AU2015243351B2 - Herbicidal compositions comprising isoxazolo(5,4-b)pyridines - Google Patents
Herbicidal compositions comprising isoxazolo(5,4-b)pyridines Download PDFInfo
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- AU2015243351B2 AU2015243351B2 AU2015243351A AU2015243351A AU2015243351B2 AU 2015243351 B2 AU2015243351 B2 AU 2015243351B2 AU 2015243351 A AU2015243351 A AU 2015243351A AU 2015243351 A AU2015243351 A AU 2015243351A AU 2015243351 B2 AU2015243351 B2 AU 2015243351B2
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- Australia
- Prior art keywords
- methyl
- herbicides
- isoxazolo
- inhibitors
- formula
- Prior art date
- Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
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- 239000000203 mixture Substances 0.000 title claims abstract description 744
- 230000002363 herbicidal effect Effects 0.000 title claims abstract description 712
- DITTYRBIXKVOTK-UHFFFAOYSA-N [1,2]oxazolo[5,4-b]pyridine Chemical class C1=CC=C2C=NOC2=N1 DITTYRBIXKVOTK-UHFFFAOYSA-N 0.000 title abstract description 111
- 238000000034 method Methods 0.000 claims abstract description 99
- 239000004009 herbicide Substances 0.000 claims description 474
- -1 isoxazolo[5,4-b]pyridine compound Chemical class 0.000 claims description 229
- 150000003839 salts Chemical class 0.000 claims description 126
- 241000196324 Embryophyta Species 0.000 claims description 92
- 239000003112 inhibitor Substances 0.000 claims description 90
- 230000015572 biosynthetic process Effects 0.000 claims description 23
- 244000038559 crop plants Species 0.000 claims description 22
- 125000004435 hydrogen atom Chemical group [H]* 0.000 claims description 21
- 240000008042 Zea mays Species 0.000 claims description 17
- 239000001257 hydrogen Substances 0.000 claims description 17
- 229910052739 hydrogen Inorganic materials 0.000 claims description 17
- 239000012872 agrochemical composition Substances 0.000 claims description 16
- 235000005824 Zea mays ssp. parviglumis Nutrition 0.000 claims description 15
- 235000002017 Zea mays subsp mays Nutrition 0.000 claims description 15
- 235000005822 corn Nutrition 0.000 claims description 15
- 229920000742 Cotton Polymers 0.000 claims description 13
- 241000219146 Gossypium Species 0.000 claims description 13
- 125000001559 cyclopropyl group Chemical group [H]C1([H])C([H])([H])C1([H])* 0.000 claims description 13
- 239000007787 solid Substances 0.000 claims description 13
- 235000002595 Solanum tuberosum Nutrition 0.000 claims description 11
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- GZUXJHMPEANEGY-UHFFFAOYSA-N bromomethane Chemical compound BrC GZUXJHMPEANEGY-UHFFFAOYSA-N 0.000 claims description 8
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- 150000004669 very long chain fatty acids Chemical class 0.000 claims description 8
- 229930192334 Auxin Natural products 0.000 claims description 7
- IUFUITYPUYMIHI-UHFFFAOYSA-N N-[1-(3,5-dimethylphenoxy)propan-2-yl]-6-(2-fluoropropan-2-yl)-1,3,5-triazine-2,4-diamine Chemical compound N=1C(N)=NC(C(C)(C)F)=NC=1NC(C)COC1=CC(C)=CC(C)=C1 IUFUITYPUYMIHI-UHFFFAOYSA-N 0.000 claims description 7
