Design and Synthesis of Imidazo[2,1-b]thiazole-Chalcone Conjugates: Microtubule-Destabilizing Agents was written by Kamal, Ahmed;Balakrishna, Moku;Nayak, V. Lakshma;Shaik, Thokhir Basha;Faazil, Shaikh;Nimbarte, Vijaykumar D.. And the article was included in ChemMedChem in 2014.Application In Synthesis of 4,5-Diphenylthiazol-2-amine This article mentions the following:
A series of chalcone conjugates featuring the imidazo[2,1-b]thiazole scaffold was designed, synthesized, and evaluated for their cytotoxic activity against five human cancer cell lines (MCF-7, A549, HeLa, DU-145 and HT-29). These new hybrid mols. have shown promising cytotoxic activity with IC50 values ranging from 0.64 to 30.9 μΜ. Among them, (E)-3-(6-(4-fluorophenyl)-2,3-bis(4-methoxyphenyl)imidazo[2,1-b]thiazol-5-yl)-1-(pyridin-2-yl)prop-2-en-1-one (11 x) showed potent antiproliferative activity with IC50 values ranging from 0.64 to 1.44 μΜ in all tested cell lines. To investigate the mechanism of action, the detailed biol. aspects of this promising conjugate (11 x) were carried out on the A549 lung cancer cell line. The tubulin polymerization assay and immunofluoresence anal. results suggest that this conjugate effectively inhibits microtubule assembly in A549 cells. Flow cytometric anal. revealed that this conjugate induces cell-cycle arrest in the G2/M phase and leads to apoptotic cell death. This was further confirmed by Hoechst staining, activation of caspase-3, DNA fragmentation anal., and Annexin V-FITC assay. Moreover, mol. docking studies indicated that this conjugate (11 x) interacts and binds efficiently with the tubulin protein. In the experiment, the researchers used many compounds, for example, 4,5-Diphenylthiazol-2-amine (cas: 6318-74-7Application In Synthesis of 4,5-Diphenylthiazol-2-amine).
4,5-Diphenylthiazol-2-amine (cas: 6318-74-7) belongs to thiazole derivatives. Thiazole rings are planar and aromatic. Thiazoles are characterized by larger pi-electron delocalization than the corresponding oxazoles and have therefore greater aromaticity. The nitrogen in thiazole is sp2 hybridized and the lone pair of electrons localized on the nitrogen is less reactive due to increased aromatic character and decreased basicity. It is protonated and alkylated/acylated at nitrogen forming hydrochloride and quaternary thiazolium salt.Application In Synthesis of 4,5-Diphenylthiazol-2-amine
Referemce:
Thiazole | C3H3NS – PubChem,
Thiazole | chemical compound | Britannica