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QuickView for oxycodone (compound)

Summary
General Info

PubChem

PubChem Compound 11518351

PubChem Compound 11518351

Name:	Oxycodone
PubChem Compound ID:	11518351
Description:	A semisynthetic derivative of CODEINE.
Molecular formula:	C₁₈H₂₁NO₄
Molecular weight:	315.364 g/mol

DrugBank

Identification

Name:	Oxycodone
Name (isomeric):	DB00497
Drug Type:	small molecule
Description:	A semisynthetic derivative of CODEINE.
Synonyms:	Dihydrone; Oxycodone Hcl; Oxicodona [INN-Spanish]; Oxycodone Hydrochloride; Oxycodonum [INN-Latin]; Dihydrohydroxycondeinone; Dihydrohydroxycodeinone; PTI-821
Brand:	Oxanest, OxyNorm, Pancodine, Eucodal, Endodan, Dinarkon, Tecodin, Eucodalum, Dihydroxycodeinone, Oxycon, Combunox, Oxycodeinone, Oxicon, Oxicone, Tekodin, Remoxy, Percolone, Roxicodone, Eukodal, OxyFAST, Diphydrone, OxyIR, Eutagen, Percobarb, Eubine, Oxycontin, Oxikon, Thecodine, Supeudol, Supendol, Thekodin, Endocet, Percodan, Oxycodon, Endone
Brand name mixture:	Roxiprin(Aspirin + Oxycodone Hydrochloride), Percodan(Aspirin + Oxycodone Hydrochloride), Combunox(Ibuprofen + Oxycodone Hydrochloride), Tylox(Acetaminophen + Oxycodone Hydrochloride), Endodan(Aspirin + Oxycodone Hydrochloride), Roxicet(Acetaminophen + Oxycodone Hydrochloride), Rivacocet(Acetaminophen + Oxycodone Hydrochloride), Percocet(Acetami... show more » Roxiprin(Aspirin + Oxycodone Hydrochloride), Percodan(Aspirin + Oxycodone Hydrochloride), Combunox(Ibuprofen + Oxycodone Hydrochloride), Tylox(Acetaminophen + Oxycodone Hydrochloride), Endodan(Aspirin + Oxycodone Hydrochloride), Roxicet(Acetaminophen + Oxycodone Hydrochloride), Rivacocet(Acetaminophen + Oxycodone Hydrochloride), Percocet(Acetaminophen + Oxycodone Hydrochloride), Endocet(Acetaminophen + Oxycodone Hydrochloride) show less «
Category:	Narcotics, Antitussives, Opiate Agonists, Analgesics, Opioid
CAS number:	76-42-6

Pharmacology

Indication:	For the treatment of diarrhoea, pulmonary oedema and for the relief of moderate to moderately severe pain.
Pharmacology:	Oxycodone, a semisynthetic opiate agonist derived from the opioid alkaloid, thebaine, is similar to other phenanthrene derivatives such as hydrocodone and morphine. Oxycodone is available in combination with aspirin or acetaminophen to control pain and restless leg and Tourette syndromes.
Mechanism of Action:	Oxycodone acts as a weak agonist at mu, kappa, and delta opioid receptors within the central nervous system (CNS). Oxycodone primarily affects mu-type opioid receptors, which are coupled with G-protein receptors and function as modulators, both positive and negative, of synaptic transmission via G-proteins that activate effector proteins. Binding o... show more » Oxycodone acts as a weak agonist at mu, kappa, and delta opioid receptors within the central nervous system (CNS). Oxycodone primarily affects mu-type opioid receptors, which are coupled with G-protein receptors and function as modulators, both positive and negative, of synaptic transmission via G-proteins that activate effector proteins. Binding of the opiate stimulates the exchange of GTP for GDP on the G-protein complex. As the effector system is adenylate cyclase and cAMP located at the inner surface of the plasma membrane, opioids decrease intracellular cAMP by inhibiting adenylate cyclase. Subsequently, the release of nociceptive neurotransmitters such as substance P, GABA, dopamine, acetylcholine, and noradrenaline is inhibited. Opioids such as oxycodone also inhibit the release of vasopressin, somatostatin, insulin, and glucagon. Opioids close N-type voltage-operated calcium channels (kappa-receptor agonist) and open calcium-dependent inwardly rectifying potassium channels (mu and delta receptor agonist). This results in hyperpolarization and reduced neuronal excitability. show less «
Absorption:	Well absorbed with an oral bioavailability of 60% to 87%
Protein binding:	45%
Biotransformation:	Hepatic
Route of elimination:	Oxycodone and its metabolites are excreted primarily via the kidney.
Half Life:	4.5 hours
Clearance:	0.8 L/min [adults]
Toxicity:	Symptoms of overdose include respiratory depression, somnolence progressing to stupor or coma, skeletal muscle flaccidity, cold and clammy skin, constricted pupils, bradycardia, hypotension, and death.
Affected organisms:	Humans and other mammals

Interactions

Food interaction:

Take without regard to meals. Avoid alcohol.

Drug interaction:

Triprolidine	The CNS depressants, Triprolidine and Oxycodone, may increase adverse/toxic effects due to additivity. Monitor for increased CNS depressant effects during concomitant therapy.
Cimetidine	Cimetidine, a moderate CYP3A4 inhibitor, may decrease the metabolism of oxycodone. Monitor for changes in the therapeutic and adverse effects of oxycodone if cimetidine is initiated, discontinued or dose changed.
Fluvoxamine	Increased risk of serotonin syndrome
Fluoxetine	Increased risk of serotonin syndrome
Citalopram	Increased risk of serotonin syndrome

Targets

Mu-type opioid receptor

Kappa-type opioid receptor

Delta-type opioid receptor

Enzymes

Cytochrome P450 2D6

Cytochrome P450 3A4

Cytochrome P450 3A5

Cytochrome P450 3A7