54945-18-5

Basic information

• Product Name: 1-(4-METHANESULFONYL-PHENYL)-2-PHENYL-ETHANE-1,2-DIONE
• Synonyms: 1-(4-METHANESULFONYL-PHENYL)-2-PHENYL-ETHANE-1,2-DIONE;1-(4-(METHYLSULFONYL)PHENYL)-2-PHENYLETHANE-1,2-DIONE
• CAS NO: 54945-18-5
• Molecular Formula: C₁₅H₁₂O₄S
• Molecular Weight: 288.31838
• Mol File: 54945-18-5.mol
• Article Data: 4

Chemical Properties

• Boiling Point: 506.753°C at 760 mmHg
• Flash Point: 330.939°C
• Appearance: /
• Density: 1.298g/cm³
• Vapor Pressure: 0mmHg at 25°C
• Refractive Index: 1.584
• Storage Temp.: 2-8°C
• CAS DataBase Reference: 1-(4-METHANESULFONYL-PHENYL)-2-PHENYL-ETHANE-1,2-DIONE(CAS DataBase Reference)
• NIST Chemistry Reference: 1-(4-METHANESULFONYL-PHENYL)-2-PHENYL-ETHANE-1,2-DIONE(54945-18-5)
• EPA Substance Registry System: 1-(4-METHANESULFONYL-PHENYL)-2-PHENYL-ETHANE-1,2-DIONE(54945-18-5)

Safety Data

• Hazardous Substances Data: 54945-18-5(Hazardous Substances Data)

Usage

Type of Compound

Diketone derivative

Usage

Building block in the synthesis of pharmaceuticals and fine chemicals

Biological Activities

Exhibits anti-inflammatory and antitumor properties

Importance

Valuable in medicinal chemistry research

Chemical Structure

Central ethane-1,2-dione scaffold
Phenyl group attached to both ends of the central scaffold
Methanesulfonyl-phenyl group attached at the para position of the first phenyl ring

Additional Uses

Precursor in the preparation of biologically active molecules
Dye intermediate in the textile industry

InChI:InChI=1/C15H12O4S/c1-20(18,19)13-9-7-12(8-10-13)15(17)14(16)11-5-3-2-4-6-11/h2-10H,1H3

Upstream product

• 40517-43-9 1-(chloromethyl)-4-(methylsulfonyl)benzene 
• 3446-89-7 4-(Methylthio)benzaldehyde 
• 100-52-7 benzaldehyde 
• 1243-97-6 benzyltriphenylphosphonium iodide 
• 33592-56-2 1-[4-(methylsulfonyl)phenyl]-2-phenylacetylene 
• 58022-58-5 1-(4-methylsulfanylphenyl)-2-phenyl-1,2-ethanedione 
• 139308-79-5 1-Methanesulfonyl-4-((E)-styryl)-benzene 
• 54551-91-6 1-(4-(methylsulfonyl) phenyl)-2-phenylethan-1-one 

Downstream Products

• 1326723-19-6 2-(4-fluorophenyl)-4-(4-methylsulfonylphenyl)-5-phenyl-1H-imidazole 
• 1326723-18-5 2,5-diphenyl-4-(4-methylsulfonylphenyl)-1H-imidazole 
• 1326723-24-3 2-(4-acetamidophenyl)-4-(4-methylsulfonylphenyl)-5-phenyl-1H-imidazole 
• 1326723-23-2 2-(4-hydroxyphenyl)-4-(4-methylsulfonylphenyl)-5-phenyl-1H-imidazole 
• 1326723-22-1 2-(4-methoxyphenyl)-4-(4-methylsulfonylphenyl)-5-phenyl-1H-imidazole 
• 1326723-21-0 2-(4-methylphenyl)-4-(4-methylsulfonylphenyl)-5-phenyl-1H-imidazole 
• 1326723-20-9 2-(4-chlorophenyl)-4-(4-methylsulfonylphenyl)-5-phenyl-1H-imidazole 
• 699003-41-3 5-(4-methylsulfonylphenyl)-6-phenyl-2,3-dihydropyrazine 

Relevant articles and documents

Design and synthesis of new 2,4,5-triarylimidazole derivatives as selective cyclooxygenase (COX-2) inhibitors

A new group of 2,4,5-triarylimidazole derivatives, possessing a methyl sulfonyl pharmacophore, were synthesized and their biological activities were evaluated for cyclooxygenase-2 (COX-2) inhibitory activity. In vitro COX-1/COX-2 structure-activity relati

Synthesis and biological evaluation of 2,3-diarylpyrazines and quinoxalines as selective COX-2 inhibitors

Several 2,3-diaryl pyrazines and quinoxalines with 4-sulfamoyl (SO 2NH2)/methylsulfonyl (SO2Me)-phenyl pharmacophores have been synthesized and evaluated for the cyclooxygenase (COX-1/COX-2) inhibitory activity. Smaller groups such as methoxy, methyl and fluoro when substituted at/around position-4 of the adjacent phenyl ring, have great impact on the selective COX-2 inhibitory activity of the series. Many potential compounds were obtained from a brief structure-activity relationship (SAR) study. Two of these, compounds 11 and 25 exhibited excellent in vivo activity in the established animal model of inflammation. Since compound 25 possessed an amenable sulfonamide group, two of its prodrugs 48 and 49 were also synthesized. Both of them have excellent in vivo potential, and represent a new class of COX-2 inhibitor.