2-[(6-hydroxypyridin-3-yl)formamido]ethyl nitrate

• ChemBase ID: 170957
• Molecular Formular: C8H9N3O5
• Molecular Mass: 227.17416
• Monoisotopic Mass: 227.0542204
• SMILES: n1c(ccc(c1)C(=O)NCCO[N+](=O)[O-])O
• Canonical SMILES: [O-][N+](=O)OCCNC(=O)c1ccc(nc1)O
• InChI: InChI=1S/C8H9N3O5/c12-7-2-1-6(5-10-7)8(13)9-3-4-16-11(14)15/h1-2,5H,3-4H2,(H,9,13)(H,10,12)
• InChIKey: KPGQDUMCVZGWBO-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 2-[(6-hydroxypyridin-3-yl)formamido]ethyl nitrate
• IUPAC Traditional name: 2-[(6-hydroxypyridin-3-yl)formamido]ethyl nitrate
• Synonyms: 1,6-Dihydro-N-[2-(nitrooxy)ethyl]-6-oxo-3-pyridinecarboxamide; 6-Hydroxy Nicorandil

Database IDs

• CAS Number: 113743-17-2
• PubChem SID: 164226867
• PubChem CID: 14129968

CALCULATED PROPERTIES

• Acid pKa: 10.290348
• H Acceptors: 6
• H Donor: 2
• LogD (pH = 5.5): 0.35561514
• LogD (pH = 7.4): 0.3550797
• Log P: 0.3556315
• Molar Refractivity: 53.1569 cm^3
• Polarizability: 19.426542 Å^3
• Polar Surface Area: 117.27 Å^2
• Rotatable Bonds: 5
• Lipinski's Rule of Five: true

DETAILS

Toronto Research Chemicals - H948550

A metabolite of Nicorandil (N398500)

REFERENCES

• Frydman, A., et al.: Am. J. Cardiol., 63, 25J (1989)