Detail of "5957-75-5"

Reference

Triglyceride/phospholipid partitioning and pharmacokinetics of some natural and semi-synthetic cannabinoids: further evidence for the involvement of specific receptors in the mediation of the psychotropic effects of delta-1-THC and delta-6-THC

Triglyceride/phospholipid partitioning and pharmacokinetics of some natural and semi-synthetic cannabinoids: further evidence for the involvement of specific receptors in the mediation of the psychotropic effects of delta-1-THC and delta-6-THC. Binder, M.; Witteler, F. J.; Schmidt, B.; Franke, I.; Bohnenberger, E.; Sandermann, H., Jr. (Inst. Physiol. Chem., Ruhr-Univ., Bochum, Fed. Rep. Ger.). Cannabinoids: Chem., Pharmacol., Ther. Aspects, [Pap. Meet.], Meeting Date 1982, 709-27. Edited by: Agurell, Stig; Dewey, William L.; Willette, Robert E. Academic: Orlando, Fla. (English) 1984. CODEN: 52EBAY. DOCUMENT TYPE: Conference CA Section: 1 (Pharmacology) The pharmacokinetic properties and phospholipid affinity of D9(11)-THC [27179-28-8] (an inactive psychotropic) were the same as those of the active psychotropics D9-THC [1972-08-3] and D8-THC [5957-75-5]. Following the administration of radiolabeled D9(11)-, D9-, and D8-THC to mice, all 3 cannabinoids reached the same brain levels and showed a similar time curve for the decrease in brain radioactivity. In the partitioning expt., D9(11)-THC behaved identical to D8-THC, both exhibiting a somewhat higher affinity over D9-THC for the triglyceride phase. Thus, the psychotropic inactivity of D9(11)-THC cannot be due to its pharmacodynamic properties or unspecific membrane effects, but must have a structural basis. These results may be taken as further evidence for the THC receptor hypothesis.

The discriminative stimulus properties of delta-9-tetrahydrocannabinol: generalization to some metabolites and congeners

The discriminative stimulus properties of delta-9-tetrahydrocannabinol: generalization to some metabolites and congeners. Ford, Robert D.; Balster, Robert L.; Dewey, William L.; Rosecrans, John A.; Harris, Louis S. (Med. Coll. Virginia, Virginia Commonw. Univ., Richmond, VA, USA). Cannabinoids: Chem., Pharmacol., Ther. Aspects, [Pap. Meet.], Meeting Date 1982, 545-61. Edited by: Agurell, Stig; Dewey, William L.; Willette, Robert E. Academic: Orlando, Fla. (English) 1984. CODEN: 52EBAY. DOCUMENT TYPE: Conference CA Section: 1 (Pharmacology) In rats trained to discriminate D9-THC [1972-08-3] from vehicle, the effect of synthetic cannabinoids and D9-THC metabolites was tested in a 2-bar operant task. Of the drugs tested for generalization to D9-THC, only the 11-hydroxy metabolites of both D9- and D8-THC [5957-75-5] and the synthetic cannabinoids 11-nor-D8-THC [52171-84-3] and 11-nor-9b-hydroxyhexahydrocannabinol [59685-28-8] resulted in levels of THC bar responding comparable to that obtained with THC itself. The 9a-isomer of hexahydrocannabinol [59685-27-7] was not generalized to THC, demonstrating the importance of the 9-substituent relative to the plane of the cyclohexane ring for hexahydrocannabinols.