New cardiotonic agents related to amrinone: synthesis of 1,2-dihydro-5-arylpyridin-2-ones.
For development of new cardiotonic agents a series of 5-aryl-3,4-dihydropyridin-2(1H)-ones, related to amrinone have been prepared from methylquinolines, 2-arylacetic acid or 3-arylethanones by direct aminomethylenation and subsequent condensation-cyclization with malonamide and cyanacetamide in classic basic media or phase-transfer catalysis, in good to excellent yields. Preliminary pharmacological assays have shown that these compounds, especially 5h and 5i, have a remarkable cardiotonic effect and present a selective inhibition of PDE-III/PDE-I isolated from cat heart.
Gómez-Parra
V
V
Instituto de Química, Universidad Federal do Rio Grande do Sul, BR-91500 Porto Alegre, Brazil.
Gómez
M C
MC
Sánchez
F
F
Stefani
V
V
D000676:Amrinone / Q000031:analogs & derivatives*; D000818:Animals; D002316:Cardiotonic Agents / Q000138:chemical synthesis* / Q000494:pharmacology; D002415:Cats; D006168:Guinea Pigs; D066298:In Vitro Techniques; D009200:Myocardial Contraction / Q000187:drug effects; D011728:Pyridones / Q000138:chemical synthesis* / Q000494:pharmacology
D002316:Cardiotonic Agents; D011728:Pyridones; D000676:Amrinone