HRP940513A2 - Synergistic agents and method for selective control of weeds - Google Patents

Synergistic agents and method for selective control of weeds Download PDF

Info

Publication number: HRP940513A2
Authority: HR; Croatia
Prior art keywords: alkyl; alkoxy; denotes; formula; hydrogen
Prior art date: 1990-09-06

Application number

HRP-1478/91A

Other languages

English (en)

Croatian (hr)

Original Assignee

Ciba Geigy Ag

Priority date (The priority date 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 date listed.)

1990-09-06

Filing date

1994-09-08

Publication date

1997-04-30

1994-09-08 Application filed by Ciba Geigy Ag filed Critical Ciba Geigy Ag

1997-04-30 Publication of HRP940513A2 publication Critical patent/HRP940513A2/hr

Links

241000196324 Embryophyta Species 0.000 title claims abstract description 21
238000000034 method Methods 0.000 title claims abstract description 15
239000012747 synergistic agent Substances 0.000 title abstract description 3
239000001257 hydrogen Substances 0.000 claims abstract description 97
229910052739 hydrogen Inorganic materials 0.000 claims abstract description 97
UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical group [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 claims abstract description 43
QVGXLLKOCUKJST-UHFFFAOYSA-N atomic oxygen Chemical group [O] QVGXLLKOCUKJST-UHFFFAOYSA-N 0.000 claims abstract description 32
239000001301 oxygen Substances 0.000 claims abstract description 32
229910052760 oxygen Inorganic materials 0.000 claims abstract description 32
NINIDFKCEFEMDL-UHFFFAOYSA-N Sulfur Chemical compound [S] NINIDFKCEFEMDL-UHFFFAOYSA-N 0.000 claims abstract description 28
125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 claims abstract description 24
YROXIXLRRCOBKF-UHFFFAOYSA-N sulfonylurea Chemical compound OC(=N)N=S(=O)=O YROXIXLRRCOBKF-UHFFFAOYSA-N 0.000 claims abstract description 21
240000008042 Zea mays Species 0.000 claims abstract description 11
235000002017 Zea mays subsp mays Nutrition 0.000 claims abstract description 11
125000001797 benzyl group Chemical group [H]C1=C([H])C([H])=C(C([H])=C1[H])C([H])([H])* 0.000 claims abstract description 11
235000013339 cereals Nutrition 0.000 claims abstract description 9
244000068988 Glycine max Species 0.000 claims abstract description 8
235000010469 Glycine max Nutrition 0.000 claims abstract description 8
125000004076 pyridyl group Chemical group 0.000 claims abstract description 7
125000001544 thienyl group Chemical group 0.000 claims abstract description 7
244000045561 useful plants Species 0.000 claims abstract description 7
BHKWBDLLRADTHN-UHFFFAOYSA-N 1,3,7,8-tetrahydro-[1,3,4]thiadiazolo[3,4-a]pyridazine Chemical compound C1=CCCN2CSCN21 BHKWBDLLRADTHN-UHFFFAOYSA-N 0.000 claims abstract description 5
IMUPLNOOXQMRMZ-UHFFFAOYSA-N 1,3,5,6,7,8-hexahydro-[1,3,4]thiadiazolo[3,4-a]pyridazine Chemical compound C1CCCN2CSCN21 IMUPLNOOXQMRMZ-UHFFFAOYSA-N 0.000 claims abstract description 4
125000004433 nitrogen atom Chemical group N* 0.000 claims abstract description 3
125000003373 pyrazinyl group Chemical group 0.000 claims abstract description 3
125000004178 (C1-C4) alkyl group Chemical group 0.000 claims abstract 15
239000005864 Sulphur Substances 0.000 claims abstract 6
CIUQDSCDWFSTQR-UHFFFAOYSA-N [C]1=CC=CC=C1 Chemical class [C]1=CC=CC=C1 CIUQDSCDWFSTQR-UHFFFAOYSA-N 0.000 claims abstract 2
-1 alkylsulfonylamino radical Chemical class 0.000 claims description 107
150000001875 compounds Chemical class 0.000 claims description 82
239000000203 mixture Substances 0.000 claims description 76
125000004169 (C1-C6) alkyl group Chemical group 0.000 claims description 48
229910052736 halogen Inorganic materials 0.000 claims description 48
150000002367 halogens Chemical class 0.000 claims description 46
125000004765 (C1-C4) haloalkyl group Chemical group 0.000 claims description 42
150000002431 hydrogen Chemical class 0.000 claims description 39
125000000229 (C1-C4)alkoxy group Chemical group 0.000 claims description 31
229940100389 Sulfonylurea Drugs 0.000 claims description 31
125000000449 nitro group Chemical group [O-][N+](*)=O 0.000 claims description 28
229910052717 sulfur Chemical group 0.000 claims description 22
239000011593 sulfur Chemical group 0.000 claims description 22
ZAMOUSCENKQFHK-UHFFFAOYSA-N Chlorine atom Chemical compound [Cl] ZAMOUSCENKQFHK-UHFFFAOYSA-N 0.000 claims description 21
239000000460 chlorine Substances 0.000 claims description 21
229910052801 chlorine Inorganic materials 0.000 claims description 21
125000000882 C2-C6 alkenyl group Chemical group 0.000 claims description 19
150000003839 salts Chemical class 0.000 claims description 18
125000000217 alkyl group Chemical group 0.000 claims description 16
125000004191 (C1-C6) alkoxy group Chemical group 0.000 claims description 14
125000000171 (C1-C6) haloalkyl group Chemical group 0.000 claims description 14
125000001559 cyclopropyl group Chemical group [H]C1([H])C([H])([H])C1([H])* 0.000 claims description 14
230000002363 herbicidal effect Effects 0.000 claims description 14
125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 claims description 14
125000003601 C2-C6 alkynyl group Chemical group 0.000 claims description 12
229910052731 fluorine Inorganic materials 0.000 claims description 12
239000011737 fluorine Substances 0.000 claims description 12
125000006527 (C1-C5) alkyl group Chemical group 0.000 claims description 11
125000006643 (C2-C6) haloalkenyl group Chemical group 0.000 claims description 11
PXGOKWXKJXAPGV-UHFFFAOYSA-N Fluorine Chemical compound FF PXGOKWXKJXAPGV-UHFFFAOYSA-N 0.000 claims description 11
125000003302 alkenyloxy group Chemical group 0.000 claims description 11
WKBOTKDWSSQWDR-UHFFFAOYSA-N Bromine atom Chemical compound [Br] WKBOTKDWSSQWDR-UHFFFAOYSA-N 0.000 claims description 10
