Structure via PubChem · Public domain (PubChem)
methimazole
Sign in to saveAlso 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 Ų
- H-bond donors
- 1
- H-bond acceptors
- 1
- Formal charge
- 0
via PubChem
Drug data · ChEMBL
- Max clinical phase
- Approved
- Molecule type
- Small molecule
- First approval
- 1950
- Admin. routes
- oral
- Indications
- dermatomyositis, glioblastoma multiforme, Graves ophthalmopathy, Abnormality of the thyroid gland
via ChEMBL · EBI
Wikidata facts
- Subclass of
- heterocyclic compound
- Mass
- 114.025
- Has use
- medication
Show 9 more facts
- chemical formula
- C₄H₆N₂S
- medical condition treated
- hyperthyroidism
- World Health Organisation international non-proprietary name
- thiamazole
- canonical SMILES
- CN1C=CNC1=S
- defined daily dose
- 10
- melting point
- 145.5
- has characteristic
- bitterness
- stylized name
- methIMAzole
- Commons category
- Thiamazole
via Wikidata · CC0
~7 min read
Encyclopedic overview
10 sectionsContents
- Medical uses
- Adverse effects
- Interaction
- Mechanism of action
- Chemical properties
- Laboratory synthesis
- Manufacture
- History
- Veterinary uses
- References
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.
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.
Excerpted from Wikipedia’s “methimazole” article, available under the CC BY-SA 4.0 licence.