Synthesis of Physiologically Active Substances, part VII. Synthesis of Terpenyl Amides with Monoterpene Groups and Their Evaluation as Mosquito Repellents.

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  • テルペン類の生理活性物質の合成　第７報　モノテルペニル基を含有するアミド化合物の合成と蚊に対する忌避活性
  • モノテルペニルキ オ ガンユウスル アミド カゴウブツ ノ ゴウセイ ト カ

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Abstract

Substituted amides of terpenoic acid were prepared and screened for their effects as repellents of mosquitoes (Culex pipiens pallens and Aedes albopictus). The terpenoic acids were obtained by hydrolysis of nitriles with methanol and sodium hydroxide. The acids were reacted with thionyl chloride to give terpenoic acid chloride, and then transformed with N, N-dialkyl amines (dimethylamine, diethylamine, or n-dipropylamine) to terpenyl amides. Twenty-one derivatives were tested on filter paper and directly on human skin as mosquito repellents. On filter paper, derivatives of citronellal, 1-p-menthene-9-ol, β-campholenic aldehyde, and myrtenal acted like N, N-diethyl-m-toluamide aginst C. pipiens pallens. On human skin, perillyl amides were more repellent than N, N-diethyl-m-toluamide against A. albopictus, and the effect was more long-lasting: for 6 h or more.

Journal

  • Nippon Nōgeikagaku Kaishi

    Nippon Nōgeikagaku Kaishi 67 (4), 693-700, 1993

    Japan Society for Bioscience, Biotechnology, and Agrochemistry

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