药学学报, 1984, 19(12): 888-893
引用本文:
李安良;刘维勤;裴印权;张淑蓉;徐辰. 一些对-、邻-和间-三氟甲基桂皮酰胺的合成及其抗惊活性[J]. 药学学报, 1984, 19(12): 888-893.
LI An-Liang; LIU Wei-Qin; PEI Yin-Quan; ZHANG Shu-Rong; and XU Chen. THE SYNTHESIS AND ANTICONVULSANT ACTIVITY OF SOME p-, o- AND m-TRIFLUOROMETHYL CINNAMAMIDES[J]. Acta Pharmaceutica Sinica, 1984, 19(12): 888-893.

一些对-、邻-和间-三氟甲基桂皮酰胺的合成及其抗惊活性
李安良;刘维勤;裴印权;张淑蓉;徐辰
北京医学院药化教研室;*药理教研室;**北京医学院,83届毕业生
摘要:
合成了p-,o-和m-三氟甲基取代桂皮酰胺化合物,用核磁共振谱和红外光谱确定了它们为反式构型。抗惊活性试验结果表明:p-和m-三氟甲基导致比较高的抗惊活性。p-三氟甲基的Hammett常数高于m-三氟甲基,原期望p-三氟甲基桂皮酰胺的活性高于m-三氟甲基化合物,但两者的抗惊活性无明显差别。紫外光谱证明o-三氟甲基的空间效应影响苯环和烯烃的共扼,从而使化合物的抗惊活性明显下降。
关键词:   
THE SYNTHESIS AND ANTICONVULSANT ACTIVITY OF SOME p-, o- AND m-TRIFLUOROMETHYL CINNAMAMIDES
LI An-Liang; LIU Wei-Qin; PEI Yin-Quan; ZHANG Shu-Rong; and XU Chen
Abstract:
The p-, o-and m-trifluoromethyl-substituted cinnamamides were synthesized. Their trans-configurations were verified by NMR and IR. The anticonvulsant activity was tested by MES. The results showed that the introduction of p-and m-CF3 groups led to products with higher anticonvulsant activity. The Hammett constant of p-CF3 group is higher than that of m-CF3 group. It was originally expected that the activity of p-trifluoromethyl cinnamamides should be higher than that of m-trifluoromethyl compounds. But the results showed that the anticonvulsant activities of both compounds were not significantly different. The steric effect of o-CF3 group was also demonstrated in UV spectra. This steric effect exerts its influence on the resonance between the benzene ring and the ethylenic double bond, and decreases the anticonvulsant activity of the compound.
Key words:   
收稿日期:
相关功能
PDF(318KB) Free
打印本文
0
作者相关文章