Advertisement

New Nitroimidazoles with a Chemotherapeutic Activity

  • E. Winkelmann
  • W. Raether
Part of the Chemotherapy book series (CT, volume 6)

Abstract

The nitroimidazole preparation >Tinidazole< (Pfizer), compound I, used for combating trichomoniasis is substituted at the imidazole ring in the 1-position by an ethylsulfonylethyl group. If this is replaced by an ethylthioethyl group, compound II, an intermediate of >Tinidazole<, a practically ineffective compound is obtained. Our studies have shown, this structure-activity relation is almost reversed when changing from the corresponding alkyl to aryl sulfur compounds, especially with electronegative radicals. For example, the 1-(4-nitrophenylsulfonylethyl) compound III is practically ineffective, the l-(4-nitrophenylthioethyl) compound IV exhibits a pronounced action against trichomonads. This effect is increased when heterocyclic radicals are introduced. Thus the 1-(4-pyridylsulfonylethyl) compound V also has a weak effect, whilst the 1-(4-pyridylthioethyl) compound VI has a comparable effect to > Metronidazole <. These results promted us to extend the studies also to the 2-position of the 5-nitroimidazoles.

Keywords

Imidazole Ring Dimethylamino Group Pyridyl Radical Pronounced Action Electronegative Radical 
These keywords were added by machine and not by the authors. This process is experimental and the keywords may be updated as the learning algorithm improves.

Copyright information

© Springer Science+Business Media New York 1976

Authors and Affiliations

  • E. Winkelmann
    • 1
  • W. Raether
    • 1
  1. 1.Hoechst AG.Frankfurt(M)-HöchstW.-Germany

Personalised recommendations