KR20140098140A - 치환 1,2,5-옥사디아졸 화합물 및 이들의 제초제 ｉｉ 로서의 용도 - Google Patents
치환 1,2,5-옥사디아졸 화합물 및 이들의 제초제 ｉｉ 로서의 용도 Download PDFInfo
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- KR20140098140A KR20140098140A KR1020147016432A KR20147016432A KR20140098140A KR 20140098140 A KR20140098140 A KR 20140098140A KR 1020147016432 A KR1020147016432 A KR 1020147016432A KR 20147016432 A KR20147016432 A KR 20147016432A KR 20140098140 A KR20140098140 A KR 20140098140A
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- South Korea
- Prior art keywords
- alkyl
- alkoxy
- group
- haloalkyl
- halogen
- 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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- 150000002244 furazanes Chemical class 0.000 title abstract description 5
- 239000004009 herbicide Substances 0.000 title description 18
- -1 1,2,5-oxadiazole compound Chemical class 0.000 claims abstract description 443
- 150000001875 compounds Chemical class 0.000 claims abstract description 204
- 229910052736 halogen Inorganic materials 0.000 claims abstract description 110
- 150000002367 halogens Chemical class 0.000 claims abstract description 110
- 229910052739 hydrogen Inorganic materials 0.000 claims abstract description 92
- 239000001257 hydrogen Substances 0.000 claims abstract description 91
- 125000004765 (C1-C4) haloalkyl group Chemical group 0.000 claims abstract description 79
- 150000002431 hydrogen Chemical class 0.000 claims abstract description 71
- 239000000203 mixture Substances 0.000 claims abstract description 68
- 125000000623 heterocyclic group Chemical group 0.000 claims abstract description 58
- 150000003839 salts Chemical class 0.000 claims abstract description 57
- 125000004767 (C1-C4) haloalkoxy group Chemical group 0.000 claims abstract description 47
- 125000000882 C2-C6 alkenyl group Chemical group 0.000 claims abstract description 43
- 125000000171 (C1-C6) haloalkyl group Chemical group 0.000 claims abstract description 42
- 238000000034 method Methods 0.000 claims abstract description 42
- 125000006643 (C2-C6) haloalkenyl group Chemical group 0.000 claims abstract description 35
- 125000003601 C2-C6 alkynyl group Chemical group 0.000 claims abstract description 31
- 150000001204 N-oxides Chemical class 0.000 claims abstract description 20
- 125000004093 cyano group Chemical group *C#N 0.000 claims abstract description 19
- 125000000449 nitro group Chemical group [O-][N+](*)=O 0.000 claims abstract description 19
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- 125000002915 carbonyl group Chemical group [*:2]C([*:1])=O 0.000 claims abstract description 17
- 125000004648 C2-C8 alkenyl group Chemical group 0.000 claims abstract description 8
- 125000004737 (C1-C6) haloalkoxy group Chemical group 0.000 claims abstract description 7
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- 125000006766 (C2-C6) alkynyloxy group Chemical group 0.000 claims abstract description 3
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- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 claims description 77
- 229910052757 nitrogen Inorganic materials 0.000 claims description 70
- 125000005842 heteroatom Chemical group 0.000 claims description 55
- 229910052760 oxygen Inorganic materials 0.000 claims description 51
- 229910052717 sulfur Inorganic materials 0.000 claims description 48
- 125000001797 benzyl group Chemical group [H]C1=C([H])C([H])=C(C([H])=C1[H])C([H])([H])* 0.000 claims description 42
- 125000004432 carbon atom Chemical group C* 0.000 claims description 42
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- 125000000217 alkyl group Chemical group 0.000 claims description 30
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- 229910052731 fluorine Inorganic materials 0.000 claims description 21
