Product Name

Methimazole

CAS Number

60-56-0

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Product Name:
Methimazole
CAS Number:
60-56-0
Indication:
For the treatment of hyperthyroidism, goiter, Graves disease and psoriasis.
Mode of Action:

Methimazole binds to thyroid peroxidase and thereby inhibits the conversion of iodide to iodine. Thyroid peroxidase normally converts iodide to iodine (via hydrogen peroxide as a cofactor) and also catalyzes the incorporation of the resulting iodide molecule onto both the 3 and/or 5 positions of the phenol rings of tyrosines found in thyroglobulin. Thyroglobulin is degraded to produce thyroxine (T4) and tri-iodothyronine (T3), which are the main hormones produced by the thyroid gland. So methimazole effectively inhibits the production of new thyroid hormones.

Pharmacodynamics:

Used in the treatment of hyperthyroidism or an overactive thyroid gland, methimazole inhibits the synthesis of thyroid hormones and thus is effective in the treatment of hyperthyroidism. It may also be used to ameliorate hyperthyroidism in preparation for subtotal thyroidectomy or radioactive iodine therapy.

Metabolism:

Primarily hepatic. Metabolized rapidly, requiring frequent administration.

Toxicity:

Oral LD50 in rats is 2250 mg/kg. Symptoms of overdose include nausea, vomiting, epigastric distress, headache, fever, joint pain, pruritus, and edema. Aplastic anemia (pancy-topenia) or agranulocytosis may be manifested in hours to days. Less frequent events are hepatitis, nephrotic syndrome, exfoliative dermatitis, neuropathies, and CNS stimulation or depression.

IUPAC:
1-methyl-2, 3-dihydro-1H-imidazole-2-thione
ATC:
H03BB02
PubChem:
1349907
DrugBank:
DB00763 (APRD00002)
Formula:
C22H30O5
Molecular Mass:
114.169
Synonyms:
Mercaptazole Mercasolyl Mercazole Mercazolyl Merkazolil Metazolo Methamazole Methiamazole Methimazol Metothyrin Metothyrine Thiamazol Thiamazole Thimazole Thymidazol Thymidazole
SMILES:
CN1C=CNC1=S
AHFS Code:
08:36.1
InChi:
PMRYVIKBURPHAH-UHFFFAOYSA-N

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