methimazole   Click here for help

GtoPdb Ligand ID: 6649

Synonyms: Tapazole® | Thiamazole®
Approved drug PDB Ligand Immunopharmacology Ligand
methimazole is an approved drug (FDA (1950))
Compound class: Synthetic organic
Comment: Methimazole is a thioamide antithyroid drug which acts as a thyroperoxidase inhibitor and reduces serum CXCL10 (a chemokine that participates in the self-perpetuation of the inflammatory processes in patients with autoimmune thyroid disease) from thyrocytes [1].
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2D Structure
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Physico-chemical Properties
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Hydrogen bond acceptors 1
Hydrogen bond donors 0
Rotatable bonds 0
Topological polar surface area 56.62
Molecular weight 114.03
XLogP 0.65
No. Lipinski's rules broken 0
SMILES / InChI / InChIKey
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Canonical SMILES Cn1ccnc1S
Isomeric SMILES Cn1ccnc1S
InChI InChI=1S/C4H6N2S/c1-6-3-2-5-4(6)7/h2-3H,1H3,(H,5,7)
InChI Key PMRYVIKBURPHAH-UHFFFAOYSA-N
No information available.
Summary of Clinical Use Click here for help
Used in the treatment of hyperthyroidism, goiter, Graves disease and psoriasis.
Mechanism Of Action and Pharmacodynamic Effects Click here for help
Inhibits the action of the enzyme thyroid peroxidase and thereby inhibits the conversion of iodide to iodine. Also reduces CXCL10 levels producing and anti-inflammatory effect.