Synthesis and Toxicity of Allethrin-(Z)-metabolites

DOI DOI Open Access
  • SUGIYAMA Takeyoshi
    Department of Agricultural Chemistry, Faculty of Agriculture, Tohoku University
  • KOBAYASHI Akio
    Department of Agricultural Chemistry, Faculty of Agriculture, Tohoku University
  • YAMASHITA Kyohei
    Department of Agricultural Chemistry, Faculty of Agriculture, Tohoku University
  • SUZUKI Takashi
    Research Department, Pesticides Division, Takarazuka Research Laboratory, Sumitomo Chemical Co., Ltd.

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Description

(±)-trans-Allethrin-(Z)-ol (IV), (±)-trans-allethrin-(Z)-al (V) and (±)-trans-allethrin-(Z)-<br>acid (VI), the minor components of allethrin metabolites in the insect body, were synthesized. The toxicities of newly synthesized allethrin derivatives (IV, V, VI) and of (±)-trans-allethrin-(E)-acid (Xc) to houseflies (Musca domestica L.) were examined by the injection method. And <br>their low toxicities seem to support the hypothesis that oxidation at the isobutenyl side chain <br>of the acid moiety of the allethrin molecule is a detoxication process in the insect body.

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