GDTBXPJZTBHREO-UHFFFAOYSA-N bromine Substances BrBr GDTBXPJZTBHREO-UHFFFAOYSA-N 0.000 claims description 10
229910052794 bromium Inorganic materials 0.000 claims description 10
235000005824 Zea mays ssp. parviglumis Nutrition 0.000 claims description 9
235000005822 corn Nutrition 0.000 claims description 9
125000000956 methoxy group Chemical group [H]C([H])([H])O* 0.000 claims description 8
125000006299 oxetan-3-yl group Chemical group [H]C1([H])OC([H])([H])C1([H])* 0.000 claims description 8
125000000951 phenoxy group Chemical group [H]C1=C([H])C([H])=C(O*)C([H])=C1[H] 0.000 claims description 8
125000001424 substituent group Chemical group 0.000 claims description 8
125000003342 alkenyl group Chemical group 0.000 claims description 7
150000003254 radicals Chemical class 0.000 claims description 7
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 claims description 7
125000006700 (C1-C6) alkylthio group Chemical group 0.000 claims description 6
101100054666 Streptomyces halstedii sch3 gene Chemical group 0.000 claims description 6
125000000304 alkynyl group Chemical group 0.000 claims description 6
125000005133 alkynyloxy group Chemical group 0.000 claims description 6
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 description 6
125000003718 tetrahydrofuranyl group Chemical group 0.000 claims description 6
125000002023 trifluoromethyl group Chemical group FC(F)(F)* 0.000 claims description 6
125000006729 (C2-C5) alkenyl group Chemical group 0.000 claims description 5
125000006765 (C2-C6) haloalkenyloxy group Chemical group 0.000 claims description 5
125000006300 thietan-3-yl group Chemical group [H]C1([H])SC([H])([H])C1([H])* 0.000 claims description 5
QWZBQVKBIOPFFQ-UHFFFAOYSA-N 1-[2-(2,2-difluoroethylsulfanyl)phenyl]sulfonyl-3-(4-methoxy-6-methyl-1,3,5-triazin-2-yl)urea Chemical compound COC1=NC(C)=NC(NC(=O)NS(=O)(=O)C=2C(=CC=CC=2)SCC(F)F)=N1 QWZBQVKBIOPFFQ-UHFFFAOYSA-N 0.000 claims description 4
YCXGWOGPQLLAKB-UHFFFAOYSA-N 1-[2-(3,3-difluorobut-1-enyl)phenyl]sulfonyl-3-(4-methoxy-6-methyl-1,3,5-triazin-2-yl)urea Chemical compound COC1=NC(C)=NC(NC(=O)NS(=O)(=O)C=2C(=CC=CC=2)C=CC(C)(F)F)=N1 YCXGWOGPQLLAKB-UHFFFAOYSA-N 0.000 claims description 4
UAOGNPZPKRFWEB-UHFFFAOYSA-N 1-[2-(3,3-difluorobutyl)phenyl]sulfonyl-3-(4-methoxy-6-methyl-1,3,5-triazin-2-yl)urea Chemical compound COC1=NC(C)=NC(NC(=O)NS(=O)(=O)C=2C(=CC=CC=2)CCC(C)(F)F)=N1 UAOGNPZPKRFWEB-UHFFFAOYSA-N 0.000 claims description 4
125000004214 1-pyrrolidinyl group Chemical group [H]C1([H])N(*)C([H])([H])C([H])([H])C1([H])[H] 0.000 claims description 4
125000004105 2-pyridyl group Chemical group N1=C([*])C([H])=C([H])C([H])=C1[H] 0.000 claims description 4
240000007594 Oryza sativa Species 0.000 claims description 4
235000007164 Oryza sativa Nutrition 0.000 claims description 4
XMQFTWRPUQYINF-UHFFFAOYSA-N bensulfuron-methyl Chemical compound COC(=O)C1=CC=CC=C1CS(=O)(=O)NC(=O)NC1=NC(OC)=CC(OC)=N1 XMQFTWRPUQYINF-UHFFFAOYSA-N 0.000 claims description 4
125000003236 benzoyl group Chemical group [H]C1=C([H])C([H])=C(C([H])=C1[H])C(*)=O 0.000 claims description 4
125000004786 difluoromethoxy group Chemical group [H]C(F)(F)O* 0.000 claims description 4
125000001188 haloalkyl group Chemical group 0.000 claims description 4
125000000232 haloalkynyl group Chemical group 0.000 claims description 4
125000002887 hydroxy group Chemical group [H]O* 0.000 claims description 4
QMDDYRTXFMBFBS-UHFFFAOYSA-N methyl 2-[(4,6-dimethoxypyrimidin-2-yl)carbamoylsulfamoyl]benzoate Chemical compound COC(=O)C1=CC=CC=C1S(=O)(=O)NC(=O)NC1=NC(OC)=CC(OC)=N1 QMDDYRTXFMBFBS-UHFFFAOYSA-N 0.000 claims description 4
NPTQMQGKFGAKEE-UHFFFAOYSA-N oxetan-3-yl 2-[(4-methoxy-6-methyl-1,3,5-triazin-2-yl)carbamoylsulfamoyl]benzoate Chemical compound COC1=NC(C)=NC(NC(=O)NS(=O)(=O)C=2C(=CC=CC=2)C(=O)OC2COC2)=N1 NPTQMQGKFGAKEE-UHFFFAOYSA-N 0.000 claims description 4
PBMFSQRYOILNGV-UHFFFAOYSA-N pyridazine Chemical compound C1=CC=NN=C1 PBMFSQRYOILNGV-UHFFFAOYSA-N 0.000 claims description 4
235000009566 rice Nutrition 0.000 claims description 4
125000005504 styryl group Chemical group 0.000 claims description 4
125000004192 tetrahydrofuran-2-yl group Chemical group [H]C1([H])OC([H])(*)C([H])([H])C1([H])[H] 0.000 claims description 4
125000004769 (C1-C4) alkylsulfonyl group Chemical group 0.000 claims description 3
125000002733 (C1-C6) fluoroalkyl group Chemical group 0.000 claims description 3
WYPUVWVNGQFUJM-UHFFFAOYSA-N 1-[2-(2-fluoroethylsulfanyl)phenyl]sulfonyl-3-(4-methoxy-6-methyl-1,3,5-triazin-2-yl)urea Chemical compound COC1=NC(C)=NC(NC(=O)NS(=O)(=O)C=2C(=CC=CC=2)SCCF)=N1 WYPUVWVNGQFUJM-UHFFFAOYSA-N 0.000 claims description 3
LTUNNEGNEKBSEH-UHFFFAOYSA-N Prosulfuron Chemical compound COC1=NC(C)=NC(NC(=O)NS(=O)(=O)C=2C(=CC=CC=2)CCC(F)(F)F)=N1 LTUNNEGNEKBSEH-UHFFFAOYSA-N 0.000 claims description 3
BGNQYGRXEXDAIQ-UHFFFAOYSA-N Pyrazosulfuron-ethyl Chemical compound C1=NN(C)C(S(=O)(=O)NC(=O)NC=2N=C(OC)C=C(OC)N=2)=C1C(=O)OCC BGNQYGRXEXDAIQ-UHFFFAOYSA-N 0.000 claims description 3
125000004390 alkyl sulfonyl group Chemical group 0.000 claims description 3
125000004414 alkyl thio group Chemical group 0.000 claims description 3
125000004093 cyano group Chemical group *C#N 0.000 claims description 3
125000000000 cycloalkoxy group Chemical group 0.000 claims description 3
125000000262 haloalkenyl group Chemical group 0.000 claims description 3
ZTYVMAQSHCZXLF-UHFFFAOYSA-N methyl 2-[[4,6-bis(difluoromethoxy)pyrimidin-2-yl]carbamoylsulfamoyl]benzoate Chemical compound COC(=O)C1=CC=CC=C1S(=O)(=O)NC(=O)NC1=NC(OC(F)F)=CC(OC(F)F)=N1 ZTYVMAQSHCZXLF-UHFFFAOYSA-N 0.000 claims description 3
RTCOGUMHFFWOJV-UHFFFAOYSA-N nicosulfuron Chemical compound COC1=CC(OC)=NC(NC(=O)NS(=O)(=O)C=2C(=CC=CN=2)C(=O)N(C)C)=N1 RTCOGUMHFFWOJV-UHFFFAOYSA-N 0.000 claims description 3
MEFOUWRMVYJCQC-UHFFFAOYSA-N rimsulfuron Chemical compound CCS(=O)(=O)C1=CC=CN=C1S(=O)(=O)NC(=O)NC1=NC(OC)=CC(OC)=N1 MEFOUWRMVYJCQC-UHFFFAOYSA-N 0.000 claims description 3
