EA010185B1 - Применение сульфонилмочевин в качестве гербицидов - Google Patents
Применение сульфонилмочевин в качестве гербицидов Download PDFInfo
- Publication number
- EA010185B1 EA010185B1 EA200601703A EA200601703A EA010185B1 EA 010185 B1 EA010185 B1 EA 010185B1 EA 200601703 A EA200601703 A EA 200601703A EA 200601703 A EA200601703 A EA 200601703A EA 010185 B1 EA010185 B1 EA 010185B1
- Authority
- EA
- Eurasian Patent Office
- Prior art keywords
- carbon atoms
- alkyl
- substituted
- halogen
- alkoxy
- Prior art date
Links
- 239000004009 herbicide Substances 0.000 title description 9
- 229940100389 Sulfonylurea Drugs 0.000 title description 2
- 229910052739 hydrogen Inorganic materials 0.000 claims abstract description 71
- 239000001257 hydrogen Substances 0.000 claims abstract description 71
- -1 cyano, thiocyanato Chemical group 0.000 claims abstract description 69
- 125000004432 carbon atom Chemical group C* 0.000 claims abstract description 65
- 150000002431 hydrogen Chemical class 0.000 claims abstract description 53
- 150000001875 compounds Chemical class 0.000 claims abstract description 47
- 150000003839 salts Chemical class 0.000 claims abstract description 43
- 125000000217 alkyl group Chemical group 0.000 claims abstract description 39
- 125000003545 alkoxy group Chemical group 0.000 claims abstract description 36
- 125000003282 alkyl amino group Chemical group 0.000 claims abstract description 34
- 229910052736 halogen Inorganic materials 0.000 claims abstract description 32
- 125000004457 alkyl amino carbonyl group Chemical group 0.000 claims abstract description 31
- 150000002367 halogens Chemical class 0.000 claims abstract description 30
- 125000004414 alkyl thio group Chemical group 0.000 claims abstract description 29
- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 claims abstract description 22
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 claims abstract description 18
- 125000004453 alkoxycarbonyl group Chemical group 0.000 claims abstract description 18
- 125000004448 alkyl carbonyl group Chemical group 0.000 claims abstract description 18
- 125000004390 alkyl sulfonyl group Chemical group 0.000 claims abstract description 15
- 125000001188 haloalkyl group Chemical group 0.000 claims abstract description 15
- 125000004644 alkyl sulfinyl group Chemical group 0.000 claims abstract description 14
- 125000004663 dialkyl amino group Chemical group 0.000 claims abstract description 14
- 125000003118 aryl group Chemical group 0.000 claims abstract description 11
- 229910052757 nitrogen Inorganic materials 0.000 claims abstract description 11
- 125000003342 alkenyl group Chemical group 0.000 claims abstract description 10
- 125000004183 alkoxy alkyl group Chemical group 0.000 claims abstract description 7
- 125000000753 cycloalkyl group Chemical group 0.000 claims abstract description 6
- 125000003710 aryl alkyl group Chemical group 0.000 claims abstract description 4
- 125000001316 cycloalkyl alkyl group Chemical group 0.000 claims abstract description 4
