N-{4-[(pyridin-2-yl)sulfamoyl](2H4)phenyl}acetamide

• ChemBase ID: 159468
• Molecular Formular: C13H13N3O3S
• Molecular Mass: 291.32562
• Monoisotopic Mass: 291.06776229
• SMILES: c1cccc(n1)NS(=O)(=O)c1ccc(cc1)NC(=O)C
• Canonical SMILES: CC(=O)Nc1ccc(cc1)S(=O)(=O)Nc1ccccn1
• InChI: InChI=1S/C13H13N3O3S/c1-10(17)15-11-5-7-12(8-6-11)20(18,19)16-13-4-2-3-9-14-13/h2-9H,1H3,(H,14,16)(H,15,17)
• InChIKey: CYLYVXPHAQLXFG-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: N-{4-[(pyridin-2-yl)sulfamoyl](^2H₄)phenyl}acetamide
• IUPAC Traditional name: N-{4-[(pyridin-2-yl)sulfamoyl](^2H₄)phenyl}acetamide
• Synonyms: N-[4-[(2-Pyridinylamino)sulfonyl]phenyl-d4]acetamide; 4’-(2-Pyridylsulfamoyl)acetanilide-d5; N4-Acetylsulfapyridine-d4; N-Acetyl Sulfapyridine-d4 (Major)

Database IDs

• CAS Number: 1189732-52-2
• PubChem SID: 162253603
• PubChem CID: 46780055

CALCULATED PROPERTIES

• Acid pKa: 7.0117636
• H Acceptors: 4
• H Donor: 2
• LogD (pH = 5.5): 1.0626326
• LogD (pH = 7.4): 0.6444605
• Log P: 1.0754066
• Molar Refractivity: 75.9098 cm^3
• Polarizability: 29.233307 Å^3
• Polar Surface Area: 88.16 Å^2
• Rotatable Bonds: 3
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Methanol
• Apperance: Off-White Solid
• Melting Point: 208-210°C

Safety Information

• Storage Condition: Refrigerator

DETAILS

Toronto Research Chemicals - A187912

A major active labelled metabolite related to the adverse effects of Sulfasalazine in human serum.

REFERENCES

• Stenson, W., et al.: J. Clin. Invest., 69, 494 (1982)
• Bissonnette, E., et al.: J. Immunol., 156, 218 (1982)
• Hirohata, S., et al.: J. Neurol. Sci., 67, 115 (1982)
• Pullar, T., et al.: Br. Med. J., 290, 1535 (1982)
• Ireland, A., et al.: Clin. Sci., 78,