In this work, twenty-one thiopyrimidine (1-21) candidates containing a pyrane, pyrazoline and thiazolopyrimidine ring screened for their ED50 and 5α-reductase inhibitors comparable to that of Anastrozole as positive drug. Some of the tested product showed moderate 5α-reductase inhibitors with lower toxicity. The detailed ED50 and 5α-reductase inhibitor activities of the synthesized compounds were studied.