ES2128375T3 - Derivados de 3-aril-pirona. - Google Patents

Derivados de 3-aril-pirona.

Info

Publication number
ES2128375T3
ES2128375T3 ES93113815T ES93113815T ES2128375T3 ES 2128375 T3 ES2128375 T3 ES 2128375T3 ES 93113815 T ES93113815 T ES 93113815T ES 93113815 T ES93113815 T ES 93113815T ES 2128375 T3 ES2128375 T3 ES 2128375T3
Authority
ES
Spain
Prior art keywords
alkyl
optionally substituted
aryl
series
arylalkyl
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.)
Expired - Lifetime
Application number
ES93113815T
Other languages
English (en)
Inventor
Reiner Dr Fischer
Andreas Dr Krebs
Folker Dr Lieb
Michael Dr Ruther
Jorg Dr Stetter
Christoph Dr Erdelen
Current Assignee (The listed assignees may be inaccurate. Google has not performed a legal analysis and makes no representation or warranty as to the accuracy of the list.)
Bayer AG
Original Assignee
Bayer AG
Priority date (The priority date is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the date listed.)
Filing date
Publication date
Application filed by Bayer AG filed Critical Bayer AG
Application granted granted Critical
Publication of ES2128375T3 publication Critical patent/ES2128375T3/es
Anticipated expiration legal-status Critical
Expired - Lifetime legal-status Critical Current

