2,3,4,5-tetrahydro-1H-1-benzazepine-2,5-dione

• ChemBase ID: 161216
• Molecular Formular: C10H9NO2
• Molecular Mass: 175.18396
• Monoisotopic Mass: 175.06332853
• SMILES: C1(=O)CCC(=O)c2c(N1)cccc2
• Canonical SMILES: O=C1CCC(=O)c2c(N1)cccc2
• InChI: InChI=1S/C10H9NO2/c12-9-5-6-10(13)11-8-4-2-1-3-7(8)9/h1-4H,5-6H2,(H,11,13)
• InChIKey: VDTXDALRBZEUFV-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 2,3,4,5-tetrahydro-1H-1-benzazepine-2,5-dione
• IUPAC Traditional name: 3,4-dihydro-1H-1-benzazepine-2,5-dione
• Synonyms: 3,4-Dihydro-1H-benzo[b]azepine-2,5-dione; NSC 641163; 1H-[1]-Benzazephe-2,5(3H,4H)-dione

Database IDs

• CAS Number: 16511-38-9
• PubChem SID: 162255351
• PubChem CID: 369398

CALCULATED PROPERTIES

• Acid pKa: 12.728072
• H Acceptors: 2
• H Donor: 1
• LogD (pH = 5.5): 1.4668121
• LogD (pH = 7.4): 1.4668102
• Log P: 1.4668121
• Molar Refractivity: 49.5734 cm^3
• Polarizability: 18.220081 Å^3
• Polar Surface Area: 46.17 Å^2
• Rotatable Bonds: 0
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Chloroform
• Apperance: Off-White Solid
• Melting Point: 177-179°C

Safety Information

• Storage Condition: Refrigerator

DETAILS

Toronto Research Chemicals - B186000

Intermediate in the synthesis of protein kinase inhibitors

REFERENCES

• Pruehs, C., et al.: Bioorg. Med. Chem. Lett., 17, 1850 (2007)
• Stukenbrock, H., et al.: J. Med. Chem., 51, 2196 (2007)