The methods for synthesis of 4-thiazolidones and their properties have been studied rather extensively [2, 3], in particular, due to the biological activity of many of these compounds [3]. The 5-arylidene derivatives are most available. The methods for the preparation of 5-alkyl and 5-aryl derivatives of 4-thiazolidone involve use of not readily available starting materials or multiple steps. These reactions are often carried out under vigorous conditions and accompanied by ring opening or isomer formation [2]. Thus, 2-phenylimino-5-phenyl-4-thiazolidone was obtained in only about 25 % yield in the reaction of 2-p,lenylimino-5-phenyl-4-thiazolidone with N-phenylthiourea [4]. n, We propose a new approach to the synthesis of heterocyclic compounds using bifunctional products of anion arylation of unsaturated compounds using arenediazonium salts [1, 5]. In the present communication, we describe a simple method for the synthesis of 2-arylimino-5-arylmethyl-4-thiazolidones (I) involving the reaction of esters of 3-aryl-2-bromopropionic acid *For Communication 2, see [1].

No abstract

In this study, an efficient synthesis and the antimicrobial activity evaluation of some 4‐oxo‐thiazolidin‐2‐ylidene derivatives are presented. The structures of the target substances were confirmed by using 1H and 13C nuclear magnetic resonance spectroscopy, mass spectrometry, infrared spectroscopy, and elemental analysis. The synthesized compounds were evaluated for antimicrobial activity against five bacterial strains (Escherichia coli, Klebsiella pneumoniae, Acinetobacter baumannii, Pseudomonas aeruginosa, and Staphylococcus aureus) and two fungal strains (Candida albicans and Cryptococcus neoformans). It was shown that the compounds in this series possess antibacterial and antifungal activities.

Study of the synthesis and anticancer activity of a series of N-(5-R-benzyl-1,3-thiazol-2-yl)-2,5-dimethyl-3-furamides. Methods. Organic synthesis, analytical and spectral methods, pharmacological screening. Results. N-(5-R-benzyl-1,3-thiazol-2-yl)-2,5-dimethyl-3-furamides 7a-g have been prepared in good yields by the reaction of 2-amino-5-(R-benzyl)thiazoles with 2,5-dimethyl-3-furoylchloride. Their structure was confirmed by 1 H NMR spectroscopy and microanalyses. The synthesized compounds have been evaluated for their anticancer activity against 60 cancer lines in the concentration of 10 µM. The human tumour cell lines were derived from nine different cancer types: leukemia, melanoma, lung, colon, CNS, ovarian, renal, prostate, and breast cancers. It was found that compounds 7d,e,g exhibit a high activity with GP = 29.05-35.02 % whereas 7a-c,f -moderate activity with GP = 60.31-67.36 %. The most active compound 7g showed a high inhibition activity (GI 50 <10 µM) against 54 of 58 human tumor cell lines with average GI 50 values of 4.22 µM and the colon cancer subpanel demonstrated the highest sensitivity with [a] mean GI 50 value of 2.53 µM. The most sensitive line was T-47D (BreastCancer, GI 50 = 0.088 µM). [The] MG-MID values for the most active compound 7g are less compared with those for 5-fluorouracil, curcumin and cisplatin when testing in the same manner. Conclusions. A series of new N-(5-R-benzyl-1,3-thiazol-2-yl)-2,5dimethyl-3-furamides were prepared. The compounds with high anticancer activity have been identified.

No abstract