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- 239000002363 auxin Substances 0.000 claims description 7
- ZQPPMHVWECSIRJ-KTKRTIGZSA-N oleic acid Chemical compound CCCCCCCC\C=C/CCCCCCCC(O)=O ZQPPMHVWECSIRJ-KTKRTIGZSA-N 0.000 claims description 7
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- OTSAMNSACVKIOJ-UHFFFAOYSA-N azane;carbamoyl(ethoxy)phosphinic acid Chemical compound [NH4+].CCOP([O-])(=O)C(N)=O OTSAMNSACVKIOJ-UHFFFAOYSA-N 0.000 claims description 6
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- SEOVTRFCIGRIMH-UHFFFAOYSA-N indole-3-acetic acid Chemical compound C1=CC=C2C(CC(=O)O)=CNC2=C1 SEOVTRFCIGRIMH-UHFFFAOYSA-N 0.000 claims description 6
- FBUKVWPVBMHYJY-UHFFFAOYSA-N nonanoic acid Chemical compound CCCCCCCCC(O)=O FBUKVWPVBMHYJY-UHFFFAOYSA-N 0.000 claims description 6
- 230000029553 photosynthesis Effects 0.000 claims description 6
- 238000010672 photosynthesis Methods 0.000 claims description 6
- 238000003786 synthesis reaction Methods 0.000 claims description 6
- LRKLFZPYIDPEHV-UHFFFAOYSA-N 1-methyl-2-[(2-methylphenyl)methoxymethyl]benzene Chemical compound CC1=CC=CC=C1COCC1=CC=CC=C1C LRKLFZPYIDPEHV-UHFFFAOYSA-N 0.000 claims description 5
- OPEJGICLTMWFNQ-UHFFFAOYSA-N 5-[(2,6-difluorophenyl)methoxymethyl]-5-methyl-3-(3-methylthiophen-2-yl)-4h-1,2-oxazole Chemical compound C1=CSC(C=2CC(C)(COCC=3C(=CC=CC=3F)F)ON=2)=C1C OPEJGICLTMWFNQ-UHFFFAOYSA-N 0.000 claims description 5
- GZJVZGUUTYWVTP-UHFFFAOYSA-N 6-chloro-3-(2-cyclopropyl-6-methylphenoxy)-1h-pyridazin-4-one Chemical compound N=1N=C(Cl)C=C(O)C=1OC=1C(C)=CC=CC=1C1CC1 GZJVZGUUTYWVTP-UHFFFAOYSA-N 0.000 claims description 5
- NDUPDOJHUQKPAG-UHFFFAOYSA-N Dalapon Chemical compound CC(Cl)(Cl)C(O)=O NDUPDOJHUQKPAG-UHFFFAOYSA-N 0.000 claims description 5
- PMAAYIYCDXGUAP-UHFFFAOYSA-N Indanofan Chemical compound O=C1C2=CC=CC=C2C(=O)C1(CC)CC1(C=2C=C(Cl)C=CC=2)CO1 PMAAYIYCDXGUAP-UHFFFAOYSA-N 0.000 claims description 5
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- 230000011278 mitosis Effects 0.000 claims description 5
- LBGPXIPGGRQBJW-UHFFFAOYSA-N Difenzoquat Chemical compound C[N+]=1N(C)C(C=2C=CC=CC=2)=CC=1C1=CC=CC=C1 LBGPXIPGGRQBJW-UHFFFAOYSA-N 0.000 claims description 4
- 239000002169 Metam Substances 0.000 claims description 4
- IBZHOAONZVJLOB-UHFFFAOYSA-N Tridiphane Chemical compound ClC1=CC(Cl)=CC(C2(CC(Cl)(Cl)Cl)OC2)=C1 IBZHOAONZVJLOB-UHFFFAOYSA-N 0.000 claims description 4
- 239000000654 additive Substances 0.000 claims description 4
- 208000014347 autosomal dominant hyaline body myopathy Diseases 0.000 claims description 4
- WZDDLAZXUYIVMU-UHFFFAOYSA-N bromobutide Chemical compound CC(C)(C)C(Br)C(=O)NC(C)(C)C1=CC=CC=C1 WZDDLAZXUYIVMU-UHFFFAOYSA-N 0.000 claims description 4
- SDIXRDNYIMOKSG-UHFFFAOYSA-L disodium methyl arsenate Chemical compound [Na+].[Na+].C[As]([O-])([O-])=O SDIXRDNYIMOKSG-UHFFFAOYSA-L 0.000 claims description 4
- HYVVJDQGXFXBRZ-UHFFFAOYSA-N metam Chemical compound CNC(S)=S HYVVJDQGXFXBRZ-UHFFFAOYSA-N 0.000 claims description 4
- 229940102396 methyl bromide Drugs 0.000 claims description 4
