Theoretical study of a hydration mechanism in an enaminone pro-drug prototype

JUAN C. GARRO MARTÍNEZ; GRACIELA N. ZAMARBIDE; MARIO ESTRADA; FRANCISCO TOMÁS VERT; CARLOS A. PONCE

JOURNAL OF MOLECULAR STRUCTURE THEOCHEM

Año: 2003 p. 617 - 623

0166-1280

Abstract Enaminones may act as pro-drugs releasing via proton-catalyzed hydrolysis a primary amine, which may be an actual drug. A hydration mechanism of prototype enaminone (2-propenal-3-amine) has been subjected to quantum chemical studies. All involved compounds were investigated in a search for the most likely reactive form. Results revealed that the proposed reaction pathway is thermodynamically possible.