- 241000196324 Embryophyta Species 0.000 claims description 107
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 claims description 32
- 239000000460 chlorine Substances 0.000 claims description 22
- 229910052801 chlorine Inorganic materials 0.000 claims description 22
- 235000021374 legumes Nutrition 0.000 claims description 19
- ZAMOUSCENKQFHK-UHFFFAOYSA-N Chlorine atom Chemical compound [Cl] ZAMOUSCENKQFHK-UHFFFAOYSA-N 0.000 claims description 16
- 125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 claims description 15
- 125000002147 dimethylamino group Chemical group [H]C([H])([H])N(*)C([H])([H])[H] 0.000 claims description 13
- 239000002689 soil Substances 0.000 claims description 13
- 235000010469 Glycine max Nutrition 0.000 claims description 12
- 244000068988 Glycine max Species 0.000 claims description 12
- 229910052731 fluorine Inorganic materials 0.000 claims description 12
- 239000011737 fluorine Substances 0.000 claims description 12
- 238000000034 method Methods 0.000 claims description 12
- 125000002023 trifluoromethyl group Chemical group FC(F)(F)* 0.000 claims description 10
- 235000010582 Pisum sativum Nutrition 0.000 claims description 8
- 125000000304 alkynyl group Chemical group 0.000 claims description 8
- 125000005843 halogen group Chemical group 0.000 claims description 8
- 240000004713 Pisum sativum Species 0.000 claims description 7
- 125000001309 chloro group Chemical group Cl* 0.000 claims description 6
- 125000004093 cyano group Chemical group *C#N 0.000 claims description 6
- 125000004170 methylsulfonyl group Chemical group [H]C([H])([H])S(*)(=O)=O 0.000 claims description 6
- 244000105624 Arachis hypogaea Species 0.000 claims description 4
- 235000020232 peanut Nutrition 0.000 claims description 4
- WKBOTKDWSSQWDR-UHFFFAOYSA-N Bromine atom Chemical compound [Br] WKBOTKDWSSQWDR-UHFFFAOYSA-N 0.000 claims description 3
- GDTBXPJZTBHREO-UHFFFAOYSA-N bromine Substances BrBr GDTBXPJZTBHREO-UHFFFAOYSA-N 0.000 claims description 3
- 229910052794 bromium Inorganic materials 0.000 claims description 3
- 125000001301 ethoxy group Chemical group [H]C([H])([H])C([H])([H])O* 0.000 claims description 3
- 125000003754 ethoxycarbonyl group Chemical group C(=O)(OCC)* 0.000 claims description 3
- 125000006125 ethylsulfonyl group Chemical group 0.000 claims description 3
- 239000000463 material Substances 0.000 claims description 3
- 125000001160 methoxycarbonyl group Chemical group [H]C([H])([H])OC(*)=O 0.000 claims description 3
- 235000021278 navy bean Nutrition 0.000 claims description 3
- OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical compound [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 claims description 2
- 229910052799 carbon Inorganic materials 0.000 claims description 2
- YCKRFDGAMUMZLT-UHFFFAOYSA-N Fluorine atom Chemical compound [F] YCKRFDGAMUMZLT-UHFFFAOYSA-N 0.000 claims 6
- 125000000250 methylamino group Chemical group [H]N(*)C([H])([H])[H] 0.000 claims 2
- 125000000547 substituted alkyl group Chemical group 0.000 claims 2
