Design, synthesis and structure–activity relationship of novel insecticidal dichloro‐allyloxy‐phenol derivatives containing substituted pyrazol‐3‐ols

Abstract

BACKGROUND: Pyridalyl, consisting of dicholoro-allyoxy-phenol moiety, is a novel class of insecticide showing extraordinary activities against various lepidopterous and thysanopterous pests on cotton and vegetables. To discover further novel insecticides, a series of new dichloro-allyloxy-phenol derivatives containing substituted pyrazol-3-ol moieties were designed and synthesised via the intermediate derivatisation method. RESULTS: The target compounds were characterised by (1) H NMR, IR, MS and elemental analysis. Bioassays indicated that some of these compounds exhibited good insecticidal activities against diamondback moth (Plutella xylostella) at 6.25 mg L(-1) . The structure-activity relationship is discussed. CONCLUSION: The present work demonstrates that dichloro-allyloxy-phenol derivatives with substituted phenylpyrazole moieties can be used as lead compounds to develop further novel insecticides.