Wang, Mu-Xuan; Qin, Hong-Wei; Liu, Chao; Lv, Shen-Ming; Chen, Jia-Shu; Wang, Chun-Gu; Chen, Ying-Ying; Wang, Jia-Wei; Sun, Jin-Yue; Liao, Zhi-Xin published the artcile< Synthesis and biological evaluation of thiazolidine-2-thione derivatives as novel xanthine oxidase inhibitors>, Synthetic Route of 96-53-7, the main research area is thiazolidine thione preparation xanthine oxidase inhibitor SAR mol modeling.
In this study, a series of novel thiazolidine-2-thione derivatives I (R1 = Et, Pr, Ph, benzyl) and II (R2 = Et, 3-pyridyl, cyclohexyl, etc.) were synthesized as XO inhibitors, and the XO inhibitory potencies of obtained compounds I and II was evaluated by in vitro enzyme catalysis. The result shown that compound II [R2 = (4-fluorobenzene)sulfonyl] behaved the strongest XO inhibitory activity with an IC50 value of 3.56μmol/L, which was approx. 2.5-fold more potent than allopurinol. The structure-activity relationship revealed that the phenyl-sulfonamide group was indispensable for thiazolidine-2-thione derivatives II [R2 = (4-fluorobenzene)sulfonyl] to produce XO inhibitory activity. The enzyme inhibition kinetics analyses confirmed that compound II [R2 = (4-fluorobenzene)sulfonyl] exerted a mixed-type XO inhibition. Addnl., the mol. docking results suggested that the 4-fluorophenyl-sulfonyl moiety could interact with Gly260 and Ile264 in the innermost part of the active pocket through 2 hydrogen bonds, while the thiazolidinethione moiety could form two hydrogen bonds with Glu263 and Ser347 in hydrophobic pockets. In summary, the results described above suggested that compound II [R2 = (4-fluorobenzene)sulfonyl] could be a valuable lead compound for the treatment of hyperuricemia as a novel XO inhibitor.
PLoS One published new progress about Amines Role: RCT (Reactant), RACT (Reactant or Reagent). 96-53-7 belongs to class thiazole, and the molecular formula is C3H5NS2, Synthetic Route of 96-53-7.
Referemce:
Thiazole | C3H3NS – PubChem,
Thiazole | chemical compound | Britannica