ethyl 3-methyl-2-sulfanylidene-2,3-dihydro-1H-imidazole-1-carboxylate

• ChemBase ID: 272
• Molecular Formular: C7H10N2O2S
• Molecular Mass: 186.2315
• Monoisotopic Mass: 186.04629857
• SMILES: S=c1n(ccn1C(=O)OCC)C
• Canonical SMILES: CCOC(=O)n1ccn(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

NAMES AND DATABASE IDS

Names

• IUPAC name: ethyl 3-methyl-2-sulfanylidene-2,3-dihydro-1H-imidazole-1-carboxylate
• IUPAC Traditional name: carbimazole
• Brand Name: Atirozidina; Basolest; CG1; Carbimazol Spofa; Carbotiroid; Mertiran; Neo-Mercazole; Neo-Thyreostat; Neo-Tireol; Neomercazole; Tyrazol
• Synonyms: 2,3-Dihydro-3-methyl-2-thioxo-1H-imidazole-1-carboxylic Acid Ethyl Ester; 3-Methyl-2-thioxo-4-imidazoline-1-carboxylic Acid Ethyl Ester; 1-Ethoxycarbonyl-3-methyl-2-thio-4-imidazoline; 1-Methyl-3-carbethoxy-2-thioglyoxalone; 3-Carbethoxymercapto-1-methylimidazole; Neo-Thyreostat; Neomercazole; Tyrazol; Carbimazole; 3-Methyl-2-thionoimidazoline-1-carboxylic acid ethyl ester; Ethyl 3-methyl-2-thionoimidazoline-1-carboxylate; Carbimazol [INN-Spanish, French]; Carbimazolum [INN-Latin]; Carbethoxymethimazole; Carbinazole; Athyromazole; Carbimazol; Carbimazole; 3-甲基-2-硫代咪唑啉 -1-甲酸乙酯

Database IDs

• CAS Number: 22232-54-8
• EC Number: 244-854-4
• MDL Number: MFCD00027421
• Beilstein Number: 144339
• Merck Index: 141798
• PubChem SID: 46506359; 160963735
• PubChem CID: 31072
• CHEBI ID: 617099
• ATC CODE: H03BB01
• CHEMBL: 508102
• Chemspider ID: 28829
• DrugBank ID: DB00389
• KEGG ID: D07616
• Unique Ingredient Identifier: 8KQ660G60G
• Wikipedia Title: Carbimazole

CALCULATED PROPERTIES

JChem

• H Acceptors: 1
• H Donor: 0
• LogD (pH = 5.5): 1.3485112
• LogD (pH = 7.4): 1.3485112
• Log P: 1.3485112
• Molar Refractivity: 49.1703 cm^3
• Polarizability: 19.147707 Å^3
• Polar Surface Area: 32.78 Å^2
• Rotatable Bonds: 2
• Lipinski's Rule of Five: true

ALOGPS 2.1

• Log P: 0.78
• LOG S: -1.77
• Solubility (Water): 3.14e+00 g/l

PROPERTIES

Physical Property

• Solubility: Chloroform; Methanol
• Apperance: White Solid
• Melting Point: 122-124°C; 122-126°C
• Hydrophobicity(logP): 0.4

Safety Information

• Storage Condition: Refrigerator
• Storage Warning: Light Sensitive
• RTECS: NJ2441000
• European Hazard Symbols: X
• Risk Statements: 22-36-43
• Safety Statements: 24-26-37
• TSCA Listed: 否
• GHS Pictograms: GHS07
• GHS Hazard statements: H302-H319-H317
• GHS Precautionary statements: P261-P280-P305+P351+P338-P302+P352-P321-P501A

Pharmacology Properties

• Target: Others
• Admin Routes: oral
• Protein Bound: 85%
• Legal Status: Rx-only

Product Information

• Purity: 97%
• Salt Data: Free Base

DETAILS

DrugBank - DB00389

• Drug Groups: approved
• Description: An imidazole antithyroid agent. Carbimazole is metabolized to methimazole, which is responsible for the antithyroid activity. [PubChem]
• Indication: For the treatment of hyperthyroidism and thyrotoxicosis. It is also used to prepare patients for thyroidectomy.
• Pharmacology: Carbimazole is a carbethoxy derivative of methimazole. Its antithyroid action is due to its conversion to methimazole after absorption. It is used to treat hyperthyroidism and thyrotoxicosis.
• Affected Organisms: Humans and other mammals
• Protein Binding: 85%
• External Links: Wikipedia

Toronto Research Chemicals - C175960

Carbimazole, a prodrug of Methimazole (M260300), is used in the treatment of hyperthyroidism.

REFERENCES

• Marchant, B., et al.: J. Clin. Endocrinol. Metab., 45, 1187 (1977)
• Johnsson, E., et al.: Lancet, 350, 1520 (1977)