7-chloro-5-(2-chlorophenyl)-2-oxo-2,3-dihydro-1H-1,4-benzodiazepin-4-ium-4-olate

• ChemBase ID: 165726
• Molecular Formular: C15H10Cl2N2O2
• Molecular Mass: 321.1581
• Monoisotopic Mass: 320.01193293
• SMILES: c1c(cc2c(c1)NC(=O)C[N+](=C2c1c(cccc1)Cl)[O-])Cl
• Canonical SMILES: Clc1ccc2c(c1)C(=[N+]([O-])CC(=O)N2)c1ccccc1Cl
• InChI: InChI=1S/C15H10Cl2N2O2/c16-9-5-6-13-11(7-9)15(19(21)8-14(20)18-13)10-3-1-2-4-12(10)17/h1-7H,8H2,(H,18,20)
• InChIKey: OJDGPERBKOETAX-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 7-chloro-5-(2-chlorophenyl)-2-oxo-2,3-dihydro-1H-1,4-benzodiazepin-4-ium-4-olate
• IUPAC Traditional name: 7-chloro-5-(2-chlorophenyl)-2-oxo-1,3-dihydro-1,4-benzodiazepin-4-ium-4-olate
• Synonyms: 7-Chloro-5-(2-chlorophenyl)-1,3-dihydro-2H-1,4-benzodiazepin-2-one 4-Oxide; 7-Chloro-5-(o-chlorophenyl)-1,3-dihydro-2H-1,4-benzodiazepin-2-one 4-Oxide; Delorazepam 4-Oxide

Database IDs

• CAS Number: 2955-37-5
• PubChem SID: 162259859
• PubChem CID: 76287

CALCULATED PROPERTIES

• Acid pKa: 12.18293
• H Acceptors: 2
• H Donor: 1
• LogD (pH = 5.5): 3.4993055
• LogD (pH = 7.4): 3.4992988
• Log P: 3.4993055
• Molar Refractivity: 84.9579 cm^3
• Polarizability: 30.970512 Å^3
• Polar Surface Area: 57.85 Å^2
• Rotatable Bonds: 1
• Lipinski's Rule of Five: true

DETAILS

Toronto Research Chemicals - D230685

Delorazepam 4-Oxide is an N-oxide of Delorazepam (D230675) and an intermediate in the synthesis of Lorazepam (L469850).

REFERENCES

• Cepanec, I. et al.: Org. Proc. Res. Dev., 10, 1192 (2006)
• Guerrato, A. et al.: Boll. Chim. Farm., 126, 170 (2006)