Drugs derived from cannabinoids. 5. Δ(6a,10a) Tetrahydrocannabinol and heterocyclic analogs containing aromatic side chains

Article abstract of DOI:10.1021/jm00226a003

Ten new Δ(6a,10a) THC analogs with arylalkyl side chains, one with a dimethylaminoalkyl side chain, and six heterocyclic Δ(6a,10a) THC analogs [8 substituted 5,5 dimethyl 10 hydroxy 2 (2 propynyl) 1,2,3,4 tetrahydro 5H [1] benzo pyranol [4,3 c] pyridines] were prepared. They showed pharmacological activity as analgesics, tranquilizers, antihypertensives, and hypnotics and as antisecretory, antiulcer, and antidiarrheal agents. The most potent compounds had either a 1 methyl 4 (4 fluorophenyl) butyl or a 1,2 dimethyl 4 (4 fluorophenyl) butyl side chain.