Drugs derived from cannabinoids. 4. Effect of alkyl substitution in sulfur and carbocyclic analogs

Abstract
Various CNS-active cannabinoids in which the alicyclic ring was thiopheno, cyclopenteno or cyclohexeno with the alkyl substituent in various positions were synthesized by procedures described previously. These compounds were compared in selected pharmacological tests in mice, rats, dogs and cats. Methyl substitution in the close proximity of the phenolic hydroxyl group strongly influenced the activity of some cannabinoids, particularly of those which had a planar 5-membered alicyclic ring rather than a 6-membered ring.

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