Synthesis and insecticidal activity of N-tert-butyl-N,N'-diacylhydrazines containing 1,2,3-thiadiazoles

J Agric Food Chem. 2011 Jan 26;59(2):628-34. doi: 10.1021/jf104004q. Epub 2010 Dec 17.

Abstract

N-tert-Butyl-N,N'-diacylhydrazines are nonsteroidal ecdysone agonists used as environmental benign pest regulators. In this paper, two series of new N-tert-butyl-N,N'-diacylhydrazine derivatives containing 1,2,3-thiadiazole were designed and synthesized. All structures of the synthesized compounds were confirmed by proton nuclear magnetic resonance ((1)H NMR), infrared spectroscopy (IR), and high-resolution mass spectrometry (HRMS). Bioasssay results indicated that most of the synthesized compounds possessed good insecticidal activities against Plutella xylostella L. and Culex pipiens pallens as compared with the positive control, tebufenozide. The results of this study indicated that 1,2,3-thiadiazoles, as an important active substructure, could improve or maintain the activity of the dicylhydrazines and favor novel pesticide development.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Animals
  • Culex / drug effects
  • Insecticides / chemical synthesis*
  • Insecticides / pharmacology*
  • Molecular Structure
  • Moths / drug effects
  • Structure-Activity Relationship
  • Thiadiazoles / chemical synthesis*
  • Thiadiazoles / pharmacology*

Substances

  • Insecticides
  • Thiadiazoles