Structural studies on the impurities of troglitazone

• Published in: Journal of pharmaceutical and biomedical analysis Vol. 31; no. 2; pp. 271 - 281
• Main Authors: Moses Babu, J, Nageshwar, D, Ravindra Kumar, Y, Prabhakar, C, Sarma, M.R, Om Reddy, G, Vyas, K
• Format: Journal Article
• Language: English
• Published: Amsterdam Elsevier B.V 26-02-2003; Elsevier Science
• Subjects: Analysis; Biological and medical sciences; Chromans - chemistry; Chromans - isolation & purification; Chromatography, High Pressure Liquid; General pharmacology; Hypoglycemic Agents - chemistry; Hypoglycemic Agents - isolation & purification; Identification and characterization; Impurities; LC–MS; Magnetic Resonance Spectroscopy; Mass Spectrometry; Medical sciences; Molecular Structure; NMR; Pharmacology. Drug treatments; Thiazoles - chemistry; Thiazoles - isolation & purification; Thiazolidinediones; Troglitazone; X-Ray Diffraction; NMR; Identification and characterization; Impurities; Troglitazone; LC–MS; Impurity; LC - MS; HPLC chromatography; Liquid chromatography; NMR spectrometry; Thiazolidinedione derivatives; Non insulin dependent diabetes; Hypoglycemic agent; Degradation product; Mass spectrometry; Comparative study
• ISSN: 0731-7085; 1873-264X
• DOI: 10.1016/S0731-7085(02)00665-9

The impurity profile study of troglitazone has been carried out primarily by (liquid chromatography–mass spectrometry) LC–MS. Four process-related impurities have been detected by LC–MS and were confirmed by co-injection with authentic samples. Apart from the process-related impurities, two polar by-products were characterized by mass spectral data and comparison with reference samples, while one non-polar by-product and one degradation product have been isolated by means of preparative HPLC and characterized by 2D NMR and mass spectral study. Single-crystal X-ray diffraction studies have been carried out on the degradation product. The formation and characterization of these by-products and degradation product are discussed.