芳香族複素環メチルアミノ基を有する非環状ニトロエテン化合物の合成と殺虫活性

  • 南田 勲
    Agricultural Research Laboratories, Agro Division, Takeda Chemical Industries, Ltd.
  • 岩永 幸一
    Animal Health Research Laboratories, Agro Division, Takeda Chemical Industries, Ltd.
  • 田渕 学典
    Agricultural Research Laboratories, Agro Division, Takeda Chemical Industries, Ltd.
  • 青木 勲
    Technology Development Laboratories, Takeda Chemical Industries, Ltd.
  • 符阪 隆文
    Agricultural Research Laboratories, Agro Division, Takeda Chemical Industries, Ltd.
  • 石塚 仁
    Agricultural Research Laboratories, Agro Division, Takeda Chemical Industries, Ltd.
  • 岡内 哲夫
    Agricultural Research Laboratories, Agro Division, Takeda Chemical Industries, Ltd.

書誌事項

タイトル別名
  • Synthesis and Insecticidal Activity of Acyclic Nitroethene Compounds Containing a Heteroarylmethylamino Group
  • 芳香族複素環メチルアミノ基を有する非環状ニトロエテン化合物の合成と殺虫活性〔英文〕
  • ホウコウゾク フクソカン メチルアミノキ オ ユウスル ヒ カンジョウ ニトロ
  • Studies on Acylic Nitroethene Compounds (Part 2)

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抄録

Several 1-[N-(heteroaromatic-methyl)-N-methyl]amino-1-methylamino-2-nitroethenes (5a) were prepared, and their insecticidal activities against Nilaparvata lugens were examined. Among them 6-chloro-3-pyridyl (5a-8), 6-bromo-3-pyridyl (5a-9), 6-fluoro-3-pyridyl (5a-10) and 2-chloro-5-thiazolyl (5a-11) congeners showed 100% mortality against the insect at 0.5 or 0.8ppm. Modifications of these compounds and the 2-bromo-5-thiazolyl congener by changing the methylamino group to (substituted) amino groups and/or the methyl group attaching to the heteroaromatic-methylamino group to other groups revealed that a lot of compounds were effective against the insect at 0.5 or 0.8ppm. Compounds that showed 100% mortality at 0.5 or 0.8ppm, and 5b-1 whose activity at lower concentrations was not determined were chosen for further evaluations. As a result, 1-[N-(6-chloro-3-pyridylmethyl)-N-ethyl]amino-1-methylamino-2-nitroethene (5b-8, TI-304, nitenpyram) was selected as a candidate.

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