KR930002328A - 신규 제초제 - Google Patents

신규 제초제 Download PDF

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KR930002328A
KR930002328A KR1019920012768A KR920012768A KR930002328A KR 930002328 A KR930002328 A KR 930002328A KR 1019920012768 A KR1019920012768 A KR 1019920012768A KR 920012768 A KR920012768 A KR 920012768A KR 930002328 A KR930002328 A KR 930002328A
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compound
formula
isoxazole
hydrogen
phenyl
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KR1019920012768A
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KR100247841B1 (ko
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알프레드 카인 폴
메어리 크렘프 수잔
람버트 클라우드
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샤를르 브라쇼뜨
롱 쁠랑 아그리컬쳐 리미티드
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    • 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
    • C07D413/04—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 directly linked by a ring-member-to-ring-member bond
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D261/00—Heterocyclic compounds containing 1,2-oxazole or hydrogenated 1,2-oxazole rings
    • C07D261/02—Heterocyclic compounds containing 1,2-oxazole or hydrogenated 1,2-oxazole rings not condensed with other rings
    • C07D261/06—Heterocyclic compounds containing 1,2-oxazole or hydrogenated 1,2-oxazole rings not condensed with other rings having two or more double bonds between ring members or between ring members and non-ring members
    • 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
    • A01N43/80—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 one nitrogen atom and either one oxygen atom or one sulfur atom in positions 1,2
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D261/00—Heterocyclic compounds containing 1,2-oxazole or hydrogenated 1,2-oxazole rings
    • C07D261/02—Heterocyclic compounds containing 1,2-oxazole or hydrogenated 1,2-oxazole rings not condensed with other rings
    • C07D261/06—Heterocyclic compounds containing 1,2-oxazole or hydrogenated 1,2-oxazole rings not condensed with other rings having two or more double bonds between ring members or between ring members and non-ring members
    • C07D261/08—Heterocyclic compounds containing 1,2-oxazole or hydrogenated 1,2-oxazole rings not condensed with other rings having two or more double bonds between ring members or between ring members and non-ring members with only hydrogen atoms, hydrocarbon or substituted hydrocarbon radicals, directly attached to ring carbon atoms
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D261/00—Heterocyclic compounds containing 1,2-oxazole or hydrogenated 1,2-oxazole rings
    • C07D261/02—Heterocyclic compounds containing 1,2-oxazole or hydrogenated 1,2-oxazole rings not condensed with other rings
    • C07D261/06—Heterocyclic compounds containing 1,2-oxazole or hydrogenated 1,2-oxazole rings not condensed with other rings having two or more double bonds between ring members or between ring members and non-ring members
    • C07D261/10—Heterocyclic compounds containing 1,2-oxazole or hydrogenated 1,2-oxazole rings not condensed with other rings having two or more double bonds between ring members or between ring members and non-ring members with hetero atoms or with carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals, directly attached to ring carbon atoms
    • C07D261/18—Carbon atoms having three bonds to hetero atoms, with at the most one bond to halogen

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  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Life Sciences & Earth Sciences (AREA)
  • Dentistry (AREA)
  • Wood Science & Technology (AREA)
  • Plant Pathology (AREA)
  • Health & Medical Sciences (AREA)
  • Engineering & Computer Science (AREA)
  • Agronomy & Crop Science (AREA)
  • General Health & Medical Sciences (AREA)
  • Pest Control & Pesticides (AREA)
  • Zoology (AREA)
  • Environmental Sciences (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)
  • Plural Heterocyclic Compounds (AREA)
  • Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
  • Compositions Of Macromolecular Compounds (AREA)
  • Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)

Abstract

내용 없음.