125000004916 (C1-C6) alkylcarbonyl group Chemical group 0.000 claims description 2
125000004739 (C1-C6) alkylsulfonyl group Chemical group 0.000 claims description 2
125000006656 (C2-C4) alkenyl group Chemical group 0.000 claims description 2
125000006650 (C2-C4) alkynyl group Chemical group 0.000 claims description 2
125000005059 halophenyl group Chemical group 0.000 claims description 2
125000004767 (C1-C4) haloalkoxy group Chemical group 0.000 claims 20
125000000753 cycloalkyl group Chemical group 0.000 claims 8
125000004737 (C1-C6) haloalkoxy group Chemical group 0.000 claims 4
WMLPCIHUFDKWJU-UHFFFAOYSA-N Cinosulfuron Chemical compound COCCOC1=CC=CC=C1S(=O)(=O)NC(=O)NC1=NC(OC)=NC(OC)=N1 WMLPCIHUFDKWJU-UHFFFAOYSA-N 0.000 claims 2
125000004438 haloalkoxy group Chemical group 0.000 claims 2
SNOOUWRIMMFWNE-UHFFFAOYSA-M sodium;6-[(3,4,5-trimethoxybenzoyl)amino]hexanoate Chemical compound [Na+].COC1=CC(C(=O)NCCCCCC([O-])=O)=CC(OC)=C1OC SNOOUWRIMMFWNE-UHFFFAOYSA-M 0.000 claims 2
VLCQZHSMCYCDJL-UHFFFAOYSA-N tribenuron methyl Chemical compound COC(=O)C1=CC=CC=C1S(=O)(=O)NC(=O)N(C)C1=NC(C)=NC(OC)=N1 VLCQZHSMCYCDJL-UHFFFAOYSA-N 0.000 claims 2
125000004768 (C1-C4) alkylsulfinyl group Chemical group 0.000 claims 1
125000004454 (C1-C6) alkoxycarbonyl group Chemical group 0.000 claims 1
125000006730 (C2-C5) alkynyl group Chemical group 0.000 claims 1
125000003282 alkyl amino group Chemical group 0.000 claims 1
125000004991 fluoroalkenyl group Chemical group 0.000 claims 1
125000004995 haloalkylthio group Chemical group 0.000 claims 1
ZCYXXKJEDCHMGH-UHFFFAOYSA-N nonane Chemical compound CCCC[CH]CCCC ZCYXXKJEDCHMGH-UHFFFAOYSA-N 0.000 claims 1
BKIMMITUMNQMOS-UHFFFAOYSA-N normal nonane Natural products CCCCCCCCC BKIMMITUMNQMOS-UHFFFAOYSA-N 0.000 claims 1
GJVFBWCTGUSGDD-UHFFFAOYSA-L pentamethonium bromide Chemical compound [Br-].[Br-].C[N+](C)(C)CCCCC[N+](C)(C)C GJVFBWCTGUSGDD-UHFFFAOYSA-L 0.000 claims 1
230000008635 plant growth Effects 0.000 claims 1
239000003795 chemical substances by application Substances 0.000 abstract description 7
235000010716 Vigna mungo Nutrition 0.000 abstract description 3
240000001417 Vigna umbellata Species 0.000 abstract description 3
235000011453 Vigna umbellata Nutrition 0.000 abstract description 3
235000016383 Zea mays subsp huehuetenangensis Nutrition 0.000 abstract 2
235000009973 maize Nutrition 0.000 abstract 2
125000004070 6 membered heterocyclic group Chemical group 0.000 abstract 1
239000013543 active substance Substances 0.000 description 42
YMWUJEATGCHHMB-UHFFFAOYSA-N Dichloromethane Chemical compound ClCCl YMWUJEATGCHHMB-UHFFFAOYSA-N 0.000 description 27
238000006243 chemical reaction Methods 0.000 description 17
125000002147 dimethylamino group Chemical group [H]C([H])([H])N(*)C([H])([H])[H] 0.000 description 16
125000000250 methylamino group Chemical group [H]N(*)C([H])([H])[H] 0.000 description 16
YXFVVABEGXRONW-UHFFFAOYSA-N Toluene Chemical compound CC1=CC=CC=C1 YXFVVABEGXRONW-UHFFFAOYSA-N 0.000 description 15
125000004435 hydrogen atom Chemical group [H]* 0.000 description 15
XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 14
239000004094 surface-active agent Substances 0.000 description 12
239000000243 solution Substances 0.000 description 10
239000002904 solvent Substances 0.000 description 10
RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 description 9
125000004432 carbon atom Chemical group C* 0.000 description 9
238000002474 experimental method Methods 0.000 description 8
239000000843 powder Substances 0.000 description 8
DNIAPMSPPWPWGF-UHFFFAOYSA-N Propylene glycol Chemical compound CC(O)CO DNIAPMSPPWPWGF-UHFFFAOYSA-N 0.000 description 7
230000002195 synergetic effect Effects 0.000 description 7
WEVYAHXRMPXWCK-UHFFFAOYSA-N Acetonitrile Chemical compound CC#N WEVYAHXRMPXWCK-UHFFFAOYSA-N 0.000 description 6
239000005995 Aluminium silicate Substances 0.000 description 6
WSFSSNUMVMOOMR-UHFFFAOYSA-N Formaldehyde Chemical compound O=C WSFSSNUMVMOOMR-UHFFFAOYSA-N 0.000 description 6
239000002202 Polyethylene glycol Substances 0.000 description 6
241000209140 Triticum Species 0.000 description 6
235000021307 Triticum Nutrition 0.000 description 6
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230000000694 effects Effects 0.000 description 6
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239000008187 granular material Substances 0.000 description 6
NLYAJNPCOHFWQQ-UHFFFAOYSA-N kaolin Chemical compound O.O.O=[Al]O[Si](=O)O[Si](=O)O[Al]=O NLYAJNPCOHFWQQ-UHFFFAOYSA-N 0.000 description 6
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238000002360 preparation method Methods 0.000 description 6
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MTHSVFCYNBDYFN-UHFFFAOYSA-N diethylene glycol Chemical group OCCOCCO MTHSVFCYNBDYFN-UHFFFAOYSA-N 0.000 description 5
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QGZKDVFQNNGYKY-UHFFFAOYSA-N Ammonia Chemical compound N QGZKDVFQNNGYKY-UHFFFAOYSA-N 0.000 description 4
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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 4
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125000000051 benzyloxy group Chemical group [H]C1=C([H])C([H])=C(C([H])=C1[H])C([H])([H])O* 0.000 description 4
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AICOOMRHRUFYCM-ZRRPKQBOSA-N oxazine, 1 Chemical compound C([C@@H]1[C@H](C(C[C@]2(C)[C@@H]([C@H](C)N(C)C)[C@H](O)C[C@]21C)=O)CC1=CC2)C[C@H]1[C@@]1(C)[C@H]2N=C(C(C)C)OC1 AICOOMRHRUFYCM-ZRRPKQBOSA-N 0.000 description 4
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239000008096 xylene Substances 0.000 description 4
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UHOVQNZJYSORNB-UHFFFAOYSA-N Benzene Chemical compound C1=CC=CC=C1 UHOVQNZJYSORNB-UHFFFAOYSA-N 0.000 description 3