- JITOKQVGRJSHHA-UHFFFAOYSA-M monosodium methyl arsenate Chemical compound [Na+].C[As](O)([O-])=O JITOKQVGRJSHHA-UHFFFAOYSA-M 0.000 claims description 4
- VTRWMTJQBQJKQH-UHFFFAOYSA-N pyributicarb Chemical compound COC1=CC=CC(N(C)C(=S)OC=2C=C(C=CC=2)C(C)(C)C)=N1 VTRWMTJQBQJKQH-UHFFFAOYSA-N 0.000 claims description 4
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- QYOJSKGCWNAKGW-HCWXCVPCSA-N shikimate-3-phosphate Chemical compound O[C@H]1CC(C(O)=O)=C[C@H](OP(O)(O)=O)[C@@H]1O QYOJSKGCWNAKGW-HCWXCVPCSA-N 0.000 claims description 4
- GXEKYRXVRROBEV-FBXFSONDSA-N (1r,2s,3r,4s)-7-oxabicyclo[2.2.1]heptane-2,3-dicarboxylic acid Chemical compound C1C[C@@H]2[C@@H](C(O)=O)[C@@H](C(=O)O)[C@H]1O2 GXEKYRXVRROBEV-FBXFSONDSA-N 0.000 claims description 3
- WRIDQFICGBMAFQ-UHFFFAOYSA-N (E)-8-Octadecenoic acid Natural products CCCCCCCCCC=CCCCCCCC(O)=O WRIDQFICGBMAFQ-UHFFFAOYSA-N 0.000 claims description 3
- LQJBNNIYVWPHFW-UHFFFAOYSA-N 20:1omega9c fatty acid Natural products CCCCCCCCCCC=CCCCCCCCC(O)=O LQJBNNIYVWPHFW-UHFFFAOYSA-N 0.000 claims description 3
- WBFYVDCHGVNRBH-UHFFFAOYSA-N 7,8-dihydropteroic acid Chemical compound N=1C=2C(=O)NC(N)=NC=2NCC=1CNC1=CC=C(C(O)=O)C=C1 WBFYVDCHGVNRBH-UHFFFAOYSA-N 0.000 claims description 3
- QSBYPNXLFMSGKH-UHFFFAOYSA-N 9-Heptadecensaeure Natural products CCCCCCCC=CCCCCCCCC(O)=O QSBYPNXLFMSGKH-UHFFFAOYSA-N 0.000 claims description 3
- 239000005644 Dazomet Substances 0.000 claims description 3
- PHVNLLCAQHGNKU-UHFFFAOYSA-N Dimethipin Chemical compound CC1=C(C)S(=O)(=O)CCS1(=O)=O PHVNLLCAQHGNKU-UHFFFAOYSA-N 0.000 claims description 3
- ICWUMLXQKFTJMH-UHFFFAOYSA-N Etobenzanid Chemical compound C1=CC(OCOCC)=CC=C1C(=O)NC1=CC=CC(Cl)=C1Cl ICWUMLXQKFTJMH-UHFFFAOYSA-N 0.000 claims description 3
- 239000005983 Maleic hydrazide Substances 0.000 claims description 3
- BGRDGMRNKXEXQD-UHFFFAOYSA-N Maleic hydrazide Chemical compound OC1=CC=C(O)N=N1 BGRDGMRNKXEXQD-UHFFFAOYSA-N 0.000 claims description 3
- OKIBNKKYNPBDRS-UHFFFAOYSA-N Mefluidide Chemical compound CC(=O)NC1=CC(NS(=O)(=O)C(F)(F)F)=C(C)C=C1C OKIBNKKYNPBDRS-UHFFFAOYSA-N 0.000 claims description 3
- FMINYZXVCTYSNY-UHFFFAOYSA-N Methyldymron Chemical compound C=1C=CC=CC=1N(C)C(=O)NC(C)(C)C1=CC=CC=C1 FMINYZXVCTYSNY-UHFFFAOYSA-N 0.000 claims description 3
- 239000005642 Oleic acid Substances 0.000 claims description 3
- ZQPPMHVWECSIRJ-UHFFFAOYSA-N Oleic acid Natural products CCCCCCCCC=CCCCCCCCC(O)=O ZQPPMHVWECSIRJ-UHFFFAOYSA-N 0.000 claims description 3
- 239000005643 Pelargonic acid Substances 0.000 claims description 3
- 244000062793 Sorghum vulgare Species 0.000 claims description 3
- 230000000996 additive effect Effects 0.000 claims description 3
- QAYICIQNSGETAS-UHFFFAOYSA-N dazomet Chemical compound CN1CSC(=S)N(C)C1 QAYICIQNSGETAS-UHFFFAOYSA-N 0.000 claims description 3
- INQOMBQAUSQDDS-UHFFFAOYSA-N iodomethane Chemical compound IC INQOMBQAUSQDDS-UHFFFAOYSA-N 0.000 claims description 3
- QXJSBBXBKPUZAA-UHFFFAOYSA-N isooleic acid Natural products CCCCCCCC=CCCCCCCCCC(O)=O QXJSBBXBKPUZAA-UHFFFAOYSA-N 0.000 claims description 3
- LINPVWIEWJTEEJ-UHFFFAOYSA-N methyl 2-chloro-9-hydroxyfluorene-9-carboxylate Chemical group C1=C(Cl)C=C2C(C(=O)OC)(O)C3=CC=CC=C3C2=C1 LINPVWIEWJTEEJ-UHFFFAOYSA-N 0.000 claims description 3
