Aldehyde Phenylamino-Pyrimidine as Key Precursor for the Synthesis of Imatinib Analogs and In Silico Studies of Their Intermediates

The synthesis of aldehyde-PAP as a key precursor through a triple reaction sequence: diazotization-addition/CuAAC/oxidation by using 4-methyl-<i>N</i><sup>3</sup>-[4-(pyridin-3-yl)pyrimidin-2-yl]benzene-1,3-diamine as the starting material is described. Furthermore, a molecul...

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Main Authors: Luz E. Tierrablanca-Arias, Hugo Cervantes-Valencia, Mitzi N. Piña-Gordillo, Luis Chacón-García, Abel Suárez-Castro, Carlos J. Cortes-García
Format: Article
Language:English
Published: MDPI AG 2023-11-01
Series:Chemistry Proceedings
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Online Access:https://www.mdpi.com/2673-4583/14/1/46
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author Luz E. Tierrablanca-Arias
Hugo Cervantes-Valencia
Mitzi N. Piña-Gordillo
Luis Chacón-García
Abel Suárez-Castro
Carlos J. Cortes-García
author_facet Luz E. Tierrablanca-Arias
Hugo Cervantes-Valencia
Mitzi N. Piña-Gordillo
Luis Chacón-García
Abel Suárez-Castro
Carlos J. Cortes-García
author_sort Luz E. Tierrablanca-Arias
collection DOAJ
description The synthesis of aldehyde-PAP as a key precursor through a triple reaction sequence: diazotization-addition/CuAAC/oxidation by using 4-methyl-<i>N</i><sup>3</sup>-[4-(pyridin-3-yl)pyrimidin-2-yl]benzene-1,3-diamine as the starting material is described. Furthermore, a molecular docking study was conducted to assess the potential of these compounds as possible ABL kinase inhibitors. Finally, leveraging our in silico investigations, we introduce a small virtual library of compound Imatinib analogs, which will aid in identifying the optimal candidates for further in vitro experimentation.
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series Chemistry Proceedings
spelling doaj-art-4c019a45b9cf4841ac881e40ddc3e12d2025-08-20T02:00:39ZengMDPI AGChemistry Proceedings2673-45832023-11-011414610.3390/ecsoc-27-16108Aldehyde Phenylamino-Pyrimidine as Key Precursor for the Synthesis of Imatinib Analogs and In Silico Studies of Their IntermediatesLuz E. Tierrablanca-Arias0Hugo Cervantes-Valencia1Mitzi N. Piña-Gordillo2Luis Chacón-García3Abel Suárez-Castro4Carlos J. Cortes-García5Laboratorio de Diseño Molecular, Instituto de Investigaciones Químico Biológicas, Universidad Michoacana de San Nicolás de Hidalgo, Ciudad Universitaria, Morelia C.P. 58030, Michoacán, MexicoLaboratorio de Diseño Molecular, Instituto de Investigaciones Químico Biológicas, Universidad Michoacana de San Nicolás de Hidalgo, Ciudad Universitaria, Morelia C.P. 58030, Michoacán, MexicoLaboratorio de Diseño Molecular, Instituto de Investigaciones Químico Biológicas, Universidad Michoacana de San Nicolás de Hidalgo, Ciudad Universitaria, Morelia C.P. 58030, Michoacán, MexicoLaboratorio de Diseño Molecular, Instituto de Investigaciones Químico Biológicas, Universidad Michoacana de San Nicolás de Hidalgo, Ciudad Universitaria, Morelia C.P. 58030, Michoacán, MexicoLaboratorio de Diseño Molecular, Instituto de Investigaciones Químico Biológicas, Universidad Michoacana de San Nicolás de Hidalgo, Ciudad Universitaria, Morelia C.P. 58030, Michoacán, MexicoLaboratorio de Diseño Molecular, Instituto de Investigaciones Químico Biológicas, Universidad Michoacana de San Nicolás de Hidalgo, Ciudad Universitaria, Morelia C.P. 58030, Michoacán, MexicoThe synthesis of aldehyde-PAP as a key precursor through a triple reaction sequence: diazotization-addition/CuAAC/oxidation by using 4-methyl-<i>N</i><sup>3</sup>-[4-(pyridin-3-yl)pyrimidin-2-yl]benzene-1,3-diamine as the starting material is described. Furthermore, a molecular docking study was conducted to assess the potential of these compounds as possible ABL kinase inhibitors. Finally, leveraging our in silico investigations, we introduce a small virtual library of compound Imatinib analogs, which will aid in identifying the optimal candidates for further in vitro experimentation.https://www.mdpi.com/2673-4583/14/1/46Imatinib analogsphenylamino-pyrimidinemolecular docking1,2,3,-triazoles
spellingShingle Luz E. Tierrablanca-Arias
Hugo Cervantes-Valencia
Mitzi N. Piña-Gordillo
Luis Chacón-García
Abel Suárez-Castro
Carlos J. Cortes-García
Aldehyde Phenylamino-Pyrimidine as Key Precursor for the Synthesis of Imatinib Analogs and In Silico Studies of Their Intermediates
Chemistry Proceedings
Imatinib analogs
phenylamino-pyrimidine
molecular docking
1,2,3,-triazoles
title Aldehyde Phenylamino-Pyrimidine as Key Precursor for the Synthesis of Imatinib Analogs and In Silico Studies of Their Intermediates
title_full Aldehyde Phenylamino-Pyrimidine as Key Precursor for the Synthesis of Imatinib Analogs and In Silico Studies of Their Intermediates
title_fullStr Aldehyde Phenylamino-Pyrimidine as Key Precursor for the Synthesis of Imatinib Analogs and In Silico Studies of Their Intermediates
title_full_unstemmed Aldehyde Phenylamino-Pyrimidine as Key Precursor for the Synthesis of Imatinib Analogs and In Silico Studies of Their Intermediates
title_short Aldehyde Phenylamino-Pyrimidine as Key Precursor for the Synthesis of Imatinib Analogs and In Silico Studies of Their Intermediates
title_sort aldehyde phenylamino pyrimidine as key precursor for the synthesis of imatinib analogs and in silico studies of their intermediates
topic Imatinib analogs
phenylamino-pyrimidine
molecular docking
1,2,3,-triazoles
url https://www.mdpi.com/2673-4583/14/1/46
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