239000005711 Benzoic acid Substances 0.000 description 3
XDTMQSROBMDMFD-UHFFFAOYSA-N Cyclohexane Chemical compound C1CCCCC1 XDTMQSROBMDMFD-UHFFFAOYSA-N 0.000 description 3
229920001732 Lignosulfonate Polymers 0.000 description 3
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125000001931 aliphatic group Chemical class 0.000 description 3
125000003545 alkoxy group Chemical group 0.000 description 3
239000000969 carrier Substances 0.000 description 3
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HTFFABIIOAKIBH-UHFFFAOYSA-N diazinane Chemical compound C1CCNNC1 HTFFABIIOAKIBH-UHFFFAOYSA-N 0.000 description 3
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125000001301 ethoxy group Chemical group [H]C([H])([H])C([H])([H])O* 0.000 description 1
125000006232 ethoxy propyl group Chemical group [H]C([H])([H])C([H])([H])OC([H])([H])C([H])([H])C([H])([H])* 0.000 description 1
125000003754 ethoxycarbonyl group Chemical group C(=O)(OCC)* 0.000 description 1
125000005448 ethoxyethyl group Chemical group [H]C([H])([H])C([H])([H])OC([H])([H])C([H])([H])* 0.000 description 1
150000005452 ethyl sulfates Chemical class 0.000 description 1
125000006125 ethylsulfonyl group Chemical group 0.000 description 1
125000004705 ethylthio group Chemical group C(C)S* 0.000 description 1
125000002534 ethynyl group Chemical group [H]C#C* 0.000 description 1
125000005290 ethynyloxy group Chemical group C(#C)O* 0.000 description 1
150000002191 fatty alcohols Chemical class 0.000 description 1
239000003337 fertilizer Substances 0.000 description 1
239000000945 filler Substances 0.000 description 1
238000001914 filtration Methods 0.000 description 1
235000013312 flour Nutrition 0.000 description 1
125000001153 fluoro group Chemical group F* 0.000 description 1
125000004216 fluoromethyl group Chemical group [H]C([H])(F)* 0.000 description 1
239000007789 gas Substances 0.000 description 1
150000002334 glycols Chemical class 0.000 description 1
230000009036 growth inhibition Effects 0.000 description 1
150000004820 halides Chemical class 0.000 description 1
125000000623 heterocyclic group Chemical group 0.000 description 1
125000003707 hexyloxy group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])O* 0.000 description 1
150000004679 hydroxides Chemical class 0.000 description 1
125000002768 hydroxyalkyl group Chemical group 0.000 description 1
239000005457 ice water Substances 0.000 description 1
239000004615 ingredient Substances 0.000 description 1
150000007529 inorganic bases Chemical class 0.000 description 1
239000000543 intermediate Substances 0.000 description 1
PNDPGZBMCMUPRI-UHFFFAOYSA-N iodine Chemical compound II PNDPGZBMCMUPRI-UHFFFAOYSA-N 0.000 description 1
239000011630 iodine Chemical group 0.000 description 1
229910052740 iodine Chemical group 0.000 description 1
239000012948 isocyanate Substances 0.000 description 1
QXJSBBXBKPUZAA-UHFFFAOYSA-N isooleic acid Natural products CCCCCCCC=CCCCCCCCCC(O)=O QXJSBBXBKPUZAA-UHFFFAOYSA-N 0.000 description 1
125000001449 isopropyl group Chemical group [H]C([H])([H])C([H])(*)C([H])([H])[H] 0.000 description 1
150000002576 ketones Chemical class 0.000 description 1
238000002386 leaching Methods 0.000 description 1
239000000463 material Substances 0.000 description 1
238000002844 melting Methods 0.000 description 1
230000008018 melting Effects 0.000 description 1
125000001160 methoxycarbonyl group Chemical group [H]C([H])([H])OC(*)=O 0.000 description 1
GFUFETYGCVQXBV-UHFFFAOYSA-N methyl 2-(2-chloro-4-fluoro-5-isothiocyanatobenzenecarbothioyl)oxyacetate Chemical compound COC(=O)COC(=S)C1=CC(N=C=S)=C(F)C=C1Cl GFUFETYGCVQXBV-UHFFFAOYSA-N 0.000 description 1
LWXCOIFXVJXCPA-UHFFFAOYSA-N methyl 2-(2-chloro-4-fluoro-5-nitrobenzenecarbothioyl)oxyacetate Chemical compound COC(=O)COC(=S)C1=CC([N+]([O-])=O)=C(F)C=C1Cl LWXCOIFXVJXCPA-UHFFFAOYSA-N 0.000 description 1
KEINKAFEKOTQKP-UHFFFAOYSA-N methyl 2-(5-amino-2-chloro-4-fluorobenzenecarbothioyl)oxyacetate Chemical compound COC(=O)COC(=S)C1=CC(N)=C(F)C=C1Cl KEINKAFEKOTQKP-UHFFFAOYSA-N 0.000 description 1
NPKIXUIJIVNVSU-UHFFFAOYSA-N methyl 2-[[4,6-bis(fluoromethoxy)pyrimidin-2-yl]carbamoylsulfamoyl]benzoate Chemical compound COC(=O)C1=CC=CC=C1S(=O)(=O)NC(=O)NC1=NC(OCF)=CC(OCF)=N1 NPKIXUIJIVNVSU-UHFFFAOYSA-N 0.000 description 1
MKIJJIMOAABWGF-UHFFFAOYSA-N methyl 2-sulfanylacetate Chemical compound COC(=O)CS MKIJJIMOAABWGF-UHFFFAOYSA-N 0.000 description 1
QRAZGZCHWRFNDF-UHFFFAOYSA-N methyl 3-[2-chloro-4-fluoro-5-[(3-oxo-5,6,7,8-tetrahydro-[1,3,4]thiadiazolo[3,4-a]pyridazin-1-ylidene)amino]phenyl]-3-sulfanylidenepropanoate Chemical compound C1=C(Cl)C(C(=S)CC(=O)OC)=CC(N=C2N3CCCCN3C(=O)S2)=C1F QRAZGZCHWRFNDF-UHFFFAOYSA-N 0.000 description 1
150000005451 methyl sulfates Chemical class 0.000 description 1
125000002816 methylsulfanyl group Chemical group [H]C([H])([H])S[*] 0.000 description 1
125000004170 methylsulfonyl group Chemical group [H]C([H])([H])S(*)(=O)=O 0.000 description 1
RSMUVYRMZCOLBH-UHFFFAOYSA-N metsulfuron methyl Chemical compound COC(=O)C1=CC=CC=C1S(=O)(=O)NC(=O)NC1=NC(C)=NC(OC)=N1 RSMUVYRMZCOLBH-UHFFFAOYSA-N 0.000 description 1
235000019713 millet Nutrition 0.000 description 1
229910052901 montmorillonite Inorganic materials 0.000 description 1
125000006126 n-butyl sulfonyl group Chemical group 0.000 description 1
PSZYNBSKGUBXEH-UHFFFAOYSA-N naphthalene-1-sulfonic acid Chemical compound C1=CC=C2C(S(=O)(=O)O)=CC=CC2=C1 PSZYNBSKGUBXEH-UHFFFAOYSA-N 0.000 description 1
150000002790 naphthalenes Chemical class 0.000 description 1
150000002825 nitriles Chemical class 0.000 description 1
VUWDAOLDXOYMIZ-UHFFFAOYSA-N nonadecan-1-amine;hydrochloride Chemical compound [Cl-].CCCCCCCCCCCCCCCCCCC[NH3+] VUWDAOLDXOYMIZ-UHFFFAOYSA-N 0.000 description 1
SNQQPOLDUKLAAF-UHFFFAOYSA-N nonylphenol Chemical compound CCCCCCCCCC1=CC=CC=C1O SNQQPOLDUKLAAF-UHFFFAOYSA-N 0.000 description 1
