Synthesis and antitumor activity of new sulfonamide derivatives of thiadiazolo[3,2-a]pyrimidines

New series of sulfonamide derivatives of [1,3,4]thiadiazolo[3,2-a]pyrimidine were synthesized and investigated as antitumor agents. Some of the newly prepared compounds were tested for their in vitro and in vivo antitumor activities. Preliminary biological studies revealed that compounds 4c, 4f, and 4j exhibited the highest affinity to DNA, while compounds 4h,i, 6a–c, 8 and 12–14 exhibited moderate activity. Also, compounds 4j, 4f and 4c showed the highest percentage increase in lifespan of mice inoculated with Ehrlich ascites cells over 5-flurouracil (positive control). The detailed synthesis, spectroscopic and biological data are reported.

Graphical abstractNew series of sulfonamide derivatives of [1,3,4]thiadiazolo[3,2-a]pyrimidine have been synthesized and screened for antitumor activity.Figure optionsDownload full-size imageDownload as PowerPoint slideHighlights► Sulfonamide derivatives of [1,3,4]thiadiazolo[3,2-a]pyrimidines have been synthesized. ► They were investigated for DNA-binding affinity and antitumor activity. ► Compounds 4c, 4f, and 4j exhibited the highest antitumor activity.