Journal of Pharmaceutical and Biomedical Analysis, volume 51, issue 5, pages 1037-1046
Identification and characterization of degradation products of irbesartan using LC–MS/TOF, MSn, on-line H/D exchange and LC–NMR
1
Department of Pharmaceutical Analysis, National Institute of Pharmaceutical Education and Research (NIPER), Sector 67, S.A.S. Nagar, 160062, Punjab, India.
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Publication type: Journal Article
Publication date: 2010-04-01
Quartile SCImago
Q2
Quartile WOS
Q2
Impact factor: 3.4
ISSN: 07317085, 1873264X
Drug Discovery
Spectroscopy
Pharmaceutical Science
Clinical Biochemistry
Analytical Chemistry
Abstract
Irbesartan was subjected to hydrolytic, oxidative, photolytic and thermal stress, according to ICH guideline Q1A (R2). The drug showed degradation only in acidic, basic and photoacidic conditions, while it was stable to other stress conditions. A total of three degradation products were formed, which were separated on a C-8 column employing a gradient HPLC method. Initially, a complete mass fragmentation pathway of the drug was established with the help of MS/TOF, MS(n) and H/D exchange studies. Subsequently, the degradation products were subjected to LC-MS/TOF and on-line H/D exchange mass studies to obtain their accurate mass, fragment pattern and number of labile hydrogens. The MS results helped to assign tentative structures to degradation products, which were verified through (1)H and 2D COSY LC-NMR experiments. The products were identified as (2'-(1H-tetrazol-5-yl)biphenyl-4-yl)methanamine, 1-(1-((2'-(1H-tetrazol-5-yl)biphenyl-4-yl)methylamino)pentylideneamino)cyclopentane carboxylic acid and 2-butyl-3-(tetrazolo[1,5-f]phenanthridin-6-ylmethyl)-1,3-diazaspiro[4.4]non-1-en-4-one. The structures were justified by mechanisms of their formation.
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- We do not take into account publications without a DOI.
- Statistics recalculated only for publications connected to researchers, organizations and labs registered on the platform.
- Statistics recalculated weekly.
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Shah R. P., Sahu A., Singh S. Identification and characterization of degradation products of irbesartan using LC–MS/TOF, MSn, on-line H/D exchange and LC–NMR // Journal of Pharmaceutical and Biomedical Analysis. 2010. Vol. 51. No. 5. pp. 1037-1046.
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Shah R. P., Sahu A., Singh S. Identification and characterization of degradation products of irbesartan using LC–MS/TOF, MSn, on-line H/D exchange and LC–NMR // Journal of Pharmaceutical and Biomedical Analysis. 2010. Vol. 51. No. 5. pp. 1037-1046.
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TY - JOUR
DO - 10.1016/j.jpba.2009.11.008
UR - https://doi.org/10.1016/j.jpba.2009.11.008
TI - Identification and characterization of degradation products of irbesartan using LC–MS/TOF, MSn, on-line H/D exchange and LC–NMR
T2 - Journal of Pharmaceutical and Biomedical Analysis
AU - Shah, Ravi P
AU - Sahu, Archana
AU - Singh, Saranjit
PY - 2010
DA - 2010/04/01 00:00:00
PB - Elsevier
SP - 1037-1046
IS - 5
VL - 51
SN - 0731-7085
SN - 1873-264X
ER -
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@article{2010_Shah,
author = {Ravi P Shah and Archana Sahu and Saranjit Singh},
title = {Identification and characterization of degradation products of irbesartan using LC–MS/TOF, MSn, on-line H/D exchange and LC–NMR},
journal = {Journal of Pharmaceutical and Biomedical Analysis},
year = {2010},
volume = {51},
publisher = {Elsevier},
month = {apr},
url = {https://doi.org/10.1016/j.jpba.2009.11.008},
number = {5},
pages = {1037--1046},
doi = {10.1016/j.jpba.2009.11.008}
}
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MLA
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Shah, Ravi P., et al. “Identification and characterization of degradation products of irbesartan using LC–MS/TOF, MSn, on-line H/D exchange and LC–NMR.” Journal of Pharmaceutical and Biomedical Analysis, vol. 51, no. 5, Apr. 2010, pp. 1037-1046. https://doi.org/10.1016/j.jpba.2009.11.008.