IMPN-007-04

Naloxone N-oxide solution

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

• Synonym(s): Naloxone N-oxide solution
• Empirical Formula (Hill Notation): C₁₉H₂₁NO₅
• CAS Number: 112242-14-5
• Molecular Weight: 343.37
• UNSPSC Code: 41116107
• NACRES: NA.24

Properties

• grade: certified reference material
• form: liquid
• feature: Snap-N-Spike^®/Snap-N-Shoot^®
• packaging: ampule of 1 mL
• manufacturer/tradename: Cerilliant^®
• concentration: 100 μg/mL in acetonitrile: 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: Oc1ccc2C[C@@H]3[C@]4(O)CCC(=O)[C@@H]5Oc1c2[C@]45CC[N@@+]3([O-])CC=C
• InChI: 1S/C19H21NO5/c1-2-8-20(24)9-7-18-15-11-3-4-12(21)16(15)25-17(18)13(22)5-6-19(18,23)14(20)10-11/h2-4,14,17,21,23H,1,5-10H2/t14-,17+,18+,19-,20?/m1/s1
• InChI key: GAUIBVINJLVYRY-QBFPIVRFSA-N

Description

General description

Naloxone N-oxide is an impurity in pharmaceutical drug formulations of naloxone as well as a potential naloxone urinary metabolite. This certified solution standard is suitable for numerous LC or LC/MS applications from pharmaceutical testing and research to clinical toxicology or forensic analysis. Naloxone, sold under various trade names including Narcan^®, Nalone, and Narcanti, is an opiate drug used to counter the effects of opiate overdose such as those involving heroin or morphine.

Application

• Nociceptive Descending Inhibition Restoration: Naloxone N-oxide has been studied in the context of traumatic brain injury in rats, focusing on its role in restoring nociceptive descending inhibition through the periaqueductal gray. This application contributes to our understanding of opioid receptor antagonist research in the recovery of neurological functions (Irvine et al., 2024).


• Opioid Receptor Research: Research on Naloxone N-oxide involves exploring its interaction with opioid receptors, particularly in the context of stress-induced reinstatement of drug preferences. This underscores its importance in studies related to opioid receptor antagonist mechanisms in addiction and stress response (Nygard et al., 2016).


• Quantitative Biochemical Assays: The use of Naloxone N-oxide in liquid chromatography-tandem mass spectrometry assays exemplifies its role in the simultaneous quantification of buprenorphine, naloxone, and their metabolites. This is crucial for pharmacokinetic analysis and monitoring drug metabolism in clinical settings (Swortwood et al., 2016).

Legal Information

CERILLIANT is a registered trademark of Merck KGaA, Darmstadt, Germany

Narcan is a registered trademark of Endo Pharmaceuticals Inc.

Snap-N-Shoot is a registered trademark of Cerilliant Corporation

Snap-N-Spike is a registered trademark of Merck KGaA, Darmstadt, Germany

Safety Information

• pictograms: GHS02,GHS07
• signalword: Danger
• hcodes: H225,H302,H319
• pcodes: P210 - P233 - P240 - P241 - P301 + P312 - P305 + P351 + P338
• Hazard Classifications: Acute Tox. 4 Oral - Eye Irrit. 2 - Flam. Liq. 2
• Storage Class: 3 - Flammable liquids
• wgk_germany: WGK 2
• flash_point_f: 55.4 °F - closed cup
• flash_point_c: 13 °C - closed cup