Description

신규 제초제
본 내용은 요부공개 건이므로 전문내용을 수록하지 않았음

Claims (13)

  1. 하기 일반식(I)의 5-아릴 이속사졸 유도체;
    식중, Ar은 1 내지 5개의 R2기로 치환된 페닐기, 또는 1 내지 4개의 R2기로 치환되거나 치환되지 않은 피리딜기, R은 수소, -CO2R3, -COR4, 시아노, 할로겐 또는 임의로 하나 이상의 할로겐 원자로 치환된 탄소원자를 4개까지 함유하는 직쇄 또는 측쇄 알킬기, R1은 하나 이상의 할로겐 원자나 3 내지 6개의 탄소원자를 함유하는 시클로알킬기로 임의로 치환된 탄소원자를 6개까지 함유하는 직쇄 또는 측쇄 알킬기, 또는 임의로 하나 이상의 R4기나 하나 이상의 할로겐 원자로 치환된 3 내지 6개의 탄소원자를 함유하는 시클로알킬기, R2는 할로겐 원자, R4, 니트로, -CO2R3, -OR4, -S(O)mR4, -S(O)mR5, -O-(CH2)p-OR4, 또는 -OR4로 치환된 탄소를 6개까지 함유하는 직쇄 또는 측쇄알킬기, 같거나 다를 수 있는 R3및 R4는 각각, 임의로 하나 이상의 할로겐 원자로 치환된 탄소원자를 6개까지 함유하는 직쇄 또는 측쇄 알킬기, R5는 할로겐, 니트로, R4및 -OR4로부터 선택된 1 내지 5개의 기로 임의로 치환 페닐기, p는 1 내지 3의 정소, 및 m은 0, 1 또는 2를 나타낸다.
    단, (a) R이 수소이고 R1이 메틸이면 Ar은 4-플루오로페닐이 아니고, (b) R 및 R1이 모두 메틸이면 Ar은 2,3,4,5,6-펜타메틸페닐이 아니다.
  2. 제1항에 있어서, Ar이 1 내지 5개의 R2기로 치환된 페닐기이고, R2는 할로겐 원자, R4, 니트로, -CO2R3, -OR4, -S(O)mR4, -S(O)mR5, -O-(CH2)p-OR4, 또는 -OR4로 치환된 탄소를 6개까지 함유하는 직쇄나 측쇄알킬기인 화합물.
  3. 제1항 또는 제2항에 있어서, (a) R이 수소, -CO2R3또는 -COR4로부터 선택된 기, 및/또는 (b) Ar이 1내지 3개의 R2기로 치환된 페닐기인 화합물.
  4. 제1항에 있어서, Ar이 1내지 2개의 R2기로 치환된 페닐기 또는 S(O)mR5기로 치환된 피리딜기, R이 수소 또는 -CO2R3, R1이 시클로프로필, R2가 할로겐, R4, -S(O)mR5로부터 선택된 기인 화합물.
  5. 제1 내지 4항 중 어느 한항에 있어서, 4-시클로프로필카르보닐-5-(2-플루오로-4-메틸술포닐페닐)이속사졸, 4-시클로프로필카르보닐-5-(3,4-디클로로페닐)이속사졸, 4-시클로프로필카르보닐-5-[4-(메틸설페닐)페닐]이속사졸, 4-시클로프로필카르보닐-5-[3-클로로-4-(메틸설페닐)페닐]이속사졸, 4-시클로프로필카르보닐-5-[3-클로로-4-(메틸술포닐)페닐]이속사졸, 4-시클로프로필카르보닐-5-[4-(메틸술포닐)페닐]이속사졸, 4-시클로프로필카르보닐-5-[4-(메틸설피닐)페닐]이속사졸, 4-시클로프로필카르보닐 -5-[3-(메틸설페닐)페닐]이속사졸, 에틸-5-[2-클로로-4(메틸설페닐)페닐]-4-시클로프로필카르보닐 이속사졸-3-카르복실레이트, 에틸-4-시클로프로필카르보닐-5-[2-(메틸설페닐)-4-트리플루오로메틸페닐]이속사졸-3-카르복실레이트, 에틸-1-시클로프로필카르보닐 -5-[2-(메틸설페닐)-4-트리플루오로메틸페닐]이속사졸-3-카르복실레이트, 4-시클로프로필카르보닐 -5-[2-(페닐설페닐)-4-트리플루오로메틸페닐]이속사졸 또는 4-시클로프로필카르보닐 -5-[5-(메틸설페닐)피리드-2-일]이속사졸인 화합물.
