Mechanistic insight into the oxazoline decomposition of DFC-M, a synthetic intermediate of florfenicol
| Autor: | Chander S. Celly, Rong-Sheng Yang, Huaming Sheng, Weijuan Tang, Xiao Wang |
|---|---|
| Rok vydání: | 2019 |
| Předmět: |
Florfenicol
Spectrometry Mass Electrospray Ionization Magnetic Resonance Spectroscopy Stability study Clinical Biochemistry Pharmaceutical Science Oxazoline Analytical Chemistry chemistry.chemical_compound Drug Stability Tandem Mass Spectrometry Drug Discovery Moiety Sample preparation Oxazoles Chromatography High Pressure Liquid Spectroscopy Thiamphenicol Hplc analysis Hydrolysis Decomposition Combinatorial chemistry Drug Residues Kinetics chemistry Solvents Degradation (geology) Indicators and Reagents Chromatography Liquid |
| Zdroj: | Journal of Pharmaceutical and Biomedical Analysis. 174:235-241 |
| ISSN: | 0731-7085 |
| DOI: | 10.1016/j.jpba.2019.05.009 |
| Popis: | 2-(dichloromethyl)-5[4-(methylsulfonyl)-phenyl]-4-(fluoromethyl)-oxazoline (DFC-M, 1) is a key oxazoline-containing intermediate in commercial process for the synthesis of Florfenicol (3), a marketed broad spectrum veterinary antibiotic. DFC-M was not stable in solution due to the presence of oxazoline moiety, which provided further hindrance for analytical sample preparation and HPLC analysis. Hence, the mechanistic study on the in-solution degradation of DFC-M was carried out via online and offline UPLC-HR-ESI-MS as well as in-situ NMR, and the degradation pathways were proposed. This mechanistic information, together with the follow-up solution stability study, provided crucial information regarding the solution handling and mobile phase selection for DFC-M analysis during commercial processing. |
| Databáze: | OpenAIRE |
| Externí odkaz: |
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