Photochemical and Chemical Oxidation of Mexiletine and Tocainide. Structure Elucidation of the Major Products
| Autor: | Mihály Takács, Zsuzsa Mikó-Hideg, Vámos J, Gábor Tóth |
|---|---|
| Rok vydání: | 2000 |
| Předmět: |
Magnetic Resonance Spectroscopy
Photochemistry medicine.drug_class Tocainide Pharmaceutical Science Mexiletine Carboxamide chemistry.chemical_compound Diazepine chemistry Drug Discovery Oxidizing agent medicine Organic chemistry Oxazepine Anti-Arrhythmia Agents Oxidation-Reduction Derivative (chemistry) Chemical decomposition medicine.drug |
| Zdroj: | Archiv der Pharmazie. 333:48-52 |
| ISSN: | 1521-4184 0365-6233 |
| DOI: | 10.1002/(sici)1521-4184(200002)333:2/3<48::aid-ardp48>3.0.co;2-n |
| Popis: | Mexiletine (mex) and tocainide (toc) are antiarrhythmic drugs of closely related structure. Several degradation products are formed by interaction with both light and oxidizing agents in the case of mex, and only by oxidants with toc. On the basis of the identified structures, the decomposition reactions can be classified into two types (Scheme 1). Type I is an oxidative cyclization reaction producing the oxazepine derivative 1 from mex and the diazepine derivative 3 from toc. In reaction type II side chain oxidized products (2 or 4 and 5) are formed. While tocainide.HCl has proved to be photostable, in solid mexiletine HCl the oxazepine derivative was observed after several days' exposure to direct sunlight. The pharmacopoeias (Ph.Eur.3, USP 23), however, do not prescribe light-protection for mex.HCl. |
| Databáze: | OpenAIRE |
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