- BXVSAYBZSGIURM-UHFFFAOYSA-N 2-phenoxy-4h-1,3,2$l^{5}-benzodioxaphosphinine 2-oxide Chemical compound O1CC2=CC=CC=C2OP1(=O)OC1=CC=CC=C1 BXVSAYBZSGIURM-UHFFFAOYSA-N 0.000 claims 1
- 241000219843 Pisum Species 0.000 claims 1
- ATQVBSVAXDRWFW-HBMCJLEFSA-N [(1r)-2-(4-hydroxyphenyl)-1-[[(2s)-1-[[(2s)-3-methyl-2-(methylamino)butanoyl]amino]-1-oxo-3-phenylpropan-2-yl]amino]ethyl]phosphonic acid Chemical compound C([C@@H](C(=O)NC(=O)[C@H](C(C)C)NC)N[C@@H](CC=1C=CC(O)=CC=1)P(O)(O)=O)C1=CC=CC=C1 ATQVBSVAXDRWFW-HBMCJLEFSA-N 0.000 claims 1
- 125000004429 atom Chemical group 0.000 claims 1
- QSHDDOUJBYECFT-UHFFFAOYSA-N mercury Chemical compound [Hg] QSHDDOUJBYECFT-UHFFFAOYSA-N 0.000 claims 1
- 229910052753 mercury Inorganic materials 0.000 claims 1
- 125000002947 alkylene group Chemical group 0.000 abstract description 2
- 125000006193 alkinyl group Chemical group 0.000 abstract 2
- 230000008635 plant growth Effects 0.000 abstract 1
- 239000013543 active substance Substances 0.000 description 18
- 150000002148 esters Chemical class 0.000 description 12
- 238000002360 preparation method Methods 0.000 description 11
- 230000009261 transgenic effect Effects 0.000 description 10
- 238000009331 sowing Methods 0.000 description 9
- 230000002363 herbicidal effect Effects 0.000 description 8
- 238000012360 testing method Methods 0.000 description 7
- YMWUJEATGCHHMB-UHFFFAOYSA-N Dichloromethane Chemical compound ClCCl YMWUJEATGCHHMB-UHFFFAOYSA-N 0.000 description 6
- YXFVVABEGXRONW-UHFFFAOYSA-N Toluene Chemical compound CC1=CC=CC=C1 YXFVVABEGXRONW-UHFFFAOYSA-N 0.000 description 6
- 229940088623 biologically active substance Drugs 0.000 description 6
- CSCPPACGZOOCGX-UHFFFAOYSA-N Acetone Chemical compound CC(C)=O CSCPPACGZOOCGX-UHFFFAOYSA-N 0.000 description 5
- NXQDBZGWYSEGFL-UHFFFAOYSA-N Anilofos Chemical compound COP(=S)(OC)SCC(=O)N(C(C)C)C1=CC=C(Cl)C=C1 NXQDBZGWYSEGFL-UHFFFAOYSA-N 0.000 description 5
- 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 5
- 239000000839 emulsion Substances 0.000 description 5
- 230000035784 germination Effects 0.000 description 5
- 239000008187 granular material Substances 0.000 description 5
- 239000011734 sodium Substances 0.000 description 5
- 229910052708 sodium Inorganic materials 0.000 description 5
- 238000005507 spraying Methods 0.000 description 5
- 239000000126 substance Substances 0.000 description 5
- 238000011282 treatment Methods 0.000 description 5
- RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 description 4
- PXGOKWXKJXAPGV-UHFFFAOYSA-N Fluorine Chemical compound FF PXGOKWXKJXAPGV-UHFFFAOYSA-N 0.000 description 4
- 239000005615 Quizalofop-P-tefuryl Substances 0.000 description 4
- 239000002253 acid Substances 0.000 description 4
- 239000004927 clay Substances 0.000 description 4
- 230000003287 optical effect Effects 0.000 description 4
- 239000000843 powder Substances 0.000 description 4
- BBKDWPHJZANJGB-IKJXHCRLSA-N quizalofop-P-tefuryl Chemical group O=C([C@H](OC=1C=CC(OC=2N=C3C=CC(Cl)=CC3=NC=2)=CC=1)C)OCC1CCCO1 BBKDWPHJZANJGB-IKJXHCRLSA-N 0.000 description 4
