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
Molecular Formula | C7H10N2O2S |
Molecular Weight | 186.231 |
Charge | 0 |
Count |
|
Stereochemistry | ACHIRAL |
Additional Stereochemistry | No |
Defined Stereocenters | 0 / 0 |
E/Z Centers | 0 |
Optical Activity | NONE |
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 |
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[Carbimazole and leukocytoclastic vasculitis: apropos of a case]. | 1999 Apr |
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Short- and long-term results of total vs subtotal thyroidectomies in the surgical treatment of Graves' disease. | 2001 |
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Change from propylthiouracil to carbimazole proves fatal. | 2001 Dec 14 |
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Clinical value of a new TSH binding inihibitory activity assay using human TSH receptors in the follow-up of antithyroid drug treated Graves' disease. Comparison with thyroid stimulating antibody bioassay. | 2001 Jan |
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[Drug-induced taste disorders: analysis of the French Pharmacovigilance Database and literature review]. | 2001 Jan-Feb |
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Graves' disease presenting as hemiparkinsonism. | 2001 Mar |
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SIMS evidence that carbimazole enhances spatial heterogeneity of thyroid iodine storage and targeting in a woman with Graves' disease. | 2001 May |
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Comparison of various characteristics of women who do and do not attend for breast cancer screening. | 2002 |
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Radioiodine therapy and thyrostatic drugs and iodine. | 2002 Aug |
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Thyrotoxicosis and paraparesis in a young woman: case report and review of the literature. | 2002 Jan |
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Choanal atresia: the result of maternal thyrotoxicosis or fetal carbimazole? | 2002 Jul 22 |
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Methimazole-induced hepatotoxicity. | 2002 May-Jun |
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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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Prevalence of diaphragmatic muscle weakness and dyspnoea in Graves' disease and their reversibility with carbimazole therapy. | 2002 Sep |
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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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Childhood thrombocytopenia associated with Graves disease is distinct from idiopathic thrombocytopenic purpura. | 2003 Jan-Feb |
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Weight gain in patients after therapy for hyperthyroidism. | 2003 Jul |
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Excessive weight gain following therapy for hyperthyroidism--a major problem. | 2003 Jul |
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Carbimazole-related gastroschisis. | 2003 Jun |
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Hidden hyperthyroidism in a young male patient. | 2003 Jun |
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Treatment of carbimazole-induced agranulocytosis and sepsis with granulocyte colony stimulating factor. | 2003 Mar |
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T4 but not T3 administration is associated with increased recurrence of Graves' disease after successful medical therapy. | 2003 Oct |
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Thyrotoxicosis presenting with complete heart block. | 2004 Dec |
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Thyrotoxic hypokalaemic paralysis in a pregnant Afro-Caribbean woman. A case report and review of the literature. | 2004 Jan |
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Hypokalaemic thyrotoxic periodic paralysis in an Asian man in the United Kingdom. | 2004 Jan |
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Rapid preparation of severe uncontrolled thyrotoxicosis due to Graves' disease with Iopanoic acid--a case report. | 2004 Jan |
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Spontaneous reporting of adverse reactions to carbimazole and propylthiouracil in the UK. | 2004 Nov |
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Manifestation, management and molecular analysis of candidate genes in two rare cases of thyrotoxic hypokalemic periodic paralysis. | 2005 |
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Thyrotoxic, hypokalaemic periodic paralysis. | 2005 Aug |
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Thyrotoxicosis and pulmonary hypertension. | 2005 Aug |
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Carbimazole induced eosinophilic granulomatous vasculitis localized to the stomach. | 2005 Aug |
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Radioiodine uptake and thyroid hormone levels on or off simultaneous carbimazole medication: a prospective paired comparison. | 2005 Feb |
|
Ongoing queries: Interpretation of serology in asymptomatic or atypical chronic Q fever. | 2006 Apr |
Patents
Substance Class |
Chemical
Created
by
admin
on
Edited
Fri Dec 15 15:23:22 GMT 2023
by
admin
on
Fri Dec 15 15:23:22 GMT 2023
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Record UNII |
8KQ660G60G
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Record Status |
Validated (UNII)
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Record Version |
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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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323
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CARBIMAZOLE
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CHEMBL508102
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m3069
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8KQ660G60G
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100000092278
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DB00389
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SUB06127MIG
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Related Record | Type | Details | ||
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TARGET -> INHIBITOR |
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ACTIVE MOIETY |