Zabska R, Wilimowski M, Barczyńska J, Kedzierska-Goździk L, Wojewódzki W, Duś E, Rutkowska M, Szelag A
Department of Medicinal Chemistry, Medical Academy, Wroclaw, Poland.
Pol J Pharmacol Pharm. 1989 Jan-Feb;41(1):77-87.
Using 3-cyano-5-(p-chlorophenyl)-tetrahydrofuran-2-one 4, 3-aminomethyl derivatives of 5-(p-chlorophenyl)-tetrahydrofuran-2-one were synthesized. The starting material under alkaline hydrolysis yielded 5-(p-chlorophenyl)-tetrahydrofuran-2-one-3-carboxylic acid 5, which was transformed, via an acid chloride, into amide 6. From acid 5 by aminomethylation compounds 7-12 were obtained. Some of them (7, 8, 12) in reactions of ammono-, amino-, and hydrazinolysis yielded corresponding derivatives of 2-aminomethyl-4-(p-chlorophenyl)-4-hydroxybutyric acid 13-20. In pharmacological tests compounds 10 displayed analgesic activity while compounds 2 and 3 revealed anxiolytic properties.
使用3-氰基-5-（对氯苯基）-四氢呋喃-2-酮4，合成了5-（对氯苯基）-四氢呋喃-2-酮的3-氨甲基衍生物。起始原料在碱性水解下生成5-（对氯苯基）-四氢呋喃-2-酮-3-羧酸5，其通过酰氯转化为酰胺6。通过氨甲基化从酸5获得化合物7-12。它们中的一些（7、8、12）在氨解、氨基解和肼解反应中产生了2-氨甲基-4-（对氯苯基）-4-羟基丁酸13-20的相应衍生物。在药理测试中，化合物10表现出镇痛活性，而化合物2和3显示出抗焦虑特性。
