N-[4-(4-aminobenzenesulfonyl)phenyl]acetamide

• ChemBase ID: 90249
• Molecular Formular: C14H14N2O3S
• Molecular Mass: 290.33756
• Monoisotopic Mass: 290.07251332
• SMILES: S(=O)(=O)(c1ccc(cc1)NC(=O)C)c1ccc(cc1)N
• Canonical SMILES: CC(=O)Nc1ccc(cc1)S(=O)(=O)c1ccc(cc1)N
• InChI: InChI=1S/C14H14N2O3S/c1-10(17)16-12-4-8-14(9-5-12)20(18,19)13-6-2-11(15)3-7-13/h2-9H,15H2,1H3,(H,16,17)
• InChIKey: WDOCBIHNYYQINH-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: N-[4-(4-aminobenzenesulfonyl)phenyl]acetamide
• IUPAC Traditional name: N-[4-(4-aminobenzenesulfonyl)phenyl]acetamide
• Synonyms: N-{4-[(4-Aminobenzene)sulphonyl]phenyl}acetamide; 4-(Acetamido)-4'-aminobiphenyl sulphone; Mono-N-acetyl-4-4′-sulfonylbisbenzeneamine; Monoacetyldapsone; N-[4-[(4-Aminophenyl)sulfonyl]phenyl]-acetamide; Acetyldapsone; MADDS; Monoacetyldapsone; N-Acetyl Dapsone

Database IDs

• CAS Number: 565-20-8
• MDL Number: MFCD00672496
• PubChem SID: 162104735
• PubChem CID: 11257

CALCULATED PROPERTIES

• Acid pKa: 13.49586
• H Acceptors: 4
• H Donor: 2
• LogD (pH = 5.5): 1.3367192
• LogD (pH = 7.4): 1.3368627
• Log P: 1.3368648
• Molar Refractivity: 79.1536 cm^3
• Polarizability: 30.40936 Å^3
• Polar Surface Area: 89.26 Å^2
• Rotatable Bonds: 3
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Methanol
• Apperance: Off-White Solid; white
• Melting Point: 237-239C; 242-244°C

Safety Information

• Storage Condition: -20°C Freezer
• Storage Warning: Irritant
• RTECS: AE7020000
• European Hazard Symbols: Irritant (Xi)
• German water hazard class: 2
• Risk Statements: 37/38-41-43
• Safety Statements: 26-36/37/39
• GHS Pictograms: GHS05; GHS07
• GHS Signal Word: Danger
• GHS Hazard statements: H315-H317-H318-H335
• GHS Precautionary statements: P261-P280-P305 + P351 + P338
• Personal Protective Equipment: dust mask type N95 (US), Eyeshields, Faceshields, Gloves
• Storage Temperature: 2-8°C

Product Information

• Empirical Formula (Hill Notation): C14H14N2O3S

DETAILS

Sigma Aldrich - UC428

Biochem/physiol Actions
NAT conjugate of dapsone

Toronto Research Chemicals - A168435

A metabolite of Dapsone (D193250).

REFERENCES

• Shin, I., et al.: J. App. Pharmacol., 10, 193 (2002)
• Bhaiya, P., et al.: Toxicol. App. Pharmacol., 215, 158 (2002)
• Paixao, P., et al.: Eur. J. Pharm. Sci., 36, 544 (2002)