QIQXTHQIDYTFRH-UHFFFAOYSA-N octadecanoic acid Chemical class CCCCCCCCCCCCCCCCCC(O)=O QIQXTHQIDYTFRH-UHFFFAOYSA-N 0.000 description 1
OQCDKBAXFALNLD-UHFFFAOYSA-N octadecanoic acid Chemical class CCCCCCCC(C)CCCCCCCCC(O)=O OQCDKBAXFALNLD-UHFFFAOYSA-N 0.000 description 1
150000002888 oleic acid derivatives Chemical class 0.000 description 1
239000003960 organic solvent Substances 0.000 description 1
QMLWSAXEQSBAAQ-UHFFFAOYSA-N oxetan-3-ol Chemical compound OC1COC1 QMLWSAXEQSBAAQ-UHFFFAOYSA-N 0.000 description 1
FGXMGZDXXPFRPN-UHFFFAOYSA-N oxetan-3-yl 2-sulfamoylbenzoate Chemical compound NS(=O)(=O)C1=CC=CC=C1C(=O)OC1COC1 FGXMGZDXXPFRPN-UHFFFAOYSA-N 0.000 description 1
229910052625 palygorskite Inorganic materials 0.000 description 1
125000004115 pentoxy group Chemical group [*]OC([H])([H])C([H])([H])C([H])([H])C(C([H])([H])[H])([H])[H] 0.000 description 1
239000000575 pesticide Substances 0.000 description 1
235000021317 phosphate Nutrition 0.000 description 1
150000003904 phospholipids Chemical class 0.000 description 1
150000003013 phosphoric acid derivatives Chemical class 0.000 description 1
230000000704 physical effect Effects 0.000 description 1
239000002798 polar solvent Substances 0.000 description 1
229920000642 polymer Polymers 0.000 description 1
229920001451 polypropylene glycol Polymers 0.000 description 1
229910000028 potassium bicarbonate Inorganic materials 0.000 description 1
239000011736 potassium bicarbonate Substances 0.000 description 1
229910000027 potassium carbonate Inorganic materials 0.000 description 1
235000011181 potassium carbonates Nutrition 0.000 description 1
239000003755 preservative agent Substances 0.000 description 1
BDERNNFJNOPAEC-UHFFFAOYSA-N propan-1-ol Chemical compound CCCO BDERNNFJNOPAEC-UHFFFAOYSA-N 0.000 description 1
FVSKHRXBFJPNKK-UHFFFAOYSA-N propionitrile Chemical compound CCC#N FVSKHRXBFJPNKK-UHFFFAOYSA-N 0.000 description 1
239000008262 pumice Substances 0.000 description 1
150000003242 quaternary ammonium salts Chemical class 0.000 description 1
SBYHFKPVCBCYGV-UHFFFAOYSA-N quinuclidine Chemical compound C1CC2CCN1CC2 SBYHFKPVCBCYGV-UHFFFAOYSA-N 0.000 description 1
238000001953 recrystallisation Methods 0.000 description 1
230000009467 reduction Effects 0.000 description 1
230000004044 response Effects 0.000 description 1
XOVSRHHCHKUFKM-UHFFFAOYSA-N s-methylthiohydroxylamine Chemical compound CSN XOVSRHHCHKUFKM-UHFFFAOYSA-N 0.000 description 1
239000004576 sand Substances 0.000 description 1
229920006395 saturated elastomer Polymers 0.000 description 1
150000004671 saturated fatty acids Chemical class 0.000 description 1
235000003441 saturated fatty acids Nutrition 0.000 description 1
229910052624 sepiolite Inorganic materials 0.000 description 1
235000019355 sepiolite Nutrition 0.000 description 1
235000015424 sodium Nutrition 0.000 description 1
239000001632 sodium acetate Substances 0.000 description 1
235000017281 sodium acetate Nutrition 0.000 description 1
229910000030 sodium bicarbonate Inorganic materials 0.000 description 1
235000017557 sodium bicarbonate Nutrition 0.000 description 1
CDBYLPFSWZWCQE-UHFFFAOYSA-L sodium carbonate Substances [Na+].[Na+].[O-]C([O-])=O CDBYLPFSWZWCQE-UHFFFAOYSA-L 0.000 description 1
229910000029 sodium carbonate Inorganic materials 0.000 description 1
239000002689 soil Substances 0.000 description 1
235000019337 sorbitan trioleate Nutrition 0.000 description 1
229960000391 sorbitan trioleate Drugs 0.000 description 1
235000012424 soybean oil Nutrition 0.000 description 1
239000003549 soybean oil Substances 0.000 description 1
241000894007 species Species 0.000 description 1
239000003381 stabilizer Substances 0.000 description 1
239000008117 stearic acid Chemical class 0.000 description 1
229940124530 sulfonamide Drugs 0.000 description 1
150000003456 sulfonamides Chemical class 0.000 description 1
BDHFUVZGWQCTTF-UHFFFAOYSA-M sulfonate Chemical compound [O-]S(=O)=O BDHFUVZGWQCTTF-UHFFFAOYSA-M 0.000 description 1
125000000542 sulfonic acid group Chemical group 0.000 description 1
150000003460 sulfonic acids Chemical class 0.000 description 1
XTHPWXDJESJLNJ-UHFFFAOYSA-N sulfurochloridic acid Chemical compound OS(Cl)(=O)=O XTHPWXDJESJLNJ-UHFFFAOYSA-N 0.000 description 1
239000013589 supplement Substances 0.000 description 1
238000003786 synthesis reaction Methods 0.000 description 1
239000003760 tallow Substances 0.000 description 1
150000003512 tertiary amines Chemical class 0.000 description 1
VZGDMQKNWNREIO-UHFFFAOYSA-N tetrachloromethane Chemical compound ClC(Cl)(Cl)Cl VZGDMQKNWNREIO-UHFFFAOYSA-N 0.000 description 1
CXWXQJXEFPUFDZ-UHFFFAOYSA-N tetralin Chemical compound C1=CC=C2CCCCC2=C1 CXWXQJXEFPUFDZ-UHFFFAOYSA-N 0.000 description 1
ZFXYFBGIUFBOJW-UHFFFAOYSA-N theophylline Chemical compound O=C1N(C)C(=O)N(C)C2=C1NC=N2 ZFXYFBGIUFBOJW-UHFFFAOYSA-N 0.000 description 1
229960000278 theophylline Drugs 0.000 description 1
ZWZVWGITAAIFPS-UHFFFAOYSA-N thiophosgene Chemical compound ClC(Cl)=S ZWZVWGITAAIFPS-UHFFFAOYSA-N 0.000 description 1
238000003971 tillage Methods 0.000 description 1
IMNIMPAHZVJRPE-UHFFFAOYSA-N triethylenediamine Chemical compound C1CN2CCN1CC2 IMNIMPAHZVJRPE-UHFFFAOYSA-N 0.000 description 1
125000000876 trifluoromethoxy group Chemical group FC(F)(F)O* 0.000 description 1
238000001665 trituration Methods 0.000 description 1
150000004670 unsaturated fatty acids Chemical class 0.000 description 1
235000021122 unsaturated fatty acids Nutrition 0.000 description 1
150000003672 ureas Chemical class 0.000 description 1
125000000391 vinyl group Chemical group [H]C([*])=C([H])[H] 0.000 description 1
229920002554 vinyl polymer Polymers 0.000 description 1
238000005406 washing Methods 0.000 description 1
239000000080 wetting agent Substances 0.000 description 1
150000003738 xylenes Chemical class 0.000 description 1

