4-{6-氨基-2-[(4-氰苯基)氨基]吡啶-4-氧}-3,5-二甲基苯腈盐的合成、结构及生物活性  

Synthesis,structure and bioactivity of 4-{6-amino-2-[(4-cyanophenyl) amino]pyrimidin-4-yl oxy}-3,5-dimethylbenzonitrile and its salts

作　　者：李珺 黄文邺 蔡涛 黄年玉[1] 程凡[1] 王英 LI Jun;HUANG Wenye;CAI Tao;HUANG Nianyu;CHENG Fan;WANG Ying(Hubei Key Laboratory of Natural Products Research and Development,College of Biological and Pharmaceutical Sciences,China Three Gorges Universit;Medical Science College of China Three Gorges University Yichang,Hubei 443002,China)

机构地区：[1]天然产物研究与利用湖北省重点实验室(三峡大学),湖北宜昌443002 [2]三峡大学医学院,湖北宜昌443002

出　　处：《华中师范大学学报(自然科学版)》2018年第2期207-211,218,共6页Journal of Central China Normal University:Natural Sciences

基　　金：三峡大学校企合作项目(SDHZ2015008)

摘　　要：以2,4,6-三氯嘧啶、3,5-二甲基-4-羟基苯腈、4-氨基苯腈和氨水为原料,经过3步亲核取代反应,得到4-{6-氨基-2-[(4-氰苯基)氨基]吡啶-4-氧}-3,5-二甲基苯腈,2-芳基氨基嘧啶类化合物3.为了进一步研究化合物3的结构及生物活性,将其制备为盐酸盐(化合物4a)和硫酸盐(化合物4b),并经X-射线衍射单晶结构分析,研究了它们的晶体结构.采用荧光素酶法检测化合物抗HIV活性,结果表明该类化合物均表现出抑制HIV-1SF33病毒株复制的活性.The compound 4-{6-amino-2-[(4-cyanophenyl)amino]pyrimidin-4-yl oxy}-3,5-dimethylbenzonitrile(compound 3)was synthesized with 4,6-rimethylpyrimidine,3,5-dimethyl-4-hydroxybenzonitrile,p-aminobenzonitrile and ammonia as raw materials,and structurally characterized by 1 H NMR and 13 C NMR.In order to further study the structure and pharmacological activity,its hydrochloride(compound 4a)and sulfate(compound 4b)were prepared,and their crystal structures were studied by X-ray diffraction single crystal structure analysis.The preliminary biological test shows that the title compound exhibited inhibitory activity on the replication of HIV-1 SF33 virus in vitro.

关 键 词：2-芳基氨基嘧啶 晶体结构 合成 抗HIV活性 4-{6-氨基-2-[(4-氰苯基)氨基]吡啶-4-氧}-3 5-二甲基苯腈 

分 类 号：O626.32[理学—有机化学]