Behavioral, biochemical, and molecular modeling evaluations of cannabinoid analogs

BR Martin, DR Compton, BF Thomas… - Pharmacology …, 1991 - Elsevier
Numerous cannabinoids have been synthesized that are extremely potent in all of the
behavioral assays conducted in our laboratory. An important feature in increasing potency
has been the substitution of a dimethylheptyl (DMH) side chain for the pentyl side chain. Our
previous studies have shown that (−)-11-OH-Δ 8-THC-dimethylheptyl was 80–1150 times
more potent than Δ 9-THC. Stereospecificity was demonstrated by its (+)-enantiomer which
was more than 1400–7500 times less potent. A related series of DMH cannabinoid analogs …