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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Detection of cell-drug (hapten)-antibody complexes by the gel test. | 1992 Jul-Aug |
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[Carbimazole and leukocytoclastic vasculitis: apropos of a case]. | 1999 Apr |
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Drug-dependent antibodies against the prodrug carbimazole do not react with the metabolite thiamazole. | 2001 Apr 1 |
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Haematopoietic growth factor in antithyroid-drug-induced agranulocytosis. | 2001 Aug |
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Change from propylthiouracil to carbimazole proves fatal. | 2001 Dec 14 |
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Changing drugs--only when necessary. | 2001 Dec 14 |
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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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Risk of torsades de pointes from oral erythromycin with concomitant carbimazole (methimazole) administration. | 2001 Oct |
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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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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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Choanal atresia: the result of maternal thyrotoxicosis or fetal carbimazole? | 2002 Jul 22 |
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Lingual thyroid and hyperthyroidism: a new case and review of the literature. | 2002 Mar |
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Successful treatment of amiodarone-induced thyrotoxicosis. | 2002 Mar 19 |
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Aplasia cutis congenita and antithyroid drugs. | 2002 Nov |
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Thyrotoxic periodic paralysis in a white woman. | 2002 Nov |
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[Vasculitis with renal and pulmonary involvement in a patient receiving benzylthiouracil for Graves disease]. | 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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Graves disease in childhood: a review of the options for diagnosis and treatment. | 2003 |
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Acute liver failure with concurrent bupropion and carbimazole therapy. | 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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Thyrotoxicosis. | 2003 Jan-Feb |
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CD1a expression in psoriatic skin following treatment with propylthiouracil, an antithyroid thioureylene. | 2003 Jul 3 |
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[Subacute motor neuropathy induced by T3 hyperthyroidism]. | 2003 Nov |
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Homocysteine and its relation to B-vitamins in Graves' disease before and after treatment: effect modification by smoking. | 2003 Nov |
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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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An unusual case of Marine-Lenhart syndrome. | 2003 Oct |
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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 |
|
Wrong emphasis in case report on cholestatic jaundice. | 2004 Feb |
|
Thyrotoxic hypokalaemic paralysis in a pregnant Afro-Caribbean woman. A case report and review of the literature. | 2004 Jan |
|
Hypokalaemic thyrotoxic periodic paralysis in an Asian man in the United Kingdom. | 2004 Jan |
|
Rapid preparation of severe uncontrolled thyrotoxicosis due to Graves' disease with Iopanoic acid--a case report. | 2004 Jan |
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Paroxysmal kinesigenic dyskinesia manifestation of hyperthyroidism. | 2004 Mar |
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[Does antithyroidal drug dose influence relapse of treated Graves-Basedow disease?]. | 2004 May |
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Testicular germ cell tumour presenting as thyrotoxicosis. | 2004 May |
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Thyrotoxicosis and pulmonary hypertension. | 2005 Aug |
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Benchmark calculations for perchlorate from three human cohorts. | 2005 Aug |
|
Prescription drugs: uses and effects. Thyroid disorders: symptom control. | 2005 Feb 16-22 |
|
Amiodarone-induced thyrotoxicosis due to destructive thyroiditis: therapeutic recommendations. | 2005 Mar |
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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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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22232-54-8
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497
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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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TARGET -> INHIBITOR |
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ACTIVE MOIETY |