Novel 1',1'-chain substituted Delta(8)-tetrahydrocannabinols

Bioorg Med Chem Lett. 2002 Dec 16;12(24):3583-6. doi: 10.1016/s0960-894x(02)00785-0.


1',1'-Cyclopropyl side chain substituents enhance the affinities of Delta(8)-tetrahydrocannabinol and respective cannabidiol analogues for the CB1 and CB2 cannabinoid receptors. The results support the hypothesis for a subsite within CB1 and CB2 binding domain at the level of the benzylic side chain carbon in the tetrahydrocannabinol and cannabidiol series. Efficient procedures for the synthesis of 1',1'-cyclopropyl analogues are described.

Publication types

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

MeSH terms

  • Analgesics, Non-Narcotic / chemical synthesis*
  • Analgesics, Non-Narcotic / pharmacology
  • Binding Sites
  • Dronabinol / analogs & derivatives*
  • Dronabinol / chemical synthesis
  • Dronabinol / pharmacology
  • Humans
  • Hydrophobic and Hydrophilic Interactions
  • Ligands
  • Receptors, Cannabinoid
  • Receptors, Drug / metabolism
  • Structure-Activity Relationship


  • Analgesics, Non-Narcotic
  • Ligands
  • Receptors, Cannabinoid
  • Receptors, Drug
  • Dronabinol