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Enantiomeric cannabinoids: stereospecificity of psychotropic activity
Authors:R Mechoulam  J J Feigenbaum  N Lander  M Segal  T U C Järbe  A J Hiltunen  P Consroe
Institution:(1) Brettler Medical Research Center, Faculty of Medicine, Hebrew University, 91120 Jerusalem, (Israel);(2) Departments of Psychology and Applied Psychology, University of Uppsala, Box 227, S-75104 Uppsala, (Sweden);(3) Department of Pharmacology and Toxicology, College of Pharmacy, University of Arizona, 85721 Tucson, Arizona, USA
Abstract:Summary The 1,1-dimethylheptyl homolog of (–)-(3R,4R)-7-hydroxy-delta-6-tetrahydrocannabinol (compoundII) is highly psychotropic in mice, rats and pigeons. The (+)-(3S,4S) enantiomer (III) was found to be psychotropically inactive at doses up to several thousand times those of the ED50 of (II).We thank Dr A. Breuer and Mrs H. Amsalem for help with the syntheses. The research reported above was supported in Tucson by NIH grant NS 15441; in Uppsala by grants from the Swedish Medical Research Council (5757) and the Swedish Council for the Planning and Coordination of Research (84/208ratio2); in Jerusalem by the Szold Foundation.Presented in part at a meeting at the US National Institute on Drug Abuse, Washington, D.C., October 1986, see NIDA Research Monographs79 (1987) 15.
Keywords:Cannabinoids  stereospecificity  psychotropic activity  drug discrimination
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