Synthesis and Antimicrobial Assessment of Some New 2-(Thiazol-5-yl)-1,3,4-oxadiazoles (original) (raw)
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Research on Chemical Intermediates, 2015
Among the 5-membered nitrogen heterocycles, the privileged scaffolds thiazole and 1,3,4-oxadiazole have been incorporated in a single molecular framework to explore new potential antimicrobial agents. The newly synthesized compounds 5a-l have been synthesized and characterized by IR, 1 H and 13 C NMR spectroscopy and mass spectrometry. The structures of the synthesized compounds are in full agreement with proposed structures and they have been evaluated for their in vitro antibacterial activity against Gram-positive bacteria (Staphylococcus aureus and Streptococcus pyogenes), Gram-negative bacteria (Escherichia coli and Pseudomonas aeruginosa) and antifungal activity against Candida albicans, Aspergillus niger and Aspergillus clavatus using serial broth dilution method.
Synthesis, Characterization and Antimicrobial Activities of Some Thiazole Derivatives
In this work a series of thiazoles 9a-l were prepared by incorporation of pyrazoline ring at position 2 of 2-hydrazinyl-N-(4-phenylthiazol-2-yl) acetamide 8a-c by treating with chalcones 3a-d. The structures of the newly synthe-sized compounds were determined on the basis of their elemental analyses and spectroscopic data such as IR and HNMR spectra.The antimicrobial activity of isolated heterocyclic compounds was evaluated against Gram-positive, Gram-negative bacteria and fungi. Most of the compounds showed a moderate degree of potent antimicrobial activity.
Synthesis of some novel 2,4-disubstituted thiazoles as possible antimicrobial agents
European Journal of Medicinal Chemistry, 2008
A series of novel 4-aryl/chloroalkyl-2-(2,3,5-trichlorophenyl)-1,3-thiazoles (5a–g and 7a–e) were synthesized by condensing 2,3,5-trichlorobenzenecarbothioamide with phenacyl bromide/dichloroacetone. 2,3,5-Trichlorobenzaldehyde thiosemicarbazone on treatment with phenacyl bromide afforded 4-aryl-2-(2,3,5-trichlorophenylidenehydrazino)-1,3-thiazoles (10a–g) in good yield. The newly synthesized compounds are characterized by IR, 1H NMR and mass spectral studies. These compounds were also screened for their antibacterial and antifungal activities. Preliminary results reveal that some of the synthesized compounds are showing promising antimicrobial activity.Some novel 1,3-thiazoles containing 2,3,5-trichlorophenyl moiety were prepared by the reaction of various substituted phenacyl bromides and 1,3-dichloroacetone. The newly synthesized compounds were characterized by IR, 1H NMR and mass spectral studies. These compounds were also screened for their antibacterial and antifungal activities. Preliminary result reveals that some of the synthesized compounds showed promising antimicrobial activity.
2018
1,3,4-Thiadiazole and 1,3,4-Oxadiazole five-member heterocyclic which has multi bioactivity like antibacterial, antidepressant, antidiabetic and antifungal activities. At the beginning of this study, 1,3,4-Thiadiazole containing 1,3,4- Oxadiazole derivatives bearing Schiff bases have been synthesized(TOSB). Afterwards, The chemical structures of a synthesized compound identified on the principles of their 1H-NMR, Ft-IR, Mass spectrum and C, H, N elemental analysis. In time antibacterial activity of 1,3,4-Thiadiazole containing 1,3,4-Oxadiazole Bearing Schiff Base (TOSB1) and 1,3,4-Thiadiazole Bearing Schiff Base (HTSB) studied against some pathogenic bacterial strains isolated from patients like Streptococcus, Acinetobacter, E.coli, Klebsiella,Staphylococcus, Aeromonas. Eventually, In time antibacterial activity of 1,3,4-Thiadiazole containing 1,3,4-Oxadiazole Bearing Schiff Base (TOSB) showed a Higher biological activity significant than 1,3,4-Thiadiazole Bearing Schiff Base (HTSB). Therefore the chemical compound(TOSB) an important source of new antimicrobial compounds to treat bacteria.
