760 oxygen Inorganic materials 0.000 claims description 34
- 239000001301 oxygen Substances 0.000 claims description 34
- 239000000203 mixture Substances 0.000 claims description 28
- FDDDEECHVMSUSB-UHFFFAOYSA-N sulfanilamide Chemical compound NC1=CC=C(S(N)(=O)=O)C=C1 FDDDEECHVMSUSB-UHFFFAOYSA-N 0.000 claims description 26
- 229940124530 sulfonamide Drugs 0.000 claims description 20
- 244000025254 Cannabis sativa Species 0.000 claims description 18
- 229910052731 fluorine Inorganic materials 0.000 claims description 16
- 239000011737 fluorine Substances 0.000 claims description 16
- JUJWROOIHBZHMG-UHFFFAOYSA-N pyridine Substances C1=CC=NC=C1 JUJWROOIHBZHMG-UHFFFAOYSA-N 0.000 claims description 15
- YZHUMGUJCQRKBT-UHFFFAOYSA-M sodium chlorate Chemical compound [Na+].[O-]Cl(=O)=O YZHUMGUJCQRKBT-UHFFFAOYSA-M 0.000 claims description 15
- YCKRFDGAMUMZLT-UHFFFAOYSA-N Fluorine atom Chemical compound [F] YCKRFDGAMUMZLT-UHFFFAOYSA-N 0.000 claims description 14
- 239000005560 Foramsulfuron Substances 0.000 claims description 13
- 150000003851 azoles Chemical class 0.000 claims description 13
- FLKPEMZONWLCSK-UHFFFAOYSA-N diethyl phthalate Chemical class CCOC(=O)C1=CC=CC=C1C(=O)OCC FLKPEMZONWLCSK-UHFFFAOYSA-N 0.000 claims description 13
- 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 claims description 13
- 150000003233 pyrroles Chemical class 0.000 claims description 12
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 claims description 11
- 239000012948 isocyanate Substances 0.000 claims description 10
- 239000005470 Beflubutamid Substances 0.000 claims description 9
- ZAMOUSCENKQFHK-UHFFFAOYSA-N Chlorine atom Chemical compound [Cl] ZAMOUSCENKQFHK-UHFFFAOYSA-N 0.000 claims description 9
- 239000005529 Florasulam Substances 0.000 claims description 9
- 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 claims description 9
- JUJFQMPKBJPSFZ-UHFFFAOYSA-M Iodosulfuron-methyl-sodium Chemical compound [Na+].COC(=O)C1=CC=C(I)C=C1S(=O)(=O)[N-]C(=O)NC1=NC(C)=NC(OC)=N1 JUJFQMPKBJPSFZ-UHFFFAOYSA-M 0.000 claims description 9
- FFQPZWRNXKPNPX-UHFFFAOYSA-N N-benzyl-2-[4-fluoro-3-(trifluoromethyl)phenoxy]butanamide Chemical compound C=1C=CC=CC=1CNC(=O)C(CC)OC1=CC=C(F)C(C(F)(F)F)=C1 FFQPZWRNXKPNPX-UHFFFAOYSA-N 0.000 claims description 9
- 239000000460 chlorine Substances 0.000 claims description 9
- 229910052801 chlorine Inorganic materials 0.000 claims description 9
- UMJSCPRVCHMLSP-UHFFFAOYSA-N pyridine Natural products COC1=CC=CN=C1 UMJSCPRVCHMLSP-UHFFFAOYSA-N 0.000 claims description 9
- JRQGDDUXDKCWRF-UHFFFAOYSA-M sodium;n-(2-methoxycarbonylphenyl)sulfonyl-4-methyl-5-oxo-3-propoxy-1,2,4-triazole-1-carboximidate Chemical compound [Na+].O=C1N(C)C(OCCC)=NN1C(=O)[N-]S(=O)(=O)C1=CC=CC=C1C(=O)OC JRQGDDUXDKCWRF-UHFFFAOYSA-M 0.000 claims description 9
- 239000004202 carbamide Substances 0.000 claims description 8
- 125000001449 isopropyl group Chemical group [H]C([H])([H])C([H])(*)C([H])([H])[H] 0.000 claims description 8
- 229940095102 methyl benzoate Drugs 0.000 claims description 8
- LNGRZPZKVUBWQV-UHFFFAOYSA-N (4-chloro-2-methylsulfonylphenyl)-(5-cyclopropyl-1,2-oxazol-4-yl)methanone Chemical compound CS(=O)(=O)C1=CC(Cl)=CC=C1C(=O)C1=C(C2CC2)ON=C1 LNGRZPZKVUBWQV-UHFFFAOYSA-N 0.000 claims description 7
- MHULQDZDXMHODA-UHFFFAOYSA-N 1-(2,2-dichloroacetyl)-3,3,8a-trimethyl-2,4,7,8-tetrahydropyrrolo[1,2-a]pyrimidin-6-one Chemical compound C1C(C)(C)CN(C(=O)C(Cl)Cl)C2(C)N1C(=O)CC2 MHULQDZDXMHODA-UHFFFAOYSA-N 0.000 claims description 7
- NUPJIGQFXCQJBK-UHFFFAOYSA-N 2-(4-isopropyl-4-methyl-5-oxo-4,5-dihydro-1H-imidazol-2-yl)-5-(methoxymethyl)nicotinic acid Chemical compound OC(=O)C1=CC(COC)=CN=C1C1=NC(C)(C(C)C)C(=O)N1 NUPJIGQFXCQJBK-UHFFFAOYSA-N 0.000 claims description 7
- 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 claims description 7
- KRQUFUKTQHISJB-YYADALCUSA-N 2-[(E)-N-[2-(4-chlorophenoxy)propoxy]-C-propylcarbonimidoyl]-3-hydroxy-5-(thian-3-yl)cyclohex-2-en-1-one Chemical compound CCC\C(=N/OCC(C)OC1=CC=C(Cl)C=C1)C1=C(O)CC(CC1=O)C1CCCSC1 KRQUFUKTQHISJB-YYADALCUSA-N 0.000 claims description 7
- BCHZICNRHXRCHY-UHFFFAOYSA-N 2h-oxazine Chemical compound N1OC=CC=C1 BCHZICNRHXRCHY-UHFFFAOYSA-N 0.000 claims description 7
- 239000005566 Imazamox Substances 0.000 claims description 7
- 239000005577 Mesosulfuron Substances 0.000 claims description 7
- JEDYYFXHPAIBGR-UHFFFAOYSA-N butafenacil Chemical group O=C1N(C)C(C(F)(F)F)=CC(=O)N1C1=CC=C(Cl)C(C(=O)OC(C)(C)C(=O)OCC=C)=C1 JEDYYFXHPAIBGR-UHFFFAOYSA-N 0.000 claims description 7
- NNKKTZOEKDFTBU-YBEGLDIGSA-N cinidon ethyl Chemical compound C1=C(Cl)C(/C=C(\Cl)C(=O)OCC)=CC(N2C(C3=C(CCCC3)C2=O)=O)=C1 NNKKTZOEKDFTBU-YBEGLDIGSA-N 0.000 claims description 7
