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Merck

M-096

Supelco

Morphine-6-β-D-glucuronide solution

100 μg/mL in methanol: water (1:1), ampule of 1 mL, certified reference material, Cerilliant®

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About This Item

Fórmula empírica (notación de Hill):
C23H27NO9
Número de CAS:
Peso molecular:
461.46
MDL number:
UNSPSC Code:
41116107
PubChem Substance ID:
NACRES:
NA.24

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 A (Switzerland); estupefaciente (Spain); Decreto Lei 15/93: Tabela IA (Portugal)

concentration

100 μg/mL in methanol: water (1:1)

technique(s)

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

application(s)

forensics and toxicology

format

single component solution

storage temp.

−20°C

SMILES string

CN1CC[C@]23[C@H]4Oc5c(O)ccc(C[C@@H]1[C@@H]2C=C[C@@H]4O[C@@H]6O[C@@H]([C@@H](O)[C@H](O)[C@H]6O)C(O)=O)c35

InChI

1S/C23H27NO9/c1-24-7-6-23-10-3-5-13(31-22-17(28)15(26)16(27)19(33-22)21(29)30)20(23)32-18-12(25)4-2-9(14(18)23)8-11(10)24/h2-5,10-11,13,15-17,19-20,22,25-28H,6-8H2,1H3,(H,29,30)/t10-,11+,13-,15-,16-,17+,19-,20-,22+,23-/m0/s1

InChI key

GNJCUHZOSOYIEC-GAROZEBRSA-N

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General description

Morphine-6-β-D-glucuronide is a primary plasma and urinary metabolite of the opiate analgesic morphine. Sold under trade names including MS Contin®, Kadian®, Oramorph®, and Roxanol for pain relief, morphine is also a commonly abused recreational drug. This certified analytical reference standard is suitable for a variety of GC/MS or LC/MS applications from pain prescription monitoring and urine drug testing to clinical toxicology and forensic analysis.

Application

  • Pharmacokinetics and Clinical Study Applications: A method involving liquid chromatography coupled to tandem mass spectrometry was developed and validated for the simultaneous quantification of several analgesics, including Morphine-6-β-D-glucuronide, applied in a clinical study for determining neurological death in intensive care units (Jutras et al., 2020).
  • Opioid Receptor Research: Research highlighted the higher efficacy of Morphine-6-β-D-glucuronide compared to morphine as a mu-opioid receptor agonist in the rat locus coeruleus, supporting its use in detailed opioid receptor studies (Osborne et al., 2000).

Legal Information

CERILLIANT is a registered trademark of Merck KGaA, Darmstadt, Germany
Kadian is a registered trademark of Actavis Elizabeth LLC
MS Contin is a registered trademark of Purdue Frederick Company
Oramorph is a registered trademark of AAIPharma, Inc.
Snap-N-Shoot is a registered trademark of Cerilliant Corporation
Snap-N-Spike is a registered trademark of Merck KGaA, Darmstadt, Germany

Related product

Referencia del producto
Descripción
Precios

signalword

Danger

Hazard Classifications

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

target_organs

Eyes

Storage Class

3 - Flammable liquids

wgk_germany

WGK 1

flash_point_f

75.2 °F - closed cup

flash_point_c

24 °C - closed cup


Certificados de análisis (COA)

Busque Certificados de análisis (COA) introduciendo el número de lote del producto. Los números de lote se encuentran en la etiqueta del producto después de las palabras «Lot» o «Batch»

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Claire Trécant et al.
European journal of medicinal chemistry, 46(9), 4035-4041 (2011-06-22)
Synthesis and biological evaluation of new derivatives of Morphine-6-Glucuronide (M6G) are described. M6G is an active metabolite of morphine which displays more analgesia than morphine with a superior side effect profile but with a less efficiently BBB penetration. These phenomena
Claudia F Clavijo et al.
Analytical and bioanalytical chemistry, 400(3), 715-728 (2011-03-15)
Opioids such as morphine are the cornerstone of pain treatment. The challenge of measuring the concentrations of morphine and its active metabolites in order to assess human pharmacokinetics and monitor therapeutic drugs in children requires assays with high sensitivity in
Senthilkumar Sadhasivam et al.
Journal of opioid management, 8(4), 217-226 (2012-09-04)
Interindividual variability in analgesic response and adverse effects of opioids because of narrow therapeutic indices are major clinical problems. Morphine is an opioid commonly used in children to manage perioperative pain. Al-though size and age often are considered primary covariates
Alexander T Nguyen et al.
European journal of pharmacology, 682(1-3), 86-91 (2012-03-01)
Previous studies have shown that morphine-6-glucuronide (M6G), a metabolite of morphine, induces reward and psychomotor stimulation but the role of the mu opioid receptor in these actions of the drug is not fully characterized. Thus, using mice lacking exon-2 of
J A Hannam et al.
Anaesthesia and intensive care, 40(5), 867-870 (2012-09-01)
A morphine plasma concentration/respiratory rate relationship has been described for both adults and children although that of its metabolite, morphine-6-glucuronide, remains uncertain. We describe this relationship in a child with end-stage renal failure who received repeat morphine administration over two

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