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
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
Wikidata facts
- Mass
- 315.147
Show 8 more facts
- Commons category
- Oxycodone
- chemical formula
- C₁₈H₂₁NO₄
- World Health Organisation international non-proprietary name
- oxycodone
- isomeric SMILES
- CN1CC[C@]23[C@@H]4C(=O)CC[C@]2([C@H]1CC5=C3C(=C(C=C5)OC)O4)O
- canonical SMILES
- CN1CCC23C4C(=O)CCC2(C1CC5=C3C(=C(C=C5)OC)O4)O
- time of discovery or invention
- 1916-00-00
- stylized name
- OxyCONTIN
- defined daily dose
- 30
Sources (7)
via Wikidata · CC0
~42 min read
Article
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.