- 150000003254 radicals Chemical class 0.000 description 4
- 239000002904 solvent Substances 0.000 description 4
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 4
- ZWEHNKRNPOVVGH-UHFFFAOYSA-N 2-Butanone Chemical compound CCC(C)=O ZWEHNKRNPOVVGH-UHFFFAOYSA-N 0.000 description 3
- 239000003666 Amidosulfuron Substances 0.000 description 3
- CTTHWASMBLQOFR-UHFFFAOYSA-N Amidosulfuron Chemical compound COC1=CC(OC)=NC(NC(=O)NS(=O)(=O)N(C)S(C)(=O)=O)=N1 CTTHWASMBLQOFR-UHFFFAOYSA-N 0.000 description 3
- 239000005468 Aminopyralid Substances 0.000 description 3
- KLSJWNVTNUYHDU-UHFFFAOYSA-N Amitrole Chemical compound NC1=NC=NN1 KLSJWNVTNUYHDU-UHFFFAOYSA-N 0.000 description 3
- 101000718601 Bacillus subtilis (strain 168) RNA polymerase sigma-E factor Proteins 0.000 description 3
- ZMXDDKWLCZADIW-UHFFFAOYSA-N N,N-Dimethylformamide Chemical compound CN(C)C=O ZMXDDKWLCZADIW-UHFFFAOYSA-N 0.000 description 3
- 101710097340 RNA polymerase sigma factor RpoD Proteins 0.000 description 3
- 101710198277 RNA polymerase sigma factor sigA Proteins 0.000 description 3
- 108050002788 RNA polymerase sigma-H factor Proteins 0.000 description 3
- 239000003905 agrochemical Substances 0.000 description 3
- 229910052783 alkali metal Inorganic materials 0.000 description 3
- 150000001412 amines Chemical class 0.000 description 3
- NIXXQNOQHKNPEJ-UHFFFAOYSA-N aminopyralid Chemical compound NC1=CC(Cl)=NC(C(O)=O)=C1Cl NIXXQNOQHKNPEJ-UHFFFAOYSA-N 0.000 description 3
- 239000000969 carrier Substances 0.000 description 3
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- 239000007787 solid Substances 0.000 description 3
- 125000004178 (C1-C4) alkyl group Chemical group 0.000 description 2
- JLYFCTQDENRSOL-UHFFFAOYSA-N 2-chloro-N-(2,4-dimethylthiophen-3-yl)-N-(1-methoxypropan-2-yl)acetamide Chemical compound COCC(C)N(C(=O)CCl)C=1C(C)=CSC=1C JLYFCTQDENRSOL-UHFFFAOYSA-N 0.000 description 2
- NEAQRZUHTPSBBM-UHFFFAOYSA-N 2-hydroxy-3,3-dimethyl-7-nitro-4h-isoquinolin-1-one Chemical compound C1=C([N+]([O-])=O)C=C2C(=O)N(O)C(C)(C)CC2=C1 NEAQRZUHTPSBBM-UHFFFAOYSA-N 0.000 description 2
- XKJMBINCVNINCA-UHFFFAOYSA-N Alfalone Chemical compound CON(C)C(=O)NC1=CC=C(Cl)C(Cl)=C1 XKJMBINCVNINCA-UHFFFAOYSA-N 0.000 description 2
- QGZKDVFQNNGYKY-UHFFFAOYSA-N Ammonia Chemical compound N QGZKDVFQNNGYKY-UHFFFAOYSA-N 0.000 description 2
- 244000075850 Avena orientalis Species 0.000 description 2
- 239000005494 Chlorotoluron Substances 0.000 description 2
- LYCAIKOWRPUZTN-UHFFFAOYSA-N Ethylene glycol Chemical compound OCCO LYCAIKOWRPUZTN-UHFFFAOYSA-N 0.000 description 2
- 239000005531 Flufenacet Substances 0.000 description 2
- RXCPQSJAVKGONC-UHFFFAOYSA-N Flumetsulam Chemical compound N1=C2N=C(C)C=CN2N=C1S(=O)(=O)NC1=C(F)C=CC=C1F RXCPQSJAVKGONC-UHFFFAOYSA-N 0.000 description 2
- 239000005562 Glyphosate Substances 0.000 description 2
- XEEYBQQBJWHFJM-UHFFFAOYSA-N Iron Chemical compound [Fe] XEEYBQQBJWHFJM-UHFFFAOYSA-N 0.000 description 2
