This work describes anticancer and antioxidant biological testing for new derived compounds form cycloheptathienopyrimidine nucleus along with their synthetic approach. The anticancer activity was tested against cancerous human breast cells MCF-7 and human liver cancer cell line HEPG-2 in reference to Doxorubicin. All the tested products showed significant cytotoxic activity. Six out of twelve tested compounds showed anticancer activity even more than that of reference standard Doxorubicin against MCF-7 cell line whereas, eight compounds declared cytotoxic effect more than the reference standard against cell line HEPG-2 reflected by their IC50S. Furthermore, six of the top ranked anticancer results were tested for their antioxidant effect with DPPH method in reference to Ascorbic acid, three of which gave 100% free radical scavenging activity.