Synthesis and Biological Evaluation of Some [1,2,4]Triazolo[4,3-a]quinoxaline Derivatives as Novel Anticonvulsant Agents

Abstract

2-([1,2,4]Triazolo[4,3-a]quinoxalin-4-ylthio)acetic acid hydrazide (10) was used as a precursor for the syntheses of novel quinoxaline derivatives with potential anticonvulsant properties. The newly synthesized compounds have been characterized by IR, 1H NMR, and mass spectral data followed by elemental analysis. The anticonvulsant evaluation was carried out for eleven of the synthesized compounds using metrazol induced convulsions model and phenobarbitone sodium as a standard. Among this set of tested compounds, two of them (14, and 15b) showed the best anticonvulsant activities.

Discovery and antiproliferative evaluation of new quinoxalines as potential DNA intercalators and topoisomerase II inhibitors

“…The reaction of 13 with thiourea in absolute alcohol with subsequent treatment with 10% KOH followed by acidification using conc. HCl produced [1,2,4]triazolo[4,3‐ a ]quinoxaline‐4‐thiol 14 . Compound 15 , the potassium salt of 14 , was prepared by treatment of 14 with alc.…”

“…HCl produced [1,2,4]triazolo[4,3‐ a ]quinoxaline‐4‐thiol 14 . Compound 15 , the potassium salt of 14 , was prepared by treatment of 14 with alc. KOH.…”

“…The reactions were monitored by thin‐layer chromatography (TLC) using TLC sheets coated with UV fluorescent silica gel Merck 60 F 254 plates and were visualized using UV lamp and different solvents as mobile phases. Compounds 10, 11, 12, 13, 14 , and 15 were synthesized according to the reported methods …”

Present status of quinoxaline motifs: Excellent pathfinders in therapeutic medicine

“…The preliminary anticonvulsant activity by PTZ animal model showed that new 4-styryltetrazolo[1,5-a] quinoxaline 98 and 1-trifluoromethyl-4-styryl [1,2,4]triazolo[4,3-a]quinoxaline 99 exhibited promising activity, which was comparable to the diazepam standard [109] while 100 with relative potency 0.66 [110]; 101 with relative potency 0.60 [111] and 102 with relative potency 0.33 [112], possessed encouraging activity as compared with phenibarbitone sodium standard. The carbonohydrazide derivative 103 was reported to show 100% protection at 30 mg/kg body mass against electroshock induced seizure without any sign of motor impairment [113].…”

Synthesis and Characterization of New Heterocyclic Schiff's Bases from Methyl 4-Hydroxybenzoate

“…Also they found to be used as anticancer agents [7][8], antibacterial [4], antitubercular [9], and anticonvulsants [10,11], antiviral [12], anti-inflammatory [13][14].…”