Classifications

- A—HUMAN NECESSITIES
- A01—AGRICULTURE; FORESTRY; ANIMAL HUSBANDRY; HUNTING; TRAPPING; FISHING
- A01N—PRESERVATION OF BODIES OF HUMANS OR ANIMALS OR PLANTS OR PARTS THEREOF; BIOCIDES, e.g. AS DISINFECTANTS, AS PESTICIDES OR AS HERBICIDES; PEST REPELLANTS OR ATTRACTANTS; PLANT GROWTH REGULATORS
- A01N43/00—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds
- A01N43/34—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having rings with one nitrogen atom as the only ring hetero atom
- A01N43/40—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having rings with one nitrogen atom as the only ring hetero atom six-membered rings
- 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
- A01N47/00—Biocides, pest repellants or attractants, or plant growth regulators containing organic compounds containing a carbon atom not being member of a ring and having no bond to a carbon or hydrogen atom, e.g. derivatives of carbonic acid
- A01N47/08—Biocides, pest repellants or attractants, or plant growth regulators containing organic compounds containing a carbon atom not being member of a ring and having no bond to a carbon or hydrogen atom, e.g. derivatives of carbonic acid the carbon atom having one or more single bonds to nitrogen atoms
- A01N47/28—Ureas or thioureas containing the groups >N—CO—N< or >N—CS—N<
- A01N47/36—Ureas or thioureas containing the groups >N—CO—N< or >N—CS—N< containing the group >N—CO—N< directly attached to at least one heterocyclic ring; Thio analogues thereof

Landscapes

Life Sciences & Earth Sciences (AREA)
Wood Science & Technology (AREA)
Zoology (AREA)
Plant Pathology (AREA)
Health & Medical Sciences (AREA)
Engineering & Computer Science (AREA)
Dentistry (AREA)
Pest Control & Pesticides (AREA)
Agronomy & Crop Science (AREA)
General Health & Medical Sciences (AREA)
Environmental Sciences (AREA)
Agricultural Chemicals And Associated Chemicals (AREA)
Medicines Containing Plant Substances (AREA)
Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Plural Heterocyclic Compounds (AREA)

HRP-1478/91A 1990-09-06 1994-09-08 Synergistic agents and method for selective control of weeds HRP940513A2 (en)

Applications Claiming Priority (2)

Application Number	Priority Date	Filing Date	Title
CH289090		1990-09-06
YU147891A YU147891A (sh)	1990-09-06	1991-09-04	Sinergističko sredstvo in postopek za selektivno zatiranja plevela

Publications (1)

Publication Number	Publication Date
HRP940513A2 true HRP940513A2 (en)	1997-04-30

Family

ID=4243900

Family Applications (1)

Application Number	Title	Priority Date	Filing Date
HRP-1478/91A HRP940513A2 (en)	1990-09-06	1994-09-08	Synergistic agents and method for selective control of weeds

Country Status (29)

