Acetohexamide

Base Information

• Chemical Name: Acetohexamide
• CAS No.: 968-81-0
• Deprecated CAS: 8054-32-8
• Molecular Formula: C15H20 N2 O4 S
• Molecular Weight: 324.401
• Hs Code.: 2935009090
• European Community (EC) Number: 213-530-4
• NSC Number: 759128
• UNII: QGC8W08I6I
• DSSTox Substance ID: DTXSID7020007
• Nikkaji Number: J3.355C
• Wikipedia: Acetohexamide
• Wikidata: Q4673274
• NCI Thesaurus Code: C47380
• Pharos Ligand ID: 2CPRF29351GZ
• Metabolomics Workbench ID: 42774
• ChEMBL ID: CHEMBL1589
• Mol file: 968-81-0.mol

Synonyms:Acetohexamide;Dimelor;Dymelor;Gamadiabet

Chemical Property of Acetohexamide

Chemical Property:

• Melting Point: 188-190° (GB 912789); mp 175-177° (Marshall)
• Refractive Index: 1.6930 (estimate)
• PKA: 4.32±0.10(Predicted)
• PSA: 100.72000
• Density: 1.3g/cm3
• LogP: 4.07240
• Storage Temp.: Refrigerator
• Solubility.: DMSO: ~45 mg/mL
• Water Solubility.: 0.25g/L(25 oC)
• XLogP3: 2.4
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 4
• Exact Mass: 324.11437830
• Heavy Atom Count: 22
• Complexity: 498

Purity/Quality:

99% ^*data from raw suppliers

Acetohexamide ^*data from reagent suppliers

Safty Information:

• Safety Statements: 36

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: CC(=O)C1=CC=C(C=C1)S(=O)(=O)NC(=O)NC2CCCCC2
• Uses: Acetohexamide is a sulfonylurea derivative. Acetohexamide is a hyopglycemic agent with moderate uricosuric activity. Acetohexamide is a first generation medication used in the treatment of diabetes metilus type 2. Labelled Acetohexamide, a sulfonylurea derivative. Acetohexamide is a hyopglycemic agent with moderate uricosuric activity. Acetohexamide is a first generation medication used in the treatment of diab etes metilus type 2.
• Clinical Use: Acetohexamide is metabolized in the liver to a reducedform, the α -hydroxyethyl derivative. This metabolite, themain one in humans, possesses hypoglycemic activity.Acetohexamide is intermediate between tolbutamide andchlorpropamide in potency and duration of effect on bloodsugar levels.

Technology Process of Acetohexamide

There total 1 articles about Acetohexamide 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:

→ acetohexamide (968-81-0)

Guidance literature:

Entspr. Thioharnstoffverb. von I, tert-BuOCl, pH 10;

Reference yield: 59.0%

acetohexamide (968-81-0) + 2-[(4-methoxyphenyl)methyl]-4,4,5,5-tetramethyl-1,3,2-dioxaborolane (475250-52-3) → N-(cyclohexylcarbamoyl)-4-(2-hydroxy-1-(4-methoxyphenyl)propan-2-yl)benzenesulfonamide

Guidance literature:

With 3-hydroxyquinuclidine; [4,4′-bis(1,1-dimethylethyl)-2,2′-bipyridine-N1,N1′]bis{3,5-difluoro-2-[5-(trifluoromethyl)-2-pyridinyl-κN]phenyl-κC}iridium(III) hexafluorophosphate; In methanol; acetone; at 30 - 35 ℃; for 8h; Inert atmosphere; Irradiation;

DOI:10.1021/acs.orglett.9b02307

Reference yield:

acetohexamide (968-81-0) → acetohexamide oxime

Guidance literature:

With hydroxylamine hydrochloride; sodium acetate; In ethanol; water; at 70 ℃;

DOI:10.1111/j.2042-7158.1989.tb06440.x

Downstream raw materials:

(+/-)-4-(1-hydroxyethyl)-N-(cyclohexylcarbamoyl)benzenesulfonamide

6-hydroxycaproamide

Refernces