- 125000002911 monocyclic heterocycle group Chemical group 0.000 claims description 21
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 claims description 18
- 125000006656 (C2-C4) alkenyl group Chemical group 0.000 claims description 17
- 238000009472 formulation Methods 0.000 claims description 16
- 125000006650 (C2-C4) alkynyl group Chemical group 0.000 claims description 13
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- 125000002618 bicyclic heterocycle group Chemical group 0.000 claims description 12
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- 125000001424 substituent group Chemical group 0.000 claims description 11
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- 125000005843 halogen group Chemical group 0.000 claims description 9
- YUCFVHQCAFKDQG-UHFFFAOYSA-N fluoromethane Chemical compound F[CH] YUCFVHQCAFKDQG-UHFFFAOYSA-N 0.000 claims description 8
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- 239000000126 substance Substances 0.000 claims description 6
- 125000005844 heterocyclyloxy group Chemical group 0.000 claims description 4
- 125000003808 silyl group Chemical group [H][Si]([H])([H])[*] 0.000 claims description 4
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- 125000004122 cyclic group Chemical group 0.000 claims description 3
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- 230000002401 inhibitory effect Effects 0.000 claims description 3
- 125000000951 phenoxy group Chemical group [H]C1=C([H])C([H])=C(O*)C([H])=C1[H] 0.000 claims description 3
- 125000002373 5 membered heterocyclic group Chemical group 0.000 claims description 2
- 125000005112 cycloalkylalkoxy group Chemical group 0.000 claims 1
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- 125000003118 aryl group Chemical group 0.000 description 9
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- HBAQYPYDRFILMT-UHFFFAOYSA-N 8-[3-(1-cyclopropylpyrazol-4-yl)-1H-pyrazolo[4,3-d]pyrimidin-5-yl]-3-methyl-3,8-diazabicyclo[3.2.1]octan-2-one Chemical class C1(CC1)N1N=CC(=C1)C1=NNC2=C1N=C(N=C2)N1C2C(N(CC1CC2)C)=O HBAQYPYDRFILMT-UHFFFAOYSA-N 0.000 description 6
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- 239000012266 salt solution Substances 0.000 description 1
- 230000007017 scission Effects 0.000 description 1
- 125000002914 sec-butyl group Chemical group [H]C([H])([H])C([H])([H])C([H])(*)C([H])([H])[H] 0.000 description 1
- 125000003548 sec-pentyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])C([H])(*)C([H])([H])[H] 0.000 description 1
- 239000003001 serine protease inhibitor Substances 0.000 description 1
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- 239000004460 silage Substances 0.000 description 1
- 150000004760 silicates Chemical class 0.000 description 1
- 229910052710 silicon Inorganic materials 0.000 description 1
- 239000010703 silicon Substances 0.000 description 1
- 239000000377 silicon dioxide Substances 0.000 description 1
- 229910001415 sodium ion Inorganic materials 0.000 description 1
- JKPSVOHVUGMYGH-UHFFFAOYSA-M sodium;(4,6-dimethoxypyrimidin-2-yl)-[[3-methoxycarbonyl-6-(trifluoromethyl)pyridin-2-yl]sulfonylcarbamoyl]azanide Chemical compound [Na+].COC(=O)C1=CC=C(C(F)(F)F)N=C1S(=O)(=O)NC(=O)[N-]C1=NC(OC)=CC(OC)=N1 JKPSVOHVUGMYGH-UHFFFAOYSA-M 0.000 description 1
- JUNDBKFAZXZKRA-MAFYXNADSA-M sodium;2-[(e)-n-[(3,5-difluorophenyl)carbamoylamino]-c-methylcarbonimidoyl]pyridine-3-carboxylate Chemical compound [Na+].N=1C=CC=C(C([O-])=O)C=1C(/C)=N/NC(=O)NC1=CC(F)=CC(F)=C1 JUNDBKFAZXZKRA-MAFYXNADSA-M 0.000 description 1
- SZXAJDQTPWYNBN-NWBUNABESA-M sodium;4-methoxycarbonyl-5,5-dimethyl-3-oxo-2-[(e)-n-prop-2-enoxy-c-propylcarbonimidoyl]cyclohexen-1-olate Chemical compound [Na+].C=CCO\N=C(/CCC)C1=C([O-])CC(C)(C)C(C(=O)OC)C1=O SZXAJDQTPWYNBN-NWBUNABESA-M 0.000 description 1