- 238000000034 method Methods 0.000 claims description 7
- 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 claims description 7
- MPPOHAUSNPTFAJ-UHFFFAOYSA-N 2-[4-[(6-chloro-1,3-benzoxazol-2-yl)oxy]phenoxy]propanoic acid Chemical compound C1=CC(OC(C)C(O)=O)=CC=C1OC1=NC2=CC=C(Cl)C=C2O1 MPPOHAUSNPTFAJ-UHFFFAOYSA-N 0.000 claims description 6
- 239000005469 Azimsulfuron Substances 0.000 claims description 6
- RRKHIAYNPVQKEF-UHFFFAOYSA-N Pyriftalid Chemical compound COC1=CC(OC)=NC(SC=2C=3C(=O)OC(C)C=3C=CC=2)=N1 RRKHIAYNPVQKEF-UHFFFAOYSA-N 0.000 claims description 6
- CNILNQMBAHKMFS-UHFFFAOYSA-M Pyrithiobac-sodium Chemical compound [Na+].COC1=CC(OC)=NC(SC=2C(=C(Cl)C=CC=2)C([O-])=O)=N1 CNILNQMBAHKMFS-UHFFFAOYSA-M 0.000 claims description 6
- BAOWVDHYZBLYMB-UHFFFAOYSA-N [F].C1=CC=NC=C1 Chemical compound [F].C1=CC=NC=C1 BAOWVDHYZBLYMB-UHFFFAOYSA-N 0.000 claims description 6
- QVGXLLKOCUKJST-UHFFFAOYSA-N atomic oxygen Chemical compound [O] QVGXLLKOCUKJST-UHFFFAOYSA-N 0.000 claims description 6
- MAHPNPYYQAIOJN-UHFFFAOYSA-N azimsulfuron Chemical compound COC1=CC(OC)=NC(NC(=O)NS(=O)(=O)C=2N(N=CC=2C2=NN(C)N=N2)C)=N1 MAHPNPYYQAIOJN-UHFFFAOYSA-N 0.000 claims description 6
- 125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 claims description 6
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 claims description 6
- PFJJMJDEVDLPNE-UHFFFAOYSA-N Benoxacor Chemical compound C1=CC=C2N(C(=O)C(Cl)Cl)C(C)COC2=C1 PFJJMJDEVDLPNE-UHFFFAOYSA-N 0.000 claims description 5
- WKBOTKDWSSQWDR-UHFFFAOYSA-N Bromine atom Chemical compound [Br] WKBOTKDWSSQWDR-UHFFFAOYSA-N 0.000 claims description 5
- YZCKVEUIGOORGS-NJFSPNSNSA-N Tritium Chemical compound [3H] YZCKVEUIGOORGS-NJFSPNSNSA-N 0.000 claims description 5
- VAIZTNZGPYBOGF-UHFFFAOYSA-N butyl 2-(4-{[5-(trifluoromethyl)pyridin-2-yl]oxy}phenoxy)propanoate Chemical compound C1=CC(OC(C)C(=O)OCCCC)=CC=C1OC1=CC=C(C(F)(F)F)C=N1 VAIZTNZGPYBOGF-UHFFFAOYSA-N 0.000 claims description 5
- MWKVXOJATACCCH-UHFFFAOYSA-N isoxadifen-ethyl Chemical group C1C(C(=O)OCC)=NOC1(C=1C=CC=CC=1)C1=CC=CC=C1 MWKVXOJATACCCH-UHFFFAOYSA-N 0.000 claims description 5
- MCNOFYBITGAAGM-UHFFFAOYSA-N 2,2-dichloro-1-[5-(furan-2-yl)-2,2-dimethyl-1,3-oxazolidin-3-yl]ethanone Chemical compound C1N(C(=O)C(Cl)Cl)C(C)(C)OC1C1=CC=CO1 MCNOFYBITGAAGM-UHFFFAOYSA-N 0.000 claims description 4
- ZAWPDPLWGKAAHU-UHFFFAOYSA-N 2,2-dichloro-n-[2-oxo-2-(prop-2-enylamino)ethyl]-n-prop-2-enylacetamide Chemical compound ClC(Cl)C(=O)N(CC=C)CC(=O)NCC=C ZAWPDPLWGKAAHU-UHFFFAOYSA-N 0.000 claims description 4
- QRAOZQGIUIDZQZ-UHFFFAOYSA-N 4-methyl-7-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-2,3-dihydro-1,4-benzoxazine Chemical compound C=1C=C2N(C)CCOC2=CC=1B1OC(C)(C)C(C)(C)O1 QRAOZQGIUIDZQZ-UHFFFAOYSA-N 0.000 claims description 4
- LPXYXBZAXFTFKH-UHFFFAOYSA-N ClC=1C(=C(C(=NC1)C(=O)O)C(=O)O)Cl Chemical compound ClC=1C(=C(C(=NC1)C(=O)O)C(=O)O)Cl LPXYXBZAXFTFKH-UHFFFAOYSA-N 0.000 claims description 4
- BAVYZALUXZFZLV-UHFFFAOYSA-N Methylamine Chemical compound NC BAVYZALUXZFZLV-UHFFFAOYSA-N 0.000 claims description 4
- XBDQKXXYIPTUBI-UHFFFAOYSA-N Propionic acid Substances CCC(O)=O XBDQKXXYIPTUBI-UHFFFAOYSA-N 0.000 claims description 4
- YTPLMLYBLZKORZ-UHFFFAOYSA-N Thiophene Chemical compound C=1C=CSC=1 YTPLMLYBLZKORZ-UHFFFAOYSA-N 0.000 claims description 4
- GDTBXPJZTBHREO-UHFFFAOYSA-N bromine Substances BrBr GDTBXPJZTBHREO-UHFFFAOYSA-N 0.000 claims description 4
- 229910052794 bromium Inorganic materials 0.000 claims description 4
- XEKOWRVHYACXOJ-UHFFFAOYSA-N ethyl acetate Substances CCOC(C)=O XEKOWRVHYACXOJ-UHFFFAOYSA-N 0.000 claims description 4
- 229910052736 halogen Inorganic materials 0.000 claims description 4
- 150000002367 halogens Chemical class 0.000 claims description 4
- QPJVMBTYPHYUOC-UHFFFAOYSA-N methyl benzoate Chemical compound COC(=O)C1=CC=CC=C1 QPJVMBTYPHYUOC-UHFFFAOYSA-N 0.000 claims description 4
- 150000004702 methyl esters Chemical class 0.000 claims description 4
- 150000002923 oximes Chemical class 0.000 claims description 4
- QQVIHTHCMHWDBS-UHFFFAOYSA-N perisophthalic acid Natural products OC(=O)C1=CC=CC(C(O)=O)=C1 QQVIHTHCMHWDBS-UHFFFAOYSA-N 0.000 claims description 4
- 125000000999 tert-butyl group Chemical group [H]C([H])([H])C(*)(C([H])([H])[H])C([H])([H])[H] 0.000 claims description 4
- 125000004514 1,2,4-thiadiazolyl group Chemical group 0.000 claims description 3
- 125000000069 2-butynyl group Chemical group [H]C([H])([H])C#CC([H])([H])* 0.000 claims description 3
