Drug/Small Molecule:
ketoprofen

2D structure

Overview

Generic Names: m-Benzoylhydratropic acid
Trade Names: Actron; Alrheumat; Alrheumun; Capisten; Dexal; Epatec; Fastum; Iso-K; Kefenid; Ketopron; Lertus; Menamin; Meprofen; Orudis; Orudis KT; Orugesic; Oruvail; Oscorel; Profenid; Toprec; Toprek
PharmGKB Accession Id: PA450149

Description

An ibuprofen-type anti-inflammatory analgesic and antipyretic. It is used in the treatment of rheumatoid arthritis and osteoarthritis. PubChem (source: Drug Bank)

Indication

For the treatment of pain (muscular and rheumatic), sprains, strains, backache and neuralgia and for the management of the signs and symptoms of rheumatoid arthritis and osteoarthritis. (source: Drug Bank)

ATC Therapeutic Categories

  • M01AE:Propionic acid derivatives
  • M02AA:Antiinflammatory preparations, non-steroids for topical use

Pharmacology, Interactions, and Contraindications

Mechanism Of Action

Ketoprofen is a nonsteroidal anti-inflammatory drug with analgesic and antipyretic properties. Its antiinflammatory effects are believed to be due to inhibition of both cylooxygenase-1 (COX-1) and cylooxygenase-2 (COX-2) which leads to the inhibition of prostaglandin synthesis, and leukotriene synthesis, to have antibrady-kinin activity, as well as to have lysosomal membrane-stabilizing action. Antipyretic effects may be due to action on the hypothalamus, resulting in an increased peripheral blood flow, vasodilation, and subsequent heat dissipation. (source: Drug Bank)

Pharmacology

Ketoprofen is a nonsteroidal antiinflammatory drug (NSAID) with analgesic and antipyretic properties. Ketoprofen has pharmacologic actions similar to those of other prototypical NSAIDs, that is thought to be associated with the inhibition of prostaglandin synthesis. Ketoprofen is used to treat rheumatoid arthritis, osteoarthritis, dysmenorrhea, and to alleviate moderate pain. (source: Drug Bank)

Food Interactions

Take with food to reduce irritation, avoid alcohol. (source: Drug Bank)

Absorption, Distribution, Metabolism, Elimination & Toxicity

Protein Binding

99% (source: Drug Bank)

Absorption

Ketoprofen is rapidly and well-absorbed orally, with peak plasma levels occurring within 0.5 to 2 hours. (source: Drug Bank)

Toxicity

LD<sub>50</sub>=62.4 mg/kg (rat, oral) Adverse effects from overdose include breathing difficulty, coma, convulsions, drowsiness, high blood pressure, kidney failure, low blood pressure, nausea, sluggishness, stomach and intestinal bleeding, stomach pain, vomiting. (source: Drug Bank)

Isomeric SMILES Code:

CC(c1cccc(c1)C(=O)c2ccccc2)C(=O)O (source: Drug Bank)

The following genes are in curated knowledge about this drug.

  Gene Relationship Evidence
No phenotype data No genotype data Literature annotations available Not annotated
SLC22A11
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Phenotype data available Genotype Data Available Literature annotations available Not annotated
SLC22A6
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Phenotype data available Genotype Data Available Literature annotations available Not annotated
SLC22A8
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No phenotype data No genotype data Literature annotations available Not annotated
SLC22A9
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No phenotype data No genotype data Literature annotations available Not annotated
SLC5A8
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Phenotype data available Genotype Data Available Literature annotations available Has annotations
UGT1A1
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No phenotype data Genotype Data Available Literature annotations available Not annotated
UGT1A3
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Phenotype data available Genotype Data Available Literature annotations available Not annotated
UGT1A9
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No phenotype data Genotype Data Available Literature annotations available Not annotated
UGT2B4
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Phenotype data available Genotype Data Available Literature annotations available Not annotated
UGT2B7
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Publications

A list of non-curated publications that mention this drug along with other genes is available.

Drug Targets

Gene Description
ALB Uncurated Annotation (source: Drug Bank)
IL8 Uncurated Annotation (source: Drug Bank)
PTGS1 Uncurated Annotation (source: Drug Bank)
PTGS2 Uncurated Annotation (source: Drug Bank)

PharmGKB Curated Pathways

A list of non-curated publications that mention this drug along with other drugs is available.

Drug Interactions

Drug Description
acenocoumarol Uncurated Annotation The NSAID increases the anticoagulant effect (source: Drug Bank)
alendronate Uncurated Annotation Increased risk of gastric toxicity (source: Drug Bank)
cyclosporine Uncurated Annotation Monitor for nephrotoxicity (source: Drug Bank)
dicumarol Uncurated Annotation The NSAID increases the anticoagulant effect (source: Drug Bank)
methotrexate Uncurated Annotation The NSAID increases the effect and toxicity of methotrexate (source: Drug Bank)
warfarin Uncurated Annotation The NSAID increases the anticoagulant effect (source: Drug Bank)

Non-Curated Information

A list of non-curated publications that mention this drug along with other diseases is available.

LinkOuts

Web Resource:
Wikipedia
DrugBank:
DB01009
ChEBI ID:
6128
KEGG Compound ID:
C01716
KEGG Drug ID:
D00132
PubChem Compound ID:
3825
PubChem Substance ID:
4853

Common Searches

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Non-Curated Publications

A list of non-curated publications that mention this drug is available.

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