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Reactivity of C4-indolyl substituted 1,4-dihydropyridines toward superoxide anion (O-2((center dot)under-bar)) in dimethylsulfoxide

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2009-06
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Salazar González, Ricardo Andrés
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Reactivity of C4-indolyl substituted 1,4-dihydropyridines toward superoxide anion (O-2((center dot)under-bar)) in dimethylsulfoxide
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Author
  • Salazar González, Ricardo Andrés;
  • Navarrete Encina, Patricio;
  • Squella Serrano, Juan;
  • Camargo Grandón, Rodrigo;
  • Núñez Vergara, Luis;
Abstract
Reactivity of two new C4-indolyl substituted 1,4-dihydropyridines (1,4-DHPs) toward superoxide anion (O-2) in dimethylsulfoxide (DMSO) is reported. Reactivity was followed by electrochemical and spectroscopic techniques. Gas chromatography-mass spectrometry (GC-MS) was used to identify the final products of the reaction. C4 indolyl-substituted- 1,4-DHPs reacted toward O-2 at Significant rates, according to the calculated kinetic rate constants. Results are compared with 4-phenyl-DHP and the commercial 1,4-DHPs, nimodipine, nisoldipine, and amlodipine. Indolyl-substituted 1,4-DHPs were more reactive than the commercial derivatives. The direct participation of proton of the 1-position of the secondary amine in the quenching Of O-2 was demonstrated.
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URI: https://repositorio.uchile.cl/handle/2250/120758
ISSN: 0894-3230
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JOURNAL OF PHYSICAL ORGANIC CHEMISTRY 22(6): 569-577
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