OXYCODONE Chemical Properties

Melting point:

218-220°

Boiling point:

454.92°C (rough estimate)

Density 

1.2164 (rough estimate)

refractive index 

1.5740 (estimate)

Flash point:

9℃

storage temp. 

2-8°C

solubility 

DMF: 20 mg/ml; DMF:PBS(pH 7.2)(1:1): 0.5 mg/ml; DMSO: 10 mg/ml

form 

A neat solid

pka

8.53(at 25℃)

color 

Long rods from EtOH

EPA Substance Registry System

Morphinan-6-one, 4,5-epoxy-14-hydroxy-3-methoxy-17-methyl-, (5.alpha.)- (76-42-6)

Safety Information

Hazard Codes 

F,T

Risk Statements 

11-23/24/25-39/23/24/25

Safety Statements 

7-16-36/37-45

RIDADR 

1544

WGK Germany 

1

HazardClass 

6.1(a)

PackingGroup 

II

HS Code 

2939110000

Hazardous Substances Data

76-42-6(Hazardous Substances Data)

Toxicity

LD50 intraperitoneal in mouse: 320mg/kg

OXYCODONE Usage And Synthesis

Description

Oxycodone (Item No. 15465) is an analytical reference material categorized as an opioid. Oxycodone is regulated as a Schedule II compound in the United States. This product is intended for research and forensic applications.

Originator

Oxyfast,Purdue Pharma, L.P.

Uses

Analgesic (narcotic).

Definition

oxycodone: An opioid, C₁₈H₂₁N₂,similar in structure to codeine butwith a –OH group in codeine replacedby a carbonyl group. It is ananalgesic often used for the treatmentof chronic pain. It is also usedillegally and is a controlled substancein most countries.

brand name

Oxycontin (Purdue); Roxicodone (Roxane); Roxicodone (Xanodyne).

Therapeutic Function

Narcotic analgesic

Biological Functions

Oxycodone is nearly 10 times as strong as codeine, with absorption equal to that of orally administered morphine. Neither hydromorphone nor oxycodone is approved for use in children, and hydromorphone is contraindicated in obstetrical analgesia and in asthmatics.

General Description

Oxycodone is synthesized from the natural opium alkaloidthebaine. Oxycodone is the 14 beta-hydroxyl version of hydrocodone.This additional functional group gives oxycodonegreater potency (1.5 times orally) than hydrocodone presumablyby increasing receptor affinity. The oral bioavailabilityof oxycodone is 65% to 87%. The metabolism of oxycodonefollows the similar pattern of opioid metabolism withN-demethylation, O-demethylation, and their glucuronides allidentified. Per the manufacturer, the analgesic effect of oxycodonecorrelates well with oxycodone plasma concentrations,not the minimal amount of oxymorphone formed, thusoxycodone is not assumed to be a prodrug. There are no largescalestudies of oxycodone used for analgesia in CYP2D6poor metabolizers that can confirm this.
Oxycodone is marketed in combination with acetaminophen(Percocet), aspirin (Percodan), and ibuprofen(Combunox). It has been available for over 50 years as animmediate-release tablet, and in 1995 an extended-releasetablet was approved by the FDA (OxyContin). OxyContin ismanufactured in eight strengths from 10 to 160 mg, and thehigh-dose preparations quickly became attractive to drugabusers. The extended-release tablets are crushed and theninjected or snorted to give an immediate high. The DrugAbuse Warning Network (DAWN) is a public health surveillancesystem that monitors drug-related emergency roomvisits and drug-related deaths. In 1995, they estimated that598,542 emergency room visits involved the nonmedical useof a pharmaceutical (e.g., antidepressant, anxiolytic, stimulant).Of these ER visits, 160,363 visits were attributed toopiates with an estimated 42,810 involving oxycodone or anoxycodone combination. Methadone and hydrocodone/combinationswere estimated to be similar to oxycodone.

Pharmacology

Oxycodone is a potent semisynthetic opioid that has been in use for many years. In addition to actions at the MOP receptor, it may also have analgesic effects mediated via the KOP receptor, resulting in incomplete crosstolerance with morphine. It has a good oral bioavailability, and its plasma concentrations are more predictable than those of morphine after oral administration. It is available in both long- and short-acting oral preparations and, more recently, in a parenteral formulation. Oral oxycodone is roughly 1.5 times more potent than oral morphine.

Safety Profile

Poison by intraperitoneal route. Moderately toxic by subcutaneous route. When heated to decomposition it emits toxic fumes of NOx.

OXYCODONE(76-42-6)Related Product Information

• OXYCODONE HYDROCHLORIDE
• component of Percodan
• OXYMORPHONE
• OXYCODONE-D3
• OXYCODONE HYDROCHLORIDE, [7,8-3H],OXYCODONE [7,8-3H] HYDROCHLORIDE
• OXYCODONE IMPURITY D
• Oxycodone-d3 Hydrochloride
• OXYCODONE (D6, 98%) 1.0 MG/ML IN METHANOL
• OXYCODONE (D6, 98%) 100 UG/ML IN METHANOL
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• OXYCODONE HYDROCHLORIDE CONTROLLED SUBSTANCE
• OXYCODONE (D3, 98%) 1.0 MG/ML IN METHANOL
• OXYCODONE HYDROCHLORIDE - * NARC
• OXYCODONE-D6
• OXYCODONE UNLABELED 1000 UG/ML IN METHANOL
• OXYCODONE-N-OXIDE
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