Lysergic acid amides...

[pHarmacist]

...possessing chirality in the amide substituent and their stereoselective pharmacological effects

David E. Nichols, A. Montea, X. Huangb and D. Marona-Lewicka

Behavioural Brain Research Volume 73, Issues 1-2 , 15 December 1995, Pages 117-119

Abstract: 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.

Full-text:

http://pharmacist8.tripod.com/stereosel-pharm-eff-nichols.pdf