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Electrochemical oxidation of fesoterodine and identification of its oxidation products using liquid chromatography and mass spectrometry
Název česky | Elektřrochemická oxidace fesoterodinu a identifikace jeho oxidačních produktů |
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Autoři | |
Rok publikování | 2015 |
Druh | Článek v odborném periodiku |
Časopis / Zdroj | Electrochimica Acta |
Fakulta / Pracoviště MU | |
Citace | |
Doi | http://dx.doi.org/10.1016/j.electacta.2015.01.190 |
Obor | Elektrochemie |
Klíčová slova | Fesoterodine; Oxidation; Hydrolysis; Voltammetry; Mass spectrometry |
Popis | The electrochemical behavior of fesoterodine (FES), an antimuscarinic drug used for the treatment of urge incontinence and overactive bladder, was investigated using linear sweep and cyclic voltammetry at a stationary and rotating disc glassy carbon electrodes. A single two-electron anodic signal of FES was observed in neutral buffered aqueous methanolic solutions. Kinetics of alkaline hydrolysis of FES to its active metabolite 5-hydroxymethyl tolterodine was investigated by time dependent linear sweep voltammetry. Controlled potential electrolysis of FES solutions was performed at platinum gauze electrode in aqueous-methanolic media. Electrolyzed solutions were analyzed using ultra performance liquid chromatography with electrospray ionization quadrupole time-of-flight mass spectrometry. Two main products of electrochemical oxidation of fesoterodine were identified as 5-formyl fesoterodine (isobutyric acid 2-(3-diisopropylamino-1-phenyl-propyl)-4-formyl-phenyl ester) and N-desisopropylated fesoterodine (isobutyric acid 4-hydroxymethyl-2-(3-isopropylamino-1-phenyl-propyl)-phenyl ester). The mechanism of the electrochemical oxidation of FES has been proposed and confirmed using on-line electrochemistry/mass spectrometry with porous glassy carbon electrode. (C) 2015 Elsevier Ltd. All rights reserved. |