187083-95-0Relevant academic research and scientific papers
Enantioselective synthesis of 1-methoxy- and 1-deoxy-2′-methyl- Δ8-tetrahydrocannabinols: New selective ligands for the CB 2 receptor
Huffman, John W.,Bushell, Simon M.,Joshi, Sudhir N.,Wiley, Jenny L.,Martin, Billy R.
, p. 247 - 262 (2007/10/03)
Two new series of cannabinoids were prepared and their affinities for the CB1 and CB2 receptors were determined. These series are the (2′R)- and (2′S)-1-methoxy- and 1-deoxy-3-(2′-methylalkyl) -Δ8-tetrahydrocannabinols, wi
Side chain methyl analogues of Δ8-THC
Huffman, John W.,Lainton, Julia A.H.,Banner, W. Kenneth,Duncan Jr., Sammy G.,Jordan, Robert D.,Yu, Shu,Dai, Dong,Martin, Billy R.,Wiley, Jenny L.,Compton, David R.
, p. 1557 - 1576 (2007/10/03)
The synthesis of both side chain epimers of 1'- (4), 2'- (5), 3'-methyl- (6) and 4'-methyl-Δ8-tetrahydrocannobinol (7) has been carried out. The synthetic approach entailed the acid catalyzed condensation of the appropriate substituted resorcinol with menthadienol to provide the Δ8-THC analogue. Both isomers of 1'- (4) and 2'-Δ8-THC (5) were more potent than Δ8-THC, both in vitro and in vivo. The 3'-methyl isomers (6) were approximately equal in potency to Δ8-THC, and 4'-methyl-Δ8-THC was less potent. There was relatively little difference in potency between the epimers of 4, 5, and 6.
