Synthesis of (3-amino-7-chloro-8-methyl-1,1-dioxo-4H-1,5,2-benzo[f]dithiazepin-4-ylidene)acetic acid derivatives as potential antitumor agents

Several 3-amino-7-chloro-8-methyl-1,1-dioxo-4H-1,5,2-benzo[f]dithiazepin-4-ylidene)acetic acid derivatives (2, 4-15) have been synthesized. The in vitro antitumor activity of the compounds 8, 10-12 and 14-15 have been evaluated in the US National Cancer Institute. Screening data indicated that compounds 10, 11 and 14 exhibited high activity against 1-28 human tumor cell lines (GI(50) < 0-01 to 3.0 mu M). [3-(Benzo-2,1,3-thiadiazol-4-ylamino)-7-chloro-8-methyl-1,1-dioxo-4H-1,5,2-benzo[f]dithiazepin-4- -ylidene]acetic acid 11 is the prominent one due to remarkable activity and selectivity toward CNS cancer SF-295 cell line of (GI(50) < 0.01 mu M; TGI = 0.05 mu M) and BT-549 cell line of breast cancer (GI(50) < 0.01 mu M; TGI = 0.09 mu M).