- HPALAKNZSZLMCH-UHFFFAOYSA-M sodium;chloride;hydrate Chemical class O.[Na+].[Cl-] HPALAKNZSZLMCH-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
- 239000000600 sorbitol Substances 0.000 description 1
- 238000004611 spectroscopical analysis Methods 0.000 description 1
- 125000003003 spiro group Chemical group 0.000 description 1
- 238000001694 spray drying Methods 0.000 description 1
- 238000003892 spreading Methods 0.000 description 1
- 230000007480 spreading Effects 0.000 description 1
- 238000010561 standard procedure Methods 0.000 description 1
- 239000008107 starch Substances 0.000 description 1
- 235000019698 starch Nutrition 0.000 description 1
- 108010076424 stilbene synthase Proteins 0.000 description 1
- 239000000758 substrate Substances 0.000 description 1
- PQTBTIFWAXVEPB-UHFFFAOYSA-N sulcotrione Chemical compound ClC1=CC(S(=O)(=O)C)=CC=C1C(=O)C1C(=O)CCCC1=O PQTBTIFWAXVEPB-UHFFFAOYSA-N 0.000 description 1
- NVBFHJWHLNUMCV-UHFFFAOYSA-N sulfamide Chemical compound NS(N)(=O)=O NVBFHJWHLNUMCV-UHFFFAOYSA-N 0.000 description 1
- 125000000446 sulfanediyl group Chemical group *S* 0.000 description 1
- 229940124530 sulfonamide Drugs 0.000 description 1
- 150000003456 sulfonamides Chemical class 0.000 description 1
- RWSOTUBLDIXVET-UHFFFAOYSA-O sulfonium Chemical compound [SH3+] RWSOTUBLDIXVET-UHFFFAOYSA-O 0.000 description 1
- YROXIXLRRCOBKF-UHFFFAOYSA-N sulfonylurea Chemical compound OC(=N)N=S(=O)=O YROXIXLRRCOBKF-UHFFFAOYSA-N 0.000 description 1
- 125000005537 sulfoxonium group Chemical group 0.000 description 1
- 150000003467 sulfuric acid derivatives Chemical class 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
- 229960000195 terbutaline Drugs 0.000 description 1
- 150000003512 tertiary amines Chemical class 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
- 125000004853 tetrahydropyridinyl group Chemical group N1(CCCC=C1)* 0.000 description 1
- RAOIDOHSFRTOEL-UHFFFAOYSA-N tetrahydrothiophene Chemical compound C1CCSC1 RAOIDOHSFRTOEL-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
- 125000000437 thiazol-2-yl group Chemical group [H]C1=C([H])N=C(*)S1 0.000 description 1
- 125000004495 thiazol-4-yl group Chemical group S1C=NC(=C1)* 0.000 description 1
- 125000004496 thiazol-5-yl group Chemical group S1C=NC=C1* 0.000 description 1
- 125000000335 thiazolyl group Chemical group 0.000 description 1
- GLDAZAQRGCSFNP-UHFFFAOYSA-N thiencarbazone Chemical compound O=C1N(C)C(OC)=NN1C(=O)NS(=O)(=O)C1=C(C)SC=C1C(O)=O GLDAZAQRGCSFNP-UHFFFAOYSA-N 0.000 description 1
- XSKZXGDFSCCXQX-UHFFFAOYSA-N thiencarbazone-methyl Chemical compound COC(=O)C1=CSC(C)=C1S(=O)(=O)NC(=O)N1C(=O)N(C)C(OC)=N1 XSKZXGDFSCCXQX-UHFFFAOYSA-N 0.000 description 1
- JWCVYQRPINPYQJ-UHFFFAOYSA-N thiepane Chemical compound C1CCCSCC1 JWCVYQRPINPYQJ-UHFFFAOYSA-N 0.000 description 1
- 150000007970 thio esters Chemical class 0.000 description 1
- 125000004569 thiomorpholin-2-yl group Chemical group N1CC(SCC1)* 0.000 description 1
- 125000004570 thiomorpholin-3-yl group Chemical group N1C(CSCC1)* 0.000 description 1
- 125000004571 thiomorpholin-4-yl group Chemical group N1(CCSCC1)* 0.000 description 1
- ANRHNWWPFJCPAZ-UHFFFAOYSA-M thionine Chemical compound [Cl-].C1=CC(N)=CC2=[S+]C3=CC(N)=CC=C3N=C21 ANRHNWWPFJCPAZ-UHFFFAOYSA-M 0.000 description 1
- 229930192474 thiophene Natural products 0.000 description 1
- 210000001519 tissue Anatomy 0.000 description 1
- 235000010215 titanium dioxide Nutrition 0.000 description 1
- 231100000331 toxic Toxicity 0.000 description 1
- 230000002588 toxic effect Effects 0.000 description 1
- 238000012546 transfer Methods 0.000 description 1
- 229910052723 transition metal Inorganic materials 0.000 description 1
- 150000003624 transition metals Chemical class 0.000 description 1