- UQSXHKLRYXJYBZ-UHFFFAOYSA-N Iron oxide Chemical compound [Fe]=O UQSXHKLRYXJYBZ-UHFFFAOYSA-N 0.000 description 2
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- LRHPLDYGYMQRHN-UHFFFAOYSA-N N-Butanol Chemical compound CCCCO LRHPLDYGYMQRHN-UHFFFAOYSA-N 0.000 description 2
- 229920003171 Poly (ethylene oxide) Polymers 0.000 description 2
- ZLMJMSJWJFRBEC-UHFFFAOYSA-N Potassium Chemical compound [K] ZLMJMSJWJFRBEC-UHFFFAOYSA-N 0.000 description 2
- NUFNQYOELLVIPL-UHFFFAOYSA-N acifluorfen Chemical compound C1=C([N+]([O-])=O)C(C(=O)O)=CC(OC=2C(=CC(=CC=2)C(F)(F)F)Cl)=C1 NUFNQYOELLVIPL-UHFFFAOYSA-N 0.000 description 2
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- 150000001338 aliphatic hydrocarbons Chemical class 0.000 description 2
- 150000003863 ammonium salts Chemical class 0.000 description 2
- 239000002585 base Substances 0.000 description 2
- VAIZTNZGPYBOGF-UHFFFAOYSA-N butyl 2-(4-{[5-(trifluoromethyl)pyridin-2-yl]oxy}phenoxy)propanoate Chemical group C1=CC(OC(C)C(=O)OCCCC)=CC=C1OC1=CC=C(C(F)(F)F)C=N1 VAIZTNZGPYBOGF-UHFFFAOYSA-N 0.000 description 2
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- 239000004033 plastic Substances 0.000 description 1
- 229920003023 plastic Polymers 0.000 description 1
- 239000002798 polar solvent Substances 0.000 description 1
- 229920000151 polyglycol Polymers 0.000 description 1
- 239000010695 polyglycol Substances 0.000 description 1
- 229920000642 polymer Polymers 0.000 description 1
- 239000011118 polyvinyl acetate Substances 0.000 description 1
- 229920002689 polyvinyl acetate Polymers 0.000 description 1
- 229920002451 polyvinyl alcohol Polymers 0.000 description 1
- 235000011118 potassium hydroxide Nutrition 0.000 description 1
- 235000012015 potatoes Nutrition 0.000 description 1
- 238000002203 pretreatment Methods 0.000 description 1
- 238000012545 processing Methods 0.000 description 1
- 230000002035 prolonged effect Effects 0.000 description 1
- FKLQIONHGSFYJY-UHFFFAOYSA-N propan-2-yl 5-[4-bromo-1-methyl-5-(trifluoromethyl)pyrazol-3-yl]-2-chloro-4-fluorobenzoate Chemical compound C1=C(Cl)C(C(=O)OC(C)C)=CC(C=2C(=C(N(C)N=2)C(F)(F)F)Br)=C1F FKLQIONHGSFYJY-UHFFFAOYSA-N 0.000 description 1
- 239000003531 protein hydrolysate Substances 0.000 description 1
- 239000008262 pumice Substances 0.000 description 1
- USSIUIGPBLPCDF-KEBDBYFISA-N pyriminobac-methyl Chemical group CO\N=C(/C)C1=CC=CC(OC=2N=C(OC)C=C(OC)N=2)=C1C(=O)OC USSIUIGPBLPCDF-KEBDBYFISA-N 0.000 description 1
- 238000012797 qualification Methods 0.000 description 1
- 239000010453 quartz Substances 0.000 description 1
- ALZOLUNSQWINIR-UHFFFAOYSA-N quinmerac Chemical compound OC(=O)C1=C(Cl)C=CC2=CC(C)=CN=C21 ALZOLUNSQWINIR-UHFFFAOYSA-N 0.000 description 1
- OSUHJPCHFDQAIT-GFCCVEGCSA-N quizalofop-P-ethyl Chemical group C1=CC(O[C@H](C)C(=O)OCC)=CC=C1OC1=CN=C(C=C(Cl)C=C2)C2=N1 OSUHJPCHFDQAIT-GFCCVEGCSA-N 0.000 description 1
- 235000009566 rice Nutrition 0.000 description 1
- 150000004760 silicates Chemical class 0.000 description 1
- RMAQACBXLXPBSY-UHFFFAOYSA-N silicic acid Chemical compound O[Si](O)(O)O RMAQACBXLXPBSY-UHFFFAOYSA-N 0.000 description 1