- PBTHJVDBCFJQGG-UHFFFAOYSA-N methyl azide Chemical compound CN=[N+]=[N-] PBTHJVDBCFJQGG-UHFFFAOYSA-N 0.000 claims description 3
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- 235000021374 legumes Nutrition 0.000 claims description 2
- RBNIGDFIUWJJEV-LLVKDONJSA-N methyl (2r)-2-(n-benzoyl-3-chloro-4-fluoroanilino)propanoate Chemical group C=1C=C(F)C(Cl)=CC=1N([C@H](C)C(=O)OC)C(=O)C1=CC=CC=C1 RBNIGDFIUWJJEV-LLVKDONJSA-N 0.000 claims description 2
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- 159000000000 sodium salts Chemical class 0.000 description 1
- DPMABEYFRYKAHD-UHFFFAOYSA-M sodium;2,3,6-trichlorobenzoate Chemical compound [Na+].[O-]C(=O)C1=C(Cl)C=CC(Cl)=C1Cl DPMABEYFRYKAHD-UHFFFAOYSA-M 0.000 description 1
- RFOHRSIAXQACDB-UHFFFAOYSA-M sodium;2-(2,4-dichlorophenoxy)acetate Chemical compound [Na+].[O-]C(=O)COC1=CC=C(Cl)C=C1Cl RFOHRSIAXQACDB-UHFFFAOYSA-M 0.000 description 1
- XWAFIZUTHLRWBE-UHFFFAOYSA-M sodium;2-(2,4-dichlorophenoxy)propanoate Chemical compound [Na+].[O-]C(=O)C(C)OC1=CC=C(Cl)C=C1Cl XWAFIZUTHLRWBE-UHFFFAOYSA-M 0.000 description 1
- STAPBGVGYWCRTF-UHFFFAOYSA-M sodium;2-(4-chloro-2-methylphenoxy)acetate Chemical compound [Na+].CC1=CC(Cl)=CC=C1OCC([O-])=O STAPBGVGYWCRTF-UHFFFAOYSA-M 0.000 description 1
- DHJHUXNTNSRSEX-UHFFFAOYSA-M sodium;2-(4-chloro-2-methylphenoxy)propanoate Chemical compound [Na+].[O-]C(=O)C(C)OC1=CC=C(Cl)C=C1C DHJHUXNTNSRSEX-UHFFFAOYSA-M 0.000 description 1
- YWICANUUQPYHOW-UHFFFAOYSA-M sodium;2-(phosphonomethylamino)acetate Chemical compound [Na+].OP(O)(=O)CNCC([O-])=O YWICANUUQPYHOW-UHFFFAOYSA-M 0.000 description 1
- WMWBBXKLYSGKDY-UHFFFAOYSA-M sodium;3-amino-2,5-dichlorobenzoate Chemical compound [Na+].NC1=CC(Cl)=CC(C([O-])=O)=C1Cl WMWBBXKLYSGKDY-UHFFFAOYSA-M 0.000 description 1
- PPKIJAQKBAYNNL-UHFFFAOYSA-M sodium;4-(2,4-dichlorophenoxy)butanoate Chemical compound [Na+].[O-]C(=O)CCCOC1=CC=C(Cl)C=C1Cl PPKIJAQKBAYNNL-UHFFFAOYSA-M 0.000 description 1
- GABUSZPTCJGKGB-UHFFFAOYSA-M sodium;4-(4-chloro-2-methylphenoxy)butanoate Chemical group [Na+].CC1=CC(Cl)=CC=C1OCCCC([O-])=O GABUSZPTCJGKGB-UHFFFAOYSA-M 0.000 description 1
- 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 description 1
- 239000002689 soil Substances 0.000 description 1
- 239000004550 soluble concentrate Substances 0.000 description 1
- 238000001228 spectrum Methods 0.000 description 1
- 238000001694 spray drying Methods 0.000 description 1
- 230000037359 steroid metabolism Effects 0.000 description 1
- 108010076424 stilbene synthase Proteins 0.000 description 1
- 239000000021 stimulant Substances 0.000 description 1
- 239000004575 stone Substances 0.000 description 1
- 238000006467 substitution reaction Methods 0.000 description 1
- 239000000758 substrate Substances 0.000 description 1
- 239000005720 sucrose 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
- RWSOTUBLDIXVET-UHFFFAOYSA-O sulfonium Chemical compound [SH3+] RWSOTUBLDIXVET-UHFFFAOYSA-O 0.000 description 1
- 125000005537 sulfoxonium group Chemical group 0.000 description 1
