735-28-4

Usage

Class

Organic compounds

Molecular weight

294.25 g/mol

Physical state

Brown powder

Main use

Pharmaceutical research and drug synthesis

Potential applications

Development of new medications

Specific properties

Vary depending on context and purpose of use

Upstream product

• 118-48-9 isatoic anhydride 
• 88-17-5 2-(trifluoromethyl)benzenamine 
• 314053-91-3 2-nitro-N-(2-trifluoromethylphenyl)benzamide 
• 67-56-1 methanol 
• 552-16-9 ortho-nitrobenzoic acid 
• 610-14-0 2-nitrobenzyl chloride 

Downstream Products

• 133040-61-6 2-[2-(1H-Indol-3-yl)-ethyl]-3-(2-trifluoromethyl-phenyl)-3H-quinazolin-4-one 
• 340-49-8 3-[2-(trifluoromethyl)phenyl]-2-methylquinazolin-4(3H)-one 

Relevant academic research and scientific papers

Copper-catalyzed radical methylation/C-H amination/oxidation cascade for the synthesis of quinazolinones

A copper-catalyzed radical methylation/sp3 C-H amination/oxidation reaction for the facile synthesis of quinazolinone was developed. In this cascade reaction, dicumyl peroxide acts not only as a useful oxidant but also as an efficient methyl source. Notably, a methyl radical, generated from peroxide, was confirmed by electron paramagnetic resonance for the first time.

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.

Stannous chloride in alcohol: A one-pot conversion of 2-Nitro-N- arylbenzamides to 2,3-Dihydro-1H-quinazoline-4-ones

A novel one-step synthesis of 2,3-dihydro-1H-quinazolin-4-ones from 2-nitrobenzamides is reported. These reactions are mediated by stannous chloride in 0.02 M methanolic or ethanolic HCl solution and proceed in good yields.