6-Mercapto-1-(9-Methyl-5,6-dihydronaphtho[1',2':4,5]thieno[2,3-d]pyrimidin-11-yl)-1H-pyrazolo[3,4-d]pyrimidin- 4-one (2) was prepared and used as a key compound for the preparation of some S-acyclic nucleosides of pyrazolo[3,4-d]pyrimidines 4-9. Also, the synthesis and structure characterization of pyrazolo[3,4- d][1,3]thiazolidino[3,2-a]pyrimidine 10 and pyrazolo[3,4-d][1,3]-thiazolo[3,2-a]pyrimidine 11 were described. Moreover, the cytotoxicity and in vitro anticancer evaluation of the prepared compounds have also been assessed against breast MCF-7 cancer and liver HepG2 cancer cell lines with investigation the effect of the synthesized compounds on the expression of urokinase plasminogen activator (uPA). The results revealed that, compounds 8 and 7 revealed promising anticancer activity compared to the activity of the commonly used anticancer drug, doxorubicin with inhibiting the expression of uPA.
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