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Hydrocodone information


Hydrocodone
Clinical data
Trade namesHysingla ER, Zohydro ER
Other namesDihydrocodeinone, hydrocodone bitartrate
AHFS/Drugs.comMonograph
MedlinePlusa601006
License data
  • US DailyMed: Hydrocodone
Dependence
liability
High[1]
Addiction
liability
High
Routes of
administration
Clinical: by mouth[2]
Others: intranasal, rectal
Drug classOpioid
ATC code
  • R05DA03 (WHO)
Legal status
Legal status
  • AU: S8 (Controlled drug)
  • BR: Class A1 (Narcotic drugs)[3]
  • CA: Schedule I
  • DE: Anlage III (Special prescription form required)
  • NZ: Class B
  • UK: Class A
  • US: Schedule II
  • SE: Förteckning II
Pharmacokinetic data
BioavailabilityBy mouth: 70%[4]
Protein bindingLow[4][5]
MetabolismLiver: CYP3A4 (major), CYP2D6 (minor)[6]
Metabolites• Norhydrocodone[6]
• Hydromorphone[6]
• Others[6]
Onset of action10–20 minutes[2]
Elimination half-lifeAverage: 3.8 hours[7]
Range: 3.3–4.4 hours[2]
Duration of action4–8 hours[2]
ExcretionUrine[8][9]
Identifiers
IUPAC name
  • 4,5α-epoxy-3-methoxy-17-methylmorphinan-6-one
CAS Number
  • 125-29-1 checkY
PubChem CID
  • 5284569
IUPHAR/BPS
  • 7081
DrugBank
  • DB00956 checkY
ChemSpider
  • 4447623 checkY
UNII
  • 6YKS4Y3WQ7
KEGG
  • D08045 checkY
ChEBI
  • CHEBI:5779 checkY
ChEMBL
  • ChEMBL1457 checkY
CompTox Dashboard (EPA)
  • DTXSID8023131 Edit this at Wikidata
ECHA InfoCard100.004.304 Edit this at Wikidata
Chemical and physical data
FormulaC18H21NO3
Molar mass299.370 g·mol−1
3D model (JSmol)
  • Interactive image
SMILES
  • O=C4[C@@H]5Oc1c2c(ccc1OC)C[C@H]3N(CC[C@]25[C@H]3CC4)C
InChI
  • InChI=1S/C18H21NO3/c1-19-8-7-18-11-4-5-13(20)17(18)22-16-14(21-2)6-3-10(15(16)18)9-12(11)19/h3,6,11-12,17H,4-5,7-9H2,1-2H3/t11-,12+,17-,18-/m0/s1 checkY
  • Key:LLPOLZWFYMWNKH-CMKMFDCUSA-N checkY
  (verify)

Hydrocodone, also known as dihydrocodeinone, is a semisynthetic opioid used to treat pain and as a cough suppressant.[10] It is taken by mouth.[10] Typically it is dispensed as the combination acetaminophen/hydrocodone or ibuprofen/hydrocodone for pain severe enough to require an opioid[11][12][13] and in combination with homatropine methylbromide to relieve cough.[10] It is also available by itself in a long-acting form under the brand name Zohydro ER, among others, to treat severe pain of a prolonged duration.[10][14] Hydrocodone is a controlled drug: in the United States a Schedule II Controlled Substance.

  1. ^ Bonewit-West K, Hunt SA, Applegate E (2012). Today's Medical Assistant: Clinical and Administrative Procedures. Elsevier Health Sciences. p. 571. ISBN 9781455701506. Archived from the original on 10 January 2023. Retrieved 20 August 2019.
  2. ^ a b c d Cite error: The named reference ElliottSmith2016 was invoked but never defined (see the help page).
  3. ^ Anvisa (31 March 2023). "RDC Nº 784 - Listas de Substâncias Entorpecentes, Psicotrópicas, Precursoras e Outras sob Controle Especial" [Collegiate Board Resolution No. 784 - Lists of Narcotic, Psychotropic, Precursor, and Other Substances under Special Control] (in Brazilian Portuguese). Diário Oficial da União (published 4 April 2023). Archived from the original on 3 August 2023. Retrieved 16 August 2023.
  4. ^ a b Polsten GR, Wallace MS (21 June 2016). "Analgesic Agents in Rheumatic Disease". In Firestein GS, Budd R, Gabriel SE, McInnes IB, O'Dell JR (eds.). Kelley and Firestein's Textbook of Rheumatology. Elsevier Health Sciences. pp. 1081–. ISBN 978-0-323-41494-4. Archived from the original on 12 January 2023. Retrieved 23 September 2016.
  5. ^ Chabner BA, Longo DL (8 November 2010). "Chapter 37: Drug Therapy of Pain in Cancer Patients". Cancer Chemotherapy and Biotherapy: Principles and Practice. Lippincott Williams & Wilkins. pp. 700–. ISBN 978-1-60547-431-1. Archived from the original on 12 January 2023. Retrieved 23 September 2016.
  6. ^ a b c d Cite error: The named reference Zhou2016 was invoked but never defined (see the help page).
  7. ^ Cite error: The named reference DavisGlare2005 was invoked but never defined (see the help page).
  8. ^ Bluth MH (16 November 2016). Toxicology and Drug Testing, An Issue of Clinics in Laboratory Medicine, E-Book. Elsevier Health Sciences. pp. 85–. ISBN 978-0-323-47795-6. Archived from the original on 12 January 2023. Retrieved 22 June 2018.
  9. ^ Smith HS (21 February 2013). Opioid Therapy in the 21st Century. OUP USA. pp. 68–. ISBN 978-0-19-984497-5. Archived from the original on 12 January 2023. Retrieved 22 June 2018.
  10. ^ a b c d "Hydrocodone Bitartrate Monograph for Professionals". Drugs.com. American Society of Health-System Pharmacists. Archived from the original on 14 November 2010. Retrieved 15 April 2019.
  11. ^ Mallinckrodt (10 March 2021). "HYDROCODONE BITARTRATE AND ACETAMINOPHEN tablet (label)". National Institutes of Health DailyMed. Archived from the original on 6 November 2021. Retrieved 6 November 2021.
  12. ^ Briggs GG, Freeman RK, Yaffe SJ (2011). Drugs in Pregnancy and Lactation: A Reference Guide to Fetal and Neonatal Risk. Lippincott Williams & Wilkins. p. 692. ISBN 9781608317080.
  13. ^ "Hydrocodone Combination Products: MedlinePlus Drug Information". medlineplus.gov. Archived from the original on 5 July 2016. Retrieved 4 November 2023.
  14. ^ "Hydrocodone: MedlinePlus Drug Information". medlineplus.gov. Archived from the original on 15 April 2019. Retrieved 15 April 2019.

