Sulfamoyl benzamides as novel CB2 cannabinoid receptor ligands

Bioorg Med Chem Lett. 2008 May 1;18(9):2830-5. doi: 10.1016/j.bmcl.2008.04.006. Epub 2008 Apr 7.

Abstract

Sulfamoyl benzamides were identified as a novel series of cannabinoid receptor ligands. Starting from a screening hit 8 that had modest affinity for the cannabinoid CB(2) receptor, a parallel synthesis approach and initial SAR are described, leading to compound 27 with 120-fold functional selectivity for the CB(2) receptor. This compound produced robust antiallodynic activity in rodent models of postoperative pain and neuropathic pain without traditional cannabinergic side effects.

MeSH terms

  • Animals
  • Benzamides / chemical synthesis
  • Benzamides / pharmacology
  • Benzamides / therapeutic use*
  • Binding Sites
  • Dose-Response Relationship, Drug
  • Ligands
  • Mice
  • Models, Animal
  • Models, Chemical
  • Neuralgia / drug therapy*
  • Pain Measurement / drug effects
  • Rats
  • Receptor, Cannabinoid, CB2 / chemistry
  • Receptor, Cannabinoid, CB2 / metabolism*
  • Structure-Activity Relationship
  • Sulfonamides / chemical synthesis
  • Sulfonamides / pharmacology
  • Sulfonamides / therapeutic use*

Substances

  • Benzamides
  • Ligands
  • Receptor, Cannabinoid, CB2
  • Sulfonamides