7-Chloro-3-Hydroxy-5-Phenyl-1,3-Dihydro-2H-1,4-Benzodiazepin-2-One
[CAS# 52432-54-9]

Identification

• Name: 7-Chloro-3-Hydroxy-5-Phenyl-1,3-Dihydro-2H-1,4-Benzodiazepin-2-One
• Synonyms: (±)-Oxazepam; 1,3-Dihydro-7-chloro-3-hydroxy-5-phenyl-2H-1,4-benzodiazepin-2-one
• Molecular Formula: C₁₅H₁₁ClN₂O₂
• Molecular Weight: 286.71
• CAS Registry Number: 52432-54-9
• SMILES: C1=CC=C(C=C1)C2=NC(C(=O)NC3=C2C=C(C=C3)Cl)O
• InChI: 1S/C15H11ClN2O2/c16-10-6-7-12-11(8-10)13(9-4-2-1-3-5-9)18-15(20)14(19)17-12/h1-8,15,20H,(H,17,19)
• InChIKey: ADIMAYPTOBDMTL-UHFFFAOYSA-N

Properties

• Density: 1.4±0.1g/cm³ (Cal.)
• Boiling point: 506.5±50.0°C at 760 mmHg (Cal.)
• Flash point: 260.2±30.1°C (Cal.)

References

• (1): Tapan Sanghvi, Nina Ni, Michael Mayersohn, Samuel H. Yalkowsky. Predicting Passive Intestinal Absorption Using A Single Parameter, QSAR Comb. Sci. 2003, 22(2), 247-257131 compounds and their 'Fraction Absorbed' values have been obtained from the table given in the paper. Some compounds had multiple values reported (as obtained from various references). These have been averaged and provided by us in the SDF and AMP files. The "Sanghvi_values.txt" file contains all data (as reported in Table 1) and "Sanghvi_avg_values.txt" contains averaged data for compounds with multiple entries (as reported in Table 2). "Benserazide, HCl" was retrieved as "Benserazide", "Ceftriaxone, Na" as "Ceftriaxone", "Foscarnet, Na" as "Foscarnet", "L-Dopa" as "Levodopa", "L-Leucine" as "Leucine" and "Triacrilast" as "Tiacrilast". The last compound was found to be mispelt as checked from the original reference.
• (2): Isabel Dorronsoro, Antonio Chana, Ma Inés Abasolo, Ana Castro, Carmen Gil, Manfred Stud, Ana Martinez, Dr.. CODES/Neural Network Model: a Useful Tool for in Silico Prediction of Oral Absorption and Blood-Brain Barrier Permeability of Structurally Diverse Drugs, QSAR Comb. Sci., 2004, 23(2-3), 89-98.28 compounds and their % Bioavailable values are given in a table in the paper. "L-Dopa" was retrieved as Levodopa and "alpha-methyldopa" was retrieved as "Methyldopa" from ChemIDplus.
• (3): Katrin Palm, Patric Stenberg, Kristina Luthman, and Per Artursson. Polar Molecular Surface Properties Predict the Intestinal Absorption of Drugs in Humans, Pharm. Res. 1997, 14 (5), 568-571.A total of 20 drugs and their oral drug absorption in humans (FA) values taken from the table given in the paper. "Phenazone" was retrieved as "Antipyrine" from ChemIDplus. In paper, values were given as ± s.d. In AMP file only the value (and not its s.d.) taken as end-point for modeling.
• (4): Anwar M. Ghuloum, Carleton R. Sage, and Ajay N. Jain. Molecular Hashkeys: A Novel Method for Molecular Characterization and Its Application for Predicting Important Pharmaceutical Properties of Molecules, J. Med. Chem. 1999, 42(10), 1739 - 174820 drugs and their Fraction Absorbed (%) values have been obtained from a table in the paper.
• (5): Oleg A. Raevsky, Klaus-J. Schaper, Per Artursson, James W. McFarland. A Novel Approach for Prediction of Intestinal Absorption of Drugs in Humans based on Hydrogen Bond Descriptors and Structural Similarity, Quant. Struct.-Act. Relat. 2002, 20(5-6), 402-413.