N'-取代苯胺基-N-甲基-N'-亚硝基脲作为候选抗肿瘤药物的制备。

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

作者信息

Kim J C, Lim Y G, Min B T, Park J I

机构信息

Department of Chemistry, College of Natural Sciences, Pusan National University, Korea.

出版信息

Arch Pharm Res. 1994 Dec;17(6):420-3. doi: 10.1007/BF02979118.

DOI:10.1007/BF02979118

PMID:10319151

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 electron-withdrawing nitro groups (2k-n) showed significantly low ED50 values of 1.4-3.4 micrograms/ml. In addition, none of these compounds substituted with electron-donating groups exhibited cytotoxicities.

摘要

通过取代苯肼（3-、4-CH₃、3-、4-OCH₃、3-、4-F、3-、4-Cl、4-Br、2-、3-、4-NO₂、2,4-(NO₂)₂）与甲基异氰酸酯反应，随后用99%的甲酸和干燥的亚硝酸钠粉末进行亚硝化反应，轻松制备出了各种N'-取代的苯胺基-N-甲基-N'-亚硝基脲（2a-n）。令人惊讶的是，在这一系列类似物中，被吸电子硝基取代的苯胺基亚硝基脲（2k-n）的半数有效剂量（ED50）值显著较低，为1.4 - 3.4微克/毫升。此外，这些被供电子基团取代的化合物均未表现出细胞毒性。