In the Search for New Anticancer Drugs. 9. Synthesis and Anticancer Activity of Spin-Labeled Analogues of N,N:N',N':N'',N''-Tri-1,2-ethanediylphosphoric Triamide and N,N:N',N':N'',N''-Tri-1,2-ethanediylphosphorothioic Triamide

Article abstract of DOI:10.1021/jm00372a014

A number of N,N:N',N':N'',N''-tri-1,2-ethanediylphosphoric triamide (TEPA) and N,N:N',N':N'',N''-tri-1,2-ethanediylphosphorothioic triamide (thio-TEPA) derivatives containing either two aziridine moieties (1a) or two (2-chloroethyl)amino functions (1b) and either a 2,2,6,6-tetramethylpiperidine, 1-oxy-2,2,6,6-tetramethylpiperidine or 1-hydroxy-2,2,6,6-tetramethylpiperidine component were synthesized and tested against lymphocytic leukemia P388 in mice.In a structure-activity comparison it was found that at optimum dose all compounds containing the nitroxyl radical were more active than the corresponding hydroxylamine derivatives.The open-chain compounds (1b) were less active than the corresponding aziridine ring compounds (1a).The replacement of the X = bridge in 1a with the X = N(CH3) group resulted in lowering of the anticancer activity.