PharmGKB: The Pharmacogenomics Knowledge Base

Drug/Small Molecule:
flurbiprofen

2D structure

Overview

Generic Names: FLP; Flurbiprofen Sodium; Flurbiprofene [INN-French]; Flurbiprofeno [INN-Spanish]; Flurbiprofenum [INN-Latin]
Trade Names: Adfeed; Ansaid; Antadys; Apo-Flurbiprofen; Cebutid; Flurbiprofen Axetil; Flurofen; Froben; Froben Sr; Novo-Flurprofen; Nu-Flurbiprofen; Ocufen; Stayban; Zepolas
PharmGKB Accession Id: PA449683

Description

An anti-inflammatory analgesic and antipyretic of the phenylalkynoic acid series. It has been shown to reduce bone resorption in periodontal disease by inhibiting carbonic anhydrase. PubChem (source: Drug Bank)

Indication

Flurbiprofen tablets are indicated for the acute or long-term treatment of the signs and symptoms of rheumatoid arthritis and osteorarthritis. (source: Drug Bank)

ATC Therapeutic Categories

  • M01AE:Propionic acid derivatives
  • M02AA:Antiinflammatory preparations, non-steroids for topical use
  • S01BC:Antiinflammatory agents, non-steroids

Pharmacology, Interactions, and Contraindications

Mechanism Of Action

The antiinflammatory effect of flurbiprofen may result from the reversible inhibition of cyclooxygenase, causing the peripheral inhibition of prostaglandin synthesis. Flurbiprofen also inhibits the migration of leukocytes into sites of inflammation and prevents the formation of thromboxane A2, an aggregating agent, by the platelets. (source: Drug Bank)

Pharmacology

Flurbiprofen, a nonsteroidal antiinflammatory drug (NSAID) of the propionic acid class, is used for the relief of pain and inflammation associated with rheumatoid arthritis and osteoarthritis and for the inhibition of intraoperative miosis. Flurbiprofen exhibits antiinflammatory, analgesic, and antipyretic activities. (source: Drug Bank)

Food Interactions

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

Absorption, Distribution, Metabolism, Elimination & Toxicity

Biotransformation

Hepatic. Cytochrome P450 2C9 plays an important role in the metabolism of flurbiprofen to its major metabolite, 4’-hydroxy-flurbiprofen. The 4’-hydroxy-flurbiprofen metabolite showed little anti-inflammatory activity in animal models of inflammation. (source: Drug Bank)

Protein Binding

> 99% (source: Drug Bank)

Absorption

The mean oral bioavailability of flurbiprofen from tablets is 96% relative to an oral solution. (source: Drug Bank)

Toxicity

LD<sub>50</sub>=10 mg/kg (orally in dogs). (source: Drug Bank)

Isomeric SMILES Code:

CC(c1ccc(c(c1)F)c2ccccc2)C(=O)O (source: Drug Bank)

The following genes are in curated knowledge about this drug.

  Gene Relationship Evidence
Phenotype data available Genotype Data Available Literature annotations available Has annotations
CYP2C9
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  • PK
  • FA
  • GN
Publications
Phenotype data available Genotype Data Available Literature annotations available Has annotations
NR1I2
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  • FA
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Publications
Phenotype data available Genotype Data Available Literature annotations available Has annotations
UGT1A1
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  • PK
  •   
  •   
Publications
No phenotype data Genotype Data Available Literature annotations available Not annotated
UGT1A3
  •   
  •   
  • PK
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  •   
Publications
Phenotype data available Genotype Data Available Literature annotations available Not annotated
UGT1A9
  •   
  •   
  • PK
  •   
  •   
Publications
No phenotype data Genotype Data Available Literature annotations available Not annotated
UGT2B4
  •   
  •   
  • PK
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  •   
Publications
Phenotype data available Genotype Data Available Literature annotations available Not annotated
UGT2B7
  •   
  •   
  • PK
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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)
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.

Curated Phenotype Datasets

These datasets are sorted alphabetically by title.

  1. CYP2C9 Variants and Flurbiprofen Metabolism
    • Genotype data available
    • Phenotype data available
    • No literature annotations
    • Not annotated
    • FA
    Submitted by Timothy S. Tracy, PhD involving CYP2C9, and flurbiprofen

Additional Datasets

These datasets are minimally curated and are sorted alphabetically by title.

  1. The Connectivity Map: using gene-expression signatures to connect small molecules, genes, and disease

Downloads

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LinkOuts

Web Resource:
Wikipedia
DrugBank:
DB00712
KEGG Drug ID:
D00330
PubChem Compound ID:
3394
PubChem Substance ID:
163961

Common Searches

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Non-Curated Publications

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

PharmGKB integrates drug information from different sources: DrugBank, Open Eye Scientific Software.
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