3,3'-BI-[1,3-THIAZOLIDINE-4-ONE] SYSTEM .7. SYNTHESIS AND SARS OF SOME 2-HETEROARYL DERIVATIVES WITH ANTIINFLAMMATORY AND RELATED ACTIVITIES

In pursuing the research on the SARs of chiral 3,3'-Bi-[1,3-thiazolidi ne-4-one] system derivatives, two new structural modifications were ex plored, both having on chiral C atoms thienyl or 2/3 pyridyl groups wh ich have been found to improve antiinflammatory and related activities in the previously studied 3,3'-(1,2-ethanediyl)bisthiazolidinones. In particular a trimetylene chain was introduced between N-3 and N-3' th us obtaining the 3,3'-(1,3-propanediyl) derivatives [type Ic compounds ], whereas by elimination of a thiazolidinone ring the 2-heteroaryl-3- [2'(heteroarylidenamino) ethyl]-1,3-thiazolidine-4-one derivatives (ty pe II compounds) were prepared. The new compounds were explored in viv o for their antiinflammatory, analgesic, antipyretic activities, as we ll as for acute toxicity and ulcerogenic effects. The results obtained don't allow us to draw any reliable SAR except that, by increasing th e distance between thiazolidinonic rings, in Ic compounds, the pharmac ological profile is not improved with respect to (1,2-ethanediyl) infe rior homologs. Among compounds II, only the thienyl derivative 5 appea rs to have antiinflammatory and analgesic activities.