Synthesis of Schiff bases of naphtha[1,2-d]thiazol-2-amine and metal complexes of 2-(2′-hydroxy)benzylideneaminonaphthothiazole as potential antimicrobial agents (original) (raw)
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isara solutions, 2020
Complexes of Fe(III), Co(II), Ni (II) and Cu(II) were synthesised from 2-amino-4,6-dimethyl benzothiazole by taking as one of the starting material for preparation of Schiff bases. The Schiff bases as well as metal complexes have been screened for their antimicrobial activity against Bacillus Subtilis, Escherichia coli, and Aspergillus flavis respectively. The comparisons of antimicrobial activities of the ligands and metal complexes shows that the presence of metal causes more inhibition i.e. more activity.
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.
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.
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.
The new ligand2-(naphthalen-2-ylmethylene)-N-(4-(p-tolyl)thiazol-2-yl)hydrazinecarboxamide (L) prepared by the condensation of N-(4-(p-tolyl)thiazol-2-yl)hydrazinecarboxamide with 2-naphthaldehyde and its Cu(II), Co(II), Ni(II) and Zn(II) complexes were synthesized and characterized by elemental analysis and various spectral techniques. Spectral analysis indicates octahedral geometry for all the complexes. The complexes have 1:2 stoichiometric ratio of the type [M(L)2Cl2]. The compounds were screened for their antibacterial and antifungal activities by minimum inhibitory concentration (MIC) method.
2016
A series of 4-substituted thiazole Schiff base derivatives (6a-h, 7a,b and 8a,b) have been synthesized via one pot multicomponent condensation of 1-tetralone derivatives with thiosemicarbazide and 4-substituted phenacylbromides/3-(2bromoacetyl)-2H-chromen-2-one/2-(2-bromoacetyl)-3H-benzo[f]chromen-3-one under conventional heating in absolute ethanol using catalytic amount of acetic acid with good yields. All the synthesized compounds have been characterized by their IR, H and C NMR, mass spectra and elemental analyses and also assessed for their antibacterial activity against both Gram positive and Gram negative bacterial strains. Compounds 6h, 7a, 7b, 8a and 8b have shown excellent activity against tested bacterial strains when compared to standard drug Gentamicin.
Journal of the Chilean Chemical Society, 2011
The synthesis of some new Schiff bases bearing a 1,3,4-thiadiazole moiety, 3a-l, by reaction of 2-amino-5-mercapto-1,3,4-thiadiazole with aromatic aldehydes under acidic and phase transfer catalyst (PTC) conditions was studied. The structure of all the Schiff bases was characterized using FT-IR and NMR spectroscopy, and elemental analyses. The antibacterial activity of these compounds was investigated against Staphylococcus aureus (RTCC, 1885), and Escherichia coli (ATCC, 35922).
2023
Schiff bases are the condensation products of primary amines with aldehydes or ketones in which the carbonyl group is replaced by imine or azomethine. They are valuable class of organic compounds and able to coordinate a number of different metal ions, hence stabilizing them in a variety of oxidation states. The chemistry of transition metal complexes with Schiff bases is quite rich in terms of applicability. The importance of polydentate Schiff bases cannot be ignored because they can easily be attached to a metal ion due to the formation of highly stable chelates, which are necessary for their action under certain tough conditions. The chemistry of Schiff's bases has attracted chemists for having active role in biological field and a wide range of biological applications such as antiviral, anticancer, antibacterial, antifungal, antioxidant, analgesic and antiglycation properties. Moreover, a variety of Schiff bases can inhibit the enzymatic actions due to their structural compatibility to biological systems. The compound containing thiazole moiety show excellent biological activities. Thiazide derivatives of natural or synthetic origin have been applied as antibacterial, antifungal, anticancer and antiviral agents. Keeping in view the above mentioned applications, in the current study Schiff bases 1 and its complex 2 was synthesize and structurally characterize by commonly used spectroscopic technique (NMR). The antibacterial activity of the synthesized compounds has been determined.
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.