Literature DB >> 16950586

Structural identification and characterization of impurities in ceftizoxime sodium.

Ch Bharathi1, Ch S Prasad, D Vijaya Bharathi, Rama Shankar, V Janardhana Rao, Ramesh Dandala, A Naidu.   

Abstract

Ceftizoxime sodium is a parenteral beta-lactamic antibacterial drug. In the synthesis of ceftizoxime sodium, eight process related impurities were detected in HPLC analysis. Pure impurities obtained by both synthesis and preparative HPLC were co-injected with ceftizoxime sample to confirm the retention times in HPLC. The impurities were characterized as, (6R,7R)-7-amino-3-cephem-4-carboxylic acid (impurity I); (6R,7R)-7-[(Z)-2-(2-amino-4-thiazolyl)-2-(methoxyimino)acetamido]-3-cephem-1-oxo-4-carboxylic acid (impurity II); (4RS,6R,7R)-7-[(Z)-2-(2-amino-4-thiazolyl)-2-(methoxyimino) acetamido]-3,4-dihydro-3-cephem-4-carboxylic acid (impurity III); (6R,7R)-7-[(E)-2-(2-amino-4-thiazolyl)-2-(methoxyimino)acetamido]-3-cephem-4-carboxylic acid (impurity IV); (6R,7R)-7-[(Z)-2-(2-amino-4-thiazolyl)-2-(methoxyimino)acetamido]-3-cephem-N-(3-cephem-4-carboxy-7-yl)-4-carboxamide (impurity V); (6R,7R)-7-[(Z)-2-[[(Z)-2-(2-amino-4-thiazolyl)-2-(methoxyimino)acetylamino]thiazol-4-yl]-2-methoxyiminoacetamido]-3-cephem-4-carboxylic acid (impurity VI); 2-mercaptobenzothiazole (impurity VII) and 2-mercapto benzothiazolyl [(Z)-2-(2-amino-4-thiazolyl)-2-methoxyimino] acetate (impurity VIII). Structural elucidation of all impurities by spectral data ((1)H NMR, (13)C NMR, MS and IR) has been discussed.

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Year:  2006        PMID: 16950586     DOI: 10.1016/j.jpba.2006.07.031

Source DB:  PubMed          Journal:  J Pharm Biomed Anal        ISSN: 0731-7085            Impact factor:   3.935


  3 in total

1.  Validation and Application of an LC-MS-MS Method for the Determination of Ceftizoxime in Human Serum and Urine.

Authors:  Lu Wang; Xin Zheng; Wen Zhong; Jia Chen; Ji Jiang; Pei Hu
Journal:  J Chromatogr Sci       Date:  2016-02-18       Impact factor: 1.618

2.  A Multidisciplinary Investigation to Determine the Structure and Source of Dimeric Impurities in AMG 517 Drug Substance.

Authors:  Maria Victoria Silva Elipe; Zhixin Jessica Tan; Michael Ronk; Tracy Bostick
Journal:  Int J Anal Chem       Date:  2008-12-17       Impact factor: 1.885

3.  Characterization of impurities in cefpodoxime proxetil using LC-MS (n).

Authors:  Jin Li; Dousheng Zhang; Changqin Hu
Journal:  Acta Pharm Sin B       Date:  2014-07-14       Impact factor: 11.413

  3 in total

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