Drug/Small Molecule:
diclofenac

2D structure

Overview

Generic Names: Diclofenac Acid; Diclofenac Potassium; Diclofenac Sodium; ISV-205
Trade Names: Allvoran; Apo-Diclo; Assaren; Benfofen; Cataflam; Delphimix; Dichlofenac; Dichronic; Diclo-Phlogont; Diclo-Puren; Diclobenin; Diclord; Dicloreum; Dolobasan; Duravolten; Dyloject; Ecofenac; Effekton; Kriplex; Neriodin; Novapirina; Novo-Difenac; Novo-Difenac SR; Nu-Diclo; Pennsaid; Primofenac; ProSorb-D; Prophenatin; Rhumalgan; Solaraze; Solaraze T; Tsudohmin; Valetan; Voldal; Voltaren; Voltaren Ophtha; Voltaren Ophthalmic; Voltaren Rapide; Voltaren SR; Voltaren-XR; Voltarol; Xenid
PharmGKB Accession Id: PA449293

Description

A non-steroidal anti-inflammatory agent (NSAID) with antipyretic and analgesic actions. It is primarily available as the sodium salt. PubChem (source: Drug Bank)

Indication

For the acute and chronic treatment of signs and symptoms of osteoarthritis and rheumatoid arthritis. (source: Drug Bank)

ATC Therapeutic Categories

  • D11AX:Other dermatologicals
  • M01AB:Acetic acid derivatives and related substances
  • M02AA:Antiinflammatory preparations, non-steroids for topical use
  • S01BC:Antiinflammatory agents, non-steroids

Pharmacology, Interactions, and Contraindications

Mechanism Of Action

The antiinflammatory effects of diclofenac are believed to be due to inhibition of both leukocyte migration and the enzyme cylooxygenase (COX-1 and COX-2), leading to the peripheral inhibition of prostaglandin synthesis. As prostaglandins sensitize pain receptors, inhibition of their synthesis is responsible for the analgesic effects of ketoprofen. Antipyretic effects may be due to action on the hypothalamus, resulting in peripheral dilation, increased cutaneous blood flow, and subsequent heat dissipation. (source: Drug Bank)

Pharmacology

Diclofenac is an acetic acid nonsteroidal antiinflammatory drug (NSAID) with analgesic and antipyretic properties. Diclofenac is used to treat pain, dysmenorrhea, ocular inflammation, osteoarthritis, rheumatoid arthritis, ankylosing spondylitis, and actinic keratosis (source: Drug Bank)

Food Interactions

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

Absorption, Distribution, Metabolism, Elimination & Toxicity

Biotransformation

Hepatic (source: Drug Bank)

Protein Binding

More than 99% (source: Drug Bank)

Absorption

Completely absorbed from the gastrointestinal tract. (source: Drug Bank)

Toxicity

Symptoms of overdose include loss of consciousness, increased intracranial pressure, and aspiration pneumonitis. LD<sub>50</sub>=390mg/kg (orally in mice) (source: Drug Bank)

Isomeric SMILES Code:

c1ccc(c(c1)CC(=O)O)Nc2c(cccc2Cl)Cl (source: Drug Bank)

In-Depth Annotations (In-Depth Annotation)

  1. rs890293 at chr1:60165082 in CYP2J2
    Although this promoter SNP is the most-studied CYP2J2 variant, its in vivo effects remain unclear due to conflicting experimental findings.
    Variant Name:
    CYP2J2*7, CYP2J2:G-50T, CYP2J2:G-76T
    Related Drugs:
    astemizole, diclofenac, terfenadine
    Related Diseases:
    Asthma, Brain Ischemia, Coronary Artery Disease, Coronary Disease, Coronary Stenosis, Essential hypertension, Hypertension
    Evidence:
    http://www.pharmgkb.org/.../variant.jsp
Variant names are different names that have been used in the literature and other resources to refer to the same variant.

The following genes are in curated knowledge about this drug.

  Gene Relationship Evidence
Phenotype data available Genotype Data Available Literature annotations available Not annotated
ABCC2
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  • PK
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  • GN
Publications
Phenotype data available Genotype Data Available Literature annotations available Not annotated
CYP2C8
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  • PK
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  • GN
Publications
Phenotype data available Genotype Data Available Literature annotations available Has annotations
CYP2C9
  • CO
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  • PK
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  • GN
Publications
Phenotype data available Genotype Data Available Literature annotations available Has annotations
CYP2D6
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  • PK
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Publications
No phenotype data Genotype Data Available Literature annotations available Not annotated
CYP2E1
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  • PK
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Publications
No phenotype data Genotype Data Available Literature annotations available Has annotations
CYP2J2
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Variants
Phenotype data available Genotype Data Available Literature annotations available Has annotations
CYP3A4
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  • PK
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Publications
No phenotype data Genotype Data Available Literature annotations available Not annotated
IL10
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  • GN
Publications
No phenotype data Genotype Data Available Literature annotations available Not annotated
IL4
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  • 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 No genotype data Literature annotations available Has annotations
PTGS2
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  • FA
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Publications
Phenotype data available Genotype Data Available Literature annotations available Not annotated
UGT2B7
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  • PK
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  • GN
Publications

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

Drug Targets

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

PharmGKB Curated Pathways

The following drugs are in curated knowledge about this drug.

  Drug Relationship Evidence
No phenotype data No genotype data Literature annotations available Not annotated
ezetimibe
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  • PK
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Publications
No phenotype data No genotype data Literature annotations available Not annotated
fluvastatin
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  • PK
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Publications

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

Drug Interactions

Drug Description
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)
rifampin Uncurated Annotation Decreased levels/effect of the NSAID (source: Drug Bank)
warfarin Uncurated Annotation The NSAID increases the anticoagulant effect (source: Drug Bank)

Curated Information

The following diseases are in curated knowledge about this drug.

  Disease Relationship Evidence
No phenotype data No genotype data Literature annotations available Not annotated
Abnormalities, Drug-Induced
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  • GN
Publications
No phenotype data No genotype data Literature annotations available Not annotated
Hemorrhage
  • CO
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  •   
  • GN
Publications
Phenotype data available Genotype Data Available Literature annotations available Not annotated
Myocardial Infarction
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  • PD
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Publications
No phenotype data No genotype data Literature annotations available Not annotated
Toxic liver disease
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  • GN
Publications

Non-Curated Information

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

LinkOuts

Web Resource:
Wikipedia
DrugBank:
DB00586
ChEBI ID:
4507
KEGG Compound ID:
C01690
PubChem Compound ID:
3033
PubChem Substance ID:
4831

Common Searches

Search PubMed
Search Medline Plus
Search PubChem
Search CTD

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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