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-I2 and the ionic disulfide [(C4H6N2S–)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 I2 to I- ions and in showing antioxidant properties in inactivating the enzyme lactoperoxidase compound I.

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 / F. Isaia, M. C. Aragoni, M. Arca, F. Demartin, F. A. Devillanova, G. Floris, A. Garau, M. B. Hursthouse, V. Lippolis, R. Medda, F. Oppo, M. Pira, G. Verani. - In: JOURNAL OF MEDICINAL CHEMISTRY. - ISSN 0022-2623. - 51:13(2008), pp. 4050-4053.

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

F. Demartin;
2008

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-I2 and the ionic disulfide [(C4H6N2S–)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 I2 to I- ions and in showing antioxidant properties in inactivating the enzyme lactoperoxidase compound I.
Methimazole ; Antithyroid Drugs
Settore CHIM/03 - Chimica Generale e Inorganica
2008
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Utilizza questo identificativo per citare o creare un link a questo documento: https://hdl.handle.net/2434/145007
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