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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Drug-related taste disturbances. | 2003 Aug |
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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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CD1a expression in psoriatic skin following treatment with propylthiouracil, an antithyroid thioureylene. | 2003 Jul 3 |
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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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[Methimazole and choanal atresia]. | 2003 May |
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[Hyperthyroid rheumatism. Review of the literature and a case report]. | 2003 May 24 |
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The efficacy of low-dose radioactive iodine without a thionamide in the treatment of thyrotoxicosis. | 2003 May-Jun |
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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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[Thyrotoxic hypokalaemic periodic paralysis in a Caucasian male]. | 2004 |
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[Severe neonatal hyperthyroidism which reveals a maternal Graves' disease]. | 2004 Apr |
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Thyrotoxicosis presenting with complete heart block. | 2004 Dec |
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Levels of autoantibodies against human TSH receptor predict relapse of hyperthyroidism in Graves' disease. | 2004 Feb |
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Wrong emphasis in case report on cholestatic jaundice. | 2004 Feb |
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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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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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Propylthiouracil and carbimazole associated-antineutrophil cytoplasmic antibodies (ANCA) in patients with Graves' disease. | 2004 Jun |
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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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Role of thyroxine in chronic urticaria and angio-oedema. | 2004 May |
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Testicular germ cell tumour presenting as thyrotoxicosis. | 2004 May |
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Graves' disease in DiGeorge syndrome: patient report with a review of endocrine autoimmunity associated with 22q11.2 deletion. | 2004 Nov |
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Spontaneous reporting of adverse reactions to carbimazole and propylthiouracil in the UK. | 2004 Nov |
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Recurrent gestational thyrotoxicosis presenting as recurrent hyperemesis gravidarum--report of two cases. | 2004 Oct |
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Reactions of 1-methyl-2-mercaptoimidazole with hypochlorous acid and superoxide. | 2004 Oct |
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[Unclear weight loss. Basedow's disease resp. Graves' disease]. | 2004 Oct 13 |
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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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Benchmark calculations for perchlorate from three human cohorts. | 2005 Aug |
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Carbimazole induced eosinophilic granulomatous vasculitis localized to the stomach. | 2005 Aug |
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Platysmal myoclonus in subclinical hyperthyroidism. | 2005 Aug |
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Radioiodine uptake and thyroid hormone levels on or off simultaneous carbimazole medication: a prospective paired comparison. | 2005 Feb |
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Prescription drugs: uses and effects. Thyroid disorders: symptom control. | 2005 Feb 16-22 |
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The detrimental effect of anti-thyroid drugs on the outcome of radioiodine therapy is not directly due to decreased radioiodine uptake. | 2005 Jan |
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Carbimazole embryopathy: an emerging phenotype. | 2005 Jan 15 |
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[Treatment of hyperthyroidisms in Brazzaville Teaching Hospital, Congo]. | 2005 Jun |
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Pyoderma gangraenosum associated with autoimmune thyreopathy and hyperandrogenic syndrome. | 2005 Jun |
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Outcomes of pregnancy complicated by thyroid disease. | 2005 Jun |
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Amiodarone-induced thyrotoxicosis due to destructive thyroiditis: therapeutic recommendations. | 2005 Mar |
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Necrotizing glomerulonephritis and pulmonary hemorrhage associated with carbimazole therapy. | 2005 Mar |
|
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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D002231
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8KQ660G60G
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100000092278
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DB00389
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SUB06127MIG
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