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

Description

Parecoxib, an N-acylsulfonamide derived from the formal condensation of valdecoxib with propionic acid, is a prodrug for valdecoxib. It is a potent and selective inhibitor of cyclooxygenase COX-2, a key enzyme involved in the production of prostaglandins, which are responsible for inflammation and pain. Due to its COX-2 inhibitory properties, Parecoxib is widely used for its anti-inflammatory and analgesic effects.

Uses

Used in Pharmaceutical Industry:
Parecoxib is used as an anti-inflammatory agent for reducing inflammation and alleviating pain. Its selective inhibition of COX-2 makes it a valuable option for managing various conditions characterized by inflammation and pain.
Used in Pain Management:
Parecoxib is used as an analgesic for the management of acute and chronic pain. Its COX-2 inhibitory action helps in reducing the sensation of pain and providing relief to patients.
Used in Endometriosis Treatment:
Parecoxib is used in combination with Telmisartan for the treatment of endometriosis. This combination therapy helps in managing the pain and inflammation associated with the condition.
Used in Neuroprotection:
Parecoxib is used for reducing hippocampal inflammation and improving short-term memory function in aged rats after splenectomy. Its COX-2 inhibitory properties contribute to its neuroprotective effects, making it a potential candidate for the treatment of age-related cognitive decline and other neurodegenerative conditions.

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

• 123-62-6 propionic acid anhydride 
• 181695-72-7 valdecoxib 
• 932-90-1 Benzaldoxime 
• 673-32-5 1-Phenylprop-1-yne 
• 181696-73-1 3,4-diphenyl-4-hydrido-5-hydroxy-5-methylisoxazole 
• 37928-17-9 5-methyl-3,4-diphenyl isoxazole 
• 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 
• 181697-05-2 2-[4-aminosulfonylphenyl]-1-phenyl-ethan-1-one 
• 451-40-1 phenyl benzyl ketone 

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 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.

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.