Derivatives of 1-(1,3-benzodioxol-5-yl)-2-butanamine: Representatives of a novel therapeutic class
The α-ethyl phenethylamine derivative 1-(1,3-benzodioxol-5-yl)-2-butanamine was prepared. An asymmetric synthesis was used to prepare the enantiomers of this compound and the related α-methyl homologue (MDA). The racemates and enantiomers of both compounds were evaluated in the two-lever drug discrimination assay in rats trained to discriminate saline from 0.08 mg/kg of LSD tartrate. Stimulus generalization occurred with the racemate and the R-(-)enantiomer of the α-methyl homologue and the S-(+)enantiomer of the α-ethyl primary amine. No generalization occurred with the other enantiomers or with the N-methyl derivatives of either series. Human psychopharmacology studies revealed that the N-methyl derivative of the title compound was nonhallucinogenic and that it had a new, novel psychoactive effect. It is suggested that this compound is the prototype of a new pharmacologic class that may have value in facilitating psychotherapy and that this class be designated as entactogens.
Stereoselective synthesis of (s)-3,4-methylenedioxyamphetamines from (r)-cyanohydrins
A stereoselective synthesis of (S)-3,4-methylenedioxyamphetamines (S)-7, which are highly interesting as psychoactive compounds, is described. Starting from readily available (R)-cyanohydrins (R)-2 the 2-amino-1-aryl alcohols (1R,2S)-4 were obtained with
Effenberger, Franz,Jaeger, Juergen
p. 1370 - 1374
(2007/10/03)
More Articles about upstream products of 103818-46-8