Links

Classifications

    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D405/00—Heterocyclic compounds containing both one or more hetero rings having oxygen atoms as the only ring hetero atoms, and one or more rings having nitrogen as the only ring hetero atom
    • C07D405/02—Heterocyclic compounds containing both one or more hetero rings having oxygen atoms as the only ring hetero atoms, and one or more rings having nitrogen as the only ring hetero atom containing two hetero rings
    • C07D405/04—Heterocyclic compounds containing both one or more hetero rings having oxygen atoms as the only ring hetero atoms, and one or more rings having nitrogen as the only ring hetero atom containing two hetero rings directly linked by a ring-member-to-ring-member bond
    • 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
    • A01N43/02—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having rings with one or more oxygen or sulfur atoms as the only ring hetero atoms
    • A01N43/04—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having rings with one or more oxygen or sulfur atoms as the only ring hetero atoms with one hetero atom
    • A01N43/14—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having rings with one or more oxygen or sulfur atoms as the only ring hetero atoms with one hetero atom six-membered rings
    • A01N43/16—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having rings with one or more oxygen or sulfur atoms as the only ring hetero atoms with one hetero atom six-membered rings with oxygen as the ring hetero atom
    • A—HUMAN NECESSITIES
    • A01—AGRICULTURE; FORESTRY; ANIMAL HUSBANDRY; HUNTING; TRAPPING; FISHING
    • A01N—PRESERVATION OF BODIES OF HUMANS OR ANIMALS OR PLANTS OR PARTS THEREOF; BIOCIDES, e.g. AS DISINFECTANTS, AS PESTICIDES OR AS HERBICIDES; PEST REPELLANTS OR ATTRACTANTS; PLANT GROWTH REGULATORS
    • A01N43/00—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds
    • A01N43/34—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having rings with one nitrogen atom as the only ring hetero atom
    • A01N43/40—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having rings with one nitrogen atom as the only ring hetero atom six-membered rings
    • A—HUMAN NECESSITIES
    • A01—AGRICULTURE; FORESTRY; ANIMAL HUSBANDRY; HUNTING; TRAPPING; FISHING
    • A01N—PRESERVATION OF BODIES OF HUMANS OR ANIMALS OR PLANTS OR PARTS THEREOF; BIOCIDES, e.g. AS DISINFECTANTS, AS PESTICIDES OR AS HERBICIDES; PEST REPELLANTS OR ATTRACTANTS; PLANT GROWTH REGULATORS
    • 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
    • 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
    • A01N47/02—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 no bond to a nitrogen atom
    • A01N47/06—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 no bond to a nitrogen atom containing —O—CO—O— groups; Thio analogues thereof
    • 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
    • A01N57/00—Biocides, pest repellants or attractants, or plant growth regulators containing organic phosphorus compounds
    • A01N57/18—Biocides, pest repellants or attractants, or plant growth regulators containing organic phosphorus compounds having phosphorus-to-carbon bonds
    • A01N57/24—Biocides, pest repellants or attractants, or plant growth regulators containing organic phosphorus compounds having phosphorus-to-carbon bonds containing heterocyclic radicals
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P33/00—Antiparasitic agents
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D309/00—Heterocyclic compounds containing six-membered rings having one oxygen atom as the only ring hetero atom, not condensed with other rings
    • C07D309/34—Heterocyclic compounds containing six-membered rings having one oxygen atom as the only ring hetero atom, not condensed with other rings having three or more double bonds between ring members or between ring members and non-ring members
    • C07D309/36—Heterocyclic compounds containing six-membered rings having one oxygen atom as the only ring hetero atom, not condensed with other rings having three or more double bonds between ring members or between ring members and non-ring members with oxygen atoms directly attached to ring carbon atoms
    • C07D309/38—Heterocyclic compounds containing six-membered rings having one oxygen atom as the only ring hetero atom, not condensed with other rings having three or more double bonds between ring members or between ring members and non-ring members with oxygen atoms directly attached to ring carbon atoms one oxygen atom in position 2 or 4, e.g. pyrones
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D311/00—Heterocyclic compounds containing six-membered rings having one oxygen atom as the only hetero atom, condensed with other rings
    • C07D311/02—Heterocyclic compounds containing six-membered rings having one oxygen atom as the only hetero atom, condensed with other rings ortho- or peri-condensed with carbocyclic rings or ring systems
    • C07D311/74—Benzo[b]pyrans, hydrogenated in the carbocyclic ring
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D311/00—Heterocyclic compounds containing six-membered rings having one oxygen atom as the only hetero atom, condensed with other rings
    • C07D311/02—Heterocyclic compounds containing six-membered rings having one oxygen atom as the only hetero atom, condensed with other rings ortho- or peri-condensed with carbocyclic rings or ring systems
    • C07D311/94—Heterocyclic compounds containing six-membered rings having one oxygen atom as the only hetero atom, condensed with other rings ortho- or peri-condensed with carbocyclic rings or ring systems condensed with rings other than six-membered or with ring systems containing such rings
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D407/00—Heterocyclic compounds containing two or more hetero rings, at least one ring having oxygen atoms as the only ring hetero atoms, not provided for by group C07D405/00
    • C07D407/02—Heterocyclic compounds containing two or more hetero rings, at least one ring having oxygen atoms as the only ring hetero atoms, not provided for by group C07D405/00 containing two hetero rings
    • C07D407/04—Heterocyclic compounds containing two or more hetero rings, at least one ring having oxygen atoms as the only ring hetero atoms, not provided for by group C07D405/00 containing two hetero rings directly linked by a ring-member-to-ring-member bond
    • 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
    • C07D409/04—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 directly linked by a ring-member-to-ring-member bond
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D493/00—Heterocyclic compounds containing oxygen atoms as the only ring hetero atoms in the condensed system
    • C07D493/02—Heterocyclic compounds containing oxygen atoms as the only ring hetero atoms in the condensed system in which the condensed system contains two hetero rings
    • C07D493/04—Ortho-condensed systems
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D495/00—Heterocyclic compounds containing in the condensed system at least one hetero ring having sulfur atoms as the only ring hetero atoms
    • C07D495/02—Heterocyclic compounds containing in the condensed system at least one hetero ring having sulfur atoms as the only ring hetero atoms in which the condensed system contains two hetero rings
    • C07D495/04—Ortho-condensed systems
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07F—ACYCLIC, CARBOCYCLIC OR HETEROCYCLIC COMPOUNDS CONTAINING ELEMENTS OTHER THAN CARBON, HYDROGEN, HALOGEN, OXYGEN, NITROGEN, SULFUR, SELENIUM OR TELLURIUM
    • C07F9/00—Compounds containing elements of Groups 5 or 15 of the Periodic Table
    • C07F9/02—Phosphorus compounds
    • C07F9/547—Heterocyclic compounds, e.g. containing phosphorus as a ring hetero atom
    • C07F9/655—Heterocyclic compounds, e.g. containing phosphorus as a ring hetero atom having oxygen atoms, with or without sulfur, selenium, or tellurium atoms, as the only ring hetero atoms
    • C07F9/6552—Heterocyclic compounds, e.g. containing phosphorus as a ring hetero atom having oxygen atoms, with or without sulfur, selenium, or tellurium atoms, as the only ring hetero atoms the oxygen atom being part of a six-membered ring

