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A new series of 3-substituted-thiazolyl-2-iminothiazolidin-4-ones were synthesized by nucleophilic substitution of p-substituted-thiazol-2-yl-chloroacetamides with potassium thiocyanide by cyclization. The starting material p-substituted-thiazol-2-yl-chloroacetamides were synthesized from p-substituted-thiazol-2-yl-amines with chloroacetyl chloride, which in turn was prepared from one pot reaction of substituted aryl acetophenone and amino group of thiourea. The title compounds were investigated for their anticonvulsant activity. Among the tested compounds, compound 3-(4-(4-fluorophenyl)thiazol-2-yl)-2-iminothiazolidin-4-one (16) emerged as the most active compound of the series, and it is moderately more potent than the reference standard diazepam.

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Reference:
Thiazole | C3H4618NS – PubChem,
Thiazole | chemical compound | Britannica

09/15/21 News Awesome Chemistry Experiments For 4-(2-Amino-4-thiazolyl)phenol

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Oxovanadium(IV) complexes of Schiff bases, derived from 2-amino-4-phenyl thiazole/substituted 2-amino-4-phenyl thiazoles and thiophene-2-aldehyde have been synthesized and characterized on the basis of elemental analysis, molar conductance measurements, magnetic susceptibility data, and UV-visible, and IR spectral studies. All the complexes are monomeric possessing a 1:2 (metal:ligand) stoichiometry. On the basis of these data, a square pyramidal geometry has been assigned for the complexes. A few complexes have been subjected to thermal decomposition studies. The ligands and their metal complexes have been screened for their antibacterial activities. Supplemental materials are available for this article. Go to the publisher’s online edition of Phosphorus, Sulfur, and Silicon and the Related Elements to view the free supplemental file. Copyright

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Reference:
Thiazole | C3H4590NS – PubChem,
Thiazole | chemical compound | Britannica

Discovery of 4-(2-Amino-4-thiazolyl)phenol

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Seven 2-amino-4-aryl-1,3-thiazoles (1a-g) and their corresponding 2-aminoacetyl (2a-g) and 2-aminoacetyl-5-bromo (3a-g) derivatives were synthesized and tested in vitro against 11 reference strains, three Gram-positive and four Gram-negative bacteria, two yeasts, and two moulds. Toxicity of the compounds was also evaluated using the brine shrimp test. Compounds 1a, 1b, 1e-g, and 3b showed moderate antimicrobial activity at different concentrations. The results indicated that acetylation of the amino group and bromination at position 5 of the thiazole moiety cause lost of activity. Compounds 1a, 1e, and 1f showed toxicity to brine shrimp nauplii below 10 ppm. Most other compounds showed moderate toxicity, LD50 above 100 ppm. Structures of all compounds were confirmed by NMR and MS data.

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Thiazole | C3H4586NS – PubChem,
Thiazole | chemical compound | Britannica

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Aggregation of small organic compounds is a problem encountered in a variety of assay screening formats where it often results in detection of false positives. A saturation transfer difference-NMR-detected screen of a commercially available fragment library, followed by biochemical assay, identified several inhibitors of the enzyme ketopantoate reductase. These inhibitors were subsequently revealed to be aggregation-based false positives. Modification of the fragment screen by addition of detergent in the saturation transfer difference-NMR experiments allowed an assay format to be developed that resulted in the identification of genuine hit molecules suitable for further development. CSIRO 2013.

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Reference:
Thiazole | C3H4607NS – PubChem,
Thiazole | chemical compound | Britannica

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The identification of a proper lead compound for fructose 1,6-bisphosphatase (FBPase) is a critical step in the process of developing novel therapeutics against type-2 diabetes. Herein, we have successfully generated a library of allosteric inhibitors against FBPase as potential anti-diabetic drugs, of which, the lead compound 1b was identified through utilizing a virtual high-throughput screening (vHTS) system, which we have developed. The thiazole-based core structure was synthesized via the condensation of alpha-bromo-ketones with thioureas and substituents on the two aryl rings were varied. 4c was found to inhibit pig kidney FBPase approximately fivefold better than 1b. In addition, we have also identified 10b, a tight binding fragment, which can be use for fragment-based drug design purposes.

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Reference:
Thiazole | C3H4584NS – PubChem,
Thiazole | chemical compound | Britannica

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A microwave-induced technique has been developed for the synthesis of a series of novel spiro indoline-based heterocycles (7a-g) at atmospheric pressure in an open vessel using an environmentally benign procedure. This rapid method produces pure products in good yields within a few minutes in comparison to the conventional procedure developed for the synthesis of these heterocycles. The synthesized compounds have been screened in vitro for antifungal activity against two fungal strains (i.e., Aspergillus niger and Aspergillus flavus). All compounds have shown significant activity against these pathogens.

