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naproxen-base

Naproxen Base

Naproxen /nəˈprɒksən/ (INN; brand names: Aleve, Naprosyn and many others) is a nonselective COX inhibitor; usually sold as the sodium salt, naproxen is a nonsteroidal anti-inflammatory drug (NSAID) of the propionic acid class (which puts it in the same class as ibuprofen) commonly used for relief of a wide variety of pain, fever, swelling and stiffness.[2][3]:665,673

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Product Description


(+)-(S)-2-(6-methoxynaphthalen-2-yl)
propanoic acid

Trade names Aleve, Anaprox, Apronax, Naprelan, Naprosyn
AHFS/Drugs.com monograph
MedlinePlus a681029
Licence data US Daily Med:link
Pregnancy
category
AU: C
US: C (Risk not ruled out)

Legal status AU: S2 (Pharmacy only)
CA: OTC
UK: Pharmacy medicines
US: OTC
In Australia it is only Schedule 2 when in preparations containing no more than 15 days’ supply. Otherwise it is schedule 4 (prescription-only).[1]
Routes of
administration
Oral.

Bioavailability 95% (oral)
Protein binding 99%
Metabolism Hepatic (to 6-desmethylnaproxen)
Biological half-life 12–24 hours
Excretion Renal

CAS Number 22204-53-1
ATC code G02CC02 M01AE02, M02AA12
PubChem CID: 156391
DrugBank DB00788
ChemSpider 137720
UNII 57Y76R9ATQ
KEGG D00118
ChEBI CHEBI:7476
ChEMBL CHEMBL154

Formula C14H14O3
Molecular mass 230.259 g/mol

SMILES[show]

InChI[show]

Melting point 152–154 °C (306–309 °F)