Landscapes

  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Life Sciences & Earth Sciences (AREA)
  • Health & Medical Sciences (AREA)
  • General Health & Medical Sciences (AREA)
  • Pest Control & Pesticides (AREA)
  • Engineering & Computer Science (AREA)
  • Agronomy & Crop Science (AREA)
  • Plant Pathology (AREA)
  • Environmental Sciences (AREA)
  • Zoology (AREA)
  • Wood Science & Technology (AREA)
  • Dentistry (AREA)
  • Biochemistry (AREA)
  • Molecular Biology (AREA)
  • Veterinary Medicine (AREA)
  • Tropical Medicine & Parasitology (AREA)
  • Public Health (AREA)
  • Animal Behavior & Ethology (AREA)
  • Pharmacology & Pharmacy (AREA)
  • Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
  • Medicinal Chemistry (AREA)
  • General Chemical & Material Sciences (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Agricultural Chemicals And Associated Chemicals (AREA)
  • Plural Heterocyclic Compounds (AREA)
  • Pyridine Compounds (AREA)
  • Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
  • Pyrane Compounds (AREA)

Abstract

LA INVENCION SE REFIERE A DERIVADOS 3-ARILO-PIRONA DE FORMULA (I) DONDE: A HIDROGENO, HALOGENO, UN RESTO SUBSTITUIDO DE LA SERIE ALQUILO, CICLOALQUILO, ALQUENILO, ALQUIMILO, ARILOALQUILO, ARILO, HETARILOALQUILO, Y HETARILO O LOS GRUPOS -COR1, CO2R1, -CN, -CONR1R2, -SO2R1 Y -P(O)(OR1)COR2); R1 Y R2 INDEPENDIENTES ENTRE SI HIDROGENO O UN RESTO SUBSTITUIDO DE LA SERIE ALQUILO, ALQUENILO, ARILOALQUILO, ARILO, HETARILOALQUILO Y HETARILO; R1 Y R2 CONJUNTAMENTE UN GRUPO ALQUILENO SUSTITUIDO QUE PUEDE SER INTERRUMPIDO A TRAVES DE UNO O VARIOS ATOMOS; B HIDROGENO O RESTO SUSTITUIDO DE LA SERIE ALQUILO, CICLOALQUILO, ALQUENILO, ALQUINILO, ARILOALQUILO, ARILO, HETARILOALQUILO Y HETARILO; A Y B GENERALMENTE FORMAN UN GRUPO ALQUILENO O ALQUENILENO SUSTITUIDO QUE PUEDE ESTAR INTERRUMPIDO A TRAVES DE UNO O VARIOS HETEROATOMOS O HETEROGRUPOS O LOS PUEDE CONTENER; X HALOGENO, ALQUILO O ALCOXI; Y HIDROGENO, HALOGENO, ALQUILO, HALOGENOALQUILO O ALCOXI; Z HIDROGENO, HALOGENO, ALQUILO O ALCOXI; N UN NUMERO ENTERO DE 1 A 3 Y G HIDROGENO, UN EQUIVALENTE DE ION METALICO UN ION AMONIO O UN GRUPO -COR3, -SO2-R5, -CONR8R9, -L=CMR4, -L=PR6R7; R3 RESTO SUSTITUIDO DE LA SERIE ALQUILO, ALQUENILO, ALCOXIALQUILO, DE LA SERIE ALQUILO, ALQUENILO, ALCOXIALQUILO, POLIALCOXIALQUILO, ALQUITIOALQUILO O EN TODO CASO CICLOALQUILO, ARILOALQUILO, ARILO, HETARILOALQUILO, HETARILO ARILOXIALQUILO Y HETARILOXIALQUILO INTERRUMPIDO A TRAVES DE UNO O VARIOS HETEROATOMOS; R4 RESTOS SUSTITUIDO DE LA SERIE ALQUILO, ALQUENILO, ALCOXIALQUILO, POLIALCOXIALQUILO, ARILO Y ARILOALQUILO; R5, R6 Y R7 INDEPENDIENTES ENTRE SI UN RESTO SUSTITUIDO DE LA SERIE ALQUILO, ALCOXI, ALQUILTIO, ALQUILAMINO, ALQUENILTIO, ALQUILTIO, CICLOALQUILTIO, ARILO, ARILOXI Y ARILOTIO; R8 Y R9 INDEPENDIENTES ENTRE SI HIDROGENO O UN RESTO SUSTITUIDO DE LA SERIE ALQUILO, ALQUILO, ALQUENILO, ALCOXI, CICLOALQUILO, ALCOXIALQUILO, ARILO O ARIALQUILO O COMUNMENTE FORMAN UN GRUPO ALQUILENO SUSTITUIDO QUE PUEDE SER INTERRUMPIDO A TRAVES DE UN HETEROATOMO O HETEROGRUPOSL OXIGENO O AZUFRE Y M OXIGENO O AZUFRE QUE PUEDE EMPLEARSE COMO PLAGUICIDAS.
ES93113815T 1992-09-10 1993-08-30 Derivados de 3-aril-pirona. Expired - Lifetime ES2128375T3 (es)

