(2H4)-1,2-benzoxazol-3-ylmethanesulfonamide

• ChemBase ID: 179673
• Molecular Formular: C8H8N2O3S
• Molecular Mass: 212.22572
• Monoisotopic Mass: 212.02556313
• SMILES: c1ccc2c(c1)onc2CS(=O)(=O)N
• Canonical SMILES: NS(=O)(=O)Cc1noc2c1cccc2
• InChI: InChI=1S/C8H8N2O3S/c9-14(11,12)5-7-6-3-1-2-4-8(6)13-10-7/h1-4H,5H2,(H2,9,11,12)
• InChIKey: UBQNRHZMVUUOMG-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (^2H₄)-1,2-benzoxazol-3-ylmethanesulfonamide
• IUPAC Traditional name: (^2H₄)-1,2-benzoxazol-3-ylmethanesulfonamide
• Synonyms: 1,2-(Benzisoxazole-d4)-3-methanesulfonamide; 3-(Sulfamoylmethyl)-1,2-benzisoxazole-d4; AD 810-d4; Aleviatin-d4; Excegran-d4; PD 110843-d4; Zonegran-d4; Zonisamide-d4

Database IDs

• CAS Number: 1020720-04-0
• PubChem SID: 164235583
• PubChem CID: 45040707

CALCULATED PROPERTIES

• Acid pKa: 9.83594
• H Acceptors: 3
• H Donor: 1
• LogD (pH = 5.5): 0.11066865
• LogD (pH = 7.4): 0.10927917
• Log P: 0.11068642
• Molar Refractivity: 50.2984 cm^3
• Polarizability: 21.029642 Å^3
• Polar Surface Area: 86.19 Å^2
• Rotatable Bonds: 2
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: DMF; DMSO; Methanol (Sparingly)
• Apperance: Off-White to Light Brown Solid
• Melting Point: 163-165°C

Safety Information

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

DETAILS

Toronto Research Chemicals - Z700002

Labelled sulfonamide antiseizure agent; blocks repetitive firing of voltagesensitive sodium channels and reduces voltage-sensitive T-type calcium currents. Heterocyclic methanesulfonide with anticonvulsant properties. The compound is under investigation f

REFERENCES

• Masuda, Y., et al.: Arzneim.-Forsch., 30, 477 (1980)
• Hammond, E.J., et al.: Gen. Pharmacol., 18, 303 (1980)
• Schmidt, D., et al.: Epilepsy Res., 15, 67 (1980)
• Sorkin, E.M., et al.: Drugs, 45, 760 (1980)