Synthesis and ache inhibiting activity of 2, 4 substituted 6-phenyl pyrimidines

• CRISTIAN PAZ ^[1] ; MARTIN G PETER ^[2] ; BERND SCHMIDT ^[2] ; JOSE BECERRA ^[1] ; MARGARITA GUTIÉRREZ ^[3] ; LUIS ASTUDILLO ^[3] ; MARIO SILVA ^[1]
  1. [1] Universidad de Concepción

     Universidad de Concepción

     Comuna de Concepción, Chile

     
  2. [2] University of Potsdam

     University of Potsdam

     Kreisfreie Stadt Potsdam, Alemania

     
  3. [3] Universidad de Talca

     Universidad de Talca

     Provincia de Talca, Chile

     

  Mostrar afiliaciones +
• Localización: Journal of the Chilean Chemical Society (Boletín de la Sociedad Chilena de Química), ISSN-e 0717-6309, ISSN 0366-1644, Vol. 57, Nº. 3, 2012, págs. 1292-1294
• Idioma: inglés
• Enlaces
  • Texto completo
• Resumen

  • Novel substituted pyrimidines were synthesized from methyl 2,4-dioxo-4-phenyl-butanoate (I-A) and urea, followed by Mitsunobu coupling of I-A with benzyl or allyl alcohol to give the corresponding 2-hydroxypyrimidine ethers in good yields. Saponification of I-A, followed by reaction with benzyl or allyl amines in the presence of TBTU yielded 2-hydroxy-6-phenyl-pyrimidine 4-carboxamides. AChE and BuChE assays revealed 2-hydroxy-6-phenyl-pyrimidine-4-carboxyallyamide as the most active compound, IC50= 90 µM, with no inhibition of BuChE.