ethyl 3-(4-ethoxy-4-oxobutanamido)pyridine-2-carboxylate

• ChemBase ID: 168335
• Molecular Formular: C14H18N2O5
• Molecular Mass: 294.30312
• Monoisotopic Mass: 294.12157169
• SMILES: c1nc(c(cc1)NC(=O)CCC(=O)OCC)C(=O)OCC
• Canonical SMILES: CCOC(=O)CCC(=O)Nc1cccnc1C(=O)OCC
• InChI: InChI=1S/C14H18N2O5/c1-3-20-12(18)8-7-11(17)16-10-6-5-9-15-13(10)14(19)21-4-2/h5-6,9H,3-4,7-8H2,1-2H3,(H,16,17)
• InChIKey: RBEOIGKKNHWQON-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: ethyl 3-(4-ethoxy-4-oxobutanamido)pyridine-2-carboxylate
• IUPAC Traditional name: ethyl 3-(4-ethoxy-4-oxobutanamido)pyridine-2-carboxylate
• Synonyms: 3-[(4-Ethoxy-4-oxobutanoyl)amino]-2-pyridinecarboxylic Acid Ethyl Ester; 3-[(4-Ethoxy-1,4-dioxobutyl)amino]-2-pyridinecarboxylic Acid Ethyl Ester

Database IDs

• CAS Number: 676596-61-5
• PubChem SID: 162262467
• PubChem CID: 46781522

CALCULATED PROPERTIES

• Acid pKa: 11.5447035
• H Acceptors: 4
• H Donor: 1
• LogD (pH = 5.5): 1.5169194
• LogD (pH = 7.4): 1.5169533
• Log P: 1.5169837
• Molar Refractivity: 75.577 cm^3
• Polarizability: 28.806751 Å^3
• Polar Surface Area: 94.59 Å^2
• Rotatable Bonds: 9
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Methanol
• Apperance: White Solid

DETAILS

Toronto Research Chemicals - E891810

A synthetic intermediate for the synthesis of 1-Azakenpaullone and other Kenpaullone derivatives.

REFERENCES

• Kunick, C., et al.: Bioorg. Med. Chem. Lett., 14, 413 (2004)