N-{4-[4-amino(2H4)benzenesulfonyl](2H4)phenyl}acetamide

• ChemBase ID: 159150
• Molecular Formular: C14H14N2O3S
• Molecular Mass: 290.33756
• Monoisotopic Mass: 290.07251332
• SMILES: c1cc(ccc1S(=O)(=O)c1ccc(cc1)N)NC(=O)C
• 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-amino(^2H₄)benzenesulfonyl](^2H₄)phenyl}acetamide
• IUPAC Traditional name: N-{4-[4-amino(^2H₄)benzenesulfonyl](^2H₄)phenyl}acetamide
• Synonyms: N-[4-[(4-Aminophenyl)sulfonyl]phenyl]-acetamide-D8; Acetyldapsone-D8; MADDS-D8; Monoacetyldapsone-D8; N-Acetyl Dapsone-d8 (Major)

Database IDs

• PubChem SID: 162253285
• PubChem CID: 46779955

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: 30.460575 Å^3
• Polar Surface Area: 89.26 Å^2
• Rotatable Bonds: 3
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: DMSO
• Apperance: Pale Yellow Solid
• Melting Point: 241-242°C

Safety Information

• Storage Condition: -20°C Freezer

DETAILS

Toronto Research Chemicals - A168437

A labelled metabolite of Dapsone (D193250).A representative lot is 73% d8, 23% d7 and 3% d6 with no d0.

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)