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

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 CB1 and CB2 receptors have been determined. Although the majority of these compounds exhibit selectivity for the CB2 receptor, none have greater than modest affinity for either receptor. The interactions of these 1-deoxy nontraditional cannabinoids with the CB2 receptor are discussed.

The synthesis and pharmacology of a series of 1-deoxy analogs of CP-47,497 (R = H, n = 0–7), both epimeric alcohols and 1-deoxy analogs of CP-55,940 (R = C3H6OH, n = 0–7), β-hydroxy only, is described. The CB1 and CB2 receptor affinities of these compounds are reported.Figure optionsDownload as PowerPoint slide