Synthesis of some new 2′-amino-2-fluoro-5′-oxo-1′-(4-phenylthiazole-2-yl)-1′,4′,5′,6′,7′,8′-hexahydro-3,4′-biquinoline-3′-carbonitrile derivatives and biological evaluation as antimicrobial agents

A facile one-pot synthesis of 2′-amino-2-fluoro-5′-oxo-1′-(4-phenylthiazol-2-yl)-1′,4′,5′,6′,7′,8′-hexahydro-3,4′-biquinoline-3′-carbonitrile derivatives was synthesized in one pot by condensing various 2-fluoroquinoline-3-carbaldehyde 1a–d, enaminones 2a–c and malononitrile or ethylcynoacetate 3a–b...

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Main Authors: Amish Shah, Dilipsinh Raj
Format: Article
Language:English
Published: Elsevier 2015-01-01
Series:Journal of Saudi Chemical Society
Subjects:
Online Access:http://www.sciencedirect.com/science/article/pii/S1319610311002699
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author Amish Shah
Dilipsinh Raj
author_facet Amish Shah
Dilipsinh Raj
author_sort Amish Shah
collection DOAJ
description A facile one-pot synthesis of 2′-amino-2-fluoro-5′-oxo-1′-(4-phenylthiazol-2-yl)-1′,4′,5′,6′,7′,8′-hexahydro-3,4′-biquinoline-3′-carbonitrile derivatives was synthesized in one pot by condensing various 2-fluoroquinoline-3-carbaldehyde 1a–d, enaminones 2a–c and malononitrile or ethylcynoacetate 3a–b in ethanol. All the compounds were characterized by IR, 1H NMR, 13C NMR spectra and elemental analysis. All the synthesized compounds were screened for their antibacterial activity against Gram positive bacterial species Streptococcus pneumoniae, Bacillus subtilus and Clostridium tetani, Gram negative bacterial species Escherichia coli, Salmonella typhi and Vibrio cholerae and fungicidal activity against Candida albicans and Aspergillus fumigates.
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spelling doaj.art-a3223a2abe2e455ba223b2cda09d8f082022-12-21T23:00:06ZengElsevierJournal of Saudi Chemical Society1319-61032015-01-01191738210.1016/j.jscs.2011.12.021Synthesis of some new 2′-amino-2-fluoro-5′-oxo-1′-(4-phenylthiazole-2-yl)-1′,4′,5′,6′,7′,8′-hexahydro-3,4′-biquinoline-3′-carbonitrile derivatives and biological evaluation as antimicrobial agentsAmish ShahDilipsinh RajA facile one-pot synthesis of 2′-amino-2-fluoro-5′-oxo-1′-(4-phenylthiazol-2-yl)-1′,4′,5′,6′,7′,8′-hexahydro-3,4′-biquinoline-3′-carbonitrile derivatives was synthesized in one pot by condensing various 2-fluoroquinoline-3-carbaldehyde 1a–d, enaminones 2a–c and malononitrile or ethylcynoacetate 3a–b in ethanol. All the compounds were characterized by IR, 1H NMR, 13C NMR spectra and elemental analysis. All the synthesized compounds were screened for their antibacterial activity against Gram positive bacterial species Streptococcus pneumoniae, Bacillus subtilus and Clostridium tetani, Gram negative bacterial species Escherichia coli, Salmonella typhi and Vibrio cholerae and fungicidal activity against Candida albicans and Aspergillus fumigates.http://www.sciencedirect.com/science/article/pii/S13196103110026992-Fluoroquinoline-3-carbaldehyde2-Amino-4-phenylthiazoleEnaminoneAntimicrobial activityAntifungal activity
spellingShingle Amish Shah
Dilipsinh Raj
Synthesis of some new 2′-amino-2-fluoro-5′-oxo-1′-(4-phenylthiazole-2-yl)-1′,4′,5′,6′,7′,8′-hexahydro-3,4′-biquinoline-3′-carbonitrile derivatives and biological evaluation as antimicrobial agents
Journal of Saudi Chemical Society
2-Fluoroquinoline-3-carbaldehyde
2-Amino-4-phenylthiazole
Enaminone
Antimicrobial activity
Antifungal activity
title Synthesis of some new 2′-amino-2-fluoro-5′-oxo-1′-(4-phenylthiazole-2-yl)-1′,4′,5′,6′,7′,8′-hexahydro-3,4′-biquinoline-3′-carbonitrile derivatives and biological evaluation as antimicrobial agents
title_full Synthesis of some new 2′-amino-2-fluoro-5′-oxo-1′-(4-phenylthiazole-2-yl)-1′,4′,5′,6′,7′,8′-hexahydro-3,4′-biquinoline-3′-carbonitrile derivatives and biological evaluation as antimicrobial agents
title_fullStr Synthesis of some new 2′-amino-2-fluoro-5′-oxo-1′-(4-phenylthiazole-2-yl)-1′,4′,5′,6′,7′,8′-hexahydro-3,4′-biquinoline-3′-carbonitrile derivatives and biological evaluation as antimicrobial agents
title_full_unstemmed Synthesis of some new 2′-amino-2-fluoro-5′-oxo-1′-(4-phenylthiazole-2-yl)-1′,4′,5′,6′,7′,8′-hexahydro-3,4′-biquinoline-3′-carbonitrile derivatives and biological evaluation as antimicrobial agents
title_short Synthesis of some new 2′-amino-2-fluoro-5′-oxo-1′-(4-phenylthiazole-2-yl)-1′,4′,5′,6′,7′,8′-hexahydro-3,4′-biquinoline-3′-carbonitrile derivatives and biological evaluation as antimicrobial agents
title_sort synthesis of some new 2 amino 2 fluoro 5 oxo 1 4 phenylthiazole 2 yl 1 4 5 6 7 8 hexahydro 3 4 biquinoline 3 carbonitrile derivatives and biological evaluation as antimicrobial agents
topic 2-Fluoroquinoline-3-carbaldehyde
2-Amino-4-phenylthiazole
Enaminone
Antimicrobial activity
Antifungal activity
url http://www.sciencedirect.com/science/article/pii/S1319610311002699
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AT dilipsinhraj synthesisofsomenew2amino2fluoro5oxo14phenylthiazole2yl145678hexahydro34biquinoline3carbonitrilederivativesandbiologicalevaluationasantimicrobialagents