4-[4-(hydroxyamino)benzenesulfonyl]aniline

• ChemBase ID: 165406
• Molecular Formular: C12H12N2O3S
• Molecular Mass: 264.30028
• Monoisotopic Mass: 264.05686325
• SMILES: c1c(ccc(c1)S(=O)(=O)c1ccc(cc1)NO)N
• Canonical SMILES: ONc1ccc(cc1)S(=O)(=O)c1ccc(cc1)N
• InChI: InChI=1S/C12H12N2O3S/c13-9-1-5-11(6-2-9)18(16,17)12-7-3-10(14-15)4-8-12/h1-8,14-15H,13H2
• InChIKey: IYDSJDWESCGRKW-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 4-[4-(hydroxyamino)benzenesulfonyl]aniline
• IUPAC Traditional name: 4-[4-(hydroxyamino)benzenesulfonyl]aniline
• Synonyms: N-Hydroxy-4,4’-sulfonyldi(aniline); N-Hydroxy-4,4'-sulfonyldi-aniline; 4-[(4-Aminophenyl)sulfonyl]-N-hydroxy-benzenamine; Dapsone Hydroxylamine

Database IDs

• CAS Number: 32695-27-5
• PubChem SID: 162259539
• PubChem CID: 65387

CALCULATED PROPERTIES

• Acid pKa: 13.033826
• H Acceptors: 5
• H Donor: 3
• LogD (pH = 5.5): 1.6072677
• LogD (pH = 7.4): 1.6074214
• Log P: 1.6074244
• Molar Refractivity: 71.2778 cm^3
• Polarizability: 27.28614 Å^3
• Polar Surface Area: 92.42 Å^2
• Rotatable Bonds: 3
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: DMSO; Methanol
• Apperance: Off-White to Light Yellow Solid
• Melting Point: >190°C (dec.)

Safety Information

• Storage Condition: Amber Vial, -20°C Freezer

DETAILS

Toronto Research Chemicals - D193260

A metabolite of Dapsone.

REFERENCES

• Preuss, C.V., et al.: Biochem. Pharmacol., 51, 1661 (1996)
• F., et al.: J. Pharmacol. Exp. Ther., 323, 771 (1996)
• Roychowdhury, S., et al.: Drug Metab. Disposition, 35, 676 (1996)
• Obach, R., et al.: Environ. Mol. Mutagen., 49, 631 (1996)
• Veggi, L., et