LIQUID-CHROMATOGRAPHIC ANALYSIS OF REGIOISOMERS AND ENANTIOMERS OF N-(CHLOROBENZYL)-ALPHA-METHYLPHEN-ETHYLAMINES - ANALOGS OF CLOBENZOREX

The regioisomeric 2-, 3- and 4-chlorobenzylamphetamines were synthesized from racemic and (+)-amphetamine by reductive alkylation. The 2-, 3- and 4-chloro regioisomers were separated by reversed-phase liquid chromatography following phenylisothiocyanate derivatization. The indiviual enantiomers of each regioisomer were identified by HPLC following derivatization with GITC. Normal phase liquid chromatographic analysis of the diastereomeric GITC derivatives produced a-values of approximately 1.0 for each racemic pair of regioisomers. These methods were developed in order to specifically identify the drug clobenzorex, d-N-(2-chlorobenzyl)-ar-methylphenethylamine and distinguish it from its optical and regioisomers. © 1990, Taylor & Francis Group, LLC. All rights reserved.