Fipronil-based photoaffinity probe for Drosophila and human beta 3 GABA receptors

Bioorg Med Chem Lett. 2001 Nov 19;11(22):2979-81. doi: 10.1016/s0960-894x(01)00604-7.

Abstract

Modification of the major insecticide fipronil (1) by replacing three pyrazole substituents (hydrogen for both cyano and amino and trifluoromethyldiazirinyl for trifluoromethylsulfinyl) gives a candidate photoaffinity probe (3) of high potency (IC(50) 2-28 nM) in blocking the chloride channel of Drosophila and human beta 3 GABA receptors.

Publication types

  • Research Support, U.S. Gov't, P.H.S.

MeSH terms

  • Animals
  • Dose-Response Relationship, Drug
  • Drosophila
  • Humans
  • Insecticides / pharmacology*
  • Photoaffinity Labels / metabolism
  • Pyrazoles / chemical synthesis
  • Pyrazoles / chemistry*
  • Pyrazoles / metabolism
  • Pyrazoles / pharmacology*
  • Receptors, GABA-B / drug effects*
  • gamma-Aminobutyric Acid / pharmacology

Substances

  • Insecticides
  • Photoaffinity Labels
  • Pyrazoles
  • Receptors, GABA-B
  • gamma-Aminobutyric Acid
  • fipronil