- 239000007921 spray Substances 0.000 description 1
- 238000003756 stirring Methods 0.000 description 1
- 239000004575 stone Substances 0.000 description 1
- FZMKKCQHDROFNI-UHFFFAOYSA-N sulfometuron Chemical compound CC1=CC(C)=NC(NC(=O)NS(=O)(=O)C=2C(=CC=CC=2)C(O)=O)=N1 FZMKKCQHDROFNI-UHFFFAOYSA-N 0.000 description 1
- 239000004094 surface-active agent Substances 0.000 description 1
- 239000000454 talc Substances 0.000 description 1
- 229910052623 talc Inorganic materials 0.000 description 1
- 235000013616 tea Nutrition 0.000 description 1
- LOQQVLXUKHKNIA-UHFFFAOYSA-N thifensulfuron Chemical compound COC1=NC(C)=NC(NC(=O)NS(=O)(=O)C2=C(SC=C2)C(O)=O)=N1 LOQQVLXUKHKNIA-UHFFFAOYSA-N 0.000 description 1
- OGIDPMRJRNCKJF-UHFFFAOYSA-N titanium oxide Inorganic materials [Ti]=O OGIDPMRJRNCKJF-UHFFFAOYSA-N 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
- KVEQCVKVIFQSGC-UHFFFAOYSA-N tritosulfuron Chemical compound FC(F)(F)C1=NC(OC)=NC(NC(=O)NS(=O)(=O)C=2C(=CC=CC=2)C(F)(F)F)=N1 KVEQCVKVIFQSGC-UHFFFAOYSA-N 0.000 description 1
- 235000013311 vegetables Nutrition 0.000 description 1
- 239000008096 xylene Substances 0.000 description 1
- 239000011701 zinc Substances 0.000 description 1
- 229910052725 zinc Inorganic materials 0.000 description 1
Classifications
-
- A—HUMAN NECESSITIES
- A01—AGRICULTURE; FORESTRY; ANIMAL HUSBANDRY; HUNTING; TRAPPING; FISHING
- A01N—PRESERVATION OF BODIES OF HUMANS OR ANIMALS OR PLANTS OR PARTS THEREOF; BIOCIDES, e.g. AS DISINFECTANTS, AS PESTICIDES OR AS HERBICIDES; PEST REPELLANTS OR ATTRACTANTS; PLANT GROWTH REGULATORS
- 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)
- 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)
- Plural Heterocyclic Compounds (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Nitrogen And Oxygen Or Sulfur-Condensed Heterocyclic Ring Systems (AREA)
Applications Claiming Priority (3)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| DE102004015140 | 2004-03-27 | ||
| DE102004031346 | 2004-06-30 | ||
| PCT/EP2005/002673 WO2005092104A1 (de) | 2004-03-27 | 2005-03-12 | Verwendung von sulfonylharnstoffen |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| EA200601703A1 EA200601703A1 (ru) | 2007-02-27 |
| EA010185B1 true EA010185B1 (ru) | 2008-06-30 |
Family
ID=34962422
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| EA200601703A EA010185B1 (ru) | 2004-03-27 | 2005-03-12 | Применение сульфонилмочевин в качестве гербицидов |
Country Status (22)
| Country | Link |
|---|---|
| US (1) | US7557066B2 (https=) |
| EP (2) | EP1740051B1 (https=) |
| JP (1) | JP2007530474A (https=) |
| KR (1) | KR20070004607A (https=) |
| AR (1) | AR050980A1 (https=) |
| AT (1) | ATE420557T1 (https=) |
| AU (1) | AU2005226871B2 (https=) |
| BR (1) | BRPI0509288A (https=) |
| CA (1) | CA2560909A1 (https=) |
| CR (1) | CR8488A (https=) |
| DE (1) | DE502005006470D1 (https=) |
| EA (1) | EA010185B1 (https=) |
| ES (1) | ES2318462T3 (https=) |
| HR (1) | HRP20090140T3 (https=) |
| IL (1) | IL178029A (https=) |
