161266-16-6

Basic information

• Product Name: N-(2-nitrophenyl)-4-trifluoromethylbenzamide
• Synonyms: N-(2-nitrophenyl)-4-trifluoromethylbenzamide
• CAS NO: 161266-16-6
• Molecular Weight: 310.232
• Mol File: 161266-16-6.mol
• Article Data: 3

Chemical Properties

• CAS DataBase Reference: N-(2-nitrophenyl)-4-trifluoromethylbenzamide(CAS DataBase Reference)
• NIST Chemistry Reference: N-(2-nitrophenyl)-4-trifluoromethylbenzamide(161266-16-6)
• EPA Substance Registry System: N-(2-nitrophenyl)-4-trifluoromethylbenzamide(161266-16-6)

Safety Data

• Hazardous Substances Data: 161266-16-6(Hazardous Substances Data)

Upstream product

• 64-18-6 formic acid 
• 25753-16-6 4-(trifluoromethyl)benzoic anhydride 
• 88-74-4 2-nitro-aniline 
• 329-15-7 4-trifluoromethyl-phenyl acetyl chloride 

Downstream Products

• 400073-81-6 C₁₄H₁₁F₃N₂O 
• 400073-79-2 2-(4-trifluoromethyl-phenyl)-1H-benzoimidazole 

Relevant articles and documents

Cyclooxygenase-1-selective inhibitors are attractive candidates for analgesics that do not cause gastric damage. Design and in vitro/in vivo evaluation of a benzamide-type cyclooxygenase-1 selective inhibitor

Although cyclooxygenase-1 (COX-1) inhibition is thought to be a major mechanism of gastric damage by nonsteroidal anti-inflammatory drugs (NSAIDs), some COX-1-selective inhibitors exhibit strong analgesic effects without causing gastric damage. However, it is not clear whether their analgesic effects are attributable to COX-1-inhibitory activity or other bioactivities. Here, we report that N-(5-amino-2-pyridinyl)-4-(trifluoromethyl)benzamide (18f, TFAP), which has a structure clearly different from those of currently available COX-1-selective inhibitors, is a potent COX-1-selective inhibitor (COX-1 IC 50 = 0.80 ± 0.05 μM, COX-2 IC50 = 210 ± 10 μM). This compound causes little gastric damage in rats even at an oral dose of 300 mg/kg, though it has an analgesic effect at as low a dose as 10 mg/kg. Our results show that COX-1-selective inhibitors can be analgesic agents without causing gastric damage.

An Effective Method for Acylation of Weakly Nucleophilic Anilines with Silyl Carboxylates via Mixed Anhydrides

In the presence of a catalytic amount of active titanium(IV) salt generated in situ from 1 mol of TiCl4 and 2 mol of AgOTf, weakly nucleophilic anilines react under mild conditions with nearly equimolar amounts of silyl carboxylates to afford the corresponding anilides in excellent yields using 4-(trifluoromethyl)benzoic anhydride.The mixed anhydride formed in situ from trimethylsilyl acetate and 4-(trifluoromethyl)benzoic anhydride, a key intermediate of this reaction, was detected by 1H NMR experiment.Further, it was shown that the reaction of the mixed anhydrides and 2-nitroaniline was faster than that of the corresponding homo anhydrides and 2-nitroaniline.