Methimazole-Related Substances: Structural Characterization and In Silico Toxicity Assessment

Štefan, Leo; Đilović, Ivica; Saftić Martinović, Lara; Vianello, Robert; Čikoš, Ana (2024) Methimazole-Related Substances: Structural Characterization and In Silico Toxicity Assessment. Crystals, 14 (12). ISSN 2073-4352

PDF - Published Version - article Available under License Creative Commons Attribution. Download (2MB)

Abstract

The continuous tightening of pharmaceutical regulations forces drug manufacturers to unambiguously characterize the substances related to the active pharmaceutical ingredients (API). Here, we report the synthesis, complete spectroscopic, chromatographic, thermal and computational characterization, as well as in silico prediction of bacterial mutagenicity for two previously reported but never fully characterized impurities of methimazole. Additionally, their structures were analyzed by single-crystal X-ray diffraction. 1-Methyl-(2-methylthio)-1H-imidazole also known as methimazole impurity C, was obtained mainly in the form of the iodide salt (C5H9 IN2S) crystallizing in monoclinic space group P21/c. The disulfide (2,2′ -disulphanylbis(1-methyl-1H-imidazole)), C8H10N4S2 ) was obtained in yellow form crystallizing in the monoclinic C2/c space group.

Item Type:	Article
Uncontrolled Keywords:	methimazole; impurity C hydroiodide; methimazole disulfide; crystal structures
Subjects:	NATURAL SCIENCES > Chemistry > Physical Chemistry NATURAL SCIENCES > Chemistry > Analytic Chemistry NATURAL SCIENCES > Chemistry > Organic Chemistry BIOMEDICINE AND HEALTHCARE > Pharmacy > Medical Biochemistry
Divisions:	Division of Organic Chemistry and Biochemistry NMR Center
Depositing User:	Ivana Vuglec
Date Deposited:	13 Oct 2025 08:18
URI:	http://fulir.irb.hr/id/eprint/9979
DOI:	10.3390/cryst14121073

Actions (login required)

View Item