Artigo Revisado por pares

Pyridazine Derivatives. Part 21: Synthesis and Structural Study of Novel 4-Aryl-2,5-dioxo-8-phenylpyrido[2,3-d]pyridazines

2000; Elsevier BV; Volume: 56; Issue: 16 Linguagem: Inglês

10.1016/s0040-4020(00)00082-x

ISSN

1464-5416

Autores

Beatriz Pita, Eddy Sotelo, Margarita Suárez, Enrique Raviña, Estael Ochoa, Yamila Verdecia, H. Novoa, N. M. Blaton, Caimle de Ranter, Oswald M. Peeters,

Tópico(s)

Synthesis and biological activity

Resumo

New substituted 4-aryl-2,5-dioxo-8-phenylpyrido[2,3-d]pyridazines 4a–f have been prepared in one step from the corresponding arylidene substituted Meldrum's acid (1) and 5-amino-6-phenyl-3(2H)-pyridazinone (2) in good yields. Semiempirical theoretical calculations (AM1) reveal two favoured conformations (A and B) for compounds 4a–f, with a screw boat conformation in the pyridone system and a planar pyridazinone ring. X-Ray crystallographic analysis shows that in the solid state, conformation A bearing the phenyl ring in a pseudoaxial position is the most stable. Compounds 4a–f fulfil, from the structural point of view, all the requirements needed for exhibiting cardiotonic effects.

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