1373038-56-2

Basic information

• Product Name: Valdecoxib 3'-SulfonaMide IMpurity
• Synonyms: Valdecoxib 3'-SulfonaMide IMpurity
• CAS NO: 1373038-56-2
• Molecular Formula: C₁₆H₁₄N₂O₃S
• Molecular Weight: 314.35896
• Mol File: 1373038-56-2.mol
• Article Data: 5

Chemical Properties

• Appearance: /
• CAS DataBase Reference: Valdecoxib 3'-SulfonaMide IMpurity(CAS DataBase Reference)
• NIST Chemistry Reference: Valdecoxib 3'-SulfonaMide IMpurity(1373038-56-2)
• EPA Substance Registry System: Valdecoxib 3'-SulfonaMide IMpurity(1373038-56-2)

Safety Data

• Hazardous Substances Data: 1373038-56-2(Hazardous Substances Data)

Usage

Uses

3-(5-Methyl-4-phenylisoxazol-3-yl)benzenesulfonamide is a reagent for the large scale synthesis of Valdecoxib, a nonsteroidal anti-inflammatory drugs.

Upstream product

• 33512-94-6 m-nitrobenzhydroxamoyl chloride 
• 3431-62-7 3-nitrobenzaldoxime 
• 99-61-6 3-nitro-benzaldehyde 
• 1008-74-8 5-methyl-3-phenylisoxazole 
• 579-07-7 1-Phenylpropane-1,2-dione 
• 98-80-6 phenylboronic acid 
• 1373038-57-3 C₁₆H₁₂ClNO₃S 
• 37928-17-9 5-methyl-3,4-diphenyl isoxazole 
• 52201-28-2 1-(1-methyl-2-phenyl ethenyl)-pyrrolidine 
• 857259-65-5 5-methyl-3,4-diphenyl-5-(pyrrolidin-1-yl)-4,5-dihydroisoxazole 

Relevant articles and documents

Synthesis method of parecoxib sodium isomeric impurities

The invention provides a synthesis method of parecoxib sodium isomeric impurities. Structures of the parecoxib sodium isomeric impurities are shown in formulae I and II in the description. The synthesis method comprises the following steps: the compound as shown in the formula I is subjected to reaction with the compound as shown in formula II or the compound as shown in formula III under the action of alkali, and a compound as shown in formula IV is generated; the corresponding parecoxib sodium isomeric impurities are generated by reduction reaction, diazotization, sulfonylation, amino substitution reaction and acylation reaction; the total reaction yield is higher than 22%, and purity of a target product is higher than 99%.

Preparation method of parecoxib sodium impurity

The invention discloses a preparation method of parecoxib sodium impurity 3-[(4- phenyl)-5-methyl-3-isoxazole] benzene sulfonamide. The parecoxib sodium impurity is formed by performing cyclizing, sulfonation, ammonolysis, bromination and coupling on 1-phenyl-1, 2-propanedione serving as a raw material. 1H-NMR, 13C-NMR, DEPT, gCOSY, HMQC and HMBC maps confirm that the structure of the parecoxib sodium impurity, the preparation method is novel, the parecoxib sodium impurity is detected, and the purity of related substance is greater than or equal to 98 percent.

Application of [3+2]-cycloaddition in the synthesis of valdecoxib

A large scale synthesis of valdecoxib 1 is described. Our work features potential application of [3+2]-dipolar cycloaddition involving enamine and in situ-generated nitrile oxide derivatives. Dr. Reddy's Laboratories Ltd.