Synthesis and antimicrobial activity of chromone-linked 2-pyridone fused with 1,2,4-triazoles, 1,2,4-triazines and 1,2,4-triazepines ring systems

Tarik El-Sayed Ali, Magdy Ahmed Ibrahim
2010 Journal of the Brazilian Chemical Society  
Três novas séries de sistemas heterocíclicos nitrogênio fundidos como o 1,2,4-triazol[1,5-a] piridinas (5-7 e 9), pirido[1,2-b][1,2,4]triazinas (10, 11, 13 e 15), e também pirido[1,2-b] [1,2,4] triazepinas (17, 18, 20 e 22) ligadas a um fragmento cromona foram sintetizadas a partir do intermediário-chave 1,6-diamino-(6-cloro-4-oxo-4H-chromen-3-il)-2-oxo-1,2-diidropiridina-3,5dicarbonitrila (4) com alguns reagentes eletrofílicos. As estruturas dos compostos inéditos foram estabelecidas por
more » ... belecidas por análise elementar e dados espectrais. Todos os produtos foram testados quanto à sua atividade antimicrobiana in vitro. Os compostos 7, 9 e 15 mostraram as maiores atividades quando comparadas às drogas de referência. Three series of novel fused nitrogen heterocyclic systems such as 1,2,4-triazolo[1,5-a] pyridines (5-7 and 9), pyrido[1,2-b][1,2,4]triazines (10, 11, 13 and 15), and pyrido[1,2-b][1,2,4]triazepines (17, 18, 20 and 22) linked with a chromone moiety were synthesized from the key intermediate 1,6-diamino-(6-chloro-4-oxo-4H-chromen-3-yl)-2-oxo-1,2-dihydropyridine-3,5-dicarbonitrile (4) with some electrophilic reagents. The structures of the novel compounds were established by elemental analyses and spectral data. All the products were also screened in vitro for their antimicrobial activity. Compounds 7, 9 and 15 showed the highest activities when compared with the reference drugs.
doi:10.1590/s0103-50532010000600010 fatcat:5d6usnrr7fe5vfrcyde4u2e7wu