- 238000013519 translation Methods 0.000 description 1
- XOPFESVZMSQIKC-UHFFFAOYSA-N triasulfuron Chemical compound COC1=NC(C)=NC(NC(=O)NS(=O)(=O)C=2C(=CC=CC=2)OCCCl)=N1 XOPFESVZMSQIKC-UHFFFAOYSA-N 0.000 description 1
- BQZXUHDXIARLEO-UHFFFAOYSA-N tribenuron Chemical compound COC1=NC(C)=NC(N(C)C(=O)NS(=O)(=O)C=2C(=CC=CC=2)C(O)=O)=N1 BQZXUHDXIARLEO-UHFFFAOYSA-N 0.000 description 1
- YMXOXAPKZDWXLY-QWRGUYRKSA-N tribenuron methyl Chemical group COC(=O)[C@H]1CCCC[C@@H]1S(=O)(=O)NC(=O)N(C)C1=NC(C)=NC(OC)=N1 YMXOXAPKZDWXLY-QWRGUYRKSA-N 0.000 description 1
- 125000000725 trifluoropropyl group Chemical group [H]C([H])(*)C([H])([H])C(F)(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
- IMEVJVISCHQJRM-UHFFFAOYSA-N triflusulfuron-methyl Chemical group COC(=O)C1=CC=CC(C)=C1S(=O)(=O)NC(=O)NC1=NC(OCC(F)(F)F)=NC(N(C)C)=N1 IMEVJVISCHQJRM-UHFFFAOYSA-N 0.000 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
- 238000001665 trituration Methods 0.000 description 1
- 239000002753 trypsin inhibitor Substances 0.000 description 1
- 201000008827 tuberculosis Diseases 0.000 description 1
- JABYJIQOLGWMQW-UHFFFAOYSA-N undec-4-ene Chemical compound CCCCCCC=CCCC JABYJIQOLGWMQW-UHFFFAOYSA-N 0.000 description 1
- 229940035893 uracil Drugs 0.000 description 1
- 230000002485 urinary effect Effects 0.000 description 1
- 150000004669 very long chain fatty acids Chemical class 0.000 description 1
- 125000000391 vinyl group Chemical group [H]C([*])=C([H])[H] 0.000 description 1
- 244000052613 viral pathogen Species 0.000 description 1
- 230000003612 virological effect Effects 0.000 description 1
- 239000002699 waste material Substances 0.000 description 1
- 239000004549 water soluble granule Substances 0.000 description 1
- 239000004552 water soluble powder Substances 0.000 description 1
- 239000003021 water soluble solvent Substances 0.000 description 1
- 239000002023 wood Substances 0.000 description 1
- 239000000230 xanthan gum Substances 0.000 description 1
- 229920001285 xanthan gum Polymers 0.000 description 1
- 235000010493 xanthan gum Nutrition 0.000 description 1
- 229940082509 xanthan gum Drugs 0.000 description 1
- 239000011701 zinc Substances 0.000 description 1
- 229910052725 zinc Inorganic materials 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D409/00—Heterocyclic compounds containing two or more hetero rings, at least one ring having sulfur atoms as the only ring hetero atoms
- C07D409/02—Heterocyclic compounds containing two or more hetero rings, at least one ring having sulfur atoms as the only ring hetero atoms containing two hetero rings
- C07D409/12—Heterocyclic compounds containing two or more hetero rings, at least one ring having sulfur atoms as the only ring hetero atoms containing two hetero rings linked by a chain containing hetero atoms as chain links
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D413/00—Heterocyclic compounds containing two or more hetero rings, at least one ring having nitrogen and oxygen atoms as the only ring hetero atoms
- C07D413/02—Heterocyclic compounds containing two or more hetero rings, at least one ring having nitrogen and oxygen atoms as the only ring hetero atoms containing two hetero rings
- C07D413/12—Heterocyclic compounds containing two or more hetero rings, at least one ring having nitrogen and oxygen atoms as the only ring hetero atoms containing two hetero rings linked by a chain containing hetero atoms as chain links
-
- A—HUMAN NECESSITIES
- A01—AGRICULTURE; FORESTRY; ANIMAL HUSBANDRY; HUNTING; TRAPPING; FISHING
- A01N—PRESERVATION OF BODIES OF HUMANS OR ANIMALS OR PLANTS OR PARTS THEREOF; BIOCIDES, e.g. AS DISINFECTANTS, AS PESTICIDES OR AS HERBICIDES; PEST REPELLANTS OR ATTRACTANTS; PLANT GROWTH REGULATORS
- A01N43/00—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds
