New fluorinated pyrazol and uracil derivatives: Synthesis and biological activity

FLUO 18

Santos Fustero Lardies, santos.fustero@uv.es, Department of Organic Chemistry, University of Valencia, Avda Vicente Andres Estelles s/n, BURJASSOT (Valencia), 46100, Spain
The discovery of new kinds of molecules that display novel modes of biological action poses one of the most challenging problems faced by scientists engaged in chemical research. It is a well known fact that the introduction of fluorine atoms into organic molecules causes important changes in their biological behavior, and for that reason fluorinated nitrogen-containing heterocyclic derivatives constitute particularly appealing synthetic targets, having displayed a wide range of biological activities. In the last years, pyrazol and uracil ring systems have received increased attention due to their proven usefulness as intermediates in the preparation of new biologically active materials. In fact, the introduction of fluorine atoms or fluorine-containing groups into heterocyclic rings has allowed for the discovery of numerous new agrochemicals and medicinal products. In connection with our ongoing work in the development of new routes to the synthesis of potentially bioactive organofluorine nitrogen-containing compounds, we will report some versatile approaches to several kinds of fluorinated heterocyclic derivatives, mainly fluorinated pyrazoles, pyrimidin-2(1H)-ones, uracils and other derivatives. The synthesis of N-alkyl substituted pyrazoles will be examined, in particular regarding our efforts to influence the regioselective ratio of N-1 versus N-2 isomers. Our work in the use of solid-phase and fluorous synthesis for the generation of small libraries of several kinds of uracils and thiouracils will be discussed as well. Finally, the results of our studies on the acaricidal activity of a number of uracil and pyrazole derivatives will be presented.
 

Fluorinated Heterocycles
1:30 PM-4:55 PM, Monday, 11 September 2006 San Francisco Marriott -- Salon 5, Oral

Division of Fluorine Chemistry

The 232nd ACS National Meeting, San Francisco, CA, September 10-14, 2006