File:Hydrocodone_skeletal.svg · Wikimedia Commons · See Wikimedia Commons
idrocodone
Sign in to saveAlso known as Zohydro®, Dihydrocodeinone, Hydroconum, Hydrocone, 4,5-alpha-Epoxy-3-methoxy-17-methylmorphinan-6-one, (-)-Dihydrocodeinone, Hydrocodon
farmaco
OverviewAI-generated
Hydrocodone is a chemical compound with the formula C₁₈H₂₁NO₃. Its IUPAC name is (4R,4aR,7aR,12bS)-9-methoxy-3-methyl-1,2,4,4a,5,6,7a,13-octahydro-4,12-methanobenzofuro[3,2-e]isoquinolin-7-one. The substance has a melting point of 198 and a defined daily dose of 15.
Chemical properties include a mass of 299.152 and a weight of 299.4. The compound has an xlogp of 2.2 and a tpsa of 38.8. It contains zero hydrogen bond donors and four hydrogen bond acceptors, with a charge of 0.
Hydrocodone is referenced by 1,275 other encyclopedia articles.
Synthesized by Vinony from 21 facts across 4 sources: Wikidata, PubMed, PubChem, Vinony graph. Generated from structured data (not the Wikipedia text) and checked against those facts — may still contain errors.
Key facts
- Drug.excretion
- Urine
- Drug.Watchedfields
- changed
- Drug.verifiedrevid
- 443251358
- Drug.image
- Hydrocodone skeletal.svg
- Drug.image_class
- skin-invert-image
- Drug.width
- 200
- Drug.image2
- Hydrocodone-Spartan-PM3-3D-balls.png
- Drug.image_class2
- bg-transparent
- Drug.width2
- 225
- Drug.tradename
- Hysingla ER, Zohydro ER
- Drug.MedlinePlus
- a601006
- Drug.DailyMedID
- Hydrocodone
- Drug.dependency_liability
- High
- Drug.addiction_liability
- High
- Drug.class
- Opioid
- Drug.routes_of_administration
- Clinical: By mouthOthers: Intranasal, rectal
- Drug.ATC_prefix
- R05
- Drug.ATC_suffix
- DA03
via Wikipedia infobox
Chemical data
- Formula
- C18H21NO3
- Molecular weight
- 299.4 g/mol
- IUPAC name
- (4R,4aR,7aR,12bS)-9-methoxy-3-methyl-1,2,4,4a,5,6,7a,13-octahydro-4,12-methanobenzofuro[3,2-e]isoquinolin-7-one
- SMILES
- CN1CC[C@]23[C@@H]4[C@H]1CC5=C2C(=C(C=C5)OC)O[C@H]3C(=O)CC4
- InChIKey
- LLPOLZWFYMWNKH-CMKMFDCUSA-N
- XLogP
- 2.2
- Polar surface area
- 38.8 Ų
- H-bond donors
- 0
- H-bond acceptors
- 4
- Formal charge
- 0
via PubChem
Drug data · ChEMBL
- Max clinical phase
- Approved
- Molecule type
- Small molecule
- First approval
- 1943
- Admin. routes
- oral
- Indications
- pain, eye disease, Cough, injury
via ChEMBL · EBI
Research
1,669 papers- Hydrocodone bitartrate for chronic pain.Drugs of today (Barcelona, Spain : 1998) · 2015
- Hydrocodone Bitartrate ER (Hysingla(®) ER): A Review in Chronic Pain.Clinical drug investigation · 2016
- Hydrocodone extended-release: pharmacodynamics, pharmacokinetics and behavioral pharmacology of a controversy.Pharmacological research · 2015
- Extended-release hydrocodone (Hysingla ER) for pain.The Medical letter on drugs and therapeutics · 2015
- Hydrocodone: does it have a role in palliative care?Journal of opioid management · 2010
via PubMed
Wikidata facts
- Has part
- oxygen
- Mass
- 299.152
- Has use
- medication
Show 11 more facts
- chemical formula
- C₁₈H₂₁NO₃
- subject has role
- antitussive
- medical condition treated
- cough
- isomeric SMILES
- CN1CC[C@]23[C@@H]4[C@H]1CC5=C2C(=C(C=C5)OC)O[C@H]3C(=O)CC4
- melting point
- 198
- canonical SMILES
- CN1CCC23C4C1CC5=C2C(=C(C=C5)OC)OC3C(=O)CC4
- World Health Organisation international non-proprietary name
- hydrocodone
- Commons category
- Hydrocodone
- defined daily dose
- 15
- found in taxon
- Papaver somniferum
- stylized name
- HYDROcodone
via Wikidata · CC0
Article · Italiano
L'idrocodone o diidrocodeinone è un antidolorifico oppiaceo utilizzato per il trattamento del dolore moderato e per la sua azione antitussigena. È un farmaco semisintetico derivato dai due oppiacei naturali codeina e tebaina. Non è in vendita in Italia, anche se l'uso come soluzione iniettabile è stato approvato e inserito nella Tabella II sezione A del DPR 309/90., assieme a ossicodone e altri oppioidi. Negli Stati Uniti è commercializzato sotto forma di compresse, principalmente in associazione a paracetamolo o ad altri FANS (Farmaci Antinfiammatori Non Steroidei), così da aumentarne l'efficacia analgesica a basse dosi, riducendo perciò il rischio di dipendenza. In questa forma è l'oppiaceo più diffuso: nel 2006 sono state emesse circa 131 milioni di prescrizioni di tale principio attivo. Nella formulazione idrocodone/paracetamolo è commercializzato come Vicodin.
Abstract from DBpedia / Wikipedia · CC BY-SA