7-chloro-1-methyl-5-(2H5)phenyl-2,3,4,5-tetrahydro-1H-1,5-benzodiazepine-2,4-dione

• ChemBase ID: 164850
• Molecular Formular: C16H13ClN2O2
• Molecular Mass: 300.73962
• Monoisotopic Mass: 300.06655535
• SMILES: N1(C(=O)CC(=O)N(c2c1ccc(c2)Cl)c1ccccc1)C
• Canonical SMILES: Clc1ccc2c(c1)N(C(=O)CC(=O)N2C)c1ccccc1
• InChI: InChI=1S/C16H13ClN2O2/c1-18-13-8-7-11(17)9-14(13)19(16(21)10-15(18)20)12-5-3-2-4-6-12/h2-9H,10H2,1H3
• InChIKey: CXOXHMZGEKVPMT-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 7-chloro-1-methyl-5-(^2H₅)phenyl-2,3,4,5-tetrahydro-1H-1,5-benzodiazepine-2,4-dione
• IUPAC Traditional name: 7-chloro-1-methyl-5-(^2H₅)phenyl-3H-1,5-benzodiazepine-2,4-dione
• Synonyms: 7-Chloro-1-methyl-5-(phenyl-d5)-1H-1,5-benzodiazepine-2,4(3H,5H)-dione; Clobazepam-d5; Frisium-d5; Frizium-d5; H 4723-d5; HR 376-d5; LM 2717-d5; Mystan-d5; NSC 336279-d5; Urbadan-d5; Urbanyl-d5; Clobazam-d5

Database IDs

• PubChem SID: 162258984
• PubChem CID: 71314911

CALCULATED PROPERTIES

• Acid pKa: 4.068304
• H Acceptors: 2
• H Donor: 0
• LogD (pH = 5.5): 1.1145105
• LogD (pH = 7.4): -0.39646015
• Log P: 2.554376
• Molar Refractivity: 80.2986 cm^3
• Polarizability: 30.834322 Å^3
• Polar Surface Area: 40.62 Å^2
• Rotatable Bonds: 1
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Chloroform
• Apperance: White Solid
• Melting Point: 163-166°C

Safety Information

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

DETAILS

Toronto Research Chemicals - C582502

Labelled Clobazam (C582500). Benzodiazepine psychotherapeutic agent. Clobazam (CLB) has proven efficacy against multiple seizure types. An anxiolytic; anticonvulsant. Controlled substance (depressant).

REFERENCES

• Gastaut, H., et al.: Epilepsia, 20, 437 (1979)
• Guberman, A., et al.: Can J. Neurol. Sci., 17, 311 (1979)
• Munn, R., et al.: Pediatr. Neurol. 9, 465 (1979)