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O-023

Supelco

Oxazepam glucuronide solution

100 μg/mL in methanol, ampule of 1 mL, certified reference material, Cerilliant®

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About This Item

Empirical Formula (Hill Notation):
C21H19ClN2O8
CAS Number:
Molecular Weight:
462.84
EC Number:
MDL number:
UNSPSC Code:
41116107
PubChem Substance ID:

grade

certified reference material

form

liquid

feature

Snap-N-Spike®/Snap-N-Shoot®

packaging

ampule of 1 mL

manufacturer/tradename

Cerilliant®

drug control

Narcotic Licence Schedule B (Switzerland)

concentration

100 μg/mL in methanol

technique(s)

gas chromatography (GC): suitable
liquid chromatography (LC): suitable

application(s)

clinical testing

format

single component solution

storage temp.

−20°C

SMILES string

O[C@@H]1[C@@H](O)[C@H](OC2N=C(c3ccccc3)c4cc(Cl)ccc4NC2=O)O[C@@H]([C@H]1O)C(O)=O

InChI

1S/C21H19ClN2O8/c22-10-6-7-12-11(8-10)13(9-4-2-1-3-5-9)24-19(18(28)23-12)32-21-16(27)14(25)15(26)17(31-21)20(29)30/h1-8,14-17,19,21,25-27H,(H,23,28)(H,29,30)/t14-,15-,16+,17-,19?,21-/m0/s1

InChI key

FIKQKGFUBZQEBL-IFBJMGMISA-N

General description

Oxazepam glucuronide is a major urinary metabolite of the benzodiazepine drug, oxazepam. Oxazepam, marketed as Alepam, Medopam, or Murelax®, has been used extensively since the 1960s for treatment of anxiety and insomnia and in the control of symptoms of alcohol withdrawal. This certified reference solution is suitable for GC/MS or LC/MS applications with oxazepam or oxazepam glucuronide such as urine drug testing, pain prescription monitoring, toxicology analysis, or forensic testing.

Application


  • Advanced Analytical Techniques for Benzodiazepine Metabolites: Oxazepam glucuronide has been targeted in studies using high-performance liquid chromatography with tandem mass spectrometry (HPLC-MS/MS). This method allows for the sensitive and automatic determination of diazepam and its metabolites, including oxazepam glucuronide, in human oral fluid, highlighting its utility in forensic and clinical toxicology (Jiang et al., 2016).

  • Forensic Applications: Oxazepam glucuronide is directly determined using μElution solid-phase extraction and liquid chromatography-tandem mass spectrometry (LC-MS/MS) in human whole blood. This technique is crucial for forensic science, providing reliable data for legal and medical investigations involving benzodiazepine use (Wang et al., 2013).

Legal Information

CERILLIANT is a registered trademark of Merck KGaA, Darmstadt, Germany
Murelax is a registered trademark of Aspen Pharma Pty Ltd
Snap-N-Shoot is a registered trademark of Cerilliant Corporation
Snap-N-Spike is a registered trademark of Merck KGaA, Darmstadt, Germany

Signal Word

Danger

Hazard Classifications

Acute Tox. 3 Dermal - Acute Tox. 3 Inhalation - Acute Tox. 3 Oral - Flam. Liq. 2 - STOT SE 1

Target Organs

Eyes

Storage Class Code

3 - Flammable liquids

WGK

WGK 1

Flash Point(F)

49.5 °F - closed cup

Flash Point(C)

9.7 °C - closed cup


Regulatory Listings

Regulatory Listings are mainly provided for chemical products. Only limited information can be provided here for non-chemical products. No entry means none of the components are listed. It is the user’s obligation to ensure the safe and legal use of the product.

EU REACH Annex XVII (Restriction List)

CAS No.

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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M V St-Pierre et al.
Journal of pharmacokinetics and biopharmaceutics, 18(5), 423-448 (1990-10-01)
The disposition of tracer doses of 3H-oxazepam was studied in the recirculating perfused mouse liver preparation. 3H-Oxazepam was biotransformed primarily to the diastereomeric 3H-oxazepam glucuronides, which either effluxed into the circulation or underwent biliary excretion. Three additional, unknown metabolites constituted
Beitske E Smink et al.
British journal of clinical pharmacology, 66(4), 556-560 (2008-07-30)
To measure and compare the concentration-time profiles of oxazepam and oxazepam glucuronide in blood, serum and oral fluid within the scope of roadside testing. Biological samples were collected from eight male subjects after ingestion of 15 or 30 mg oxazepam
J Sonne et al.
European journal of clinical pharmacology, 35(4), 385-389 (1988-01-01)
Six healthy volunteers received oxazepam 15 mg i.v. and orally at an interval of at least one week. The kinetic variables of i.v. oxazepam were: elimination half-life (t1/2 beta) 6.7 h, total clearance (CL) 1.07 ml.min-1.kg-1, volume of distribution (Vc)
A M van Hecken et al.
British journal of clinical pharmacology, 20(3), 225-234 (1985-09-01)
Single dose pharmacokinetics of oxazepam, 30 mg, have been studied in six healthy male volunteers in the absence of diflunisal and during continuous treatment with diflunisal 500 mg twice daily. During diflunisal treatment, peak plasma concentration of oxazepam significantly decreased
S F Sisenwine et al.
Drug metabolism and disposition: the biological fate of chemicals, 10(6), 605-608 (1982-11-01)
The concentrations of (R)-(-)- and (S)-(+)-oxazepam glucuronides in plasma and urine of several species have been measured. The relative amounts of these diastereoisomers vary among species. Thus, in the plasma and urine of rhesus monkeys the concentrations of the R-isomer

Protocols

To optimize hydrolysis using β-glucuronidase, factors such as incubation time, temperature, hydrolysis pH, enzyme source, and enzyme concentration must be evaluated for each glucuronide metabolite to be analyzed.

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