M. Garner et al., THE STRUCTURE OF METHIMAZOLE AND ITS CONSEQUENCES FOR CURRENT THERAPEUTIC MODELS OF GRAVES-DISEASE, Bioorganic & medicinal chemistry letters, 4(11), 1994, pp. 1357-1360
NMR spectroscopy indicates that the structure of methimazole is best r
epresented as a thione rather than as a thiol. This structure is predi
cted by molecular orbital calculations to be the more stable form both
in aqueous solution and in lipid. As a consequence, the use of Carbim
azole and Propylthiouracil in the threatment of Graves' disease may re
ly on the hitherto unconsidered chemistry of thiones rather than thiol
s.