Antimicrobial Prospect of Newly Synthesized 1, 3-Thiazole Derivatives
Molecules, 2011
A new series of 1,3-thiazole and benzo [d]thiazole derivatives 10-15 has been developed, characterized, and evaluated for in vitro antimicrobial activity at concentrations of 25-200 μg/mL against Gram+ve organisms such as methicillin-resistant Staphylococcus aureus (MRSA), Gram-ve organisms such as Escherichia coli (E. coli), and the fungal strain Aspergillus niger (A. niger) by the cup plate method. Ofloxacin and ketoconazole (10 μg/mL) were used as reference standards for antibacterial and antifungal activity, respectively. Compounds 11 and 12 showed notable antibacterial and antifungal activities at higher concentrations (125-200 μg/mL), whereas benzo[d]thiazole derivatives 13 and 14 were found to display significant antibacterial or antifungal activity (50-75 μg/mL) against the Gram+ve, Gram-ve bacteria, or fungal cells used in the present study. In addition, a correlation between calculated and determined partition coefficient (log P) was established which allows future development of compounds within this series to be carried out based on calculated log P values. Moreover, compounds 13 and 14 show that the optimum logarithm of partition coefficient (log P) should be around 4.
Synthesis and antimicrobial evaluation of certain novel thiazoles
Advanced pharmaceutical bulletin, 2013
This article makes an attempt to synthesize certain compounds containing thiazole and imidazole moieties and screen for the antimicrobial properties. The novel compounds synthesized were characterized by elemental analysis, IR and (1)HNMR spectral data. The antimicrobial activity of novel compounds was evaluated by cup plate method. The compound p-t showed more antibacterial activity than that of the standard. p-hp and p-as showed considerable antibacterial activity. p-t demonstrated higher antifungal activity than that of the standard while p-hp and p-as showed considerable antifungal activity. The antimicrobial activity studies were conducted on certain selected bacteria and fungi. In each case antimicrobial activity of the compounds was compared with that of standards. p-t, p-hp, p-np, p-cp, p-ts and p-as showed considerable antimicrobial activity.
Jurnal Teknologi, 2020
A series of thiazole derivatives 1-4 were synthesized employing simple one-pot reaction pathway and characterized via Fourier Transform Infrared (FTIR), Proton Nuclear Magnetic Resonance (1H NMR), Ultraviolet-Visible (UV-Vis) and Gas Chromatography-Mass Spectrometry (GC-MS). The newly synthesized compounds were evaluated for their in vitro antimicrobial properties against several bacterial strains including Gram-positive and Gram-negative as well as fungus using broth microdilution method. The results revealed that all of the compounds exhibited good activity with a range of MIC values between 1.25-5.0 mg/mL. From the MIC and MBC results, compound 1 exhibited good activities with same MIC value of 1.25 mg/mL and MBC value of 5 mg/mL against B. cereus and S. flexneri. In order to support antimicrobial results, the molecular docking studies were carried out for inhibition of the GlcN-6-P synthase as the target. Out of four compounds underwent for molecular docking studies, 5-acetyl-4-...
Synthesis and Antimicrobial Profile of Some Newer Heterocycles Bearing Thiazole Moiety
SOUTHERN BRAZILIAN JOURNAL OF CHEMISTRY, 2012
Various substituted acetophenones on treatment. with iodine and thiourea yielded 2-amino-4-( substituted-phenyl)-thiazole, which on further treatment with acetic anhydride generated N-(4-(substituted phenyl)thiazol-2-ylacetamide(1-5). All the synthesized compounds were characterized by their respective FTIR, 1H NMR, and mass data. Synthesized compounds (l, 2, 3, 4, 5) when subjected to investigation for their antimicrobial activities i.e. antibacterial and antifungal studies against Staphylococcus aureus, Escherichia coli, Pseudomonas aeruginosa, Candida albicans, Aspergillus flavus, and Aspergillus fumigatus by disk diffusion method, revealed that compound 2 deemed to be most potent with the largest zone of inhibition.
Bulletin of Faculty of Pharmacy, Cairo University, 2015
Heterocyclic molecules belong to the most attractive group owing to their broad spectrum of antimicrobial activities. In the undertaken research, a number of new 5-substituted-2-((6-chloro-3,4-methylenedioxyphenyl)methylthio)-1,3,4-Oxadiazole derivatives (6a-l) were synthesized by converting various aryl/aralkyl carboxylic acids (1a-l) into corresponding esters (2a-l), carbohydrazides (3a-l) and 5-substituted-1,3,4-Oxadiazol-2-thiols (4a-l). The last step included the synthesis of target molecules, 6a-l, by stirring 4a-l and 6-chloro-3,4-methylenedioxybenzyl chloride (5) in a polar aprotic solvent. The structures of all the synthesized molecules were corroborated through spectral analysis. The screening of these molecules against antibacterial activity rendered them moderate inhibitors and most likely against Escherichia coli, relative to the reference standard, ciprofloxacin.