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

• ChemBase ID: 175518
• Molecular Formular: C10H9N3O4S
• Molecular Mass: 267.26116
• Monoisotopic Mass: 267.03137678
• SMILES: c1(ccc(cc1)N=O)S(=O)(=O)Nc1noc(c1)C
• Canonical SMILES: O=Nc1ccc(cc1)S(=O)(=O)Nc1noc(c1)C
• InChI: InChI=1S/C10H9N3O4S/c1-7-6-10(12-17-7)13-18(15,16)9-4-2-8(11-14)3-5-9/h2-6H,1H3,(H,12,13)
• InChIKey: GHNQGDUYHCZZPT-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: N-(5-methyl-1,2-oxazol-3-yl)-4-nitrosobenzene-1-sulfonamide
• IUPAC Traditional name: smx-NO
• Synonyms: N-(5-Methyl-3-isoxazolyl)-4-nitrosobenzenesulfonamide; 4-Nitrososulfamethoxazole; 4-Nitroso Sulfamethoxazole, > 90%

Database IDs

• CAS Number: 131549-85-4
• PubChem SID: 164231428
• PubChem CID: 125483

CALCULATED PROPERTIES

• Acid pKa: 5.738033
• H Acceptors: 4
• H Donor: 1
• LogD (pH = 5.5): 1.5267732
• LogD (pH = 7.4): 0.8207828
• Log P: 1.6971834
• Molar Refractivity: 65.3688 cm^3
• Polarizability: 24.114634 Å^3
• Polar Surface Area: 101.63 Å^2
• Rotatable Bonds: 3
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Apperance: Yellow solid
• Melting Point: >180°C (dec.)

Safety Information

• Storage Condition: -20°C Freezer, Under Inert Atmosphere

DETAILS

Toronto Research Chemicals - N546700

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)