Country	Link
US (1)	US5310722A (pl)
EP (1)	EP0480871B1 (pl)
JP (1)	JP3362142B2 (pl)
KR (1)	KR920005843A (pl)
CN (1)	CN1059446A (pl)
AT (1)	ATE131350T1 (pl)
AU (1)	AU638601B2 (pl)
BG (1)	BG61097B1 (pl)
BR (1)	BR9103843A (pl)
CA (1)	CA2050653A1 (pl)
DE (1)	DE59107075D1 (pl)
ES (1)	ES2081460T3 (pl)
GR (1)	GR3018520T3 (pl)
HR (1)	HRP940513A2 (pl)
HU (1)	HU209535B (pl)
ID (1)	ID860B (pl)
IE (1)	IE69856B1 (pl)
IL (1)	IL99398A (pl)
MX (1)	MX9100942A (pl)
MY (1)	MY136106A (pl)
NZ (1)	NZ239660A (pl)
PL (1)	PL169764B1 (pl)
PT (1)	PT98857B (pl)
RO (1)	RO109270B1 (pl)
RU (1)	RU2041628C1 (pl)
SI (1)	SI9111478A (pl)
TW (1)	TW225471B (pl)
YU (1)	YU147891A (pl)
ZA (1)	ZA917045B (pl)

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US6017851A (en) *	1992-05-06	2000-01-25	Novartis Corp.	Synergistic composition and process for selective weed control
NZ252686A (en) *	1992-05-06	1995-10-26	Ciba Geigy Ag	Herbicidal composition comprising n-(2-(3,3,3,-trifluoropropyl)-phenylsulphonyl]-n'-(4-methoxy-6 -methyl-1,3,5-triazin-2-yl)urea and a synergistic amount of at least one of various other herbicides
AU3387395A (en) *	1994-09-06	1996-03-29	Novartis Ag	Herbicidal synergistic composition and method of weed conrol
AU714596B2 (en) *	1994-09-13	2000-01-06	Wm. Wrigley Jr. Company	Continuous chewing gum manufacture from base concentrate
DE10022400C5 (de)	2000-04-20	2008-11-06	Jungheinrich Ag	Gabelhubwagen mit einem Fünfradfahrwerk
DE10160139A1 (de) *	2001-12-07	2003-06-18	Bayer Cropscience Gmbh	Synergistische herbizide Mittel enthaltend bestimmte Herbizide aus der Gruppe der Benzoylcylohexandione
KR100750288B1 (ko) *	2006-04-04	2007-08-20	한국화학연구원	제초활성을 가지는테트라하이드로티아디아졸로피리다지논계 화합물
EP2052612A1 (de) *	2007-10-24	2009-04-29	Bayer CropScience AG	Herbizid-Kombination
CN101926351A (zh) *	2010-09-13	2010-12-29	尹小根	含有嗪草酸甲酯的除草组合物
CN103073507A (zh) *	2013-01-07	2013-05-01	深圳大学	一种磺酰脲类化合物

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CA1330438C (en) *	1980-07-17	1994-06-28	Willy Meyer	N-phenylsulfonyl-n'-pyrimidinyl-and-triazinylureas
US4443243A (en) *	1981-07-16	1984-04-17	Ciba-Geigy Corporation	N-Phenylsulfonyl-N-triazinylureas
US4545811A (en) *	1981-08-06	1985-10-08	Ciba-Geigy Corporation	N-Phenylsulfonyl-N'-triazinyl-ureas
US4579584A (en) *	1981-10-13	1986-04-01	Ciba-Geigy Corporation	N-phenylsulfonyl-N'-triazinylureas
US4478635A (en) *	1982-01-11	1984-10-23	Ciba-Geigy Corporation	N-Arylsulfonyl-N'-pyrimidinylureas
US4618363A (en) *	1982-01-25	1986-10-21	Ciba-Geigy Corporation	N-phenylsulfonyl-N'-triazinylureas
US4537618A (en) *	1982-05-26	1985-08-27	Ciba Geigy Corporation	N-phenylsulfonyl-N'-pyrimidinylureas
EP0096003B2 (de) *	1982-05-28	1994-06-15	Ciba-Geigy Ag	Neue Sulfonyl(thio)harnstoffe, Verfahren zu deren Herstellung und deren Verwendung als Herbizide und/oder Wachstumsregulatoren
MA19797A1 (fr) *	1982-06-14	1983-12-31	Ciba Geigy Ag	N-heterocyclosulfonyl -n- pyrimidinyl et triazinylurees .
DE3372366D1 (de) *	1982-07-16	1987-08-13	Ciba Geigy Ag	N-arylsulfonyl-n'-triazolyl urea
US4780125A (en) *	1982-09-01	1988-10-25	Ciba-Geigy Corporation	N-phenylsulfonyl-N'-triazinylureas
US4515626A (en) *	1982-10-06	1985-05-07	Ciba Geigy Corporation	N-(Cyclopropyl-triazinyl-n'-(arylsulfonyl) ureas having herbicidal activity
DE3472881D1 (de) *	1983-03-28	1988-09-01	Ciba Geigy Ag	N-phenylsulfonyl-n'-pyrimidinyl- and -triazinyl urea
DE3479213D1 (en) *	1983-05-16	1989-09-07	Ciba Geigy Ag	Herbicidally active and plant growth regulating pyrimidine derivatives, their preparation and use
ATE38382T1 (de) *	1984-07-26	1988-11-15	Ciba Geigy Ag	N-arylsulfonyl-n'-triazinyl- und pyrimidinylharnstoffe.
US4759791A (en) *	1985-06-18	1988-07-26	Ciba-Geigy Corporation	N-heterocyclosulfonyl-N'-pyrimidinylureas
EP0238711B1 (en) *	1986-03-25	1990-11-28	Kumiai Chemical Industry Co., Ltd.	Thiadiazabicyclononane derivatives, processes for their production and herbizidal compositions
DE3775686D1 (de) *	1986-09-26	1992-02-13	Ciba Geigy Ag	Aminopyrazinone und aminotriazinone.
US4927450A (en) *	1986-11-28	1990-05-22	Ciba-Geigy Corporation	N-heterocyclosulfonyl-n'-pyrimidinylureas
US4885023A (en) *	1986-12-24	1989-12-05	Kumiai Chemical Industry Co., Ltd.	Thiadiazabicyclononane derivatives and herbicidal compositions
EP0298901B1 (de) *	1987-07-10	1992-01-15	Hoechst Aktiengesellschaft	Herbizide Mittel
CA1309716C (en) *	1987-08-28	1992-11-03	Jun Satow	Condensed heterocyclic derivative, process for their production and herbicides
DE3889412T2 (de) *	1987-10-16	1994-12-22	Ihara Chemical Ind Co	Thiadiazabicyclononanderivate und herbizide Zubereitungen.