- A01N43/72—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having rings with nitrogen atoms and oxygen or sulfur atoms as ring hetero atoms
- A01N43/82—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having rings with nitrogen atoms and oxygen or sulfur atoms as ring hetero atoms five-membered rings with three ring hetero atoms
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D413/00—Heterocyclic compounds containing two or more hetero rings, at least one ring having nitrogen and oxygen atoms as the only ring hetero atoms
- C07D413/14—Heterocyclic compounds containing two or more hetero rings, at least one ring having nitrogen and oxygen atoms as the only ring hetero atoms containing three or more hetero rings
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D417/00—Heterocyclic compounds containing two or more hetero rings, at least one ring having nitrogen and sulfur atoms as the only ring hetero atoms, not provided for by group C07D415/00
- C07D417/02—Heterocyclic compounds containing two or more hetero rings, at least one ring having nitrogen and sulfur atoms as the only ring hetero atoms, not provided for by group C07D415/00 containing two hetero rings
- C07D417/12—Heterocyclic compounds containing two or more hetero rings, at least one ring having nitrogen and sulfur atoms as the only ring hetero atoms, not provided for by group C07D415/00 containing two hetero rings linked by a chain containing hetero atoms as chain links
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Life Sciences & Earth Sciences (AREA)
- Dentistry (AREA)
- Pest Control & Pesticides (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)
- Plural Heterocyclic Compounds (AREA)
- Agricultural Chemicals And Associated Chemicals (AREA)
- Heterocyclic Carbon Compounds Containing A Hetero Ring Having Nitrogen And Oxygen As The Only Ring Hetero Atoms (AREA)
Applications Claiming Priority (3)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US201161560333P | 2011-11-16 | 2011-11-16 | |
| US61/560,333 | 2011-11-16 | ||
| PCT/EP2012/072692 WO2013072402A1 (en) | 2011-11-16 | 2012-11-15 | Substituted 1,2,5-oxadiazole compounds and their use as herbicides ii |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| KR20140098140A true KR20140098140A (ko) | 2014-08-07 |
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Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| KR1020147016432A Withdrawn KR20140098140A (ko) | 2011-11-16 | 2012-11-15 | 치환 1,2,5-옥사디아졸 화합물 및 이들의 제초제 ｉｉ 로서의 용도 |
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|---|---|
| US (1) | US9096583B2 (enExample) |
| EP (1) | EP2780339A1 (enExample) |
| JP (1) | JP2014533669A (enExample) |
| KR (1) | KR20140098140A (enExample) |
| CN (1) | CN104053656A (enExample) |
| AR (1) | AR088886A1 (enExample) |
| AU (1) | AU2012338879A1 (enExample) |
| BR (1) | BR112014011622A2 (enExample) |
| CA (1) | CA2853340A1 (enExample) |
| CO (1) | CO6950507A2 (enExample) |
| CR (1) | CR20140217A (enExample) |
| IL (1) | IL232279A0 (enExample) |
| IN (1) | IN2014MN00832A (enExample) |
| MX (1) | MX2014005607A (enExample) |
| WO (1) | WO2013072402A1 (enExample) |
| ZA (1) | ZA201404296B (enExample) |
Families Citing this family (15)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| EP2892885A1 (de) * | 2012-09-05 | 2015-07-15 | Bayer CropScience AG | Herbizid wirksame bicycloarylcarbonsäureamide |
| WO2014184019A1 (en) * | 2013-05-15 | 2014-11-20 | Basf Se | N-(1,2,5-oxadiazol-3-yl)carboxamide compounds and their use as herbicides |
| WO2014184074A1 (en) * | 2013-05-15 | 2014-11-20 | Basf Se | Substituted n-(tetrazol-5-yl)- and n-(triazol-5-yl)hetarylcarboxamide compounds and their use as herbicides |
| KR20160015211A (ko) | 2013-05-31 | 2016-02-12 | 닛산 가가쿠 고교 가부시키 가이샤 | 복소환 아미드 화합물 |
