Structural characterization of impurities in pioglitazone

In the pioglitazone bulk drug three prominent impurities I-III were detected up to concentrations of 0.1% (ranging from 0.05-0.1%) by reversed phase HPLC. These impurities were isolated from enriched mother liquor samples and characterized as 5-(4-hydroxybenzyl)-1,3-thiazolidine-2,4-dione (I) 5-(4-f...

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Veröffentlicht in:	Pharmazie 2004-11, Vol.59 (11), p.836-839
Hauptverfasser:	Kumar, Y. R., Reddy, A. R., Eswaraiah, S., Mukkanti, K., Reddy, M. S. N., Suryanarayana, M. V.
Format:	Artikel
Sprache:	eng
Schlagworte:	Chromatography, High Pressure Liquid Drug Contamination Hypoglycemic Agents - chemical synthesis Hypoglycemic Agents - chemistry Magnetic Resonance Spectroscopy Mass Spectrometry Spectrophotometry, Infrared Spectroscopy, Fourier Transform Infrared Thiazolidinediones - chemical synthesis Thiazolidinediones - chemistry
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Zusammenfassung:	In the pioglitazone bulk drug three prominent impurities I-III were detected up to concentrations of 0.1% (ranging from 0.05-0.1%) by reversed phase HPLC. These impurities were isolated from enriched mother liquor samples and characterized as 5-(4-hydroxybenzyl)-1,3-thiazolidine-2,4-dione (I) 5-(4-fluorobenzyl)-1,3-thiazolidine-2,4-dione (II), 2-[2-(4-bromophenoxy) ethyl-5-ethyl pyridine (III) based on their 1H, and 13C NMR, DEPT, Mass and IR spectral data. Structure elucidation and synthesis of these impurities is discussed.
ISSN:	0031-7144