  6. (a) 하기 일반식(II)화합물을 금속화한 다음, 상기와 같이 수득된 화합물을 일반식 R1COC1의 산 염화물과 반응시키거나
    (식중, X는 할로겐 원자)
    (b) 하기 일반식(III)의 화합물을 산화시켜 히드록시기를 케톤기로 변환시키거나,
    (c) 하기 일반식(IV)의 화합물을 유기 금속시약과 반응시켜 -COR1기를 도입하거나,
    (식중, Y는 카르복시기 도는 그의 반응성 잔기, 또는 시아노기이다)
    (d) R이 수소원자일 경우, 하기 일반식(V)의 화합물과 히드록실아민의 염을 반응시키거나,
    (식중, L은 이탈기이다)
    (e) R이 수소원자가 아닐 경우, 하기 일반식(VI)의 화합물과 일반식 RC(X)=N-OH의 화합물(X는 상기 정의한 바와 같으며 R은 수소가 아니다.)을 반응시키거나,
    (식중, P는 이탈기이다)
    (f) R이 수소가 아닐 경우, 하기 일반식(VII)의 화합물과 일반식 RC(X)=N-OH의 화합물(X는 상기 정의한 바와 같으며 R은 수소가 아니다.)의 화합물을 반응시키거나,
    (g) R이 수소가 아닐 경우, 하기 일반식(VIII)의 화합물의 염과 일반식 RC(X)=NOH의 화합물(X는 상기 정의한 바와 같고 R은 수소가 아니다.)의 화합물을 반응시킨 다음,
    임의로 상기와 같이 수득된 일반식(I)의 화합물을 일반식(I)의 다른 화합물로 변환시킴을 특징으로 하는, 제1항에 정의된 화합물의 제조 방법.
  7. 농경적으로 허용되는 희석제나 담체 및/또는 계면 활성제와 함께, 활성성분으로서 제1항에 정의된 일반식(I)의 5-아릴 이속사졸 유도체, 또는 일반식(I)의 화합물(상기에서, (a) R은 수소, R1은 메틸이고 Ar은 4-플루오로페닐이거나, (b) R 및 R1은 모두 메틸이고 Ar은 2,3,4,5,6-펜타메틸페닐이다.)의 제초적 유효량을 함유하는 제초 조성물.
  8. 제7항에 있어서, 활성성분을 0.05 내지 90중량% 함유하는 제초 조성물.
  9. 제7항 또는 제8항에 있어서, 액체형태이며 계면 활성제를 0.05 내지 25% 함유하는 제초 조성물.
  10. 제7항, 8항 또는 9항에 있어서, 수성 현탁 농축액, 수화분말, 수용성 또는 수분산성 분말, 액체 수용성 농축액, 액체 유화성 헌탁 농축액, 과립 또는 유화 농축액의 형태인 제초 조성물.
  11. 제1항에서 정의한 일반식(I)의 5-아릴 이속사졸 유도체 또는 일반식(I)의 화합물(상기에서, (a) R이 수소, R1은 메틸이고 Ar이 4-플루오로페닐이거나, (b) R 및 R1은 모두 메틸이고 Ar은 2,3,4,5,6-펜타메틸페닐이다.)의 제초적 유효량을 일정 장소에 살포함을 특징으로 하는 일정 장소에서의 잡초 성장 억제 방법.
  12. 제11항에 있어서, 상기 장소는 곡물재배를 위해 이용되거나 이용될 지역이며 상기 화합물을 1헥타르당 0.01kg 내지 4.0kg의 살포율로 살포하는 잡초 성장 억제 방법.
  13. 제11항에 있어서, 상기 장소는 곡물재배지역이 아닌 지역이며 상기 화합물을 1헥타르당 1.0kg 내지 20.0kg의 살포율로 살포하는 잡초 성장 억제 방법.
    ※ 참고사항 : 최초출원 내용에 의하여 공개하는 것임.
KR1019920012768A 1991-07-17 1992-07-16 신규 제초제 KR100247841B1 (ko)

