title: Comparative spectroscopic and electrochemical study of nitroindazoles: 3-alcoxy, 3-hydroxy and 3-oxo derivatives.
abstract: 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.
authors.affiliation: Departamento de Química Inorgánica y Analítica, Facultad de Ciencias Químicas y Farmacéuticas, Universidad de Chile, Chile.
authors.forename: Jorge
authors.initials: J
authors.lastname: Rodríguez
authors.forename: Claudio
authors.initials: C
authors.lastname: Olea-Azar
authors.forename: German
authors.initials: G
authors.lastname: Barriga
authors.forename: Christian
authors.initials: C
authors.lastname: Folch
authors.forename: Alejandra
authors.initials: A
authors.lastname: Gerpe
authors.forename: Hugo
authors.initials: H
authors.lastname: Cerecetto
authors.forename: Mercedes
authors.initials: M
authors.lastname: González
mesh_terms: 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
chemical_list: D005609:Free Radicals; D007191:Indazoles; D012972:Sodium Hydroxide; D005978:Glutathione