129227-24-3

Upstream product

• 15804-19-0 quinoxaline-2,3-dione 
• 100-52-7 benzaldehyde 
• 31595-63-8 2-hydroxy-3-hydrazinebenzopyrazine 
• 95-54-5 1,2-diamino-benzene 
• 35676-70-1 2-chloro-3-hydroxy-quinoxaline 

Downstream Products

• 1334597-64-6 C₁₇H₁₃ClN₄O₂ 
• 129227-28-7 1-phenyl-[1,2,4]triazolo[4,3-a]quinoxalin-4(5H)-one 

Relevant academic research and scientific papers

Design, synthesis and photoinduced DNA cleavage studies of [1,2,4]-triazolo[4,3-a]quinoxalin-4(5H)-ones

An expedient and eco-friendly synthesis of 1-aryl/heteroaryl-[1,2,4]-triazolo[4,3-a]quinoxalin-4(5H)-ones (4) has been accomplished via iodobenzene diacetate mediated oxidative intramolecular cyclization of 3-(2-(aryl/heteroarylidene)hydrazinyl)-quinoxalin-2(1H)-ones (3). Ten synthesized compounds 3 and 4 (10–40 μg) on irradiation with UV light at λmax 312 nm could lead to cleavage of supercoiled pMaxGFP DNA (Form I) into the relaxed DNA (Form II) without any additive. Further, DNA cleaving ability of triazoles was quantitatively evaluated and was found to be dependent on its structure, concentration, and strictly on photoirradiation time. Mechanistic investigations using several additives as potential inhibitors/activator revealed that the DNA photocleavage reaction involves Type-I pathway leading to formation of superoxide anion radicals (O2 ? [rad]) as the major reactive oxygen species responsible for photocleavage process.

Synthesis and antimicrobial activity of novel thiazolidinone and azetidinone derivatives

Reaction of 2,3-diketoquinoxaline in presence of phosphorus pentachloride and hydrazine hydrate gives 2-hydrazino-3-hydroxyquinoxalin (4) which on treatment with various aldehydes in appropriate solvent gives 2-p-anisyl-3-(3-hydroxy quinoxalin-2 yl-amino)-4-thiazolidinones (6) and 1-N-(3-hydroxy quinoxalin-2'yl-amino)-4-aryl-3-chloro-2-azetidinones (7). The structure of compounds 6a-6l and 7a-7l has been confirmed by IR and 1H NMR data. All these compounds were tested for their antimicrobial and antifungal activity against different microorganisms.

Formation of 1-phenyl-4-oxo [1,2,4]triazolo[4,3-a]quinoxaline from 2- chloro-3-(2'-benzylidenehydrazino)quinoxaline during dehydrogenative cyclisation using cupric acetate

Attempted dehydrogenative cyclisation of 2-chloro-3-(2'- benzylidinchydrazino)quinoxaline 5 with a view to prepare 1-phenyl-4-chloro- [1,2,4]-triazolo [4, 3-a]quinoxaline 6 using cupric acetate gives 1-phenyl-4- oxo-[1,2,4]triazolo[4,3-a]quinoxaline 7. A rational explanation is offered for this reaction and the applicability of cupric acetate as dehydrogenative cyclisation agent (such as in the conversion of 10→11) has been demonstrated.