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...

Full description

Bibliographic Details
Main Author: Arshad, Afsheen
Format: Thesis
Language:English
Published: 2011
Subjects:
Online Access:http://eprints.usm.my/45587/
http://eprints.usm.my/45587/1/AFSHEEN%20ARSHAD_HJ.pdf
_version_ 1848880372995063808
author Arshad, Afsheen
author_facet Arshad, Afsheen
author_sort Arshad, Afsheen
building USM Institutional Repository
collection Online Access
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.
first_indexed 2025-11-15T18:02:05Z
format Thesis
id usm-45587
institution Universiti Sains Malaysia
institution_category Local University
language English
last_indexed 2025-11-15T18:02:05Z
publishDate 2011
recordtype eprints
repository_type Digital Repository
spelling usm-455872019-10-08T02:24:30Z http://eprints.usm.my/45587/ Syntheses, Characterization And Biological Activities Of New Hydrazinyl Thiazolyl Coumarin Derivatives 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 NonPeerReviewed application/pdf en http://eprints.usm.my/45587/1/AFSHEEN%20ARSHAD_HJ.pdf Arshad, Afsheen (2011) Syntheses, Characterization And Biological Activities Of New Hydrazinyl Thiazolyl Coumarin Derivatives. PhD thesis, Universiti Sains Malaysia.
spellingShingle QD1-999 Chemistry
Arshad, Afsheen
Syntheses, Characterization And Biological Activities Of New Hydrazinyl Thiazolyl Coumarin Derivatives
title 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_short Syntheses, Characterization And Biological Activities Of New Hydrazinyl Thiazolyl Coumarin Derivatives
title_sort syntheses, characterization and biological activities of new hydrazinyl thiazolyl coumarin derivatives
topic QD1-999 Chemistry
url http://eprints.usm.my/45587/
http://eprints.usm.my/45587/1/AFSHEEN%20ARSHAD_HJ.pdf