3-phenyl-1,2,3$l^{5}-oxadiazol-3-ylium-5-olate

• ChemBase ID: 79793
• Molecular Formular: C8H6N2O2
• Molecular Mass: 162.14544
• Monoisotopic Mass: 162.04292744
• SMILES: [n+]1(noc(c1)[O-])c1ccccc1
• Canonical SMILES: [O-]c1on[n+](c1)c1ccccc1
• InChI: InChI=1S/C8H6N2O2/c11-8-6-10(9-12-8)7-4-2-1-3-5-7/h1-6H
• InChIKey: KQEVEDHJIGSXDK-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 3-phenyl-1,2,3$l^{5}-oxadiazol-3-ylium-5-olate; 3-phenyl-1,2,3λ^5-oxadiazol-3-ylium-5-olate
• IUPAC Traditional name: 3-phenyl-1,2,3$l^{5}-oxadiazol-3-ylium-5-olate; 3-phenyl-1,2,3λ^5-oxadiazol-3-ylium-5-olate
• Synonyms: 3-phenyl-1,2,3-oxadiazol-3-ium-5-olate; Sydnone; 3-Phenylsydnone

Database IDs

• CAS Number: 120-06-9
• MDL Number: MFCD00205029
• PubChem SID: 162044556
• PubChem CID: 123023

CALCULATED PROPERTIES

• Acid pKa: -2.1229548
• H Acceptors: 2
• H Donor: 0
• LogD (pH = 5.5): 2.298826
• LogD (pH = 7.4): 2.2988257
• Log P: -1.1034256
• Molar Refractivity: 63.0547 cm^3
• Polarizability: 16.259247 Å^3
• Polar Surface Area: 52.97 Å^2
• Rotatable Bonds: 1
• Lipinski's Rule of Five: true

PROPERTIES

Pharmacology Properties

• Mechanism of Action: Antioxidant

Product Information

• Application(s): Antioxidant; Hypotensive

REFERENCES

• Baker, W. et al., Q. Rev., Chem. Soc., 1957, 11, 15, (rev)
• Noel, Y., Bull. Soc. Chim. Fr., 1964, 173, (rev)
• Schmid, G.H., J. Mol. Struct., 1970, 5, 236, (struct)
• Gribble, G.W. et al., J. Het. Chem., 1996, 33, 715, (synth, ir, pmr, cmr, bibl, derivs)