Oxycodone

Oxycodone
Clinical data
Pronunciation	ɒksɪˈkəʊdəʊn
Trade names	OxyContin, others
Synonyms	Eukodal, eucodal; dihydrohydroxycodeinone, 7,8-dihydro-14-hydroxycodeinone, 6-deoxy-7,8-dihydro-14-hydroxy-3-O-methyl-6-oxomorphine
AHFS/Drugs.com	Monograph
MedlinePlus	a682132
Pregnancy; category	AU: C; ;
Dependence; liability	High
Routes of; administration	By mouth, sublingual, intramuscular, intravenous, intranasal, subcutaneous, transdermal, rectal, epidural
ATC code	N02AA05 (WHO) ; N02AA55 (WHO) (in combinations);
Legal status
Legal status	AU: S8 (Controlled drug) ; CA: Schedule I ; DE: Anlage III (Special prescription form required) ; UK: Class A ; US: Schedule II ;
Pharmacokinetic data
Bioavailability	By mouth: 60–87%
Protein binding	45%
Metabolism	Liver: mainly CYP3A, and, to a much lesser extent, CYP2D6 (~5%); 95% metabolized (i.e., 5% excreted unchanged)
Metabolites	• Noroxycodone (25%) ; • Noroxymorphone (15%, free and conjugated); • Oxymorphone (11%, conjugated); • Others (e.g., minor metabolites)
Onset of action	IR: 10–30 minutes; CR: 1 hour
Elimination half-life	By mouth (IR): 2–3 hrs (same t1/2 for all ROAs); By mouth (CR): 4.5 hrs
Duration of action	By mouth (IR): 3–6 hrs; By mouth (CR): 10–12 hrs
Excretion	Urine (83%)
Identifiers
	IUPAC name (5R,9R,13S,14S)-4,5α-Epoxy-14-hydroxy-3-methoxy-17-methylmorphinan-6-one;
CAS Number	76-42-6 ;
PubChem CID	5284603;
IUPHAR/BPS	7093;
DrugBank	DB00497 ;
ChemSpider	4447649 ;
UNII	CD35PMG570;
KEGG	D05312 ;
ChEBI	CHEBI:7852 ;
ChEMBL	ChEMBL656 ;
ECHA InfoCard	100.000.874
Chemical and physical data
Formula	C18H21NO4
Molar mass	315.364 g/mol
3D model (JSmol)	Interactive image;
Melting point	219 °C (426 °F)
Solubility in water	HCl: 166 mg/mL (20 °C)
	SMILES O=C4[C@@H]5Oc1c2c(ccc1OC)C[C@H]3N(CC[C@]25[C@@]3(O)CC4)C;
	InChI InChI=1S/C18H21NO4/c1-19-8-7-17-14-10-3-4-12(22-2)15(14)23-16(17)11(20)5-6-18(17,21)13(19)9-10/h3-4,13,16,21H,5-9H2,1-2H3/t13-,16+,17+,18-/m1/s1 ; Key:BRUQQQPBMZOVGD-XFKAJCMBSA-N ;
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Oxycodone is a medicine that is used to treat pain. This kind of pain medicine is called an analgesic.

Oxycodone is a man-made opioid. This means that in the body, it acts like morphine, a powerful, natural painkiller. The chemical elements in oxycodone are very similar to codeine, another natural painkiller.^[4]

↑ ^1.0 ^1.1 ^1.2 ^1.3 "Roxicodone, OxyContin (oxycodone) dosing, indications, interactions, adverse effects, and more". Medscape Reference. WebMD. Retrieved 8 April 2014.
↑ ^2.0 ^2.1 ^2.2 "Roxicodone, OxyContin (oxycodone) dosing, indications, interactions, adverse effects, and more". Medscape Reference. WebMD. Retrieved 4 January 2019.
↑ Connie Henke Yarbro; Debra Wujcik; Barbara Holmes Gobel (15 November 2010). Cancer Nursing: Principles and Practice. Jones & Bartlett Publishers. pp. 695–. ISBN 978-1-4496-1829-2.
↑ "Oxycodone". nlm.nih.gov/medlineplus. U.S. National Library of Medicine. June 15, 2015. Retrieved December 23, 2015.

[MSR-1] 1.0 ^1.1 ^1.2 ^1.3 "Roxicodone, OxyContin (oxycodone) dosing, indications, interactions, adverse effects, and more". Medscape Reference. WebMD. Retrieved 8 April 2014.

[Medscape-2] 2.0 ^2.1 ^2.2 "Roxicodone, OxyContin (oxycodone) dosing, indications, interactions, adverse effects, and more". Medscape Reference. WebMD. Retrieved 4 January 2019.

[YarbroWujcik2010-3] Connie Henke Yarbro; Debra Wujcik; Barbara Holmes Gobel (15 November 2010). Cancer Nursing: Principles and Practice. Jones & Bartlett Publishers. pp. 695–. ISBN 978-1-4496-1829-2.

[Medline-4] "Oxycodone". nlm.nih.gov/medlineplus. U.S. National Library of Medicine. June 15, 2015. Retrieved December 23, 2015.

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