Chemistry and Insecticidal Activities of <i>Piperaceae</i> Amides and Their Synthetic Analogues

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  • MIYAKADO Masakazu
    Pesticides Research Laboratory, Takarazuka Research Center, Sumitomo Chemical Co., Ltd.
  • NAKAYAMA Isamu
    Pesticides Research Laboratory, Takarazuka Research Center, Sumitomo Chemical Co., Ltd.
  • INOUE Ayumu
    Pesticides Research Laboratory, Takarazuka Research Center, Sumitomo Chemical Co., Ltd.
  • HATAKOSHI Makoto
    Pesticides Research Laboratory, Takarazuka Research Center, Sumitomo Chemical Co., Ltd.
  • OHNO Nobuo
    Pesticides Research Laboratory, Takarazuka Research Center, Sumitomo Chemical Co., Ltd.

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Other Title
  • 胡椒アミドおよびびその関連類縁体の合成と殺虫活性
  • 胡椒アミドおよびその関連類縁体の合成と殺虫活性〔英文〕
  • コショウ アミド オヨビ ソノ カンレン ルイエンタイ ノ ゴウセイ ト サッ
  • The <i>Piperaceae</i> Amides (Part 6)

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The present paper describes the synthetic methods of dihydropipercide [N-isobutyl-11-(3, 4-methylenedioxyphenyl)-(2E, 4E)-2, 4-undecadienamide] analogues and their structure-insecticidal activity relationships with respect to the amine and the carbon chain moieties. It has been discovered that the terminal benzyl group could be replaced by a phenoxy group without loss of activity and N-isobutyl-12-(3, 4-methylenedioxyphenoxy)-3-methyl-(2E, 4E)-2, 4-dodecadienamide was selected as the most potent insecticidal amide in this group against Callosobruchus chinensis (adzuki bean weevil). This amide also revealed noticeable toxicities against Chilo suppressalis (rice stem borer) as well as Musca domestica (housefly).

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