2-Alkyloxyalkylthiohypoxanthines as new potent inhibitors of xanthine oxidase

Farmaco. 2001 Nov;56(11):809-13. doi: 10.1016/s0014-827x(01)01160-0.


The title compounds were prepared and tested as xanthine oxidase (XO) inhibitors. Results evidenced that potency was related to the position of the oxygen atom in the 2-linear chain and that it grew with distance from the sulfur atom until it became equipotent to 2-n-hexylthiohypoxanthine. Enzymatic oxidation on C(2) occurred in the 8-alkylthiohypoxanthines. On the contrary, oxidation on C(8) did not occur in the 2-alkythioderivatives, demonstrating that the chain forced these molecules to form a complex with molybdenum(VI) involving only the N(3) and N(9) nitrogen atoms.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Enzyme Inhibitors / chemical synthesis
  • Enzyme Inhibitors / chemistry
  • Enzyme Inhibitors / pharmacology*
  • Hypoxanthines / chemical synthesis
  • Hypoxanthines / chemistry
  • Hypoxanthines / pharmacology*
  • Molecular Structure
  • Spectrum Analysis
  • Xanthine Oxidase / antagonists & inhibitors*
  • Xanthines / analogs & derivatives
  • Xanthines / chemical synthesis
  • Xanthines / chemistry
  • Xanthines / pharmacology


  • 8-hexylthio-hypoxanthine
  • 8-hexylthio-xanthine
  • Enzyme Inhibitors
  • Hypoxanthines
  • Xanthines
  • Xanthine Oxidase