Carbimazole

Base Information

• Chemical Name: Carbimazole
• CAS No.: 22232-54-8
• Molecular Formula: C7H10N2O2S
• Molecular Weight: 186.235
• Hs Code.: 2922499915
• European Community (EC) Number: 244-854-4
• NSC Number: 758966
• UNII: 8KQ660G60G
• DSSTox Substance ID: DTXSID9022736
• Nikkaji Number: J11.419G
• Wikipedia: Carbimazole
• Wikidata: Q414013
• NCI Thesaurus Code: C83590
• RXCUI: 2020
• Pharos Ligand ID: 5N8RL9MJVWFS
• Metabolomics Workbench ID: 42753
• ChEMBL ID: CHEMBL508102
• Mol file: 22232-54-8.mol

Synonyms:Carbimazole;Carbimazole Henning;Neo Tomizol;Neo-Mercazole;Neo-Thyreostat;Neomercazole

Chemical Property of Carbimazole

Chemical Property:

• Vapor Pressure: 0.038mmHg at 25°C
• Melting Point: 124 °C
• Refractive Index: 1.611
• Boiling Point: 240.4 °C at 760 mmHg
• PKA: -1.70±0.20(Predicted)
• Flash Point: 99.2 °C
• PSA: 68.25000
• Density: 1.31 g/cm³
• LogP: 1.56070
• Storage Temp.: Refrigerator
• Sensitive.: Light Sensitive
• Solubility.: DMSO: soluble5mg/mL, clear (warmed)
• Water Solubility.: Soluble in water, ethanol, chloroform and acetone. Sightly soluble in water.
• XLogP3: 0.7
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 2
• Exact Mass: 186.04629874
• Heavy Atom Count: 12
• Complexity: 240

Purity/Quality:

99% ^*data from raw suppliers

NUPL2 ^*data from reagent suppliers

Safty Information:

• Statements: 22-36-43
• Safety Statements: 22-36/37/39

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCOC(=O)N1C=CN(C1=S)C
• Recent ClinicalTrials: Antithyroid Drug Treatment of Thyrotoxicosis in Young People
• Uses: Carbimazole, a prodrug of Methimazole (M260300), is used in the treatment of hyperthyroidism. Thionamide antithyroid drug. Ethyl 3-methyl-2-thionoimidazoline-1-carboxylate is used as thyroid inhibitor.
• Therapeutic Function: Thyroid inhibitor
• Clinical Use: Treatment of hyperthyroidism
• Drug interactions: Potentially hazardous interactions with other drugs None known

Technology Process of Carbimazole

There total 7 articles about Carbimazole which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 88.0%

1-methyl-1H-imidazole (616-47-7) + chloroformic acid ethyl ester (541-41-3) → carbimazole (22232-54-8)

Guidance literature:

1-methyl-1H-imidazole; With n-butyllithium; In tetrahydrofuran; hexane; at -78 - 25 ℃;

With sulfur; In tetrahydrofuran; hexane; at 25 ℃; for 12h;

chloroformic acid ethyl ester; In tetrahydrofuran; hexane; at 0 ℃;

DOI:10.1021/jm800894m

Reference yield:

C7H12N2O2*ClH → carbimazole (22232-54-8)

Guidance literature:

C₇H₁₂N₂O₂*ClH; With triethylamine; In tetrahydrofuran; at 0 - 25 ℃;

With sulfur; In tetrahydrofuran; at 25 ℃; for 24h;

DOI:10.1021/jm800894m

Reference yield:

1-methyl-1,3-dihydro-imidazole-2-thione (60-56-0,223768-14-7,4708-61-6) + chloroformic acid ethyl ester (541-41-3) → carbimazole (22232-54-8)

Guidance literature:

With pyridine;

DOI:10.1039/jr9560001103

upstream raw materials:

pyridine

1-methyl-1,3-dihydro-imidazole-2-thione

chloroformic acid ethyl ester

2-ethoxycarbonylsulfanyl-1-methyl-1H-imidazole

Refernces