1584-58-3

Basic information

• Product Name: 4-methyl-N-[3-(trifluoromethyl)phenyl]-
• Synonyms: 4-methyl-N-[3-(trifluoromethyl)phenyl]-;4-Toluenesulfonyl-(3-trifluoromethylanilide)
• CAS NO: 1584-58-3
• Molecular Formula: C₁₄H₁₂F₃NO₂S
• Molecular Weight: 315.3107896
• Mol File: 1584-58-3.mol
• Article Data: 18

Chemical Properties

• Melting Point: 94.5-96.5 °C
• Boiling Point: 388.9±52.0 °C(Predicted)
• Appearance: /
• Density: 1.380±0.06 g/cm3(Predicted)
• PKA: 7.70±0.10(Predicted)
• CAS DataBase Reference: 4-methyl-N-[3-(trifluoromethyl)phenyl]-(CAS DataBase Reference)
• NIST Chemistry Reference: 4-methyl-N-[3-(trifluoromethyl)phenyl]-(1584-58-3)
• EPA Substance Registry System: 4-methyl-N-[3-(trifluoromethyl)phenyl]-(1584-58-3)

Safety Data

• Hazardous Substances Data: 1584-58-3(Hazardous Substances Data)

Upstream product

• 98-16-8 3-trifluoromethylaniline 
• 824-79-3 sodium 4-methylbenzenesulfinate 
• 98-46-4 3-trifluoromethylnitrobenzene 
• 98-59-9 p-toluenesulfonyl chloride 
• 70-55-3 toluene-4-sulfonamide 
• 98-15-7 3-chlorotrifluoromethylbenzene 
• 199188-30-2 3-(trifluoromethyl)phenyl trifluoromethanesulfonate 
• 401-78-5 3-bromo-1-trifluoromethylbenzene 
• 1576-35-8 toluene-4-sulfonic acid hydrazide 
• 1423-26-3 (meta-(trifluoromethyl)phenyl)boronic acid 
• 941-55-9 4-toluenesulfonyl azide 
• 401-81-0 m-trifluoromethylphenyl iodide 

Downstream Products

• 98-16-8 3-trifluoromethylaniline 
• 1416983-63-5 4-methyl-N-[4-nitro-3-(trifluoromethyl)phenyl]benzenesulfonamide 
• 1416983-65-7 4-methyl-N-[2-nitro-5-(trifluoromethyl)phenyl]benzenesulfonamide 

Relevant articles and documents

Synthesis and evaluation of 3-(4-(phenoxymethyl)phenyl)propanoic acid and N-phenylbenzenesulfonamide derivatives as FFA4 agonists

Free fatty acid receptor 4 (FFA4) has been recognized as an attractive target in metabolic diseases. To find potent and selective FFA4 agonist, 28 compounds of 3-(4-(phenoxymethyl)phenyl)propanoic acid and N-phenylbenzenesulfonamide derivatives were designed and synthesized, featuring O[sbnd]C and SO2-N linkage. For the O[sbnd]C linkage compounds, 1g showed the most potent FFA4 agonistic activity with a pEC50 of 5.81 ± 0.04 and exhibited at least 64-fold selectivity against FFA1. For SO2-N linkage agonists, 2m had a pEC50 of 5.66 ± 0.04 and displayed>46-fold selectivity against FFA1. Among these two series of compounds, 1g was the most potent agonist at FFA4 and the best selectivity against FFA1, demonstrated by docking simulation. Moreover, 1g showed receptor selectivity on other seven GPCRs. In anti-diabetic evaluation, 1g dose-dependently reduced blood glucose, which was better than a clinical phase III drug TAK875. This study provides guidance for FFA4 ligand design and drug optimization.

NaI-Catalyzed Oxidative Amination of Aromatic Sodium Sulfinates: Synergetic Effect of Ethylene Dibromide and Air as Oxidants

A novel NaI-catalyzed oxidative amination of sodium sulfinates, employing both ethylene dibromide (EDB) and air as the oxidants, is described. EDB was first demonstrated to be a promising mild organic oxidant that in air, converted NaI into molecular iodine to promote the cross-coupling reactions of aromatic sodium sulfinates with amines to produce arylsulfonamides. Mechanistic studies indicated that a radical pathway might be involved in the reaction process.

Palladium nanoparticles as reusable catalyst for the synthesis of N-aryl sulfonamides under mild reaction conditions

An efficient palladium nanoparticles-catalyzed N-arylation of sulfonamides and sulfonyl azides is described. This procedure serves as an active protocol for intermolecular C-N bond formation using Pd(OAc)2 in PEG-400 under air. Aryl bromides and triflates react at 35°C, while aryl chlorides require heating to 50°C and give the desired products only in low yields. This reaction proceeds smoothly in acceptable yields using low catalyst loading.