1991
- 1991-08-23 MY MYPI91001534A patent/MY136106A/en unknown
- 1991-08-27 EP EP91810684A patent/EP0480871B1/de not_active Expired - Lifetime
- 1991-08-27 DE DE59107075T patent/DE59107075D1/de not_active Expired - Fee Related
- 1991-08-27 AT AT91810684T patent/ATE131350T1/de not_active IP Right Cessation
- 1991-08-27 ES ES91810684T patent/ES2081460T3/es not_active Expired - Lifetime
- 1991-09-04 CA CA002050653A patent/CA2050653A1/en not_active Abandoned
- 1991-09-04 SI SI9111478A patent/SI9111478A/sl unknown
- 1991-09-04 PL PL91291619A patent/PL169764B1/pl unknown
- 1991-09-04 YU YU147891A patent/YU147891A/sh unknown
- 1991-09-04 IL IL9939891A patent/IL99398A/en not_active IP Right Cessation
- 1991-09-04 NZ NZ239660A patent/NZ239660A/xx unknown
- 1991-09-04 MX MX9100942A patent/MX9100942A/es unknown
- 1991-09-04 BG BG95074A patent/BG61097B1/bg unknown
- 1991-09-04 PT PT98857A patent/PT98857B/pt not_active IP Right Cessation
- 1991-09-05 BR BR919103843A patent/BR9103843A/pt not_active Application Discontinuation
- 1991-09-05 KR KR1019910015643A patent/KR920005843A/ko not_active Application Discontinuation
- 1991-09-05 HU HU912876A patent/HU209535B/hu not_active IP Right Cessation
- 1991-09-05 ZA ZA917045A patent/ZA917045B/xx unknown
- 1991-09-05 RU SU915001504A patent/RU2041628C1/ru active
- 1991-09-05 AU AU83674/91A patent/AU638601B2/en not_active Ceased
- 1991-09-05 CN CN91108680A patent/CN1059446A/zh active Pending
- 1991-09-05 RO RO148338A patent/RO109270B1/ro unknown
- 1991-09-05 IE IE312991A patent/IE69856B1/en not_active IP Right Cessation
- 1991-09-05 TW TW080107046A patent/TW225471B/zh active
- 1991-09-06 JP JP25456191A patent/JP3362142B2/ja not_active Expired - Fee Related
- 1991-10-31 ID IDP78791A patent/ID860B/id unknown
1992
- 1992-08-17 US US07/931,120 patent/US5310722A/en not_active Expired - Fee Related
1994
- 1994-09-08 HR HRP-1478/91A patent/HRP940513A2/hr not_active Application Discontinuation
1995
- 1995-12-21 GR GR950403653T patent/GR3018520T3/el unknown

Also Published As

Publication number	Publication date
EP0480871B1 (de)	1995-12-13
PT98857A (pt)	1992-08-31
ATE131350T1 (de)	1995-12-15
NZ239660A (en)	1993-11-25
PT98857B (pt)	1999-02-26
US5310722A (en)	1994-05-10
IE913129A1 (en)	1992-03-11
BG61097B1 (bg)	1996-11-29
JPH0717814A (ja)	1995-01-20
ES2081460T3 (es)	1996-03-16
MX9100942A (es)	1992-05-04
HUT58470A (en)	1992-03-30
TW225471B (pl)	1994-06-21
IE69856B1 (en)	1996-10-16
AU8367491A (en)	1992-03-12
DE59107075D1 (de)	1996-01-25
BR9103843A (pt)	1992-05-26
HU209535B (en)	1994-07-28
AU638601B2 (en)	1993-07-01
PL169764B1 (pl)	1996-08-30
ID860B (id)	1996-08-06
GR3018520T3 (en)	1996-03-31
CA2050653A1 (en)	1992-03-07
SI9111478A (en)	1997-10-31
RO109270B1 (ro)	1995-01-30
MY136106A (en)	2008-08-29
HU912876D0 (en)	1992-01-28
ZA917045B (en)	1992-05-27
CN1059446A (zh)	1992-03-18
KR920005843A (ko)	1992-04-27
YU147891A (sh)	1994-06-10
IL99398A (en)	1995-08-31
EP0480871A3 (en)	1992-10-07
JP3362142B2 (ja)	2003-01-07
BG95074A (bg)	1993-12-24
RU2041628C1 (ru)	1995-08-20
EP0480871A2 (de)	1992-04-15

Legal Events

Date	Code	Title	Description
1997-04-30	A1OB	Publication of a patent application
1997-08-04	AIPI	Request for the grant of a patent on the basis of a substantive examination of a patent application
1997-09-30	PPPP	Transfer of rights	Owner name: NOVARTIS AKTIENGESELLSCHAFT, CH
1999-10-12	ODBC	Application rejected

Publication	Publication Date	Title
AU645389B2 (en)	1994-01-13	Novel sulfonylureas
EP0337944B1 (de)	1993-07-28	Harnstoffe
PL128626B1 (en)	1984-02-29	Herbicide
CS245785B2 (en)	1986-10-16	Herbicide agent and for plants growth regulation and production method of effective substances
DE69225768T2 (de)	1998-12-17	Sulfonylharnstoffe
EP0141777A2 (de)	1985-05-15	Herbizide Sulfonylharnstoffe
EP0262096A1 (de)	1988-03-30	Aminopyrazinone und Aminotriazinone
EP0128116B1 (de)	1987-08-12	Anellierte N-Phenylsulfonyl-N'-pyrimidinyl- und -triazinylharnstoffe
US6124243A (en)	2000-09-26	Method of controlling graminaceous weeds
EP0162723B1 (en)	1991-05-29	Herbicidal sulfonamides
DE68908232T2 (de)	1994-01-20	Fluoroalkoxyaminotriazine zur Kontrolle von Unkraut in Zuckerrübenfeldern.
HRP940513A2 (en)	1997-04-30	Synergistic agents and method for selective control of weeds
EP0459949A1 (de)	1991-12-04	Sulfonylharnstoffe mit herbizider und pflanzenwuchsregulierender Wirkung
CA2090268A1 (en)	1993-08-27	Selective herbicidal composition
EP0139612A1 (de)	1985-05-02	Herbizide Mittel
EP0111442A1 (de)	1984-06-20	N-2-Heterocyclyl-phenylsulfonyl-N'-pyrimidinyl- und -triazinyl-harnstoffe
EP0337946B1 (de)	1993-07-28	Harnstoffe
EP0402316B1 (de)	1994-09-14	Sulfonylharnstoffe
US5534482A (en)	1996-07-09	Herbicidal imidazo[1,2-a]pyridin-3-ylsulfonylurea
EP0206995A1 (de)	1986-12-30	N-Heterocyclosulfonyl-N'-pyrimidinyl-, N'-triazolyl- und N'-triazinyl-harnstoffe
US4659361A (en)	1987-04-21	Herbicidal iodopyrimidines
US4761173A (en)	1988-08-02	Herbicidal heterocyclic sulfonamides
EP0273860A1 (de)	1988-07-06	N-Heterocyclosulfonyl-N'-pyrimidinyl-, N-'-triazolyl- und N'-triazinylharnstoffe
RU2088583C1 (ru)	1997-08-27	Производные сульфамидосульфонилмочевины и селективная гербецидная композиция
EP0251998A2 (de)	1988-01-07	Neue Phenylsulfonylharnstoffe