3679-65-0

Usage

InChI:InChI=1/C13H12N2O2/c14-9-5-7-10(8-6-9)15-13(17)11-3-1-2-4-12(11)16/h1-8,16H,14H2,(H,15,17)

Upstream product

• 7647-01-0 hydrogenchloride 
• 1152-51-8 4'-nitrosalicylanilide 
• 118-55-8 phenyl Salicylate 
• 106-50-3 1,4-phenylenediamine 
• 849337-82-2 N-(4-aminophenyl)-2-methoxybenzamide 
• 96748-35-5 N-(4-nitrophenyl)-2-methoxybenzamide 
• 21615-34-9 2-Methoxybenzoyl chloride 
• 69-72-7 salicylic acid 
• 100-01-6 4-nitro-aniline 

Relevant academic research and scientific papers

Multifunctional bio-based phenol-amine antioxidant, as well as preparation method and application thereof

The invention discloses a multifunctional bio-based phenol-amine antioxidant. The multifunctional bio-based phenol-amine antioxidant includes a compound with a structure shown as a formula in the description, wherein the structural formula of any one of R

Amino-Substituted Benzamide Derivatives as Promising Antioxidant Agents: A Combined Experimental and Computational Study

We prepared a range of N-arylbenzamides with a variable number of methoxy and hydroxy groups, bearing either amino or amino-protonated moieties, and used DPPH and FRAP assays to evaluate their antioxidant capacity. Most of the systems exhibit improved antioxidative properties relative to the reference BHT molecule in both assays. Combining results from both sets of experiments, the most promising antioxidative potential was displayed by the trihydroxy derivative 26, which we propose as a lead compound for a further optimization of the benzamide scaffold. Computational analysis helped in interpreting the observed trends and demonstrated that protonated systems are better antioxidants than their neutral counterparts, while underlying the positive influence of the electron-donating methoxy group on the antioxidant properties, thus confirming the experiments. It also revealed that the introduction of the hydroxy groups shifts the reactivity from both amide and amine groups toward this moiety and additionally enhances antioxidative features. This is particularly evident in 26H?+, which owes its pronounced reactivity to the stabilizing [O?···H-O] hydrogen bonding between the created phenoxyl radical and the two neighboring hydroxy groups. We demonstrated that its antioxidative activities are more favorable than those for analogous trihydroxy derivatives without the N-phenyl group or without the amide moiety, which strongly justifies the employed strategy in utilizing bisphenylamides in designing potent antioxidants.

Inhibition studies on Mycobacterium tuberculosis N-acetylglucosamine-1- phosphate uridyltransferase (GlmU)

Peptidoglycan is an essential component of the cell wall of bacteria, including Mycobacterium tuberculosis, that provides structural strength and rigidity to enable internal osmotic pressure to be withstood. The first committed step in the biosynthesis of peptidoglycan involves the formation of uridine diphosphate-N-acetylglucosamine (UDP-GlcNAc) from uridine triphosphate (UTP) and GlcNAc-1-phosphate. This reaction is catalysed by N-acetylglucosamine- 1-phosphate uridyltransferase (GlmU), a bifunctional enzyme with two independent active sites that possess acetyltransferase and uridyltransferase activities. Herein, we report the first inhibition study targeted against the uridyltransferase activity of M. tuberculosis GlmU. A number of potential inhibitors were initially prepared leading to the discovery of active aminoquinazoline-based compounds. The most potent inhibitor in this series exhibited an IC50 of 74 μM against GlmU uridyltransferase activity and serves as a promising starting point for the discovery of more potent inhibitors.

Synthesis of Substituted Salicylanilides under Microwave Irradiation

Salicylanilides were prepared in 70-95% yields in 4-8 min from phenyl salicylate or phenyl 4-methoxysalicylate and substituted anilines under microwave irradiation under solvent free conditions.