- 239000013589 supplement Substances 0.000 description 1
- 239000000454 talc Substances 0.000 description 1
- 229910052623 talc Inorganic materials 0.000 description 1
- 235000012222 talc Nutrition 0.000 description 1
- RJKCKKDSSSRYCB-UHFFFAOYSA-N tebutam Chemical compound CC(C)(C)C(=O)N(C(C)C)CC1=CC=CC=C1 RJKCKKDSSSRYCB-UHFFFAOYSA-N 0.000 description 1
- BCQMBFHBDZVHKU-UHFFFAOYSA-N terbumeton Chemical compound CCNC1=NC(NC(C)(C)C)=NC(OC)=N1 BCQMBFHBDZVHKU-UHFFFAOYSA-N 0.000 description 1
- 125000000999 tert-butyl group Chemical group [H]C([H])([H])C(*)(C([H])([H])[H])C([H])([H])[H] 0.000 description 1
- 125000001973 tert-pentyl group Chemical group [H]C([H])([H])C([H])([H])C(*)(C([H])([H])[H])C([H])([H])[H] 0.000 description 1
- DZLFLBLQUQXARW-UHFFFAOYSA-N tetrabutylammonium Chemical compound CCCC[N+](CCCC)(CCCC)CCCC DZLFLBLQUQXARW-UHFFFAOYSA-N 0.000 description 1
- CBXCPBUEXACCNR-UHFFFAOYSA-N tetraethylammonium Chemical compound CC[N+](CC)(CC)CC CBXCPBUEXACCNR-UHFFFAOYSA-N 0.000 description 1
- CXWXQJXEFPUFDZ-UHFFFAOYSA-N tetralin Chemical compound C1=CC=C2CCCCC2=C1 CXWXQJXEFPUFDZ-UHFFFAOYSA-N 0.000 description 1
- QEMXHQIAXOOASZ-UHFFFAOYSA-N tetramethylammonium Chemical compound C[N+](C)(C)C QEMXHQIAXOOASZ-UHFFFAOYSA-N 0.000 description 1
- 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
- 210000001519 tissue Anatomy 0.000 description 1
- 230000009261 transgenic effect Effects 0.000 description 1
- 229910052723 transition metal Inorganic materials 0.000 description 1
- 150000003624 transition metals Chemical class 0.000 description 1
- YWBFPKPWMSWWEA-UHFFFAOYSA-O triazolopyrimidine Chemical compound BrC1=CC=CC(C=2N=C3N=CN[N+]3=C(NCC=3C=CN=CC=3)C=2)=C1 YWBFPKPWMSWWEA-UHFFFAOYSA-O 0.000 description 1
- 125000003866 trichloromethyl group Chemical group ClC(Cl)(Cl)* 0.000 description 1
- MCVUKOYZUCWLQQ-UHFFFAOYSA-N tridecylbenzene Chemical class CCCCCCCCCCCCCC1=CC=CC=C1 MCVUKOYZUCWLQQ-UHFFFAOYSA-N 0.000 description 1
- 125000000876 trifluoromethoxy group Chemical group FC(F)(F)O* 0.000 description 1
- 125000002023 trifluoromethyl group Chemical group FC(F)(F)* 0.000 description 1
- AKTQJCBOGPBERP-UHFFFAOYSA-N triflusulfuron Chemical compound FC(F)(F)COC1=NC(N(C)C)=NC(NC(=O)NS(=O)(=O)C=2C(=CC=CC=2C)C(O)=O)=N1 AKTQJCBOGPBERP-UHFFFAOYSA-N 0.000 description 1
- GETQZCLCWQTVFV-UHFFFAOYSA-N trimethylamine Chemical compound CN(C)C GETQZCLCWQTVFV-UHFFFAOYSA-N 0.000 description 1
- NRZWQKGABZFFKE-UHFFFAOYSA-N trimethylsulfonium Chemical compound C[S+](C)C NRZWQKGABZFFKE-UHFFFAOYSA-N 0.000 description 1
- 229960004418 trolamine Drugs 0.000 description 1
- 239000002753 trypsin inhibitor Substances 0.000 description 1
- 235000015112 vegetable and seed oil Nutrition 0.000 description 1
- 239000008158 vegetable oil Substances 0.000 description 1
- 229940117958 vinyl acetate Drugs 0.000 description 1
- 125000000391 vinyl group Chemical group [H]C([*])=C([H])[H] 0.000 description 1
- 230000003612 virological effect Effects 0.000 description 1
- 239000004562 water dispersible granule Substances 0.000 description 1
- 239000003021 water soluble solvent Substances 0.000 description 1
