Pyrimidine acyclic nucleosides. 1-[(2-Hydroxyethoxy)methyl]pyrimidines as candidate antivirals
作者:James L. Kelley、John E. Kelsey、William R. Hall、Mark P. Krochmal、Howard J. Schaeffer
DOI:10.1021/jm00138a022
日期:1981.6
A number of pyrimidine acyclic nucleosides were synthesized and tested for activity against herpes simplex virus type 1. Synthesis of 1-[(2-hydroxyethoxy)methyl]cytosine (8) and 1-[(2-hydroxyethoxy)methyl]uracil (14) was accomplished in two or three steps from 2,4-diethoxypyrimidine and 2-(benzoyloxy)ethoxymethyl chloride. The 5-methyl (20), 5-(trifluoromethyl) (21), and 5-fluoro (22) analogues of
合成了许多嘧啶无环核苷并测试了其对1型单纯疱疹病毒的活性。1-[((2-羟基乙氧基)甲基]胞嘧啶(8)和1-[((2-羟基乙氧基)甲基]尿嘧啶(14)的合成由2,4-二乙氧基嘧啶和2-(苯甲酰氧基)乙氧基甲基氯分两步或三步完成。14的5-甲基(20),5-(三氟甲基)(21)和5-氟(22)类似物可通过适当的双(三甲基甲硅烷基)化的5-取代的尿嘧啶和2-(乙酰氧基甲氧基)分两步获得乙酸乙酯或2-(苯甲酰氧基)乙氧基甲基氯。8和14的溴化或14的碘化得到5-卤素-1-[((2-羟基乙氧基)甲基]嘧啶9、23和24。这些嘧啶无环核苷对1型单纯疱疹病毒或对1型疱疹病毒几乎没有活性。一系列其他DNA和RNA病毒。