SÍNTESE DE NOVOS POTENCIAIS ANTAGONISTAS DO NMDA SUBTIPO NR2B DO SISTEMA NERVOSO CENTRAL BASEADOS EM CARBOXAMIDAS TRIAZÓLICAS

• Ano de defesa: 2006
• Autor(a) principal: Epifanio, Neide Mara de Menezes
• Tipo de documento: Dissertação
• Tipo de acesso: Acesso aberto
• dARK ID: ark:/87559/0013000001fkk
• Idioma: por
• Instituição de defesa: Programa de Pós-graduação em Química Orgânica; Química Orgânica
• Palavras-chave em Português: SNC; NMDA; carboxamidas; Neurofarmacologia; Antagonista; Triazol; Antagonista NR2B; CNS; carboxamides; CNPQ::CIENCIAS EXATAS E DA TERRA::QUIMICA::QUIMICA ORGANICA
• Link de acesso: https://app.uff.br/riuff/handle/1/21036

In this work were investigated the preparations of new amines and amides 1,2,3 - and 1,2,4 - triazoles, which were viewed as intermediates in the syntheses of new amino carboxamides with potentials antagonistic activities of the N-methyl-D-aspartate in the central nervous system. While the 3-amine-5-trifluoromethyl-2H-1,2,4-triazole (2) was prepared in one step starting from the trifluoroacetic acid, the 4-aminemethyil-2-phenyl-2H-[1,2,3]-triazole (4) was synthesized in good global yield starting from the D-glucose in a route intermediated by the 2- phenyl-2H-[1,2,3]-triazole-4-carboxaldehyde (6). Once the reductive amination of 6 didn't produce the benzyl-(2-phenyl-2H- [1,2,3(triazole-4-ylmethyl)-amine (3), the preparation of this substance was investigated by the reduction of N-benzyl-2-phenyl-2H-1,2,3-triazole-4-carboxamide (7). Because the 3-amine-5-trifluoromethyl-2H-1,2,4-triazole (2) was shown to be inert from the acylations with chlorides acids and anhydrides, the preparation of the intermediate 2- chlorine-N-(5-trifluoromethyl-2H-[1,2,4]triazole-3-yl)-acetamide (1) it was made by reaction of 2 with the chloroacetic acid in solid phase.