WO2012096115A1 - Dérivé de quinazoline fluoré en tant qu'agent de lutte contre les organismes nuisibles à usage agricole et horticole - Google Patents

Dérivé de quinazoline fluoré en tant qu'agent de lutte contre les organismes nuisibles à usage agricole et horticole Download PDF

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Publication number
WO2012096115A1
WO2012096115A1 PCT/JP2011/079835 JP2011079835W WO2012096115A1 WO 2012096115 A1 WO2012096115 A1 WO 2012096115A1 JP 2011079835 W JP2011079835 W JP 2011079835W WO 2012096115 A1 WO2012096115 A1 WO 2012096115A1
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Prior art keywords
carbon atoms
group
compounds
linear
branched
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Application number
PCT/JP2011/079835
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English (en)
Japanese (ja)
Inventor
誠 番場
智子 村木
新一郎 ▲高▼島
陽子 小橋
Original Assignee
株式会社エス・ディー・エス バイオテック
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Application filed by 株式会社エス・ディー・エス バイオテック filed Critical 株式会社エス・ディー・エス バイオテック
Priority to JP2012552654A priority Critical patent/JPWO2012096115A1/ja
Publication of WO2012096115A1 publication Critical patent/WO2012096115A1/fr

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Classifications

    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D239/00—Heterocyclic compounds containing 1,3-diazine or hydrogenated 1,3-diazine rings
    • C07D239/70—Heterocyclic compounds containing 1,3-diazine or hydrogenated 1,3-diazine rings condensed with carbocyclic rings or ring systems
    • C07D239/72—Quinazolines; Hydrogenated quinazolines
    • C07D239/86—Quinazolines; Hydrogenated quinazolines with hetero atoms directly attached in position 4
    • C07D239/94—Nitrogen atoms
    • 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
    • A01N43/48—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having rings with two nitrogen atoms as the only ring hetero atoms
    • A01N43/54—1,3-Diazines; Hydrogenated 1,3-diazines