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Hydrocodone

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Hydrocodone, also known as dihydrocodeinone, is a semisynthetic opioid used to treat pain and as a cough suppressant. It is taken by mouth. Typically...

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Benzhydrocodone

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(contracted from benzoate-hydrocodone) is an opioid prodrug of the morphinan class. Its chemical structure consists of hydrocodone coupled with benzoic acid...

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Thebacon

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dihydrocodeinone enol acetate, is a semisynthetic opioid that is similar to hydrocodone and is most commonly synthesised from thebaine. Thebacon was invented...

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Norhydrocodone

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Norhydrocodone is the major metabolite of the opioid analgesic hydrocodone. It is formed from hydrocodone in the liver via N-demethylation predominantly by CYP3A4...

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Anticholinergic

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those containing hydrocodone and codeine are combined with an anticholinergic agent to deter intentional misuse. Examples include hydrocodone/homatropine (Tussigon...

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Narcotic

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in the vast majority of semi-synthetic opioids, such as oxycodone or hydrocodone). Legally speaking, the term "narcotic" may be imprecisely defined and...

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Carisoprodol

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subgroup of the semisynthetic class (ethylmorphine, dihydrocodeine, hydrocodone, oxycodone, nicocodeine, benzylmorphine, the various acetylated codeine...

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Morphine

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hydromorphone, dihydromorphine, dihydrocodeine, tetrahydro-thebaine, and hydrocodone (these compounds are rather synthesized from thebaine and oripavine)...

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Cold water extraction

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analgesics. When cold water extraction is used with codeine/paracetamol, hydrocodone/paracetamol and oxycodone/paracetamol medications, it is not effective...

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David Von Erich

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One theory of his death is that it was a painkiller overdose, perhaps hydrocodone. Ric Flair mentions in his autobiography that Bruiser Brody (Von Erich's...

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Opiate

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derived from opium or poppy straw as such. Very small quantities of hydrocodone and hydromorphone are detected in assays of opium on rare occasions;...

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Ketamine

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Fluorophen Frakefamide Furanylfentanyl Hemorphin-4 Herkinorin Hodgkinsine Hydrocodone Hydromorphinol Hydromorphone IBNtxA Ketamine Ketobemidone Kratom Laudanosine...

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Cocaine

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Krokodil Dextropropoxyphene Darvocet Darvon Fentanyl Diamorphine Heroin Hydrocodone Hydromorphone Dilaudid Methadone Mitragyna speciosa Kratom Morphine Opium...

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MDMA

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Homatropine methylbromide

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drugs that help "flush" the bile. Certain preparations of drugs such as hydrocodone are mixed with a small, sub-therapeutic amount of homatropine methylbromide...

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Heroin

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Butacetin‡ Paracetamol (acetaminophen)# +aspirin/caffeine +codeine +hydrocodone +ibuprofen +metoclopramide +oxycodone +propyphenazone/caffeine +tramadol...

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Terrell Owens

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had tried to kill himself by intentionally ingesting an overdose of hydrocodone, a pain medication. A police report filed on the night of September 26...

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Narco

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Trumpet, 2017 "Narcos" (Anuel AA song), 2020 "Narcos" (Migos song), 2018 Hydrocodone/paracetamol, sold in some countries under the brand name Narco Narcolepsy...

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Analgesic

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the archetypal opioid, and other opioids (e.g., codeine, oxycodone, hydrocodone, dihydromorphine, pethidine) all exert a similar influence on the cerebral...

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Dana Plato

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the visit, Plato said that she felt unwell and took a few doses of a hydrocodone / acetaminophen painkiller (Lortab), along with the muscle-relaxant carisoprodol...

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LSD

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Papaver somniferum

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oripavine) that are processed by pharmaceutical companies into drugs such as hydrocodone and oxycodone. Each of these goals has special breeds that are targeted...

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Opioid epidemic

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oxycodone (commonly sold under the trade names OxyContin and Percocet), hydrocodone (Vicodin, Norco), and fentanyl, which is a very strong painkiller that...

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