Synthesis and insecticidal activity of benzoheterocyclic analogues of N'-benzoyl-N-(tert-butyl)benzohydrazide: Part 2. Introduction of substituents on the benzene rings of the benzoheterocycle moiety

Pest Manag Sci. 2003 Jan;59(1):36-48. doi: 10.1002/ps.605.

Abstract

A series of N'-benzoheterocyclecarbonyl-N-tert-butyl-3,5-dimethylbenzohydrazide analogues possessing a variety of substituents on the benzene rings of the benzoheterocyle moieties were synthesized and tested for their insecticidal activity. The introduction of a methyl group at the R1 position of the benzoheterocycle moiety strongly increased the insecticidal activity. Among the analogues synthesized, N'-tert-butyl-N'-(3,5-dimethylbenzoyl)-5-methyl-6-chromanecarbohydrazide showed the highest insecticidal activity (LC50 = 0.89 mg litre(-1)).

MeSH terms

  • Animals
  • Heterocyclic Compounds / chemical synthesis*
  • Heterocyclic Compounds / chemistry
  • Heterocyclic Compounds / toxicity*
  • Hydrazines / chemistry*
  • Insecticides / chemical synthesis*
  • Insecticides / chemistry
  • Insecticides / toxicity*
  • Larva / drug effects
  • Lethal Dose 50
  • Molecular Structure
  • Spodoptera / drug effects
  • Structure-Activity Relationship

Substances

  • Heterocyclic Compounds
  • Hydrazines
  • Insecticides
  • 1,2-dibenzoyl-tert-butylhydrazine