Pyridinium salt compounds containing 1,3,4-oxa(thia)diazolyl, preparation method and application thereof
A salt compound and thiadiazole-based technology, applied in the field of pyridinium salt compounds and their preparation, can solve the problems of reducing the antibacterial activity of the compounds and the like
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Embodiment 1
[0022] Example 1 of the present invention: target compound 10-[5-(2,4-dichlorophenyl)-2-mercapto-1,3,4-oxadiazole]decyl ether-1-pyridinium bromide preparation
[0023] Dissolve 0.53 g (1.1 mmol) 2-(10-bromodecyl)mercapto-5-(2,4-dichlorophenyl)-1,3,4-oxadiazole in 5 mL pyridine solvent, 50°C After reacting for 6 h, stop the reaction, remove the solvent, and wash with ether to obtain 0.54 g of white solid, yield 87.1%, melting point: 96-98 °C.
[0024] The synthesis of oxygen ether and thioether target compounds refers to Example 1.
Embodiment 2
[0025] Example 2 of the present invention: target compound 10-[2-sulfoxide-5-(2,4-dichlorophenyl)-1,3,4-oxadiazole]decyl-1-pyridinium bromide preparation of
[0026] Dissolve 0.45 g of 2-(10-bromodecyl)sulfoxide-5-(2,4-dichlorophenyl)-1,3,4-oxadiazole in 5 mL of pyridine, react at 50°C for 6 h, Precipitation and purification by column chromatography yielded 0.42 g of a light yellow solid with a yield of 80.2% and a melting point of 84-86°C.
[0027] The synthesis of sulfoxide and sulfone target compounds refers to Example 2.
[0028] The structure, H NMR spectrum and carbon spectrum data of some synthesized pyridinium salt compounds containing 1,3,4-oxa(thia)diazolyl are shown in Table 1, and their physical and chemical properties are shown in Table 2.
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[0043] Pharmacological Example 1: EC 50 (median effect...
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