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Naproxen

Base Information Edit
  • Chemical Name:Naproxen
  • CAS No.:22204-53-1
  • Molecular Formula:C14H14O3
  • Molecular Weight:230.263
  • Hs Code.:DERIVATION
  • European Community (EC) Number:244-838-7
  • NSC Number:757239,750183
  • UNII:57Y76R9ATQ
  • DSSTox Substance ID:DTXSID4040686
  • Wikipedia:Naproxen
  • Wikidata:Q1215575
  • NCI Thesaurus Code:C680
  • RXCUI:7258
  • Pharos Ligand ID:6CXLZU39MTX9
  • Metabolomics Workbench ID:37931
  • ChEMBL ID:CHEMBL154
  • Mol file:22204-53-1.mol
Naproxen

Synonyms:Aleve;Anaprox;Methoxypropiocin;Naprosin;Naprosyn;Naproxen;Naproxen Sodium;Naproxenate, Sodium;Proxen;Sodium Naproxenate;Sodium, Naproxen;Synflex

Suppliers and Price of Naproxen
Supply Marketing:Edit
Business phase:
The product has achieved commercial mass production*data from LookChem market partment
Manufacturers and distributors:
  • Manufacture/Brand
  • Chemicals and raw materials
  • Packaging
  • price
  • TRC
  • (S)-Naproxen
  • 50g
  • $ 150.00
  • TRC
  • (S)-Naproxen
  • 10g
  • $ 65.00
  • TRC
  • (S)-Naproxen
  • 1g
  • $ 45.00
  • TCI Chemical
  • (S)-(+)-2-(6-Methoxy-2-naphthyl)propionic Acid >99.0%(GC)(T)
  • 500g
  • $ 288.00
  • TCI Chemical
  • (S)-(+)-2-(6-Methoxy-2-naphthyl)propionic Acid >99.0%(GC)(T)
  • 25g
  • $ 23.00
  • SynQuest Laboratories
  • (2S)-2-(6-Methoxynaphth-2-yl)propanoic acid 99.0%
  • 5 g
  • $ 16.00
  • SynQuest Laboratories
  • (2S)-2-(6-Methoxynaphth-2-yl)propanoic acid 99.0%
  • 25 g
  • $ 74.00
  • SynQuest Laboratories
  • (2S)-2-(6-Methoxynaphth-2-yl)propanoic acid 99.0%
  • 100 g
  • $ 117.00
  • Sigma-Aldrich
  • Naproxen United States Pharmacopeia (USP) Reference Standard
  • 200mg
  • $ 366.00
  • Sigma-Aldrich
  • Naproxen VETRANAL , analytical standard
  • 250mg
  • $ 90.00
Total 245 raw suppliers
Chemical Property of Naproxen Edit
Chemical Property:
  • Appearance/Colour:White or almost white crystalline powder 
  • Vapor Pressure:3.01E-07mmHg at 25°C 
  • Melting Point:152-154 °C(lit.) 
  • Refractive Index:67.5 ° (C=1, CHCl3) 
  • Boiling Point:403.888 °C at 760 mmHg 
  • PKA:pKa 4.28± 0.02(H2O,t =25,I=0.01) (Uncertain) 
  • Flash Point:154.529 °C 
  • PSA:46.53000 
  • Density:1.197 g/cm3 
  • LogP:3.03650 
  • Storage Temp.:-20°C Freezer 
  • Solubility.:Practically insoluble in water, soluble in ethanol (96 per cent) and in methanol. 
  • Water Solubility.:Insoluble in water. 
  • XLogP3:3.3
  • Hydrogen Bond Donor Count:1
  • Hydrogen Bond Acceptor Count:3
  • Rotatable Bond Count:3
  • Exact Mass:230.094294304
  • Heavy Atom Count:17
  • Complexity:277
Purity/Quality:

