Isolation, Synthesis and Characterization of Novel Process Related Impurities in Cetirizine Dihydrochloride by Mass and NMR Spectrometry

Authors

  • Laki P. Magar  Department of chemistry, New Arts, Commerce and Science college, Ahmednagar, Maharashtra ,India
  • Bhaskar H. Zaware  IPCA Laboratories Ltd. Chemical Research Division, Kandivali Industrial Estate,Kandivali (West). Mumbai, Maharashtra, India
  • Kishor More  
  • Brajesh Sharma  
  • Kailas Shikhare  
  • Rajesh Kamath  
  • Prashant Patil  
  • Leena Gupta  

Keywords:

Cetirizine; Process-related impurities, Identification, Synthesis, HPLC

Abstract

Two new process related impurities were observed in Cetirizine dihydrochloride samples when analyzed by United States Pharmacopeia (USP) described high performance liquid chromatography method (HPLC). These impurities were isolated using Preparative high performance liquid chromatography followed by full characterization using analytical techniques like mass, 1H, 13C-NMR and designated as (±)-2,2-bis[4-[(4-chlorophenyl)phenylmethyl]piperazin-1-yl]ethoxy]acetic acid and bis[[1-(4-chlorophenyl)-1-phenyl]methyl]ether. These impurities were also synthesized and reconfirmed by co-injection in HPLC.

References

  1. R. B. Nieman, Cetirizine in patients with seasonal rhinitis and concomitant asthma, J. Allergy Clin. Immunol. 97 (1996) 716-717.
  2. J. Kalivas, D. Breneman, M. Tharp, S. Bruce, M. Bigby, Urticaria: Clinical efficacy of cetirizine in comparison with hydroxyzine and placebo, J. Allergy Clin. Immunol. 86 (1990) 1014-1018.
  3. F. Estelle R. Simons, Keith J. Simons, Histamine and H1-antihistamines: Celebrating a century of progress, J. Allergy Clin. Immunol. 128 (2011) 1139-1150.
  4. A. M. Snowman, S. H. Snyder, Cetirizine: Actions on neurotransmitter receptors, J. Allergy Clin. Immunol. 86 (1990) 1025-1028.
  5. B. Lal, S. Lahiri, C. P. Bapat, R. S. Kulkarni, D. K. Mulla, A. Y. Hawaldar, Novel water based process for the preparation of substituted diphenylmethyl piperazines, US 2011/0172425 A1.
  6. S. P. Singh, M. Siddiqui, M. Jaweed, A. Y. Merwade, A. R. Khan, 2-[2-[4-[(4-chlorophenyl) phenylmethyl]-1-piperazinyl]ethoxy]acetic acid monohydrochloride as anti-allergenic compound and process for its production, WO 2004/103982 A1.
  7. J. Reiter, P. Trinka, F. Bartha, G. Simig, K. Nagy, G. V. Donath, N. Nemeth, G. Clementis, P. Tompe, P. Vago, Process for the preparation of {2-[4-α-phenyl-p-chlorobenzyl)piperazin-1-yl]ethoxy} acetic acid and novel intermediates therefor, US 6908999 B2, 2005.
  8. M. Lussana, E. Vigano, E. Pizzatti, Process for obtaining cetirizine dihydrochloride, US 20090030205 A1.
  9. ICH Guideline, Impurities in New Drug Substances Q3A (R2), October 25, 2006.
  10. United States Pharmacopeia, Cetirizine Hydrochloride, Revision Bulletin, 2010.

International Journal of Scientific Research in Science, Engineering and Technology

Downloads

Published

2018-01-22

Issue

Volume 4, Issue 3, January-February-2018

Section

Research Articles

License

Copyright (c) IJSRSET

Creative Commons License

This work is licensed under a Creative Commons Attribution 4.0 International License.

How to Cite

[1]
Laki P. Magar, Bhaskar H. Zaware, Kishor More, Brajesh Sharma, Kailas Shikhare, Rajesh Kamath, Prashant Patil, Leena Gupta, " Isolation, Synthesis and Characterization of Novel Process Related Impurities in Cetirizine Dihydrochloride by Mass and NMR Spectrometry, International Journal of Scientific Research in Science, Engineering and Technology(IJSRSET), Print ISSN : 2395-1990, Online ISSN : 2394-4099, Volume 4, Issue 3, pp.14-18, January-February-2018.