7-chloro-2-oxo-5-phenyl-2,3-dihydro-1H-1,4-benzodiazepin-3-yl acetate

• ChemBase ID: 175900
• Molecular Formular: C17H13ClN2O3
• Molecular Mass: 328.74972
• Monoisotopic Mass: 328.06146997
• SMILES: C1(=O)Nc2c(C(=NC1OC(=O)C)c1ccccc1)cc(cc2)Cl
• Canonical SMILES: CC(=O)OC1N=C(c2ccccc2)c2c(NC1=O)ccc(c2)Cl
• InChI: InChI=1S/C17H13ClN2O3/c1-10(21)23-17-16(22)19-14-8-7-12(18)9-13(14)15(20-17)11-5-3-2-4-6-11/h2-9,17H,1H3,(H,19,22)
• InChIKey: FYRWUTOZBRWYCS-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 7-chloro-2-oxo-5-phenyl-2,3-dihydro-1H-1,4-benzodiazepin-3-yl acetate
• IUPAC Traditional name: 7-chloro-2-oxo-5-phenyl-1,3-dihydro-1,4-benzodiazepin-3-yl acetate
• Synonyms: 3-(Acetyloxy)-7-chloro-1,3-dihydro-5-phenyl-2H-1,4-benzodiazepin-2-one; 7-Chloro-1,3-dihydro-3-hydroxy-5-phenyl-2H-1,4-benzodiazepin-2-one Acetate; (±)-Oxazepam 3-acetate; (±)-Oxazepam acetate; 3-Acetoxy-7-chloro-1,3-dihydro-5-phenyl-2H-1,4-benzodiazepin-2-one; Oxazepam Acetate

Database IDs

• CAS Number: 1824-74-4
• PubChem SID: 164231810
• PubChem CID: 102697

CALCULATED PROPERTIES

• Acid pKa: 11.376566
• H Acceptors: 3
• H Donor: 1
• LogD (pH = 5.5): 3.3644056
• LogD (pH = 7.4): 3.3643627
• Log P: 3.364406
• Molar Refractivity: 87.0459 cm^3
• Polarizability: 32.959038 Å^3
• Polar Surface Area: 67.76 Å^2
• Rotatable Bonds: 3
• Lipinski's Rule of Five: true

DETAILS

Toronto Research Chemicals - O845710

A benzodiazepine derivative with anticonvulsant and muscle relaxant properties. An ester of Oxazepam (O845700).Controlled Substance.

REFERENCES

• Klopman, G. et al.: Molec. Pharmacol., 27, 86 (1985)
• Maksay, G. et al.: J. med. Chem., 24, 499 (1985)