1824-74-4

Basic information

• Product Name: 7-chloro-1,3-dihydro-5-phenyl-2-oxo-2H-1,4-benzodiazepin-3-yl acetate
• Synonyms: 7-chloro-1,3-dihydro-5-phenyl-2-oxo-2H-1,4-benzodiazepin-3-yl acetate;3-ACETOXY-7-CHOLRO-1,3-DIHYDRO-5-PHENYL-2H-1,4-BENZODIAZEPIN-2-ONE;oxazepam acetate;3-Acetyloxy-7-chloro-1,3-dihydro-5-phenyl-2H-1,4-benzodiazepin-2-one;Oxazepam 3-acetate;(7-chloro-2-oxo-5-phenyl-1,3-dihydro-1,4-benzodiazepin-3-yl) acetate;(7-chloro-2-oxo-5-phenyl-1,3-dihydro-1,4-benzodiazepin-3-yl) ethanoate;acetic acid (7-chloro-2-keto-5-phenyl-1,3-dihydro-1,4-benzodiazepin-3-yl) ester
• CAS NO: 1824-74-4
• Molecular Formula: C₁₇H₁₃ClN₂O₃
• Molecular Weight: 328.74972
• EINECS: 217-359-6
• Product Categories: Aromatics;Heterocycles;Intermediates & Fine Chemicals;Metabolites & Impurities;Pharmaceuticals
• Mol File: 1824-74-4.mol
• Article Data: 4

Chemical Properties

• Boiling Point: 497.8°Cat760mmHg
• Flash Point: 254.9°C
• Appearance: /
• Density: 1.37g/cm³
• Vapor Pressure: 4.79E-10mmHg at 25°C
• Refractive Index: 1.644
• CAS DataBase Reference: 7-chloro-1,3-dihydro-5-phenyl-2-oxo-2H-1,4-benzodiazepin-3-yl acetate(CAS DataBase Reference)
• NIST Chemistry Reference: 7-chloro-1,3-dihydro-5-phenyl-2-oxo-2H-1,4-benzodiazepin-3-yl acetate(1824-74-4)
• EPA Substance Registry System: 7-chloro-1,3-dihydro-5-phenyl-2-oxo-2H-1,4-benzodiazepin-3-yl acetate(1824-74-4)

Safety Data

• Hazardous Substances Data: 1824-74-4(Hazardous Substances Data)

Usage

Uses

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

InChI:InChI=1/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)

Upstream product

• 1824-74-4 l-oxazepam acetate 
• 1824-74-4 d-oxazepam acetate 
• 75-36-5 acetyl chloride 
• 604-75-1 oxazepam 
• 4016-85-7 5-chloro-2-(chloroacetylamino)benzophenone 
• 719-59-5 5-chloro-2-aminobenzophenone 
• 127-08-2 potassium acetate 
• 1088-11-5 desmethyldiazepam 
• 108-24-7 acetic anhydride 

Downstream Products

• 604-75-1 (+)-Oxazepam 
• 1824-74-4 l-oxazepam acetate 
• 604-75-1 oxazepam 
• 604-75-1 (-)-Oxazepam 
• 1824-74-4 d-oxazepam acetate 
• 82212-39-3 Acetic acid 7-chloro-2-morpholin-4-yl-5-phenyl-3H-benzo[e][1,4]diazepin-3-yl ester 
• 82212-37-1 Acetic acid 7-chloro-5-phenyl-2-piperidin-1-yl-3H-benzo[e][1,4]diazepin-3-yl ester 
• 82212-35-9 Acetic acid 7-chloro-5-phenyl-2-pyrrolidin-1-yl-3H-benzo[e][1,4]diazepin-3-yl ester 
• 76458-42-9 3-Acetoxy-7-chloro-2-diethylamino-5-phenyl-3H-1,4-benzodiazepine 
• 76458-41-8 3-Acetoxy-7-chloro-2-dimethylamino-5-phenyl-3H-1,4-benzodiazepine 
• 76458-48-5 7-Chloro-2-diethylamino-3-hydroxy-5-phenyl-3H-1,4-benzodiazepine 
• 76458-47-4 7-Chloro-2-dimethylamino-3-hydroxy-5-phenyl-3H-1,4-benzodiazepine 
• 82212-32-6 3-acetossi-7-cloro-5-fenil-2-(di-4-morfolinil)fosfinilossi-3H-1,4-benzodiazepina 
• 604-75-1 l-oxazepam 

Relevant articles and documents

Synthesis and in vitro anti-hepatitis B virus activities of 4-aryl-6-chloro-quinolin-2-one and 5-aryl-7-chloro-1,4-benzodiazepine derivatives

A series of 4-aryl-6-chloro-quinolin-2-ones and 5-aryl-7-chloro-1,4-benzodiazepine were synthesized and assayed for their in vitro anti-hepatitis B virus activities and cytotoxicities for the first time. Some of the tested compounds were active against HBsAg and HBeAg secretion in Hep G2.2.15 cells. Compound 5c showed IC50 of 0.074 and 0.449 mM on HBsAg and HBeAg secretions, respectively, which were 10 times higher than that of its analog 4c and led to better selective index (SI) values (SI = 23.2 and 3.4, respectively).

Racemization kinetics of enantiomeric oxazepams and stereoselective hydrolysis of enantiomeric oxazepam 3-acetates in rat liver microsomes and brain homogenate.

Enantiomers of oxazepam and of 3-O-acyl, 1-N-acyl-3-O-acyl, and 3-O-methyl ether derivatives of oxazepam were resolved on HPLC columns packed with Pirkle's chiral stationary phases [CSP; (R)-N-(3,5-dinitrobenzoyl)phenylglycine or (S)-N-(3,5-dinitrobenzoyl)leucine] bonded either ionically or covalently to spherical particles of gamma-aminopropylsilanized silica, and on a column packed with poly-N-acryloyl-(S)-phenylalanine ethyl ester bonded covalently to silica gel (Chiraspher). Resolution was achieved, with several mobile phases of different solvent compositions and with varying chromatographic resolutions, on all of the chiral stationary phases tested. Resolved enantiomers of oxazepam undergo racemization, whereas enantiomers of 3-O-acyl and 3-O-methyl derivatives are stable. Racemization half-lives of oxazepam enantiomers were determined by monitoring changes in ellipticity as a function of time on a spectropolarimeter immediately (within 30 s) following resolution of enantiomers and were found to substantially vary, depending on the solvents used. Rates of hydrolysis of racemic and enantiomeric 3-O-acyl-oxazepams by esterases in liver microsomes and brain homogenate of rats were determined by a simple and sensitive CSP-HPLC method. The relative rate of hydrolysis was 3R greater than racemate much greater than 3S by rat liver microsomes and 3S greater than racemate much greater than 3R by rat brain homogenate.