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Interaction of Methimazole with I<sub>2</sub>: X-ray Crystal Structure of the Charge Transfer Complex Methimazole−I<sub>2</sub>. Implications for the Mechanism of Action of Methimazole-Based Antithyroid Drugs
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2008
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Medicinal ChemistryDication Mmi DisulfideBiochemistryNatural SciencesMedicineMechanism Of ActionAntithyroid Drug MethimazoleMolecular IodineX-ray Crystal StructureChemistryPharmacologyMethimazole-based Antithyroid DrugsPharmaceutical ChemistryDrug DiscoveryInorganic Compound
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.