- YHKBGVDUSSWOAB-UHFFFAOYSA-N 2-chloro-3-{2-chloro-5-[4-(difluoromethyl)-3-methyl-5-oxo-4,5-dihydro-1H-1,2,4-triazol-1-yl]-4-fluorophenyl}propanoic acid Chemical compound O=C1N(C(F)F)C(C)=NN1C1=CC(CC(Cl)C(O)=O)=C(Cl)C=C1F YHKBGVDUSSWOAB-UHFFFAOYSA-N 0.000 claims description 3
- KZNDFYDURHAESM-UHFFFAOYSA-N 2-chloro-n-(2-ethyl-6-methylphenyl)-n-(propan-2-yloxymethyl)acetamide Chemical compound CCC1=CC=CC(C)=C1N(COC(C)C)C(=O)CCl KZNDFYDURHAESM-UHFFFAOYSA-N 0.000 claims description 3
- 125000001494 2-propynyl group Chemical group [H]C#CC([H])([H])* 0.000 claims description 3
- 239000005471 Benfluralin Substances 0.000 claims description 3
- 239000005501 Cycloxydim Substances 0.000 claims description 3
- 239000005578 Mesotrione Substances 0.000 claims description 3
- 239000005627 Triclopyr Substances 0.000 claims description 3
- SMDHCQAYESWHAE-UHFFFAOYSA-N benfluralin Chemical compound CCCCN(CC)C1=C([N+]([O-])=O)C=C(C(F)(F)F)C=C1[N+]([O-])=O SMDHCQAYESWHAE-UHFFFAOYSA-N 0.000 claims description 3
- GGWHBJGBERXSLL-NBVRZTHBSA-N chembl113137 Chemical compound C1C(=O)C(C(=N/OCC)/CCC)=C(O)CC1C1CSCCC1 GGWHBJGBERXSLL-NBVRZTHBSA-N 0.000 claims description 3
- 150000002148 esters Chemical class 0.000 claims description 3
- 239000000945 filler Substances 0.000 claims description 3
- UOUXAYAIONPXDH-UHFFFAOYSA-M flucarbazone-sodium Chemical compound [Na+].O=C1N(C)C(OC)=NN1C(=O)[N-]S(=O)(=O)C1=CC=CC=C1OC(F)(F)F UOUXAYAIONPXDH-UHFFFAOYSA-M 0.000 claims description 3
- FOUWCSDKDDHKQP-UHFFFAOYSA-N flumioxazin Chemical compound FC1=CC=2OCC(=O)N(CC#C)C=2C=C1N(C1=O)C(=O)C2=C1CCCC2 FOUWCSDKDDHKQP-UHFFFAOYSA-N 0.000 claims description 3
- KPUREKXXPHOJQT-UHFFFAOYSA-N mesotrione Chemical compound [O-][N+](=O)C1=CC(S(=O)(=O)C)=CC=C1C(=O)C1C(=O)CCCC1=O KPUREKXXPHOJQT-UHFFFAOYSA-N 0.000 claims description 3
- LYPWWQLKWQNQKV-UHFFFAOYSA-N methyl 2-[5-ethyl-2-[[4-[3-methyl-2,6-dioxo-4-(trifluoromethyl)pyrimidin-1-yl]phenoxy]methyl]phenoxy]propanoate Chemical compound COC(=O)C(C)OC1=CC(CC)=CC=C1COC1=CC=C(N2C(N(C)C(=CC2=O)C(F)(F)F)=O)C=C1 LYPWWQLKWQNQKV-UHFFFAOYSA-N 0.000 claims description 3
- CHEDHKBPPDKBQF-UPONEAKYSA-N n-[5-[(6s,7ar)-6-fluoro-1,3-dioxo-5,6,7,7a-tetrahydropyrrolo[1,2-c]imidazol-2-yl]-2-chloro-4-fluorophenyl]-1-chloromethanesulfonamide Chemical compound N1([C@@H](C2=O)C[C@@H](C1)F)C(=O)N2C1=CC(NS(=O)(=O)CCl)=C(Cl)C=C1F CHEDHKBPPDKBQF-UPONEAKYSA-N 0.000 claims description 3
- REEQLXCGVXDJSQ-UHFFFAOYSA-N trichlopyr Chemical compound OC(=O)COC1=NC(Cl)=C(Cl)C=C1Cl REEQLXCGVXDJSQ-UHFFFAOYSA-N 0.000 claims description 3
- 125000002023 trifluoromethyl group Chemical group FC(F)(F)* 0.000 claims description 3
- 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 claims description 3
- VIXCLRUCUMWJFF-KGLIPLIRSA-N (1R,5S)-benzobicyclon Chemical compound CS(=O)(=O)c1ccc(C(=O)C2=C(Sc3ccccc3)[C@H]3CC[C@H](C3)C2=O)c(Cl)c1 VIXCLRUCUMWJFF-KGLIPLIRSA-N 0.000 claims description 2
- 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 description 2
- WCFAPJDPAPDDAQ-UHFFFAOYSA-N 1,2-dihydropyrimidine Chemical compound C1NC=CC=N1 WCFAPJDPAPDDAQ-UHFFFAOYSA-N 0.000 claims description 2
- QWENRTYMTSOGBR-UHFFFAOYSA-N 1H-1,2,3-Triazole Chemical compound C=1C=NNN=1 QWENRTYMTSOGBR-UHFFFAOYSA-N 0.000 claims description 2
- UXPRZZZNGFVXRR-UHFFFAOYSA-N 2,3-difluoro-1h-pyrrole Chemical compound FC=1C=CNC=1F UXPRZZZNGFVXRR-UHFFFAOYSA-N 0.000 claims description 2
- RDLQLVAVVVLVEW-UHFFFAOYSA-N 4-chloro-2-phenylpyrimidine Chemical class ClC1=CC=NC(C=2C=CC=CC=2)=N1 RDLQLVAVVVLVEW-UHFFFAOYSA-N 0.000 claims description 2
- VDZUWTLBWRZRTR-UHFFFAOYSA-N 5-methoxypyridine-3-carboxylic acid Chemical compound COC1=CN=CC(C(O)=O)=C1 VDZUWTLBWRZRTR-UHFFFAOYSA-N 0.000 claims description 2
- KLSJWNVTNUYHDU-UHFFFAOYSA-N Amitrole Chemical compound NC1=NC=NN1 KLSJWNVTNUYHDU-UHFFFAOYSA-N 0.000 claims description 2
- WJLQOYKHKGKZCD-UHFFFAOYSA-N ClC(C1(C(C(=O)O)C=CC=C1C(=O)O)C)Cl Chemical compound ClC(C1(C(C(=O)O)C=CC=C1C(=O)O)C)Cl WJLQOYKHKGKZCD-UHFFFAOYSA-N 0.000 claims description 2
- 239000005497 Clethodim Substances 0.000 claims description 2
- 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 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
- NRFQZTCQAYEXEE-UHFFFAOYSA-N Fenclorim Chemical compound ClC1=CC(Cl)=NC(C=2C=CC=CC=2)=N1 NRFQZTCQAYEXEE-UHFFFAOYSA-N 0.000 claims description 2
- UKSLKNUCVPZQCQ-UHFFFAOYSA-N Fluxofenim Chemical compound C=1C=C(Cl)C=CC=1C(C(F)(F)F)=NOCC1OCCO1 UKSLKNUCVPZQCQ-UHFFFAOYSA-N 0.000 claims description 2
- WFVUIONFJOAYPK-KAMYIIQDSA-N Oxabetrinil Chemical compound C=1C=CC=CC=1C(/C#N)=N\OCC1OCCO1 WFVUIONFJOAYPK-KAMYIIQDSA-N 0.000 claims description 2
- ZCQWOFVYLHDMMC-UHFFFAOYSA-N Oxazole Chemical compound C1=COC=N1 ZCQWOFVYLHDMMC-UHFFFAOYSA-N 0.000 claims description 2
