Abstract
The degradation kinetics of 2-acetylthiomethyl-3-(4-methylbenzoyl)propionic acid (KE-298; 1) in aqueous solution were studied. Compound 1 followed pseudo-first-order degradation kinetics at constant pH and temperature, and yielded four types of degradation products. Analysis of the degradation rate-pH profile suggested that specific acid catalysis of unionized and ionized species, water catalysis of ionized species and specific base catalysis of ionized species occur for 1. The degradation products of 1 were identified by HPLC and LC-MS, and the degradation pathways of 1 were clarified. Since 2-mercaptomethyl-3-(4-methylbenzoyl)propionic acid (KE-758; 2), one of the degradation products of 1, has chelating ability, the degradation pathway of 1 in aqueous solution was altered by the addition of certain metal ions, e.g., copper(II) ion, to the reaction solution.
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