1613082-53-3Relevant academic research and scientific papers
Iodine-Catalyzed C-N Bond Formation: Synthesis of 3-Aminoquinoxalinones under Ambient Conditions
Gupta, Abhishek,Deshmukh, Mahesh Subhashrao,Jain, Nidhi
, p. 4784 - 4792 (2017)
A metal-free cross-dehydrogenative coupling between quinoxalinones (sp2 C-H) and amines (N-H) in the presence of catalytic iodine is reported. The reaction yields 3-aminoquinoxalinones in moderate to high yields under ambient conditions in dioxane as solvent and aqueous tert-butyl hydroperoxide (TBHP) as the terminal oxidant. The reaction is highly versatile and exhibits good functional group tolerance with a range of primary and secondary amines. It provides a practical access to pharmaceutically active 3-aminoquinoxalinone derivatives. Preliminary mechanistic studies reveal in situ iodination of the amine as the putative mode of activation.
Structure-activity relationships studies of quinoxalinone derivatives as aldose reductase inhibitors
Hussain, Saghir,Parveen, Shagufta,Hao, Xin,Zhang, Shuzhen,Wang, Wei,Qin, Xiangyu,Yang, Yanchun,Chen, Xin,Zhu, Shaojuan,Zhu, Changjin,Ma, Bing
, p. 383 - 392 (2014/05/20)
Novel quinoxalinone derivatives were synthesized and tested for their inhibitory activity against aldose reductase. Among them, N1-acetate derivatives had significant activity in a range of IC50 values from low micromolar to submicromolar, and compound 15a bearing a C3-phenethyl side chain was identified as the most potent inhibitor with an IC50 value of 0.143 μM. The structure-activity studies suggested that both C3-phenethyl and C6-NO2 groups play an important role in enhancing the activity and selectivity of the quinoxalinone based inhibitors.
