Syntheses, Characterization And Biological Activities Of New Hydrazinyl Thiazolyl Coumarin Derivatives

Coumarin and thiazole are two important pharmacophores, the syntheses of which acquire great importance in medicinal chemistry due to the diverse pharmacological activities. The present study aims to synthesize some (45) new biologically active compounds by incorporating thiazole ring with coumarin...

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Main Author: Arshad, Afsheen
Format: Thesis
Language:English
Published: 2011
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Online Access:http://eprints.usm.my/45587/1/AFSHEEN%20ARSHAD_HJ.pdf
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spelling my-usm-ep.455872019-10-08T02:24:30Z Syntheses, Characterization And Biological Activities Of New Hydrazinyl Thiazolyl Coumarin Derivatives 2011 Arshad, Afsheen QD1-999 Chemistry Coumarin and thiazole are two important pharmacophores, the syntheses of which acquire great importance in medicinal chemistry due to the diverse pharmacological activities. The present study aims to synthesize some (45) new biologically active compounds by incorporating thiazole ring with coumarin nucleus. Two new series of hydrazinyl thiazolyl coumarin derivatives have been synthesized in four steps. The first step of the synthesis was the preparation of acetyl coumarins by Knoevenagel’s condensation of substituted salicyaldehydes with ethyl acetoacetate in the presence of catalytic amount of piperidine. In the second step, bromination of acetyl coumarins was carried out with bromine in order to yield the corresponding bromoacetyl coumarins. Thiosemicarbazones were synthesized in the third step by treating thiosemicarbazide with various substituted aldehydes and ketones in the presence of a catalytic amount of glacial acetic acid. The final step of the synthesis involved the preparation of two new series of hydrazinyl thiazolyl coumarins using Hantzsch cyclization protocol. One series of compounds was obtained by reacting 3-bromoacetyl coumarins with thiosemicarbazones derived from various substituted aldehydes, while the other series was furnished by treating thiosemicarbazones of substituted ketones with 3-bromoacetylcoumarins. All the synthesized compounds were fully characterized by IR, 1H and 13C NMR, elemental analysis and mass spectroscopy. 2011 Thesis http://eprints.usm.my/45587/ http://eprints.usm.my/45587/1/AFSHEEN%20ARSHAD_HJ.pdf application/pdf en public phd doctoral Universiti Sains Malaysia Pusat Pengajian Sains Kimia
institution Universiti Sains Malaysia
collection USM Institutional Repository
language English
topic QD1-999 Chemistry
spellingShingle QD1-999 Chemistry
Arshad, Afsheen
Syntheses, Characterization And Biological Activities Of New Hydrazinyl Thiazolyl Coumarin Derivatives
description Coumarin and thiazole are two important pharmacophores, the syntheses of which acquire great importance in medicinal chemistry due to the diverse pharmacological activities. The present study aims to synthesize some (45) new biologically active compounds by incorporating thiazole ring with coumarin nucleus. Two new series of hydrazinyl thiazolyl coumarin derivatives have been synthesized in four steps. The first step of the synthesis was the preparation of acetyl coumarins by Knoevenagel’s condensation of substituted salicyaldehydes with ethyl acetoacetate in the presence of catalytic amount of piperidine. In the second step, bromination of acetyl coumarins was carried out with bromine in order to yield the corresponding bromoacetyl coumarins. Thiosemicarbazones were synthesized in the third step by treating thiosemicarbazide with various substituted aldehydes and ketones in the presence of a catalytic amount of glacial acetic acid. The final step of the synthesis involved the preparation of two new series of hydrazinyl thiazolyl coumarins using Hantzsch cyclization protocol. One series of compounds was obtained by reacting 3-bromoacetyl coumarins with thiosemicarbazones derived from various substituted aldehydes, while the other series was furnished by treating thiosemicarbazones of substituted ketones with 3-bromoacetylcoumarins. All the synthesized compounds were fully characterized by IR, 1H and 13C NMR, elemental analysis and mass spectroscopy.
format Thesis
qualification_name Doctor of Philosophy (PhD.)
qualification_level Doctorate
author Arshad, Afsheen
author_facet Arshad, Afsheen
author_sort Arshad, Afsheen
title Syntheses, Characterization And Biological Activities Of New Hydrazinyl Thiazolyl Coumarin Derivatives
title_short Syntheses, Characterization And Biological Activities Of New Hydrazinyl Thiazolyl Coumarin Derivatives
title_full Syntheses, Characterization And Biological Activities Of New Hydrazinyl Thiazolyl Coumarin Derivatives
title_fullStr Syntheses, Characterization And Biological Activities Of New Hydrazinyl Thiazolyl Coumarin Derivatives
title_full_unstemmed Syntheses, Characterization And Biological Activities Of New Hydrazinyl Thiazolyl Coumarin Derivatives
title_sort syntheses, characterization and biological activities of new hydrazinyl thiazolyl coumarin derivatives
granting_institution Universiti Sains Malaysia
granting_department Pusat Pengajian Sains Kimia
publishDate 2011
url http://eprints.usm.my/45587/1/AFSHEEN%20ARSHAD_HJ.pdf
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