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Synthesis and Biological Activity of Some 3-(4-(Substituted)-piperazin-1-yl)cinnolines

A new series of 6-substituted-4-methyl-3-(4-arylpiperazin-1-yl)cinnolines 8–10 were synthesized as potential antifungal agents via intramolecular cyclization of the respective 1-(2-arylhydrazono)-1-(4-arylpiperazin-1-yl)propan-2-ones 5–7, mediated by polyphosphoric acid (PPA). The amidrazones themse...

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Autores principales: Awad, Eman D., El-Abadelah, Mustafa M., Matar, Suzan, Zihlif, Malek A., Naffa, Randa G., Al-Momani, Ehab Q., Mubarak, Mohammad S.
Formato: Online Artículo Texto
Lenguaje:English
Publicado: MDPI 2011
Materias:
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC6268863/
https://www.ncbi.nlm.nih.gov/pubmed/22205089
http://dx.doi.org/10.3390/molecules17010227
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author Awad, Eman D.
El-Abadelah, Mustafa M.
Matar, Suzan
Zihlif, Malek A.
Naffa, Randa G.
Al-Momani, Ehab Q.
Mubarak, Mohammad S.
author_facet Awad, Eman D.
El-Abadelah, Mustafa M.
Matar, Suzan
Zihlif, Malek A.
Naffa, Randa G.
Al-Momani, Ehab Q.
Mubarak, Mohammad S.
author_sort Awad, Eman D.
collection PubMed
description A new series of 6-substituted-4-methyl-3-(4-arylpiperazin-1-yl)cinnolines 8–10 were synthesized as potential antifungal agents via intramolecular cyclization of the respective 1-(2-arylhydrazono)-1-(4-arylpiperazin-1-yl)propan-2-ones 5–7, mediated by polyphosphoric acid (PPA). The amidrazones themselves were synthesized via direct interaction of the appropriate hydrazonoyl chlorides 4a–d with the corresponding N-substituted piperazine in the presence of triethylamine. The structures of the new prepared compounds were confirmed by elemental analyses, (1)H-NMR, (13)C-NMR, and ESI-HRMS spectral data. The antitumor, antibacterial, and antifungal activity of the newly synthesized compounds was evaluated.
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spelling pubmed-62688632018-12-11 Synthesis and Biological Activity of Some 3-(4-(Substituted)-piperazin-1-yl)cinnolines Awad, Eman D. El-Abadelah, Mustafa M. Matar, Suzan Zihlif, Malek A. Naffa, Randa G. Al-Momani, Ehab Q. Mubarak, Mohammad S. Molecules Article A new series of 6-substituted-4-methyl-3-(4-arylpiperazin-1-yl)cinnolines 8–10 were synthesized as potential antifungal agents via intramolecular cyclization of the respective 1-(2-arylhydrazono)-1-(4-arylpiperazin-1-yl)propan-2-ones 5–7, mediated by polyphosphoric acid (PPA). The amidrazones themselves were synthesized via direct interaction of the appropriate hydrazonoyl chlorides 4a–d with the corresponding N-substituted piperazine in the presence of triethylamine. The structures of the new prepared compounds were confirmed by elemental analyses, (1)H-NMR, (13)C-NMR, and ESI-HRMS spectral data. The antitumor, antibacterial, and antifungal activity of the newly synthesized compounds was evaluated. MDPI 2011-12-28 /pmc/articles/PMC6268863/ /pubmed/22205089 http://dx.doi.org/10.3390/molecules17010227 Text en © 2012 by the authors; licensee MDPI, Basel, Switzerland. http://creativecommons.org/licenses/by/3.0/ This article is an open-access article distributed under the terms and conditions of the Creative Commons Attribution license (http://creativecommons.org/licenses/by/3.0/).
spellingShingle Article
Awad, Eman D.
El-Abadelah, Mustafa M.
Matar, Suzan
Zihlif, Malek A.
Naffa, Randa G.
Al-Momani, Ehab Q.
Mubarak, Mohammad S.
Synthesis and Biological Activity of Some 3-(4-(Substituted)-piperazin-1-yl)cinnolines
title Synthesis and Biological Activity of Some 3-(4-(Substituted)-piperazin-1-yl)cinnolines
title_full Synthesis and Biological Activity of Some 3-(4-(Substituted)-piperazin-1-yl)cinnolines
title_fullStr Synthesis and Biological Activity of Some 3-(4-(Substituted)-piperazin-1-yl)cinnolines
title_full_unstemmed Synthesis and Biological Activity of Some 3-(4-(Substituted)-piperazin-1-yl)cinnolines
title_short Synthesis and Biological Activity of Some 3-(4-(Substituted)-piperazin-1-yl)cinnolines
title_sort synthesis and biological activity of some 3-(4-(substituted)-piperazin-1-yl)cinnolines
topic Article
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC6268863/
https://www.ncbi.nlm.nih.gov/pubmed/22205089
http://dx.doi.org/10.3390/molecules17010227
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