MedKoo Cat#: 341417 | Name: Naproxen sodium
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Description:

WARNING: This product is for research use only, not for human or veterinary use.

Naproxen sodium is a non-steroidal anti-inflammatory drug (NSAID) which has been shown to reduce fever, swelling, and stiffness. It may be useful in the treatment of chronic inflammation.

Chemical Structure

Naproxen sodium
Naproxen sodium
CAS#26159-34-2

Theoretical Analysis

MedKoo Cat#: 341417

Name: Naproxen sodium

CAS#: 26159-34-2

Chemical Formula: C14H13NaO3

Exact Mass: 252.0762

Molecular Weight: 252.24

Elemental Analysis: C, 66.66; H, 5.19; Na, 9.11; O, 19.03

Price and Availability

Size Price Availability Quantity
5g USD 260.00
50g USD 910.00
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Related CAS #
No Data
Synonym
Naproxen sodium; RS 3650; RS-3650; RS3650; Sodium naproxen; Naproxen natrium
IUPAC/Chemical Name
2-Naphthaleneacetic acid, 6-methoxy-alpha-methyl-, sodium salt, (S)-
InChi Key
CDBRNDSHEYLDJV-FVGYRXGTSA-M
InChi Code
InChI=1S/C14H14O3.Na/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);/q;+1/p-1/t9-;/m0./s1
SMILES Code
O=C([O-])[C@@H](C)C1=CC=C2C=C(OC)C=CC2=C1.[Na+]
Appearance
Solid powder
Purity
>98% (or refer to the Certificate of Analysis)
Shipping Condition
Shipped under ambient temperature as non-hazardous chemical. This product is stable enough for a few weeks during ordinary shipping and time spent in Customs.
Storage Condition
Dry, dark and at 0 - 4 C for short term (days to weeks) or -20 C for long term (months to years).
Solubility
Soluble in DMSO
Shelf Life
>2 years if stored properly
Drug Formulation
This drug may be formulated in DMSO
Stock Solution Storage
0 - 4 C for short term (days to weeks), or -20 C for long term (months).
HS Tariff Code
2934.99.9001
More Info
Product Data
Biological target:
Naproxen sodium is a COX-1 and COX-2 inhibitor with IC50s of 8.72 and 5.15 μM
In vitro activity:
These findings indicate that naproxen could protect against IL-1β-induced damage by improving cell viability and preventing cell death. Additionally, naproxen suppressed the expression of the cytokines IL-6, IL-12, and tumor necrosis factor-α (TNF-α), and downregulated the expression of vascular endothelial growth factor (VEGF) and tissue factor (TF) induced by IL-1β. Importantly, naproxen also inhibited the attachment of monocytes to endothelial cells, which was achieved through Krüppel-like factor 6 (KLF6)-mediated reduced expression of intracellular adhesion molecule-1 (ICAM-1) and E-selectin. Reference: Bioengineered. 2021 Dec;12(1):5361-5372. https://pubmed.ncbi.nlm.nih.gov/34427537/
In vivo activity:
Six-week-old transgenic KrasG12V mice (n = 20; male + female) were fed modified AIN-76A diets containing naproxen (0/400 ppm) for 30 wk and euthanized at 36 wk of age. Administration of naproxen (400 ppm) inhibited lung tumor multiplicity by ∼52% (9.4 ± 0.85; P < 0001) and adenocarcinoma by ∼64% (6.1 ± 0.6; P < 0001), compared with control-diet-fed mice. Biomarker analysis showed significantly reduced inflammation (COX-2, IL-10), reduced tumor cell proliferation (PCNA, cyclin D1), and increased apoptosis (p21, caspase-3) in the lung tumors exposed to naproxen. Decreased serum levels of PGE2 and CXCR4 were observed in naproxen diet fed KrasG12V mice. Reference: Neoplasia. 2021 Jun;23(6):574-583. https://pubmed.ncbi.nlm.nih.gov/34091121/
Solvent mg/mL mM comments
Solubility
Water 75.5 299.31
Ethanol 15.0 59.47
Note: There can be variations in solubility for the same chemical from different vendors or different batches from the same vendor. The following factors can affect the solubility of the same chemical: solvent used for crystallization, residual solvent content, polymorphism, salt versus free form, degree of hydration, solvent temperature. Please use the solubility data as a reference only. Warming and sonication will facilitate dissolving. Still have questions? Please contact our Technical Support scientists.

