1-(4-aminobenzenesulfonyl)-3-(2H9)butylurea

• ChemBase ID: 163806
• Molecular Formular: C11H17N3O3S
• Molecular Mass: 271.33598
• Monoisotopic Mass: 271.09906242
• SMILES: c1c(ccc(c1)S(=O)(=O)NC(=O)NCCCC)N
• Canonical SMILES: CCCCNC(=O)NS(=O)(=O)c1ccc(cc1)N
• InChI: InChI=1S/C11H17N3O3S/c1-2-3-8-13-11(15)14-18(16,17)10-6-4-9(12)5-7-10/h4-7H,2-3,8,12H2,1H3,(H2,13,14,15)
• InChIKey: VDTNNGKXZGSZIP-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 1-(4-aminobenzenesulfonyl)-3-(^2H₉)butylurea
• IUPAC Traditional name: 1-(4-aminobenzenesulfonyl)-3-(^2H₉)butylurea
• Synonyms: 4-Amino-N-[(butylamino-d9)carbonyl]benzenesulfonamide; N1-(Butyl-d9-carbamoyl)sulfanilamide; 1-(Butyl-d9)-3-sulfanilylurea; Alentin-d9; Aminophenurobutane-d9; BZ 55-d9; Bucarban-d9; Bucrol-d9; Bukarban-d9; Burcol-d9; Butisulfina-d9; Carbutamid-d9; Diaboral-d9; Emedan-d9; Glucidoral-d9; Glucofren-d9; Glybutamide-d9; Inbuton-d9; Invenol-d9; Oranil-d9; Oranyl-d9; Orasulin-d9; U 6987-d9; Carbutamide-d9

Database IDs

• PubChem SID: 162257941
• PubChem CID: 71314558

CALCULATED PROPERTIES

• Acid pKa: 4.3497524
• H Acceptors: 4
• H Donor: 3
• LogD (pH = 5.5): 0.18978827
• LogD (pH = 7.4): 0.013032584
• Log P: 0.9529885
• Molar Refractivity: 69.9292 cm^3
• Polarizability: 27.209002 Å^3
• Polar Surface Area: 101.29 Å^2
• Rotatable Bonds: 4
• Lipinski's Rule of Five: true

DETAILS

Toronto Research Chemicals - C183302

Labelled Carbutamide (C183300). Antidiabetic.

REFERENCES

• Estrada, E., et al.: Bioorg. Med. Chem., 8, 2755 (2000)
• Estrada, E., et al.: J. Med. Chem., 43, 1975 (2000)
• Marrero-Ponce, Y., et al.: ChemMedChem., 2, 449 (2000)