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Highly Efficient, One Pot, Solvent and Catalyst, Free Synthesis of Novel Quinazoline Derivatives under Ultrasonic Irradiation and Their Vasorelaxant Activity Isolated Thoracic Aorta of Rat
New quinazoline derivatives were prepared by one pot reaction of anthranilic acid, acetic anhydride and primary amines, under ultrasonic irradiation. As a result, Ultrasonic irradiation has led to affordable, clean synthesis of a variety of target compounds in much higher yields, than traditional me...
Autores principales: | , , , , , |
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Formato: | Online Artículo Texto |
Lenguaje: | English |
Publicado: |
Shaheed Beheshti University of Medical Sciences
2019
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Materias: | |
Acceso en línea: | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC6706738/ https://www.ncbi.nlm.nih.gov/pubmed/31531045 http://dx.doi.org/10.22037/ijpr.2019.1100675 |
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author | Purkhosrow, Azar Khalili, Azadeh Chih Ho, Anthony Mowlazadeh Haghighi, Saghar Fakher, Shima Khalafi-Nezhad, Ali |
author_facet | Purkhosrow, Azar Khalili, Azadeh Chih Ho, Anthony Mowlazadeh Haghighi, Saghar Fakher, Shima Khalafi-Nezhad, Ali |
author_sort | Purkhosrow, Azar |
collection | PubMed |
description | New quinazoline derivatives were prepared by one pot reaction of anthranilic acid, acetic anhydride and primary amines, under ultrasonic irradiation. As a result, Ultrasonic irradiation has led to affordable, clean synthesis of a variety of target compounds in much higher yields, than traditional methods. This method has numerous advantages: such as higher yields, shorter reactions time, and easier work-up. Several structural classes among these compounds were identified to have vasorelaxant activity. In this respect, all of the newly synthesized quinazolinone derivatives displayed vasorelaxant properties on the isolated thoracic rat aorta. The IC(50 )of compounds 2a (-6.00 ± 0.55), 2g (-7.31 ± 0.94), 2n (-7.15 ± 0.81) and 2p (-7.77 ± 0.31) was comparable to that seen in the Acetylcholine (-7.13 ± 0.14). The structures of the newly synthesized compounds were confirmed by IR, (1)H NMR,( 13)C NMR, mass spectral studies, elemental analysis, and melting point. |
format | Online Article Text |
id | pubmed-6706738 |
institution | National Center for Biotechnology Information |
language | English |
publishDate | 2019 |
publisher | Shaheed Beheshti University of Medical Sciences |
record_format | MEDLINE/PubMed |
spelling | pubmed-67067382019-09-17 Highly Efficient, One Pot, Solvent and Catalyst, Free Synthesis of Novel Quinazoline Derivatives under Ultrasonic Irradiation and Their Vasorelaxant Activity Isolated Thoracic Aorta of Rat Purkhosrow, Azar Khalili, Azadeh Chih Ho, Anthony Mowlazadeh Haghighi, Saghar Fakher, Shima Khalafi-Nezhad, Ali Iran J Pharm Res Original Article New quinazoline derivatives were prepared by one pot reaction of anthranilic acid, acetic anhydride and primary amines, under ultrasonic irradiation. As a result, Ultrasonic irradiation has led to affordable, clean synthesis of a variety of target compounds in much higher yields, than traditional methods. This method has numerous advantages: such as higher yields, shorter reactions time, and easier work-up. Several structural classes among these compounds were identified to have vasorelaxant activity. In this respect, all of the newly synthesized quinazolinone derivatives displayed vasorelaxant properties on the isolated thoracic rat aorta. The IC(50 )of compounds 2a (-6.00 ± 0.55), 2g (-7.31 ± 0.94), 2n (-7.15 ± 0.81) and 2p (-7.77 ± 0.31) was comparable to that seen in the Acetylcholine (-7.13 ± 0.14). The structures of the newly synthesized compounds were confirmed by IR, (1)H NMR,( 13)C NMR, mass spectral studies, elemental analysis, and melting point. Shaheed Beheshti University of Medical Sciences 2019 /pmc/articles/PMC6706738/ /pubmed/31531045 http://dx.doi.org/10.22037/ijpr.2019.1100675 Text en This is an Open Access article distributed under the terms of the Creative Commons Attribution License, (http://creativecommons.org/licenses/by/3.0/) which permits unrestricted use, distribution, and reproduction in any medium, provided the original work is properly cited. |
spellingShingle | Original Article Purkhosrow, Azar Khalili, Azadeh Chih Ho, Anthony Mowlazadeh Haghighi, Saghar Fakher, Shima Khalafi-Nezhad, Ali Highly Efficient, One Pot, Solvent and Catalyst, Free Synthesis of Novel Quinazoline Derivatives under Ultrasonic Irradiation and Their Vasorelaxant Activity Isolated Thoracic Aorta of Rat |
title | Highly Efficient, One Pot, Solvent and Catalyst, Free Synthesis of Novel Quinazoline Derivatives under Ultrasonic Irradiation and Their Vasorelaxant Activity Isolated Thoracic Aorta of Rat |
title_full | Highly Efficient, One Pot, Solvent and Catalyst, Free Synthesis of Novel Quinazoline Derivatives under Ultrasonic Irradiation and Their Vasorelaxant Activity Isolated Thoracic Aorta of Rat |
title_fullStr | Highly Efficient, One Pot, Solvent and Catalyst, Free Synthesis of Novel Quinazoline Derivatives under Ultrasonic Irradiation and Their Vasorelaxant Activity Isolated Thoracic Aorta of Rat |
title_full_unstemmed | Highly Efficient, One Pot, Solvent and Catalyst, Free Synthesis of Novel Quinazoline Derivatives under Ultrasonic Irradiation and Their Vasorelaxant Activity Isolated Thoracic Aorta of Rat |
title_short | Highly Efficient, One Pot, Solvent and Catalyst, Free Synthesis of Novel Quinazoline Derivatives under Ultrasonic Irradiation and Their Vasorelaxant Activity Isolated Thoracic Aorta of Rat |
title_sort | highly efficient, one pot, solvent and catalyst, free synthesis of novel quinazoline derivatives under ultrasonic irradiation and their vasorelaxant activity isolated thoracic aorta of rat |
topic | Original Article |
url | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC6706738/ https://www.ncbi.nlm.nih.gov/pubmed/31531045 http://dx.doi.org/10.22037/ijpr.2019.1100675 |
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