Title of article :
Pyridazine Derivatives. Part 21: Synthesis and Structural Study of Novel 4-Aryl-2,5-dioxo-8-phenylpyrido[2,3-d]pyridazines
Author/Authors :
Beatriz Pita، نويسنده , , Eddy Sotelo، نويسنده , , Margarita Su?rez، نويسنده , , Enrique Ravi?a، نويسنده , , Estael Ochoa، نويسنده , , Yamila Verdecia، نويسنده , , Hector Novoa de Armas، نويسنده , , Norbert Blaton، نويسنده , , Caimle de Ranter، نويسنده , , Oswald M. Peeters، نويسنده ,
Abstract :
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 Meldrumʹs 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.
Keywords :
3 , 3-d]pyridazines , 4-dihydropyridones , Conformational analysis , Theoretical calculations