3-(4-acetylbenzenesulfonyl)-1-[(3,3,4,4,5,5-2H6)cyclohexyl]urea

• ChemBase ID: 158967
• Molecular Formular: C15H20N2O4S
• Molecular Mass: 324.3953
• Monoisotopic Mass: 324.11437813
• SMILES: c1c(ccc(c1)S(=O)(=O)NC(=O)NC1CCCCC1)C(=O)C
• Canonical SMILES: O=C(NS(=O)(=O)c1ccc(cc1)C(=O)C)NC1CCCCC1
• InChI: InChI=1S/C15H20N2O4S/c1-11(18)12-7-9-14(10-8-12)22(20,21)17-15(19)16-13-5-3-2-4-6-13/h7-10,13H,2-6H2,1H3,(H2,16,17,19)
• InChIKey: VGZSUPCWNCWDAN-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 3-(4-acetylbenzenesulfonyl)-1-[(3,3,4,4,5,5-^2H₆)cyclohexyl]urea
• IUPAC Traditional name: 3-(4-acetylbenzenesulfonyl)-1-[(3,3,4,4,5,5-^2H₆)cyclohexyl]urea
• Synonyms: 4-Acetyl-N-[(cyclohexyl-d6-amino)carbonyl]benzenesulfonamide; Acetohexamid; -d6 Dimelin-d6; Dimelor-d6; Dymelor-d6; Gamadiabet-d6; Hypoglicil-d6; Metaglucina-d6; Minoral-d6; Ordimel-d6; Tsiklamid-d6; U 14812-d6; 1-(p-Acetylbenzenesulfonyl)-3-cyclohexylurea-d6; 1-[(p-Acetylphenyl)sulfonyl]-3-cyclohexylurea-d6; N-(p-Acetylphenylsulfonyl)-N'-cyclohexylurea-d6; Acetohexamide-d6

Database IDs

• PubChem SID: 162253102
• PubChem CID: 71312759

CALCULATED PROPERTIES

• Acid pKa: 4.313318
• H Acceptors: 4
• H Donor: 2
• LogD (pH = 5.5): 1.040655
• LogD (pH = 7.4): 0.8747415
• Log P: 1.8149334
• Molar Refractivity: 82.7722 cm^3
• Polarizability: 32.758297 Å^3
• Polar Surface Area: 92.34 Å^2
• Rotatable Bonds: 3
• Lipinski's Rule of Five: true

DETAILS

Toronto Research Chemicals - A162652

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 diabetes metilus type 2.

REFERENCES

• Yu, T-F. et al.: Metab. Clin. Exp., 17, 309 (1968)
• Harrower, A.D.B. et al.: Clin. Pharmacokin., 31, 111 (1968)
• Hirota, Y. et al.: Diab. Med., 26, 948 (1968)