Acetohexamide

Title: Acetohexamide
CAS Registry Number: 968-81-0
CAS Name: 4-Acetyl-N-[(cyclohexylamino)carbonyl]benzenesulfonamide
Additional Names: 1-[(p-acetylphenyl)sulfonyl]-3-cyclohexylurea; 3-cyclohexyl-1-(p-acetylphenylsulfonyl)urea; N-(p-acetylbenzenesulfonyl)-N¢-cyclohexylurea; cyclamide; tsiklamid
Trademarks: Dimelor (Lilly); Dymelor (Lilly); Dimeline (Shionogi); Ordimel (Lilly)
Molecular Formula: C15H20N2O4S
Molecular Weight: 324.40
Percent Composition: C 55.54%, H 6.21%, N 8.64%, O 19.73%, S 9.88%
Literature References: Prepn: GB 912789 (1962 to Lilly); Marshall et al., J. Med. Chem. 6, 60 (1963). Comprehensive description: C. E. Shafer, Anal. Profiles Drug Subs. 1, 1-14 (1972); A. A. Al-Badr, H. A. El-Obeid, Anal. Profiles Drug Subs. Excip. 21, 1-41 (1992).
Properties: Crystals from 90% aq ethanol, mp 188-190° (GB 912789); from dil ethanol, mp 175-177° (Marshall). uv max (methanol): 247, 283 nm. Sol in pyridine; slightly sol in alcohol, chloroform. Insol in water, ether.
Melting point: mp 188-190° (GB 912789); mp 175-177° (Marshall)
Absorption maximum: uv max (methanol): 247, 283 nm
Therap-Cat: Antidiabetic.
Keywords: Antidiabetic; Sulfonylurea Derivatives.
Acetohydroxamic Acid Acetoin Acetomeroctol Acetone Acetone Cyanohydrin

Acetohexamide
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Systematic (IUPAC) name
1-[(4-acetylbenzene)sulfonyl]-3-cyclohexylurea 4-acetyl-N-(cyclohexylcarbamoyl)benzenesulfonamide
Clinical data
Trade names Dymelor
AHFS/Drugs.com Micromedex Detailed Consumer Information
MedlinePlus a602021
Legal status  ?
Pharmacokinetic data
Protein binding 90%
Identifiers
CAS number 968-81-0 YesY
ATC code A10BB31
PubChem CID 1989
DrugBank DB00414
ChemSpider 1912 YesY
UNII QGC8W08I6I YesY
KEGG D00219 YesY
ChEBI CHEBI:28052 YesY
ChEMBL CHEMBL1589 YesY
Chemical data
Formula C15H20N2O4S 
Mol. mass 324.395 g/mol
 YesY (what is this?)  (verify)

Acetohexamide (trade name Dymelor) is a first-generation sulfonylurea medication used to treat diabetes mellitus type 2, particularly in people whose diabetes cannot be controlled by diet alone.