Synthesis and pharmacology of 1-deoxy analogs of CP-47,497 and CP-55,940

Bioorg Med Chem. 2008 Jan 1;16(1):322-35. doi: 10.1016/j.bmc.2007.09.033. Epub 2007 Sep 22.

Abstract

A series of 1-deoxy analogs of CP-47,497 (8 and 13, n=0-7) and 1-deoxy analogs of CP-55,940 (9, n=0-7) have been synthesized and their affinities for the cannabinoid CB(1) and CB(2) receptors have been determined. Although the majority of these compounds exhibit selectivity for the CB(2) receptor, none have greater than modest affinity for either receptor. The interactions of these 1-deoxy nontraditional cannabinoids with the CB(2) receptor are discussed.

Publication types

  • Research Support, N.I.H., Extramural

MeSH terms

  • Cannabinoids / chemical synthesis*
  • Cyclohexanols / chemical synthesis*
  • Cyclohexanols / pharmacology*
  • Protein Binding
  • Receptor, Cannabinoid, CB1
  • Receptor, Cannabinoid, CB2
  • Receptors, Cannabinoid / drug effects
  • Receptors, Cannabinoid / metabolism*

Substances

  • Cannabinoids
  • Cyclohexanols
  • Receptor, Cannabinoid, CB1
  • Receptor, Cannabinoid, CB2
  • Receptors, Cannabinoid
  • CP 47497
  • 3-(2-hydroxy-4-(1,1-dimethylheptyl)phenyl)-4-(3-hydroxypropyl)cyclohexanol