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 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.
Huffman
John W
JW
Howard L. Hunter Laboratory, Clemson University, Clemson, SC 29634-0973, USA. huffman@clemson.edu
Thompson
Alicia L S
AL
Wiley
Jenny L
JL
Martin
Billy R
BR
D002186:Cannabinoids / Q000138:chemical synthesis*; D003511:Cyclohexanols / Q000138:chemical synthesis* / Q000494:pharmacology*; D011485:Protein Binding; D043884:Receptor, Cannabinoid, CB1; D043885:Receptor, Cannabinoid, CB2; D043882:Receptors, Cannabinoid / Q000187:drug effects / Q000378:metabolism*
D002186:Cannabinoids; D003511:Cyclohexanols; D043884:Receptor, Cannabinoid, CB1; D043885:Receptor, Cannabinoid, CB2; D043882:Receptors, Cannabinoid; C036088:CP 47497; C054649:3-(2-hydroxy-4-(1,1-dimethylheptyl)phenyl)-4-(3-hydroxypropyl)cyclohexanol