Variation of the alkyl side chain in delta 8-THC

Life Sci. 1995;56(23-24):2021-4. doi: 10.1016/0024-3205(95)00184-8.

Abstract

The synthesis of (2'RS)-2'-methyl-, (3'RS)-, (3'S)-3'-methyl-, and 4'-methyl-delta 8-THC has been carried out, and the pharmacology of all four compounds has been investigated. All four compounds showed typical cannabinoid activity both in vitro and in vivo. The 2'-methyl compound is somewhat more active than delta 8-THC, while the 4'-methyl isomer is less active. The 3'-methyl-delta 8-THC has approximately the same activity as the parent cannabinoid.

Publication types

  • Research Support, U.S. Gov't, P.H.S.

MeSH terms

  • Analgesics / chemistry
  • Analgesics / pharmacology
  • Animals
  • Binding, Competitive
  • Catalepsy / chemically induced
  • Cyclohexanols / metabolism
  • Dronabinol / analogs & derivatives*
  • Dronabinol / chemistry
  • Dronabinol / metabolism
  • Dronabinol / pharmacology
  • Hypothermia / chemically induced
  • Mice
  • Motor Activity / drug effects
  • Structure-Activity Relationship

Substances

  • Analgesics
  • Cyclohexanols
  • delta-8-tetrahydrocannabinol
  • Dronabinol
  • 3-(2-hydroxy-4-(1,1-dimethylheptyl)phenyl)-4-(3-hydroxypropyl)cyclohexanol