N-{4-[(pyrimidin-2-yl)sulfamoyl](1,2,3,4,5,6-13C6)phenyl}acetamide

• ChemBase ID: 159455
• Molecular Formular: C12H12N4O3S
• Molecular Mass: 298.26960903
• Monoisotopic Mass: 298.08314029
• SMILES: c1cnc(nc1)NS(=O)(=O)[13c]1[13cH][13cH][13c]([13cH][13cH]1)NC(=O)C
• Canonical SMILES: CC(=O)N[13c]1[13cH][13cH][13c]([13cH][13cH]1)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)/i3+1,4+1,5+1,6+1,10+1,11+1
• InChIKey: NJIZUWGMNCUKGU-BULCFLCISA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: N-{4-[(pyrimidin-2-yl)sulfamoyl](1,2,3,4,5,6-^1^3C₆)phenyl}acetamide
• IUPAC Traditional name: N-{4-[(pyrimidin-2-yl)sulfamoyl](1,2,3,4,5,6-^1^3C₆)phenyl}acetamide
• Synonyms: N-[4-[(2-Pyrimidinylamino)sulfonyl]phenyl-13C6]acetamide; 2-[(p-Acetamidophenyl-13C6)sulfonamido]pyrimidine; N4-Acetylsulfadiazine-13C6; 4’-(2-Pyrimidinylsulfamoyl)acetanilide-13C6; 4N-Acetylsulfadiazine-13C6; N-Acetyl Sulfadiazine-13C6

Database IDs

• PubChem SID: 162253590
• PubChem CID: 46780050

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
• Apperance: White Solid
• Melting Point: 251-254°C

Safety Information

• Storage Condition: -20°C Freezer

DETAILS

Toronto Research Chemicals - A187813

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)