Publication:
Synthesis and structural characterization of 1-[2-(5-Nitro-1H-indol-2-yl) phenyl]methylpyridinium chloride

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Issued Date

2011

Resource Type

Article

File Type

application/pdf

ISSN

14203049

DOI

10.3390/molecules16097627

Other identifier(s)

2-s2.0-80053280302

Rights Holder(s)

Scopus

Bibliographic Citation

Molecules. Vol 16, No.9 (2011), p.7627-7633

Suggested Citation

Bremner J.B., Samosorn S., Skelton B.W., White A.H. Synthesis and structural characterization of 1-[2-(5-Nitro-1H-indol-2-yl) phenyl]methylpyridinium chloride. Molecules. Vol 16, No.9 (2011), p.7627-7633. doi:10.3390/molecules16097627 Retrieved from: https://hdl.handle.net/20.500.14740/7250

Title

Synthesis and structural characterization of 1-[2-(5-Nitro-1H-indol-2-yl) phenyl]methylpyridinium chloride

Author(s)

Bremner J.B.
 Samosorn S.
 Skelton B.W.
 White A.H.

Abstract

In the course of studies on hybrid antibacterials incorporating 2-aryl-5-nitro-1Hindole 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 P21/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)°]. © 2011 by The Authors.

Subject(s)

Antiinfective agent
 Bacterial protein
 Indole derivative
 Multidrug resistance protein
 NorA protein, Staphylococcus
 Pyridinium derivative
 Article
 Chemistry
 Conformation
 Drug antagonism
 Drug effect
 Metabolism
 Staphylococcus aureus
 Synthesis
 X ray crystallography
 Anti-Bacterial Agents
 Bacterial Proteins
 Crystallography
 Indoles
 Molecular Conformation
 Multidrug Resistance-Associated Proteins
 Pyridinium Compounds
 Staphylococcus aureus

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URI

https://hdl.handle.net/20.500.14740/7250

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Scopus: Year 1983-2021

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