Balsamo A, Barili P L, Crotti P, Macchia B, Macchia F, Cuttica A, Passerini N
J Med Chem. 1977 Jan;20(1):48-53. doi: 10.1021/jm00211a009.
Several (E)- and (Z)-N-alkyl-alpha,beta-dimethylcinnamamides variously substituted on the phenyl group were synthesized from their corresponding acids and characterized through their NMR spectra. The compounds were tested to determine the relationship existing between their action on the CNS and the activity exhibited by the corresponding amides unsubstituted on the phenyl, previously studied. Substitution with the same group always had the same effects on the biological activity of the (E)-N-alkyl-alpha,beta-dimethylcinnamamides selected; these effects mainly regarded anticonvulsant activity which is the most noteworthy action of these compounds. This activity was reduced by electron-donating substituents and increased by electron-withdrawing ones. In the Z series the p-phenyl substitution with a halogen reduced or suppressed the CNS stimulant activity exhibited by the parent compounds.
从相应的酸合成了几种在苯基上有不同取代基的（E）-和（Z）-N-烷基-α，β-二甲基肉桂酰胺，并通过核磁共振光谱对其进行了表征。测试这些化合物以确定它们对中枢神经系统的作用与先前研究的苯基未取代的相应酰胺所表现出的活性之间存在的关系。用相同基团取代对所选的（E）-N-烷基-α，β-二甲基肉桂酰胺的生物活性总是有相同的影响；这些影响主要涉及抗惊厥活性，这是这些化合物最值得注意的作用。供电子取代基会降低这种活性，而吸电子取代基会增加这种活性。在Z系列中，用卤素进行对苯基取代会降低或抑制母体化合物所表现出的中枢神经系统刺激活性。
