Kelley J L, Krochmal M P, Schaeffer H J
J Med Chem. 1981 Apr;24(4):472-4. doi: 10.1021/jm00136a020.
Several 5-substituted analogues of the acyclic aminonucleoside 1-[2-aminoethoxy)methyl]uracil (5) were prepared for evaluation as antivirals. The uracil and thymine analogues were prepared in two steps from N-[2-(chloromethoxy)ethyl]phthalimide (1). The 5-chloro, 5-bromo, and 5-iodo analogues were prepared by halogenation of 5. These acyclic aminonucleosides exhibited neither cell toxicity nor antiviral activity. This is compatible with their lack of substrate properties toward herpes simplex virus thymidine kinase.
制备了无环氨基核苷1-[2-(氨基乙氧基)甲基]尿嘧啶(5)的几种5-取代类似物，以评估其作为抗病毒剂的性能。尿嘧啶和胸腺嘧啶类似物由N-[2-(氯甲氧基)乙基]邻苯二甲酰亚胺(1)分两步制备。5-氯、5-溴和5-碘类似物通过5的卤化反应制备。这些无环氨基核苷既不表现出细胞毒性，也没有抗病毒活性。这与其对单纯疱疹病毒胸苷激酶缺乏底物特性是一致的。