- 239000005590 Oxyfluorfen Substances 0.000 claims description 2
- OQMBBFQZGJFLBU-UHFFFAOYSA-N Oxyfluorfen Chemical compound C1=C([N+]([O-])=O)C(OCC)=CC(OC=2C(=CC(=CC=2)C(F)(F)F)Cl)=C1 OQMBBFQZGJFLBU-UHFFFAOYSA-N 0.000 claims description 2
- 239000005592 Penoxsulam Substances 0.000 claims description 2
- 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 description 2
- 239000005593 Pethoxamid Substances 0.000 claims description 2
- 239000005600 Propaquizafop Substances 0.000 claims description 2
- YZCKVEUIGOORGS-IGMARMGPSA-N Protium Chemical compound [1H] YZCKVEUIGOORGS-IGMARMGPSA-N 0.000 claims description 2
- IHHMUBRVTJMLQO-UHFFFAOYSA-N Pyraclonil Chemical compound C#CCN(C)C1=C(C#N)C=NN1C1=NN(CCCC2)C2=C1Cl IHHMUBRVTJMLQO-UHFFFAOYSA-N 0.000 claims description 2
- 125000003342 alkenyl group Chemical group 0.000 claims description 2
- 125000000217 alkyl group Chemical group 0.000 claims description 2
- 125000000304 alkynyl group Chemical group 0.000 claims description 2
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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
- A01N43/72—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
- A01N43/82—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 three ring hetero atoms
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
本发明涉及新的增效除草活性化合物混剂,其由说明书中所列的杂芳氧基-乙酰胺和已知的除草活性化合物和/或安全剂组成,该活性化合物混剂可特别有效用于选择性地防除各种有用作物中的杂草。
Description
本发明涉及新的选择性增效除草活性化合物混剂,其中包含已知的杂芳氧基-乙酰胺和已知的除草活性化合物和/或可增进作物耐受性的化合物,该活性化合物混剂可用于选择性地防除各种有用作物中的杂草且具有非常好的除草效果。
作为特别对单子叶杂草具有高活性的除草剂,杂芳氧基-乙酰胺构成大量专利申请中所涉及主题(参见EP-A 5501,EP-A 18497,EP-A29171,EP-A 94514,EP-A 100044,EP-A 100045,EP-A 161602,EP-A195237,EP-A 348734,EP-A 348737,DE-A 4317323)。然而,这些化合物的活性和/或作物对它们的耐受性并不总是完全令人满意。
另外,已经公开了可获得增效活性的杂芳氧基-乙酰胺与其它除草活性化合物形成的活性化合物混剂(参见WO-A 94/02014,WO-A-96/07323,WO-A-96/11575,WO-A-96/17519,WO-A-98/08383,还可参见US-A-5858920,US-A-5945379,US-A-5985797)或由杂芳氧基-乙酰胺和可改善作物对除草剂耐受性的化合物形成的活性化合物混剂(参见DE-A 3418167,还可参见US-A-5858920)。然而,这些混剂产品的应用特性同样也并不总是完全令人满意。
令人惊奇的是,目前已发现当将选自杂芳氧基-乙酰胺类的大量已知活性化合物与选自不同物质类型的已知除草活性化合物和/或可改善作物耐受性的化合物一起使用时,在除草活性方面表现出显著的增效作用和/或明显提高了作物的耐受性,并且作为广谱活性混剂可特别有利于用作选择性防除有用作物中的杂草,这些作物如,例如棉花,大麦,玉米,马铃薯,油菜,水稻,大豆,向日葵,小麦和甘蔗。
本发明提供了一种选择性除草组合物,其特征在于它们包含有效量的活性化合物混剂,该混剂包括
其中
Ar代表任选地被卤素-,C1-C4-烷基-或C1-C4-卤代烷基取代的苯基,
Het代表噻二唑基,该基团被卤素或被各自任选地被卤素取代的C1-C4-烷基或苯基取代,和
R代表各自具有至多4个碳原子的烷基,烯基或炔基,
(“第1组活性化合物”)和
(b)选自含有下述活性化合物的第2组除草剂中的一种或多种化合物:
1H-1,2,4-***-3-胺(杀草强),2-[2,4-二氯-5-(2-丙炔氧基)-苯基]-5,6,7,8-四氢-1,2,4-***并-[4,3-a]-吡啶-3(2H)-酮(唑啶炔草),N-(4,6-二甲氧基-嘧啶-2-基)-N′-[1-甲基-4-(2-甲基-2H-四唑-5-基)-1H-吡唑-5-基-磺酰基]-脲(四唑嘧磺隆),N-苄基-2-(4-氟-3-三氟甲基-苯氧基)丁酰胺(Beflubutamid),N-丁基-N-乙基-2,6-二硝基-4-三氟甲基-苯胺(乙丁氟灵),2-[2-[4-(3,6-二氢-3-甲基-2,6-二氧代-4-三氟甲基-1(2H)-嘧啶基-苯氧基]甲基]-5-乙基-苯氧基-丙酸甲酯(Benzfendizone),3-(2-氯-4-甲基磺酰基-苯甲酰基)-4-苯硫基-二环-[3.2.1]-辛-3-烯-2-酮(Benzobicyclon),[1,1-二甲基-2-氧代-2-(2-丙烯氧基)]-乙基2-氯-5-(3,6-二氢-3-甲基-2,6-二氧代-4-三氟甲基-1(2H)-嘧啶基)-苯甲酸酯(Butafenacil-allyl),2-(1-乙氧基亚氨基-丙基)-3-羟基-5-[2,4,6-三甲基-3-(1-氧代-丁基)-苯基]-2-环己烯-1-酮(丁氧环酮),2-[1-[(3-氯-2-丙烯基)-氧基-亚氨基]-丙基]-3-羟基-5-(四氢-2H-吡喃-4-基)-2-环己烯-1-酮(醌肟草),2-氯-3-[2-氯-5-(1,3,4,5,6,7-六氢-1,3-二氧代-2H-异吲哚-2-基)-苯基]-2-丙酸乙酯(Cinidon-ethyl),2-[1-[2-(4-氯-苯氧基)]-丙氧基氨基丁基]-5-(四氢-2H-噻喃-3-基)-1,3-环己烷二酮(Clefoxydim),(E,E)-(+)-2-[1-[[(3-氯-2-丙烯)-氧基]-亚氨基]-丙基]-3-羟基-2-环己烯-1-酮(烯草酮),3-氯-2-[[(5-乙氧基-7-氟[1,2,4]***并[1,5-c]嘧啶-2-基-磺酰基)-氨基]-苯甲酸甲酯(唑嘧磺胺盐),2-(1-乙氧亚氨基丁基)-3-羟基-5-(四氢-2H-噻喃-3-基)-2-环己烯-1-酮(噻草酮),N-(2,6-二氯-苯基)-5-乙氧基-7-氟-[1,2,4]-***并-[1,5-c]-嘧啶-2-磺酰胺(唑嘧磺胺),2-[1-[(3,5-二氟-苯基)-氨基-羰基-亚肼基]-乙基]-吡啶-3-羧酸(二氟吡隆),(S-)2-氯-N-(2,4-二甲基-3-噻吩基)-N-(2-甲氧基-1-甲基-乙基)-乙酰胺(噻吩草胺),2-[2-(3-氯-苯基)-环氧乙烷甲基]-2-乙基-1H-茚-1,3(2H)-二酮(Epropodan),(R)-2-[4-(6-氯-苯并噁唑-2-基-氧基)-苯氧基]-丙酸乙酯(精噁唑禾草灵),N-(2,6-二氟-苯基)-8-氟-5-甲氧基-[1,2,4]-***并-[1,5-c]-嘧啶-2-磺酰胺(Florasulam),(R)-2-[4-(5-三氟甲基-吡啶-2-基-氧基)-苯氧基]-丙酸丁酯(精吡氟禾草灵丁酯),4,5-二氢-3-甲氧基-4-甲基-5-氧代-N-[(2-三氟甲氧基苯基)-磺酰基]-1H-1,2,4-***-1-甲酰胺钠盐(Flucarbazone-钠盐),[2-氯-4-氟-5-(5-甲基-6-氧代-4-三氟甲基-1(6H)-哒嗪基)-苯氧基]-乙酸乙酯(Flufenpyr),2-[7-氟-3,4-二氢-3-氧代-4-(2-丙炔基)-2H-1,4-苯并噁嗪-6-基]-4,5,6,7-四氢-1H-异吲哚-1,3-二酮(丙炔氟草胺),N-(4,6-二甲氧基-嘧啶-2-基)-N′-(3-甲氧基羰基-6-三氟甲基-吡啶-2-基-磺酰基)-脲的钠盐(氟啶黄隆),2-[[[[(4,6-二甲氧基-2-嘧啶基)-氨基]-羰基]-氨基]-磺酰基]-4-甲酰基氨基-N,N-二甲基-苯甲酰胺(Foramsulfuron),(R)-2-[4-(3-氯-5-三氟甲基-吡啶-2-基-氧基)-苯氧基]-丙酸(和其甲酯,2-乙氧基-乙酯和丁酯)(氟吡禾灵,氟吡甲禾灵,精氟吡甲禾灵,氟吡禾灵乙氧基乙酯,氟吡禾灵丁酯),2-[4,5-二氢-4-甲基-4-(1-甲基乙基)-5-氧代-1H-咪唑-2-基)-5-(甲氧基甲基)-3-吡啶羧酸(咪草啶酸),N-(4-甲氧基-6-甲基-1,3,5-三嗪-2-基)-N′-(5-碘-2-甲氧基羰基-苯基磺酰基)-脲的钠盐(Iodosulfuron-methyl-sodium),(4-氯-2-甲基磺酰基-苯基)-(5-环丙基-异噁唑-4-基)-甲酮(Isoxachlortole),2-[[[[(4,6-二甲氧基-2-嘧啶基)-氨基]-羰基]-氨基]-磺酰基]-4-[[(甲基磺酰基)-氨基]-甲基]-苯甲酸甲酯(Mesosulfuron),2-(4-甲基磺酰基-2-硝基-苯甲酰基)-1,3-环己烷二酮(Mesotrione),3-[1-(3,5-二氯苯基)-1-异丙基]-2,3-二氢-6-甲基-5-苯基-4H-1,3-噁嗪-4-酮(氯噁嗪草),2-氯-1-(3-乙氧基-4-硝基-苯氧基)-4-三氟甲基苯(乙氧氟草醚),2-(2,2-二氟-乙氧基)-N-(5,8-二甲氧基[1,2,4]***并[1,5-c]嘧啶-2-基)-6-三氟甲基苯磺酰胺(Penoxsulam),2-氯-N-(2-乙氧基-乙基)-N-(2-甲基-1-苯