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Pharmacology Biochemistry and Behavior
Volume 32, Issue 3, March 1989, Pages 661-666
 
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doi:10.1016/0091-3057(89)90014-2    How to Cite or Link Using DOI (Opens New Window)
Copyright © 1989 Published by Elsevier Science Inc.

Stereochemical effects of 11-OH-Δ8-THC-dimethylheptyl in mice and dogs*1

Patrick J. Little, David R. Compton, Raphael Mechoulam2 and Billy R. MartinCorresponding Author Contact Information

Department of Pharmacology and Toxicology, Medical College of Virginia-Virginia Commonwealth University Box 613, Richmond, VA 23298-0613, USA

Received 15 July 1988. 
Available online 26 November 2002.

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Abstract

The effects of the enantiomers of 11-hydroxy-Δ8-tetrahydrocannabinol-dimethylheptyl (11-OH-Δ8-THC-DMH) on spontaneous activity, rectal temperature, tail-flick latency, and catalepsy were studied in mice and in the dog static-ataxia model to determine the relative potency of each enantiomer. The (−)-enantiomer was active in all tests between 3–100 μg/kg, while the (+)-enantiomer was inactive at 30 mg/kg in the mouse and 1 mg/kg in the dog. The (−)-enantiomer was 100–800 times more potent than Δ9-THC in the mouse. The high degree of enantioselectivity and potency are suggestive of an interaction at a specific site such as a receptor.

Author Keywords: 11-OH-Δ8-THC-DMH; Δ9-THC; Stereoselectivity; Spontaneous activity; Hypothermia; Analgesia; Catalepsy; Static ataxia

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