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Please use this identifier to cite or link to this item: http://repository.iitr.ac.in/handle/123456789/8374
Title: Identification and characterization of process related impurities in chloroquine and hydroxychloroquine by LC/IT/MS, LC/TOF/MS and NMR
Authors: Dongre V.G.
Ghugare P.D.
Karmuse P.
Singh D.
Jadhav A.
Kumar A.
Published in: Journal of Pharmaceutical and Biomedical Analysis
Abstract: The focus of this study is identification and characterization of major unknown impurities in chloroquine (CQ) and hydroxychloroquine (HCQ) bulk drug samples using liquid chromatography/ion trap mass spectrometry (LC/IT/MS) and liquid chromatography/time of flight mass spectrometry (LC/TOF/MS). The newly developed LC/MS method was employed for the analysis of both the drugs. The analysis revealed the presence of two impurities in each of the drugs. The impurities are designated as CQ-I, CQ-II (for chloroquine); HCQ-I and HCQ-II (for hydroxychloroquine). Three of the impurities, CQ-II, HCQ-I and HCQ-II were unknown have not been reported previously. Accurate masses of the impurities were determined by using Q-TOF mass spectrometer and fragmentation behavior was studied by an ion trap mass spectrometer. Based on the spectrometric data and synthetic specifics the structures of CQ-II, HCQ-I and HCQ-II were proposed as 1,4 pentanediamine, N4(7-chloro-4-quinolinyl), N4-chloromethyl, N4-ethylamine; 2-(4-(7-chloroquinolin-4-ylamino) pentylamino) ethanol and [[4-[(7-chloro-4-quinolyl) amino] N-pentyl] N-chloromethyl-N-ethylamino] ethanol respectively. The impurities were isolated by semi-preparative HPLC and structures were confirmed by NMR spectroscopy. The formation and through characterization of known CQ-I impurity is also discussed. © 2009 Elsevier B.V. All rights reserved.
Citation: Journal of Pharmaceutical and Biomedical Analysis (2009), 49(4): 873-879
URI: https://doi.org/10.1016/j.jpba.2009.01.013
http://repository.iitr.ac.in/handle/123456789/8374
Issue Date: 2009
Keywords: Characterization
Chloroquine
Hydroxychloroquine
Identification
Impurities
ISSN: 7317085
Author Scopus IDs: 8537861700
15128526100
8537861300
57198856967
57197439888
26663981200
Author Affiliations: Dongre, V.G., Department of Chemistry, University of Mumbai, Vidyanagari, Kalina, Santacruz (E), Mumbai 400 098, India
Ghugare, P.D., Department of Chemistry, University of Mumbai, Vidyanagari, Kalina, Santacruz (E), Mumbai 400 098, India
Karmuse, P., Department of Chemistry, University of Mumbai, Vidyanagari, Kalina, Santacruz (E), Mumbai 400 098, India
Singh, D., Ipca Laboratories Ltd., Chemical Research Division, Kandivli Industrial Estate, Kandivli (W), Mumbai, 400 067, India
Jadhav, A., Ipca Laboratories Ltd., Chemical Research Division, Kandivli Industrial Estate, Kandivli (W), Mumbai, 400 067, India
Kumar, A., Ipca Laboratories Ltd., Chemical Research Division, Kandivli Industrial Estate, Kandivli (W), Mumbai, 400 067, India
Corresponding Author: Dongre, V.G.; Department of Chemistry, University of Mumbai, Vidyanagari, Kalina, Santacruz (E), Mumbai 400 098, India; email: dongrevg@yahoo.com
Appears in Collections:Journal Publications [ECE]

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