| US10876130B2 (en) | 2014-03-11 | 2020-12-29 | BASF Agricultural Solutions Seed US LLC | HPPD variants and methods of use |
| AR101230A1 (es) * | 2014-07-28 | 2016-11-30 | Bayer Cropscience Ag | Amidas del ácido arilcarboxílico bicíclicas y su uso como herbicidas |
| US11248234B2 (en) | 2015-02-11 | 2022-02-15 | Basf Se | Herbicide-resistant hydroxyphenylpyruvate dioxygenases |
| EP3319442B1 (en) * | 2015-07-10 | 2021-09-29 | BASF Agro B.V. | Method for controlling herbicide resistant or tolerant weeds |
| WO2017042259A1 (en) | 2015-09-11 | 2017-03-16 | Bayer Cropscience Aktiengesellschaft | Hppd variants and methods of use |
| US11624076B2 (en) | 2016-04-21 | 2023-04-11 | BASF Agricultural Solutions Seed US LLC | TAL-effector mediated herbicide tolerance |
| US11180770B2 (en) | 2017-03-07 | 2021-11-23 | BASF Agricultural Solutions Seed US LLC | HPPD variants and methods of use |
| WO2019083808A1 (en) | 2017-10-24 | 2019-05-02 | Basf Se | IMPROVING HERBICIDE TOLERANCE AGAINST HPPD INHIBITORS BY REGULATION OF PUTATIVE REDUCED 4-HYDROXYPHENYLPYRUVATE REDUCES IN SOYBEANS |
| US11279944B2 (en) | 2017-10-24 | 2022-03-22 | BASF Agricultural Solutions Seed US LLC | Of herbicide tolerance to 4-hydroxyphenylpyruvate dioxygenase (HPPD) inhibitors by down-regulation of HPPD expression in soybean |
| CN113582970B (zh) * | 2021-07-02 | 2023-07-14 | 凯里学院 | 含酰胺及肟或肟醚结构的硫色满-4-酮衍生物的制备方法及应用 |
| CN113956247B (zh) * | 2021-10-27 | 2023-07-11 | 凯里学院 | 含1,3,4-噁二唑硫醚及肟醚结构的硫色满-4-酮衍生物的制备方法及应用 |
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| US5304732A (en) | 1984-03-06 | 1994-04-19 | Mgi Pharma, Inc. | Herbicide resistance in plants |
| IT1196237B (it) | 1984-08-29 | 1988-11-16 | Enichimica Secondaria | Composti eterociclici ad attivita' erbicida |
| BR8600161A (pt) | 1985-01-18 | 1986-09-23 | Plant Genetic Systems Nv | Gene quimerico,vetores de plasmidio hibrido,intermediario,processo para controlar insetos em agricultura ou horticultura,composicao inseticida,processo para transformar celulas de plantas para expressar uma toxina de polipeptideo produzida por bacillus thuringiensis,planta,semente de planta,cultura de celulas e plasmidio |
| DE3765449D1 (de) | 1986-03-11 | 1990-11-15 | Plant Genetic Systems Nv | Durch gentechnologie erhaltene und gegen glutaminsynthetase-inhibitoren resistente pflanzenzellen. |
| US5013659A (en) | 1987-07-27 | 1991-05-07 | E. I. Du Pont De Nemours And Company | Nucleic acid fragment encoding herbicide resistant plant acetolactate synthase |
| IL83348A (en) | 1986-08-26 | 1995-12-08 | Du Pont | Nucleic acid fragment encoding herbicide resistant plant acetolactate synthase |
| FR2629098B1 (fr) | 1988-03-23 | 1990-08-10 | Rhone Poulenc Agrochimie | Gene chimerique de resistance herbicide |
| NZ231804A (en) | 1988-12-19 | 1993-03-26 | Ciba Geigy Ag | Insecticidal toxin from leiurus quinquestriatus hebraeus |
| ATE241699T1 (de) | 1989-03-24 | 2003-06-15 | Syngenta Participations Ag | Krankheitsresistente transgene pflanze |
| DE69018772T2 (de) | 1989-11-07 | 1996-03-14 | Pioneer Hi Bred Int | Larven abtötende Lektine und darauf beruhende Pflanzenresistenz gegen Insekten. |
| DE69132939T2 (de) | 1990-06-25 | 2002-11-14 | Monsanto Technology Llc | Glyphosattolerante pflanzen |
| UA48104C2 (uk) | 1991-10-04 | 2002-08-15 | Новартіс Аг | Фрагмент днк, який містить послідовність,що кодує інсектицидний протеїн, оптимізовану для кукурудзи,фрагмент днк, який забезпечує направлену бажану для серцевини стебла експресію зв'язаного з нею структурного гена в рослині, фрагмент днк, який забезпечує специфічну для пилку експресію зв`язаного з нею структурного гена в рослині, рекомбінантна молекула днк, спосіб одержання оптимізованої для кукурудзи кодуючої послідовності інсектицидного протеїну, спосіб захисту рослин кукурудзи щонайменше від однієї комахи-шкідника |
