Synthesis, spectroscopic characterization and antibacterial activity of new series of Schiff base derived from 4-aminoantipyrine and 2-amino benzimidazole

Background and objective: Compounds having imine or azomethine (–C=N–) functional group are known as Schiff bases. Schiff bases compounds are found to be an active pharmacophore for the design and development of various bioactive lead compounds. In this study, several new Schiff base compounds have...

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Main Authors: Sarbast Muhammed Ahmed, Kezhal M. Salih, Hiwa Omer Ahmad, Zanko H. Jawhar, Dashti H. Hamad
Format: Article
Language:English
Published: Hawler Medical University 2019-08-01
Series:Zanco Journal of Medical Sciences
Subjects:
Online Access:https://zjms.hmu.edu.krd/index.php/zjms/article/view/677/578
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author Sarbast Muhammed Ahmed
Kezhal M. Salih
Hiwa Omer Ahmad
Zanko H. Jawhar
Dashti H. Hamad
author_facet Sarbast Muhammed Ahmed
Kezhal M. Salih
Hiwa Omer Ahmad
Zanko H. Jawhar
Dashti H. Hamad
author_sort Sarbast Muhammed Ahmed
collection DOAJ
description Background and objective: Compounds having imine or azomethine (–C=N–) functional group are known as Schiff bases. Schiff bases compounds are found to be an active pharmacophore for the design and development of various bioactive lead compounds. In this study, several new Schiff base compounds have been synthesized and characterized. Methods: Williamson ether synthesis process has been used to synthesize -alkyloxy and substituted benzyloxy of benzaldehyde. Differently substituted ether benzaldehydes used to react with 4-amino-1,5-dimethyl-2-phenyl-1,2-dihydro-3H-pyrazol-3-one in one hand and 1H-benzo[d]imidazol-2-amine on the other hand to produce Schiff base compounds. Results: Synthesized ether derivative compounds (3a-e) were converted to new series of Schiff bases (4a-e and 5a-e) by condensation of equal molar amounts of compounds (3a-e) with different heterocyclic amines dissolved in absolute ethanol. All synthesized compounds were confirmed by (IR, 1H-NMR, and 13CNMR) spectroscopy. All synthesized compounds were evaluated for antibacterial activities in vitro against Gram-positive and Gram-negative bacteria. Conclusion: All compounds were purely synthesized, and all compounds were indicated growth inhibition against Escherichia coli, and Staphylococcus aureus, respectively with different inhibition zones staring from 13 to 33 mm.
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spelling doaj.art-d88b0f10749646618daebb440a03bb162022-12-21T19:03:42ZengHawler Medical UniversityZanco Journal of Medical Sciences1995-55881995-55962019-08-0123220621610.15218/zjms.2019.026Synthesis, spectroscopic characterization and antibacterial activity of new series of Schiff base derived from 4-aminoantipyrine and 2-amino benzimidazoleSarbast Muhammed Ahmed0Kezhal M. Salih1Hiwa Omer Ahmad2Zanko H. Jawhar3Dashti H. Hamad4Hawler Medical UniversityHawler Medical UniversityAynda Private Technical InstituteHawler Medical UniversityHawler Medical UniversityBackground and objective: Compounds having imine or azomethine (–C=N–) functional group are known as Schiff bases. Schiff bases compounds are found to be an active pharmacophore for the design and development of various bioactive lead compounds. In this study, several new Schiff base compounds have been synthesized and characterized. Methods: Williamson ether synthesis process has been used to synthesize -alkyloxy and substituted benzyloxy of benzaldehyde. Differently substituted ether benzaldehydes used to react with 4-amino-1,5-dimethyl-2-phenyl-1,2-dihydro-3H-pyrazol-3-one in one hand and 1H-benzo[d]imidazol-2-amine on the other hand to produce Schiff base compounds. Results: Synthesized ether derivative compounds (3a-e) were converted to new series of Schiff bases (4a-e and 5a-e) by condensation of equal molar amounts of compounds (3a-e) with different heterocyclic amines dissolved in absolute ethanol. All synthesized compounds were confirmed by (IR, 1H-NMR, and 13CNMR) spectroscopy. All synthesized compounds were evaluated for antibacterial activities in vitro against Gram-positive and Gram-negative bacteria. Conclusion: All compounds were purely synthesized, and all compounds were indicated growth inhibition against Escherichia coli, and Staphylococcus aureus, respectively with different inhibition zones staring from 13 to 33 mm.https://zjms.hmu.edu.krd/index.php/zjms/article/view/677/578Schiff baseWilliamson ether synthesisBiological activityAzomethine
spellingShingle Sarbast Muhammed Ahmed
Kezhal M. Salih
Hiwa Omer Ahmad
Zanko H. Jawhar
Dashti H. Hamad
Synthesis, spectroscopic characterization and antibacterial activity of new series of Schiff base derived from 4-aminoantipyrine and 2-amino benzimidazole
Zanco Journal of Medical Sciences
Schiff base
Williamson ether synthesis
Biological activity
Azomethine
title Synthesis, spectroscopic characterization and antibacterial activity of new series of Schiff base derived from 4-aminoantipyrine and 2-amino benzimidazole
title_full Synthesis, spectroscopic characterization and antibacterial activity of new series of Schiff base derived from 4-aminoantipyrine and 2-amino benzimidazole
title_fullStr Synthesis, spectroscopic characterization and antibacterial activity of new series of Schiff base derived from 4-aminoantipyrine and 2-amino benzimidazole
title_full_unstemmed Synthesis, spectroscopic characterization and antibacterial activity of new series of Schiff base derived from 4-aminoantipyrine and 2-amino benzimidazole
title_short Synthesis, spectroscopic characterization and antibacterial activity of new series of Schiff base derived from 4-aminoantipyrine and 2-amino benzimidazole
title_sort synthesis spectroscopic characterization and antibacterial activity of new series of schiff base derived from 4 aminoantipyrine and 2 amino benzimidazole
topic Schiff base
Williamson ether synthesis
Biological activity
Azomethine
url https://zjms.hmu.edu.krd/index.php/zjms/article/view/677/578
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