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
DE4230267 1992-09-10
DE4308451A DE4308451A1 (de) 1992-09-10 1993-03-17 3-Aryl-pyron-Derivate

Publications (1)

Publication Number Publication Date
ES2128375T3 true ES2128375T3 (es) 1999-05-16

Family

ID=25918398

Family Applications (1)

Application Number Title Priority Date Filing Date
ES93113815T Expired - Lifetime ES2128375T3 (es) 1992-09-10 1993-08-30 Derivados de 3-aril-pirona.

Country Status (14)

Country Link
US (1) US5393729A (es)
EP (1) EP0588137B1 (es)
JP (1) JP3542816B2 (es)
KR (1) KR100287331B1 (es)
CN (1) CN1054851C (es)
AT (1) ATE176465T1 (es)
BR (1) BR9303748A (es)
CA (1) CA2105614A1 (es)
CZ (1) CZ174893A3 (es)
DE (2) DE4308451A1 (es)
ES (1) ES2128375T3 (es)
HU (1) HUT68668A (es)
NZ (1) NZ248594A (es)
SK (1) SK97393A3 (es)

Families Citing this family (51)

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Publication number Priority date Publication date Assignee Title
CA2176044A1 (en) * 1993-11-19 1995-05-26 Elizabeth Lunney Pyrone derivatives as protease inhibitors and antiviral agents
FI962019A7 (fi) * 1993-11-19 1996-05-20 Parke Davis & Co Pyronijohdannaiset proteaasi-inhibiittoreina ja antiviraalisina ainein a
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US6358887B1 (en) 1995-02-13 2002-03-19 Bayer Aktiengesellschaft 2-Phenyl-substituted heterocyclic 1,3-ketonols as herbicides and pesticides
CN1131209C (zh) 1995-05-09 2003-12-17 拜尔公司 可用作杀虫剂和除草剂的烷基－二卤代苯基取代的酮烯醇
CN1152860C (zh) * 1995-06-30 2004-06-09 拜尔公司 二烷基-卤代苯基取代的酮-烯醇
DE19540080A1 (de) * 1995-10-27 1997-04-30 Bayer Ag 3-Aryl-5-halogen-pyron-Derivate
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DE19716591A1 (de) * 1996-08-05 1998-03-05 Bayer Ag 2- und 2,5-substituierte Phenylketoenole
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US20040162286A1 (en) * 2001-07-18 2004-08-19 Tormo I Blasco Jordi Substituted 6-(2-tolyl)-triazolopyrimidines as fungicides
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KR100473353B1 (ko) * 2001-12-26 2005-03-08 한국화학연구원 고체 지지체에 연결된 탄소-탄소 이중결합 화합물의고효율 하이드로 카르복실레이트 부가방법
KR100470958B1 (ko) * 2001-12-26 2005-03-08 한국화학연구원 고체 지지체에 연결된 탄소-탄소 이중결합 화합물의고효율 하이드로 알콕시 부가 반응방법
DE10311300A1 (de) * 2003-03-14 2004-09-23 Bayer Cropscience Ag 2,4,6-Phenylsubstituierte cyclische Ketoenole
DE10326386A1 (de) 2003-06-12 2004-12-30 Bayer Cropscience Ag N-Heterocyclyl-phenylsubstituierte cyclische Ketoenole
DE102004014620A1 (de) * 2004-03-25 2005-10-06 Bayer Cropscience Ag 2,4,6-phenylsubstituierte cyclische Ketoenole
