One pot multicomponent synthesis and biological screening of novel chloroacetyl amino benzothiazoles (original) (raw)
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Synthesis and evaluation of some new benzothiazole derivatives as potential antimicrobial agents
European Journal of Medicinal Chemistry, 2010
As benzothiazole has proven to be good antimicrobial agent, a novel series of Schiff bases of benzothiazole derivatives were synthesized. Thus condensation of 5-[2-(1,3-benzothiazol-2-yl-amino) ethyl]-4-amino-3-mercapto-(4H)-1,2,4-triazole 5 with appropriate aromatic aldehydes afforded 5-[2-(1,3benzothiazol-2-yl-amino)ethyl]-4-(arylideneamino)-3-mercapto-(4H)-1,2,4-triazoles 6aeg. Structures of the synthesized compounds were elucidated on the basis of elemental analyses and spectral data. All the synthesized compounds were screened for their antimicrobial activity.
2010
Benzothiazole are important group of compounds repo rt d to have various biological activities and hence the present study was undertaken in order to synthesize same new compounds built upon this nucleus with the hope to enhance the biol ogical properties of newly designed compounds. In the present work 2-substituted benzot hiazole (a) was prepared from p-tolnidine via cyclization reaction then N-2-benzothiazolyl th iourea was synthesized by reacting (a) with ammonium thiocyanate. Then its semicarbazide deriva tive was formed reacting with hydrazine hydrate in ethylene glycol which was reacted with v arious acetophenons to form respective derivatives. Chemical structure of product and thei r purity was ascertained by TLC, MP and various spectral methods as FTIR and NMR. The inhib tion of microorganism under standard condition was determined to demonstrate antimicrobi al activity of derivatives using gram positive and gram negative bacteria such as St phylococcus aureus, Pseudomonas....
Synthesis, Characterisation and Antibacterial activity of 2-Aryl Benzothiazoles
2019
In this article, we have reported the synthesis of four different 2-aryl benzothiazoles namely 2-Phenyl-1, 3-benzothiazole, 2-(4-Chlorophenyl)-1, 3-benzothiazole, 2-(4-Bromophenyl)-1, 3benzothiazole and 2-(3-Nitrophenyl)-1, 3-benzothiazole by using grinding method with minimum amount of the solvent. All the synthesised compounds were characterized by IR, HNMR and melting point analysis. We have also studied the antibacterial activity of these four prepared compounds against two gram negative bacterial strains namely Klebsiella sp. and Salmonella sp by Disk diffusion method. Amongst these four 2-aryl benzothiazoles, 2-(4-Chlorophenyl)-1, 3-benzothiazole have distinctive inhibitory property against Klebsiella sp. and 2-(4-bromophenyl)-1, 3-benzothiazole have inhibitory activity against Salmonella sp. for higher concentrations only.
International Journal of Pharmacy and Pharmaceutical Sciences, 2016
Objective: A new series of 2-{4-(t-amino)-2-(but-2-yn-1-yl)}-1,3-benzothiazole derivatives, 2-[4-(pyrrolidin-1-yl)but-2-yn-1-yl]-1,3-benzothiazole (BZ2), 2-[4-(2-methylpiperidin-1-yl)but-2-yn-1-yl]-1,3-benzothiazole (BZ3), 2-[4-(piperidin-1-yl) but-2-yn-1-yl]-1,3-benzothiazole (BZ4), 2-[4-(azepan-1-yl)but-2-yn-1-yl]-1,3-benzothiazole (BZ5), 2-[4-(4-methylpiperazin-1-yl) but-2-yn-1-yl]-1,3-benzothiazole (BZ6), 2-[4-(2, 6dimethylpiperidin-1-yl) but-2-yn-1-yl]-1, 3-benzothiazole (BZ7) were synthesized and screened in vitro as potential antimicrobial agents. Methods: In-vitro antimicrobial activity evaluation was done, by agar diffusion method and broth dilution test against Staphylococcus aureus ATCC 6538p, Candida albicans ATCC 10231, Pseudomonas aeruginosa ATCC 9027, Escherichia coli ATCC 8739, and Bacillus subtilis ATCC 6633. Minimum inhibitory concentration (MIC) and Minimum bactericidal concentration (MBC) were determined. The results of antimicrobial testing were compared to two positive control drugs ciprofloxacin (5 µg/ml) and fluconazole (500µg/ml). Results: Compound 2-[4-(azepan-1-yl) but-2-yn-1-yl]-1,3-benzothiazole (BZ5) showed the highest antibacterial activity against S. aureus with MIC value of 15.62 µg/ml while; Compound 2-[4-(2,6-dimethylpiperidin-1-yl)but-2-yn-1-yl]-1,3-benzothiazole (BZ7) exhibited the highest antibacterial activity against P. aeruginosa with MIC value of 31.25 µg/ml. Compounds 2-[4-(pyrrolidin-1-yl)but-2-yn-1-yl]-1,3-benzothiazole (BZ2) and 2-[4-(azepan-1-yl)but-2-yn-1-yl]-1,3-benzothiazole (BZ5) showed the highest antifungal activity against C. albicans with MIC value of 15.62 µg/ml (for both). Conclusion: The results obtained showed variation in the antibacterial and antifungal activity based on the structure of the cyclic amines in these amino acetylenic benzothiazole derivatives.
