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Carbimazole

CAT: 0804-HY-B0558-01Size: 500 mgDry Ice: NoHazardous: No
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CAT#:0804-HY-B0558-01Size:500 mg
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Description
Carbimazole is an orally active antithyroid agent which rapidly converts to Methimazole after absorption and prevents thyroid peroxidase enzyme from iodinating and coupling the tyrosine residues on thyroglobulin, hence reducing the production of thyroxine. Carbimazole also displays anti-inflammatory and neuronal-protective activities, suggesting its application for hyperthyroidism and neurological research[1][2][3].
CAS Number
22232-54-8
UNSPSC
12352005
Hazard Statement
H302, H315, H319, H335
Target
P38 MAPK
Type
Reference compound
Related Pathways
MAPK/ERK Pathway
Field of Research
Endocrinology; Neurological Disease
Assay Protocol
https://www.medchemexpress.com/carbimazole.html
Purity
99.92
Solubility
DMSO : 100 mg/mL (ultrasonic)
Smiles
O=C(N1C=CN(C)C1=S)OCC
Molecular Formula
C7H10N2O2S
Molecular Weight
186.23
Precautions
H302, H315, H319, H335
References & Citations
[1]Nakashima, T. and A. Taurog, Rapid conversion of carbimazole to methimazole in serum; evidence for an enzymatic mechanism. Clin Endocrinol (Oxf), 1979. 10 (6) : p. 637-48.|[2]Lehane C, et al. Carbimazole is an inhibitor of protein synthesis and protects from neuronal hypoxic damage in vitro. J Pharmacol Exp Ther. 2013 Dec;347 (3) :781-93.|[3]H. Saeed, et al. Effects of Dose Level of Anti-thyroid Drug Carbimazole on Thermoregulation and Blood Constituents in Male Rabbits (Oryctolagus cuniculus) . Advances in Research, 2014, 2 (3), 129–144.
Shipping Conditions
Room Temperature
Storage Conditions
-20°C, 3 years; 4°C, 2 years (Powder)
Scientific Category
Reference compound1
Clinical Information
Launched

Chemical Information

Carbimazole

Carbimazole is 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. It has a role as a prodrug and an antithyroid drug. It is a member of 1,3-dihydroimidazole-2-thiones and a carbamate ester.

CAS Number22232-54-8
PubChem CID31072
IUPAC Nameethyl 3-methyl-2-sulfanylideneimidazole-1-carboxylate
Molecular FormulaC7H10N2O2S
Molecular Weight186.23
XLogP0.7
Topological Polar Surface Area64.9
Hydrogen Bond Donor Count0
Hydrogen Bond Acceptor Count3
Rotatable Bond Count2
Heavy Atom Count12
Formal Charge0
Complexity240
SMILES
CCOC(=O)N1C=CN(C1=S)C
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
Chemical Structure
2D Structure
2D structure of Carbimazole
CAS: 22232-54-8
CID: 31072
Formula: C7H10N2O2S
MW: 186.23
Interactive 3D Structure
Loading 3D structure...
View on PubChemRaw 3D data
Computed Properties
PropertyValue
Molecular Weight186.23
XLogP30.7
Hydrogen Bond Donor Count0
Hydrogen Bond Acceptor Count3
Rotatable Bond Count2
Exact Mass186.04629874
Monoisotopic Mass186.04629874
Topological Polar Surface Area64.9 Ų
Heavy Atom Count12
Formal Charge0
Complexity240
Isotope Atom Count0
Defined Atom Stereocenter Count0
Undefined Atom Stereocenter Count0
Defined Bond Stereocenter Count0
Undefined Bond Stereocenter Count0
Covalently-Bonded Unit Count1
Compound Is CanonicalizedYes

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