Preparing Stock Solutions

The following data is based on the product molecular weight 252.24 Batch specific molecular weights may vary from batch to batch due to the degree of hydration, which will affect the solvent volumes required to prepare stock solutions.

Recalculate based on batch purity %
Concentration / Solvent Volume / Mass 1 mg 5 mg 10 mg
1 mM 1.15 mL 5.76 mL 11.51 mL
5 mM 0.23 mL 1.15 mL 2.3 mL
10 mM 0.12 mL 0.58 mL 1.15 mL
50 mM 0.02 mL 0.12 mL 0.23 mL
Formulation protocol:
1. Wu Y, Hao R, Lan B, Mu Y, Dang F, Wang R. The protective effects of naproxen against interleukin-1β (IL-1β)- induced damage in human umbilical vein endothelial cells (HUVECs). Bioengineered. 2021 Dec;12(1):5361-5372. doi: 10.1080/21655979.2021.1955560. PMID: 34427537; PMCID: PMC8806478. 2. Terrier O, Dilly S, Pizzorno A, Chalupska D, Humpolickova J, Bouřa E, Berenbaum F, Quideau S, Lina B, Fève B, Adnet F, Sabbah M, Rosa-Calatrava M, Maréchal V, Henri J, Slama-Schwok A. Antiviral Properties of the NSAID Drug Naproxen Targeting the Nucleoprotein of SARS-CoV-2 Coronavirus. Molecules. 2021 Apr 29;26(9):2593. doi: 10.3390/molecules26092593. PMID: 33946802; PMCID: PMC8124269. 3. Paglia DN, Kanjilal D, Kadkoy Y, Moskonas S, Wetterstrand C, Lin A, Galloway J, Tompson J, Culbertson MD, O'Connor JP. Naproxen treatment inhibits articular cartilage loss in a rat model of osteoarthritis. J Orthop Res. 2021 Oct;39(10):2252-2259. doi: 10.1002/jor.24937. Epub 2020 Dec 15. PMID: 33274763; PMCID: PMC8175455. 4. Kumar G, Madka V, Singh A, Farooqui M, Stratton N, Lightfoot S, Mohammed A, Rao CV. Naproxen inhibits spontaneous lung adenocarcinoma formation in KrasG12V mice. Neoplasia. 2021 Jun;23(6):574-583. doi: 10.1016/j.neo.2021.05.010. Epub 2021 Jun 3. PMID: 34091121; PMCID: PMC8187931.
In vitro protocol:
1. Wu Y, Hao R, Lan B, Mu Y, Dang F, Wang R. The protective effects of naproxen against interleukin-1β (IL-1β)- induced damage in human umbilical vein endothelial cells (HUVECs). Bioengineered. 2021 Dec;12(1):5361-5372. doi: 10.1080/21655979.2021.1955560. PMID: 34427537; PMCID: PMC8806478. 2. Terrier O, Dilly S, Pizzorno A, Chalupska D, Humpolickova J, Bouřa E, Berenbaum F, Quideau S, Lina B, Fève B, Adnet F, Sabbah M, Rosa-Calatrava M, Maréchal V, Henri J, Slama-Schwok A. Antiviral Properties of the NSAID Drug Naproxen Targeting the Nucleoprotein of SARS-CoV-2 Coronavirus. Molecules. 2021 Apr 29;26(9):2593. doi: 10.3390/molecules26092593. PMID: 33946802; PMCID: PMC8124269.
In vivo protocol:
1. Paglia DN, Kanjilal D, Kadkoy Y, Moskonas S, Wetterstrand C, Lin A, Galloway J, Tompson J, Culbertson MD, O'Connor JP. Naproxen treatment inhibits articular cartilage loss in a rat model of osteoarthritis. J Orthop Res. 2021 Oct;39(10):2252-2259. doi: 10.1002/jor.24937. Epub 2020 Dec 15. PMID: 33274763; PMCID: PMC8175455. 2. Kumar G, Madka V, Singh A, Farooqui M, Stratton N, Lightfoot S, Mohammed A, Rao CV. Naproxen inhibits spontaneous lung adenocarcinoma formation in KrasG12V mice. Neoplasia. 2021 Jun;23(6):574-583. doi: 10.1016/j.neo.2021.05.010. Epub 2021 Jun 3. PMID: 34091121; PMCID: PMC8187931.
