4-methoxy-2-oxo-1,2-dihydropyridine-3-carbonitrile

• ChemBase ID: 40779
• Molecular Formular: C7H6N2O2
• Molecular Mass: 150.13474
• Monoisotopic Mass: 150.04292744
• SMILES: c1c[nH]c(=O)c(c1OC)C#N
• Canonical SMILES: COc1cc[nH]c(=O)c1C#N
• InChI: InChI=1S/C7H6N2O2/c1-11-6-2-3-9-7(10)5(6)4-8/h2-3H,1H3,(H,9,10)
• InChIKey: MWGIDWPSRDMIQN-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 4-methoxy-2-oxo-1,2-dihydropyridine-3-carbonitrile
• IUPAC Traditional name: 4-methoxy-2-oxo-1H-pyridine-3-carbonitrile
• Synonyms: 4-Methoxy-2-oxo-1,2-dihydro-3-pyridinecarbonitrile; 3-Cyano-1,2-dihydro-4-methoxy-2-oxopyridine; 1,2-Dihydro-4-methoxy-2-oxopyridine-3-carbonitrile; 1,2-Dihydro-4-methoxy-2-oxo-3-pyridinecarbonitrile; 1,2-Dihydro-4-methoxy-2-oxonicotinonitrile; 3-Cyano-2-hydroxy-4-methoxypyridine; 4-Methoxy-2-oxo-1,2-dihydropyridine-3-carbonitrile; N-Demethylricinine; N-Demethyl Ricinine

Database IDs

• CAS Number: 21642-98-8
• MDL Number: MFCD00975442
• PubChem SID: 162045542
• PubChem CID: 2786702

CALCULATED PROPERTIES

• Acid pKa: 7.34913
• H Acceptors: 3
• H Donor: 1
• LogD (pH = 5.5): -0.46286902
• LogD (pH = 7.4): -0.7322846
• Log P: -0.45746565
• Molar Refractivity: 39.7424 cm^3
• Polarizability: 14.213123 Å^3
• Polar Surface Area: 62.12 Å^2
• Rotatable Bonds: 1
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Melting Point: 275-276°C; 293 °C; 293°C

Safety Information

• Storage Warning: Harmful/Irritant; IRRITANT
• TSCA Listed: false

Product Information

• Purity: >95%; 95+%

DETAILS

Toronto Research Chemicals - D231245

N-Demethylricinine is a demethylated metabolite of Ricinine (R495550), an alkaloid extract from the castor-oil plant (Ricinus communalis). N-Demethylricinine is an impurity in the production of Gimeracil.

REFERENCES

• Waller, G.R. et al.: Plant Physiol., 50, 622 (1972)
• Skursky, L. et al.: Biochem. Physiol. Alkal. Int. Symp. 4, 181 (1972)