Activated N-nitrosocarbamates for regioselective synthesis of N-nitrosoureas.


A practical and convenient method for synthesizing antitumor compounds, N-alkyl-N-nitrosoureas, regioselectively nitrosated on the nitrogen atom bearing the alkyl group is proposed. N-Alkyl-N-nitrosocarbamates are interesting intermediates in these syntheses and yield, by reaction with amino compounds, the regioselectively nitrosated N-alkyl-N-nitrosoureas. As an interesting example, N,N'-bis[(2-chloroethyl)nitrosocarbamoyl]cystamine, a new attractive oncostatic derivative, has been prepared. The cytotoxic activity of these various compounds were tested on L1210 leukemia.

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@article{Martnez1982ActivatedNF, title={Activated N-nitrosocarbamates for regioselective synthesis of N-nitrosoureas.}, author={J Alfredo Mart{\'i}nez and Jo{\"{e}l Oiry and J L Imbach and François Winternitz}, journal={Journal of medicinal chemistry}, year={1982}, volume={25 2}, pages={178-82} }