N-(5-methyl-1,2-oxazol-3-yl)-4-nitrobenzene-1-sulfonamide

• ChemBase ID: 175525
• Molecular Formular: C10H9N3O5S
• Molecular Mass: 283.26056
• Monoisotopic Mass: 283.0262914
• SMILES: c1(ccc(cc1)[N+](=O)[O-])S(=O)(=O)Nc1noc(c1)C
• Canonical SMILES: Cc1onc(c1)NS(=O)(=O)c1ccc(cc1)[N+](=O)[O-]
• InChI: InChI=1S/C10H9N3O5S/c1-7-6-10(11-18-7)12-19(16,17)9-4-2-8(3-5-9)13(14)15/h2-6H,1H3,(H,11,12)
• InChIKey: XHJLDAHBWWMCRZ-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: N-(5-methyl-1,2-oxazol-3-yl)-4-nitrobenzene-1-sulfonamide
• IUPAC Traditional name: N-(5-methyl-1,2-oxazol-3-yl)-4-nitrobenzenesulfonamide
• Synonyms: N-(5-Methyl-3-isoxazolyl)-4-nitrobenzenesulfonamide; N-(5-Methylisoxazol-3-yl)-4-nitrobenzenesulfonamide; Nitrosulfamethoxazole; 4-Nitro Sulfamethoxazole

Database IDs

• CAS Number: 29699-89-6
• PubChem SID: 164231435
• PubChem CID: 717516

CALCULATED PROPERTIES

• Acid pKa: 5.6980734
• H Acceptors: 5
• H Donor: 1
• LogD (pH = 5.5): 1.3765647
• LogD (pH = 7.4): 0.67770875
• Log P: 1.5594596
• Molar Refractivity: 67.1201 cm^3
• Polarizability: 25.023628 Å^3
• Polar Surface Area: 118.02 Å^2
• Rotatable Bonds: 3
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: DMSO
• Apperance: Tan Solid
• Melting Point: 193-195°C (dec.)

Safety Information

• Storage Condition: Refrigerator

DETAILS

Toronto Research Chemicals - N549000

A Sulfamethoxazole metabolite.

REFERENCES

• Gill, H., et al.: Br. J. Clin. Pharmacol., 42, 347 (1996)
• Winter, H., et al.: Clin. Pharmacol. Ther., 76, 579 (1996)
• Vyas, P., et al.: Biochem. Pharmacol., 70, 275 (1996)
• Vyas, P., et al.: Drug Metab. Dispos., 34, 16 (1996)