Novel potent antagonists of transient receptor potential channel, vanilloid subfamily member 1: structure-activity relationship of 1,3-diarylalkyl thioureas possessing new vanilloid equivalents

J Med Chem. 2005 Sep 8;48(18):5823-36. doi: 10.1021/jm0502790.

Abstract

Recently, 1,3-diarylalkyl thioureas have merged as one of the promising nonvanilloid TRPV1 antagonists possessing excellent therapeutic potential in pain regulation. In this paper, the full structure-activity relationship for TRPV1 antagonism of a novel series of 1,3-diarylalky thioureas is reported. Exploration of the structure-activity relationship, by systemically modulating three essential pharmacophoric regions, led to six examples of 1,3-dibenzyl thioureas, which exhibit Ca(2+) uptake inhibition in rat DRG neuron with IC(50) between 10 and 100 nM.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Animals
  • Animals, Newborn
  • Calcium / metabolism
  • Ganglia, Spinal / cytology
  • In Vitro Techniques
  • Ion Channels / antagonists & inhibitors*
  • Neurons / drug effects
  • Neurons / metabolism
  • Rats
  • Rats, Sprague-Dawley
  • Structure-Activity Relationship
  • TRPV Cation Channels
  • Thiourea / analogs & derivatives*
  • Thiourea / chemical synthesis*
  • Thiourea / pharmacology

Substances

  • Ion Channels
  • TRPV Cation Channels
  • Trpv1 protein, rat
  • Thiourea
  • Calcium