Synthesis and Structural Characterization of 1-[2-(5-Nitro-1H-indol-2-yl)phenyl]methylpyridinium Chloride

In the course of studies on hybrid antibacterials incorporating 2-aryl-5-nitro-1H-indole moieties as potential bacterial NorA efflux pump inhibitors, the compound 1-[2-(5-nitro-1H-indol-2-yl)phenyl]methylpyridinium chloride (2) was synthesized and structurally characterized. This pyridinium chloride...

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Detalles Bibliográficos
Autores principales: Bremner, John B., Samosorn, Siritron, Skelton, Brian W., White, Allan H.
Formato: Online Artículo Texto
Lenguaje:English
Publicado: MDPI 2011
Materias:
Communication
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC6264680/
https://www.ncbi.nlm.nih.gov/pubmed/21900865
http://dx.doi.org/10.3390/molecules16097627
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author Bremner, John B.
Samosorn, Siritron
Skelton, Brian W.
White, Allan H.
author_facet Bremner, John B.
Samosorn, Siritron
Skelton, Brian W.
White, Allan H.
author_sort Bremner, John B.
collection PubMed
description In the course of studies on hybrid antibacterials incorporating 2-aryl-5-nitro-1H-indole moieties as potential bacterial NorA efflux pump inhibitors, the compound 1-[2-(5-nitro-1H-indol-2-yl)phenyl]methylpyridinium chloride (2) was synthesized and structurally characterized. This pyridinium chloride salt crystallized in the monoclinic space group P2(1)/c with the following unit cell dimensions: a 10.274(3) Å, b 13.101(4) Å, c 13.439(4) Å, β 107.702(7)°, V 1723.2(9) Å(3), Z (f.u.) = 4; R1 = 0.048, and wR2 = 0.13. Of interest in the single crystal X-ray structure is the (intramolecular) disposition of the pyridinium plane over the indole heterocyclic residue [interplanar dihedral angle 17.91(4)°].
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spelling pubmed-62646802018-12-10 Synthesis and Structural Characterization of 1-[2-(5-Nitro-1H-indol-2-yl)phenyl]methylpyridinium Chloride Bremner, John B. Samosorn, Siritron Skelton, Brian W. White, Allan H. Molecules Communication In the course of studies on hybrid antibacterials incorporating 2-aryl-5-nitro-1H-indole moieties as potential bacterial NorA efflux pump inhibitors, the compound 1-[2-(5-nitro-1H-indol-2-yl)phenyl]methylpyridinium chloride (2) was synthesized and structurally characterized. This pyridinium chloride salt crystallized in the monoclinic space group P2(1)/c with the following unit cell dimensions: a 10.274(3) Å, b 13.101(4) Å, c 13.439(4) Å, β 107.702(7)°, V 1723.2(9) Å(3), Z (f.u.) = 4; R1 = 0.048, and wR2 = 0.13. Of interest in the single crystal X-ray structure is the (intramolecular) disposition of the pyridinium plane over the indole heterocyclic residue [interplanar dihedral angle 17.91(4)°]. MDPI 2011-09-06 /pmc/articles/PMC6264680/ /pubmed/21900865 http://dx.doi.org/10.3390/molecules16097627 Text en © 2011 by the authors; licensee MDPI, Basel, Switzerland. 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 Communication
Bremner, John B.
Samosorn, Siritron
Skelton, Brian W.
White, Allan H.
Synthesis and Structural Characterization of 1-[2-(5-Nitro-1H-indol-2-yl)phenyl]methylpyridinium Chloride
title Synthesis and Structural Characterization of 1-[2-(5-Nitro-1H-indol-2-yl)phenyl]methylpyridinium Chloride
title_full Synthesis and Structural Characterization of 1-[2-(5-Nitro-1H-indol-2-yl)phenyl]methylpyridinium Chloride
title_fullStr Synthesis and Structural Characterization of 1-[2-(5-Nitro-1H-indol-2-yl)phenyl]methylpyridinium Chloride
title_full_unstemmed Synthesis and Structural Characterization of 1-[2-(5-Nitro-1H-indol-2-yl)phenyl]methylpyridinium Chloride
title_short Synthesis and Structural Characterization of 1-[2-(5-Nitro-1H-indol-2-yl)phenyl]methylpyridinium Chloride
title_sort synthesis and structural characterization of 1-[2-(5-nitro-1h-indol-2-yl)phenyl]methylpyridinium chloride
topic Communication
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC6264680/
https://www.ncbi.nlm.nih.gov/pubmed/21900865
http://dx.doi.org/10.3390/molecules16097627
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AT samosornsiritron synthesisandstructuralcharacterizationof125nitro1hindol2ylphenylmethylpyridiniumchloride
AT skeltonbrianw synthesisandstructuralcharacterizationof125nitro1hindol2ylphenylmethylpyridiniumchloride
AT whiteallanh synthesisandstructuralcharacterizationof125nitro1hindol2ylphenylmethylpyridiniumchloride

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