Comparative spectroscopic and electrochemical study of nitroindazoles: 3-alcoxy, 3-hydroxy and 3-oxo derivatives.
Cyclic voltammetry and electron spin resonance techniques were used in the investigation of novel 3-alkoxy- and 3-hydroxy-1-[omega-(dialkylamino)alkyl]-5-nitroindazole derivatives. A self-protonation process involving the protonation of the nitro group was observed. The reactivity of the nitro-anion radical for these derivatives with glutathione, a biological relevant thiol, was also studied by cyclic voltammetry. These studies demonstrated that glutathione could react with radical species from 5-nitroindazole system. Also we demonstrated that nitro-anion radicals show three different patterns of delocalization where the indazole 1-lateral chain does not have major influence.
Rodríguez
Jorge
J
Departamento de Química Inorgánica y Analítica, Facultad de Ciencias Químicas y Farmacéuticas, Universidad de Chile, Chile.
Olea-Azar
Claudio
C
Barriga
German
G
Folch
Christian
C
Gerpe
Alejandra
A
Cerecetto
Hugo
H
González
Mercedes
M
D004563:Electrochemistry / Q000379:methods*; D004566:Electrodes; D004578:Electron Spin Resonance Spectroscopy; D005609:Free Radicals / Q000737:chemistry; D005978:Glutathione / Q000737:chemistry; D007191:Indazoles / Q000737:chemistry*; D012972:Sodium Hydroxide / Q000737:chemistry; D013053:Spectrophotometry
D005609:Free Radicals; D007191:Indazoles; D012972:Sodium Hydroxide; D005978:Glutathione