Pyrimidine and triazine 3-oxide sulfates: a new family of vasodilators

J Med Chem. 1983 Dec;26(12):1791-3. doi: 10.1021/jm00366a030.


Di- and triaminopyrimidine 3-oxides (e.g., 2,4-diamino-6-piperidinylpyrimidine 3-oxide and 2,4-diamino-6-(diallylamino)triazine 3-oxide) react with sources of sulfur trioxide, such as sulfur trioxide trimethylamine or chlorosulfuryl chloride, to yield the corresponding heterocyclic O-sulfates. These sulfates are inner salts with unusual physical properties. The structure of the O-sulfate of 2,4-diamino-6-piperidinylpyrimidine 3-oxide was confirmed by X-ray. These O-sulfates are hypotensives. They apparently act by direct vasodilation.

MeSH terms

  • Animals
  • Blood Pressure / drug effects
  • Cyclic N-Oxides / chemical synthesis
  • Cyclic N-Oxides / pharmacology
  • Dogs
  • Female
  • Minoxidil / pharmacology
  • Pyrimidines / chemical synthesis*
  • Pyrimidines / pharmacology
  • Rats
  • Rats, Inbred Strains
  • Triazines / chemical synthesis*
  • Triazines / pharmacology
  • Vasodilator Agents / chemical synthesis*
  • Vasodilator Agents / pharmacology


  • Cyclic N-Oxides
  • Pyrimidines
  • Triazines
  • Vasodilator Agents
  • Minoxidil