Stereochemistry | ACHIRAL |
Molecular Formula | C4H6N2S |
Molecular Weight | 114.169 |
Optical Activity | NONE |
Defined Stereocenters | 0 / 0 |
E/Z Centers | 0 |
Charge | 0 |
SHOW SMILES / InChI
SMILES
CN1C=CNC1=S
InChI
InChIKey=PMRYVIKBURPHAH-UHFFFAOYSA-N
InChI=1S/C4H6N2S/c1-6-3-2-5-4(6)7/h2-3H,1H3,(H,5,7)
Methimazole (also known as Tapazole or Thiamazole or MMI) is an antithyroid drug. 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. Methimazole is used for the treatment of hyperthyroidism, goiter, Graves disease and psoriasis.
Originator
Approval Year
Cmax
AUC
T1/2
Overview
CYP3A4 | CYP2C9 | CYP2D6 | hERG |
---|---|---|---|
OverviewOther
Other Inhibitor | Other Substrate | Other Inducer |
---|---|---|
Drug as perpetrator
Sourcing
PubMed
Patents
Sample Use Guides
Usual Adult Dose for Hyperthyroidism
Initial:
Mild hyperthyroidism: 5 mg orally every 8 hours.
Moderately severe hyperthyroidism: 10 mg orally every 8 hours (up to 40 mg per day).
Severe hyperthyroidism: 20 mg orally every 8 hours.
Maintenance:
5 to 15 mg orally daily.
Route of Administration:
Oral