Discovery of nitropyridyl-based dichloropropene ethers as insecticides

Bioorg Med Chem Lett. 2019 Jun 1;29(11):1430-1433. doi: 10.1016/j.bmcl.2018.12.055. Epub 2018 Dec 24.

Abstract

A series of nitropyridyl-based dichloropropene ethers were prepared and evaluated for their insecticidal activities against main lepidopteran pests such as M. separate, P. xylostella and P. litura. The compounds showed a broad-spectrum of remarkable insecticidal activities. Especially 4a (2,6-dichloro-4-(3,3-dichloroallyloxy)phenyl 3-[5-nitro-2-pyridyloxy]propyl ether) and 11a (2-(4-(3-(2,6-dichloro-4-((3,3-dichloroallyl)oxy)phenoxy)propoxy)phenoxy)-5-nitropyridine) displayed potent activities comparable to that of Pyridalyl, the only commercialized dichloropropene ether insecticide thus far. The structure-activity relationship was also discussed.

Keywords: Discovery; Insecticide; Nitropyridyl-based dichloropropene ether; Pyridalyl.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

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

Substances

  • 2,6-dichloro-4-(3,3-dichloroallyloxy)phenyl 3-(5-nitro-2-pyridyloxy)propyl ether
  • Ethers
  • Insecticides
  • Pyridines