Synthesis, Characterization and Antimicrobial Evaluation of Some New Benzothiazole Derivatives
International Journal of Pharmacy and Pharmaceutical Sciences, 2015
Objective: Synthesis, characterization and antimicrobial evaluation of some new 1,3-benzothiazolyl pyrazole derivatives. Methods: Aseries of novel2-[3-(substituted phenyl)-4-formylpyrazol-1-yl]-6-chloro benzothiazole derivatives (5a-g) have been synthesized by cyclization through Vilsmeier-Haack reaction on hydrazones (4a-g)of substituted aromatic ketones with 6-chloro benzothiazol-2-yl hydrazine under microwave irradiation in fairly good yields. All the newly synthesized compounds were characterized by IR, 1 HNMR, Mass spectral studies and elemental analysis and were screened for their in vitro antibacterial and antifungal activities also. Results: The results revealed that all 1,3-benzothiazole pyrazole derivatives(5a-g) were synthesized in satisfactory yields and pharmacologically evaluated for their in vitro antimicrobial activity. All the synthesized compounds were in good agreement with elemental and spectral data. Some of the tested compounds showed good to moderate antimicro...
Antibiotics
In this manuscript, we describe the design, preparation, and studies of antimicrobial activity of a series of novel heteroarylated benzothiazoles. A molecular hybridization approach was used for the designing compounds. The in vitro evaluation exposed that these compounds showed moderate antibacterial activity. Compound 2j was found to be the most potent (MIC/MBC at 0.23–0.94 mg/mL and 0.47–1.88 mg/mL) On the other hand, compounds showed good antifungal activity (MIC/MFC at 0.06–0.47 and 0.11–0.94 mg/mL respectively) with 2d being the most active one. The docking studies revealed that inhibition of E. coli MurB and 14-lanosterol demethylase probably represent the mechanism of antibacterial and antifungal activities.
A new series of 2-[4-(4-substitutedbenzamido / phenylacetamido / phenylpropionamido) benzyl / phenyl]benzothiazole derivatives (6a−6w) were synthesized and evaluated for antibacterial and antifungal activities against Staphylococcus aureus, Bacillus subtilis, Klebsiella pneumoniae, Pseudomonas aeruginosa, Escherichia coli with their drug-resistant isolates and a yeast Candida albicans. Microbiological results indicated that the compounds possessed a broad spectrum of activity against the tested microorganisms at MIC values between 200 and 6.25 µg/ml. Compounds 6e and 6j exhibited the greatest activity with MIC values of 6.25 µg/ml against Pseudomonas aeruginosa, and Staphylococcus aureus isolate, respectively.(doi: 10.5562/cca2064)
International Journal of Pharmacy and Pharmaceutical Sciences, 2015
Objective: Synthesis, characterization and antimicrobial evaluation of some new 1,3-benzothiazolyl pyrazole derivatives. Methods: Aseries of novel2-[3-(substituted phenyl)-4-formylpyrazol-1-yl]-6-chloro benzothiazole derivatives (5a-g) have been synthesized by cyclization through Vilsmeier-Haack reaction on hydrazones (4a-g)of substituted aromatic ketones with 6-chloro benzothiazol-2-yl hydrazine under microwave irradiation in fairly good yields. All the newly synthesized compounds were characterized by IR, 1 Results: The results revealed that all 1,3-benzothiazole pyrazole derivatives(5a-g) were synthesized in satisfactory yields and pharmacologically evaluated for their in vitro antimicrobial activity. All the synthesized compounds were in good agreement with elemental and spectral data. Some of the tested compounds showed good to moderate antimicrobial activity against all tested pathogenic bacterial and fungal strains. HNMR, Mass spectral studies and elemental analysis and were screened for their in vitro antibacterial and antifungal activities also. Conclusion: For the present investigation we have prepared benzothiazole derivatives that are incorporated with pyrazolyl moiety with the hope of potentiating the activity of two such units in the same compound. Compounds 5b, 5c, and 5a showed excellent antibacterial and antifungal activities as compared to reference drugs norfloxacin and ketoconazole.
Synthesis of some biologically active benzothiazole derivatives
N-(4,5-dihydro-1H-imidazol-2-yl)-6-substituted-1,3-benzothiazol-2-amines and N-(1Hbenzimidazol-2-yl)-6-substituted-1,3-benzothiazol-2-amines were synthesized by the reaction of 6-substituted-2-aminobenzothiazoles with carbon disulphide and methyl iodide. It was followed by the reaction with o-phenylene diamine/ ethylene diamine. All the synthesized compounds were characterized by elemental analysis, IR spectra, 1H NMR and MASS spectral studies. They were screened for their anti-inflammatory, antiulcer, antitumor, entomological (antifeedant, acaricidal, contact toxicity and stomach toxicity) and antibacterial activities.