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Parecoxib

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CAS:198470-84-7
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CAS:198470-84-7
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CAS:198470-84-7
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CAS:198470-84-7
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Parecoxib manufacturers

  • Parecoxib sodium
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  • 2026-04-29
  • CAS:198470-84-7
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  • CAS:198470-84-7
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Parecoxib Basic information
Product Name:Parecoxib
Synonyms:Parecoxib (free);N-[4-(5-methyl-3-phenyl-oxazol-4-yl)phenyl]sulfonylpropanamide;N-((4-(5-Methyl-3-phenyl-2,3-dihydrooxazol-4-yl)phenyl)sulfonyl)propionaMide;N-(4-(5-Methyl-3-phenylisoxazol-4-yl)phenylsulfonyl)propionaMide;Parecoxib SodiuM IMpurity W;Valdecoxib Impurity J;SC 69124;Valus-P
CAS:198470-84-7
MF:C19H18N2O4S
MW:370.42
EINECS:803-261-6
Product Categories:Inhibitors;ZY
Mol File:198470-84-7.mol
Parecoxib Structure
Parecoxib Chemical Properties
Melting point 148.9-151°
density 1.264
storage temp. 2-8°C
solubility DMSO (Slightly), Methanol (Slightly)
form Solid
pka5.08±0.10(Predicted)
color White to off-white
BRN 8640266
InChIInChI=1S/C19H18N2O4S/c1-3-17(22)21-26(23,24)16-11-9-14(10-12-16)18-13(2)25-20-19(18)15-7-5-4-6-8-15/h4-12H,3H2,1-2H3,(H,21,22)
InChIKeyTZRHLKRLEZJVIJ-UHFFFAOYSA-N
SMILESC(NS(C1=CC=C(C2=C(C)ON=C2C2=CC=CC=C2)C=C1)(=O)=O)(=O)CC
Safety Information
Hazard Codes Xn,N
Risk Statements 63-48/22-51/53
Safety Statements 36/37-61
WGK Germany 3
RTECS TX1478700
MSDS Information
Parecoxib Usage And Synthesis
UsesAnti-inflammatory; analgesic (cyclooxygenase COX-2 inhibitor).
UsesParecoxib is used in the combination with Telmisartan for the treatment of endometriosis. Parecoxib reduces hippocampal inflammation and improve short-term memory function through the inhibition of COX-2 expression in aged rats after splenectomy.
DefinitionChEBI: An N-acylsulfonamide resulting from the formal condensation of valdecoxib with propionic acid. It is a prodrug for valdecoxib.
Synthesis
Propionic anhydride

123-62-6

Valdecoxib

181695-72-7

Parecoxib

198470-84-7

General procedure for the synthesis of N-((4-(5-methyl-3-phenylisoxazol-4-yl)phenyl)sulfonyl)propionamide from propionic anhydride and 4-(5-methyl-3-phenyl-1,2-oxazol-4-yl)benzenesulfonamide: 3.1 grams (10 mmol) of 4-(5-methyl-3-phenyl-1,2-oxazol-4-yl)benzenesulfonamide was mixed with 3.5 grams (35 mmol) of triethylamine and 2.6 g (20 mmol) propionic anhydride in 20 mL of chloromethane. After completion of the reaction, the reaction mixture was poured into water and extracted with dichloromethane. The extract was concentrated, dissolved in ethanol, crystallized 5 to 10 times, filtered and dried to give 3.4 g of N-((4-(5-methyl-3-phenylisoxazol-4-yl)phenyl)sulfonyl)propionamide in 92.5% yield and 99.77% purity.

in vivo

Parecoxib (intraperitoneal injection; 2.5, 5.0 or 10mg/kg; once a day; 21days) does not affect locomotor activity in the elevated plus-maze test, and Parecoxib at 5 and 10mg/kg shows higher levels of percentage of time spent in the open arms[3].

Animal Model:Naive adult male ICR mice, 15weeks old and weighing 25-35g[3]
Dosage:2.5, 5.0 or 10mg/kg
Administration:Intraperitoneal injection; 2.5, 5.0 or 10mg/kg; once a day; 21days
Result:Exerted an anxiolytic-like effect in the elevated plus-maze test
IC 50COX-2
References[1] Patent: CN105859647, 2016, A. Location in patent: Paragraph 0048; 0049; 0050
[2] Patent: CN106008387, 2016, A. Location in patent: Paragraph 0020; 0048; 0049; 0050
[3] Patent: CN106008386, 2016, A. Location in patent: Paragraph 0021; 0056; 0057; 0058
[4] Journal of Medicinal Chemistry, 2000, vol. 43, # 9, p. 1661 - 1663
[5] Patent: CN106674142, 2017, A. Location in patent: Paragraph 0038-0048
Tag:Parecoxib(198470-84-7) Related Product Information
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