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1457301

USP

Naproxen

Name: Naproxen
Brand: USP

United States Pharmacopeia (USP) Reference Standard

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Synonym(s):

(S)-(+)-2-(6-Methoxy-2-naphthyl)propionic acid

Linear Formula:

CH₃OC₁₀H₆CH(CH₃)CO₂H

CAS Number:

22204-53-1

Molecular Weight:

230.26

Beilstein:

3591068

MDL number:

MFCD00010500

PubChem Substance ID:

329750529

NACRES:

NA.24

grade

pharmaceutical primary standard

API family

naproxen

manufacturer/tradename

USP

technique(s)

HPLC: suitable
gas chromatography (GC): suitable

mp

152-154 °C (lit.)

application(s)

pharmaceutical (small molecule)

format

neat

SMILES string

COc1ccc2cc(ccc2c1)[C@H](C)C(O)=O

InChI

1S/C14H14O3/c1-9(14(15)16)10-3-4-12-8-13(17-2)6-5-11(12)7-10/h3-9H,1-2H3,(H,15,16)/t9-/m0/s1

InChI key

CMWTZPSULFXXJA-VIFPVBQESA-N

Gene Information

human ... PTGS1(5742) , PTGS2(5743)

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Related Categories

Chromatography Standards

Pharmacopeia & Metrological Institute Standards

General description

This product is provided as delivered and specified by the issuing Pharmacopoeia. All information provided in support of this product, including SDS and any product information leaflets have been developed and issued under the Authority of the issuing Pharmacopoeia.For further information and support please go to the website of the issuing Pharmacopoeia.

Application

Naproxen USP reference standard, intended for use in specified quality tests and assays as specified in the USP compendia.

Biochem/physiol Actions

Non-selective cyclooxygenase (COX-1 and COX-2) inhibitor.

Analysis Note

These products are for test and assay use only. They are not meant for administration to humans or animals and cannot be used to diagnose, treat, or cure diseases of any kind.

Other Notes

Sales restrictions may apply.

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Pictograms

GHS07,GHS08,GHS09

Signal Word

Warning

Hazard Statements

H302 - H315 - H319 - H335 - H361fd - H411

Precautionary Statements

P202 - P273 - P301 + P312 - P302 + P352 - P305 + P351 + P338 - P308 + P313

Hazard Classifications

Acute Tox. 4 Oral - Aquatic Chronic 2 - Eye Irrit. 2 - Repr. 2 - Skin Irrit. 2 - STOT SE 3

Target Organs

Respiratory system

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

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Single dose oral naproxen and naproxen sodium for acute postoperative pain in adults.

Christopher Derry et al.

The Cochrane database of systematic reviews, (1)(1), CD004234-CD004234 (2009-01-23)

Naproxen, a non-steroidal anti-inflammatory drug, is used to treat various painful conditions including postoperative pain, and is often administered as the sodium salt to improve its solubility. This review updates a 2004 Cochrane review showing that naproxen sodium 550 mg

Meta-analysis of the efficacy and safety of naproxen sodium in the acute treatment of migraine.

Chuthamanee C Suthisisang et al.

Headache, 50(5), 808-818 (2010-03-20)

To assess the efficacy and safety of naproxen sodium in the treatment of acute migraine attacks. Non-steroidal anti-inflammatory drugs including naproxen sodium have been used in treating migraine attack. A number of clinical trials of naproxen sodium in migraine have

Renal papillary necrosis induced by naproxen.

Larisa Kovacevic et al.

Pediatric nephrology (Berlin, Germany), 18(8), 826-829 (2003-05-30)

A 17-year-old healthy girl was admitted to our hospital with diffuse abdominal pain and decreased oral intake of about 11 days duration. About a week prior to admission, she had taken naproxen, 250 mg four times a day for 4

Pharmacodynamic interaction of naproxen with low-dose aspirin in healthy subjects.

Marta L Capone et al.

Journal of the American College of Cardiology, 45(8), 1295-1301 (2005-04-20)

We investigated the occurrence of pharmacodynamic interaction between low-dose aspirin and naproxen. The uncertainty of cardioprotection by naproxen has encouraged its combination with aspirin in patients with arthritis and cardiovascular disease. The incubation of washed platelets with naproxen for 5

Model-based analysis of thromboxane B₂ and prostaglandin E₂ as biomarkers in the safety evaluation of naproxen.

Tarjinder Sahota et al.

Toxicology and applied pharmacology, 278(3), 209-219 (2014-03-29)

The assessment of safety in traditional toxicology protocols relies on evidence arising from observed adverse events (AEs) in animals and on establishing their correlation with different measures of drug exposure (e.g., Cmax and AUC). Such correlations, however, ignore the role

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