Use of 1,3-thiazol-4-one in pharmacy
A kind of technology of thiazole and medicine, applied in the field of thiazolidinone compounds
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Embodiment 1
[0062] Preparation of 5-(4-dimethylaminobenzylidene)-3-(2-hydroxyethyl)-2-phenylimino-1,3-thiazol-4-one
[0063]
[0064] In a 250 mL round bottom flask, 12.1 mL (100.0 mmol) of phenyl isothiohydrogen was added to 100 mL of anhydrous THF, 10.2 mL (200.0 mmol) of ethanolamine was dissolved in 25 mL of THF, and added dropwise to the flask, Stir at room temperature for 10 minutes. Then, the oil bath was heated to reflux for 30 minutes, the solvent was distilled off under reduced pressure, the distillation residue was dissolved in ethyl acetate, and extracted with 10% hydrochloric acid solution. The extracted organic phases were combined, washed with saturated brine, and then dried over anhydrous sodium sulfate. Ethyl acetate was distilled off under reduced pressure to obtain the crude product 1-ethanol-3-phenylthiourea with a purity greater than 90%.
[0065] Dissolve 1178mg (6.0mmol) of 1-ethanolyl-3-phenylthiourea and 2479mg (30mmol) of anhydrous sodium acetate in 20mL of e...
Embodiment 2
[0071] The cultured cells were divided into normal group cells, control group cells and treatment group cells.
[0072] Cells in the normal group were cultured with M199 medium containing serum and growth factors; cells in the control group were cultured without serum and growth factors; cells in the treatment group were cultured with 20 μM or 30 μM concentration of 5-(4-dimethylamino Benzylidene)-3-(2-hydroxyethyl)-2-phenylimino-1,3-thiazol-4-one treatment. After 24 hours of culture, the three groups of cells were fixed with 2% formaldehyde and 0.5% glutaraldehyde for 5 minutes, then washed once with the staining solution without β-galactose, and added the staining solution containing β-galactose at 37°C without carbon dioxide. Incubate under conditions for 18-24 hours. Observed after washing with PBS. Ten fields of view were randomly selected for each of the above three groups of cells, the total number of cells and the number of positive cells were counted, and the positi...
Embodiment 3
[0076] The cultured cells were divided into normal group cells, control group cells and treatment group cells.
[0077] The cells in the normal group were cultured with M199 medium containing serum and growth factors; the cells in the control group were cultured without serum and growth factors; Benzylidene)-3-(2-hydroxyethyl)-2-phenylimino-1,3-thiazol-4-one treatment. After the three groups of cells were cultured for 24 hours, the culture medium was discarded and fixed with 4% paraformaldehyde for 15 minutes. After washing with 0.1M PBS, normal serum blocking solution was added. Discard the blocking solution, add the primary antibody, discard the primary antibody and add the secondary antibody, keep at 37°C for 30 minutes, discard the secondary antibody, wash with 0.1M PBS and observe.
[0078] Fluorescent quantitative analysis was performed on the expression of cell membrane integrin β4 in the above three groups.
[0079] The results showed that the expression of cell mem...
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