N-{4-[(4,6-dimethylpyrimidin-2-yl)sulfamoyl]phenyl}acetamide

• ChemBase ID: 159463
• Molecular Formular: C14H16N4O3S
• Molecular Mass: 320.36684
• Monoisotopic Mass: 320.09431139
• SMILES: c1c(nc(nc1C)NS(=O)(=O)c1ccc(cc1)NC(=O)C)C
• Canonical SMILES: CC(=O)Nc1ccc(cc1)S(=O)(=O)Nc1nc(C)cc(n1)C
• InChI: InChI=1S/C14H16N4O3S/c1-9-8-10(2)16-14(15-9)18-22(20,21)13-6-4-12(5-7-13)17-11(3)19/h4-8H,1-3H3,(H,17,19)(H,15,16,18)
• InChIKey: LJKAKWDUZRJNPJ-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: N-{4-[(4,6-dimethylpyrimidin-2-yl)sulfamoyl]phenyl}acetamide
• IUPAC Traditional name: N-{4-[(4,6-dimethylpyrimidin-2-yl)sulfamoyl]phenyl}acetamide
• Synonyms: N-[4-[[(4,6-Dimethyl-2-pyrimidinyl)amino]sulfonyl]phenyl]acetamide; 4'-[(4,6-Dimethyl-2-pyrimidinyl)sulfamoyl]acetanilide; Acetylsulfadimidine; N4-Acetylsulfadimidine; N4-Acetylsulmet; N-Acetyl Sulfamethazine

Database IDs

• CAS Number: 100-90-3
• PubChem SID: 162253598
• PubChem CID: 66855

CALCULATED PROPERTIES

• Acid pKa: 6.884789
• H Acceptors: 5
• H Donor: 2
• LogD (pH = 5.5): 0.7011125
• LogD (pH = 7.4): 0.22352226
• Log P: 0.7166375
• Molar Refractivity: 83.5465 cm^3
• Polarizability: 31.866983 Å^3
• Polar Surface Area: 101.05 Å^2
• Rotatable Bonds: 3
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: DMSO; Methanol (warm)
• Apperance: Off-White Solid
• Melting Point: 249-251°C

Safety Information

• Storage Condition: Refrigerator

DETAILS

Toronto Research Chemicals - A187850

The main metabolite of Sulfamethazine.

REFERENCES

• Poul, N., et al.: Biochem. J., 136, 1039 (1973)
• Vree, T., et al.: Clin. Pharmacokinetics, 5, 274 (1973)
• Vree, T., et al.: Ther. Drug Monit., 8, 434 (1973)
• Littlefield, N., et al.: Food Chem. Toxicol., 28, 157 (1973)
• Sandholm, M., et al.: J. Vet Pharma