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Preparation of N′-substituted anilino-N-methyl-N′nitrosoureas as candidate antitumor agents

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Abstract

Various N′-substituted anilino-N-methyl-N′-nitrosoureas(2a-n) were easily prepared from the reaction of substituted phenylhydrazines (3-, 4-CH3, 3-, 4-OCH3, 3-, 4-F, 3-, 4-Cl, 4-Br, 2-, 3-, 4-NO2, 2, 4-(NO2)2 with methyl isocyanate, followed by the nitrosation with 99% HCOOH and dry sodium nitrite powder. Surprisingly, of these series of analogus, the anilino-nitrosoureas substituted with eletron-withdrawing nitro groups (2k-n) showed significantly low ED50 values of 1.4≈3.4μg/ml. In addtion, none of these compounds subtituted with electron-donating groups exhibited cytotoxicities.

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Kim, J.C., Lim, YG., Min, BT. et al. Preparation of N′-substituted anilino-N-methyl-N′nitrosoureas as candidate antitumor agents. Arch. Pharm. Res. 17, 420–423 (1994). https://doi.org/10.1007/BF02979118

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