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C-087

Supelco

Codeine-6-β-D-glucuronide solution

100 μg/mL in methanol: water (2:8), ampule of 1 mL, certified reference material, Cerilliant®

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About This Item

Empirical Formula (Hill Notation):
C24H29NO9
CAS Number:
20736-11-2
Molecular Weight:
475.49
MDL number:
MFCD00214264
UNSPSC Code:
41116107
NACRES:
NA.24
Pricing and availability is not currently available.

grade

certified reference material

Quality Level

300

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 (2:8)

technique(s)

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

application(s)

forensics and toxicology

format

single component solution

storage temp.

2-8°C

SMILES string

[H][C@]1([C@H](N(C)CC2)C3)[C@@]42C5=C3C=CC(OC)=C5O[C@H]4[C@@H](O[C@@H]6O[C@H](C(O)=O)[C@@H](O)[C@H](O)[C@H]6O)C=C1

InChI

1S/C24H29NO9/c1-25-8-7-24-11-4-6-14(32-23-18(28)16(26)17(27)20(34-23)22(29)30)21(24)33-19-13(31-2)5-3-10(15(19)24)9-12(11)25/h3-6,11-12,14,16-18,20-21,23,26-28H,7-9H2,1-2H3,(H,29,30)/t11-,12+,14-,16-,17-,18+,20-,21-,23+,24-/m0/s1

InChI key

CRWVOYRJXPDBPM-HSCJLHHPSA-N

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General description

Codeine-6-β-D-glucuronide is a major urinary metabolite of codeine, an opiate commonly used as an antitussive and analgesic for management of mild pain. This certified reference solution is suitable as starting material for preparation of calibrators and controls in codeine testing by LC/MS or GC/MS for forensic analysis, urine drug testing, or clinical toxicology applications.

Legal Information

CERILLIANT is a registered trademark of Merck KGaA, Darmstadt, Germany
Snap-N-Shoot is a registered trademark of Cerilliant Corporation
Snap-N-Spike is a registered trademark of Merck KGaA, Darmstadt, Germany

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Signal Word

Danger

Hazard Classifications

Acute Tox. 4 Dermal - Acute Tox. 4 Inhalation - Acute Tox. 4 Oral - Flam. Liq. 3 - STOT SE 1

Target Organs

Eyes

Storage Class Code

3 - Flammable liquids

WGK

WGK 2

Flash Point(F)

109.4 °F - closed cup

Flash Point(C)

43 °C - closed cup

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Z R Chen et al.
Journal of chromatography, 493(2), 313-324 (1989-09-01)
A sensitive and selective method was developed for the direct determination of codeine-6-glucuronide in plasma and urine using high-performance liquid chromatography (HPLC) with fluorescence detection. Codeine-6-glucuronide was synthesised and its purity estimated using acid and enzyme hydrolysis. The hydrolysis of
James M MacDougall et al.
Journal of medicinal chemistry, 47(23), 5809-5815 (2004-10-29)
A series of 6-beta-thiosaccharide analogues of morphine-6-glucuronide (M6G) and codeine-6-glucuronide (C6G) were synthesized and evaluated with the objective of preparing an analogue of M6G with improved biological activity. The affinity of the thiosaccharide analogues of M6G and C6G was examined
Jens Trafkowski et al.
Therapeutic drug monitoring, 28(4), 552-558 (2006-08-04)
After consumption of poppy seeds various substances were detected in urine or blood samples using an immunoassay and a sophisticated liquid chromatographic-tandem mass spectrometric procedure. These compounds are widely considered to be putative markers of heroin (HER) abuse whereas acetylcodeine
Susanne Ammon et al.
BMC clinical pharmacology, 2, 2-2 (2002-04-12)
Previously, we have demonstrated a marked inhibition of codeine glucuronidation by diclofenac in human liver tissue homogenate. We therefore aimed to investigate whether diclofenac inhibits glucuronidation of codeine also in vivo in healthy volunteers. In a randomised, placebo-controlled, double-blind, cross-over
V Srinivasan et al.
Pharmaceutical research, 13(2), 296-300 (1996-02-01)
The antinociceptive and immunosuppressive effects of codeine and codeine 6-glucuronide were determined in rats after intracerebroventricular administration. Codeine 6-glucuronide was synthesized using a modification of the Koenigs-Knorr reaction. A lipophilic intermediate formed during synthesis, methyl [codein-6-yl-2,3,4-tri-O-acetyl-beta-D-glucopyranosid] uronate, was also tested.
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