99% *data from raw suppliers

(S)-Naproxen *data from reagent suppliers

Safty Information:
  • Pictogram(s): HarmfulXn 
  • Hazard Codes:Xn,T,F 
  • Statements: 22-39/23/24/25-23/24/25-11-36/37/38 
  • Safety Statements: 36/37-45-16-7-26 
MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:
  • Drug Classes:Nonsteroidal Antiinflammatory Drugs
  • Canonical SMILES:CC(C1=CC2=C(C=C1)C=C(C=C2)OC)C(=O)O
  • Isomeric SMILES:C[C@@H](C1=CC2=C(C=C1)C=C(C=C2)OC)C(=O)O
  • Recent ClinicalTrials:Duloxetine for LBP
  • Recent EU Clinical Trials:Efficacy of Addition of Naproxen in the Treatment of critically ill Patients Hospitalized for COVID-19 Infection / Enacovid Study
  • Recent NIPH Clinical Trials:Effect of etdolac on gastric acid and mucous secretion –comparison with naproxen-
  • Uses It is a non-steroidal anti-inflammatory drug for the relief of fever and inflammation and pain associated with arthritis or other symptoms , it has anti-inflammatory, antipyretic and analgesic effects. Naproxen plays a role by inhibiting the cyclooxygenase, which generates prostaglandin and is one kind of enzymes related to inflammatory mediators . It is recommended to take the drug during meals to reduce stomach irritation. An anti-inflammatory, analgesic, antipyretic. A non-steroidal anti-inflammatory (S)-(+)-2-(6-Methoxy-2-naphthyl)propionic acid is a non-selective cyclooxygenase (COX-1 and COX-2) inhibitor. Being analogous to other drugs of this series, naproxene exhibits analgesic, fever-reducing, and long-lasting anti-inflammatory action. It causes reduction and removal of painful symptoms including joint pain, stiffness, and swelling in the joints. It is used in the same indications as ibuprofen.
  • production method by methylation, acetylation With 2-naphthol , 6-methoxy-2-acetonaphthone is produced, then it is condensed with acid ester, then generate the product through isomerization, hydrolysis, oxidation, and split and other reactions.
  • Description Naproxen is synthesized from 2-methoxynaphthalene and the (+)-isomer obtained by resolution with cinchonidine (61). It was introduced in the United States in 1976 and, as a generic drug, has consistently been among the more popular NSAIDs. It is marketed as the S-(+)-enantiomer, but interestingly, the sodium salt of the (–)-isomer also is on the market as Anaprox. As an inhibitor of prostaglandin biosynthesis, it is 12 times more potent than aspirin, 10 times more potent than phenylbutazone, three to four times more potent than ibuprofen, and four times times more potent than fenoprofen, but it is approximately 300 times less potent than indomethacin.
  • Indications Naproxen (Naprosyn) also has pharmacological properties and clinical uses similar to those of ibuprofen. It exhibits approximately equal selectivity for COX-1 and COX-2 and is better tolerated than certain NSAIDs, such as indomethacin. Adverse reactions related to the GI tract occur in about 14% of all patients, and severe GI bleeding has been reported. CNS complaints (headache, dizziness, drowsiness), dermatological effects (pruritus, skin eruptions, echinoses), tinnitus, edema, and dyspnea also occur.
  • Therapeutic Function Antiinflammatory
  • Clinical Use Naproxen is indicated for the treatment of rheumatoid arthritis, osteoarthritis, juvenile arthritis, ankylosing spondylitis, tendinitis, bursitis, acute gout, and primary dysmenorrhea and for the relief of mild to moderate pain.
  • Drug interactions Potentially hazardous interactions with other drugs ACE inhibitors and angiotensin-II antagonists: antagonism of hypotensive effect; increased risk of nephrotoxicity and hyperkalaemia. Analgesics: avoid concomitant use of 2 or more NSAIDs, including aspirin (increased side effects); avoid with ketorolac (increased risk of side effects and haemorrhage). Antibacterials: possibly increased risk of convulsions with quinolones. Anticoagulants: effects of coumarins and phenindione enhanced; possibly increased risk of bleeding with heparins, dabigatran and edoxaban - avoid long term use with edoxaban. Antidepressants: increased risk of bleeding with SSRIs and venlaflaxine. Antidiabetic agents: effects of sulphonylureas enhanced. Antiepileptics: possibly increased phenytoin concentration. Antivirals: increased risk of haematological toxicity with zidovudine; concentration possibly increased by ritonavir. Ciclosporin: may potentiate nephrotoxicity Cytotoxics: reduced excretion of methotrexate; increased risk of bleeding with erlotinib. Diuretics: increased risk of nephrotoxicity; antagonism of diuretic effect; hyperkalaemia with potassium-sparing diuretics. Lithium: excretion decreased. Pentoxifylline: increased risk of bleeding. Probenecid: excretion reduced by probenecid. Tacrolimus: increased risk of nephrotoxicity.
Technology Process of Naproxen

There total 243 articles about Naproxen which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:
Guidance literature:
With hydrogenchloride; In methanol; at 20 ℃;
DOI:10.3390/molecules24071237
Guidance literature:
With sodium dihydrogenphosphate; sodium chlorite; In water; at 20 ℃; for 1h;
Refernces Edit
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