2,3-bis(hydroxymethyl)quinoxaline-1,4-diium-1,4-bis(olate)

• ChemBase ID: 179810
• Molecular Formular: C10H10N2O4
• Molecular Mass: 222.1974
• Monoisotopic Mass: 222.06405681
• SMILES: [n+]1(c(c([n+](c2c1cccc2)[O-])CO)CO)[O-]
• Canonical SMILES: OCc1[n+]([O-])c2ccccc2[n+](c1CO)[O-]
• InChI: InChI=1S/C10H10N2O4/c13-5-9-10(6-14)12(16)8-4-2-1-3-7(8)11(9)15/h1-4,13-14H,5-6H2
• InChIKey: DOIGHQCAQBRSKI-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 2,3-bis(hydroxymethyl)quinoxaline-1,4-diium-1,4-bis(olate)
• IUPAC Traditional name: 2,3-bis(hydroxymethyl)quinoxaline-1,4-diium-1,4-bis(olate)
• Synonyms: 1,4-Dioxide; 2,3-Quinoxalinedimethanol; Dioxidine

Database IDs

• CAS Number: 17311-31-8
• PubChem SID: 164235720
• PubChem CID: 28467

CALCULATED PROPERTIES

• Acid pKa: 13.093571
• H Acceptors: 4
• H Donor: 2
• LogD (pH = 5.5): -1.5584834
• LogD (pH = 7.4): -1.5584842
• Log P: -1.5584834
• Molar Refractivity: 58.5892 cm^3
• Polarizability: 21.947262 Å^3
• Polar Surface Area: 91.38 Å^2
• Rotatable Bonds: 2
• Lipinski's Rule of Five: true

PROPERTIES

Product Information

• Application(s): Antibacterial agent; Antiseptic

REFERENCES

• Ahmad, Y. et al., J.O.C., 1966, 31, 2613-2616, (synth)
• Budanova, I.I. et al., Khim.-Farm. Zh., 1980, 14, 10-15, (metab, dioxide)
• Ryan, M.D. et al., J. Pharm. Sci., 1985, 74, 492-495, (dioxide, activity)