Optimization of reaction parameters for the electrochemical oxidation of lidocaine with a Design of Experiments approach. (20th July 2015)

• Record Type: Journal Article
• Authors: Gul, Turan; Bischoff, Rainer; Permentier, Hjalmar P.
• Is Part Of: Electrochimica acta. Volume 171(2015)
• Page Start: 23
• Page End: 28
• Publication Date: 2015-07-20
• Subjects: Design of Experiments (DOE) -- Drug metabolism -- Electrochemical synthesis -- Lidocaine -- N-dealkylation; Electrochemistry -- Periodicals; Electrochemistry, Industrial -- Periodicals; 541.37
• DOI: 10.1016/j.electacta.2015.04.160
• Languages: English
• ISSNs: 0013-4686

Abstract

Highlights: A two-step DOE strategy is efficient to optimize EC drug metabolite synthesis A glassy carbon electrode is best for production of N-dealkylated lidocaine High pH (12) and potential (1.5 V) favor synthesis of the N-dealkylation product N-dealkylation reaction is completely blocked at a solvent pH lower than 1.5 Abstract: Identification of potentially toxic oxidative drug metabolites is a crucial step in the development of new drugs. Electrochemical methods are useful to study oxidative drug metabolism, but are not widely used to synthesize metabolites for follow-up studies. Careful optimization of reaction parameters is important for scaling up the electrochemical synthesis of metabolites. In the present study, lidocaine was used as a drug compound in order to optimize electrochemical reaction parameters employing a design of experiments approach to improve the yield of N-dealkylated lidocaine, a major in vivo metabolite. pH and electrode material were found to have a major effect on the final yield.