Definitions

  • R 1 is a substituent selected from any of the following a) to d).
  • alkylsulfonylalkyl (1 to 3 carbon atoms substituted by 1 or 2 linear or branched alkylsulfonyl groups having 1 to 8 carbon atoms) Linear or branched alkyl group), siloxyalkyl (—OSiR 5 R 6 R 7 (R 5 , R 6 , R 7 are linear or branched alkyl having 1 to 6 carbon atoms, halogen atom 1) Number of carbon atoms substituted by 1 1 to 3 linear or branched haloalkyl, linear or branched cyanoalkyl having 1 to 3 carbon atoms and phenyl substituted by one cyano group, and two or all are the same substituents A linear or branched alkyl group having 1 to 3 carbon atoms substituted by all or different substituents), hydroxyalkyl (1 to 2 carbon atoms substituted by 1 or 2 hydroxyl groups) 3 straight-chain or branched alkyl groups), alkylsulfonylalky
  • the term “siloxy” refers to —OSiR 5 R 6 R 7, where R 5 , R 6 , and R 7 are substituted with a straight or branched alkyl group having 1 to 6 carbon atoms and one halogen atom.
  • Straight-chain or branched haloalkyl having 1 to 3 carbon atoms straight-chain or branched cyanoalkyl having 1 to 3 carbon atoms substituted by one cyano group, and phenyl,
  • alkoxyalkoxy refers to a linear or branched alkoxy group having 1 to 3 carbon atoms substituted by 1 to 2 alkoxy groups as described above, for example, methoxymethoxy Group, methoxyethoxy group, methoxypropoxy group and the like.
  • benzyloxy includes a benzyloxy group having one or more substituents which are the same or different and an unsubstituted benzyloxy group.
  • X is iodine, bromine or chlorine
  • R 1 is phenyl, heteroaryl, alkenyl
  • R 2 is as defined above.
  • pathogenic fungi against agricultural and horticultural plants examples include algae fungi (Omycetes), ascomycetes (Ascomycetes), imperfect fungi (Deuteromycetes), basidiomycetes (Basidiomycetes), bacteria, and the like. Fluoroquinazoline derivatives can control plant diseases caused by these pathogenic fungi.
  • specific names of bacteria are given as examples, but are not necessarily limited thereto.
  • SH synthesis inhibitory compounds chlorothalonil, dithianon , Captan, folpet, iminoctadine-albesilate, iminoctadine-triacetate, ferbam, nabam, maneb, mancozeb ), Metiram, propineb, polycarbamate, thiram, ziram, zineb, cupric oxide, cupric hydroxide ), Basic copper oxychloride, copper sulfate (anhydride), copper sulfate, sulfur, and the like.
  • Sterol biosynthesis inhibiting active compounds azaconazole, bitertanol, bromuconazole, cyproconazole, difenoconazole, epoxiconazole, fenbuconazole, Fluconazole, hexaconazole, imibenconazole, metoconazole, microbutanil, penconazole, propiconazole, simeconazole, teconazole , Triadimefon, triadimenol, triticonazole, imazalil, triflumizole, pefurazoate Prochloraz (prochloraz), fenarimol (fenarimol), fenhexamid (fenhexamid), fenpropimorph (fenpropimorph), Piperarin (piperalin), spiroxamine (spiroxamine), etc.
  • Glucan biosynthesis inhibitory active compounds validamycin, polyoxin B, etc.
  • Melanin biosynthesis inhibitory active compounds pyroquion, tricyclazole, carpropamid, diclocymet, fenoxanil, etc.
  • Host resistance-inducing compounds acibenzolar-S-methyl, probenazole, isothianil, laminarin, etc.
  • Tick growth inhibitory compounds clofentezine, hexythiazox, etoxazole, etc.
  • Formulation Example 5 Flowable agent 20 parts of water containing 20 parts of the present compound and 2 parts, 1 part and 0.2 parts of polyoxyethylene alkyl ether, sodium dialkylsulfosuccinate and 1,2-benzisothiazolin-3-one, respectively Were mixed with 60 parts of water containing 8 parts and 0.32 parts of propylene glycol and xanthan gum, respectively, to obtain a 20% suspension in water.
  • Test Example 4 Insecticidal effect on cotton aphids
  • the compound group fluorinated quinazoline derivatives shown in [Table 1-1] and [Table 1-2], compound ⁇ and compound ⁇ with 10% wettable powder so that the compound becomes 50 ppm Diluted.
  • Cucumber leaf pieces having a diameter of 3 cm were placed in a plastic cup filled with 0.5% soft agar, and 5 female Aphis gossypi females were released. After standing overnight, the number of larvae was counted after removing adult worms, sprayed with 0.4 ml of the adjusted chemical solution, and the number of dead insects after 2 days was counted to calculate the mortality.
  • the calculated death rate was applied to the following criteria to determine the insecticidal effect.
  • the results are shown in Table 6.
  • C 60%> mortality ⁇ 20%
  • D 20%> death rate ⁇ 0%
  • the agricultural and horticultural pest control composition comprising one or more of the fluorine-containing quinazoline derivatives of the present invention as an active ingredient is particularly effective against pests such as pathogenic bacteria, insects and mites that affect agricultural and horticultural plants. It shows excellent control effect in quantity and is extremely useful as a new pesticide because it is extremely safe for useful crops.
  • both the mixture of the fluorine-containing quinazoline derivative of the present invention and the existing fungicidal active compound, and the mixture of the fluorine-containing quinazoline derivative of the present invention and the existing insecticidal active compound are calculated based on the calculation formula of Colby. Since it is larger than the value E and the effect of the combination is confirmed to have a synergistic effect, it is extremely useful as a mixture.

Landscapes

  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Life Sciences & Earth Sciences (AREA)
  • Agronomy & Crop Science (AREA)
  • Pest Control & Pesticides (AREA)
  • Plant Pathology (AREA)
  • Health & Medical Sciences (AREA)
  • Engineering & Computer Science (AREA)
  • Dentistry (AREA)
  • General Health & Medical Sciences (AREA)
  • Wood Science & Technology (AREA)
  • Zoology (AREA)
  • Environmental Sciences (AREA)
  • Agricultural Chemicals And Associated Chemicals (AREA)
  • Plural Heterocyclic Compounds (AREA)

