Synthesis and biological evaluation of some novel quinoxaline derivatives as anticonvulsant agents

Abstract

In view of their expected anticonvulsant activity, some new derivatives of quinonxaline (V1-7) were designed and synthesized by condensation of different aromatic aldehydes with 2-(2-oxo-3-phenylquinoxalin-1(2H)-yl)acetohydrazide (IV). All synthesized compounds were isolated and confirmed by IR, 1H-NMR, MS, elemental analysis and then tested as anticonvulsant agents. Compound V3 and V1 showed the highest anticonvulsant effect with anticonvulsant potency relative to phenobarbital sodium of 0.8 and 0.75 whereas compound V5 exhibited the lowest relative potency of 0.09. The other compounds showed variable activity between these values as follows: V2 = 0.19, V4 = 0.41, V6 = 0.1 and V7 = 0.15. All compounds showed less activity than the reference compound phenobarbital. But the compounds provided a basis for further optimization.

Metal Free Benzylation and Alkylation of Quinoxalin‐2(1H)‐ones with Alkenes Triggered by Sulfonyl Radical Generated from Sulfinic Acids

“…Quinoxalin‐2(1 H )‐ones are a significant class of biologically active molecules that showcases a wide spectrum of pharmacological activity including anti‐convulsant, anti‐coagulant, muscle relaxant activity, as well as aids in the treatment of cerebrovascular diseases . Among these, C3‐substituted quinoxalin‐2‐ones are considered to be the most privileged pharmacophore .…”

Recent advances in the transition-metal-free synthesis of quinoxalines

“…Quinoxalines structural motifs are widely distributed in the architecture of numerous natural products, 3 pharmaceutical agents, 4 agrochemicals, 5 pharmacologically active synthetic compounds. 6 They have been found to possess a diverse range of biological activities including antidiabetic, 7 antimicrobial, 8 anticancer, 9 antituberculosis, 10 antibacterial, 11 anti-inflammatories, 12 anti-HIV, 13 antiviral, 14 PI3Kγ inhibitors, 15 cyclooxygenase 2 (COX-2) inhibitors, 16 antimalarial, 17 anti-dengue, 18 antioxidant, 19 anticonvulsant, 20 antidepressant, 21 antitumors, 22 antiplasmodial, 23 antileishmanial activity, 24 and antiprotozoal activity. 25 …”

An efficient synthesis of 4-phenoxy-quinazoline, 2-phenoxy-quinoxaline, and 2-phenoxy-pyridine derivatives using aryne chemistry

“…Quinazolines are the compounds showing different medicinal properties such as anti-convulsant, 12 anti-bacterial, 13 anti-diabetic, 14 anti-carcinogen 15 etc. , whereas quinoxalines are having anti-biotic, 16 anti-mycobacterial, 17 anti-viral, 18 anti-osteoclast, 19 anti-convulsant 20 properties. Some of the important biologically active quinazoline and quinoxaline derivatives are shown in Fig.…”