| JPH05117255A (ja) | 1991-10-25 | 1993-05-14 | Nippon Soda Co Ltd | オキサジアゾール及びチアジアゾール誘導体、その製法 |
| US5530195A (en) | 1994-06-10 | 1996-06-25 | Ciba-Geigy Corporation | Bacillus thuringiensis gene encoding a toxin active against insects |
| DE4428000A1 (de) | 1994-08-08 | 1996-02-15 | Basf Ag | Saccharinderivate |
| DE19505995A1 (de) | 1995-02-21 | 1996-08-22 | Degussa | Verfahren zur Herstellung von Thietanonen |
| AR001805A1 (es) | 1995-03-28 | 1997-12-10 | Idemitsu Kosan Co | Derivado de pirazol, acido carboxilico util como material de partida en la sintesis de dicho derivado y composicion herbicida que lo contiene |
| WO1997009881A1 (en) | 1995-09-15 | 1997-03-20 | E.I. Du Pont De Nemours And Company | Herbicidal mixtures |
| DE59707863D1 (de) | 1996-02-24 | 2002-09-26 | Basf Ag | 2-hetaroylcyclohexan-1,3-dione |
| AU1670797A (en) | 1996-04-26 | 1997-11-19 | Nippon Soda Co., Ltd. | Benzene derivatives substituted by heterocycles and herbicides |
| AU1670997A (en) | 1996-04-26 | 1997-11-19 | Nippon Soda Co., Ltd. | Novel benzene derivatives substituted by heterocycles and herbicides |
| AU1671097A (en) | 1996-04-26 | 1997-11-19 | Nippon Soda Co., Ltd. | Benzene derivatives substituted by heterocycles and herbicides |
| US5773704A (en) | 1996-04-29 | 1998-06-30 | Board Of Supervisors Of Louisiana State University And Agricultural And Mechanical College | Herbicide resistant rice |
| US5773702A (en) | 1996-07-17 | 1998-06-30 | Board Of Trustees Operating Michigan State University | Imidazolinone herbicide resistant sugar beet plants |
| SK286030B6 (sk) | 1996-07-17 | 2008-01-07 | Michigan State University | Rastlinný materiál cukrovej repy rezistentnej voči herbicídom, spôsob produkcie herbicídne rezistentnej rastliny cukrovej repy a spôsob kontroly burín v prítomnosti týchto rastlín |
| DE19638484A1 (de) | 1996-09-20 | 1998-03-26 | Basf Ag | Hetaroylderivate |
| AU760018B2 (en) | 1998-10-06 | 2003-05-08 | Idemitsu Kosan Co. Ltd | Triketone derivative and herbicide |
| US6348643B1 (en) | 1998-10-29 | 2002-02-19 | American Cyanamid Company | DNA sequences encoding the arabidopsis acetohydroxy-acid synthase small subunit and methods of use |
| AR032608A1 (es) | 1999-12-03 | 2003-11-19 | Idemitsu Kosan Co | Compuestos de sulfuro y metodo de produccion de derivados tiocromano y derivados dihidrobenzo[b]tiofeno. |
| BR0110410A (pt) | 2000-04-28 | 2003-07-01 | Basf Ag | Uso do gene ahas 2 mutante x112 de milho e herbicidas de imidazolinona para seleção de mudas transgênicas de monocotiledÈneas de milho, arroz e trigo resistentes aos herbicidas de imidazolinona |
| DK1226127T3 (da) | 2000-05-04 | 2009-10-19 | Basf Se | Substituerede phenylsulfamoylcarboxamider |
| CN100353846C (zh) | 2000-08-25 | 2007-12-12 | 辛根塔参与股份公司 | 新的来自苏云金芽孢杆菌杀虫晶体蛋白的杀虫毒素 |
| AR032779A1 (es) | 2000-12-11 | 2003-11-26 | Basf Ag | Derivados de ciclohexenona de benzazolonas, acidos benzazolonacarboxilicos, agentes que contienen por lo menos un derivado de ciclohexenona, procedimiento para combatir el crecimiento indeseado de plantas y uso de dichos derivados como herbicidas |
| RU2337531C2 (ru) | 2001-08-09 | 2008-11-10 | Юниверсити Оф Саскачеван | Растения пшеницы с повышенной устойчивостью к имидазолиноновым гербицидам |
| WO2003014356A1 (en) | 2001-08-09 | 2003-02-20 | University Of Saskatchewan | Wheat plants having increased resistance to imidazolinone herbicides |
| AR034760A1 (es) | 2001-08-09 | 2004-03-17 | Northwest Plant Breeding Company | Plantas de trigo que tienen resistencia aumentada a herbicidas de imidazolinona |
| US7230167B2 (en) | 2001-08-31 | 2007-06-12 | Syngenta Participations Ag | Modified Cry3A toxins and nucleic acid sequences coding therefor |
| WO2003052073A2 (en) | 2001-12-17 | 2003-06-26 | Syngenta Participations Ag | Novel corn event |