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Reference:
Thiazole | C3H4619NS – PubChem,
Thiazole | chemical compound | Britannica

Discovery of 4-(2-Amino-4-thiazolyl)phenol

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A series of seven 2-amino-4-arylthiazoles were prepared following Hantzsch’s modified method under microwave irradiation. A set of 50 derivatives was obtained and the in vitro activity against Giardia intestinalis was evaluated. The results on the biological activity revealed that, in general, the N-(5-bromo-4-aryl-thiazol-2-yl)-acetamide scaffold showed high bioactivity. In particular, compounds 6e (IC50= 0.39 muM) and 6b (IC50= 0.87 muM) were found to be more potent than the positive control metronidazole. Citoxicity and acute toxicity tests performed showed low toxicity and high selectivity of the most active compounds (6e SI = 139, 6b SI = 52.3). A QSAR analysis was applied to a data set of 37 obtained 2-amino-4-arylthiazoles derivatives and the best model described a strongly correlation between the anti-giardiasic activity and molecular descriptors as E2M, RDF115m, F10, MATS6v, and Hypnotic-80, with high statistical quality. This finding indicates that N-substituted aminothiazole scaffold should be investigated for the development of highly selective anti-giardial agent.

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Reference:
Thiazole | C3H4613NS – PubChem,
Thiazole | chemical compound | Britannica

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2-Phenyl-oxazolin-5-one (1a) reacts with 2-aminothiazoles (2) to give 3. 4-Ethoxymethylene-(2-phenyl)-oxazolin-5-one (1b) with 2 forms 4. 4-Benzylidene-2-oxazolin-5-one (1c) fails to react.

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Reference:
Thiazole | C3H4622NS – PubChem,
Thiazole | chemical compound | Britannica

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Thiazoles continue to attend in synthetic organic chemistry due to their wide applications in the development of corrosion inhibitors. This study presents synthesis and corrosion inhibition ability of three thiazoles)4-(2-aminothiazole-4-yl) phenol (ATP), 4-phenylthiazole-2-amine (PTA) and 4,4?-(thiobis(2-aminothiazole-5,4-diyl)) diphenol (TATD) on the copper surface, where TATD is a dimer form of ATP. The inhibition efficiencies were evaluated by potentiodynamic polarization, electrochemical impedance spectroscopy (EIS), atomic force microscopy (AFM) and scanning electron microscopy (SEM) in various concentrations of thiazoles containing 1 M HCl solution. Computational studies (density functional theory (DFT) and molecular dynamics (MD) simulation) were also performed. The corrosion inhibition efficiencies of these compounds at optimum concentration were about 90%, indicating that ATP, PTA and TATD could be employed as effective corrosion inhibitors. Comparing the corrosion inhibition efficiencies of monomer ATP and dimer form TATD of thiazole also indicated that dimerization of inhibitor did not cause better interaction with the copper surface and more efficiency. The adsorption of inhibitors could be successfully described by the Langmuir adsorption isotherm.

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Reference:
Thiazole | C3H4581NS – PubChem,
Thiazole | chemical compound | Britannica

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The reactant in an enzyme-catalyzed reaction is called a substrate. Enzyme inhibitors cause a decrease in the reaction rate of an enzyme-catalyzed reaction.I hope my blog about 57634-55-6 is helpful to your research., name: 4-(2-Amino-4-thiazolyl)phenol

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Design and development of some thiazole-based flavanoids as novel antibacterial against pathogens causing surgical site infection for possible benefit in bone trauma via inhibition of DNA gyrase

In this study, a novel class of hybrid thiazole-based flavanoid derivatives were synthesized and characterized by FT-IR, 1H-NMR, 13C-NMR, mass and elemental analysis. These derivatives were evaluated for antibacterial activity for possible benefit in bone trauma via inhibition of DNA gyrase enzyme. Results suggested that compounds 9n, 9o, and 9p showed considerable inhibition of DNA gyrase with considerable activity against tested forty strains of Staphylococcus aureus clinical isolates. Moreover, compound 9n showed hydrogen bonding with LYS460 along with low binding free energy of ?4.36 kcal/mol against DNA gyrase enzyme. The hemolytic activity of the potent compounds showed mild to no activity together with excellent pharmacokinetics, suggesting to have a potential for the development of designed compounds as novel antibacterial agents.

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Reference:
Thiazole | C3H4592NS – PubChem,
Thiazole | chemical compound | Britannica