Details
| Stereochemistry | ACHIRAL |
| Molecular Formula | C7H10N2O2S |
| Molecular Weight | 186.231 |
| Optical Activity | NONE |
| Defined Stereocenters | 0 / 0 |
| E/Z Centers | 0 |
| Charge | 0 |
SHOW SMILES / InChI
SMILES
CCOC(=O)N1C=CN(C)C1=S
InChI
InChIKey=CFOYWRHIYXMDOT-UHFFFAOYSA-N
InChI=1S/C7H10N2O2S/c1-3-11-7(10)9-5-4-8(2)6(9)12/h4-5H,3H2,1-2H3
Carbimazole is a prodrug for methimazole used to treat hyperthyroidism and thyrotoxicosis during pregnancy and breast breastfeeding. Carbimazole is rapidly metabolized to methimazole, which is responsible for the antithyroid activity. Carbimazole is an antithyroid agent that decreases the uptake and concentration of inorganic iodine by the thyroid, it also reduces the formation of di-iodotyrosine and thyroxine. Once converted to its active form of methimazole, it prevents the thyroid peroxidase enzyme from coupling and iodinating the tyrosine residues on thyroglobulin, hence reducing the production of the thyroid hormones T3 and T4. Doses of carbimazole of 30 mg daily or 50 mg weekly have not adversely affected the few breastfed infants studied and no cases of thyroid function alteration have been reported among infants exposed to methimazole via breastmilk. Carbimazole is not approved for marketing in the United States by the U.S. Food and Drug Administration but is available in other countries.
Approval Year
PubMed
| Title | Date | PubMed |
|---|---|---|
| [Carbimazole and leukocytoclastic vasculitis: apropos of a case]. | 1999 Apr |
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| [Characterization of therapy failures in radioiodine therapy of Graves' disease without simultaneous antithyroid agents]. | 2001 Feb |
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| Clinical validity of a new commercial method for detection of TSH-receptor binding antibodies in sera from patients with Graves' disease treated with antithyroid drugs. | 2001 Feb |
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| Risk of torsades de pointes from oral erythromycin with concomitant carbimazole (methimazole) administration. | 2001 Oct |
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| Successful treatment with carbimazole of a hyperthyroid pregnancy with hepatic impairment after propylthiouracil administration: a case report. | 2002 |
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| Radioiodine therapy and thyrostatic drugs and iodine. | 2002 Aug |
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| Pancytopenia responding to treatment of hyperthyroidism: a clinical case and review of the literature. | 2002 Dec |
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| Teratogen update: antithyroid drugs-methimazole, carbimazole, and propylthiouracil. | 2002 Jan |
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| Controversies in radioiodine therapy: relation to ophthalmopathy, the possible radioprotective effect of antithyroid drugs, and use in large goitres. | 2002 Jul |
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| Methimazole-induced hepatotoxicity. | 2002 May-Jun |
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| Thyrotoxic periodic paralysis in a white woman. | 2002 Nov |
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| Thyrotoxicosis--surgical management in the era of evidence-based medicine: experience in western India with 752 cases. | 2002 Oct |
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| [Vasculitis with renal and pulmonary involvement in a patient receiving benzylthiouracil for Graves disease]. | 2002 Oct |
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| Graves disease in childhood: a review of the options for diagnosis and treatment. | 2003 |
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| Effects of carbimazole on morphology of rat adrenals. | 2003 Feb |
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| Cerebral venous sinus thrombosis precipitated by Graves' disease and Factor V Leiden mutation. | 2003 Feb |
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| Leukocytoclastic vasculitis and interstitial nephritis with carbimazole treatment. | 2003 Feb |
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| Successful radioiodine treatment in a 3 year old child with Graves' disease following antithyroid medication induced neutropenia. | 2003 Feb |
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| Childhood thrombocytopenia associated with Graves disease is distinct from idiopathic thrombocytopenic purpura. | 2003 Jan-Feb |
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| Carbimazole-related gastroschisis. | 2003 Jun |
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| Cholestatic jaundice caused by sequential carbimazole and propylthiouracil treatment for thyrotoxicosis. | 2003 Oct |
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| Levels of autoantibodies against human TSH receptor predict relapse of hyperthyroidism in Graves' disease. | 2004 Feb |
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| Low failure rate of fixed administered activity of 400 MBq 131I with pre-treatment with carbimazole for thyrotoxicosis: the Gateshead Protocol. | 2004 Jul |
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| [Does antithyroidal drug dose influence relapse of treated Graves-Basedow disease?]. | 2004 May |
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| Carbimazole induced eosinophilic granulomatous vasculitis localized to the stomach. | 2005 Aug |
|
| Carbimazole embryopathy: an emerging phenotype. | 2005 Jan 15 |
|
| [Treatment of hyperthyroidisms in Brazzaville Teaching Hospital, Congo]. | 2005 Jun |
Patents
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WHO-VATC |
QH03BB01
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WHO-ATC |
H03BB01
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NCI_THESAURUS |
C885
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244-854-4
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Carbimazole
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C83590
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617099
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8KQ660G60G
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758966
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31072
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2020
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323
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CARBIMAZOLE
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CHEMBL508102
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m3069
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D002231
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8KQ660G60G
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100000092278
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DB00389
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DTXSID9022736
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SUB06127MIG
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ACTIVE MOIETY