- 239000001993 wax Substances 0.000 description 1
- 239000002023 wood Substances 0.000 description 1
- 239000011701 zinc Substances 0.000 description 1
- 229910052725 zinc Inorganic materials 0.000 description 1
- 239000004711 α-olefin Substances 0.000 description 1
Classifications
-
- A—HUMAN NECESSITIES
- A01—AGRICULTURE; FORESTRY; ANIMAL HUSBANDRY; HUNTING; TRAPPING; FISHING
- A01N—PRESERVATION OF BODIES OF HUMANS OR ANIMALS OR PLANTS OR PARTS THEREOF; BIOCIDES, e.g. AS DISINFECTANTS, AS PESTICIDES OR AS HERBICIDES; PEST REPELLANTS OR ATTRACTANTS; PLANT GROWTH REGULATORS
- A01N43/00—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds
- A01N43/90—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having two or more relevant hetero rings, condensed among themselves or with a common carbocyclic ring system
-
- A—HUMAN NECESSITIES
- A01—AGRICULTURE; FORESTRY; ANIMAL HUSBANDRY; HUNTING; TRAPPING; FISHING
- A01N—PRESERVATION OF BODIES OF HUMANS OR ANIMALS OR PLANTS OR PARTS THEREOF; BIOCIDES, e.g. AS DISINFECTANTS, AS PESTICIDES OR AS HERBICIDES; PEST REPELLANTS OR ATTRACTANTS; PLANT GROWTH REGULATORS
- A01N61/00—Biocides, pest repellants or attractants, or plant growth regulators containing substances of unknown or undetermined composition, e.g. substances characterised only by the mode of action
Landscapes
- Life Sciences & Earth Sciences (AREA)
- Dentistry (AREA)
- Plant Pathology (AREA)
- Health & Medical Sciences (AREA)
- Engineering & Computer Science (AREA)
- Agronomy & Crop Science (AREA)
- General Health & Medical Sciences (AREA)
- Wood Science & Technology (AREA)
- Zoology (AREA)
- Environmental Sciences (AREA)
- Pest Control & Pesticides (AREA)
- Agricultural Chemicals And Associated Chemicals (AREA)
- Nitrogen Condensed Heterocyclic Rings (AREA)
- Nitrogen And Oxygen Or Sulfur-Condensed Heterocyclic Ring Systems (AREA)
Applications Claiming Priority (3)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US201461977663P | 2014-04-10 | 2014-04-10 | |
| US61/977,663 | 2014-04-10 | ||
| PCT/EP2015/057613 WO2015155236A1 (en) | 2014-04-10 | 2015-04-08 | Herbicidal compositions comprising isoxazolo[5,4-b]pyridines |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| AU2015243351A1 AU2015243351A1 (en) | 2016-10-06 |
| AU2015243351B2 true AU2015243351B2 (en) | 2018-08-09 |
Family
ID=52807820
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| AU2015243351A Ceased AU2015243351B2 (en) | 2014-04-10 | 2015-04-08 | Herbicidal compositions comprising isoxazolo(5,4-b)pyridines |
Country Status (13)
| Country | Link |
|---|---|
| US (4) | US10226046B2 (https=) |
| EP (1) | EP3128843B1 (https=) |
| JP (1) | JP2017510608A (https=) |
| CN (1) | CN106163283A (https=) |
| AR (1) | AR100048A1 (https=) |
| AU (1) | AU2015243351B2 (https=) |
| BR (1) | BR112016023273B1 (https=) |
| CA (1) | CA2941350C (https=) |
| CR (1) | CR20160524A (https=) |
| EA (1) | EA031500B1 (https=) |
| IL (1) | IL247527A0 (https=) |
| MX (1) | MX2016013327A (https=) |
| WO (1) | WO2015155236A1 (https=) |
