1. Structural identification and characterization of impurities in ceftizoxime sodium
- Author
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Ch. Bharathi, Rama Shankar, V. Janardhana Rao, Ramesh Dandala, Ch.S. Prasad, D. Vijaya Bharathi, and Andra Naidu
- Subjects
Quality Control ,Spectrometry, Mass, Electrospray Ionization ,Magnetic Resonance Spectroscopy ,Clinical Biochemistry ,Analytical chemistry ,Pharmaceutical Science ,High-performance liquid chromatography ,Analytical Chemistry ,Impurity ,Tandem Mass Spectrometry ,Drug Discovery ,Ceftizoxime ,Spectroscopy, Fourier Transform Infrared ,medicine ,Technology, Pharmaceutical ,Spectroscopy ,Chromatography, High Pressure Liquid ,Antibacterial agent ,Molecular Structure ,Chemistry ,Nuclear magnetic resonance spectroscopy ,Carbon-13 NMR ,Anti-Bacterial Agents ,Pharmaceutical Preparations ,Proton NMR ,Ceftizoxime Sodium ,Drug Contamination ,medicine.drug ,Nuclear chemistry - 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.
- Published
- 2006