Chemical basis of hashish activity.
A sample of hashish was extracted consecutively with petroleum ether, benzene, and methanol. When tested intravenously in monkeys only the petroleum-ether fraction was active. This material was further fractionated. The only active compound isolated was Delta(1)-tetrahydrocannabinol. Cannabinol, cannabidiol, cannabichromene, cannabigerol, and cannabicyclol when administered together with Delta(1)-tetrahydrocannabinol do not cause a change in the activity of the latter, under the experimental conditions used. These results provide evidence that, except for Delta(1)-tetrahydrocannabinol, no other major, psychotomimetically active compounds are present in hashish.
D000818:Animals; D001522:Behavior, Animal / Q000187:drug effects; D001554:Benzene; D001578:Benzopyrans / Q000302:isolation & purification / Q000494:pharmacology*; D001763:Blepharoptosis / Q000139:chemically induced; D001952:Bridged-Ring Compounds / Q000494:pharmacology; D002188:Cannabis / Q000032:analysis / Q000494:pharmacology*; D002626:Chemistry, Pharmaceutical; D002725:Chloroform; D002849:Chromatography, Gas; D003231:Conjunctivitis / Q000139:chemically induced; D003243:Consciousness / Q000187:drug effects; D000882:Haplorhini; D000432:Methanol; D009068:Movement / Q000187:drug effects; D010578:Petroleum; D010636:Phenols / Q000494:pharmacology; D010936:Plant Extracts / Q000494:pharmacology
D001578:Benzopyrans; D001952:Bridged-Ring Compounds; D010578:Petroleum; D010636:Phenols; D010936:Plant Extracts; D002725:Chloroform; D001554:Benzene; D000432:Methanol