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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:
6801-81-6
Molecular Weight:
462.84
EC Number:
200-659-6
MDL number:
MFCD00872000
UNSPSC Code:
41116107
PubChem Substance ID:
329818831

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

signalword

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

3 - Flammable liquids

wgk_germany

WGK 1

flash_point_f

49.5 °F - closed cup

flash_point_c

9.7 °C - closed cup

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 Patel et al.
Pharmacogenetics, 5(1), 43-49 (1995-02-01)
1,4-Benzodiazepine anxiolytics such as diazepam and halazepam are converted in vivo to oxazepam, an active metabolite with a hydroxyl group at the asymmetric C3 position. D-glucuronic acid couples with the C3 hydroxyl group of oxazepam to form pharmacologically inactive diastereomeric
S F Sisenwine et al.
Drug metabolism and disposition: the biological fate of chemicals, 14(1), 41-45 (1986-01-01)
The metabolic fate of oxazepam in the rat is more complex than in larger animal species. Condensation of the diazepinyl ring and phase 1 transformations which lead presumedly via an epoxide to metabolites hydroxylated on the 5-phenyl moiety of oxazepam
E J Pantuck et al.
Clinical pharmacology and therapeutics, 35(2), 161-169 (1984-02-01)
Ten healthy subjects were fed three diets for 10 days each: a control diet, a cabbage and brussels sprouts--containing diet, and the control diet a second time. Oxazepam was taken on day 7 and acetaminophen on day 10 of each
L Kangas et al.
European journal of clinical pharmacology, 17(4), 301-304 (1980-04-01)
Six women, 13 to 16 weeks pregnant, and 12 women at 38 to 40 weeks gestation, received oral oxazepam about 12 h before legal abortion, by hysterotomy in the former and before elective caesarean section in the latter group. The
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
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Protocols

UHPLC/MS for Drug Detection in Urine

Optimize β-glucuronidase hydrolysis for glucuronide metabolite analysis considering factors like time, temperature, pH, and enzyme concentration.

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