205688-80-8Relevant academic research and scientific papers
3,3'-BI-[1,3-thiazolidine-4-one] system. VII. Synthesis and SARS of some 2-heteroaryl derivatives with antiinflammatory and related activities
Previtera,Vigorita,Fenech,Zappala,Giordano,Monforte,Forestieri
, p. 33 - 40 (2007/10/02)
In pursuing the research on the SARs of chiral 3,3'-Bi-[1,3-thiazolidine- 4-one] system derivatives, two new structural modifications were explored, both having on chiral C atoms thienyl or 2/3 pyridyl groups which 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' thus 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 (type II compounds) were prepared. The new compounds were explored in vivo for their antiinflammatory, analgesic, antipyretic activities, as well as for acute toxicity and ulcerogenic effects. The results obtained don't allow us to draw any reliable SAR except that, by increasing the distance between thiazolidinonic rings, in Ic compounds, the pharmacological profile is not improved with respect to (1,2- ethanediyl) inferior homologs. Among compounds II, only the thienyl derivative 5 appears to have antiinflammatory and analgesic activities.
3,3'-Di(1,3-triazolidine-4-one) system. V. Synthesis and pharmacological properties of 3,3' (1,2-ethanediyl)bis-(2-heteroaryl-1,3-thiazolidine-4-one) derivatives
Previtera,Vigorita,Basile,Fenech,Trovato,Occhiuto,Monforte,Barbera
, p. 569 - 579 (2007/10/02)
A class of anti-inflammatory, analgesic and histamine H1- and H2-receptor antagonists the 2,2'-dihetero-arylbisthiazolidinones and their 1,1'-disulfones, obtained as [RR, SS] and [RS, SR] isomers, is described. The heteroaryl substitution at 2 and 2' carbons generally improves the pharmacological activities with respect to those of the previously studied 2,2'-diaryl analogues. In particular the 2,2'-dithienyl derivatives exhibit analgesic properties and, as [RS, SR] isomers 6b, 11b, 12b H2-histamine receptor antagonism as well. The most effective acute anti-inflammatory agents appear to be the 2,2'-di(3-pyridyl) compounds 8a, 8b, 14a, 14b which also display analgesic activity. Moreover, an H1-histamine receptor antagonism is almost selectively exerted by the 2,2'-di(2-pyridyl) derivatives 7a, 7b, 13a, 13b. The relationships between the assessed activities and the chirality and/or the sulfur oxidation state of the molecules are discussed. The anti-cancer potential was also evaluated against P 388 murine lymphocytic leukemia; however, the results were not significant.
