Abstract A number of new hypoxanthine analogs have been prepared as substrate inhibitors of xanthine oxidase. Most noteworthy inhibitory new hypoxanthine analogs are 3-(m-tolyl) pyrazolo [1, 5-a] pyrimidin-7-one (47), ID 50 0.06 μM and 3-phenylpyrazolo [1, 5-a] pyrimidin- 7-one (46), ID 50 0.40 μM. 5-(p-Chlorophenyl) pyrazolo [1, 5-a] pyrimidin-7-one (63) and the corresponding 5-nitrophenyl derivative 64 exhibited an ID 50 of 0.21 and 0.23 μM, ...