Article ID Journal Published Year Pages File Type
1211256 Journal of Chromatography A 2006 4 Pages PDF
Abstract

A significant contaminant of the antimalarial drug piperaquine (1,3-bis-[4-(7-chloroquinolyl-4)-piperazinyl-1]propane) has been identified using liquid chromatography–mass spectrometry (LC–MS) and 2D NMR spectroscopy (1H–1H COSY, 1H–13C HSQC, 1H–13C HMBC). The impurity was identified as the positional isomer 1-[(5-chloroquinolin-4)-piperazinyl]-3-[(7-chloroquinolin-4)-piperazinyl]propane. The impurity is formed because of contamination of batches of 4,7-dichloroquinoline (a precursor in the synthesis of piperaquine) with 4,5-dichloroquinoline. The amount of impurity (peak area impurity/peak area piperaquine using LC-UV at 347 nm) in old batches of piperaquine and in Artekin (the combination of dihydroartemisinin–piperaquine) ranged from 1.5 to 5%.

Related Topics
Physical Sciences and Engineering Chemistry Analytical Chemistry
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