4-acetamidobenzene-1-sulfonic acid

• ChemBase ID: 158858
• Molecular Formular: C8H9NO4S
• Molecular Mass: 215.22636
• Monoisotopic Mass: 215.02522877
• SMILES: c1(ccc(cc1)S(=O)(=O)O)NC(=O)C
• Canonical SMILES: CC(=O)Nc1ccc(cc1)S(=O)(=O)O
• InChI: InChI=1S/C8H9NO4S/c1-6(10)9-7-2-4-8(5-3-7)14(11,12)13/h2-5H,1H3,(H,9,10)(H,11,12,13)
• InChIKey: ZQPVMSLLKQTRMG-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 4-acetamidobenzene-1-sulfonic acid
• IUPAC Traditional name: N-acetylsulfanilic acid
• Synonyms: N-Acetylsulfanilic Acid; Acetanilide-p-sulfonic Acid; 4-(Acetylamino)benzenesulfinic Acid; p-Sulfinoacetanilide; 4-Acetamidobenzenesulfonic Acid

Database IDs

• CAS Number: 121-62-0
• PubChem SID: 162252993
• PubChem CID: 8483

CALCULATED PROPERTIES

• Acid pKa: -2.2459533
• H Acceptors: 4
• H Donor: 2
• LogD (pH = 5.5): -1.984534
• LogD (pH = 7.4): -1.9845359
• Log P: 0.3918629
• Molar Refractivity: 51.5435 cm^3
• Polarizability: 19.894068 Å^3
• Polar Surface Area: 83.47 Å^2
• Rotatable Bonds: 2
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Methanol
• Apperance: White Solid

DETAILS

Toronto Research Chemicals - A141875

4-Acetamidobenzenesulfonic Acid is a metabolite of Sulfanilic acid.

REFERENCES

• Saab, N., et al.: Eur. J. Med. Chem., 34, 745 (1999)
• Kim, H., et al.: J. Pharm. Biomed. Anal., 27, 51 (1999)
• Santelli-Rouvier, C., et al.: Eur. J. Med. Chem., 39, 735 (1999)