2-(pyridin-4-ylformamido)ethyl nitrate

• ChemBase ID: 175090
• Molecular Formular: C8H9N3O4
• Molecular Mass: 211.17476
• Monoisotopic Mass: 211.05930578
• SMILES: n1ccc(cc1)C(=O)NCCO[N+](=O)[O-]
• Canonical SMILES: O=C(c1ccncc1)NCCO[N+](=O)[O-]
• InChI: InChI=1S/C8H9N3O4/c12-8(7-1-3-9-4-2-7)10-5-6-15-11(13)14/h1-4H,5-6H2,(H,10,12)
• InChIKey: VZCYAIHIDPPQHC-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 2-(pyridin-4-ylformamido)ethyl nitrate
• IUPAC Traditional name: 2-(pyridin-4-ylformamido)ethyl nitrate
• Synonyms: N-[2-(Nitrooxy)ethyl]-4-pyridinecarboxamide; 2-Isonicotinamidoethyl nitrate; N-(2-Nitrooxyethyl)isonicotinamide; p-Nicorandil

Database IDs

• CAS Number: 65141-47-1
• PubChem SID: 164231000
• PubChem CID: 5231241

CALCULATED PROPERTIES

• Acid pKa: 14.1414175
• H Acceptors: 5
• H Donor: 1
• LogD (pH = 5.5): 0.061602734
• LogD (pH = 7.4): 0.06469956
• Log P: 0.064739294
• Molar Refractivity: 50.8625 cm^3
• Polarizability: 18.730005 Å^3
• Polar Surface Area: 97.04 Å^2
• Rotatable Bonds: 5
• Lipinski's Rule of Five: true

DETAILS

Toronto Research Chemicals - N398510

A positional isomeric impurity of the antianginal Nicorandil (N398500).

REFERENCES

• Fedorov, B.S. et al.: Pharmac. Chem. J., 43, 134 (2009)
• Tatyanenko, L.V. et al.: Biomed. Khim., 52, 174 (2009)