4-(4-aminobenzenesulfonyl)phenol

• ChemBase ID: 160175
• Molecular Formular: C12H11NO3S
• Molecular Mass: 249.28564
• Monoisotopic Mass: 249.04596422
• SMILES: c1c(ccc(c1)S(=O)(=O)c1ccc(cc1)N)O
• Canonical SMILES: Nc1ccc(cc1)S(=O)(=O)c1ccc(cc1)O
• InChI: InChI=1S/C12H11NO3S/c13-9-1-5-11(6-2-9)17(15,16)12-7-3-10(14)4-8-12/h1-8,14H,13H2
• InChIKey: PSHPCZGANRRQDN-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 4-(4-aminobenzenesulfonyl)phenol
• IUPAC Traditional name: 4-(4-aminobenzenesulfonyl)phenol
• Synonyms: 4-[(4-Aminophenyl)sulfonyl]phenol; p-Sulfanilylphenol; 4-Amino-4'-hydroxydiphenylsulfone

Database IDs

• CAS Number: 25963-47-7
• PubChem SID: 162254310
• PubChem CID: 117686

CALCULATED PROPERTIES

• Acid pKa: 7.724255
• H Acceptors: 4
• H Donor: 2
• LogD (pH = 5.5): 1.7928866
• LogD (pH = 7.4): 1.6285653
• Log P: 1.7955892
• Molar Refractivity: 66.2715 cm^3
• Polarizability: 26.130774 Å^3
• Polar Surface Area: 80.39 Å^2
• Rotatable Bonds: 2
• Lipinski's Rule of Five: true

DETAILS

Toronto Research Chemicals - A611225

4-Amino-4'-hydroxydiphenylsulfone is a diaryl sulfone with antileprotic activity. 4-Amino-4'-hydroxydiphenylsulfone is an antibacterial agent.

REFERENCES

• Colwell, W.T. et al.: J. Med. Chem., 17, 142 (1974)
• Agrawal, V.K. et al.: Acta Microb iol. Immunol. Hung., 50, 385 (1974)