Carbimazole

Carbimazole
Systematic (IUPAC) name
ethyl 3-methyl-2-sulfanylidene-imidazole-1-carboxylate
Clinical data
Trade names Neo-mercazole
AHFS/Drugs.com International Drug Names
Routes of
administration		 oral
Legal status
Legal status
  • ℞ (Prescription only)
Pharmacokinetic data
Protein binding 85%
Biological half-life 5.3h
Excretion >90%Renal
Identifiers
CAS Number 22232-54-8 YesY
ATC code H03BB01 (WHO)
PubChem CID 31072
DrugBank DB00389 YesY
ChemSpider 28829 YesY
UNII 8KQ660G60G YesY
KEGG D07616 YesY
ChEBI CHEBI:617099 YesY
ChEMBL CHEMBL508102 YesY
Chemical data
Formula C7H10N2O2S
Molar mass 186.233 g/mol
  (verify)

Carbimazole is used to treat hyperthyroidism. Carbimazole is a pro-drug as after absorption it is converted to the active form, methimazole. Methimazole prevents thyroid peroxidase enzyme from coupling and iodinating the tyrosine residues on thyroglobulin, hence reducing the production of the thyroid hormones T3 and T4 (thyroxine).

Clinical use

Therapy for hyperthyroidism generally starts at a high daily dose of 15–40 mg continued until the patient has normal thyroid function, and then reduced to a maintenance dose of 5–15 mg. Treatment is usually given for 12–18 months followed by a trial withdraw.

The onset of anti-thyroid effect is rapid but the onset of clinical effects on thyroid hormone levels in the blood is much slower. This is because the large store of pre-formed T3 and T4 in the thyroid gland and bound to thyroid binding globulin (99% bound) has to be depleted before any beneficial clinical effect occurs.

Precautions

Some people are allergic to azole(s). Some azole drugs have adverse side-effects. Some azole drugs may disrupt estrogen production in pregnancy, affecting pregnancy outcome.[1]

Carbimazole should be used judiciously in pregnancy as it crosses the placenta. It has (rarely) been associated with congenital defects, including aplasia cutis of the neonate but is not contra-indicated. However, it more predictably may cause fetal hypothyroidism so (in minimal doses) it can be used in order to control maternal hyperthyroidism. There are reported cases of goiter and choanal atresia in fetus.[2] Furthermore, breast feeding is possible but only if lowest effective dose is used and neonatal development is closely monitored.

For the above reasons, it is preferable to use PTU in pregnancy, especially in the first trimester, with the possibility of changing to Carbimazole for the second and third trimesters. [3]

Adverse effects

Whilst rashes and pruritus are common, these can often be treated with antihistamines without stopping the carbimazole. For those patients where sensitivity reactions can not be controlled, propylthiouracil may be used as an alternative; cross-sensitivity between these drugs is rare.

Its most serious rare side effect is bone marrow suppression causing neutropenia and agranulocytosis. This may occur at any stage during treatment and without warning; monitoring of white cell count is not useful. Patients are advised to immediately report symptoms of infection, such as sore throat or fever, so that a full blood count test may be arranged. If this confirms a low neutrophil count, discontinuation of the drug leads to recovery. However failure to report suggestive symptoms or delays in considering the possibility of immunosuppression and its testing, can lead to fatalities.

Brand names

See also

References

  1. ↑ http://informahealthcare.com/doi/abs/10.1081/ERC-120015045
  2. ↑ Goodman & Gilman 12th ed.
  3. ↑ Bahn RS, Burch HS, Cooper DS, et al. (July 2009). "The Role of Propylthiouracil in the Management of Graves' Disease in Adults: report of a meeting jointly sponsored by the American Thyroid Association and the Food and Drug Administration". Thyroid 19 (7): 673–4. doi:10.1089/thy.2009.0169. PMID 19583480.
  4. ↑ http://www.nicholas.co.id/product/?module=detailberita&id=128&act=neo-mercazole.html/
This article is issued from Wikipedia - version of the Tuesday, April 12, 2016. The text is available under the Creative Commons Attribution/Share Alike but additional terms may apply for the media files.