187084-07-7Relevant academic research and scientific papers
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.
Variation of the Alkyl Side Chain in Δ8-THC
Huffman, John W.,Lainton, Julia A. H.,Dai, Dong,Jordan, Robert D.,Duncan, Sammy G.
, p. 2021 - 2024 (2007/10/03)
The synthesis of (2'RS)-2'-methyl-, (3'RS)-, (3'S)-3'-methyl-, and 4'-methyl-Δ8-THC has been carried out, and the pharmacology of all four compounds has been investigated. All four compounds showed typical cannabinoid activity both in vitro and in vivo. The 2'-methyl compound is somewhat more active than Δ8-THC, while the 4'-methyl isomer is less active. The 3'-methyl-Δ8-THC has approximately the same activity as the parent cannabinoid.
