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Encyclopedia > Methimazole
Methimazole
Systematic (IUPAC) name
1-methyl-3H-imidazole-2-thione
Identifiers
CAS number 60-56-0
ATC code  ?
PubChem 1349907
DrugBank APRD00002
Chemical data
Formula C4H6N2S 
Mol. mass 114.17 g/mol
Physical data
Melt. point 146 °C (295 °F)
Solubility in water 2.75 mg/mL (20 °C)
Pharmacokinetic data
Bioavailability 93%
Protein binding None
Metabolism Hepatic
Half life 5-6 hours
Excretion Renal
Therapeutic considerations
Pregnancy cat.

D (US) Not to be confused with methimazole . ... IUPAC nomenclature is a system of naming chemical compounds and of describing the science of chemistry in general. ... CAS registry numbers are unique numerical identifiers for chemical compounds, polymers, biological sequences, mixtures and alloys. ... The Anatomical Therapeutic Chemical Classification System is used for the classification of drugs. ... PubChem is a database of chemical molecules. ... The DrugBank database available at the University of Alberta is a unique bioinformatics and cheminformatics resource that combines detailed drug (i. ... A chemical formula is an easy way of expressing information about the atoms that constitute a particular chemical compound. ... For other uses, see Carbon (disambiguation). ... This article is about the chemistry of hydrogen. ... General Name, symbol, number nitrogen, N, 7 Chemical series nonmetals Group, period, block 15, 2, p Appearance colorless gas Standard atomic weight 14. ... This article is about the chemical element. ... The molecular mass (abbreviated Mr) of a substance, formerly also called molecular weight and abbreviated as MW, is the mass of one molecule of that substance, relative to the unified atomic mass unit u (equal to 1/12 the mass of one atom of carbon-12). ... The melting point of a solid is the temperature range at which it changes state from solid to liquid. ... Solubility is a chemical property referring to the ability for a given substance, the solute, to dissolve in a solvent. ... This article is about the properties of water. ... In pharmacology, bioavailability is used to describe the fraction of an administered dose of unchanged drug that reaches the systemic circulation, one of the principal pharmacokinetic properties of drugs. ... A drugs efficacy may be affected by the degree to which it binds to the proteins within blood plasma. ... Drug metabolism is the metabolism of drugs, their biochemical modification or degradation, usually through specialized enzymatic systems. ... The liver is the largest internal organ in the human body, and is an organ present in vertebrates and some other animals. ... The biological half-life of a substance is the time required for half of that substance to be removed from an organism by either a physical or a chemical process. ... The kidneys are important excretory organs in vertebrates. ... The kidneys are the organs that filter wastes (such as urea) from the blood and excrete them, along with water, as urine. ... The pregnancy category of a pharmaceutical agent is an assessment of the risk of fetal injury due to the pharmaceutical, if it is used as directed by the mother during pregnancy. ...

Legal status

-only(US) The regulation of therapeutic goods, that is drugs and therapeutic devices, varies by jurisdiction. ... Zoloft, an antidepressant and antianxiety medication A prescription drug is a licensed medicine that is regulated by legislation to require a prescription before it can be obtained. ... For other uses of terms redirecting here, see US (disambiguation), USA (disambiguation), and United States (disambiguation) Motto In God We Trust(since 1956) (From Many, One; Latin, traditional) Anthem The Star-Spangled Banner Capital Washington, D.C. Largest city New York City National language English (de facto)1 Demonym American...

Routes Oral

Methimazole (also known as Tapazole) is an antithyroid drug similar in action to propylthiouracil, and part of the thioamide group. In pharmacology and toxicology, a route of administration is the path by which a drug, fluid, poison or other substance is brought into contact with the body. ... For other uses, see Thyroid cartilage. ... This article does not cite any references or sources. ... Propylthiouracil is a thioamide drug used to treat hyperthyroidism. ...

Contents

Indications

Methimazole is a drug used to treat hyperthyroidism, a condition that usually occurs when the thyroid gland is producing too much thyroid stimulating hormone. It is also taken before thyroid surgery or radioactive iodine therapy, to lower thyroid hormone levels and minimize the effects of thyroid manipulation. Hyperthyroidism (or overactive thyroid gland) is the clinical syndrome caused by an excess of circulating free thyroxine (T4) or free triiodothyronine (T3), or both. ...


Mechanism of action

Thioamides inhibit many steps in the synthesis of thyroid hormones, including the addition of iodide to thyroglobulin by the enzyme thyroperoxidase, a necessary step in the synthesis of thyroxine. Thyroglobulin is a protein secreted by the thyroid gland. ...


Notably, they do not inhibit the action of the sodium-dependent iodide transporter located on follicular cells' basolateral membranes. Inhibition of this step requires competitive inhibitors such as perchlorate and thiocyanate. Perchlorates are the salts derived from perchloric acid (HClO4). ... The structure and bonding of the thiocyanate ion Thiocyanate (also known as sulphocyanate or thiocyanide) is the anion, [SCN]−. Common compounds include the colourless salts potassium thiocyanate and sodium thiocyanate. ...


