Stereoselective pharmacological effects of lysergic acid amides possessing chirality in the amide substituent

Behav Brain Res. 1996;73(1-2):117-9. doi: 10.1016/0166-4328(96)00080-0.


Studies of the affinities for serotonin 5-HT2A and 5-HT1A receptor subtypes of lysergic acid amides prepared from chiral 2-aminoalkanes showed a stereoselective preference at both receptor types for the amides with alkyl groups containing the R configuration. The 5-HT2A receptor was less tolerant of long alkyl groups than was the 5-HT1A subtype. In vivo assays in rats trained to discriminate LSD from saline also showed that amides with alkyl groups having the R configuration were most potent.

Publication types

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

MeSH terms

  • Animals
  • Humans
  • Lysergic Acid / chemistry*
  • Lysergic Acid / pharmacology*
  • Lysergic Acid Diethylamide / chemistry*
  • Lysergic Acid Diethylamide / pharmacology*
  • Rats
  • Receptors, Serotonin / drug effects*
  • Serotonin Antagonists / chemistry*
  • Serotonin Antagonists / pharmacology*
  • Serotonin Receptor Agonists / chemistry*
  • Serotonin Receptor Agonists / pharmacology*
  • Stereoisomerism
  • Structure-Activity Relationship


  • Receptors, Serotonin
  • Serotonin Antagonists
  • Serotonin Receptor Agonists
  • Lysergic Acid Diethylamide
  • Lysergic Acid