Abstract

Le nouveau dérivé de quinazoline fluoré de l'invention, se révèle utile en tant qu'agent de lutte contre les organismes nuisibles. (Dans les formules (I-1) et (I-2) : R1 représente un phényle, ou similaire; R2 représente un atome d'hydrogène, un méthyle, ou similaire.)
PCT/JP2011/079835 2011-01-14 2011-12-22 Dérivé de quinazoline fluoré en tant qu'agent de lutte contre les organismes nuisibles à usage agricole et horticole WO2012096115A1 (fr)

Priority Applications (1)

Application Number Priority Date Filing Date Title
JP2012552654A JPWO2012096115A1 (ja) 2011-01-14 2011-12-22 農園芸用の有害生物防除剤としての含フッ素キナゾリン誘導体

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
JP2011-006455 2011-01-14
JP2011006455 2011-01-14

Publications (1)

Publication Number Publication Date
WO2012096115A1 true WO2012096115A1 (fr) 2012-07-19

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PCT/JP2011/079835 WO2012096115A1 (fr) 2011-01-14 2011-12-22 Dérivé de quinazoline fluoré en tant qu'agent de lutte contre les organismes nuisibles à usage agricole et horticole

Country Status (3)

Country Link
JP (1) JPWO2012096115A1 (fr)
TW (1) TW201238485A (fr)
WO (1) WO2012096115A1 (fr)

Cited By (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
CN104126594A (zh) * 2014-08-02 2014-11-05 山东罗邦生物农药有限公司 一种悬浮种衣剂生产工艺
WO2016068013A1 (fr) * 2014-10-27 2016-05-06 石原産業株式会社 Préparation agrochimique
CN106135230A (zh) * 2015-04-13 2016-11-23 深圳诺普信农化股份有限公司 一种杀线虫抗病组合物及其应用

Citations (5)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
JPS5576803A (en) * 1978-12-06 1980-06-10 Sankyo Co Ltd Agent for controlling noxious life
JPH01226877A (ja) * 1988-01-29 1989-09-11 Eli Lilly & Co キナゾリン誘導体
JPH04321671A (ja) * 1991-04-17 1992-11-11 Mitsubishi Petrochem Co Ltd カルバモイルトリアゾール誘導体およびそれを有効成分とする除草剤
WO2010025451A2 (fr) * 2008-08-29 2010-03-04 Dow Agrosciences Llc 5,8-difluoro-4-(2-(4-(hétéroaryloxy)-phényle) éthylamino) quinazolines et leur utilisation en tant que produits agrochimiques
WO2011007839A1 (fr) * 2009-07-16 2011-01-20 株式会社エス・ディー・エス バイオテック Dérivés de 4-(3-butynyl)aminopyrimidine comme agents pesticides pour un usage agricole et horticole

Patent Citations (5)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
JPS5576803A (en) * 1978-12-06 1980-06-10 Sankyo Co Ltd Agent for controlling noxious life
JPH01226877A (ja) * 1988-01-29 1989-09-11 Eli Lilly & Co キナゾリン誘導体
JPH04321671A (ja) * 1991-04-17 1992-11-11 Mitsubishi Petrochem Co Ltd カルバモイルトリアゾール誘導体およびそれを有効成分とする除草剤
WO2010025451A2 (fr) * 2008-08-29 2010-03-04 Dow Agrosciences Llc 5,8-difluoro-4-(2-(4-(hétéroaryloxy)-phényle) éthylamino) quinazolines et leur utilisation en tant que produits agrochimiques
WO2011007839A1 (fr) * 2009-07-16 2011-01-20 株式会社エス・ディー・エス バイオテック Dérivés de 4-(3-butynyl)aminopyrimidine comme agents pesticides pour un usage agricole et horticole

Cited By (4)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
CN104126594A (zh) * 2014-08-02 2014-11-05 山东罗邦生物农药有限公司 一种悬浮种衣剂生产工艺
WO2016068013A1 (fr) * 2014-10-27 2016-05-06 石原産業株式会社 Préparation agrochimique
CN106135230A (zh) * 2015-04-13 2016-11-23 深圳诺普信农化股份有限公司 一种杀线虫抗病组合物及其应用
CN106135230B (zh) * 2015-04-13 2018-05-15 深圳诺普信农化股份有限公司 一种杀线虫抗病组合物及其应用

Also Published As

Publication number Publication date
TW201238485A (en) 2012-10-01
JPWO2012096115A1 (ja) 2014-06-09

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