1-(4-aminobenzenesulfonyl)-3-butylurea

• ChemBase ID: 126424
• Molecular Formular: C11H17N3O3S
• Molecular Mass: 271.33598
• Monoisotopic Mass: 271.09906242
• SMILES: O=S(=O)(c1ccc(N)cc1)NC(=O)NCCCC
• 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-butylurea
• IUPAC Traditional name: carbutamide
• Synonyms: 4-Amino-N-[(butylamino)carbonyl]benzenesulfonamide; N1-(Butylcarbamoyl)sulfanilamide; 1-Butyl-3-sulfanilylurea; Alentin; Aminophenurobutane; BZ 55; Bucarban; Bucrol; Bukarban; Burcol; Butisulfina; Carbutamid; Diaboral; Emedan; Glucidoral; Glucofren; Glybutamide; Inbuton; Invenol; Oranil; Oranyl; Orasulin; U 6987; Carbutamide; 4-amino-N-[(butylamino)carbonyl]benzenesulfonamide

Database IDs

• CAS Number: 339-43-5
• MDL Number: MFCD00025344
• PubChem SID: 162220758
• PubChem CID: 9564
• ATC CODE: A10BB06
• CHEMBL: 448570
• Chemspider ID: 9189
• Unique Ingredient Identifier: E3K8P4869P
• Wikipedia Title: Carbutamide

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: 27.209 Å^3
• Polar Surface Area: 101.29 Å^2
• Rotatable Bonds: 4
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Melting Point: 131 - 133°C
• Hydrophobicity(logP): 1.021

Pharmacology Properties

• Admin Routes: Oral

Product Information

• Purity: 95%

DETAILS

Toronto Research Chemicals - 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)