Drugs derived from cannabinoids. 6. Synthesis of cyclic analogues of dimethylheptylpyran.
Two cyclic analogues 8 and 9 of dimethylheptylpyran (DMHP, 1) were synthesized by the Pechmann condensation of the resorcinol 4 with ethyl 4-methyl-2-cyclohexanone-1-carboxylate followed by Grignard addition with MeMgI. In selected pharmacological tests both analogues 8 and 9 were considered inactive compared to DMHP as CNS and cardiovascular agents.
D000818:Animals; D001578:Benzopyrans / Q000138:chemical synthesis* / Q000494:pharmacology; D001794:Blood Pressure / Q000187:drug effects; D002188:Cannabis / Q000138:chemical synthesis* / Q000494:pharmacology; D003500:Cyclization; D051379:Mice; D009043:Motor Activity / Q000187:drug effects; D051381:Rats; D013329:Structure-Activity Relationship
D001578:Benzopyrans