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KMID : 0043319990220060614
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Archives of Pharmacal Research
1999 Volume.22 No. 6 p.614 ~ p.618
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Chiral Purity Test of Metoprolol Enantiomer After Derivatization with (-)-Menthyl Chloroformate by Reversed-Phase High Performance Liquid Chromatography
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Kim Kyeong-Ho
Choi Pok-Wha
Hong Seon-Pyo
Kim Hyun-Ju
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Abstract
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A reversed-phase high-performace liquid chromatographic method was developed to determine the optical purity of metoprolol enantiomers. The enantiomers were converted to diastereomeric derivatives using (-)-menthyl chloroformate reagent. Separation of the enantiomers as diastereomers was achieved by reversed-phase HPLC within 30 min using Inertsil C8 column. This method allowed determination of 0.05% of either enantiomer in the presence of its stereoisomer and method validation showed adequate linearity over the required range. Owing to the reaction condition during the derivatization with (-)-menthyl chloroformate, the possibility of racemization had to be established. Different ratios of (S)-(-)-metoprolol and (R)-(+)-metoprolol were prepared. Enantiomeric separation of these mixtures took place on a chiralcel OD column or, after derivatization with (-)-menthyl chloroformate, on a C8 column. The results form the these two independent separation systems were compared with trace racemization and were in very good agreement. No racemization was found during the experiment.
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KEYWORD
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Chiral separation, (-)-Menthylchloroformate, Metoprolol, Optical purity, Racemization
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