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1370327

USP

Lorazepam Related Compound A

United States Pharmacopeia (USP) Reference Standard

Synonym(s):

3-(Acetyloxy)-7-chloro-5-(2-chlorophenyl)-1,3-dihydro-2H-1,4-benzodiazepin-2-one, (±)-Lorazepam

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About This Item

Empirical Formula (Hill Notation):
C17H12Cl2N2O3
CAS Number:
2848-96-6
Molecular Weight:
363.19
Beilstein/REAXYS Number:
764089
MDL number:
MFCD00869660
UNSPSC Code:
41116107
PubChem Substance ID:
329750259
NACRES:
NA.24

grade

pharmaceutical primary standard

API family

lorazepam

manufacturer/tradename

USP

drug control

regulated under CDSA - not available from Sigma-Aldrich Canada

application(s)

pharmaceutical (small molecule)

format

neat

SMILES string

CC(=O)OC1N=C(c2ccccc2Cl)c3cc(Cl)ccc3NC1=O

InChI

1S/C17H12Cl2N2O3/c1-9(22)24-17-16(23)20-14-7-6-10(18)8-12(14)15(21-17)11-4-2-3-5-13(11)19/h2-8,17H,1H3,(H,20,23)

InChI key

CYDZMDOLVUBPNL-UHFFFAOYSA-N

Related Categories

General description

This product is provided as delivered and specified by the issuing Pharmacopoeia. All information provided in support of this product, including SDS and any product information leaflets have been developed and issued under the Authority of the issuing Pharmacopoeia.For further information and support please go to the website of the issuing Pharmacopoeia.

Application

Lorazepam Related Compound A USP reference standard, intended for use in specified quality tests and assays as specified in the USP compendia.

Analysis Note

These products are for test and assay use only. They are not meant for administration to humans or animals and cannot be used to diagnose, treat, or cure diseases of any kind.  ​

Other Notes

Sales restrictions may apply.

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pictograms

Exclamation markEnvironment
GHS07,GHS09

signalword

Warning

Hazard Classifications

Acute Tox. 4 Oral - Aquatic Acute 1 - Aquatic Chronic 1

Storage Class

11 - Combustible Solids

wgk_germany

WGK 2

flash_point_f

Not applicable

flash_point_c

Not applicable

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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K Liu et al.
Drug metabolism and disposition: the biological fate of chemicals, 19(3), 609-613 (1991-05-01)
Rates of hydrolysis of racemic and enantiomeric lorazepam 3-acetates (LZA) by esterases in human and rat liver microsomes and rat brain S9 fraction were compared. LZA and its hydrolysis product were analyzed by chiral stationary phase HPLC. When rac-LZA was
Stationary ultrafiltration: a radio-tracer technique for studying stereoselective binding of racemic ligands.
M Simonyi et al.
Biochemical and biophysical research communications, 97(1), 1-7 (1980-11-17)
Application of ultrafiltration and CD spectroscopy for studying stereoselective binding of racemic ligands.
M Simonyi et al.
Biochemical and biophysical research communications, 109(3), 851-857 (1982-12-15)
I Fitos et al.
Chirality, 11(2), 115-120 (1999-02-10)
The effect of ibuprofen enantiomers on the stereoselective binding of 3-acyloxy-1,4-benzodiazepines to human serum albumin (HSA) was studied using both native and Sepharose-immobilized protein. (S)-Lorazepam acetate exhibited considerably enhanced binding, especially in the presence of (+)-(S)-ibuprofen. The phenomenon is an
I Fitos et al.
Biochemical pharmacology, 35(2), 263-269 (1986-01-15)
Stereoselective binding of oxazepam, lorazepam, temazepam and methyl lorazepam as well as of their acetates to human serum albumin was investigated by different techniques. The 2'-chlorine and the N(1)-methyl substitution exert opposite effects on the antipodes. Enantiomers of oxazepam acetate
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