C-(4, 5, 6-trimethoxyindan-1-yl) methanamine: a mescaline analogue designed using a homology model of the 5-HT2A receptor

…, D Marona-Lewicka, D Kurrasch-Orbaugh…

Index: McLean, Thomas H.; Chambers, James J.; Parrish, Jason C.; Braden, Michael R.; Marona-Lewicka, Danuta; Kurrasch-Orbaugh, Deborah; Nichols, David E. Journal of Medicinal Chemistry, 2006 , vol. 49, # 14 p. 4269 - 4274

Full Text: HTML

Citation Number: 22

Abstract

A conformationally restricted analogue of mescaline, C-(4, 5, 6-trimethoxyindan-1-yl)- methanamine, was designed using a 5-HT2A receptor homology model. The compound possessed 3-fold higher affinity and potency than and efficacy equal to that of mescaline at the 5-HT2A receptor. The new analogue substituted fully for LSD in drug discrimination studies and was 5-fold more potent than mescaline. Resolution of this analogue into its ...