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A series of N  1 -(phosphonoalkyl)uracils was prepared in a two-step reaction sequence from ω -aminoalkylphosphonates and ( E )-3-ethoxyacryloyl isocyanate followed by the uracil ring closure. Under standard conditions (NCS; NBS; I 2 /CAN) all N  1 -(phosphonoalkyl)uracils were transformed into the respective 5-halogeno derivatives to be later benzoylated at N3. All compounds were evaluated in vitro for activity against a broad variety of DNA and RNA viruses. One compound was slightly active against human cytomegalovirus in HEL cell cultures (EC 50  = 45 μM) while another showed weak activity against varicella-zoster virus (TK + VZV strain OKA and TK - VZV strain 07-1) with EC 50  = 43 and 53 µM, respectively. In addition, several compounds exhibited noticeable inhibitory effects on the proliferation of human cervical carcinoma cells (HeLa) at a concentration lower than 200 μM.

Synthesis, antiviral, cytotoxic and cytostatic evaluation of N 1-(phosphonoalkyl)uracil derivatives