Progress in the chemistry of 4‐ thiazolidinones

Abstract

This review article includes a recent development in the chemistry of 4-thiazolidinones. Structure, basicity, synthetic aspects, reactions, and applications were also reported.

Selective Synthesis of Ortho-substituted 3-Cyclohexyl-2-phenyl-1,3-thiazolidin-4-one Sulfoxides and Sulfones by S-Oxidation with Oxone

“…1,3-thiazolidin-4-ones, also known as thiazolidin-4-ones, are known to have a very wide range of biological activity (Tripathi et al, 2014;Jain, Vaidya, Ravichandran, Kashaw, & Agrawal, 2012;Abhinit, Ghodke & Pratima, 2009;Hamama, Ismail, Shaaban & Zoorob, 2008;Singh, Parmar, Raman, Virgil & Stenberg, 1981;Brown, 1961), so much that some have referred to it as a "magic moiety" or "wonder nucleus" (Jain et al, 2012). The S-oxides may show enhanced activity; for example, Miller and coworkers converted one 4-thiazolidinone to its sulfoxide and sulfone and reported that the oxides showed greater activity against some cancer cell lines than the sulfide (Gududuru, Hurh, Dalton & Miller, 2004).…”

An Efficient and Convenient Synthesis of Certain 2-Thioxothiazole,2-oxo-1,2-dihydropridine, 2-Oxo-2<i>H</i>-pyran,2,4-diaminothiophene and Pyrazolo[5,1-c][1,2,4]triazine Derivatives Containing Antipyrine Moiety

“…IR (KBr) spectra were recorded on a Perkin Elmer SP-880 spectrometer and from samples of sufficient solubility. 1 H-NMR spectra were measured on a Varian 270 MHz spectrometer on DMSO-d 6 as solvent and TMS as an internal standard. Chemical shifts are reported in δ units (ppm).…”

“…Diverse pharmacological properties have been associated with thiazole derivatives [1][2][3]. These pharmacological activities have been attracted special attention to prepare a new class of thiazole derivatives carrying antipyrinyl moiety because of their applications in the field of pharmaceuticals [4][5][6] and antibacterials [7][8][9].…”

Synthesis and Spectroscopic Properties of 2,3-Diphenyl-1,3-thiaza-4-one Heterocycles

“…The five-membered 1,3-thiazolidin-4-ones are known to have a broad array of biological activity (Jain, Vaidya, Ravichandran, Kashaw & Agrawal, 2012, Abhinit, Ghodke & Pratima, 2009, Hamama, Ismail, Shaaban & Zoorob, 2008, Singh, Parmar, Raman & Stenberg, 1981, Brown, 1961, Tripathi et al, 2014, Prabhakar, Solomon, Gupta & Katti, 2006. Compounds in this family include active pharmaceuticals thiazolidomycin (anti-streptomyces species), pioglitazone (hypoglycemic for treatment of diabetes), etoziline (anti-hypertensive), and ralitoline (anti-convulsant) (Brown, 1961, Tripathi et al, 2014.…”