| PL375524A1 (en) | 2002-07-10 | 2005-11-28 | The Department Of Agriculture, Western Australia | Wheat plants having increased resistance to imidazolinone herbicides |
| ES2389767T3 (es) | 2003-05-28 | 2012-10-31 | Basf Se | Plantas de trigo que tienen mayor tolerancia a herbicidas de imidazolinona |
| ES2544692T3 (es) | 2003-08-29 | 2015-09-02 | Instituto Nacional De Tecnología Agropecuaria | Plantas de arroz que tienen tolerancia aumentada a herbicidas de imidazolinona |
| BR122020016659B8 (pt) | 2005-05-10 | 2021-07-27 | Incyte Holdings Corp | moduladores de 2,3-dioxigenase de indolamina e métodos de modulação de atividade de inibição e de imunossupressão |
| GB0625598D0 (en) | 2006-12-21 | 2007-01-31 | Syngenta Ltd | Novel herbicides |
| JP5117255B2 (ja) | 2008-03-31 | 2013-01-16 | 三菱樹脂株式会社 | 再封機能付き多層フィルム及びこれを用いた包装体 |
| WO2011035874A1 (de) | 2009-09-25 | 2011-03-31 | Bayer Cropscience Ag | N-(1,2,5-oxadiazol-3-yl)benzamide und ihre verwendung als herbizide |
| JP5844827B2 (ja) * | 2011-03-15 | 2016-01-20 | バイエル・インテレクチュアル・プロパティ・ゲゼルシャフト・ミット・ベシュレンクテル・ハフツングＢａｙｅｒ Ｉｎｔｅｌｌｅｃｔｕａｌ Ｐｒｏｐｅｒｔｙ ＧｍｂＨ | Ｎ−（１，２，５−オキサジアゾール−３−イル）−、ｎ−（テトラゾール−５−イル）−およびｎ−（トリアゾール−５−イル）ビシクロアリールカルボキサミド類およびそれらの除草剤としての使用 |
| AU2012228366B2 (en) * | 2011-03-15 | 2017-01-05 | Bayer Cropscience Aktiengesellschaft | Herbicide safener compositions |
| EA201391302A1 (ru) | 2011-03-25 | 2014-04-30 | Байер Интеллектуэль Проперти Гмбх | Применение n-(1,2,5-оксадиазол-3-ил)бензамидов для борьбы с нежелательными растениями в районах произрастания трансгенных культурных растений, устойчивых к гербицидам - ингибиторам hppd |
| US20140323306A1 (en) | 2011-11-14 | 2014-10-30 | Basf Se | Substituted 1,2,5-Oxadiazole Compounds and Their Use as Herbicides |
| BR112014011685A2 (pt) | 2011-11-18 | 2017-05-30 | Basf Se | composto, utilização de um composto e método |
-
2012
- 2012-11-15 IN IN832MUN2014 patent/IN2014MN00832A/en unknown
- 2012-11-15 KR KR1020147016432A patent/KR20140098140A/ko not_active Withdrawn
- 2012-11-15 CA CA2853340A patent/CA2853340A1/en not_active Abandoned
- 2012-11-15 AU AU2012338879A patent/AU2012338879A1/en not_active Abandoned
- 2012-11-15 BR BR112014011622A patent/BR112014011622A2/pt not_active IP Right Cessation
- 2012-11-15 CN CN201280066981.9A patent/CN104053656A/zh active Pending
- 2012-11-15 JP JP2014541656A patent/JP2014533669A/ja active Pending
- 2012-11-15 WO PCT/EP2012/072692 patent/WO2013072402A1/en not_active Ceased
- 2012-11-15 MX MX2014005607A patent/MX2014005607A/es not_active Application Discontinuation
- 2012-11-15 US US14/357,877 patent/US9096583B2/en not_active Expired - Fee Related
- 2012-11-15 AR ARP120104312A patent/AR088886A1/es not_active Application Discontinuation
- 2012-11-15 EP EP12787713.2A patent/EP2780339A1/en not_active Withdrawn
-
2014
- 2014-04-28 IL IL232279A patent/IL232279A0/en unknown
- 2014-05-12 CR CR20140217A patent/CR20140217A/es unknown
- 2014-05-13 CO CO14102718A patent/CO6950507A2/es not_active Application Discontinuation
- 2014-06-11 ZA ZA2014/04296A patent/ZA201404296B/en unknown
Also Published As
| Publication number | Publication date |
|---|---|
| US20140309116A1 (en) | 2014-10-16 |
| JP2014533669A (ja) | 2014-12-15 |
| WO2013072402A1 (en) | 2013-05-23 |
| CR20140217A (es) | 2014-06-19 |
| CA2853340A1 (en) | 2013-05-23 |
| CN104053656A (zh) | 2014-09-17 |
| EP2780339A1 (en) | 2014-09-24 |
| ZA201404296B (en) | 2015-12-23 |
| AU2012338879A1 (en) | 2014-06-05 |
| MX2014005607A (es) | 2014-07-30 |
| BR112014011622A2 (pt) | 2017-05-09 |
| CO6950507A2 (es) | 2014-05-20 |
| AR088886A1 (es) | 2014-07-16 |
| US9096583B2 (en) | 2015-08-04 |
| IL232279A0 (en) | 2014-06-30 |
| IN2014MN00832A (enExample) | 2015-05-22 |
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