Synthesis and insecticidal evaluation of novel N'-tert-butyl-N'-substitutedbenzoyl-N-5-chloro-6-chromanecarbohydrazide derivatives

Bioorg Med Chem. 2008 Jan 1;16(1):488-94. doi: 10.1016/j.bmc.2007.09.018. Epub 2007 Sep 14.

Abstract

A series of novel N'-tert-butyl- N'-substitutedbenzoyl-N-5-chloro-6-chromanecarbohydrazide derivatives were synthesized, and their larvicidal activities against Oriental armyworm were evaluated. The results of bioassays indicated that most of these title compounds exhibit higher larvicidal activities than RH-5849, and several of them somewhat lower than the commercial insecticide tebufenozide. The larvicidal activities are strongly associated with the types and patterns of substitution on the benzene, and 3,5-dimethyl, 2-nitro-4-chloro and 3-methyl derivatives are most prominent in increasing activity. Toxicity assays indicated that these derivatives could induce a premature, abnormal, and lethal larval moult.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Animals
  • Hydrazines / chemical synthesis*
  • Hydrazines / pharmacology
  • Insecticides / chemical synthesis*
  • Insecticides / pharmacology
  • Larva / drug effects
  • Moths
  • Structure-Activity Relationship

Substances

  • Hydrazines
  • Insecticides
  • 1,2-dibenzoyl-tert-butylhydrazine
  • tebufenozide