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GB15377 1991-07-17
GB919115377A GB9115377D0 (en) 1991-07-17 1991-07-17 New compositions of matter

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KR100247841B1 KR100247841B1 (ko) 2000-04-01

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Families Citing this family (40)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
GB9116834D0 (en) * 1991-08-05 1991-09-18 Rhone Poulenc Agriculture Compositions of new matter
CA2150922A1 (en) * 1992-12-18 1994-07-07 Tibor Musil 4-benzoyl isoxazoles derivatives and their use as herbicides
CA2117413C (en) * 1993-07-30 2006-11-21 Neil Geach Herbicidal isoxazole-4-yl-methanone derivatives
GB9316689D0 (en) * 1993-08-11 1993-09-29 Rhone Poulenc Agriculture New compositions of matter
AU1758595A (en) * 1994-02-25 1995-09-11 Rhone-Poulenc Agrochimie Pesticidal method
AU1758495A (en) * 1994-02-25 1995-09-11 Rhone-Poulenc Agrochimie New pesticidal method
GB9405234D0 (en) * 1994-03-17 1994-04-27 Rhone Poulenc Agriculture New compositions of matter
DE19548428C1 (de) * 1995-12-22 1997-08-28 Hoechst Ag 2-Alkylmerkapto-4-(trifluormethyl)-benzoesäureester sowie ein Verfahren zu ihrer Herstellung
GB9526435D0 (en) * 1995-12-22 1996-02-21 Rhone Poulenc Agriculture New herbicides
AU1593497A (en) * 1996-01-26 1997-08-20 Rhone-Poulenc Agriculture Limited Isoxazole and 2-cyano-1,3-diones derivatives and their use as herbicides
WO1997028136A1 (en) * 1996-01-30 1997-08-07 Rhone-Poulenc Agriculture Ltd. Benzoylisoxazoles and 2-cyano-1,3-dione derivatives and their use as herbicides
KR19990082036A (ko) * 1996-02-01 1999-11-15 제닌 페트릭 디케톤 화합물의 제조방법
GB9606015D0 (en) * 1996-03-22 1996-05-22 Rhone Poulenc Agriculture New herbicides
US5719103A (en) * 1996-05-02 1998-02-17 Uniroyal Chemical Company, Inc. Powder formulation useful for seed treatment and foliar treatment of plants
US6297198B1 (en) * 1996-05-14 2001-10-02 Syngenta Participations Ag Isoxazole derivatives and their use as herbicides
AU8863798A (en) * 1997-07-18 1999-02-10 Rhone-Poulenc Agriculture Limited 4-benzoyl-isoxazole- and -pyrazole derivatives and 2-cyano 1,3-dione derivativesas herbicides
WO1999024409A1 (en) * 1997-11-12 1999-05-20 Novartis Ag Isoxazole derivatives and their use as herbicides
US6392099B1 (en) 1998-11-19 2002-05-21 Eagleview Technologies, Inc. Method and apparatus for the preparation of ketones
US6369276B1 (en) 1998-11-19 2002-04-09 Eagleview Technologies, Inc. Catalyst structure for ketone production and method of making and using the same
FR2815969B1 (fr) 2000-10-30 2004-12-10 Aventis Cropscience Sa Plantes tolerantes aux herbicides par contournement de voie metabolique
US6545185B1 (en) 2001-03-29 2003-04-08 Eagleview Technologies, Inc. Preparation of ketones from aldehydes
US6589997B2 (en) * 2001-06-29 2003-07-08 North Shore-Long Island Jewish Health System Small-molecule modulators of hepatocyte growth factor/scatter factor activities
FR2844142B1 (fr) * 2002-09-11 2007-08-17 Bayer Cropscience Sa Plantes transformees a biosynthese de prenylquinones amelioree
DE102004029309A1 (de) * 2004-06-17 2005-12-29 Bayer Cropscience Gmbh Pyridinylisoxazole und ihre Verwendung als Herbizide
AR074941A1 (es) 2009-01-07 2011-02-23 Bayer Cropscience Sa Plantas transplastomicas exentas de marcador de seleccion
US8153132B2 (en) 2009-10-30 2012-04-10 Ms Technologies, Inc. Antibodies immunoreactive with mutant hydroxypenylpyruvate dioxygenase
US20120311743A1 (en) 2010-02-02 2012-12-06 Bayer Cropscience Ag Soybean transformation using hppd inhibitors as selection agents
CN102971428A (zh) 2010-05-04 2013-03-13 巴斯夫欧洲公司 对除草剂具有增加的耐受性的植物
CA2820706C (en) 2010-12-03 2018-05-22 Ms Technologies, Llc Optimized expression of glyphosate resistance encoding nucleic acid molecules in plant cells
US8648230B2 (en) 2011-03-18 2014-02-11 Ms Technologies, Llc Regulatory regions preferentially expressing in non-pollen plant tissue
JP6537825B2 (ja) 2012-02-01 2019-07-10 ダウ アグロサイエンシィズ エルエルシー 新規クラスのグリホサート抵抗性遺伝子
AR091901A1 (es) 2012-07-25 2015-03-11 Amvac Chemical Corp Composiciones herbicidas dispersables y metodos de uso de las mismas
AU2014341927B2 (en) 2013-11-04 2017-12-14 Corteva Agriscience Llc Optimal maize loci
NZ718117A (en) 2013-11-04 2017-09-29 Dow Agrosciences Llc Optimal soybean loci
EP3065540B1 (en) 2013-11-04 2021-12-15 Corteva Agriscience LLC Optimal maize loci
TW201527313A (zh) 2013-12-31 2015-07-16 Dow Agrosciences Llc 新穎玉米泛素啓動子（二）
TW201527312A (zh) 2013-12-31 2015-07-16 Dow Agrosciences Llc 新穎玉米泛素啓動子（一）
TW201527314A (zh) 2013-12-31 2015-07-16 Dow Agrosciences Llc 新穎玉米泛素啓動子（三）
TW201527316A (zh) 2013-12-31 2015-07-16 Dow Agrosciences Llc 新穎玉米泛素啓動子（五）
TW201538518A (zh) 2014-02-28 2015-10-16 Dow Agrosciences Llc 藉由嵌合基因調控元件所賦予之根部特異性表現