| MY (1) | MY141720A (https=) |
| PL (1) | PL1740051T3 (https=) |
| PT (1) | PT1740051E (https=) |
| RS (1) | RS50979B (https=) |
| TW (1) | TW200538035A (https=) |
| UA (1) | UA84460C2 (https=) |
| WO (1) | WO2005092104A1 (https=) |
Families Citing this family (77)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| EP1728430A1 (de) * | 2005-06-04 | 2006-12-06 | Bayer CropScience GmbH | Herbizide Mittel |
| MD4114C1 (ro) * | 2005-09-28 | 2012-01-31 | Ishihara Sangyo Kaisha, Ltd | Compoziţie erbicidă şi procedeu de combatere a plantelor nedorite sau de inhibare a creşterii lor |
| AR056889A1 (es) | 2005-12-15 | 2007-10-31 | Ishihara Sangyo Kaisha | Compuestos benzoilpirazol y herbicidas que los contienen |
| WO2007105377A2 (en) | 2006-03-02 | 2007-09-20 | Ishihara Sangyo Kaisha, Ltd. | Solid herbicidal composition |
| JP5122841B2 (ja) | 2006-03-24 | 2013-01-16 | 石原産業株式会社 | 除草組成物 |
| JP5416354B2 (ja) | 2007-02-02 | 2014-02-12 | 石原産業株式会社 | ベンゾイルピラゾール系化合物を含有する除草性組成物 |
| EP1958509A1 (de) * | 2007-02-19 | 2008-08-20 | Bayer CropScience AG | Herbizid-Kombination |
| JP5390801B2 (ja) | 2007-07-13 | 2014-01-15 | 石原産業株式会社 | 除草性組成物 |
| EP2103216A1 (de) | 2008-03-19 | 2009-09-23 | Bayer CropScience AG | Ausgewählte Salze des 3-(5,6-dihydro-1,4,2-dioxazin-3-yl)-N-[(4,6-dimethoxypyrimidin-2-yl)carbamoyl] pyridin-2-sulfonamids, Verfahren zur deren Herstellung, sowie deren Verwendung als Herbizide und Pflanzenwachstumsregulatoren |
| EP2255637A1 (en) * | 2009-05-02 | 2010-12-01 | Bayer CropScience AG | Method for weed control in lawn or turf |
| EP2245935A1 (de) * | 2009-05-02 | 2010-11-03 | Bayer CropScience AG | Herbizide Verbindungen auf Basis von N-Azinyl-N-pyridylsulfonyl-harnstoffen |
| JP5613183B2 (ja) | 2009-06-17 | 2014-10-22 | 石原産業株式会社 | 軟腐病の防除剤及び防除方法 |
| TWI548343B (zh) | 2010-07-23 | 2016-09-11 | 石原產業股份有限公司 | 軟腐病之防除劑及防除方法 |
| JP5770056B2 (ja) | 2010-10-22 | 2015-08-26 | 石原産業株式会社 | 除草性組成物 |
| TWI510190B (zh) | 2010-11-26 | 2015-12-01 | 石原產業股份有限公司 | 除草組成物 |
| JP2012158585A (ja) | 2011-01-11 | 2012-08-23 | Ishihara Sangyo Kaisha Ltd | 根こぶ病の防除方法 |
| AR085074A1 (es) | 2011-01-20 | 2013-09-11 | Ishihara Sangyo Kaisha | Composicion herbicida |
| JP5927055B2 (ja) | 2011-06-24 | 2016-05-25 | 石原産業株式会社 | 除草組成物 |
| AR089283A1 (es) | 2011-12-27 | 2014-08-13 | Ishihara Sangyo Kaisha | Composicion herbicida |
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Citations (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| EP0645386A1 (de) * | 1993-09-27 | 1995-03-29 | Bayer Ag | N-Azinyl-N'-(het)arylsulfonylharnstoffe als Herbizide |
Family Cites Families (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| DE3516435A1 (de) | 1984-08-30 | 1986-03-13 | Bayer Ag, 5090 Leverkusen | 1-(2-oxyaminocarbonylphenylsulfonyl)-3-heteroaryl-harnstoffe |
| US4906282A (en) | 1987-07-27 | 1990-03-06 | E. I. Du Pont De Nemours And Company | Herbicidal sulfonamides |
| EP0612473A1 (en) * | 1993-02-26 | 1994-08-31 | Monsanto Europe S.A./N.V. | Herbicidal combinations comprising a triazole derivative and a sulfonylurea herbicide |
