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B-035

Supelco

Buprenorphine glucuronide solution

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

Synonym(s):

Buprenorphine-3-β-D-glucuronide solution

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About This Item

Empirical Formula (Hill Notation):
C35H49NO10
CAS Number:
101224-22-0
Molecular Weight:
643.76
EC Number:
200-659-6
MDL number:
MFCD08275541
UNSPSC Code:
41116107
PubChem Substance ID:
329773109
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)

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

CO[C@]12CC[C@@]3(C[C@@H]1[C@](C)(O)C(C)(C)C)[C@H]4Cc5ccc(O[C@@H]6O[C@@H]([C@@H](O)[C@H](O)[C@H]6O)C(O)=O)c7O[C@@H]2[C@]3(CCN4CC8CC8)c57

InChI

1S/C35H49NO10/c1-31(2,3)32(4,42)20-15-33-10-11-35(20,43-5)30-34(33)12-13-36(16-17-6-7-17)21(33)14-18-8-9-19(26(46-30)22(18)34)44-29-25(39)23(37)24(38)27(45-29)28(40)41/h8-9,17,20-21,23-25,27,29-30,37-39,42H,6-7,10-16H2,1-5H3,(H,40,41)/t20-,21-,23+,24+,25-,27+,29-,30-,32+,33-,34+,35-/m1/s1

InChI key

CZULHKGIAJASAA-WWIHBJMFSA-N

Related Categories

General description

Buprenorphine glucuronide is a major urinary metabolite of the semi-synthetic opioid, buprenorphine. This Certified Spiking Solution® is suitable for use in LC/MS or GC/MS applications for clinical toxicology, forensic analysis, urine drug testing, or pain prescription monitoring. Buprenorphine is used for the management of moderate chronic pain and for the treatment of opioid addiction.

Application


  • Simplified processing and rapid quantification of buprenorphine, norbuprenorphine, and their conjugated metabolites in human plasma using UPLC-MS/MS: This study underscores the importance of buprenorphine glucuronide as a standard in pharmacokinetic research, facilitating accurate assessments of buprenorphine exposure during opioid use disorder treatment (Zhao et al., 2024).

  • Quantitative Analysis of Buprenorphine, Norbuprenorphine, and Their Glucuronide Metabolites in Human Urine: Highlights the application of buprenorphine glucuronide in developing methods for analyzing opioid metabolites in urine, crucial for monitoring drug therapy and compliance in clinical settings (Gqamana et al., 2024).

  • Interaction between buprenorphine and norbuprenorphine in neonatal opioid withdrawal syndrome: The research uses buprenorphine glucuronide to study drug interactions in treating neonatal opioid withdrawal, demonstrating its significance in neonatal pharmacological research and therapy optimization (Tobacyk et al., 2023).


Legal Information

CERILLIANT is a registered trademark of Merck KGaA, Darmstadt, Germany
CERTIFIED SPIKING SOLUTION is a registered trademark of Cerilliant Corporation
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. 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

Certificates of Analysis (COA)

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C W Hand et al.
British journal of anaesthesia, 64(3), 276-282 (1990-03-01)
The disposition of buprenorphine has been studied in two patient groups to assess the influence of impaired renal function on the metabolism of buprenorphine and two of its metabolites, buprenorphine-3-glucuronide (B3G) and norbuprenorphine (NorB). A single i.v. dose of 0.3
C W Hand et al.
Annals of clinical biochemistry, 23 ( Pt 1), 47-53 (1986-01-01)
Quantitative analysis of potent opiate drugs in plasma by radioimmunoassay is potentially inaccurate because of the occurrence of cross-reacting metabolites. This paper describes the chemical synthesis of buprenorphine-3-O-glucuronide, a metabolite of buprenorphine, and an extraction procedure coupled with radioimmunoassay which
Wei Huang et al.
Therapeutic drug monitoring, 28(2), 245-251 (2006-04-22)
The opioid partial agonist medication, buprenorphine (BUP), and its primary metabolite, norbuprenorphine (NBUP), are extensively glucuronidated. Sensitive analytical methods that include determination of buprenorphine-3-glucuronide (BUPG) and norbuprenorphine-3-glucuronide (NBUPG) are needed to more fully understand the metabolism and pharmacokinetics of buprenorphine.
Constance M Murphy et al.
Journal of mass spectrometry : JMS, 40(1), 70-74 (2005-01-08)
A liquid chromatographic/electrospray ionization tandem mass spectrometric method for the quantification of the synthetic opiate buprenorphine (BUP), norbuprenorphine (NBUP), buprenorphine-3-beta-D-glucuronide (BUP-3-G) and norbuprenorphine-3-beta-D-glucuronide (NBUP-3-G) in human plasma was developed and validated. Identification and quantification were based on the following transitions:
S Hegstad et al.
Journal of analytical toxicology, 31(4), 214-219 (2007-06-09)
A liquid chromatography-tandem mass spectrometry (LC-MS-MS) method was developed and validated for the determination of buprenorphine-glucuronide (BUP-G) and norbuprenorphine-glucuronide (NBUP-G) in human urine. The method included a dilution step followed by filtration through a Mini-Uniprep Filter and direct injection onto
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