Synthesis, characterization and anti-microbial studies of some novel 2,4-disubstituted thiazoles
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Date
2010
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Abstract
In the present study a series of novel 2,4-disubstituted thiazole derivatives containing substituted pyrazole moiety was synthesized by the reaction of 3-Aryl-1H-pyrazole-4-carbaldehyde thiosemicarbazone with 6-Bromo/H-3-(bromoacetyl)-2H-chromen-2-one/phenacyl chloride. Structures of newly synthesized compounds were characterized by spectral studies. New compounds were screened for their antibacterial studies against Staphylococcus aureus, Bacillus subtilis, Escherichia coli and Pseudomonas aeruginosa. The results revealed that compounds 7c, 8e, and 8f having 2,5-dichlorothiophene substituent and 8c, 8d having 2,4-dichlorophenyl substituent showed significant antibacterial activity against all tested microorganisms. © 2010 Elsevier Masson SAS. All rights reserved.
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3 (2 bromoacetyl) 2h chromen 2 one, 3 (2,4 dichlorophenyl) 1h pyrazole 4 carbaldehyde [4 (2 oxo 2h chromen 3 yl) 1,3 thiazol 2 yl]hydrazone, 3 (2,4 dichlorophenyl) 1h pyrazole 4 carbaldehyde [4 (2,4 dichlorophenyl) 1,3 thiazol 2 yl]hydrazone, 3 (2,4 dichlorophenyl) 1h pyrazole 4 carbaldehyde [4 (6 bromo 2 oxo 2h chromen 3 yl) 1,3 thiazol 2 yl]hydrazone, 3 (2,4 dichlorophenyl) 1h pyrazole 4 carbaldehyde thiosemicarbazone, 3 (2,5 dichloro 3 thienyl) 1h pyrazole 4 carbaldehyde [4 (2 oxo 2h chromen 3 yl) 1,3 thiazol 2 yl]hydrazone, 3 (2,5 dichloro 3 thienyl) 1h pyrazole 4 carbaldehyde [4 (2,4 dichlorophenyl) 1,3 thiazol 2 yl]hydrazone, 3 (2,5 dichloro 3 thienyl) 1h pyrazole 4 carbaldehyde [4 (6 bromo 2 oxo 2h chromen 3 yl) 1,3 thiazol 2 yl]hydrazone, 3 (2,5 dichloro 3 thienyl) 1h pyrazole 4 carbaldehyde thiosemicarbazone, 3 (biphenyl) 1h pyrazole 4 carbaldehyde [4 (2 oxo 2h chromen 3 yl) 1,3 thiazol 2 yl]hydrazone, 3 [4 (methylthio)phenyl] 1h pyrazole 4 carbaldehyde [4 (2 oxo 2h chromen 3 yl) 1,3 thiazol 2 yl]hydrazone, 3 [4 (methylthio)phenyl] 1h pyrazole 4 carbaldehyde [4 (2,4 dichlorophenyl) 1,3 thiazol 2 yl]hydrazone, 3 [4 (methylthio)phenyl] 1h pyrazole 4 carbaldehyde [4 (6 bromo 2 oxo 2h chromen 3 yl) 1,3 thiazol 2 yl]hydrazone, 3 [4 (methylthio)phenyl] 1h pyrazole 4 carbaldehyde thiosemicarbazone, 3 biphenyl 4 yl 1h pyrazole 4 carbaldehyde [4 (2,4 dichlorophenyl) 1,3 thiazol 2 yl]hydrazone, 3 biphenyl 4 yl 1h pyrazole 4 carbaldehyde thiosemicarbazone, 6 bromo 3 (2 bromoacetyl) 2h chromen 2 one, antiinfective agent, ceftriaxone, thiazole derivative, unclassified drug, antibacterial activity, article, Bacillus subtilis, carbon nuclear magnetic resonance, controlled study, drug synthesis, Escherichia coli, heteronuclear nuclear magnetic resonance, mass spectrometry, nonhuman, Pseudomonas aeruginosa, Staphylococcus aureus, Anti-Bacterial Agents, Magnetic Resonance Spectroscopy, Mass Spectrometry, Microbial Sensitivity Tests, Spectrophotometry, Infrared, Thiazoles
Citation
European Journal of Medicinal Chemistry, 2010, 45, 11, pp. 5460-5464