4-methoxy-2-oxo-1,2-dihydro(4,5,6-13C3)pyridine-3-carbonitrile

• ChemBase ID: 165809
• Molecular Formular: C7H6N2O2
• Molecular Mass: 153.11270451
• Monoisotopic Mass: 153.05299196
• SMILES: [13cH]1[13cH][nH]c(=O)c([13c]1OC)C#N
• Canonical SMILES: CO[13c]1[13cH][13cH][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)/i2+1,3+1,6+1
• InChIKey: MWGIDWPSRDMIQN-BGLDBIDLSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 4-methoxy-2-oxo-1,2-dihydro(4,5,6-^1^3C₃)pyridine-3-carbonitrile
• IUPAC Traditional name: 4-methoxy-2-oxo(4,5,6-^1^3C₃)-1H-pyridine-3-carbonitrile
• Synonyms: N-Demethyl Ricinine-13C3; 1,2-Dihydro-4-methoxy-2-oxo-3-pyridinecarbonitrile-13C3; 1,2-Dihydro-4-methoxy-2-oxonicotinonitrile-13C3; 3-Cyano-2-hydroxy-4-methoxypyridine-13C3; 4-Methoxy-2-oxo-1,2-dihydropyridine-3-carbonitrile-13C3; N-Demethylricinine-13C3

Database IDs

• PubChem SID: 162259942
• PubChem CID: 71315407

CALCULATED PROPERTIES

• Polar Surface Area: 62.12 Å^2
• Rotatable Bonds: 1
• Lipinski's Rule of Five: true
• 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

PROPERTIES

Physical Property

• Solubility: Dimethyl Sulfoxide; Methanol
• Apperance: Off-White Solid

Safety Information

• Storage Condition: Refrigerator

DETAILS

Toronto Research Chemicals - D231247

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)