Potential histamine H2-receptor antagonists. Synthesis, conformational studies and activity of novel 3-oxo-1,2,5-thiadiazole 1,1-dioxide derivatives

Arzneimittelforschung. 1990 Sep;40(9):1003-7.

Abstract

New histamine H2-receptor antagonists bearing a novel "urea equivalent", the 3-oxo-1,2,5-thiadiazole 1,1-dioxide ring, have been synthesized in a transamination reaction. Open chain derivatives have also been obtained. Theoretical conformational analysis of the compounds has been carried out using a molecular modelling program. Semiempirical CNDO/2 calculations have also been performed. The antisecretory and cytoprotective activities of the compounds have been evaluated.

MeSH terms

  • Animals
  • Anti-Ulcer Agents / chemical synthesis
  • Cell Survival / drug effects
  • Histamine H2 Antagonists / chemical synthesis*
  • Histamine H2 Antagonists / chemistry
  • Magnetic Resonance Spectroscopy
  • Male
  • Models, Molecular
  • Molecular Conformation
  • Pylorus / physiology
  • Rats
  • Rats, Inbred Strains
  • Thiadiazoles / chemical synthesis*
  • Thiadiazoles / chemistry
  • Thiadiazoles / pharmacology

Substances

  • Anti-Ulcer Agents
  • Histamine H2 Antagonists
  • Thiadiazoles