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ibuprofen

File:Ibuprofen.svg · Wikimedia Commons · See Wikimedia Commons

EntityQ186969· pop 81· linked from 1,418 articles

ibuprofen

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Also known as U-18573, 4-isobutylhydratropic acid, (RS)-ibuprofen, (4-isobutylphenyl)-alpha-methylacetic acid, (+-)-p-isobutylhydratropic acid, (+-)-alpha-methyl-4-(2-methylpropyl)benzeneacetic acid, (+-)-2-(p-isobutylphenyl)propionic acid, 2-(4-isobutylphenyl)propanoic acid

Ibuprofen is a nonsteroidal anti-inflammatory drug (NSAID) that is used to relieve pain, fever, and inflammation. This includes painful menstrual periods, migraines, and rheumatoid arthritis. It can be taken orally (by mouth) or intravenously. It typically begins working within an hour.

OverviewAI-generated

Ibuprofen is a chemical compound with the formula C₁₃H₁₈O₂. Its IUPAC name is 2-[4-(2-methylpropyl)phenyl]propanoic acid. The substance has a mass of 206.131 and a melting point of 77. It carries an MCN code of 2916.39.20.

Chemical properties include a charge of 0, one hydrogen bond donor, and two hydrogen bond acceptors. The xlogp value is 3.5, while the tpsa is 37.3. The defined daily dose is 30.

Synthesized by Vinony from 25 facts across 5 sources: Wikidata, Firecrawl, PubChem, PubMed, Vinony graph. Generated from structured data (not the Wikipedia text) and checked against those facts — may still contain errors.

Key facts

Drug.pronounce
, ,
Drug.Watchedfields
changed
Drug.verifiedrevid
464191340
Drug.image
Ibuprofen.svg
Drug.image_class
skin-invert-image
Drug.width
200
Drug.caption
(R/S)-ibuprofen
Drug.image2
Ibuprofen-3D-balls.png
Drug.image_class2
bg-transparent
Drug.width2
250
Drug.caption2
(R)-ibuprofen
Drug.alt2
(R)-ibuprofen
Drug.chirality
Racemic mixture
Drug.tradename
Brufen, others
Drug.MedlinePlus
a682159
Drug.DailyMedID
Ibuprofen
Drug.pregnancy_AU
C
Drug.routes_of_administration
By mouth, rectal, topical, intravenous

via Wikipedia infobox

Chemical data

Formula
C13H18O2
Molecular weight
206.28 g/mol
IUPAC name
2-[4-(2-methylpropyl)phenyl]propanoic acid
SMILES
CC(C)CC1=CC=C(C=C1)C(C)C(=O)O
InChIKey
HEFNNWSXXWATRW-UHFFFAOYSA-N
XLogP
3.5
Polar surface area
37.3 Ų
H-bond donors
1
H-bond acceptors
2
Formal charge
0

via PubChem

Research

19,886 papers

via PubMed

Described at

Ibuprofen, (+-)- | C13H18O2 | CID 3672 - PubChem

Ibuprofen, (+-)- | C13H18O2 | CID 3672 - structure, chemical names, physical and chemical properties, classification, patents, literature, biological activities, safety/hazards/toxicity information, supplier lists, and more.

pubchem.ncbi.nlm.nih.gov →

Link to a page describing this subject · 2,160 chars · not written by Vinony

Wikidata facts

Subclass of
carboxylic acid
Mass
206.131
Image
Ibuprofen.svg
Has use
medication
Show 15 more facts
Commons category
Ibuprofen
chemical formula
C₁₃H₁₈O₂
medical condition treated
nephrogenic diabetes insipidus
World Health Organisation international non-proprietary name
ibuprofenum
MCN code
2916.39.20
canonical SMILES
CC(C)CC1=CC=C(C=C1)C(C)C(=O)O
legal status (medicine)
boxed warning
defined daily dose
30
subject has role
non-steroidal anti-inflammatory drug
physically interacts with
Prostaglandin-endoperoxide synthase 1
melting point
77
found in taxon
clove
described at URL
www.stylist.co.uk/fitness-health/wellbeing/ibuprofen-paracetamol-gp-pharmacist/999946
discoverer or inventor
Stewart Adams
significant drug interaction
tacrolimus
Sources (13)

via Wikidata · CC0

~20 min read

Encyclopedic overview

21 sections
Contents
  • Medical uses
  • Ibuprofen lysine
  • Adverse effects
  • Cardiovascular risk
  • Skin
  • Pregnancy
  • Interactions
  • Alcohol
  • Aspirin
  • Paracetamol (acetaminophen)
  • Overdose
  • Pharmacology
  • Pharmacokinetics
  • Metabolism
  • Chemistry
  • Stereochemistry
  • History
  • Availability and administration
  • Research
  • References
  • External links

Ibuprofen is a nonsteroidal anti-inflammatory drug (NSAID) that is used to relieve pain, fever, and inflammation. This includes painful menstrual periods, migraines, and rheumatoid arthritis. It can be taken orally (by mouth) or intravenously. It typically begins working within an hour.

Common side effects include heartburn, nausea, indigestion, and abdominal pain. Potential side effects include gastrointestinal bleeding. Long-term use has been associated with kidney failure, and rarely liver failure, and it can exacerbate the condition of people with heart failure. At low doses, it does not appear to increase the risk of myocardial infarction (heart attack); however, at higher doses it may. Ibuprofen can also worsen asthma. While its safety in early pregnancy is unclear, it appears to be harmful in later pregnancy, so it is not recommended during that period. It works by inhibiting the production of prostaglandins by decreasing the activity of the enzyme cyclooxygenase (COX). Ibuprofen is a weaker anti-inflammatory agent than other NSAIDs.

Excerpted from Wikipedia’s “ibuprofen” article, available under the CC BY-SA 4.0 licence.

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