File:Oxycodone.svg · Wikimedia Commons · See Wikimedia Commons
oxycodone
Sign in to saveAlso known as dihydroxycodeinone, dihydrohydroxycodeinone, dihydro-14-hydroxycodeinone, 4,5alpha-epoxy-14-hydroxy-3-methoxy-17-methylmorphinan-6-one, 4,5-epoxy-14-hydroxy-3-methoxy-17-methylmorphinan-6-one, (-)-14-hydroxydihydrocodeinone, 4,5α-epoxy-14-hydroxy-3-methoxy-17-methylmorphinan-6-one, Oxycontin
Oxycodone, sold under the brand names Endone and OxyContin (which is the extended-release form) among others, is a semi-synthetic opioid used medically for the treatment of moderate to severe pain. It is a highly addictive and commonly abused drug. It is usually taken orally, and is available in immediate-release and controlled-release formulations. Onset of pain relief typically begins within fifteen minutes and lasts for up to six hours with the immediate-release formulation. In the United Kingdom, it is available by injection. Combination products are also available with paracetamol (acetam
OverviewAI-generated
Oxycodone is a chemical compound with the formula C₁₈H₂₁NO₄. It was discovered in 1916. The substance has a mass of 315.147 and a weight of 315.4. Its IUPAC name is (4R,4aS,7aR,12bS)-4a-hydroxy-9-methoxy-3-methyl-2,4,5,6,7a,13-hexahydro-1H-4,12-methanobenzofuro[3,2-e]isoquinolin-7-one.
The compound has a defined daily dose of 75. It carries a charge of 0, with an xlogp of 1.2 and a topological polar surface area of 59. Oxycodone features one hydrogen bond donor and five hydrogen bond acceptors. Stylized names for the substance include "oxyCODONE" and "OxyCONTIN".
Oxycodone is referenced by 1,646 other encyclopedia articles. A PubMed query for oxycodone returns a count of 6,111 entries.
Synthesized by Vinony from 21 facts across 4 sources: Wikidata, PubMed, PubChem, Vinony graph. Generated from structured data (not the Wikipedia text) and checked against those facts — may still contain errors.
Key facts
- Drug.C
- 18
- Drug.H
- 21
- Drug.N
- 1
- Drug.O
- 4
- Drug.verifiedrevid
- 464196835
- Drug.image
- Oxycodone.svg
- Drug.image_class
- skin-invert-image
- Drug.width
- 183
- Drug.image2
- Oxycodone molecule ball.png
- Drug.image_class2
- bg-transparent
- Drug.width2
- 225
- Drug.tradename
- Roxicodone, OxyContin, Endone, others
- Drug.MedlinePlus
- a682132
- Drug.DailyMedID
- Oxycodone
- Drug.pregnancy_AU
- C
- Drug.dependency_liability
- High
- Drug.addiction_liability
- High
- Drug.routes_of_administration
- By mouth, sublingual, intramuscular, intravenous, intranasal, subcutaneous, transdermal, rectal, epidural
via Wikipedia infobox
Chemical data
- Formula
- C18H21NO4
- Molecular weight
- 315.4 g/mol
- IUPAC name
- (4R,4aS,7aR,12bS)-4a-hydroxy-9-methoxy-3-methyl-2,4,5,6,7a,13-hexahydro-1H-4,12-methanobenzofuro[3,2-e]isoquinolin-7-one
- SMILES
- CN1CC[C@]23[C@@H]4C(=O)CC[C@]2([C@H]1CC5=C3C(=C(C=C5)OC)O4)O
- InChIKey
- BRUQQQPBMZOVGD-XFKAJCMBSA-N
- XLogP
- 1.2
- Polar surface area
- 59 Ų
- H-bond donors
- 1
- H-bond acceptors
- 5
- Formal charge
- 0
via PubChem
Research
6,111 papersvia PubMed
~42 min read
Encyclopedic overview
43 sectionsContents
- Medical uses
- Available forms
- Side effects
- Dependence and withdrawal
- Hormone levels
- Overdose
- Interactions
- Pharmacology
- Pharmacodynamics
- Active metabolites
- κ-opioid receptor
- Pharmacokinetics
- Instant-release absorption profiles and Tmax
- Distribution
- Metabolism
- Elimination
- Duration of action
- Chemistry
- Biosynthesis
- Detection in biological fluids
- History
- Society and culture
- Opioid epidemic
- United States
- Lawsuits
- Australia
- Canada
- United Kingdom
- {{anchor|OxyContin}}Preventive measures
- Legal status
- Australia
- Canada
- Germany
- Hong Kong
- Japan
- Singapore
- United Kingdom
- United States
- Economics
- Names
- References
- Further reading
- External links
Oxycodone, sold under the brand names Endone and OxyContin (which is the extended-release form) among others, is a semi-synthetic opioid used medically for the treatment of moderate to severe pain. It is a highly addictive and commonly abused drug. It is usually taken orally, and is available in immediate-release and controlled-release formulations. Onset of pain relief typically begins within fifteen minutes and lasts for up to six hours with the immediate-release formulation. In the United Kingdom, it is available by injection. Combination products are also available with paracetamol (acetaminophen), ibuprofen, naloxone, naltrexone, and aspirin.
Common side effects include euphoria, constipation, nausea, vomiting, loss of appetite, drowsiness, dizziness, itching, dry mouth, and sweating. Side effects may also include addiction and dependence, substance abuse, irritability, depression or mania, delirium, hallucinations, hypoventilation, gastroparesis, bradycardia, and hypotension. Those allergic to codeine may also be allergic to oxycodone. Opioid withdrawal may occur if rapidly stopped. Oxycodone acts by activating the μ-opioid receptor. When taken by mouth, it has roughly 1.5 times the effect of the equivalent amount of morphine.
Excerpted from Wikipedia’s “oxycodone” article, available under the CC BY-SA 4.0 licence.