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C-（4,5,6-三甲氧基茚满-1-基）甲胺：一种使用5-HT2A受体同源模型设计的三甲氧苯乙胺类似物。

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

作者信息

McLean Thomas H, Chambers James J, Parrish Jason C, Braden Michael R, Marona-Lewicka Danuta, Kurrasch-Orbaugh Deborah, Nichols David E

机构信息

Department of Medicinal Chemistry and Molecular Pharmacology, School of Pharmacy and Pharmaceutical Sciences, Purdue University, West Lafayette, Indiana 47907-1333, USA.

出版信息

J Med Chem. 2006 Jul 13;49(14):4269-74. doi: 10.1021/jm060272y.

DOI:10.1021/jm060272y
PMID:16821786
Abstract

A conformationally restricted analogue of mescaline, C-(4,5,6-trimethoxyindan-1-yl)-methanamine, was designed using a 5-HT(2A) receptor homology model. The compound possessed 3-fold higher affinity and potency than and efficacy equal to that of mescaline at the 5-HT(2A) 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 enantiomers corroborated the docking experiments, showing the R-(+) isomer to have higher affinity and potency and to have efficacy similar to that of mescaline at the 5-HT(2A) receptor.

摘要

使用5-HT(2A)受体同源模型设计了一种构象受限的麦司卡林类似物，即C-(4,5,6-三甲氧基茚满-1-基)-甲胺。该化合物在5-HT(2A)受体上的亲和力比麦司卡林高3倍，效价与之相当，效力相同。在药物辨别研究中，这种新类似物完全替代了麦角酸二乙酰胺，且效力比麦司卡林高5倍。将该类似物拆分为对映体证实了对接实验的结果，表明R-(+)异构体在5-HT(2A)受体上具有更高的亲和力和效价，且效力与麦司卡林相似。

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