File:Hydrocodone_skeletal.svg · Wikimedia Commons · See Wikimedia Commons
hydrocodone
Sign in to saveAlso known as Zohydro®, Dihydrocodeinone, Idrocodone, Hydroconum, Hydrocone, 4,5-alpha-Epoxy-3-methoxy-17-methylmorphinan-6-one, (-)-Dihydrocodeinone, Hydrocodon
Hydrocodone, also known as dihydrocodeinone, is a semi-synthetic opioid used to treat pain and as a cough suppressant. It is taken by mouth. Typically, it is dispensed as the combination acetaminophen/hydrocodone or ibuprofen/hydrocodone for pain severe enough to require an opioid and in combination with homatropine methylbromide to relieve cough. It is also available by itself in a long-acting form sold under the brand name Zohydro ER, among others, to treat severe pain of a prolonged duration. Hydrocodone is a controlled drug: in the United States, it is classified as a Schedule II Controlle
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
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
~16 min read
Encyclopedic overview
23 sectionsContents
- Medical uses
- Available forms
- Side effects
- Interactions
- Pharmacology
- Pharmacodynamics
- Pharmacokinetics
- Absorption
- Distribution
- Metabolism
- Elimination
- Chemistry
- Detection in body fluids
- Synthesis
- Structure
- History
- Society and culture
- Formulations
- Combination products
- Legal status in the United States
- Veterinary use
- References
- External links
Hydrocodone, also known as dihydrocodeinone, is a semi-synthetic opioid used to treat pain and as a cough suppressant. It is taken by mouth. Typically, it is dispensed as the combination acetaminophen/hydrocodone or ibuprofen/hydrocodone for pain severe enough to require an opioid and in combination with homatropine methylbromide to relieve cough. It is also available by itself in a long-acting form sold under the brand name Zohydro ER, among others, to treat severe pain of a prolonged duration. Hydrocodone is a controlled drug: in the United States, it is classified as a Schedule II Controlled Substance.
Common side effects include dizziness, sleepiness, nausea, and constipation. Serious side effects may include low blood pressure, seizures, QT prolongation, respiratory depression, and serotonin syndrome. Rapidly decreasing the dose may result in opioid withdrawal. Use during pregnancy or breastfeeding is generally not recommended. Hydrocodone is believed to work by activating opioid receptors, mainly in the brain and spinal cord. Hydrocodone 10 mg is equivalent to about 10 mg of morphine by mouth.
Excerpted from Wikipedia’s “hydrocodone” article, available under the CC BY-SA 4.0 licence.