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

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 = C 3H 6OH, n = 0–7), β-hydroxy only, is described. The CB 1 and CB 2 receptor affinities of these compounds are reported. 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.