175609-23-1

Upstream product

• 57948-15-9 5-formylbenzo[1,2-c]1,2,5-oxadiazole N¹-oxide 
• 19164-42-2 5-formylbenzo[c][1,2,5]oxadiazole 1-oxide 
• 19164-41-1 5-methylbenzofuroxan 
• 175609-21-9 5-(bromomethyl)benzofuroxan 

Downstream Products

• 19164-42-2 5-formylbenzo[c][1,2,5]oxadiazole 1-oxide 

Relevant academic research and scientific papers

In vivo anti-chagas vinylthio-, vinylsulfinyl-, and vinylsulfonylbenzofuroxan derivatives

New benzofuroxans were developed and studied as antiproliferative Trypanosoma cruzi agents. Compounds displayed remarkable in vitro activities against different strains, Tulahuen 2, CL Brener and Y. Its unspecific cytotoxicity was evaluated using human macrophages being not toxic at a concentration at least 8 times, and until 250 times, that of its T. cruzi IC50. Some biochemical pathways were studied, namely parasite respiration, cysteinyl active site enzymes and reaction with glutathione, as target for the mechanism of action. Not only T. cruzi respiration but also Cruzipain or trypanothione reductase were not affected, however the most active derivatives, the vinylsulfinyl- and vinylsulfonyl-containing benzofuroxans, react with glutathione in a redox pathway. Furthermore, the compounds showed good in vivo activities when they were studied in an acute murine model of Chagas' disease. The compounds were able to reduce the parasite loads of animals with fully established T. cruzi infections.

1,2,5-Oxadiazole N-oxide derivatives and related compounds as potential antitrypanosomal drugs: Structure-activity relationships

The syntheses of a new series of derivatives of 1,2,5-oxadiazole N- oxide, benzo[1,2-c]1,2,5-oxadiazole N-oxide, and quinoxaline di-N-oxide are described. In vitro antitrypanosomal activity of these compounds was tested against epimastigote forms of Trypa

Benzofurazanyl- and benzofuroxanyl-1,4-dihydlropyridines : Synthesis, structure and calcium entry blocker activity

The synthesis, structural characterization and calcium blocking activity of a series of benzofurazanyl-1,4-dihydropyridines (18 and 19) and benzofuroxanyl analogues (20 and 21) are reported. 1H-NMR showed that all the benzofuroxan derivatives exist in solution as tautomeric mixtures. The predominant tautomeric form in solution of the derivative 20 (dimethyl 1,4-dihydro-2,6-dimethyl-4-(4-benzofuroxanyl)-3,5-pyridinedicarboxylate) is also the one preferred in the solid state as shown by X-ray analysis. The conformation in the solid state of the benzofurazanyl analogue is also reported. Calcium entry blocker activity of the dihydropyridine derivatives 18-21 has been evaluated in isolated rabbit basilar artery as relaxation of calcium-induced contractions in high K+-depolarizing solution. All the compounds displayed high potency. The activity of benzofurazan derivatives was not changed by the N-oxidation. The two most active compounds 18 and 20 were as potent as Nifedipine.

Substituted quinoxaline-2-carboxamide 1,4-dioxides

Compounds of the formula SPC1 Wherein X is a 6- or 7-position substituent selected from the group consisting of formyl, acetyl, hydroxymethyl, 1-hydroxyethyl and EQU1 wherein Y is selected from the group consisting of hydrogen and methyl; R1 is hydrogen or methyl; R2, when taken separately, is hydrogen or alkyl having 1 to 4 carbon atoms; R3, when taken separately, is hydrogen, alkyl having 1 to 4 carbon atoms, --(CH2)n OH, --(CH2)n OCH3, --(CH2)n NH2, EQU2 or EQU3 wherein n is 2 or 3 and R2 and R3, when taken together with the nitrogen atom to which they are attached, form a member selected from the group consisting of pyrrolo, pyrrolidino, piperidino, morpholino, thiomorpholino, piperazino, N-(lower alkyl)piperazino, N-hydroxy(lower alkyl)piperazino, N-(lower alkanoyl)piperazino and N-carbo(lower alkoxy)piperazino and the pharmaceutically acceptable acid addition salts of those compounds wherein R2 has an ω-aminoalkyl moiety; methods for their preparation; and their use as antibacterial agents and as agents for promoting growth and improving feed efficiency of animals.