Families Citing this family (23)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US10023590B2 (en) | 2014-04-17 | 2018-07-17 | Basf Se | Substituted pyridine compounds having herbicidal activity |
| CN107108647A (zh) | 2014-10-24 | 2017-08-29 | 巴斯夫欧洲公司 | 具有除草活性的取代吡啶化合物 |
| CA2973915C (en) | 2015-01-22 | 2024-01-16 | BASF Agro B.V. | Ternary herbicidal combination comprising saflufenacil |
| EP3294720B1 (en) | 2015-05-08 | 2020-12-02 | BASF Agro B.V. | A process for the preparation of terpinolene epoxide |
| DK3294700T3 (da) | 2015-05-08 | 2020-04-14 | Basf Agro Bv | Fremgangsmåde til fremstilling af limonen-4-ol |
| KR20180019208A (ko) | 2015-06-19 | 2018-02-23 | 바스프 에스이 | 테트라메틸자일릴렌 디이소시아네이트 및 적어도 3 개의 아민 기를 갖는 폴리아민으로 제조된 쉘을 포함하는 펜디메탈린 마이크로캡슐 |
| CR20180046A (es) | 2015-06-19 | 2018-04-30 | Basf Se | Microcápsulas plaguicidas con un revestimiento hecho de diisocianato de tetrametilxilileno, diisocianato cicloalifático y diamina alifática |
| KR20180027580A (ko) | 2015-07-10 | 2018-03-14 | 바스프 아그로 비.브이. | 신메틸린 및 특정한 퀴놀린카르복실산을 포함하는 제초제 조성물 |
| EA201890258A1 (ru) | 2015-07-10 | 2018-07-31 | Басф Агро Б.В. | Гербицидная композиция, которая содержит цинметилин и специфические ингибиторы синтеза пигментов |
| KR102737212B1 (ko) | 2015-07-10 | 2024-12-02 | 바스프 아그로 비.브이. | 제초제 저항성 또는 내성 잡초의 방제 방법 |
| CN107846893B (zh) | 2015-07-10 | 2024-02-20 | 巴斯夫农业公司 | 包含环庚草醚和苯嘧磺草胺的除草组合物 |
| WO2017009090A1 (en) | 2015-07-10 | 2017-01-19 | BASF Agro B.V. | Herbicidal composition comprising cinmethylin and pyroxasulfone |
| AU2016292399B2 (en) | 2015-07-10 | 2020-06-25 | BASF Agro B.V. | Herbicidal composition comprising cinmethylin and dimethenamid |
| US11219212B2 (en) | 2015-07-10 | 2022-01-11 | BASF Agro B.V. | Herbicidal composition comprising cinmethylin and imazamox |
| PL3319434T3 (pl) | 2015-07-10 | 2019-11-29 | Basf Agro Bv | Kompozycja chwastobójcza zawierająca cynmetylinę i petoksamid |
| US11219215B2 (en) | 2015-07-10 | 2022-01-11 | BASF Agro B.V. | Herbicidal composition comprising cinmethylin and specific inhibitors of protoporphyrinogen oxidase |
| CN107835638B (zh) | 2015-07-10 | 2024-12-31 | 巴斯夫农业公司 | 包含环庚草醚和乙草胺或丙草胺的除草组合物 |
| WO2017080905A1 (en) | 2015-11-12 | 2017-05-18 | Basf Se | Herbicidal compositions comprising isoxazolo[5,4-b]pyridines |
| ES2833202T3 (es) | 2016-06-15 | 2021-06-14 | Basf Agro Bv | Procedimiento para la epoxidación de un alqueno tetrasustituido |
| EP3472139B1 (en) | 2016-06-15 | 2021-04-07 | BASF Agro B.V. | Process for the epoxidation of a tetrasubstituted alkene |
| WO2018108612A1 (en) | 2016-12-14 | 2018-06-21 | Basf Se | Herbicidal compositions comprising isoxazolo[5,4-b]pyridines |
| WO2019150233A1 (en) * | 2018-01-30 | 2019-08-08 | Upl Ltd | Herbicidal combinations |
| EP4696139A1 (en) | 2024-08-12 | 2026-02-18 | Basf Se | Herbicidal compositions comprising herbicide b |
Family Cites Families (9)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US5252538A (en) * | 1984-05-21 | 1993-10-12 | American Cyanamid Company | (2-imidazolin-2-yl) fused heteropyridine compounds, intermediates for the preparation of and use of said compounds as herbicidal agents |
| US5665673A (en) * | 1988-12-29 | 1997-09-09 | Anderson; Richard J. | Potentiating herbicidal compositions |
