SYNTHESIS AND PHARMACOLOGICAL INVESTIGATION OF THE 3-ANALOGS OF VIMINOL

Some selected stereoisomers of the 3-regioisomer of viminol 1 have been synthesized and studied as potential analgesic and adrenergic agents. In particular, we investigated those compounds possessing the (R,R) - or (S,S)-configuration at the di-sec. butylamine group and the R or S configuration at the secondary alcohol. The results indicate that compounds 2-5 did not possess the analgesic activity of viminol even if the (R,R)-isomers maintain a slight affinity towards opioid receptors. In addition, despite the presence of the ethanolamine moiety, none of the stereoisomers 2-5 exhibited an appreciable affinity for the adrenergic receptors.