ethyl 9-hydroxy-6-oxo-5H,6H,7H-pyrido[3,2-b]azepine-8-carboxylate

• ChemBase ID: 167632
• Molecular Formular: C12H12N2O4
• Molecular Mass: 248.23468
• Monoisotopic Mass: 248.07970687
• SMILES: C1(=C(c2c(NC(=O)C1)cccn2)O)C(=O)OCC
• Canonical SMILES: CCOC(=O)C1=C(O)c2ncccc2NC(=O)C1
• InChI: InChI=1S/C12H12N2O4/c1-2-18-12(17)7-6-9(15)14-8-4-3-5-13-10(8)11(7)16/h3-5,16H,2,6H2,1H3,(H,14,15)
• InChIKey: RXKNXEINJYMUOD-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: ethyl 9-hydroxy-6-oxo-5H,6H,7H-pyrido[3,2-b]azepine-8-carboxylate
• IUPAC Traditional name: ethyl 9-hydroxy-6-oxo-5H,7H-pyrido[3,2-b]azepine-8-carboxylate
• Synonyms: 9-Hydroxy-6-oxo-6,7-dihydro-5H-pyrido[3,2-b]azepine-8-carboxylic Acid Ethyl Ester; 6,7-Dihydro-9-hydroxy-6-oxo-5H-pyrido[3,2-b]azepine-8-carboxylic Acid Ethyl Ester

Database IDs

• CAS Number: 676596-62-6
• PubChem SID: 162261765
• PubChem CID: 57352540

CALCULATED PROPERTIES

• Acid pKa: 5.04618
• H Acceptors: 4
• H Donor: 2
• LogD (pH = 5.5): -0.32997382
• LogD (pH = 7.4): -1.973782
• Log P: 0.26768607
• Molar Refractivity: 64.7838 cm^3
• Polarizability: 24.075256 Å^3
• Polar Surface Area: 88.52 Å^2
• Rotatable Bonds: 3
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Chloroform; Dichloromethane; Methanol

DETAILS

Toronto Research Chemicals - D449143

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)