Synthesis and antimicrobial activity of new 4-thiazolidinone derivatives containing 2-amino-6-methoxybenzothiazole (original) (raw)
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A series of novel tetrazoloquinoline schiff’s bases 3a-g,4a-g,5a-g,6a-g,7a-g were prepared from 6/7/8-trisubstituted quinoline carbaldehyde . All tetrazolo quinoline Schiff bases were refluxed with thioacetic acid in presence of anhydrous zinc chloride and solvent N,N-dimethyl formamide to afforded novel series of 4-thiazolidinone 8a-g,9a-g,10a-g,11a-g,12a-g.All synthesized 4- thiazolidinone were screened for their antimicrobial activity.
Asian Journal of Chemistry, 2017
New 2,3-substituted-1,3-thiazolidin-4-one (6a-f) were prepared by cyclocondensation of 2-[6-(4-chlorobenzyloxy)-2-naphthyliden]-4-(4-substituted phenyl)-5-methyl-1,3-thiazole (5a-f) and mercaptoacetic acid in benzene. The synthesized compounds were characterized on the basis of elemental analysis, 1 H NMR, 13 C NMR and FT-IR. The prepared compounds have been screened in vitro against two Grampositive Staphylococcus aureus, Staphylococcus epidermidis, and two Gram-negative Escherichia coli, Pseudomonas aernuginosa for antibacterial activity and two fungal strains Candida albicans, Candida krusei for antifungal activity using ciprofloxacin, ampicillin and ketoconazole with minimal inhibitory concentration (MIC) value of 10 mcg/L in DMSO. Compounds 6a and 6d showed good antibacterial and antifungal activities compared to reference medications utilized within this study.
ChemInform, 2007
New series of novel functionalized thiazoles, 1,3,4-thiadiazoles and pyrido[2,3-d][1,2,4]triazolo[4,3-a]pyrimidines containing pyrazole moiety were synthesized using 4-acetylpyrazole as a precursor. The structures of the compounds prepared were confirmed by both spectral and elemental analyses and by alternative synthetic routes. The mechanisms of the studied reactions were also discussed. Sixteen compounds were evaluated for their in vitro antimicrobial activity. The results proclaimed that some of the tested compounds exhibited moderate to significant antibacterial and antifungal activities. Compounds 11e, 11a, and 11d exhibited high antibacterial activity against Bacillus subtilis compared with reference drug (Ampicillin) while compounds 11a, 6g, 18e, 18a, 11d, 6a, 11c, 11b and 6d exhibited higher antifungal activity against Syncephalastrum racemosum than reference drug (Amphotericin B).
Combinatorial chemistry & high throughput screening, 2015
As a part of our ongoing project on design and synthesis of new thiazole derivatives with antimicrobial activity fourteen new ethyl 2-(2-((E)-((Z)-5-(4-benzyliden)-4-oxothiazolidin-2-yliden)amino-4-yl)acetates , carrying halogens, methoxy and other groups were synthesized. Compounds were tested against eight Gram positive and negative bacteria as well as eight yeasts and mold by microdilution assay. All compounds showed good activity against all bacteria tested with MIC ranging between 2.3-39.8 μmol/ml x 10-2 and MBC of 9.2-79.6 μmol/ml x 10-2. As reference drugs Ampicillin (MIC 24.8-74.4 and MBC 37.2-124.0 μmol/ml x 10-2) and Streptomycin (MIC 4,3-17.2 and MBC 8.6-51.6 μmol/ml x 10-2) were used. The best activity was observed for 4-bromo derivative. All tested compounds showed excellent antifungal activity against all fungi tested with MIC in range between 0.3-38.6 μmol/ml x 10-2 and MFC range of 0.6-77.2 μmol/ml x 10-2, better than that of reference drugs, Ketoconazole (MIC 38.0-4...
