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首页> 外文期刊>Monatshefte für Chemie / Chemical Monthly >Antianexiety activity of pyridine derivatives synthesized from 2-chloro-6-hydrazino-isonicotinic acid hydrazide
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Antianexiety activity of pyridine derivatives synthesized from 2-chloro-6-hydrazino-isonicotinic acid hydrazide

机译:2-氯-6-肼基-异烟碱酸酰肼合成吡啶衍生物的抗焦虑活性

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A series of oxadiazole pyridine derivatives were synthesized by using 2-chloro-6-hydrazinoisonicotinic acid hydrazide as starting material. Treatment of the hydrazide with carbon disulfide to afford the oxadiazole derivative, which was treated with 5-methyl-2-furancarbaldehyde, formic acid, acetic acid/acetic anhydride, or phthalic anhydride to yield the corresponding pyridinodiazoles and on imide. Condensation of the hydrazide with p-fluorobenzaldehyde in ethanol or acetic acid in the presence of sodium acetate afforded hydrazone and oxadiazole derivatives, which were acetylated and cyclized with acetic anhydride to N-acetyloxadiazole derivatives. The hydrazone was treated with acetic acid in the presence of sodium acetate, or bromine water/sodium acetate to give on oxadiazole, while it was cyclized with chloroacetyl chloride in the presence of TEA to oxoazetidinaminoisonicotinamide. Finally, condensation of the hydrazide with acid anhydrides in refluxing glacial acetic acid afforded the corresponding bisimide derivatives. The pharmacological screening showed that many of these obtained compounds have good antianexiety activity comparable to diazepam® as positive control.
机译:以2-氯-6-肼基异烟酰胺酸酰肼为起始原料,合成了一系列恶二唑吡啶衍生物。用二硫化碳处理酰肼,得到恶二唑衍生物,将其用5-甲基-2-呋喃甲醛,甲酸,乙酸/乙酸酐或邻苯二甲酸酐处理,得到相应的吡啶二唑和酰亚胺。在乙酸钠存在下,将酰肼与对氟苯甲醛在乙醇或乙酸中缩合,得到和恶二唑衍生物,将其乙酰化并用乙酸酐环化成N-乙酰基恶二唑衍生物。 acetate在乙酸钠或溴水/乙酸钠的存在下用乙酸处理,得到恶二唑,而TE在TEA的存在下用氯乙酰氯环化成氧杂ze丁二氨基异烟酰胺。最后,在回流的冰醋酸中酰肼与酸酐的缩合得到相应的双酰亚胺衍生物。药理学筛选表明,这些化合物中有许多具有良好的抗焦虑活性,与作为阳性对照的地西epa ®相当。

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