Synthesis and cannabinoid activity of 1-substituted-indole-3-oxadiazole derivatives: novel agonists for the CB1 receptor

Eur J Med Chem. 2008 Mar;43(3):513-39. doi: 10.1016/j.ejmech.2007.04.007. Epub 2007 May 6.

Abstract

An exploratory chemical effort has been undertaken to develop a novel series of compounds as selective CB(1) agonists. It is hoped that compounds of this type will have clinical utility in pain control, and cerebral ischaemia following stroke or traumatic head injury. We report here medicinal chemistry studies directed towards the investigation of a series of 1-substituted-indole-3-oxadiazoles as potential CB(1) agonists.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Analgesics / chemical synthesis*
  • Analgesics / chemistry
  • Analgesics / metabolism
  • Analgesics / pharmacology*
  • Animals
  • Binding Sites
  • Cannabinoids / metabolism*
  • Drug Design
  • Hydrogen Bonding
  • Hydrophobic and Hydrophilic Interactions
  • Indoles / chemical synthesis*
  • Indoles / chemistry
  • Indoles / metabolism
  • Indoles / pharmacology*
  • Inhibitory Concentration 50
  • Mice
  • Oxadiazoles / chemical synthesis*
  • Oxadiazoles / chemistry
  • Oxadiazoles / metabolism
  • Oxadiazoles / pharmacology*
  • Rats
  • Receptor, Cannabinoid, CB1 / agonists*
  • Receptor, Cannabinoid, CB1 / chemistry
  • Receptor, Cannabinoid, CB1 / metabolism
  • Substrate Specificity

Substances

  • Analgesics
  • Cannabinoids
  • Indoles
  • Oxadiazoles
  • Receptor, Cannabinoid, CB1