Structure via PubChem · Public domain (PubChem)
(RS)-ketoprofen
Sign in to saveAlso known as R.P. 19583, RP-19583, 3-benzoyl-alpha-methylbenzeneacetic acid, 3-benzoylhydratropic acid, 2-(3-benzoylphenyl)propionic acid, 3-benzoyl-α-methylbenzeneacetic acid, m-benzoylhydratropic acid, ketoprofen
Ketoprofen is one of the propionic acid class of nonsteroidal anti-inflammatory drugs (NSAID) with analgesic and antipyretic effects. It acts by inhibiting the body's production of prostaglandin.
OverviewAI-generated
(RS)-ketoprofen is a chemical compound with the IUPAC name 2-(3-benzoylphenyl)propanoic acid. Its chemical formula is C₁₆H₁₄O₃, and it has a mass of 254.094. The canonical SMILES notation for the molecule is CC(C1=CC=CC(=C1)C(=O)C2=CC=CC=C2)C(=O)O.
According to PubChem data, the compound has a weight of 254.28 and an xlogp value of 3.1. It features a topological polar surface area of 54.4, with one hydrogen bond donor and three hydrogen bond acceptors. The molecule carries a charge of 0.
The subject is associated with the MCN code 2918.30.10. It is referenced by 556 other encyclopedia articles, and a Commons category exists for Ketoprofen.
Synthesized by Vinony from 18 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.
Chemical data
- Formula
- C16H14O3
- Molecular weight
- 254.28 g/mol
- IUPAC name
- 2-(3-benzoylphenyl)propanoic acid
- SMILES
- CC(C1=CC(=CC=C1)C(=O)C2=CC=CC=C2)C(=O)O
- InChIKey
- DKYWVDODHFEZIM-UHFFFAOYSA-N
- XLogP
- 3.1
- Polar surface area
- 54.4 Ų
- H-bond donors
- 1
- H-bond acceptors
- 3
- Formal charge
- 0
via PubChem
Research
5 papers- Quantum Insights into IR Spectral Density of Hydrogen-Bonded Cyclic Dimers: RS-Ibuprofen and RS-Ketoprofen as Model Systems.The journal of physical chemistry. A · 2026
- Effect of ketoprofen and its enantiomers on the renal disposition of methotrexate in the isolated perfused rat kidney.The Journal of pharmacy and pharmacology · 2003
- Plasma protein binding of ketoprofen enantiomers in man: method development and its application.Chirality · 1991
- The nature of hydrogen-bonding interactions in nonsteroidal anti-inflammatory drugs revealed by polarized IR spectroscopy.Spectrochimica acta. Part A, Molecular and biomolecular spectroscopy · 2018
- Carboxyl nonsteroidal anti-inflammatory drugs are efficiently glucuronidated by microsomes of the human gastrointestinal tract.Biochimica et biophysica acta · 2004
via PubMed
Wikidata facts
- Subclass of
- medication
- Mass
- 254.094
Show 10 more facts
- MCN code
- 2918.30.10
- Commons category
- Ketoprofen
- chemical formula
- C₁₆H₁₄O₃
- World Health Organisation international non-proprietary name
- ketoprofen
- medical condition treated
- osteoarthritis
- canonical SMILES
- CC(C1=CC=CC(=C1)C(=O)C2=CC=CC=C2)C(=O)O
- subject has role
- non-steroidal anti-inflammatory drug
- found in taxon
- Homo sapiens
- significant drug interaction
- tacrolimus
- legal status (medicine)
- boxed warning
Sources (7)
via Wikidata · CC0
~6 min read
Encyclopedic overview
12 sectionsContents
- Medical uses
- Efficacy
- Adverse effects
- Mechanism
- Chirality and biological activity
- History
- Society and culture
- Brand names
- Veterinary medicine
- Ecological problems
- References
- External links
Ketoprofen is one of the propionic acid class of nonsteroidal anti-inflammatory drugs (NSAID) with analgesic and antipyretic effects. It acts by inhibiting the body's production of prostaglandin.
It was patented in 1967 and approved for medical use in 1980.
Excerpted from Wikipedia’s “(RS)-ketoprofen” article, available under the CC BY-SA 4.0 licence.