| US8148380B2 (en) | 2007-07-23 | 2012-04-03 | Crestone, Inc. | Antibacterial amide and sulfonamide substituted heterocyclic urea compounds |
| CA2709784A1 (en) | 2007-12-21 | 2009-07-09 | University Of Rochester | Method for altering the lifespan of eukaryotic organisms |
| CN102256945A (zh) | 2008-12-18 | 2011-11-23 | 巴斯夫欧洲公司 | 具有除草作用的杂环二酮衍生物 |
| MX2012005501A (es) | 2009-11-13 | 2012-07-10 | Basf Se | Compuestos 3- (3, 4- dihidro-2h-benzo [1, 4] -oxazin-6-il)-1h-piri midin-2, 4-diona como herbicidas. |
| JP2013522340A (ja) * | 2010-03-23 | 2013-06-13 | ビーエーエスエフ ソシエタス・ヨーロピア | 除草作用を有する置換されたピリジン |
| PL2595995T3 (pl) * | 2010-07-22 | 2016-05-31 | Basf Se | Chwastobójcze izoksazolo[5,4-b]pirydyny |
| JP2015504889A (ja) * | 2012-01-12 | 2015-02-16 | ビーエーエスエフ ソシエタス・ヨーロピアＢａｓｆ Ｓｅ | 除草性イソオキサゾロ［５，４−ｂ］ピリジン |
-
2015
- 2015-04-08 CR CR20160524A patent/CR20160524A/es unknown
- 2015-04-08 CN CN201580018942.5A patent/CN106163283A/zh active Pending
- 2015-04-08 JP JP2016561740A patent/JP2017510608A/ja active Pending
- 2015-04-08 US US15/302,663 patent/US10226046B2/en active Active
- 2015-04-08 BR BR112016023273-9A patent/BR112016023273B1/pt active IP Right Grant
- 2015-04-08 EP EP15713917.1A patent/EP3128843B1/en active Active
- 2015-04-08 CA CA2941350A patent/CA2941350C/en active Active
- 2015-04-08 WO PCT/EP2015/057613 patent/WO2015155236A1/en not_active Ceased
- 2015-04-08 MX MX2016013327A patent/MX2016013327A/es unknown
- 2015-04-08 EA EA201692027A patent/EA031500B1/ru not_active IP Right Cessation
- 2015-04-08 AU AU2015243351A patent/AU2015243351B2/en not_active Ceased
- 2015-04-09 AR ARP150101076A patent/AR100048A1/es active IP Right Grant
-
2016
- 2016-08-29 IL IL247527A patent/IL247527A0/en unknown
-
2019
- 2019-01-18 US US16/251,140 patent/US20190150449A1/en not_active Abandoned
- 2019-01-18 US US16/251,139 patent/US10881109B2/en active Active
- 2019-01-18 US US16/251,142 patent/US10881110B2/en active Active
Also Published As
| Publication number | Publication date |
|---|---|
| EA201692027A1 (ru) | 2017-02-28 |
| IL247527A0 (en) | 2016-11-30 |
| US10881109B2 (en) | 2021-01-05 |
| US20170112130A1 (en) | 2017-04-27 |
| US10226046B2 (en) | 2019-03-12 |
| JP2017510608A (ja) | 2017-04-13 |
| BR112016023273B1 (pt) | 2021-09-14 |
| WO2015155236A1 (en) | 2015-10-15 |
| US20190150449A1 (en) | 2019-05-23 |
| AR100048A1 (es) | 2016-09-07 |
| BR112016023273A2 (https=) | 2017-08-15 |
| US10881110B2 (en) | 2021-01-05 |
| MX2016013327A (es) | 2017-01-18 |
| CR20160524A (es) | 2017-02-07 |
| US20190150450A1 (en) | 2019-05-23 |
| EA031500B1 (ru) | 2019-01-31 |
| AU2015243351A1 (en) | 2016-10-06 |
| EP3128843A1 (en) | 2017-02-15 |
| US20190150448A1 (en) | 2019-05-23 |
| CA2941350A1 (en) | 2015-10-15 |
| CA2941350C (en) | 2022-11-01 |
| CN106163283A (zh) | 2016-11-23 |
| EP3128843B1 (en) | 2019-06-12 |
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Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| FGA | Letters patent sealed or granted (standard patent) | ||
| MK14 | Patent ceased section 143(a) (annual fees not paid) or expired |