Adverse effects

Although side effects from methimazole are not common (~5%), they can occur. Healthcare providers need to be notified immediately if fever or sore throat develop while taking methimazole; this could indicate the development of agranulocytosis, an uncommon but severe side effect resulting from a drop in the white blood cell count (specifically, neutropenia, a deficiency of neutrophils). A complete blood count (CBC) with differential is performed to confirm the suspicion, in which case the drug is discontinued. Administration of recombinant human granulocyte colony-stimulating factor (rhG-CSF) may increase recovery. White Blood Cells redirects here. ... Neutropenia (or neutropaenia, adjective neutrop(a)enic) is a hematological disorder characterized by an abnormally low number of neutrophil granulocytes (a type of white blood cell). ... Granulocyte-Colony Stimulating Factor (G-CSF) is a glycoprotein, growth factor or cytokine produced by a number of different tissues to stimulate the bone marrow to produce granulocytes. ...


Other side effects include

  • skin rash
  • itching
  • abnormal hair loss
  • upset stomach
  • vomiting
  • loss of taste
  • abnormal sensations (tingling, prickling, burning, tightness, and pulling)
  • swelling
  • joint and muscle pain
  • drowsiness
  • dizziness
  • decreased white blood cells
  • decreased platelets

Drug interactions

Before taking Methimazole

  • Tell your healthcare provider and pharmacist if you are allergic to methimazole, propylthiouracil, lactose, or any other drugs.
  • Tell your healthcare provider and pharmacist what prescription and nonprescription medications you are taking, especially anticoagulants ('blood thinners') such as warfarin (Coumadin), beta blockers such as propranolol (Inderal), diabetes medications, digoxin (Lanoxin), theophylline (Theobid, Theo-Dur), and vitamins.
  • Tell your healthcare provider if you have or have ever had any blood disease, such as decreased white blood cells (leukopenia), decreased platelets (thrombocytopenia), or aplastic anemia, or liver disease (hepatitis, jaundice).
  • Tell your healthcare provider if you are pregnant, plan to become pregnant, or are breast-feeding. An alternative anti-thyroid drug, propylthiouracil is often substituted during pregnancy or breast-feeding. If you become pregnant while taking methimazole, discuss with your healthcare provider whether you should switch to propylthiouracil. Early studies suggested that methimazole may harm the fetus, although more recent studies suggest this may not be the case.
  • If you are having surgery, including dental surgery, tell the healthcare provider or dentist that you are taking Methimazole.
A section of the Anatomical Therapeutic Chemical Classification System. ... The thyroid hormones, thyroxine (T4) and triiodothyronine (T3), are tyrosine-based hormones produced by the thyroid gland. ... Levothyroxine, also known as L-thyroxine, synthetic T4 or 3,5,3,5-tetraiodo-L-thyronine, is a synthetic form of thyroxine (thyroid hormone). ... Liothyronine sodium is the L-isomer of triiodothyronine (T3), a form of thyroid hormone used to treat hypothyroidism and myxedema coma. ... Tiratricol (also known as TRIAC) is a thyroid hormone analogue. ... Desiccated thyroid or thyroid extract, refers to porcine (or mixed beef and pork) thyroid glands, dried and powdered for therapeutic use. ... Thiouracil refers both to a specific molecule consisting of a sulfated uracil, and a family of molecules based upon that structure. ... Methylthiouracil is an antithyroid preparation. ... Propylthiouracil is a thioamide drug used to treat hyperthyroidism. ... Benzylthiouracil (BTU) is an antithyroid preparation. ... Carbimazole is used to treat hyperthyroidism. ... Perchlorates are the salts derived from perchloric acid (HClO4). ... Potassium perchlorate, a perchlorate salt with the chemical formula KClO4, is a strong oxidizer. ... Diiodotyrosine is a precursor of thyroid hormone. ... Dibromotyrosine is an antithyroid preparation. ...

  Results from FactBites:
 
The Effect of Methimazole on Thyroid Uptake of Pertechnetate and Radioiodine in Normal Cats (899 words)
Administration of methimazole prior to radioiodine treatment is recommended by some clinicians so that cats have relief from the hyperthyroid state for several weeks in order to evaluate renal function and make the cats more stable medically for isolation during treatment.
Radioiodine treatment is not reversible, as is methimazole dosage, and effective treatment of hyperthyroidism in a cat with concurrent renal failure may result in decreased glomerular filtration and uncompensated renal failure.
Methimazole treatment and recent withdrawal prior to radioiodine treatment risks uptake by normal thyroid tissue and tissue destruction that would otherwise not be affected by radioiodine.
Tapazole Pharmacology, Pharmacokinetics, Studies, Metabolism - Methimazole - RxList Monographs (186 words)
Methimazole inhibits the synthesis of thyroid hormones and thus is effective in the treatment of hyperthyroidism.
The actions and use of methimazole are similar to those of propylthiouracil.
Methimazole is readily absorbed from the gastrointestinal tract.
  More results at FactBites »

 
 

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