methimazole

Also known as 1-methylimidazole-2(3H)-thione, thiamazole, 1-methyl-1,3-dihydro-2H-imidazole-2-thione

Thiamazole, also known as methimazole, is a medication used to treat hyperthyroidism. This includes Graves' disease, toxic multinodular goiter, and thyrotoxic crisis. It is taken by mouth. Full effects may take a few weeks to occur.

Chemical data

Formula: C4H6N2S
Molecular weight: 114.17 g/mol
IUPAC name: 3-methyl-1H-imidazole-2-thione
SMILES: CN1C=CNC1=S
InChIKey: PMRYVIKBURPHAH-UHFFFAOYSA-N
XLogP: -0.3
Polar surface area: 47.4 Å²
H-bond donors: 1
H-bond acceptors: 1
Formal charge: 0

via PubChem

Wikidata facts

Mass: 114.025

Show 7 more facts

chemical formula: C₄H₆N₂S
World Health Organisation international non-proprietary name: thiamazole
canonical SMILES: CN1C=CNC1=S
defined daily dose: 10
melting point: 145.5
stylized name: methIMAzole
Commons category: Thiamazole

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Article

10 sections

Contents

Medical uses
Adverse effects
Interaction
Mechanism of action
Chemical properties
Laboratory synthesis
Manufacture
History
Veterinary uses
References

Common side effects include itchiness, hair loss, nausea, muscle pain, swelling, and abdominal pain. Severe side effects may include low blood cell counts, liver failure, and vasculitis. Use is not recommended during the first trimester of pregnancy due to the risk of congenital anomalies, but it may be used in the second trimester or third trimester. It may be used during breastfeeding. Those who developed significant side effects may also have problems with propylthiouracil. Thiamazole is a cyclic thiourea derivative that works by decreasing the production of thyroid hormones.