Chemistry and biological activity of thiazolidinones

Crystal structure of (2Z,5Z)-3-allyl-5-(4-(methylthio)benzylidene)- 2-(p-tolylimino)thiazolidin-4-one, C21H20N2OS2

“…Thiazolidinone moiety is an important structure element in medicinal chemistry [2][3][4][5][6] and substituted thiazolidinones show a broad spectrum of biological activities [7][8][9][10][11] [16].Therefore, facile preparation of various 5-arylidene thiazolidinones is highly desirable. In continuation of our ongoing interests in the development of benign methods targeted at the synthesis of biologically important heterocycles [17][18][19], we used base supported ionic liquid-like phase (SILLP) [20] as an efficientand recyclablesolid phasecatalystinthe synthesis of thetitle compound.…”

“…Thiazolidinone moiety is an important structure element in medicinal chemistry [2][3][4][5][6] and substituted thiazolidinones show a broad spectrum of biological activities [7][8][9][10][11]. In particular, 5-arylidene-4-thiazolidinones have been synthesized and employed as new agents with SHP-2 inhibitory action [12],aspotential antifungal and antibacterial drugs [13],asPTP1Band LMW-PTP inhibitors [14],a nti-inflammatory agent [15] and antimicrobial drugs [16].Therefore, facile preparation of various 5-arylidene thiazolidinones is highly desirable.…”

“…The X-ray diffractometric analysis of the title product was carried out on the single crystal prepared in peteroleum ether/EtOAc(4:1). The packing in the title crystal structure can be described as asuccessionofparallel layers.The conjugationbetween C=Oand the amiden itrogeni se vident from thev alue of theb ondl ength d(Nl-C10) =1.362(5)Å.The thiazole ring is planar as indicated by torsion angles (4)°revealed that the thiazole ring is coplanar with O1, N2,C 5, C8,C 11 and C15.T he distances (5) Åagree with the literature reports [21][22][23][24][25]. The bond length d(C14-N2) =1.259(5) Åand the angles ÐN2-C14-S2 =128.2(3)°and ÐN2-C14-N1 =121.8(4)°con-firm the imine nature of the N2-C14 bond.…”

Synthesis and antimicrobial activity of novel thiazolidinones

“…Therefore, we considered the modification of the oxazolidinone ring by replacing the ring oxygen by the bulkier sulfur atom leading to thiazolidines; 9 thiazolidinethione 3 and thiazolidinone 4 ( Figure 2) were chosen as targets. Seneci et al 10 have reported the synthesis of ring-modified oxazolidinone analogs of 1 by introducing as nitrogen, sulfur and phosphorus atoms.…”

Synthesis of Novel 2,3-Disubstituted Quinazolin-4-(3H)-ones and Their Antibacterial Activity on the Ultra-structure of Some Pathogenic Microorganisms

“…Aforementioned findings prompted the authors to synthesize a variety of new 2,3-disubstituted quinazolin-4-one derivatives, using the key starting 6-bromo-2-undecylbenzo [3,1] oxazin-4-one [10]. Furthermore, some of the prepared quinazolin-4-one derivatives were used as precursors for synthesis of 1,3-thiazolidin-4-ones and its derivatives which is an important ring for its wide biological applications [11][12][13]. Thus, by merging of these two biologically active hetero-rings together, it was hoped to obtain some new compounds of anticipated pharmaceutical interest.…”