Design, synthesis, and anticancer evaluation of novel imidazo[1,2-c]thieno[3,2-e]pyrimidin derivatives

Abstract

Derivatives of a novel heterocyclic system ethyl 2-(2-(aryl)-9-(aryl)imidazo [1,2-c]thieno [3,2-e]pyrimidin-3-yl)acetate have been obtained by successive reactions in four stages; Knoevenagel condensation between acetophenone derivatives with malononitrile to give 2-(1-arylethylidene)malononitrile, closing the thiophene ring in the latter to form 3-amino-2-5-arylthieno [2,3-d]pyrimidin-4-amines by using formamid, and one-pot three-component reaction of the 3-amino-2-5-arylthieno [2,3-d]pyrimidin-4-amine ring, Meldrum's acid, and various aryl glyoxal. The structure of the new compounds was confirmed based on elemental analysis and spectral data. The anticancer activity of some selected synthesized compounds was also examined. Although the compounds 10a-j are not considerable effective against the three cell lines tested, in comparison to etoposide, compound 10c is somewhat potential.