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

• ChemBase ID: 159454
• Molecular Formular: C12H12N4O3S
• Molecular Mass: 292.31368
• Monoisotopic Mass: 292.06301126
• SMILES: c1cnc(nc1)NS(=O)(=O)c1ccc(cc1)NC(=O)C
• Canonical SMILES: CC(=O)Nc1ccc(cc1)S(=O)(=O)Nc1ncccn1
• InChI: InChI=1S/C12H12N4O3S/c1-9(17)15-10-3-5-11(6-4-10)20(18,19)16-12-13-7-2-8-14-12/h2-8H,1H3,(H,15,17)(H,13,14,16)
• InChIKey: NJIZUWGMNCUKGU-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: N-{4-[(pyrimidin-2-yl)sulfamoyl]phenyl}acetamide
• IUPAC Traditional name: N-{4-[(pyrimidin-2-yl)sulfamoyl]phenyl}acetamide
• Synonyms: N-[4-[(2-Pyrimidinylamino)sulfonyl]phenyl]acetamide; 2-[(p-Acetamidophenyl)sulfonamido]pyrimidine; N4-Acetylsulfadiazine; 4’-(2-Pyrimidinylsulfamoyl)acetanilide; 4N-Acetylsulfadiazine; N-Acetyl Sulfadiazine

Database IDs

• CAS Number: 127-74-2
• PubChem SID: 162253589
• PubChem CID: 64952

CALCULATED PROPERTIES

• Acid pKa: 6.8818398
• H Acceptors: 5
• H Donor: 2
• LogD (pH = 5.5): 0.43828416
• LogD (pH = 7.4): -0.040674105
• Log P: 0.45389712
• Molar Refractivity: 74.3635 cm^3
• Polarizability: 28.356705 Å^3
• Polar Surface Area: 101.05 Å^2
• Rotatable Bonds: 3
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: DMSo; Methanol
• Apperance: White Solid
• Melting Point: 260-262°C

Safety Information

• Storage Condition: Refrigerator

DETAILS

Toronto Research Chemicals - A187810

A major metabolite of Sulfadiazine.

REFERENCES

• Woolley, J., et al.: Drug Metab. Dispos., 7, 94 (1979)
• Nielsen, P., et al.: Biochem. Pharmacol., 35, 2509 (1979)
• Anari, M., et al.: Anal. Chem., 76, 823 (1979)
• Edlund, P., et al.: J. Pharm. Biomed. Anal., 34, 1079 (1979)