Enantioseparation of cetirizine by chromatographic methods and discrimination by 1H-NMR
Date
2009
Authors
Taha, E.A.
Salama, N.N.
Wang, S.
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Drug Testing and Analysis, 2009; 1(3):118-124
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Abstract
Cetirizine is an antihistaminic drug used to prevent and treat allergic conditions. It is currently marketed as a racemate. The H1-antagonist activity of cetirizine is primarily due to (R)-levocetirizine. This has led to the introduction of (R)-levocetirizine into clinical practice, and the chiral switching is expected to be more selective and safer. The present work represents threemethods for the analysis and chiral discrimination of cetirizine. The firstmethodwas based on the enantioseparation of cetirizine on silica gel TLC plates using different chiral selectors as mobile phase additives. The mobile phase enabling successful resolution was acetonitrile-water 17 : 3, (v/v) containing 1 mMof chiral selector, namely hydroxypropyl-β-cyclodextrin, chondroitin sulphate or vancomycin hydrochloride. The secondmethod was a validated high performance liquid chromatography (HPLC), based on stereoselective separation of cetirizine and quantitative determination of its eutomer (R)-levocetirizine on a monolithic C18 column using hydroxypropyl-β-cyclodextrin as a chiral mobile phase additive. The resolved peaks of (R)-levocetirizine and (S)-dextrocetirizine were confirmed by further mass spectrometry. The third method used a 1H-NMR technique to characterize cetirizine and (R)-levocetirizine. These methods are selective and accurate, and can be easily applied for chiral discrimination and determination of cetirizine in drug substance and drug product in quality control laboratory.Moreover, chiral purity testing of (R)-levocetirizine can also bemonitored by the chromatographicmethods.
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Copyright 2009 John Wiley & Sons