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American Chemical Society, Journal of Medicinal Chemistry, 13(51), p. 4050-4053

DOI: 10.1021/jm8001857

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Interaction of Methimazole with I2: X-ray Crystal Structure of the Charge Transfer Complex Methimazole−I2. Implications for the Mechanism of Action of Methimazole-Based Antithyroid Drugs

Journal article published in 2008 by Francesco Isaia, M. Carla Aragoni, M. Carla Aragoni, Massimiliano Arca, Francesco Demartin, Francesco A. Devillanova, Giovanni Floris, Alessandra Garau, Michael B. Hursthouse, Vito Lippolis, Rosaria Medda ORCID, Fabio Oppo, Marilena Pira, Gaetano Verani
This paper was not found in any repository, but could be made available legally by the author.
This paper was not found in any repository, but could be made available legally by the author.

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Abstract

The antithyroid drug methimazole (MMI) reacts with molecular iodine to form, in a multistep process, 1-methylimidazole as final product. In this process, the charge transfer complex MMI-I 2 and the ionic disulfide [(C 4H 6N 2S-) 2] (2+) ( 1, dication MMI disulfide) have been isolated and their X-ray crystal structures solved. Dication MMI disulfide perchlorate acts effectively both in reducing I 2 to I (-) ions and in showing antioxidant properties in inactivating the enzyme lactoperoxidase compound I.