DE102004035133A1 (de) 2004-07-20 2006-02-16 Bayer Cropscience Ag Selektive Insektizide auf Basis von substituierten, cyclischen Ketoenolen und Safenern
DE102004044827A1 (de) 2004-09-16 2006-03-23 Bayer Cropscience Ag Jod-phenylsubstituierte cyclische Ketoenole
DE102005059469A1 (de) 2005-12-13 2007-06-14 Bayer Cropscience Ag Insektizide Zusammensetzungen mit verbesserter Wirkung
DE102006007882A1 (de) 2006-02-21 2007-08-30 Bayer Cropscience Ag Cycloalkyl-phenylsubstituierte cyclische Ketoenole
CN102348684B (zh) 2009-03-11 2014-11-12 拜尔农作物科学股份公司 被卤代烷基亚甲基氧基苯基取代的酮烯醇
WO2011049150A1 (en) * 2009-10-22 2011-04-28 Sumitomo Chemical Company, Limited Pyrone compound and its use for pest control
WO2011051212A1 (de) * 2009-10-28 2011-05-05 Basf Se Verwendung heteroaromatischer verbindungen als herbizide
DE102010008643A1 (de) 2010-02-15 2011-08-18 Bayer Schering Pharma Aktiengesellschaft, 13353 Zyklische Ketoenole zur Therapie
DE102010008642A1 (de) 2010-02-15 2011-08-18 Bayer Schering Pharma Aktiengesellschaft, 13353 Zyklische Ketoenole zur Therapie
DE102010008644A1 (de) 2010-02-15 2011-08-18 Bayer Schering Pharma Aktiengesellschaft, 13353 Zyklische Ketoenole zur Therapie
DE102011011040A1 (de) 2011-02-08 2012-08-09 Bayer Pharma Aktiengesellschaft (5s,8s)-3-(4'-Chlor-3'-fluor-4-methylbiphenyl-3-yl)-4-hydroxy-8-methoxy-1-azaspiro[4.5]dec-3-en-2-on (Verbindung A) zur Therapie
KR102030337B1 (ko) * 2012-01-26 2019-10-10 바이엘 인텔렉쳐 프로퍼티 게엠베하 어류 기생충 방제용의 페닐-치환된 케토에놀
EP2906557B1 (en) * 2012-10-09 2016-11-30 Sumitomo Chemical Company, Limited Pyrone compounds and herbicides comprising the same
KR20150090912A (ko) 2012-11-28 2015-08-06 스미또모 가가꾸 가부시끼가이샤 디히드로피론 화합물 및 상기를 포함하는 제초제
CN103044375B (zh) * 2012-12-02 2015-08-12 大理学院 一种二氢吡喃酮化合物及其制备方法和药物用途
CN104430350A (zh) * 2014-12-31 2015-03-25 江阴苏利化学股份有限公司 一种含有吡喃酮的防治甘蓝蚜虫的农药组合物的新应用
CN104430351A (zh) * 2014-12-31 2015-03-25 江阴苏利化学股份有限公司 一种含有吡喃酮的防治甘蓝蚜虫的农药组合物
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AU4489393A (en) 1994-03-17
CN1085554A (zh) 1994-04-20
KR100287331B1 (ko) 2001-04-16
DE59309357D1 (de) 1999-03-18
EP0588137A1 (de) 1994-03-23
DE4308451A1 (de) 1994-04-14
KR940007017A (ko) 1994-04-26
JP3542816B2 (ja) 2004-07-14
NZ248594A (en) 1995-01-27
CN1054851C (zh) 2000-07-26
AU681345B2 (en) 1997-08-28
EP0588137B1 (de) 1999-02-03
HUT68668A (en) 1995-07-28
CZ174893A3 (en) 1994-05-18
HU9302554D0 (en) 1993-11-29
US5393729A (en) 1995-02-28
CA2105614A1 (en) 1994-03-11
SK97393A3 (en) 1994-04-06
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BR9303748A (pt) 1994-03-15
ATE176465T1 (de) 1999-02-15

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