Synthesis and biological activities of novel 1,3,4-thiadiazole-containing pyrazole oxime derivatives

Bioorg Med Chem Lett. 2016 Aug 1;26(15):3818-21. doi: 10.1016/j.bmcl.2016.04.094. Epub 2016 May 7.

Abstract

A new library of 1,3,4-thiadiazole-containing pyrazole oximes was designed and synthesized. Their acaricidal and insecticidal activities were evaluated. Bioassay results indicated that some target compounds exhibited good acaricidal and insecticidal properties. Especially, compound 8m had 80% acaricidal activity against Tetranychus cinnabarinus at the concentration of 50μg/mL, compound 8f displayed 100% insecticidal activities against Aphis craccivora at the concentration of 50μg/mL, compounds 8r and 8w showed 100% insecticidal activities against Plutella xylostella at the concentration of 50μg/mL. Furthermore, compounds 8r (LC50=19.61μg/mL) and 8w (LC50=9.78μg/mL) possessed comparable or even better insecticidal activities than the control Pyridalyl (LC50=17.40μg/mL) against P. xylostella.

Keywords: 1,3,4-Thiadiazole; Bioactivity; Pyrazole oxime; Synthesis.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Animals
  • Aphids / drug effects*
  • Dose-Response Relationship, Drug
  • Insecticides / chemical synthesis
  • Insecticides / chemistry
  • Insecticides / pharmacology*
  • Molecular Structure
  • Moths / drug effects*
  • Oximes / chemistry
  • Oximes / pharmacology*
  • Pyrazoles / chemistry
  • Pyrazoles / pharmacology*
  • Structure-Activity Relationship
  • Thiadiazoles / chemical synthesis
  • Thiadiazoles / chemistry
  • Thiadiazoles / pharmacology*

Substances

  • Insecticides
  • Oximes
  • Pyrazoles
  • Thiadiazoles
  • 1,3,4-thiadiazole