基-1-丙烯基)-乙酰胺(Pethoxamid),2-[[[(4,5-二氢-4-甲基-5-氧代-3-丙氧基-1H-1,2,4-***-1-基)-羰基]-氨基]-磺酰基]-苯甲酸甲酯的钠盐(Procarbazone-sodium),1-氯-N-[2-氯-4-氟-5-[(6S,7aR)-6-氟-四氢-1,3-二氧代-1H-吡咯并[1,2-c]咪唑-2(3H)-基]-苯基]-甲基磺酰胺(Profluazol),(R)-[2-[[(1-甲基-亚乙基)-氨基]-氧基]-乙基]2-[4-(6-氯-2-喹喔啉氧基)-苯氧基]-丙酸酯(喔草酯),2-氯-N-(2-乙基-6-甲基-苯基)-N-[(1-甲基-乙氧基)-甲基]-乙酰胺(异丙草胺),1-(3-氯-4,5,6,7-四氢吡唑并[1,5-a]吡啶-2-基)-5-(甲基-2-丙炔基氨基)-1H-吡唑-4-腈(Pyraclonil),[2-氯-5-(4-氯-5-二氟甲氧基-1-甲基-1H-吡唑-3-基)-4-氟-苯氧基]-乙酸乙酯(氟唑草酯),6-氯-3-苯基哒嗪-4-醇(Pyridatol),7-[(4,6-二甲氧基-2-嘧啶基)-硫基]-3-甲基-1(3H)-异苯并呋喃酮(Pyriftalid),2-(4,6-二甲氧基-嘧啶-2-基-氧基)-苯甲酸甲酯(肟啶草),2-氯-6-(4,6-二甲氧基-嘧啶-2-基硫基)-苯甲酸钠盐(嘧草硫醚),3,7-二氯-喹啉-8-羧酸(二氯喹啉酸),(R)-2-[4-(6-氯-2-喹喔啉基氧基)-苯氧基]-丙酸(和其乙酯和四氢-2-呋喃基-甲酯)(精喹禾灵乙酯,精喹禾灵糠酯),2-二氟甲基-5-(4,5-二氢-噻唑-2-基)-4-(2-甲基-丙基)-6-三氟甲基-吡啶-3-甲酸甲酯(噻氟啶草),(3,5,6-三氯)-吡啶-2-基-氧基-乙酸(定草酯),N-[[(4,6-二甲氧基-2-嘧啶基)-氨基]-羰基]-3-(2,2,2-三氟乙氧基)-2-吡啶磺酰胺钠盐(Trifloxysulfuron),N-[4-二甲基氨基-6-(2,2,2-三氟-乙氧基)-1,3,5-三嗪-2-基]-N′-(2-甲氧基羰基-苯基磺酰基)-脲(氟胺磺隆),N-[[(4,6-二甲氧基-2-嘧啶基)氨基]羰基]-3-(N-甲基-N-甲基磺酰基-氨基)]-2-吡啶磺酰胺(参见WO-A-92/10660),
(“第2组活性化合物”),
和,如适合,还包括
(c)选自下组化合物中的可改善作物耐受性的化合物:
4-二氯乙酰基-1-氧杂-4-氮杂-螺[4.5]-癸烷(AD-67),1-二氯乙酰基-六氢-3,3,8a-三甲基吡咯并[1,2-a]-嘧啶-6(2H)-酮(Dicyclonon,BAS-145138),4-二氯乙酰基-3,4-二氢-3-甲基-2H-1,4-苯并噁嗪(解草嗪),5-氯-喹啉-8-氧基-乙酸(1-甲基-己基酯)(喹氧乙酸-异庚酯),α-(氰基-甲氧亚氨基)-苯乙腈(解草胺腈),2,2-二氯-N-(2-氧代-2-(2-丙烯基氨基)-乙基)-N-(2-丙烯基)-乙酰胺(解草烯),2,2-二氯-N,N-二-2-丙烯基-乙酰胺(烯丙酰草胺),N-(4-甲基-苯基)-N′-(1-甲基-1-苯基-乙基)-脲(杀草隆),4,6-二氯-2-苯基-嘧啶(解草啶),1-(2,4-二氯-苯基)-5-三氯甲基-1H-1,2,4-***-3-甲酸乙酯(解草唑乙酯),2-氯-4-三氟甲基-噻唑-5-羧酸苯甲酯(解草安),4-氯-N-(1,3-二氧戊环-2-基-甲氧基)-α-三氟-苯乙酮肟(氟草肟),3-二氯乙酰基-5-(2-呋喃基)-2,2-二甲基-噁唑烷(解草噁唑,MON-13900),4,5-二氢-5,5-二苯基-3-异噁唑甲酸乙酯(Isoxadifen-ethyl),1-(2,4-二氯苯基)-4,5-二氢-5-甲基-1H-吡唑-3,5-二甲酸二乙酯(吡咯二酸二乙酯),2-二氯甲基-2-甲基-1,3-二氧戊环(解草烷),1,8-萘二甲酸酐,α-(1,3-二氧戊环-2-基-甲氧亚氨基)-苯乙腈(解草腈),2,2-二氯-N-(1,3-二氧戊环-2-基-甲基)-N-(2-丙烯基)-乙酰胺(PPG-1 292),3-二氯乙酰基-2,2-二甲基-噁唑烷(R-28725),3-二氯乙酰基-2,2,5-三甲基-噁唑烷(R-29148),1-(2-氯-苯基)-5-苯基-1H-吡唑-3-甲酸甲酯和N-(2-甲氧基-苯甲酰基)-4-[(甲基氨基羰基)-氨基]-苯磺酰胺。
(“第3组活性化合物”)
上述式(I)中所列基团的优选定义如下所示:
Ar优选代表任选地被氟-,氯-,溴-,甲基-,乙基-或三氟甲基取代的苯基
Het优选代表被氟,氯,溴或被各自任选地被氟和/或氯取代的甲基,乙基,正或异丙基或苯基取代的1,2,4-噻二唑基或1,3,4-噻二唑基,
R优选代表甲基,乙基,正或异丙基,正-,异-,仲或叔丁基,2-丙烯基,1-甲基-2-丙烯基,2-丁烯基,2-丙炔基,1-甲基-2-丙炔基,2-丁炔基
Ar特别优选代表任选地被氟-,氯-,溴-,甲基-或三氟甲基取代的苯基
Het特别优选代表被氟,氯,溴或被各自任选地被氟和/或氯取代的甲基,乙基或苯基取代的1,2,4-噻二唑基或1,3,4-噻二唑基,
R特别优选代表甲基,乙基,正或异丙基,正-,异-,仲或叔丁基,2-丙烯基,1-甲基-2-丙烯基,2-丁烯基,2-丙炔基,1-甲基-2-丙炔基,2-丁炔基
Ar更特别优选代表任选地被氟或氯取代的苯基
Het更特别优选代表被氯,溴或被氟和/或氯取代的甲基取代的1,3,4-噻二唑基
R更特别优选代表甲基,乙基,正或异丙基,正-,异-,仲或叔丁基。
根据本发明可用作混合组分的式(I)化合物的实例包括:
N-异丙基-N-苯基-α-(5-三氟甲基-1,3,4-噻二唑-2-基-氧基)-乙酰胺,N-异丙基-N-(2-氯-苯基)-α-(5-三氟甲基-1,3,4-噻二唑-2-基-氧基)-乙酰胺,N-异丙基-N-(3-氯-苯基)-α-(5-三氟甲基-1,3,4-噻二唑-2-基-氧基)-乙酰胺,N-异丙基-N-(4-氯-苯基)-α-(5-三氟甲基-1,3,4-噻二唑-2-基-氧基)-乙酰胺,N-异丙基-N-(2-氟-苯基)-α-(5-三氟甲基-1,3,4-噻二唑-2-基-氧基)-乙酰胺,N-异丙基-N-(3-氟-苯基)-α-(5-三氟甲基-1,3,4-噻二唑-2-基-氧基)-乙酰胺,N-异丙基-N-(4-氟-苯基)-α-(5-三氟甲基-1,3,4-噻二唑-2-基-氧基)-乙酰胺。
特别优选的式(I)混合组分是化合物N-异丙基-N-(4-氟-苯基)-α-(5-三氟甲基-1,3,4-噻二唑-2-基-氧基)-乙酰胺(Flufenacet)-下文称作化合物(I-1)。
式(I)化合物公开在上述专利申请或专利中。
根据它们的化学结构,第2组活性化合物可以归入下列几类活性化合物:
酰胺类(例如Beflubutamid),芳基杂环类(例如唑啶炔草,Benzfendizone,Butafenacil-allyl,Cinidon-ethyl,Fluazolate,丙炔氟草胺,氯噁嗪草,Profluazol,氟唑草酯,Pyridatol),芳氧基苯氧基丙酸酯类(例如精噁唑禾草灵,精吡氟禾草灵丁酯,精吡氟氯禾灵甲酯,精喹禾灵乙酯),羧酸衍生物类(例如二氯喹啉酸,定草酯),氯乙酰胺类(例如噻吩草胺,异丙草胺),环己烷二酮类(例如丁氧环酮,Clefoxydim,噻草酮),二硝基苯胺类(例如乙丁氟灵,氨磺乐灵),咪唑啉酮类(例如咪草啶酸),异噁唑类(例如Isoxachlortole),吡啶类(例如噻唑烟酸),嘧啶基(硫代)苯甲酸酯类(例如嘧苯草肟,Pyriftalid,肟啶草,嘧草硫醚),磺酰脲类(例如四唑嘧磺隆,氟啶黄隆,Foramsulfuron,Iodosulfuron-methyl-sodium,Mesosulfuron,Trifloxysulfuron,氟胺磺隆),四唑啉酮类(例如Fentrazamide),***类(例如杀草强),***啉酮类(例如Flucarbazone-sodium,Procarbazone-sodium),***并嘧啶类(例如唑嘧磺胺盐,唑嘧磺胺,Florasulam),三酮类(例如Mesotrione)。
在第2组活性化合物中,特别优选下列混合组分:
四唑嘧磺隆,Beflubutamid,Butafenacil-allyl,Cinidon-ethyl,唑嘧磺胺盐,Clefoxydim,唑嘧磺胺,精噁唑禾草灵,Florasulam,氟啶黄隆,Foramsulfuron,咪草啶酸,Iodosulfuron-methyl-sodium,Isoxachlortole,Mesosulfuron,氯噁嗪草,Procarbazone-sodium,Pyriftalid,嘧草硫醚,二氯喹啉酸,Trifloxysulfuron。
该组中,更特别优选的混合组分是Beflubutamid。
该组中,另一更特别优选的混合组分是Butafenacil-allyl。
该组中,另一更特别优选的混合组分是Cinidon-ethyl。
该组中,另一更特别优选的混合组分是Clefoxydim。
该组中,另一更特别优选的混合组分是唑嘧磺胺盐。
该组中,另一更特别优选的混合组分是唑嘧磺胺。
该组中,另一更特别优选的混合组分是Florasulam。
该组中,另一更特别优选的混合组分是氟啶黄隆。
该组中,另一更特别优选的混合组分是Foramsulfuron。
该组中,另一更特别优选的混合组分是咪草啶酸。
该组中,另一更特别优选的混合组分是Iodosulfuron-methyl-sodium。
该组中,另一更特别优选的混合组分是Isoxachlortole。
该组中,另一更特别优选的混合组分是Mesosulfuron。
该组中,另一更特别优选的混合组分是氯噁嗪草。
该组中,另一更特别优选的混合组分是Procarbazone-sodium。
该组中,另一更特别优选的混合组分是Trifloxysulfuron。
本发明组合物优选包括一种或两种第1组的活性化合物,一至三种第2组的活性化合物和任选的一种第3组的活性化合物。
特别是,本发明组合物包括一种第1组的活性化合物,一或两种第2组的活性化合物和任选的一种第3组的活性化合物。
令人惊奇的,现已发现上述由式(I)的杂芳氧基-乙酰胺和上述第2组活性化合物形成的活性化合物混剂表现出非常高的除草活性的同时具有很好的作物耐受性并可应用于选择性防除各种作物,特别是大麦,马铃薯,玉米,水稻,大豆和小麦中的单子叶和双子叶杂草,而且还可用于防治部分和非选择性区域的单子叶和双子叶杂草。
令人惊奇的,由上述第1组和第2组化合物形成的本发明活性化合物混剂的除草活性显著高于单个活性化合物的效果总和。
这表明不仅具有互补作用而且具有预料不到的增效活性。多种作物对该新活性化合物混剂具有很好的耐受性,这里该新活性化合物混剂还可有效地防除那些其它除草剂难以防除的杂草。因此,在目前的除草剂中增加了一种有价值的新活性化合物混剂。