Family Cites Families (6)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US3345375A (en) * 1963-03-25 1967-10-03 Squibb & Sons Inc 3-lower alkyl-5-(4-pyridyl)-isoxazole-4-carbonyl derivatives
US4173650A (en) * 1978-11-03 1979-11-06 American Cyanamid Company Cis-2-benzoyl-3-hydroxy-2-alkenonitriles as anti-inflammatory agents
US4243406A (en) * 1978-12-26 1981-01-06 Monsanto Company 5-Aryl-4-isoxazolecarboxylate-safening agents
GB8920519D0 (en) * 1989-09-11 1989-10-25 Rhone Poulenc Ltd New compositions of matter
GB9025469D0 (en) * 1990-11-22 1991-01-09 Rhone Poulenc Agriculture New compositions of matter
US5334753A (en) * 1992-03-12 1994-08-02 Rhone-Poulenc Agriculture Ltd Processes for preparing ortho-substituted benzoic acids

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DE69231510T2 (de) 2001-05-17
CZ224592A3 (en) 1993-02-17
TR26180A (tr) 1995-02-15
FI923264A0 (fi) 1992-07-16
IL102488A (en) 1996-03-31
ZW11392A1 (en) 1993-09-15
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MX9204137A (es) 1993-01-01
MY108800A (en) 1996-11-30
DE69231510D1 (de) 2000-11-23
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MA22594A1 (fr) 1993-04-01
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US5424276A (en) 1995-06-13
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HU212608B (en) 1996-09-30
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ZA925376B (en) 1993-04-02
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UA27725C2 (uk) 2000-10-16
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