181696-73-1

Basic information

• Product Name: 5-METHYL-3,4-DIPHENYL-4,5-DIHYDROISOXAZOL-5-OL
• Synonyms: 5-METHYL-3,4-DIPHENYL-4,5-DIHYDROISOXAZOL-5-OL;4,5-Dihydro-5-methyl-3,4-diphenyl-5-isoxazolol;5-Isoxazolol,4,5-dihydro-5-Methyl-3,4-diphenyl-;(5S)-5-Methyl-3,4-diphenyl-4,5-dihydroisoxazol-5-ol;Parecoxib SodiuM IMpurity U;Parecoxib Impurity 3;Parecoxib Impurity 19
• CAS NO: 181696-73-1
• Molecular Formula: C₁₆H₁₅NO₂
• Molecular Weight: 253.3
• EINECS: 443-400-4
• Product Categories: Aromatics;Heterocycles
• Mol File: 181696-73-1.mol
• Article Data: 9

Chemical Properties

• Boiling Point: 401℃
• Flash Point: 196℃
• Appearance: /
• Density: 1.16
• Vapor Pressure: 0mmHg at 25°C
• Refractive Index: 1.598
• Storage Temp.: 2-8°C
• PKA: 12.97±0.60(Predicted)
• CAS DataBase Reference: 5-METHYL-3,4-DIPHENYL-4,5-DIHYDROISOXAZOL-5-OL(CAS DataBase Reference)
• NIST Chemistry Reference: 5-METHYL-3,4-DIPHENYL-4,5-DIHYDROISOXAZOL-5-OL(181696-73-1)
• EPA Substance Registry System: 5-METHYL-3,4-DIPHENYL-4,5-DIHYDROISOXAZOL-5-OL(181696-73-1)

Safety Data

• Hazardous Substances Data: 181696-73-1(Hazardous Substances Data)

Usage

Chemical Properties

Off-White Solid

Uses

Intermediate for the preparation of Valdecoxib

InChI:InChI=1/C16H15NO2/c1-16(18)14(12-8-4-2-5-9-12)15(17-19-16)13-10-6-3-7-11-13/h2-11,14,18H,1H3

Upstream product

• 952-06-7 deoxybenzoin oxime 
• 141-78-6 ethyl acetate 
• 451-40-1 phenyl benzyl ketone 
• 42353-58-2 1-(1,2-diphenyl-vinyl)-pyrrolidine 
• 108-24-7 acetic anhydride 

Downstream Products

• 37928-17-9 5-methyl-3,4-diphenyl isoxazole 
• 181695-72-7 valdecoxib 
• 1709956-95-5 [3-(5-methyl-3-phenyl-4-isoxazolyl)phenyl]sulfonyl chloride 
• 509074-26-4 4-(5-methyl-3-phenylisoxazol-4-yl)benzenesulfonyl chloride 
• 198470-84-7 parecoxib 
• 181695-81-8 4-(5-hydroxymethyl-3-phenylisoxazol-4-yl)benzenesulfonamide 
• 181696-23-1 4-[3-phenyl-5-(3,3,3-trifluoro-2-oxopropyl)isoxazol-4-yl]benzenesulfonamide 
• 181697-33-6 [[4-[3-phenyl-5-(3,3,3-trifluoro-2-oxopropyl)isoxazol-4-yl]phenyl]sulfonyl]-carbamic acid, 1,1-dimethylethylester 
• 181697-32-5 [[4-(5-methyl-3-phenylisoxazol-4-yl)phenyl]sulfonyl]-carbamic acid, 1,1-dimethylethylester 
• 775344-72-4 (3-(5-chlorofuran-2-yl)-5-methyl-4-phenylisoxazole) 
• 74048-23-0 3,4-diphenyl-5-ethylisoxazole 

Relevant articles and documents

A process for the preparation of sodium compound handkerchief auspicious past cloth and wherein the intermediate impurity, preparation method and application

The invention provides parecoxib sodium which is prepared by controlling an intermediate impurity and in particular provides a preparation method of a parecoxib sodium compound as well as the intermediate impurity and an application of the parecoxib sodium compound. According to the preparation method provided by the invention, 3-methyl-4,5-diphenyl-4,5-dihydro-isoxazole-5-alcohol is used as an isomer impurity for preparing 5-methyl-3,4-diphenyl-4,5-dihydro-isoxazole-5-alcohol as an intermediate of the parecoxib sodium, the quality of the 3-methyl-4,5-diphenyl-4,5-dihydro-isoxazole-5-alcohol is controlled in the preparation of the parecoxib sodium, specifically, the impurity content is required not to be higher than 0.5 percent, and an important significance is provided for the product quality of the parecoxib sodium; by obtaining the 3-methyl-4,5-diphenyl-4,5-dihydro-isoxazole-5-alcohol as an isomer impurity of the important 5-methyl-3,4-diphenyl-4,5-dihydro-isoxazole-5-alcohol and further studying 3-methyl-4,5-diphenyl-4,5-dihydro-isoxazole-5-alcohol in the aspects of preparation process, detection process and purification process, important quality monitoring significance is provided for the process with the 5-methyl-3,4-diphenyl-4,5-dihydro-isoxazole-5-alcohol as an industrial production raw material.

METHOD FOR THE PREPARATION OF DIARYLISOXAZOLE SULFONAMIDE COMPOUNDS AND INTERMEDIATES

The disclosure provides a method for the preparation of a diarylisoxazolé sulfonamide compound comprising contacting a deoxybenzoin with a secondary amine to form a diarylenamine compound; contacting the diarylenamine compound with an acetylating agent to form an acetyl diarylenamine compound; contacting the acetyl diarylenamine compound with a source of hydroxylamine to form an diaryl isoxazolol compound; eliminating water from the diaryl isoxazolol compound to form a diaryl isoxazole compound, chlorosulfonating the diarylisoxazole compound to form a chlorosulfonyl diaryl isoxazole compound; and contacting the chlorosulfonyl diaryl isoxazole compound with a source of ammonia to form the diarylisoxazole sulfonamide compound.

Method for preparing benzenesulfonyl compounds

The present disclosure provides a method for the preparation of aromatic sulfonyl halides by contacting a substituted phenyl compound with a halosulfonic acid and trifluoroacetic acid. The present disclosure further provides a method for the preparation of 4-[5-methyl-3-phenylisoxazol-4-yl]benzenesulfonamide which is useful in treating cyclooxygenase-2 related disorders.