Document Detail

Identification of imatinib mesylate degradation products obtained under stress conditions.
MedLine Citation:
PMID:  17307328     Owner:  NLM     Status:  MEDLINE    
In this paper, the decomposition of imatinib mesylate (ImM) under hydrolytic (neutral, acidic, alkaline), oxidative and photolytic conditions was studied. The imatinib mesylate is practically photostable and stable under neutral conditions. The main degradation products under acidic and alkaline conditions are compounds: 4-methyl-N3-(4-pyridin-3-yl-pyrimidyn-2-yl)-benzene-1,3-diamine (2) and 4-(4-methyl-piperazin-1-ylmethyl)-benzoic acid (3). The main degradation products under oxidation conditions, i.e. 4-[(4-methyl-4-oxido-piperazin-1-yl)-methyl]-N-[4-methyl-3-(4-pyridin-3-yl-pyrimidin-2-ylamino)-phenyl]-benzamide (6), 4-[(4-methyl-1-oxido-piperazin-1-yl)-methyl]-N-[4-methyl-3-(4-pyridin-3-yl-pyrimidin-2-ylamino)-phenyl]-benzamide (7) and 4-[(4-methyl-1,4-dioxido-piperazin-1-yl)-methyl]-N-[4-methyl-3-(4-pyridin-3-yl-pyrimidin-2-ylamino)-phenyl]-benzamide (8), were isolated from the reaction mixtures and identified by the HPLC, 1H NMR and MS techniques. During stress study the suitability of the proposed HPLC method to control purity of the samples was verified.
W J Szczepek; B Kosmacińska; A Bielejewska; W Łuniewski; M Skarzyński; D Rozmarynowska
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Publication Detail:
Type:  Journal Article     Date:  2007-01-12
Journal Detail:
Title:  Journal of pharmaceutical and biomedical analysis     Volume:  43     ISSN:  0731-7085     ISO Abbreviation:  J Pharm Biomed Anal     Publication Date:  2007 Apr 
Date Detail:
Created Date:  2007-03-27     Completed Date:  2007-06-18     Revised Date:  2008-11-21    
Medline Journal Info:
Nlm Unique ID:  8309336     Medline TA:  J Pharm Biomed Anal     Country:  England    
Other Details:
Languages:  eng     Pagination:  1682-91     Citation Subset:  IM    
Pharmaceutical Research Institute, Rydygiera 8, 01-793 Warsaw, Poland.
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MeSH Terms
Antineoplastic Agents / analysis*,  chemistry*
Chromatography, High Pressure Liquid
Drug Stability
Hot Temperature
Hydrogen-Ion Concentration
Mass Spectrometry
Molecular Structure
Nuclear Magnetic Resonance, Biomolecular
Piperazines / analysis*,  chemistry*
Protein Kinase Inhibitors / analysis*,  chemistry*
Pyrimidines / analysis*,  chemistry*
Reproducibility of Results
Sensitivity and Specificity
Spectrophotometry, Ultraviolet
Spectroscopy, Fourier Transform Infrared
Stress, Mechanical
Time Factors
Water / chemistry
Reg. No./Substance:
0/Antineoplastic Agents; 0/Piperazines; 0/Protein Kinase Inhibitors; 0/Pyrimidines; 152459-95-5/imatinib; 7732-18-5/Water

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