198470-84-7

Basic information

• Product Name: Parecoxib
• Synonyms: N-[4-(5-methyl-3-phenyl-oxazol-4-yl)phenyl]sulfonylpropanamide;SC 69124;Valus-P;Vorth-P;Parocoxib;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
• CAS NO: 198470-84-7
• Molecular Formula: C₁₉H₁₈N₂O₄S
• Molecular Weight: 370.4222
• EINECS: 1308068-626-2
• Product Categories: Inhibitors
• Mol File: 198470-84-7.mol
• Article Data: 29

Chemical Properties

• Melting Point: 148.9-151°
• Boiling Point: °Cat760mmHg
• Flash Point: °C
• Appearance: /
• Density: 1.264
• Refractive Index: 1.58
• Storage Temp.: 2-8°C
• PKA: 5.08±0.10(Predicted)
• BRN: 8640266
• CAS DataBase Reference: Parecoxib(CAS DataBase Reference)
• NIST Chemistry Reference: Parecoxib(198470-84-7)
• EPA Substance Registry System: Parecoxib(198470-84-7)

Safety Data

• Hazard Codes: Xn,N
• Statements: 63-48/22-51/53
• Safety Statements: 36/37-61
• WGK Germany: 3
• RTECS: TX1478700
• Hazardous Substances Data: 198470-84-7(Hazardous Substances Data)

Usage

Uses

Different sources of media describe the Uses of 198470-84-7 differently. You can refer to the following data:
1. Anti-inflammatory; analgesic (cyclooxygenase COX-2 inhibitor).
2. Parecoxib 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.

Definition

ChEBI: An N-acylsulfonamide resulting from the formal condensation of valdecoxib with propionic acid. It is a prodrug for valdecoxib.

InChI:InChI=1/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)

Upstream product

• 42353-58-2 1-(1,2-diphenyl-vinyl)-pyrrolidine 
• 181696-35-5 5-methyl-3-phenyl-4-(4-sulfophenyl)isoxazole 
• 71-43-2 benzene 
• 509074-26-4 4-(5-methyl-3-phenylisoxazol-4-yl)benzenesulfonyl chloride 
• 13148-19-1 1,2-diphenyl(butane-1,3-dione) 
• 15856-60-7 2,3-epoxy-2-methyl-1,3-diphenyl-propan-1-one 
• 37928-17-9 5-methyl-3,4-diphenyl isoxazole 
• 181696-73-1 3,4-diphenyl-4-hydrido-5-hydroxy-5-methylisoxazole 
• 181697-05-2 2-[4-aminosulfonylphenyl]-1-phenyl-ethan-1-one 
• 451-40-1 phenyl benzyl ketone 
• 673-32-5 1-Phenylprop-1-yne 
• 932-90-1 Benzaldoxime 
• 181695-72-7 valdecoxib 
• 123-62-6 propionic acid anhydride 

Relevant articles and documents

N-[[(5-methyl-3-phenylisoxazol-4-yl)phenyl] sulfonyl]propanamide, sodium salt, parecoxib sodium: A potent and selective inhibitor of COX-2 for parenteral administration

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Parecoxib sodium, injection preparation and preparation method

The invention discloses parecoxib sodium, an injection preparation and a preparation method. The preparation method of the parecoxib sodium is as follows: 5-methyl-3,4-diphenylisoxazole is used as theraw material; sulfonation and amination are carried out in sequence, so that a valdecoxib intermediate is obtained; then, the valdecoxib intermediate is subjected to acylation reaction and salt forming reaction, so that crude parecoxib sodium is obtained; the crude parecoxib sodium is dissolved and decolourized, so that the finished parecoxib sodium is obtained; the finished parecoxib sodium is the parecoxib sodium A crystal form; and the parecoxib sodium preparation for injection is prepared by adding accessories into the parecoxib sodium A crystal form. The preparation method of the parecoxib sodium in the invention is simple in synthetic route and moderate in reaction condition; raw materials are available at low prices; and furthermore, the impurity content of the prepared parecoxib sodium is low.

Parecoxib sodium intermediate compound

The invention belongs to the technical field of drug synthesis, and provides a parecoxib intermediate and a method for synthesizing parecoxib by using the parecoxib intermediate, so that the use of chlorosulfonic acid is avoided, and meanwhile, the generation of related genotoxic impurities, isomer impurities, dimer impurities and the like introduced by the use of chlorosulfonic acid is avoided. The product obtained through the preparation process is high in yield and purity, and the technical method is low in production cost, high in safety, small in pollution and suitable for industrial production of parecoxib sodium.