Characterisation of degradation products of tegoprazan by LC-MS and GC-MS

Tegoprazan is a novel orally active potassium-competitive acid blocker (P-CAB), capable of binding to the K+ binding site of H+/K+-ATPase in a reversible way to inhibit gastric acid secretion. Tegoprazan has been approved for treating acid-related diseases. In this study, stress testings of tegoprazan were performed under various conditions, including hydrolysis (acidic, alkaline, and neutral), oxidation, photolysis, and thermal stress. Tego-prazan showed instability in acidic, alkaline, and oxidative conditions. Eight degradation products (DPs) were identified. The DPs were characterized by LC-HRMS, LC-MSn, or GC-Q-TOF-MS. Meanwhile, DP-1, DP-2 and DP-3 were successfully synthesized and confirmed by NMR. The degradation pathway of tegoprazan was summarized. To the best of our knowledge, this is the first study on the forced degradation of tegoprazan.

Automated summary

This study investigated the stress testing of Tegoprazan under various conditions, including hydrolysis, oxidation, photolysis, and thermal stress. The results showed that Tegoprazan exhibits instability in acidic, alkaline, and oxidative conditions, and eight degradation products were identified. The synthesis and confirmation of DP-1, DP-2, and DP-3 were successfully achieved, and the degradation pathway of Tegoprazan was summarized. To the best of our knowledge, this is the first study on the forced degradation of Tegoprazan.