Facile synthetic approach towards vasorelaxant active 4-hydroxyquinazoline-4-carboxamides

A Facile synthetic approach is reported towards 4-hydroxyquinazoline-4-carboxamides 13a–i through ring expansion of 2,3-dioxoindoline-1-carboxamides 10a–c during secondary amine 11a–d nucleophilic reaction. Single crystal X-ray studies of 10c and 13d support the structures. Some of the synthesized q...

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Detalles Bibliográficos
Autores principales: Aziz, Marian N., Panda, Siva S., Shalaby, ElSayed M., Fawzy, Nehmedo G., Girgis, Adel S.
Formato: Online Artículo Texto
Lenguaje:English
Publicado: The Royal Society of Chemistry 2019
Materias:
Chemistry
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC9071013/
https://www.ncbi.nlm.nih.gov/pubmed/35529643
http://dx.doi.org/10.1039/c9ra04321g
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author Aziz, Marian N.
Panda, Siva S.
Shalaby, ElSayed M.
Fawzy, Nehmedo G.
Girgis, Adel S.
author_facet Aziz, Marian N.
Panda, Siva S.
Shalaby, ElSayed M.
Fawzy, Nehmedo G.
Girgis, Adel S.
author_sort Aziz, Marian N.
collection PubMed
description A Facile synthetic approach is reported towards 4-hydroxyquinazoline-4-carboxamides 13a–i through ring expansion of 2,3-dioxoindoline-1-carboxamides 10a–c during secondary amine 11a–d nucleophilic reaction. Single crystal X-ray studies of 10c and 13d support the structures. Some of the synthesized quinazolinecarboxamides 13 show promising vasorelaxant properties with potency higher than that of Doxazosin through the pre-contracted (norepinephrine hydrochloride) rat aorta standard bioassay. Good molecular models (2D-QSAR, pharmacophore) describe the biological observations.
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spelling pubmed-90710132022-05-06 Facile synthetic approach towards vasorelaxant active 4-hydroxyquinazoline-4-carboxamides Aziz, Marian N. Panda, Siva S. Shalaby, ElSayed M. Fawzy, Nehmedo G. Girgis, Adel S. RSC Adv Chemistry A Facile synthetic approach is reported towards 4-hydroxyquinazoline-4-carboxamides 13a–i through ring expansion of 2,3-dioxoindoline-1-carboxamides 10a–c during secondary amine 11a–d nucleophilic reaction. Single crystal X-ray studies of 10c and 13d support the structures. Some of the synthesized quinazolinecarboxamides 13 show promising vasorelaxant properties with potency higher than that of Doxazosin through the pre-contracted (norepinephrine hydrochloride) rat aorta standard bioassay. Good molecular models (2D-QSAR, pharmacophore) describe the biological observations. The Royal Society of Chemistry 2019-09-10 /pmc/articles/PMC9071013/ /pubmed/35529643 http://dx.doi.org/10.1039/c9ra04321g Text en This journal is © The Royal Society of Chemistry https://creativecommons.org/licenses/by/3.0/
spellingShingle Chemistry
Aziz, Marian N.
Panda, Siva S.
Shalaby, ElSayed M.
Fawzy, Nehmedo G.
Girgis, Adel S.
Facile synthetic approach towards vasorelaxant active 4-hydroxyquinazoline-4-carboxamides
title Facile synthetic approach towards vasorelaxant active 4-hydroxyquinazoline-4-carboxamides
title_full Facile synthetic approach towards vasorelaxant active 4-hydroxyquinazoline-4-carboxamides
title_fullStr Facile synthetic approach towards vasorelaxant active 4-hydroxyquinazoline-4-carboxamides
title_full_unstemmed Facile synthetic approach towards vasorelaxant active 4-hydroxyquinazoline-4-carboxamides
title_short Facile synthetic approach towards vasorelaxant active 4-hydroxyquinazoline-4-carboxamides
title_sort facile synthetic approach towards vasorelaxant active 4-hydroxyquinazoline-4-carboxamides
topic Chemistry
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC9071013/
https://www.ncbi.nlm.nih.gov/pubmed/35529643
http://dx.doi.org/10.1039/c9ra04321g
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