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KMID : 0043320090320101425
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Archives of Pharmacal Research
2009 Volume.32 No. 10 p.1425 ~ p.1431
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Preparative Resolution of Etodolac Enantiomers by Preferential Crystallization Method
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Kim Kyeong-Ho
Dung Phan Thanh
Trung Tran Quoc
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Abstract
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Pure enantiomers are of large interest for several industries. This study was aimed to establish a method for separation of etodolac enantiomers by preferential crystallization after a conglomerate formation of its derivatives. S-(+)-etodolac and R-(-)-etodolac enantiomers were both prepared by classical resolution via crystallization of diastereoisomeric salt with (-)-brucine and (-)-cinchonidine. Enantiomeric purity of etodolac was determined by HPLC method using Chiralcel OD-H column. The pure diastereomeric salt collected from repeated recrystallization was further fractionated by liquid-liquid extraction to pure enantiomers. Etodolac enantiomers were recovered with overall yield more than 20% and the purities were over 99.9%.
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KEYWORD
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Etodolac, Crystallization, Anti-inflammatory, HPLC, (-)-cinchonidine, (-)-brucine
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