5H,6H,7H,8H,9H-pyrido[3,2-b]azepine-6,9-dione

• ChemBase ID: 177163
• Molecular Formular: C9H8N2O2
• Molecular Mass: 176.17202
• Monoisotopic Mass: 176.05857751
• SMILES: C1C(=O)c2c(NC(=O)C1)cccn2
• Canonical SMILES: O=C1CCC(=O)c2c(N1)cccn2
• InChI: InChI=1S/C9H8N2O2/c12-7-3-4-8(13)11-6-2-1-5-10-9(6)7/h1-2,5H,3-4H2,(H,11,13)
• InChIKey: UQNHEOOEYBDZCM-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 5H,6H,7H,8H,9H-pyrido[3,2-b]azepine-6,9-dione
• IUPAC Traditional name: 5H,7H,8H-pyrido[3,2-b]azepine-6,9-dione
• Synonyms: 7,8-Dihydro-5H-pyrido[3,2-b]azepine-6,9-dione; 5H-Pyrido[3,2-b]azepine-6,9-(7H,8H)-dione

Database IDs

• CAS Number: 676596-63-7
• PubChem SID: 164233073
• PubChem CID: 45789391

CALCULATED PROPERTIES

• Acid pKa: 11.751199
• H Acceptors: 3
• H Donor: 1
• LogD (pH = 5.5): 0.63477564
• LogD (pH = 7.4): 0.63496876
• Log P: 0.63499004
• Molar Refractivity: 47.0445 cm^3
• Polarizability: 17.358688 Å^3
• Polar Surface Area: 59.06 Å^2
• Rotatable Bonds: 0
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Methanol

DETAILS

Toronto Research Chemicals - P991710

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)
• Stukenbrock, H., et al.: J. Med. Chem., 51, 2196 (2004)