| JPH11292718A (ja) * | 1998-04-06 | 1999-10-26 | Sumitomo Chem Co Ltd | 除草剤組成物 |
-
2005
- 2005-03-12 UA UAA200611304A patent/UA84460C2/ru unknown
- 2005-03-12 CA CA002560909A patent/CA2560909A1/en not_active Abandoned
- 2005-03-12 PL PL05716021T patent/PL1740051T3/pl unknown
- 2005-03-12 KR KR1020067015367A patent/KR20070004607A/ko not_active Ceased
- 2005-03-12 JP JP2007504301A patent/JP2007530474A/ja not_active Ceased
- 2005-03-12 AT AT05716021T patent/ATE420557T1/de active
- 2005-03-12 DE DE502005006470T patent/DE502005006470D1/de not_active Expired - Lifetime
- 2005-03-12 BR BRPI0509288-4A patent/BRPI0509288A/pt not_active IP Right Cessation
- 2005-03-12 PT PT05716021T patent/PT1740051E/pt unknown
- 2005-03-12 EP EP05716021A patent/EP1740051B1/de not_active Expired - Lifetime
- 2005-03-12 RS RSP-2009/0163A patent/RS50979B/sr unknown
- 2005-03-12 HR HR20090140T patent/HRP20090140T3/xx unknown
- 2005-03-12 EA EA200601703A patent/EA010185B1/ru not_active IP Right Cessation
- 2005-03-12 WO PCT/EP2005/002673 patent/WO2005092104A1/de not_active Ceased
- 2005-03-12 ES ES05716021T patent/ES2318462T3/es not_active Expired - Lifetime
- 2005-03-12 AU AU2005226871A patent/AU2005226871B2/en not_active Expired - Fee Related
- 2005-03-12 EP EP08010754A patent/EP1961305A1/de not_active Ceased
- 2005-03-23 AR ARP050101171A patent/AR050980A1/es not_active Application Discontinuation
- 2005-03-24 TW TW094109166A patent/TW200538035A/zh unknown
- 2005-03-25 MY MYPI20051322A patent/MY141720A/en unknown
- 2005-03-25 US US11/090,424 patent/US7557066B2/en not_active Expired - Fee Related
-
2006
- 2006-06-27 CR CR8488A patent/CR8488A/es not_active Application Discontinuation
- 2006-09-12 IL IL178029A patent/IL178029A/en not_active IP Right Cessation
Patent Citations (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| EP0645386A1 (de) * | 1993-09-27 | 1995-03-29 | Bayer Ag | N-Azinyl-N'-(het)arylsulfonylharnstoffe als Herbizide |
Also Published As
| Publication number | Publication date |
|---|---|
| EA200601703A1 (ru) | 2007-02-27 |
| JP2007530474A (ja) | 2007-11-01 |
| HRP20090140T3 (hr) | 2009-04-30 |
| US20050233908A1 (en) | 2005-10-20 |
| PT1740051E (pt) | 2009-03-24 |
| AU2005226871A1 (en) | 2005-10-06 |
| US7557066B2 (en) | 2009-07-07 |
| ES2318462T3 (es) | 2009-05-01 |
| WO2005092104A1 (de) | 2005-10-06 |
| RS50979B (sr) | 2010-10-31 |
| MY141720A (en) | 2010-06-15 |
| BRPI0509288A (pt) | 2007-09-18 |
| UA84460C2 (ru) | 2008-10-27 |
| EP1961305A1 (de) | 2008-08-27 |
| EP1740051A1 (de) | 2007-01-10 |
| IL178029A (en) | 2010-12-30 |
| CR8488A (es) | 2007-09-14 |
| AR050980A1 (es) | 2006-12-13 |
| PL1740051T3 (pl) | 2009-06-30 |
| ATE420557T1 (de) | 2009-01-15 |
| EP1740051B1 (de) | 2009-01-14 |
| KR20070004607A (ko) | 2007-01-09 |
| TW200538035A (en) | 2005-12-01 |
| AU2005226871B2 (en) | 2011-07-28 |
| DE502005006470D1 (de) | 2009-03-05 |
| CA2560909A1 (en) | 2005-10-06 |
| IL178029A0 (en) | 2006-12-31 |
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