Identification, isolation and characterization of process related impurities in ezetimibe

Srikanth Guntupalli 1
Uttam Kumar Ray 2
N. Murali 2
P. C. Gupta 2
Vundavilli Jagadeesh Kumar 2
D Satheesh 2
Md. Aminul Islam 2
1
 
Institute of Science and Technology, Jawaharlal Nehru Technological University, Kukatpally, Hyderabad 500085, India
2
 
Chemical Research and Development, Aurobindo Pharma Limited, Indrakaran (V), Sangareddy (M), Medak District 502329, Andhra Pradesh, India
Publication typeJournal Article
Publication date2014-01-01
scimago Q2
wos Q2
SJR0.628
CiteScore6.4
Impact factor3.1
ISSN07317085, 1873264X
Drug Discovery
Spectroscopy
Pharmaceutical Science
Clinical Biochemistry
Analytical Chemistry
Abstract
During the synthesis of ezetimibe, two process related impurities were detected were HPLC analysis at levels ranging from 0.05 to 0.8%. These two impurities were isolated by column chromatography and co-injected with ezetimibe sample to confirm the retention times in HPLC. These two impurities were characterized as 2-(4-hydroxybenzyl)-N,5-bis(4-fluorophenyl) pentanamide (impurity-I) and 1-(4-fluorophenyl)-3(3-(4-fluorophenyl)propyl)-4-(4-hydroxyphenyl)azetidin-2-one (impurity-II). Isolation, structural elucidation of these impurities by spectral data ((1)H NMR, (13)C NMR, MS and IR) and probable mechanism of their formation have been discussed.
Found 
Found 

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GOST |
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GOST Copy
Guntupalli S. et al. Identification, isolation and characterization of process related impurities in ezetimibe // Journal of Pharmaceutical and Biomedical Analysis. 2014. Vol. 88. pp. 385-390.
GOST all authors (up to 50) Copy
Guntupalli S., Ray U. K., Murali N., Gupta P. C., Kumar V. J., Satheesh D., Islam M. A. Identification, isolation and characterization of process related impurities in ezetimibe // Journal of Pharmaceutical and Biomedical Analysis. 2014. Vol. 88. pp. 385-390.
RIS |
Cite this
RIS Copy
TY - JOUR
DO - 10.1016/j.jpba.2013.09.020
UR - https://doi.org/10.1016/j.jpba.2013.09.020
TI - Identification, isolation and characterization of process related impurities in ezetimibe
T2 - Journal of Pharmaceutical and Biomedical Analysis
AU - Guntupalli, Srikanth
AU - Ray, Uttam Kumar
AU - Murali, N.
AU - Gupta, P. C.
AU - Kumar, Vundavilli Jagadeesh
AU - Satheesh, D
AU - Islam, Md. Aminul
PY - 2014
DA - 2014/01/01
PB - Elsevier
SP - 385-390
VL - 88
PMID - 24176742
SN - 0731-7085
SN - 1873-264X
ER -
BibTex
Cite this
BibTex (up to 50 authors) Copy
@article{2014_Guntupalli,
author = {Srikanth Guntupalli and Uttam Kumar Ray and N. Murali and P. C. Gupta and Vundavilli Jagadeesh Kumar and D Satheesh and Md. Aminul Islam},
title = {Identification, isolation and characterization of process related impurities in ezetimibe},
journal = {Journal of Pharmaceutical and Biomedical Analysis},
year = {2014},
volume = {88},
publisher = {Elsevier},
month = {jan},
url = {https://doi.org/10.1016/j.jpba.2013.09.020},
pages = {385--390},
doi = {10.1016/j.jpba.2013.09.020}
}