本发明活性化合物混剂在一定的浓度比例条件下的增效作用特别显著。然而,在活性化合物混剂中各活性化合物的重量比可在较宽的范围内变化。通常,每重量份的式(I)活性化合物使用0.01-1000重量份,优选0.02-500重量份并特别优选0.05-100重量份的第2组化合物。
在第3组活性化合物中特别优选的混合组分如下所示:
可改善禾谷类作物耐受性的5-氯-喹啉-8-氧基-乙酸(1-甲基-己基酯)(喹氧乙酸-异庚酯),4,5-二氢-5,5-二苯基-3-异噁唑甲酸乙酯(Isoxadifen-ethyl)和1-(2,4-二氯苯基)-4,5-二氢-5-甲基-1H-吡唑-3,5-二甲酸二乙酯(吡咯二酸二乙酯),以及可改善玉米耐受性的4-二氯乙酰基-1-氧杂-4-氮杂-螺[4.5]-癸烷(AD-67),1-二氯乙酰基-六氢-3,3,8a-三甲基吡咯并[1,2-a]-嘧啶-6(2H)-酮(BAS-145138),4-二氯乙酰基-3,4-二氢-3-甲基-2H-1,4-苯并噁嗪(解草嗪),2,2-二氯-N,N-二-2-丙烯基-乙酰胺(烯丙酰草胺),2,2-二氯-N-(2-氧代-2-(2-丙烯基氨基)-乙基)-N-(2-丙烯基)-乙酰胺(解草烯),3-二氯乙酰基-5-(2-呋喃基)-2,2-二甲基-噁唑烷(解草噁唑,MON-13900),3-二氯乙酰基-2,2,5-三甲基-噁唑烷(R-29148)。
可提及的本发明活性化合物混剂-还任选地包括安全剂-的实例包括:
Flufenacet+四唑嘧磺隆,Flufenacet+Beflubutamid,Flufenacet+Beflubutamid+吡咯二酸二乙酯,Flufenacet+Beflubutamid+喹氧乙酸-异庚酯,Flufenacet+Butafenacil-allyl,Flufenacet+Cinidon-ethyl,Flufenacet+Clefoxydim,Flufenacet+唑嘧磺胺,Flufenacet+精噁唑禾草灵+吡咯二酸二乙酯,Flufenacet+Florasulam,Flufenacet+Florasulam+吡咯二酸二乙酯,Flufenacet+Florasulam+喹氧乙酸-异庚酯,Flufenacet+氟啶黄隆,Flufenacet+氟啶黄隆+吡咯二酸二乙酯,Flufenacet+氟啶黄隆+喹氧乙酸-异庚酯,Flufenacet+Foramsulfuron,Flufenacet+Foramsulfuron+吡咯二酸二乙酯Flufenacet+Foramsulfuron+喹氧乙酸-异庚酯,Flufenacet+Foramsulfuron+解草嗪,Flufenacet+Foramsulfuron+烯丙酰草胺,Flufenacet+Foramsulfuron+R-29148,Flufenacet+Foramsulfuron+AD-67,Flufenacet+咪草啶酸,Flufenacet+Iodosulfuron-methyl-sodium,Flufenacet+Iodosulfuron-methyl-sodium+吡咯二酸二乙酯,Flufenacet+Iodosulfuron-methyl-sodium+喹氧乙酸-异庚酯,Flufenacet+Isoxachlortole,Flufenacet+Mesosulfuron,Flufenacet+氯噁嗪草,Flufenacet+Procarbazone-sodium,Flufenacet+Procarbazone-sodium+吡咯二酸二乙酯,Flufenacet+Procarbazone-sodium+喹氧乙酸-异庚酯,Flufenacet+Pyriftalid,Flufenacet+嘧草硫醚,Flufenacet+二氯喹啉酸,Flufenacet+Trifloxysulfuron。
令人惊奇的是,在可拮抗除草剂对作物的毒害作用的大量已知安全剂或解毒剂中,更确切地说合适的是上述的第3组化合物可几乎完全抵消式(I)活性化合物和其盐,以及如适合与一种或多种上述第2组活性化合物的混合物对作物的毒害作用,同时对杂草的除草活性没有不利影响。
即使不加入第2组活性化合物,根据本发明已发现下述的第3组活性化合物特别适用于提高作物对式(I)活性化合物的耐受性:
1-二氯乙酰基-六氢-3,3,8a-三甲基吡咯并[1,2-a]-嘧啶-6(2H)-酮(Dicyclonon,BAS-145138),4,5-二氢-5,5-二苯基-3-异噁唑甲酸乙酯(Isoxadifen-ethyl),1-(2,4-二氯苯基)-4,5-二氢-5-甲基-1H-吡唑-3,5-二甲酸二乙酯(吡咯二酸二乙酯),3-二氯乙酰基-2,2-二甲基-噁唑烷(R-28725),3-二氯乙酰基-2,2,5-三甲基-噁唑烷(R-29148)和1-(2-氯-苯基)-5-苯基-1H-吡唑-3-甲酸甲酯。
作物对本发明活性化合物混剂的耐受性的有利效果在一定浓度比例范围内同样表现得特别明显。然而,在活性化合物混剂中各活性化合物的重量比可在较宽的范围内变化。通常,每重量份式(I)活性化合物或其与第2组活性化合物的混合物使用0.001-1000重量份,优选0.01-100重量份并特别优选0.1-10重量份的第3组活性化合物。
根据本发明,可以处理所有植物和植物各部分。此处植物可以理解为表示所有植物以及植物群落,如需要和不需要的野生植物或作物(包括自然长出的作物)。作物可以是通过常规植物育种和优化方法或通过生物技术和基因工程方法或上述方法的结合获得的植物,包括转基因植物和包括获得或没有获得植物品种权保护的植物品种。植物的各部分可理解为表示所有地上和地下植物部分和植物组织如茎、叶、花和根,可提及的实例为叶片、针叶、枝条、树干、花、子实体、果实、种子、根、块茎和根状茎。植物各部分还包括无性和有性繁殖材料,例如插条、块茎、根状茎、种苗和种子。
使用本发明活性化合物进行植物和植物各部分的处理是通过常规处理方法直接施用或将化合物作用于它们的环境、生境或贮藏区进行处理,例如浸渍、喷雾、熏蒸、弥雾、撒播、刷涂以及在繁殖材料特别是种子的情况下还可以进行一层或多层包衣。
在通过生物技术和基因工程方法,或通过这些方法的结合获得的植物中,优选的植物是耐受所谓4-HPPD,EPSP和/或PPO抑制剂的那些植物,例如Acuron植物。
本发明的活性化合物,例如可应用于下述植物:
双子叶杂草属:苘麻属,苋属,豚草属,单花葵属,春黄菊属,Aphanes,滨藜属,雏菊属,鬼针草属,荠菜属,飞廉属,决明属,矢车菊属,藜属,蓟属,旋花属,曼陀罗属,金钱草,刺酸模属,糖芥属,大戟属,鼬瓣花属,牛膝菊属,猪殃殃属,木槿属,番薯属,地肤属,野芝麻属,独行菜属,母草属,母菊属,薄荷属,山靛属,Mullugo,勿忘草属,罂粟属,牵牛属,车前属,蓼属,马齿苋属,毛茛属,萝卜属,菜属,水松叶属,酸模属,猪毛菜属,千里光属,田菁属,黄花稔属,欧白芥属,茄属,苦苣菜属,尖瓣花属,繁缕属,蒲公英属,遏蓝菜属,车轴草属,荨麻属,婆婆纳属,堇菜属,苍耳属。
双子叶作物属:花生属,甜菜属,芸苔属,黄瓜属,南瓜属,向日葵属,胡萝卜属,大豆属,棉属,甘薯属,莴苣属,亚麻属,番茄属,烟草属,菜豆属,豌豆属,茄属,巢菜属。
单子叶杂草属:山羊草属,冰草属,翦股颍属,看麦娘属,假翦股颍属,燕麦属,臂形草属,雀麦属,蒺藜草属,鸭跖草属,狗牙根属,莎草属,龙爪茅属,马唐属,稗属,荸荠属,蟋蟀草属,画眉草属,野黍属,羊茅属,飘拂草属,异蕊花属,白茅属,鸭嘴草属,千金子属,毒麦属,雨久花属,黍属,雀稗属,草属,梯牧草属,早熟禾属,筒轴茅属,慈菇属,草属,狗尾草属,高粱属。
单子叶作物属:葱属,菠萝,天门冬属,燕麦属,大麦属,稻属,黍属,甘蔗属,黑麦属,高粱属,黑小麦,小麦,玉米属。
但是,本发明活性化合物混剂的应用丝毫不限制于上述属中,还可以同样的作用方式扩展至其它植物。
本发明活性化合物混剂不仅可以常规栽培方法(适合的宽行栽培作物),在种植园作物(例如葡萄树,果树,柑桔)以及在工厂和轨道,道路和广场使用,还可用于残茬处理和最小耕作法。而且还适于用作干燥剂(用于除茎秆,例如马铃薯茎秆)或作为脱叶剂(例如用于棉花脱叶)。另外还适用于非耕作区。其它应用领域涉及苗圃,森林,草地和观赏植物生产。
本发明活性化合物混剂可被转化成为常规的制剂,如液剂,乳剂,可湿性粉剂,悬浮剂,粉剂,细粉剂,糊剂,可溶粉剂,颗粒剂,浓悬浮乳剂,用活性化合物浸渍的天然和合成材料,以及聚合物材料中的微胶囊。
这些制剂是以已知方法生产的,例如将活性化合物与填充剂,即液体溶剂和/或固体载体混合而制备,任选地使用表面活性剂,即乳化剂和/或分散剂和/或发泡剂。
使用水作为填充剂的情况下,例如,也可使用有机溶剂作为助溶剂。适当的液体溶剂主要有:芳香烃类,如二甲苯,甲苯或烷基萘,氯代芳烃类和氯代脂肪烃类,如氯苯,二氯乙烷或二氯甲烷,脂肪烃类,如环己烷或链烷烃,例如矿物油馏份,矿物油和植物油,醇类,如丁醇或乙二醇及其醚和酯类,酮类,如丙酮,甲基乙基酮,甲基异丁基酮或环己酮,强极性溶剂如二甲基甲酰胺和二甲基亚砜和水。
适当的固体载体有:例如,铵盐和天然矿物粉末,如高岭土,粘土,滑石,白垩,石英,硅镁土,蒙脱土或硅藻土,和合成矿物粉末,如高分散二氧化硅,氧化铝和硅酸盐;适合颗粒剂的固体载体有:例如,粉碎和分级的天然岩石,如方解石,大理石,浮石,海泡石,白云石和无机和有机粉末的合成颗粒,和有机材料的颗粒如锯末,坚果壳,玉米稳茎和烟草茎;适当的乳化剂和/或发泡剂有:例如非离子和阴离子乳化剂,如聚氧乙烯脂肪酸酯,聚氧乙烯脂肪醇醚,例如烷芳基聚乙二醇醚,烷基磺酸盐,烷基硫酸盐,芳基磺酸盐和蛋白水解产物;适合的分散剂有:例如亚硫酸化木素废液和甲基纤维素。
在制剂中可使用粘着剂,如羧甲基纤维素和粉末、颗粒或胶乳状天然或合成聚合物,如***树胶,聚乙烯醇和聚乙酸乙烯酯,和天然磷脂,如脑磷脂和卵磷脂,和合成磷脂。其它添加剂可以是矿物油和植物油。
可能使用的着色剂,如无机颜料,例如氧化铁,氧化钛和普鲁士兰,和有机染料,如茜素染料,偶氮染料和金属酞菁染料,和痕量营养物,如铁、锰、硼、铜、钴、钼和锌的盐。
制剂中通常含有按重量计0.1-95%,优选0.5-90%的活性化合物。
通常,本发明活性化合物混剂以现混现用形式使用。然而,活性化合物混剂中包括的活性化合物还可以各自单剂形式在使用时混合,即以桶混方式使用。
新的活性化合物混剂可以其本身或其制剂形式使用,以及还可以进一步与其它已知除草剂混合,这里也可以以现混现用或桶混形式使用。它们还可以与其它已知活性化合物如杀真菌剂,杀虫剂,杀螨剂,杀线虫剂,驱鸟剂,生长调节剂,植物营养剂和土壤结构改良剂混合。根据特定的应用目的,特别是当苗后施用时,还可优选向制剂中加入植物可耐受的矿物或植物油(例如市售产品“Oleo Dupont 11E”)或铵盐,如硫酸铵或硫氰酸铵作为其它添加剂。
