Studies on Antitumor-active 2, 3-Dioxopiperazine Derivatives. IV. Synthesis and Structure-Antitumor Activity Relationship of 1-[4-(2-Pyridylamino)benzyl]-2, 3-dioxopiperazine Derivatives

抄録

1-Benzyl-4-[4-(2-pyridylamino)benzyl]-2, 3-dioxopiperazine derivatives, which are antitumor agents of a new type, were synthesized and the structure-activity relationships were investigated. Furthermore, the antitumor activities of 2, 3-dioxopiperazine derivatives were compared with those of 2, 5- or 2, 6-dioxopiperazines. 1-[4-(5-Amino-6-chloro-2-pyridyl)aminobenzyl]-4-benzyl-2, 3-dioxopiperazine (3a) showed excellent in vitro and in vivo antitumor activities. The compound 3a was obtained by reduction of 1-benzyl-4-[4-(5-nitro-2-pyridyl)aminobenzyl]-2, 3-dioxopiperazine (2d) with Sn-conc. HCl or SnCl₂-hydrogen chloride-MeOH. Reduction products of 2d obtained under different conditions are discussed.