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OXYCODONE

CAS No.
76-42-6
Chemical Name:
OXYCODONE
Synonyms
percocet;Oxycodon;endone;Percodan;Dihydrohydroxycodeinone;14-Hydroxydihydrocodeinone;Oxicon;oxanest;Oxicone;OXYCODONE
CBNumber:
CB5166312
Molecular Formula:
C18H21NO4
Molecular Weight:
315.36
MDL Number:
MFCD00190613
MOL File:
76-42-6.mol
Last updated:2023-06-08 09:02:15

OXYCODONE 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
FDA UNII CD35PMG570
NCI Drug Dictionary Percocet
ATC code N02AA05
EPA Substance Registry System Morphinan-6-one, 4,5-epoxy-14-hydroxy-3-methoxy-17-methyl-, (5.alpha.)- (76-42-6)

SAFETY

Risk and Safety Statements

Symbol(GHS)  GHS hazard pictograms
GHS07
Signal word  Warning
Hazard statements  H302-H336-H362
Precautionary statements  P202-P260-P263-P264-P301+P312-P308+P313
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
Toxicity LD50 intraperitoneal in mouse: 320mg/kg
NFPA 704
0
3 0

OXYCODONE Chemical Properties,Uses,Production

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 4,5-alpha-epoxy-14-hydroxy-3-methoxy-17-methyl-morphinan-6-on 4,5alpha-epoxy-14-hydroxy-3-methoxy-17-methyl-morphinan-6-on 4,5alpha-Epoxy-14-hydroxy-3-methoxy-17-methylmorphinan-6-one eubine(france) Eucodalum Morphinan-6-one, 4,5alpha-epoxy-14-hydroxy-3-methoxy-17-methyl- Morphinan-6-one, 4,5-epoxy-14-hydroxy-3-methoxy-17-methyl-, (5alpha)- NSC-19043 oxanest Oxicon Oxicone Oxycodeinone pancodoneretard(unitedkingdom) Percobarb supendol(canada) 4,5-epoxy-14-hydroxy-3-methoxy-17-methylmorphinan-6-one 4aH-8,9c-Iminoethanophenanthro(4,5-bcd)furan-5(6H)-one, 7,7a,8,9-tetrahydro-7a-hydroxy-3-methoxy-12-methyl- 5-epoxy-14-hydroxy-3-methoxy-17-methyl-(5alpha)-morhinan-6-on 7,8-dihydro-14-hydroxy-codeinon OXYCODONE/4,5-EPOXY-14-HYDROXY-3-METHOXY-17-METHYLMORPHINAN-6-ONE 4Ah-8,9C-iminoethanophenanthro[4,5-bcd]furan-5(6H)-one, 7,7A,8,9-tetrahydro-7A-hydroxy-3-methoxy-12-methyl- Oxycodone, 1.0 mg/mL Oxycodone CII (200 mg) Oxycodone solution Codeinone, 7,8-dihydro-14-hydroxy- Codeinone, dihydro-14-hydroxy- Codeinone, dihydrohydroxy- dihydro-14-hydroxy-codeinon Dihydro-14-hydroxycodeinone Dihydrohydroxycondeinone Dihydrone Dihydroxycodeinone Diphydrone endine(australia) Tekodin (free base) Pancodone 3-O-(Methyl)oxymorphone 6-Oxo-14-hydroxy-7,8-dihydrocodeine 7,8-Dihydro-14-hydroxycodeinone Codeinone, 7,8-dihydro-14-hydroxy- (6CI, 7CI) Morphinan-6-one, 4,5a-epoxy-14-hydroxy-3-methoxy-17-methyl- (8CI) Morphinan-6-one, 4,5-epoxy-14-hydroxy-3-methoxy-17-methyl-, (5a)- (9CI) Oxymorphone 3-methyl ether OXYCODONE Basic information BRUQQQPBMZOVGD-XFKAJCMBSA-N Oxycodone (CRM) Morphinan-6-one, 4,5-epoxy-14-hydroxy-3-methoxy-17-methyl-, (5α)- (-)-Oxycodone Oxycodone CII (1485191) Oxycodon percocet Percodan Dihydrohydroxycodeinone endone 14-Hydroxydihydrocodeinone Oxycodone [Controlled Substance 76-42-6