Design, synthesis, SAR, and biological evaluation of new 4-(phenylamino)thieno[2,3- b]pyridine derivatives

Abstract

In this work, we performed the design, synthesis, and the structure–activity relationship studies of 13 new derivatives of thieno[2,3- b]pyridine. These derivatives were prepared in high yields (96–70%) and their structures were elucidated by IR, 1H, 13C NMR, and MS. The biological results showed some derivatives as antiparasitic agents against Giardia lamblia. Computational analysis of HOMO and LUMO energy, HOMO orbital coefficient distribution, electrostatic potential map, dipole moment, and density HOMO was performed to gain insight into the SAR aspects. This study pointed the p-methoxy substituted derivative as a leading compound for the development of new microbicidal medicines based on thieno[2,3- b]pyridine analogs.