RELATIVE CONFIGURATION OF THIORIDAZINE ENANTIOMERS

被引：15

作者：

PATRICK, KS

SINGLETARY, JL

机构：

[1] Department of Pharmaceutical Sciences, College of Pharmacy, Medical University of South Carolina, Charleston, South Carolina

来源：

CHIRALITY | 1991年 / 3卷 / 03期

关键词：

NEUROLEPTIC; DOPAMINE; RECEPTOR; ENANTIOSELECTIVITY; SCHIZOPHRENIA; STEREOCHEMISTRY; ISOMERS; RACEMATE;

D O I：

10.1002/chir.530030312

中图分类号：

R914 [药物化学];

学科分类号：

100701 ;

摘要：

The relative configuration of the enantiomers of thioridazine was defined to explore the stereochemistry associated with the selective binding of (-)-thioridazine to dopamine D-1 receptors and (+)-thioridazine to D-2 receptors. Using a seven-step stereoconservative synthesis, (-)-(S)-2-piperidinecarboxylic acid was converted to (-)-(S*)-2-(2-chloroethyl)-1-methylpiperidine, a literature (-)-thioridazine synthetic precursor. Accordingly, (-)- and (+)-thioridazine are the (S)- and (R)-enantiomers, respectively.

引用

页码：208 / 211

页数：4

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