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Synthesis and Structural Characterization of Pyridine-2,6-dicarboxamide and Furan-2,5-dicarboxamide Derivatives

Derivatives based on pyridine-2-6- and furan-2,5-dicarboxamide scaffolds reveal numerous chemical properties and biological activities. This fact makes them an exciting research topic in supramolecular and coordination chemistry and in discovering new pharmacologically-active compounds. This work ai...

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Autores principales: Puckowska, Anna, Gawel, Magdalena, Komorowska, Marlena, Drozdzal, Pawel, Arning, Aleksandra, Pawelski, Damian, Brzezinski, Krzysztof, Plonska-Brzezinska, Marta E.
Formato: Online Artículo Texto
Lenguaje:English
Publicado: MDPI 2022
Materias:
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC8948770/
https://www.ncbi.nlm.nih.gov/pubmed/35335183
http://dx.doi.org/10.3390/molecules27061819
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author Puckowska, Anna
Gawel, Magdalena
Komorowska, Marlena
Drozdzal, Pawel
Arning, Aleksandra
Pawelski, Damian
Brzezinski, Krzysztof
Plonska-Brzezinska, Marta E.
author_facet Puckowska, Anna
Gawel, Magdalena
Komorowska, Marlena
Drozdzal, Pawel
Arning, Aleksandra
Pawelski, Damian
Brzezinski, Krzysztof
Plonska-Brzezinska, Marta E.
author_sort Puckowska, Anna
collection PubMed
description Derivatives based on pyridine-2-6- and furan-2,5-dicarboxamide scaffolds reveal numerous chemical properties and biological activities. This fact makes them an exciting research topic in supramolecular and coordination chemistry and in discovering new pharmacologically-active compounds. This work aimed to obtain a series of symmetrical pyridine-2-6- and furan-2,5-dicarboxamides through a condensation reaction of the appropriate acyl chlorides and aromatic amides. Successful syntheses were confirmed with NMR spectroscopy. We solved their crystal structures for seven compounds; two pyridine and five furan derivatives. Based on our crystallographic studies, we were able to indicate supramolecular features of the crystals under investigation. Additionally, Hirshfeld surface analysis allowed us to calculate a distribution of intermolecular contacts in the dicarboxamide crystals.
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spelling pubmed-89487702022-03-26 Synthesis and Structural Characterization of Pyridine-2,6-dicarboxamide and Furan-2,5-dicarboxamide Derivatives Puckowska, Anna Gawel, Magdalena Komorowska, Marlena Drozdzal, Pawel Arning, Aleksandra Pawelski, Damian Brzezinski, Krzysztof Plonska-Brzezinska, Marta E. Molecules Article Derivatives based on pyridine-2-6- and furan-2,5-dicarboxamide scaffolds reveal numerous chemical properties and biological activities. This fact makes them an exciting research topic in supramolecular and coordination chemistry and in discovering new pharmacologically-active compounds. This work aimed to obtain a series of symmetrical pyridine-2-6- and furan-2,5-dicarboxamides through a condensation reaction of the appropriate acyl chlorides and aromatic amides. Successful syntheses were confirmed with NMR spectroscopy. We solved their crystal structures for seven compounds; two pyridine and five furan derivatives. Based on our crystallographic studies, we were able to indicate supramolecular features of the crystals under investigation. Additionally, Hirshfeld surface analysis allowed us to calculate a distribution of intermolecular contacts in the dicarboxamide crystals. MDPI 2022-03-10 /pmc/articles/PMC8948770/ /pubmed/35335183 http://dx.doi.org/10.3390/molecules27061819 Text en © 2022 by the authors. https://creativecommons.org/licenses/by/4.0/Licensee MDPI, Basel, Switzerland. This article is an open access article distributed under the terms and conditions of the Creative Commons Attribution (CC BY) license (https://creativecommons.org/licenses/by/4.0/).
spellingShingle Article
Puckowska, Anna
Gawel, Magdalena
Komorowska, Marlena
Drozdzal, Pawel
Arning, Aleksandra
Pawelski, Damian
Brzezinski, Krzysztof
Plonska-Brzezinska, Marta E.
Synthesis and Structural Characterization of Pyridine-2,6-dicarboxamide and Furan-2,5-dicarboxamide Derivatives
title Synthesis and Structural Characterization of Pyridine-2,6-dicarboxamide and Furan-2,5-dicarboxamide Derivatives
title_full Synthesis and Structural Characterization of Pyridine-2,6-dicarboxamide and Furan-2,5-dicarboxamide Derivatives
title_fullStr Synthesis and Structural Characterization of Pyridine-2,6-dicarboxamide and Furan-2,5-dicarboxamide Derivatives
title_full_unstemmed Synthesis and Structural Characterization of Pyridine-2,6-dicarboxamide and Furan-2,5-dicarboxamide Derivatives
title_short Synthesis and Structural Characterization of Pyridine-2,6-dicarboxamide and Furan-2,5-dicarboxamide Derivatives
title_sort synthesis and structural characterization of pyridine-2,6-dicarboxamide and furan-2,5-dicarboxamide derivatives
topic Article
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC8948770/
https://www.ncbi.nlm.nih.gov/pubmed/35335183
http://dx.doi.org/10.3390/molecules27061819
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