本发明新的活性化合物混剂可以其本身,它们的制剂形式或由这些制剂进一步稀释制备的应用形式,如现混现用溶液,悬浮液,乳液,粉剂,糊剂和颗粒剂使用。可以常规方式使用上述制剂,例如灌溉,喷雾,弥雾,喷粉或撒播。
可在植物出苗前和后,即苗前或苗后施用本发明活性化合物混剂。还可在播种前将活性化合物混剂混入土壤。
当活性化合物混剂的除草活性超出单独施用时各活性化合物的活性时则存在除草剂的增效作用。
根据下列公式计算给定的两种除草剂的混剂的预期活性(参考COLBY,S.R.:“除草混剂的增效和拮抗作用的计算”,Weeds 15,第20-22页,1967):
如果
X=施用量为p kg/ha时除草剂A(式I活性化合物)的损害%
和
Y=施用量为q kg/ha时除草剂B(式II活性化合物)的损害%
和
E=施用量为p+q kg/ha时除草剂A+B预期的损害%,
然后
E=X+Y-(X*Y/100)。
如果实际的损害大于计算的值,那么混剂的活性是超加和(überadditiv)的,即具有增效活性。
本发明活性化合物混剂确实表现出它们实际观测的除草活性高于计算活性的特性,即新活性化合物混剂产生了增效作用。
Claims (10)
1.组合物,包含有效量的活性化合物混剂,该混剂由下述组分组成
其中
Ar代表任选地被卤素-,C1-C4-烷基-或C1-C4-卤代烷基取代的苯基,
Het代表噻二唑基,该基团被卤素或被各自任选地被卤素取代的C1-C4-烷基或苯基取代,和
R代表各自具有至多4个碳原子的烷基,烯基或炔基,
(“第1组活性化合物”)和
(b)选自含有下述活性化合物的第2组除草剂中的一种或多种化合物:
1H-1,2,4-***-3-胺(杀草强),2-[2,4-二氯-5-(2-丙炔氧基)-苯基]-5,6,7,8-四氢-1,2,4-***并-[4,3-a]-吡啶-3(2H)-酮(唑啶炔草),N-(4,6-二甲氧基-嘧啶-2-基)-N′-[1-甲基-4-(2-甲基-2H-四唑-5-基)-1H-吡唑-5-基-磺酰基]-脲(四唑嘧磺隆),N-苄基-2-(4-氟-3-三氟甲基-苯氧基)丁酰胺(Beflubutamid),N-丁基-N-乙基-2,6-二硝基-4-三氟甲基-苯胺(乙丁氟灵),2-[2-[4-(3,6-二氢-3-甲基-2,6-二氧代-4-三氟甲基-1(2H)-嘧啶基-苯氧基]甲基]-5-乙基-苯氧基-丙酸甲酯(Benzfendizone),3-(2-氯-4-甲基磺酰基-苯甲酰基)-4-苯硫基-二环-[3.2.1]-辛-3-烯-2-酮(Benzobicyclon),[1,1-二甲基-2-氧代-2-(2-丙烯氧基)]-乙基2-氯-5-(3,6-二氢-3-甲基-2,6-二氧代-4-三氟甲基-1(2H)-嘧啶基)-苯甲酸酯(Butafenacil-allyl),2-(1-乙氧基亚氨基-丙基)-3-羟基-5-[2,4,6-三甲基-3-(1-氧代-丁基)-苯基]-2-环己烯-1-酮(丁氧环酮),2-[1-[(3-氯-2-丙烯基)-氧基-亚氨基]-丙基]-3-羟基-5-(四氢-2H-吡喃-4-基)-2-环己烯-1-酮(醌肟草),2-氯-3-[2-氯-5-(1,3,4,5,6,7-六氢-1,3-二氧代-2H-异吲哚-2-基)-苯基]-2-丙酸乙酯(Cinidon-ethyl),2-[1-[2-(4-氯-苯氧基)]-丙氧基氨基丁基]-5-(四氢-2H-噻喃-3-基)-1,3-环己烷二酮(Clefoxydim),(E,E)-(+)-2-[1-[[(3-氯-2-丙烯)-氧基]-亚氨基]-丙基]-3-羟基-2-环己烯-1-酮(烯草酮),3-氯-2-[[(5-乙氧基-7-氟[1,2,4]***并[1,5-c]嘧啶-2-基-磺酰基)-氨基]-苯甲酸甲酯(唑嘧磺胺盐),2-(1-乙氧亚氨基丁基)-3-羟基-5-(四氢-2H-噻喃-3-基)-2-环己烯-1-酮(噻草酮),N-(2,6-二氯-苯基)-5-乙氧基-7-氟-[1,2,4]-***并-[1,5-c]-嘧啶-2-磺酰胺(唑嘧磺胺),2-[1-[(3,5-二氟-苯基)-氨基-羰基-亚肼基]-乙基]-吡啶-3-羧酸(二氟吡隆),(S-)2-氯-N-(2,4-二甲基-3-噻吩基)-N-(2-甲氧基-1-甲基-乙基)-乙酰胺(噻吩草胺),2-[2-(3-氯-苯基)-环氧乙烷甲基]-2-乙基-1H-茚-1,3(2H)-二酮(Epropodan),(R)-2-[4-(6-氯-苯并噁唑-2-基-氧基)-苯氧基]-丙酸乙酯(精噁唑禾草灵),N-(2,6-二氟-苯基)-8-氟-5-甲氧基-[1,2,4]-***并-[1,5-c]-嘧啶-2-磺酰胺(Florasulam),(R)-2-[4-(5-三氟甲基-吡啶-2-基-氧基)-苯氧基]-丙酸丁酯(精吡氟禾草灵丁酯),4,5-二氢-3-甲氧基-4-甲基-5-氧代-N-[(2-三氟甲氧基苯基)-磺酰基]-1H-1,2,4-***-1-甲酰胺钠盐(Flucarbazone-钠盐),[2-氯-4-氟-5-(5-甲基-6-氧代-4-三氟甲基-1(6H)-哒嗪基)-苯氧基]-乙酸乙酯(Flufenpyr),2-[7-氟-3,4-二氢-3-氧代-4-(2-丙炔基)-2H-1,4-苯并噁嗪-6-基]-4,5,6,7-四氢-1H-异吲哚-1,3-二酮(丙炔氟草胺),N-(4,6-二甲氧基-嘧啶-2-基)-N′-(3-甲氧基羰基-6-三氟甲基-吡啶-2-基-磺酰基)-脲的钠盐(氟啶黄隆),2-[[[[(4,6-二甲氧基-2-嘧啶基)-氨基]-羰基]-氨基]-磺酰基]-4-甲酰基氨基-N,N-二甲基-苯甲酰胺(Foramsulfuron),(R)-2-[4-(3-氯-5-三氟甲基-吡啶-2-基-氧基)-苯氧基]-丙酸(和其甲酯,2-乙氧基-乙酯和丁酯)(氟吡禾灵,氟吡甲禾灵,精氟吡甲禾灵,氟吡禾灵乙氧基乙酯,氟吡禾灵丁酯),2-[4,5-二氢-4-甲基-4-(1-甲基乙基)-5-氧代-1H-咪唑-2-基)-5-(甲氧基甲基)-3-吡啶羧酸(咪草啶酸),N-(4-甲氧基-6-甲基-1,3,5-三嗪-2-基)-N′-(5-碘-2-甲氧基羰基-苯基磺酰基)-脲的钠盐(Iodosulfuron-methyl-sodium),(4-氯-2-甲基磺酰基-苯基)-(5-环丙基-异噁唑-4-基)-甲酮(Isoxachlortole),2-[[[[(4,6-二甲氧基-2-嘧啶基)-氨基]-羰基]-氨基]-磺酰基]-4-[[(甲基磺酰基)-氨基]-甲基]-苯甲酸甲酯(Mesosulfuron),2-(4-甲基磺酰基-2-硝基-苯甲酰基)-1,3-环己烷二酮(Mesotrione),3-[1-(3,5-二氯苯基)-1-异丙基]-2,3-二氢-6-甲基-5-苯基-4H-1,3-噁嗪-4-酮(氯噁嗪草),2-氯-1-(3-乙氧基-4-硝基-苯氧基)-4-三氟甲基苯(乙氧氟草醚),2-(2,2-二氟-乙氧基)-N-(5,8-二甲氧基[1,2,4]***并[1,5-c]嘧啶-2-基)-6-三氟甲基苯磺酰胺(Penoxsulam),2-氯-N-(2-乙氧基-乙基)-N-(2-甲基-1-苯基-1-丙烯基)-乙酰胺(Pethoxamid),2-[[[(4,5-二氢-4-甲基-5-氧代-3-丙氧基-1H-1,2,4-***-1-基)-羰基]-氨基]-磺酰基]-苯甲酸甲酯的钠盐(Procarbazone-sodium),1-氯-N-[2-氯-4-氟-5-[(6S,7aR)-6-氟-四氢-1,3-二氧代-1H-吡咯并[1,2-c]咪唑-2(3H)-基]-苯基]-甲基磺酰胺(Profluazol),(R)-[2-[[(1-甲基-亚乙基)-氨基]-氧基]-乙基]2-[4-(6-氯-2-喹喔啉氧基)-苯氧基]-丙酸酯(喔草酯),2-氯-N-(2-乙基-6-甲基-苯基)-N-[(1-甲基-乙氧基)-甲基]-乙酰胺(异丙草胺),1-(3-氯-4,5,6,7-四氢吡唑并[1,5-a]吡啶-2-基)-5-(甲基-2-丙炔基氨基)-1H-吡唑-4-腈(Pyraclonil),[2-氯-5-(4-氯-5-二氟甲氧基-1-甲基-1H-吡唑-3-基)-4-氟-苯氧基]-乙酸乙酯(氟唑草酯),6-氯-3-苯基哒嗪-4-醇(Pyridatol),7-[(4,6-二甲氧基-2-嘧啶基)-硫基]-3-甲基-1(3H)-异苯并呋喃酮(Pyriftalid),2-(4,6-二甲氧基-嘧啶-2-基-氧基)-苯甲酸甲酯(肟啶草),2-氯-6-(4,6-二甲氧基-嘧啶-2-基硫基)-苯甲酸钠盐(嘧草硫醚),3,7-二氯-喹啉-8-羧酸(二氯喹啉酸),(R)-2-[4-(6-氯-2-喹噁啉基氧基)-苯氧基]-丙酸(和其乙酯和四氢-2-呋喃基-甲酯)(精喹禾灵乙酯,精喹禾灵糠酯),2-二氟甲基-5-(4,5-二氢-噻唑-2-基)-4-(2-甲基-丙基)-6-三氟甲基-吡啶-3-甲酸甲酯(噻氟啶草),(3,5,6-三氯)-吡啶-2-基-氧基-乙酸(定草酯),N-[[(4,6-二甲氧基-2-嘧啶基)-氨基]-羰基]-3-(2,2,2-三氟乙氧基)-2-吡啶磺酰胺钠盐(Trifloxysulfuron),N-[4-二甲基氨基-6-(2,2,2-三氟-乙氧基)-1,3,5-三嗪-2-基]-N′-(2-甲氧基羰基-苯基磺酰基)-脲(氟胺磺隆),N-[[(4,6-二甲氧基-2-嘧啶基)氨基]羰基]-3-(N-甲基-N-甲基磺酰基-氨基])-2-吡啶磺酰胺(参见WO-A-92/10660),
(“第2组活性化合物”),
和,如适合,还包括
(c)选自下组化合物中的可增进作物耐受性的化合物:
4-二氯乙酰基-1-氧杂-4-氮杂-螺[4.5]-癸烷(AD-67),1-二氯乙酰基-六氢-3,3,8a-三甲基吡咯并[1,2-a]-嘧啶-6(2H)-酮(Dicyclonon,BAS-145138),4-二氯乙酰基-3,4-二氢-3-甲基-2H-1,4-苯并噁嗪(解草嗪),5-氯-喹啉-8-氧基-乙酸(1-甲基-己基酯)(喹氧乙酸-异庚酯),α-(氰基-甲氧亚氨基)-苯乙腈(解草胺腈),2,2-二氯-N-(2-氧代-2-(2-丙烯基氨基)-乙基)-N-(2-丙烯基)-乙酰胺(解草烯),2,2-二氯-N,N-二-2-丙烯基-乙酰胺(烯丙酰草胺),N-(4-甲基-苯基)-N′-(1-甲基-1-苯基-乙基)-脲(杀草隆),4,6-二氯-2-苯基-嘧啶(解草啶),1-(2,4-二氯-苯基)-5-三氯甲基-1H-1,2,4-***-3-甲酸乙酯(解草唑乙酯),2-氯-4-三氟甲基-噻唑-5-羧酸苯甲酯(解草安),4-氯-N-(1,3-二氧戊环-2-基-甲氧基)-α-三氟-苯乙酮肟(氟草肟),3-二氯乙酰基-5-(2-呋喃基)-2,2-二甲基-噁唑烷(解草噁唑,MON-13900),4,5-二氢-5,5-二苯基-3-异噁唑甲酸乙酯(Isoxadifen-ethyl),1-(2,4-二氯苯基)-4,5-二氢-5-甲基-1H-吡唑-3,5-二甲酸二乙酯(吡咯二酸二乙酯),2-二氯甲基-2-甲基-1,3-二氧戊环(解草烷),1,8-萘二甲酸酐,α-(1,3-二氧戊环-2-基-甲氧亚氨基)-苯乙腈(解草腈),2,2-二氯-N-(1,3-二氧戊环-2-基-甲基)-N-(2-丙烯基)-乙酰胺(PPG-1292),3-二氯乙酰基-2,2-二甲基-噁唑烷(R-28725),3-二氯乙酰基-2,2,5-三甲基-噁唑烷(R-29148),1-(2-氯-苯基)-5-苯基-1H-吡唑-3-甲酸甲酯和N-(2-甲氧基-苯甲酰基)-4-[(甲基氨基羰基)-氨基]-苯磺酰胺,
