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  • Title: Design, synthesis, SAR, and biological evaluation of new 4-(phenylamino)thieno[2,3-b]pyridine derivatives.
    Author: Bernardino AM, da Silva Pinheiro LC, Rodrigues CR, Loureiro NI, Castro HC, Lanfredi-Rangel A, Sabatini-Lopes J, Borges JC, Carvalho JM, Romeiro GA, Ferreira VF, Frugulhetti IC, Vannier-Santos MA.
    Journal: Bioorg Med Chem; 2006 Aug 15; 14(16):5765-70. PubMed ID: 16781157.
    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, (1)H, (13)C 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.
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