Famotidine sulfoxide is a structurally related oxidation derivative of famotidine, characterized by the sulfoxide functional group (S=O) formed via oxidation of the thiazole ring's sulfur atom. The compound retains the core 4-(4-amidinophenyl)-2-(5-ethyl-1H-imidazol-2-yl)thiazole scaffold, with the thiazole S-atom substituted as a sulfoxide (R-S(O)-R'). This impurity arises during oxidative degradation pathways or synthetic over-oxidation processes. It serves as a critical HPLC reference standard for quantifying oxidation-related impurities in famotidine drug substance and product stability studies.
On RequestC1=C(N=C(S1)N=C(N)N)CS(=O)CC/C(=N/S(=O)(=O)N)/N
InChI=1S/C8H15N7O3S3/c9-6(15-21(12,17)18)1-2-20(16)4-5-3-19-8(13-5)14-7(10)11/h3H,1-2,4H2,(H2,9,15)(H2,12,17,18)(H4,10,11,13,14)
LAZSSGBZNCVJCB-UHFFFAOYSA-N