Mr. Ibrahem/Hydromorphone
Structural formula of hydromorphone
Space-filling model of hydromorphone
Clinical data
Trade namesDilaudid, Hydromorph Contin, Palladone, others
Other namesDihydromorphinone
AHFS/Drugs.comMonograph
MedlinePlusa682013
License data
Pregnancy
category
Dependence
liability
High[2]
Routes of
administration
By mouth, intramuscular, intravenous, subcutaneous
Legal status
Legal status
Pharmacokinetic data
BioavailabilityBy mouth: 30–35%, Intranasal: 52–58%[3] IV/IM:100%
Protein binding20%
MetabolismLiver
Onset of action15 to 30 min[4]
Elimination half-life2–3 hours[5]
Duration of action4 to 5 hrs[4]
ExcretionKidney
Identifiers
  • 4,5-α-Epoxy-3-hydroxy-17-methyl morphinan-6-one
Chemical and physical data
FormulaC17H19NO3
Molar mass285.343 g·mol−1
3D model (JSmol)
Solubility in waterHCl salt: 333 mg/mL (20 °C)
  • O=C4[C@@H]5Oc1c2c(ccc1O)C[C@H]3N(CC[C@]25[C@H]3CC4)C
  • InChI=1S/C17H19NO3/c1-18-7-6-17-10-3-5-13(20)16(17)21-15-12(19)4-2-9(14(15)17)8-11(10)18/h2,4,10-11,16,19H,3,5-8H2,1H3/t10-,11+,16-,17-/m0/s1 checkY
  • Key:WVLOADHCBXTIJK-YNHQPCIGSA-N checkY
  (verify)

Hydromorphone, also known as dihydromorphinone, and sold under the brand name Dilaudid among others, is an opioid used to treat moderate to severe pain.[4] Typically, long-term use is only recommended for pain due to cancer.[7] It may be used by mouth or by injection into a vein, muscle, or under the skin.[4] Effects generally begin within half an hour and last for up to five hours.[4]

Common side effects include dizziness, sleepiness, nausea, itchiness, and constipation.[4] Serious side effects may include abuse, low blood pressure, seizures, respiratory depression, and serotonin syndrome.[4] Rapidly decreasing the dose may result in opioid withdrawal.[4] Generally, use during pregnancy or breastfeeding is not recommended.[8] Hydromorphone is believed to work by activating opioid receptors, mainly in the brain and spinal cord.[4] Hydromorphone 2 mg by mouth is equivalent to approximately 10 mg morphine by mouth.[7]

Hydromorphone was patented in 1923.[9] It is available as a generic medication.[4] In the United Kingdom it costs the NHS about £0.32 per 2 mg tablet as of 2019.[7] In the United States the wholesale cost of this amount is about US$0.07.[10] In 2017, it was the 205th most commonly prescribed medication in the United States, with more than two million prescriptions.[11][12] Hydromorphone is made from morphine.[13]

References edit

  1. ^ a b "Hydromorphone Use During Pregnancy". Drugs.com. 19 November 2019. Retrieved 16 May 2020.
  2. ^ Bonewit-West, Kathy; Hunt, Sue A.; Applegate, Edith (2012). Today's Medical Assistant: Clinical and Administrative Procedures. Elsevier Health Sciences. p. 571. ISBN 9781455701506.
  3. ^ Coda BA, Rudy AC, Archer SM, Wermeling DP (July 2003). "Pharmacokinetics and bioavailability of single-dose intranasal hydromorphone hydrochloride in healthy volunteers". Anesth. Analg. 97 (1): 117–23, table of contents. CiteSeerX 10.1.1.551.6509. doi:10.1213/01.ANE.0000066311.40978.4F. PMID 12818953.
  4. ^ a b c d e f g h i j "Hydromorphone Hydrochloride Monograph for Professionals". Drugs.com. American Society of Health-System Pharmacists. Retrieved 15 April 2019.
  5. ^ Vallner JJ, Stewart JT, Kotzan JA, Kirsten EB, Honigberg IL (April 1981). "Pharmacokinetics and bioavailability of hydromorphone following intravenous and oral administration to human subjects". J Clin Pharmacol. 21 (4): 152–6. doi:10.1002/j.1552-4604.1981.tb05693.x. PMID 6165742.
  6. ^ a b "WHOCC - ATC/DDD Index". www.whocc.no. Retrieved 9 September 2020.
  7. ^ a b c British national formulary: BNF 76 (76 ed.). Pharmaceutical Press. 2018. pp. 24, 456. ISBN 9780857113382.
  8. ^ "Hydromorphone Use During Pregnancy". Drugs.com. Retrieved 15 April 2019.
  9. ^ Fischer, Jnos; Ganellin, C. Robin (2006). Analogue-based Drug Discovery. John Wiley & Sons. p. 526. ISBN 9783527607495.
  10. ^ "NADAC as of 2019-02-27". Centers for Medicare and Medicaid Services. Retrieved 3 March 2019.
  11. ^ "The Top 300 of 2020". ClinCalc. Retrieved 11 April 2020.
  12. ^ "Hydromorphone Hydrochloride - Drug Usage Statistics". ClinCalc. Retrieved 11 April 2020.
  13. ^ Vardanyan, Ruben; Hruby, Victor (2006). Synthesis of Essential Drugs. Elsevier. p. 25. ISBN 9780080462127.