Arylglycine derivatives as potent transient receptor potential melastatin 8 (TRPM8) antagonists

Bioorg Med Chem Lett. 2013 Apr 1;23(7):2234-7. doi: 10.1016/j.bmcl.2013.01.062. Epub 2013 Feb 4.

Abstract

A series of arylglycine-based analogs was synthesized and tested for TRPM8 antagonism in a cell-based functional assay. Following structure-activity relationship studies in vitro, a number of compounds were identified as potent TRPM8 antagonists and were subsequently evaluated in an in vivo pharmacodynamic assay of icilin-induced 'wet-dog' shaking in which compound 12 was fully effective. TRPM8 antagonists of the type described here may be useful in treating pain conditions wherein cold hypersensitivity is a dominant feature.

MeSH terms

  • Animals
  • Behavior, Animal / drug effects
  • Dose-Response Relationship, Drug
  • Glycine / analogs & derivatives
  • Glycine / chemistry
  • Glycine / pharmacology*
  • HEK293 Cells
  • Humans
  • Molecular Structure
  • Pyrimidinones / pharmacology
  • Rats
  • Stereoisomerism
  • Structure-Activity Relationship
  • TRPM Cation Channels / agonists
  • TRPM Cation Channels / antagonists & inhibitors*

Substances

  • Pyrimidinones
  • TRPM Cation Channels
  • TRPM8 protein, human
  • Trpm8 protein, rat
  • icilin
  • Glycine