Mesoionic pyrido[1,2-a]pyrimidinones: Discovery of triflumezopyrim as a potent hopper insecticide1

Bioorg Med Chem Lett. 2017 Jan 1;27(1):16-20. doi: 10.1016/j.bmcl.2016.11.042. Epub 2016 Nov 16.

Abstract

A novel class of mesoionic pyrido[1,2-a]pyrimidinones has been discovered with exceptional insecticidal activity controlling a number of insect species. In this communication, we report the part of the optimization program which led to the discovery of triflumezopyrim as a highly potent insecticide controlling various hopper species. Our efforts in discovery, synthesis, structure-activity relationship elucidation, and biological activity evaluation are also presented.

Keywords: Acetylcholine receptor; Inhibitor; Insecticide; Mesoionic; Pyrido[1,2-a]pyrimidinone; Triflumezopyrim.

MeSH terms

  • Animals
  • Dose-Response Relationship, Drug
  • Drug Discovery*
  • Insecticides / chemistry
  • Insecticides / pharmacology*
  • Molecular Structure
  • Orthoptera / drug effects*
  • Pyridines / chemistry
  • Pyridines / pharmacology*
  • Pyrimidinones / chemistry
  • Pyrimidinones / pharmacology*
  • Species Specificity
  • Structure-Activity Relationship

Substances

  • Insecticides
  • Pyridines
  • Pyrimidinones
  • triflumezopyrim