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

• ChemBase ID: 161239
• Molecular Formular: C9H8N2O2
• Molecular Mass: 176.17202
• Monoisotopic Mass: 176.05857751
• SMILES: C1(=O)Nc2c(NC(=O)C1)cccc2
• Canonical SMILES: O=C1CC(=O)Nc2c(N1)cccc2
• InChI: InChI=1S/C9H8N2O2/c12-8-5-9(13)11-7-4-2-1-3-6(7)10-8/h1-4H,5H2,(H,10,12)(H,11,13)
• InChIKey: UNFHOAZOCIELCW-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 2,3,4,5-tetrahydro-1H-1,5-benzodiazepine-2,4-dione
• IUPAC Traditional name: 3,5-dihydro-1H-1,5-benzodiazepine-2,4-dione
• Synonyms: 1,5-Dihydrobenzo[b][1,4]diazepine-2,4-dione; Benzo-1,4-diazacycloheptane[2,3-d]-5,7-dione; NSC 138394; 1,5-Benzodiazepine-2,4-dione; 1H-1,5-benzodiazepine-2,4(3H,5H)-dione

Database IDs

• CAS Number: 49799-48-6
• MDL Number: MFCD00464634
• PubChem SID: 162255374
• PubChem CID: 283534

CALCULATED PROPERTIES

• Acid pKa: 5.780604
• H Acceptors: 2
• H Donor: 2
• LogD (pH = 5.5): 0.38138235
• LogD (pH = 7.4): -1.0537925
• Log P: 0.5642407
• Molar Refractivity: 49.4844 cm^3
• Polarizability: 17.54405 Å^3
• Polar Surface Area: 58.2 Å^2
• Rotatable Bonds: 0
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Dimethyl Sulfoxide; Dimethylformamide
• Apperance: White Solid
• Melting Point: 383 - 385°C
• Hydrophobicity(logP): 0.103

Product Information

• Purity: 95%

DETAILS

Toronto Research Chemicals - B198600

Sedative, myorelaxant and anxiolytic activity.

REFERENCES

• Zellou, A. et al.: Ann. Pharm. Fr. 56, 169 (1998).