7-bromo-5-[2-chloro(2H4)phenyl]-2,3-dihydro(9-2H)-1H-1,4-benzodiazepin-2-one

• ChemBase ID: 176444
• Molecular Formular: C15H10BrClN2O
• Molecular Mass: 349.6097
• Monoisotopic Mass: 347.96650263
• SMILES: c12c(cc(cc1)Br)C(=NCC(=O)N2)c1ccccc1Cl
• Canonical SMILES: O=C1CN=C(c2c(N1)ccc(c2)Br)c1ccccc1Cl
• InChI: InChI=1S/C15H10BrClN2O/c16-9-5-6-13-11(7-9)15(18-8-14(20)19-13)10-3-1-2-4-12(10)17/h1-7H,8H2,(H,19,20)
• InChIKey: CGMJQQJSWIRRRL-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 7-bromo-5-[2-chloro(^2H₄)phenyl]-2,3-dihydro(9-^2H)-1H-1,4-benzodiazepin-2-one
• IUPAC Traditional name: 7-bromo-5-[2-chloro(^2H₄)phenyl]-1,3-dihydro(9-^2H)-1,4-benzodiazepin-2-one
• Synonyms: 7-Bromo-5-(2-chlorophenyl)-1,3-dihydro-2H-1,4-benzodiazepin-2-one-d5; BD 98-d5; Fenazepam-d5; Phenazepam-d5

Database IDs

• CAS Number: 1184980-42-4
• PubChem SID: 164232354
• PubChem CID: 71751563

CALCULATED PROPERTIES

• Acid pKa: 12.283156
• H Acceptors: 2
• H Donor: 1
• LogD (pH = 5.5): 3.9806159
• LogD (pH = 7.4): 3.9807658
• Log P: 3.9807732
• Molar Refractivity: 84.3188 cm^3
• Polarizability: 31.31406 Å^3
• Polar Surface Area: 41.46 Å^2
• Rotatable Bonds: 1
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Chloroform; Methanol
• Apperance: White Solid
• Melting Point: 222-224°C

Safety Information

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

DETAILS

Toronto Research Chemicals - P295302

A benzodiazepine drug, which is used in the treatment of neurological disorders such as epilepsy, alcohol withdrawal and insomnia. It can be used as a premedication before surgery as it augments the effects of anesthetics and reduces anxiety.

REFERENCES

• Ogiso, T., et al.: Chem. Pharm. Bull., 37, 446 (1989)
• Gu, Q., et al.: J. Med. Chem., 36, 1001 (1989)
• Bekhterev, V.N., et al.: Pharm. Chem. J., 42, 95 (1989)