CHEBI:617099 - carbimazole

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ChEBI Name carbimazole
ChEBI ID CHEBI:617099
Definition A member of the class of imidazoles that is methimazole in which the nitrogen bearing a hydrogen is converted into its ethoxycarbonyl derivative. A prodrug for methimazol, carbimazole is used for the treatment of hyperthyroidism.
Stars This entity has been manually annotated by the ChEBI Team.
Secondary ChEBI IDs CHEBI:3397
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Formula C7H10N2O2S
Net Charge 0
Average Mass 186.23100
Monoisotopic Mass 186.04630
InChI InChI=1S/C7H10N2O2S/c1-3-11-7(10)9-5-4-8(2)6(9)12/h4-5H,3H2,1-2H3
InChIKey CFOYWRHIYXMDOT-UHFFFAOYSA-N
SMILES CCOC(=O)n1ccn(C)c1=S
Roles Classification
Biological Role(s): antithyroid drug
A drug used to treat hyperthyroidism by reducing the excessive production of thyroid hormones.
Application(s): prodrug
A compound that, on administration, must undergo chemical conversion by metabolic processes before becoming the pharmacologically active drug for which it is a prodrug.
antithyroid drug
A drug used to treat hyperthyroidism by reducing the excessive production of thyroid hormones.
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ChEBI Ontology
Outgoing carbimazole (CHEBI:617099) has role antithyroid drug (CHEBI:50671)
carbimazole (CHEBI:617099) has role prodrug (CHEBI:50266)
carbimazole (CHEBI:617099) is a 1,3-dihydroimidazole-2-thiones (CHEBI:139340)
carbimazole (CHEBI:617099) is a carbamate ester (CHEBI:23003)
IUPAC Name
ethyl 3-methyl-2-thioxo-2,3-dihydro-1H-imidazole-1-carboxylate
INNs Sources
carbimazol ChemIDplus
carbimazole WHO MedNet
carbimazole ChemIDplus
carbimazolum ChemIDplus
Synonyms Sources
Athyromazole ChemIDplus
Carbethoxymethimazole ChemIDplus
Carbinazole DrugBank
Ethyl 3-methyl-2-thioimidazoline-1-carboxylate ChemIDplus
Thyrostat ChemIDplus
Manual Xrefs Databases
1876 VSDB
497 DrugCentral
C07615 KEGG COMPOUND
Carbimazole Wikipedia
D07616 KEGG DRUG
DB00389 DrugBank
LSM-5930 LINCS
US2671088 Patent
US2815349 Patent
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Registry Numbers Types Sources
144339 Reaxys Registry Number Reaxys
22232-54-8 CAS Registry Number KEGG COMPOUND
22232-54-8 CAS Registry Number NIST Chemistry WebBook
22232-54-8 CAS Registry Number ChemIDplus
Citations Waiting for Citations Types Sources
1502708 PubMed citation Europe PMC
18954039 PubMed citation ChEMBL
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23776913 PubMed citation Europe PMC
23900475 PubMed citation Europe PMC
24049063 PubMed citation Europe PMC
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Last Modified
22 January 2024