SYNTHESIS, STRUCTURAL CHARACTERIZATION AND ENZYME INHIBITION STUDIES ON 5-(2-NITROSTYRYL)-1,3,4-OXADIAZOLE-2-THIOL DERIVATIVES

In the present work, S-substituted derivatives of 5-(2-nitrostyryl)-1,3,4-oxadiazole-2-thiol (4) were synthesized by successive conversions of 3-(2-nitrophenyl) acrylic acid (1) into its respective ester, hydrazide and 1,3,4-oxadiazole. Finally the target compounds were obtained by reaction of 5-(2-...

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Autores principales: ABBASI,MUHAMMAD ATHAR, AKHTAR,ADNAN, AZIZ-UR-REHMAN, NAFEESA,KHADIJA, SIDDIQUI,SABAHAT ZAHRA, KHAN,KHALID MOHAMMED, ASHRAF,MUHAMMAD, EJAZ,SYEDA ABIDA
Lenguaje:English
Publicado: Sociedad Chilena de Química 2013
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Acceso en línea:http://www.scielo.cl/scielo.php?script=sci_arttext&pid=S0717-97072013000400061
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spelling oai:scielo:S0717-970720130004000612014-09-02SYNTHESIS, STRUCTURAL CHARACTERIZATION AND ENZYME INHIBITION STUDIES ON 5-(2-NITROSTYRYL)-1,3,4-OXADIAZOLE-2-THIOL DERIVATIVESABBASI,MUHAMMAD ATHARAKHTAR,ADNANAZIZ-UR-REHMAN,NAFEESA,KHADIJASIDDIQUI,SABAHAT ZAHRAKHAN,KHALID MOHAMMEDASHRAF,MUHAMMADEJAZ,SYEDA ABIDA 3-(2-nitrophenyl)acrylic acid 5-(2-nitrostyryl)-1,3,4-oxadiazole-2-thiol ¹H-NMR EI-MS enzymatic activities In the present work, S-substituted derivatives of 5-(2-nitrostyryl)-1,3,4-oxadiazole-2-thiol (4) were synthesized by successive conversions of 3-(2-nitrophenyl) acrylic acid (1) into its respective ester, hydrazide and 1,3,4-oxadiazole. Finally the target compounds were obtained by reaction of 5-(2-nitrostyryl)-1,3,4-oxadiazole-2-thiol (4) with a series of various electrophiles, (5a-I), in NN-dimethyl formamide (DMF) in the presence of sodium hydride (NaH). The structural characterization of these newly synthesized compounds was done by IR, ¹H-NMR, HR-MS and EI-MS spectral data. All these compounds were evaluated for their enzyme inhibitory potentials and found to exhibit broad range spectrum against acetylcholinesterase, butyrylcholinestrase and lipoxygenase enzymes.info:eu-repo/semantics/openAccessSociedad Chilena de QuímicaJournal of the Chilean Chemical Society v.58 n.4 20132013-12-01text/htmlhttp://www.scielo.cl/scielo.php?script=sci_arttext&pid=S0717-97072013000400061en10.4067/S0717-97072013000400061
institution Scielo Chile
collection Scielo Chile
language English
topic 3-(2-nitrophenyl)acrylic acid
5-(2-nitrostyryl)-1,3,4-oxadiazole-2-thiol
¹H-NMR
EI-MS
enzymatic activities
spellingShingle 3-(2-nitrophenyl)acrylic acid
5-(2-nitrostyryl)-1,3,4-oxadiazole-2-thiol
¹H-NMR
EI-MS
enzymatic activities
ABBASI,MUHAMMAD ATHAR
AKHTAR,ADNAN
AZIZ-UR-REHMAN,
NAFEESA,KHADIJA
SIDDIQUI,SABAHAT ZAHRA
KHAN,KHALID MOHAMMED
ASHRAF,MUHAMMAD
EJAZ,SYEDA ABIDA
SYNTHESIS, STRUCTURAL CHARACTERIZATION AND ENZYME INHIBITION STUDIES ON 5-(2-NITROSTYRYL)-1,3,4-OXADIAZOLE-2-THIOL DERIVATIVES
description In the present work, S-substituted derivatives of 5-(2-nitrostyryl)-1,3,4-oxadiazole-2-thiol (4) were synthesized by successive conversions of 3-(2-nitrophenyl) acrylic acid (1) into its respective ester, hydrazide and 1,3,4-oxadiazole. Finally the target compounds were obtained by reaction of 5-(2-nitrostyryl)-1,3,4-oxadiazole-2-thiol (4) with a series of various electrophiles, (5a-I), in NN-dimethyl formamide (DMF) in the presence of sodium hydride (NaH). The structural characterization of these newly synthesized compounds was done by IR, ¹H-NMR, HR-MS and EI-MS spectral data. All these compounds were evaluated for their enzyme inhibitory potentials and found to exhibit broad range spectrum against acetylcholinesterase, butyrylcholinestrase and lipoxygenase enzymes.
author ABBASI,MUHAMMAD ATHAR
AKHTAR,ADNAN
AZIZ-UR-REHMAN,
NAFEESA,KHADIJA
SIDDIQUI,SABAHAT ZAHRA
KHAN,KHALID MOHAMMED
ASHRAF,MUHAMMAD
EJAZ,SYEDA ABIDA
author_facet ABBASI,MUHAMMAD ATHAR
AKHTAR,ADNAN
AZIZ-UR-REHMAN,
NAFEESA,KHADIJA
SIDDIQUI,SABAHAT ZAHRA
KHAN,KHALID MOHAMMED
ASHRAF,MUHAMMAD
EJAZ,SYEDA ABIDA
author_sort ABBASI,MUHAMMAD ATHAR
title SYNTHESIS, STRUCTURAL CHARACTERIZATION AND ENZYME INHIBITION STUDIES ON 5-(2-NITROSTYRYL)-1,3,4-OXADIAZOLE-2-THIOL DERIVATIVES
title_short SYNTHESIS, STRUCTURAL CHARACTERIZATION AND ENZYME INHIBITION STUDIES ON 5-(2-NITROSTYRYL)-1,3,4-OXADIAZOLE-2-THIOL DERIVATIVES
title_full SYNTHESIS, STRUCTURAL CHARACTERIZATION AND ENZYME INHIBITION STUDIES ON 5-(2-NITROSTYRYL)-1,3,4-OXADIAZOLE-2-THIOL DERIVATIVES
title_fullStr SYNTHESIS, STRUCTURAL CHARACTERIZATION AND ENZYME INHIBITION STUDIES ON 5-(2-NITROSTYRYL)-1,3,4-OXADIAZOLE-2-THIOL DERIVATIVES
title_full_unstemmed SYNTHESIS, STRUCTURAL CHARACTERIZATION AND ENZYME INHIBITION STUDIES ON 5-(2-NITROSTYRYL)-1,3,4-OXADIAZOLE-2-THIOL DERIVATIVES
title_sort synthesis, structural characterization and enzyme inhibition studies on 5-(2-nitrostyryl)-1,3,4-oxadiazole-2-thiol derivatives
publisher Sociedad Chilena de Química
publishDate 2013
url http://www.scielo.cl/scielo.php?script=sci_arttext&pid=S0717-97072013000400061
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