Kinetics and mechanism investigation of electro-oxidation of mesalazine drug in the presence of arylsulfinic acid

In this research, the electrochemical oxidation of mesalazine was investigated in presence and absence of benzenesulfinic acid and 4-toluenesulfinic acid as a nucleophile using cyclic voltammetry and controlled-potential coulometry. The results indicate that quinoneimine generated by oxidation of mesalazine, participates in reaction with arylsulfinic acids via Michael addition reaction in a ECC electrochemical mechanism pattern. To approve the proposed ECC mechanism, electrochemical synthesis of oxidation of mesalazine was also performed in the presence of benzenesulfinic acid and the obtained product, was identified by of FT-IR and mass spectrometry spectra. Homogenous rate constants (kobs) of Michael addition reaction for quinoneimine generated by oxidation of mezalasine with arylsulfinic acids, were estimated by cyclic voltamogram digital simulation method

Electrosynthesis of Clozapine Drug Derivative via an EC Electrochemical Mechanism

The fact that oxidation, as one of the main routes of phase I metabolism of drugs, follows by conjugation reactions, and also formation of nitrenium ion as one of the clozapine oxidation products, directed us to investigate the oxidation of clozapine (CLZ) in the presence of nucleophile. The oxidation of clozapine (CLZ) has been studied on a glassy carbon electrode in the absence and presence of 2-thiobarbituric acid (TBA) as nucleophile in aqueous medium by means of cyclic voltammetry and on the graphite rods in controlled-potential coulometry. Cyclic voltammetry studies were realized for CLZ in the pHs 1.0 to 8.0. Results indicate that the electrochemical behavior of CLZ depends on the pH. Based on the obtained electrochemical results, an ECE mechanism was proposed to explain the electrochemical oxidation of CLZ. The results revealed that oxidized CLZ participates in Michael type addition reaction with TBA and via an EC mechanism converts to the corresponding new dibenzodiazepin derivatives. The product has been characterized by IR, 1H NMR, 13C NMR and MS