- Overview
- Properties
- Related Genes
- Pathways
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- Related Diseases
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Overview
| Trade Names: | Aleve; Anaprox; Bonyl; DL Naproxen; DL-Naproxen; Diocodal; Dysmenalgit; Ec-naprosyn; Equiproxen; Floginax; Laraflex; Laser; Mnpa; Naixan; Naprelan; Napren; Naprium; Naprius; Naprosine; Naprosyn; Naprosyne; Naproxen Sodium; Naprux; Naxen; Naxyn; Niaxan; Nycopren; Panoxen; Pranoxen; Prexan; Proxen; Proxine; Reuxen; Veradol; Xenar |
|---|---|
| PharmGKB Accession Id: | PA450595 |
Description
An anti-inflammatory agent with analgesic and antipyretic properties. Both the acid and its sodium salt are used in the treatment of rheumatoid arthritis and other rheumatic or musculoskeletal disorders, dysmenorrhea, and acute gout. PubChem (source: Drug Bank)
Indication
For the treatment of rheumatoid arthritis, osteoarthritis, ankylosing spondylitis, tendinitis, bursitis, and acute gout. Also for the relief of mild to moderate pain and the treatment of primary dysmenorrhea. (source: Drug Bank)
ATC Therapeutic Categories
- G02CC:Antiinflammatory products for vaginal administration
- M01AE:Propionic acid derivatives
- M02AA:Antiinflammatory preparations, non-steroids for topical use
Pharmacology, Interactions, and Contraindications
Mechanism Of Action
The mechanism of action of naproxen, like that of other NSAIDs, is believed to be associated with the inhibition of cyclooxygenase activity. Two unique cyclooxygenases have been described in mammals. The constitutive cyclooxygenase, COX-1, synthesizes prostaglandins necessary for normal gastrointestinal and renal function. The inducible cyclooxygenase, COX-2, generates prostaglandins involved in inflammation. Inhibition of COX-1 is thought to be associated with gastrointestinal and renal toxicity while inhibition of COX-2 provides anti-inflammatory activity. (source: Drug Bank)
Pharmacology
Naproxen is a member of the arylacetic acid group of nonsteroidal anti-inflammatory drugs (NSAIDs). Naproxen has analgesic and antipyretic properties. As with other NSAIDs, its mode of action is not fully understood; however, its ability to inhibit prostaglandin synthesis may be involved in the anti-inflammatory effect. (source: Drug Bank)
Food Interactions
Avoid alcohol.
Take with a full glass of water.
Take with food.
(source:
Drug Bank)
Absorption, Distribution, Metabolism, Elimination & Toxicity
Biotransformation
Naproxen is extensively metabolized to 6-0-desmethyl naproxen and both parent and metabolites do not induce metabolizing enzymes. (source: Drug Bank)
Protein Binding
At therapeutic levels naproxen is greater than 99% albumin-bound. (source: Drug Bank)
Absorption
Naproxen itself is rapidly and completely absorbed from the GI tract with an in vivo bioavailability of 95%. Although naproxen itself is well absorbed, the sodium salt form is more rapidly absorbed resulting in higher peak plasma levels for a given dose. Food causes a slight decrease in the rate absorption. (source: Drug Bank)
Toxicity
ORAL (LD<sub>50</sub>): Acute: 248 mg/kg Rat. 360 mg/kg Mouse. Symptoms of overdose include drowsiness, heartburn, indigestion, nausea, and vomiting. (source: Drug Bank)
Isomeric SMILES Code:
C[C@@H](c1ccc2cc(ccc2c1)OC)C(=O)O (source: Drug Bank)
The following genes are in curated knowledge about this drug.
| Gene | Relationship | Evidence | |
|---|---|---|---|
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CYP1A2 |
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Publications |
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CYP2C8 |
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Publications |
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CYP2C9 |
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Publications |
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UGT1A6 |
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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 | |
|---|---|---|
| PTGS1 |
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(source: Drug Bank) |
| PTGS2 |
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(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 |
|
The NSAID increases the anticoagulant effect (source: Drug Bank) |
| alendronate |
|
Increased risk of gastric toxicity (source: Drug Bank) |
| cyclosporine |
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Monitor for nephrotoxicity (source: Drug Bank) |
| dicumarol |
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The NSAID increases the anticoagulant effect (source: Drug Bank) |
| lithium |
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The NSAID increases serum levels of lithium (source: Drug Bank) |
| methotrexate |
|
The NSAID increases the effect and toxicity of methotrexate (source: Drug Bank) |
| warfarin |
|
The NSAID increases the anticoagulant effect (source: Drug Bank) |
Curated Information
The following diseases are in curated knowledge about this drug.
| Disease | Relationship | Evidence | |
|---|---|---|---|
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Hemorrhage |
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Publications |
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Myocardial Infarction |
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Publications |
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.
Additional Datasets
These datasets are minimally curated and are sorted alphabetically by title.
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Non-Curated Publications
A list of non-curated publications that mention this drug is available.
