8-chloro-1-phenyl-2,3,4,5-tetrahydro-1H-1,5-benzodiazepine-2,4-dione

• ChemBase ID: 166416
• Molecular Formular: C15H11ClN2O2
• Molecular Mass: 286.71304
• Monoisotopic Mass: 286.05090528
• SMILES: N1C(=O)CC(=O)N(c2c1ccc(c2)Cl)c1ccccc1
• Canonical SMILES: O=C1CC(=O)N(c2c(N1)ccc(c2)Cl)c1ccccc1
• InChI: InChI=1S/C15H11ClN2O2/c16-10-6-7-12-13(8-10)18(11-4-2-1-3-5-11)15(20)9-14(19)17-12/h1-8H,9H2,(H,17,19)
• InChIKey: RRTVVRIFVKKTJK-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 8-chloro-1-phenyl-2,3,4,5-tetrahydro-1H-1,5-benzodiazepine-2,4-dione
• IUPAC Traditional name: N-desmethylclobazam
• Synonyms: 8-Chloro-1-phenyl-1H-1,5-benzodiazepine-2,4(3H,5H)-dione; 7-Chloro-5-phenyl-1,2,4,5-tetrahydro-3H-1,5-benzodiazepine-2,4-dione; Clofazin; Demethylclobazam; Desmethylclobazam; N-Demethylclobazam; Norclobazam; N-Desmethyl Clobazam

Database IDs

• CAS Number: 22316-55-8
• PubChem SID: 162260549
• PubChem CID: 89657

CALCULATED PROPERTIES

• Acid pKa: 4.0663095
• H Acceptors: 2
• H Donor: 1
• LogD (pH = 5.5): 1.2485555
• LogD (pH = 7.4): -0.26135644
• Log P: 2.69031
• Molar Refractivity: 77.1827 cm^3
• Polarizability: 28.975363 Å^3
• Polar Surface Area: 49.41 Å^2
• Rotatable Bonds: 1
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Chloroform,
• Apperance: Off-White Solid
• Melting Point: >239°C (dec.)

Safety Information

• Storage Condition: Controlled Substance, -20°C Freezer

DETAILS

Toronto Research Chemicals - D291540

The major metabolite of Clobazam (C582500). Controlled substance (depressant).

REFERENCES

• Bardy, A., et al.: Brain Develop., 13, 174 (1991)
• Patsalos, P., et al.: Epilepsia, 43, 365 (1991)
• Venisse, N., et al.: J. Anal. Toxicol., 27, 7 (1991)