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Risk of myocardial infarction with use of selected non-steroidal anti-inflammatory drugs in patients with spondyloarthritis and osteoarthritis. Ann Rheum Dis. 2018 Apr 19. pii: annrheumdis-2018-213089. doi: 10.1136/annrheumdis-2018-213089. [Epub ahead of print] PubMed PMID: 29674321. 8: Reed GW, Abdallah MS, Shao M, Wolski K, Wisniewski L, Yeomans N, Lüscher TF, Borer JS, Graham DY, Husni ME, Solomon DH, Libby P, Menon V, Lincoff AM, Nissen SE. Effect of Aspirin Coadministration on the Safety of Celecoxib, Naproxen, or Ibuprofen. J Am Coll Cardiol. 2018 Apr 24;71(16):1741-1751. doi: 10.1016/j.jacc.2018.02.036. PubMed PMID: 29673465. 9: Makunts T, Cohen IV, Lee KC, Abagyan R. Population scale retrospective analysis reveals distinctive antidepressant and anxiolytic effects of diclofenac, ketoprofen and naproxen in patients with pain. PLoS One. 2018 Apr 18;13(4):e0195521. doi: 10.1371/journal.pone.0195521. eCollection 2018. PubMed PMID: 29668764. 10: Yeomans ND, Graham DY, Husni ME, Solomon DH, Stevens T, Vargo J, Wang Q, Wisniewski LM, Wolski KE, Borer JS, Libby P, Lincoff AM, Lüscher TF, Bao W, Walker C, Nissen SE; PRECISION investigators. Randomised clinical trial: gastrointestinal events in arthritis patients treated with celecoxib, ibuprofen or naproxen in the PRECISION trial. Aliment Pharmacol Ther. 2018 Apr 17. doi: 10.1111/apt.14610. [Epub ahead of print] PubMed PMID: 29667211. 11: Suzuki R, Fujita T, Mizuta K, Kumamoto E. Inhibition by non-steroidal anti-inflammatory drugs of compound action potentials in frog sciatic nerve fibers. Biomed Pharmacother. 2018 Apr 14;103:326-335. doi: 10.1016/j.biopha.2018.04.041. [Epub ahead of print] PubMed PMID: 29665554. 12: Shu C, Li T, Yang W, Li D, Ji S, Ding L. Amphotericin B-conjugated polypeptide hydrogels as a novel innovative strategy for fungal infections. R Soc Open Sci. 2018 Mar 14;5(3):171814. doi: 10.1098/rsos.171814. eCollection 2018 Mar. PubMed PMID: 29657786; PubMed Central PMCID: PMC5882710. 13: Kwak K, Ji K, Kho Y, Kim P, Lee J, Ryu J, Choi K. Chronic toxicity and endocrine disruption of naproxen in freshwater waterfleas and fish, and steroidogenic alteration using H295R cell assay. Chemosphere. 2018 Apr 7;204:156-162. doi: 10.1016/j.chemosphere.2018.04.035. [Epub ahead of print] PubMed PMID: 29655108. 14: Bhujbal SV, Zemlyanov DY, Cavallaro A, Mangal S, Taylor LS, Zhou QT. Qualitative and Quantitative Characterization of Composition Heterogeneity on the Surface of Spray Dried Amorphous Solid Dispersion Particles by an Advanced Surface Analysis Platform with High Surface Sensitivity and Superior Spatial Resolution. Mol Pharm. 2018 Apr 17. doi: 10.1021/acs.molpharmaceut.8b00122. [Epub ahead of print] PubMed PMID: 29641898. 15: Filimonov IS, Berzova AP, Barkhatov VI, Krivoshey AV, Trushkin NA, Vrzheshch PV. 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