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The synthesis of both side chain epimers of 1 - (4), 2 - (5), 3 -methyl- (6) and 4 -methyl-Δ 8 -tetrahydrocannabinol (7 has been carried out. The synthetic approach entailed the acid catalyzed condensation of the appropriate substituted resorcinol with menthadienol to provide the Δ 8 -THC analogue. Both isomers of 1 - (4) and 2 -Δ 8 -THC (5) were more potent than Δ...
The synthesis of (2 RS)-2 -methyl-, (3 RS)-, (3 S)-3 -methyl-, and 4 -methyl-Δ 8 -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 Δ 8 -THC, while the 4 -methyl isomer is less active. The 3 -methyl-Δ...
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