5317-94-2

Basic information

• Product Name: N-(4-ACETYL-PHENYL)-4-METHYL-BENZENESULFONAMIDE
• Synonyms: p-Toluenesulfonanilide,4'-acetyl- (7CI,8CI);4'-Acetyl-p-toluenesulfonanilide
• CAS NO: 5317-94-2
• Molecular Formula: C₁₅H₁₅NO₃S
• Molecular Weight: 289.3495
• Mol File: 5317-94-2.mol
• Article Data: 35

Chemical Properties

• Boiling Point: 462.1 °C at 760 mmHg
• Flash Point: 233.3 °C
• Appearance: /
• Density: 1.278 g/cm³
• Vapor Pressure: 1.01E-08mmHg at 25°C
• Refractive Index: 1.604
• CAS DataBase Reference: N-(4-ACETYL-PHENYL)-4-METHYL-BENZENESULFONAMIDE(CAS DataBase Reference)
• NIST Chemistry Reference: N-(4-ACETYL-PHENYL)-4-METHYL-BENZENESULFONAMIDE(5317-94-2)
• EPA Substance Registry System: N-(4-ACETYL-PHENYL)-4-METHYL-BENZENESULFONAMIDE(5317-94-2)

Safety Data

• Hazardous Substances Data: 5317-94-2(Hazardous Substances Data)

Usage

InChI:InChI=1/C15H15NO3S/c1-11-3-9-15(10-4-11)20(18,19)16-14-7-5-13(6-8-14)12(2)17/h3-10,16H,1-2H3

Upstream product

• 99-92-3 p-aminobenzophenone 
• 98-59-9 p-toluenesulfonyl chloride 
• 824-79-3 sodium 4-methylbenzenesulfinate 
• 100-19-6 (4-nitrophenyl)ethanone 
• 31125-05-0 1-(4-nitrosophenyl)ethan-1-one 
• 106-49-0 p-toluidine 
• 98-09-9 benzenesulfonyl chloride 
• 99-90-1 para-bromoacetophenone 
• 70-55-3 toluene-4-sulfonamide 

Downstream Products

• 82834-23-9 p-(N-methyl-N-p-tolylsulphonylamino)acetophenone 
• 72178-43-9 4-methyl-N-{4-[3-(4-nitro-phenyl)-acryloyl]-phenyl}-benzenesulfonamide 
• 79615-73-9 4-acetophenone 
• 111824-77-2 N-(4-(1-hydroxyethyl)phenyl)-4-methylbenzenesulfonamide 

Relevant articles and documents

Design, synthesis and molecular modeling study of certain 4-Methylbenzenesulfonamides with CDK2 inhibitory activity as anticancer and radio-sensitizing agents

Two series of 2-aminopyridine derivatives 6-17 and tyrphostin AG17 analogs 18-22 bearing 4-methylbenzenesulfonamide moiety were designed and synthesized as anticancer compounds. The synthesized compounds were biologically evaluated for their cytotoxic act

Discovery of pyridine- sulfonamide hybrids as a new scaffold for the development of potential VEGFR-2 inhibitors and apoptosis inducers

New sulfonamide derivatives have been synthesized and tested as antitumor agents. All newly synthesized compounds were tested in vitro against 60 lines of human cancer cells. Compound VIIb shows broad-spectrum activity with a mean inhibition value of 91.67% against all cell lines. It exhibited potent anticancer activity with GI50 values of 1.06–8.92 μM relative to most of the tested cancer cell lines. Compound VIIb has been tested for enzyme inhibition activity toward vascular endothelial growth factor receptor 2, where VEGFR-2 was potently inhibited at a lower IC50 value of 3.6 μM, compared with sorafenib (IC50 = 4.8 μM). Hybrid VIIb was also able to induce cell cycle disturbance and apoptosis in Renal UO-31 cells, as shown by DNA flow cytometry and Annexin V-FITC/PI assays. It has also revealed lower Bcl-2 protein expression anti-apoptotic levels and higher BAX, p53, and caspases 3 expression levels.

Nitrosoarenes as Nitrogen Source for Generation of Sulfonamides with the Insertion of Sulfur Dioxide under Metal-Free Conditions?

A metal-free reaction of nitrosoarenes, aryldiazonium tetrafluoroborates, and sulfur dioxide under mild conditions is developed, giving rise to sulfonamides in moderate to good yields. This transformation proceeds efficiently at room temperature in the presence of cyclohexa-1,4-diene with a broad reaction scope. Good functional group compatibility is observed, including cyano, halo, and ester. A plausible mechanism involving a radical process with the insertion of sulfur dioxide is proposed, and cyclohexa-1,4-diene serves as the reductant during the transformation.