The International Journal of Analytical and Experimental Modal Analysis, 2021
Some new 4-Thiazolidinones II(a-j) were synthesized from substituted Schiff Bases I(a-j) by the action of thioglycolic acid in dioxane solvent containing a pinch of anhydrous Zncl2 by conventional method. The structure of newly synthesized compounds characterized on the basis of spectral data. The compounds prepared were tested against Xanthomonas citri, Escherichia coli, Erwinia carotovara, and Bacillus subtilis.
Arabian Journal of Chemistry
In the present study novel derivatives of 4-thiazolidinone were prepared from biphenyl-4-carboxylic acid and evaluated for their in vitro antimicrobial activity against two Gram negative strains (Escherichia coli and Pseudomonas aeruginosa) and two Gram positive strains (Bacillus subtilis and Staphylococcus aureus) and fungal strain Candida albicans and Aspergillus niger. The newly synthesized compounds were characterized by IR, 1H NMR and C, H, N analyses. The results revealed that all synthesized compounds have a significant biological activity against the tested microorganisms. Among the synthesized derivatives 4g (biphenyl-4-carboxylic acid [2-(3-bromophenyl)-5-(3-nitrobenzylidene)-4-oxo-thiazolidin-3-yl]-amide) and 4i (biphenyl-4-carboxylic acid [5-(3-bromobenzylidene)-2-(3-bromophenyl)-4-oxo-thiazolidin-3-yl]-amide) were found to be most effective antimicrobial compounds.
Oriental Journal Of Chemistry, 2012
A series of new quinazolinone derivatives have been synthesized. Elemental analysis, IR, 1 H NMR and mass spectral data elucidated the structures of all newly synthesized compounds. In vitro antimicrobial activities of the synthesized compounds were investigated against Gram-positive Bacillus subtilis (ATCC No. 6633), Staphylococcus aureus (ATCC No. 25923), Gram-negative Salmonella typhimurium (ATCC No. 23564), Pseudomonas aeruginosa (ATCC No. 27853) and fungi Candida albicans and Aspergillus niger. Among all the tested compounds, some of the tested compounds showed equipotent activity with standard.
Schiff Bases of Thiazole as Antibacterial and Antifungal Agents
An efficient and convenient procedure has been developed for the synthesis of thiazole derivatives by one-pot condensation reaction of a-haloketone, thiourea and thionyl chloride. Starting from 2-amino-4-phenyl-1,3-thiazole (1), we synthesized Schiff bases of thiazole 2-29 in the search for possible clinically suitable derivatives for antibacterial and antifungal studies. The structure of synthesized compounds were characterized by analytical and spectral (IR, 1 H-NMR, and EI-MS) methods. The synthesized compounds were screened for their antibacterial and antifungal activities. Minimum inhibitory concentrations are also calculated.
Acta Pharmaceutica, 2015
Triphenylimidazol-2-yl-thio)butyric acid hydrazide (3) was obtained via alkylation of 1,4,5-triphenylimidazol-2thiol (1) with ethylbromobutyrate, followed by addition of hydrazine hydrate. Treatment of acid hydrazide 3 with carbon disulfi de in an ethanolic potassium hydroxide solution gave the intermediate potassium dithiocarbazinate salt, which was cyclized to 4-amino-5-[(1,4,5-triphenylimidazol-2-yl)thiopropyl]-2H-1,2,4-triazole-3-thione (4) in the presence of hydrazine hydrate. Condensation of compound 3 with alkyl/arylisothiocyanate aff orded the corresponding 1-[4-(1,4,5-triphenylimidazol-2-ylthio)butanoyl]-4-alkyl/arylthiosemicarbazides (5-7), which upon refl uxing with sodium hydroxide, yielded the corresponding 1,2,4-triazole-3-thiols 8-10. Under acidic conditions, compounds 4-6 were converted to aminothiadiazoles 11-13. Moreover, the series of Schiff bases 14-18 were synthesized from the condensation of compound 3 with diff erent aromatic aldehydes. The newly synthesized compounds were characterized by IR, 1 H NMR, 13 C NMR and mass spectral analyses. They were also preliminarily screened for their antimicrobial activity.