(“第3组活性化合物”)。
2.权利要求1的组合物,其特征在于式(I)中
Ar代表任选地被氟-,氯-,溴-,甲基-,乙基-或三氟甲基取代的苯基
Het代表被氟,氯,溴或被各自任选地被氟和/或氯取代的甲基,乙基,正或异丙基或苯基取代的1,2,4-噻二唑基或1,3,4-噻二唑基,
R代表甲基,乙基,正或异丙基,正-,异-,仲或叔丁基,2-丙烯基,1-甲基-2-丙烯基,2-丁烯基,2-丙炔基,1-甲基-2-丙炔基,2-丁炔基。
3.权利要求1的组合物,其特征在于通式(I)的杂芳氧基-乙酰胺是化合物N-异丙基-N-(4-氟-苯基)-α-(5-三氟甲基-1,3,4-噻二唑-2-基-氧基)-乙酰胺(Flufenacet)。
4.权利要求1-3中任一项的组合物,其特征在于选自第2组除草剂(组分(b))的化合物是选自下述活性化合物:
四唑嘧磺隆,Beflubutamid,Butafenacil-allyl,Cinidon-ethyl,Clefoxydim,唑嘧磺胺盐,唑嘧磺胺,精噁唑禾草灵,Florasulam,氟啶黄隆,Foramsulfuron,咪草啶酸,Iodosulfuron-methyl-sodium,Isoxachlortole,Mesosulfuron,氯噁嗪草,Procarbazone-sodium,Pyriftalid,嘧草硫醚,二氯喹啉酸,Trifloxysulfuron。
5.权利要求1-4中任一项的组合物,其特征在于可改善作物耐受性的化合物(组分(c))选自下述活性化合物:
可改善禾谷类作物耐受性的5-氯-喹啉-8-氧基-乙酸(1-甲基-己基酯)(喹氧乙酸-异庚酯),4,5-二氢-5,5-二苯基-3-异噁唑甲酸乙酯(Isoxadifen-ethyl)和1-(2,4-二氯苯基)-4,5-二氢-5-甲基-1H-吡唑-3,5-二甲酸二乙酯(吡咯二酸二乙酯),以及4-二氯乙酰基-1-氧杂-4-氮杂-螺[4.5]-癸烷(AD-67),1-二氯乙酰基-六氢-3,3,8a-三甲基吡咯并[1,2-a]-嘧啶-6(2H)-酮(BAS-1451 38),4-二氯乙酰基-3,4-二氢-3-甲基-2H-1,4-苯并噁嗪(解草嗪),2,2-二氯-N,N-二-2-丙烯基-乙酰胺(烯丙酰草胺),2,2-二氯-N-(2-氧代-2-(2-丙烯基氨基)-乙基)-N-(2-丙烯基)-乙酰胺(解草烯),3-二氯乙酰基-5-(2-呋喃基)-2,2-二甲基-噁唑烷(解草噁唑,MON-13900),3-二氯乙酰基-2,2,5-三甲基-噁唑烷(R-29148)。
6.权利要求1-5中任一项的组合物,其特征在于每重量份的式(I)活性化合物使用0.01-1000重量份的选自第2组除草剂(组分(b))的活性化合物。
7.权利要求1-5中任一项的组合物,其特征在于每重量份的式(I)活性化合物或其与选自第2组除草剂(组分(b))的活性化合物的混合物使用0.001-1000重量份的可改善作物耐受性的化合物(组分(c))。
8.权利要求1-7中任一项的组合物用于防治不需要植物的用途。
9.防治不需要植物的方法,其特征在于将权利要求1-7中任一项的组合物施用至不需要的植物和/或它们的生长环境。
10.制备除草组合物的方法,其特征在于将权利要求1-7中任一项的组合物与表面活性剂和/或填充剂混合。
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- 2001-05-09 WO PCT/EP2001/005242 patent/WO2001089301A1/de not_active Application Discontinuation
- 2001-05-09 AU AU2001265936A patent/AU2001265936B2/en not_active Expired
- 2001-05-09 AU AU6593601A patent/AU6593601A/xx active Pending
- 2001-05-09 JP JP2001585555A patent/JP2003533545A/ja active Pending
- 2001-05-09 CZ CZ20023822A patent/CZ301614B6/cs not_active IP Right Cessation
- 2001-05-09 US US10/296,006 patent/US6967188B2/en not_active Expired - Lifetime
- 2001-05-09 SK SK1626-2002A patent/SK287461B6/sk not_active IP Right Cessation
- 2001-05-09 PL PL359033A patent/PL218432B1/pl not_active IP Right Cessation
- 2001-05-09 EP EP01943335A patent/EP1298996A1/de not_active Withdrawn
- 2001-05-09 CN CN01809989A patent/CN1430471A/zh active Pending
- 2001-05-09 CA CA002409215A patent/CA2409215A1/en not_active Abandoned
- 2001-05-09 BR BRPI0111008A patent/BRPI0111008B1/pt active IP Right Grant
- 2001-05-09 HU HU0302069A patent/HU230428B1/hu unknown
- 2001-05-09 KR KR1020027014810A patent/KR100781758B1/ko active IP Right Grant
- 2001-05-09 MX MXPA02011468A patent/MXPA02011468A/es active IP Right Grant
-
2002
- 2002-12-20 HR HR20021022A patent/HRP20021022A2/xx not_active Application Discontinuation
-
2005
- 2005-08-10 US US11/200,639 patent/US20060009359A1/en not_active Abandoned
Cited By (7)
Publication number | Priority date | Publication date | Assignee | Title |
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CN101781267A (zh) * | 2008-12-23 | 2010-07-21 | 赛拓有限责任公司 | 用于制备酰基酰胺化合物的方法 |
CN104365628A (zh) * | 2014-11-06 | 2015-02-25 | 江苏省农用激素工程技术研究中心有限公司 | 用于防治大豆田杂草的除草组合物 |
CN105454266A (zh) * | 2015-12-23 | 2016-04-06 | 汤云鹤 | 一种含氟噻草胺、异丙隆和双氟磺草胺的农药组合物及其在防治小麦田杂草中的应用 |
CN107751226A (zh) * | 2017-11-27 | 2018-03-06 | 浙江永太药业有限公司 | 一种含哒草特和氟噻草胺的除草剂组合物 |
CN107751226B (zh) * | 2017-11-27 | 2020-11-13 | 浙江永太药业有限公司 | 一种含哒草特和氟噻草胺的除草剂组合物 |
CN114208833A (zh) * | 2021-12-30 | 2022-03-22 | 青岛润农化工有限公司 | 含氟草烟异辛酯和双氯磺草胺的农药组合物及其制备方法和应用 |
CN114208833B (zh) * | 2021-12-30 | 2024-03-29 | 青岛润农化工有限公司 | 含氟草烟异辛酯和双氯磺草胺的农药组合物及其制备方法和应用 |
Also Published As
Publication number | Publication date |
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JP2003533545A (ja) | 2003-11-11 |
BR0111008A (pt) | 2003-04-08 |
AU2001265936B2 (en) | 2006-04-06 |
US20040102321A1 (en) | 2004-05-27 |
AU6593601A (en) | 2001-12-03 |
WO2001089301A1 (de) | 2001-11-29 |
EP1298996A1 (de) | 2003-04-09 |
SK16262002A3 (sk) | 2003-09-11 |
CA2409215A1 (en) | 2002-11-19 |
CZ301614B6 (cs) | 2010-05-05 |
HU230428B1 (hu) | 2016-06-28 |
KR100781758B1 (ko) | 2007-12-04 |
US20060009359A1 (en) | 2006-01-12 |
HRP20021022A2 (en) | 2005-02-28 |
CZ20023822A3 (cs) | 2003-04-16 |
MXPA02011468A (es) | 2004-08-12 |
HUP0302069A3 (en) | 2005-11-28 |
US6967188B2 (en) | 2005-11-22 |
PL218432B1 (pl) | 2014-12-31 |
PL359033A1 (en) | 2004-08-23 |
BRPI0111008B1 (pt) | 2015-12-15 |
KR20030027890A (ko) | 2003-04-07 |
SK287461B6 (sk) | 2010-10-07 |
HUP0302069A2 (hu) | 2003-09-29 |
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