Mr. Ibrahem/Oxymorphone
Clinical data
Trade namesNumorphan, Numorphone, Opana, others
Other names14-Hydroxydihydromorphinone
AHFS/Drugs.comMonograph
MedlinePlusa610022
License data
Routes of
administration
By mouth, intravenous, subcutaneous, intramuscular
Drug classOpioid[1]
Legal status
Legal status
Pharmacokinetic data
Bioavailabilityby mouth: 10%
Buccal: 28%
Sublingual: 37.5%
Intranasal: 43%[3]
IV, IM & IT: 100%[4]
Protein binding10%[4]
MetabolismLiver (CYP3A4, glucuronidation)[4]
Onset of actionBy injection: Within 15 min
Elimination half-life7–9 hours[4] Duration of Action: 6-8 hours Orally, 4-6 hrs Parenteral.
Duration of actionImmediate release: 5 hrs
Extended release: 12 hrs
ExcretionUrine, feces[4]
Identifiers
  • 4,5α-Epoxy-3,14-dihydroxy-17-methylmorphinan-6-one
Chemical and physical data
FormulaC17H19NO4
Molar mass301.342 g·mol−1
3D model (JSmol)
  • O=C1[C@@H]2OC3=C(O)C=CC4=C3[C@@]2([C@]5(CC1)O)CCN(C)[C@@H]5C4
  • InChI=1S/C17H19NO4/c1-18-7-6-16-13-9-2-3-10(19)14(13)22-15(16)11(20)4-5-17(16,21)12(18)8-9/h2-3,12,15,19,21H,4-8H2,1H3/t12-,15+,16+,17-/m1/s1 checkY
  • Key:UQCNKQCJZOAFTQ-ISWURRPUSA-N checkY
  (verify)

Oxymorphone, sold under the brand names Opana among others, is an opioid used to treat moderate to severe pain.[1] It is available by mouth and by injection.[1] Effects begin within 15 minutes following injection.[1] It lasts about 5 hours and 12 hours for extended-release tablets.[5]

Common side effects include nausea, constipation, sleepiness, itchiness, and confusion.[1] Other side effects may include respiratory depression, adrenal insufficiency, and low blood pressure.[1] Use during pregnancy may result in dependence in the baby, with use during delivery associated with breathing problems.[1] It has a high risk of abuse.[1]

Oxymorphone was made in Germany in 1914.[6] It was patented in 1955 and approved for medical use in 1959.[7] It is available as a generic medication.[1] In the United States the 5 mg tablets costs about 1.35 USD as of 2021.[8] On the illicit market this amount cost about 7.50 USD as of 2010.[9]

References edit

  1. ^ a b c d e f g h i j k "OxyMORphone Monograph for Professionals". Drugs.com. Archived from the original on 4 March 2021. Retrieved 10 November 2021.
  2. ^ "Drugs@FDA: FDA Approved Drug Products". www.accessdata.fda.gov. Archived from the original on 2 November 2017. Retrieved 7 November 2017.
  3. ^ Hussain MA, Aungst BJ (August 1997). "Intranasal absorption of oxymorphone". Journal of Pharmaceutical Sciences. 86 (8): 975–6. doi:10.1021/js960513x. PMID 9269879.
  4. ^ a b c d e Davis MP, Glare PA, Hardy J (2009) [2005]. Opioids in Cancer Pain (2nd ed.). Oxford, UK: Oxford University Press. pp. Chapter 17. ISBN 978-0-19-157532-7. Archived from the original on 2021-10-25. Retrieved 2021-10-21.
  5. ^ Sloan P (August 2008). "Review of oral oxymorphone in the management of pain". Therapeutics and Clinical Risk Management. 4 (4): 777–87. doi:10.2147/tcrm.s1784. PMC 2621383. PMID 19209260.{{cite journal}}: CS1 maint: unflagged free DOI (link)
  6. ^ Sinatra, Raymond S.; Jahr, Jonathan S.; Watkins-Pitchford, J. Michael (14 October 2010). The Essence of Analgesia and Analgesics. Cambridge University Press. p. 123. ISBN 978-1-139-49198-3. Archived from the original on 10 November 2021. Retrieved 10 November 2021.
  7. ^ Fischer J, Ganellin CR (2006). Analogue-based Drug Discovery. John Wiley & Sons. p. 52X. ISBN 9783527607495. Archived from the original on 2021-10-25. Retrieved 2021-10-21.
  8. ^ "Oxymorphone Prices, Coupons & Patient Assistance Programs". Drugs.com. Archived from the original on 19 March 2016. Retrieved 10 November 2021.
  9. ^ Surratt, H.; Kurtz, S.; Cicero, T.; Dart, R.; Baker, G.; Vorsanger, G. (April 2013). "Street prices of prescription opioids diverted to the illicit market: data from a national surveillance program". The Journal of Pain. 14 (4): S40. doi:10.1016/j.jpain.2013.01.455.