63348-55-0Relevant articles and documents
Iodine-promoted direct thiolation (selenylation) of imidazole with disulfides (diselenide): A convenient and metal-free protocol for the synthesis of 2-arylthio(seleno)imidazole
Yi, Rongnan,Liu, Sen,Gao, Hongxia,Liang, Zhiwu,Xu, Xinhua,Li, Ningbo
, (2020/02/05)
A convenient and metal-free protocol for the synthesis of 2-arylthio(seleno)imidazoles from imidazoles and disulfides (diselenides) was developed through the direct thiolation (selenylation) of imidazoles promoted by 0.5 equiv. of iodine. This process is
Anti-thyroid drugs and thyroid hormone synthesis: Effect of methimazole derivatives on peroxidase-catalyzed reactions
Roy, Gouriprasanna,Mugesh
, p. 15207 - 15217 (2007/10/03)
Syntheses and characterization of the selenium analogue (MSeI) of anti-thyroid drug methimazole and a series of organoselenium compounds bearing N-methylimidazole pharmacophore are described. In contrast to the sulfur compound that exists predominantly in its thione form, the selenium analogue exists in a selenol form, which spontaneously oxidizes in air to produce the corresponding diselenide. The reduction of the diselenide by GSH or NaBH 4 affords the biologically active selenol, which effectively inhibits the lactoperoxidase (LPO) activity in vitro. The monoselenides having N-methylimidazole moiety are found to be much less active than the selenol, suggesting that the presence of a selenol moiety is important for the LPO inhibition. The kinetic and mechanistic studies reveal that MSeI inhibits the LPO activity by reducing the H2O2, providing a novel method to reversibly inhibit the enzyme. Although MSeI strongly inhibits LPO, the enzyme's activity can be completely recovered by increasing the H 2O2 concentration. On the other hand, the inhibition by methimazole (MMI), the sulfur analogue, cannot be reversed by increasing the H2O2 concentration, leading to a complete inactivation of the enzyme. The reversible inhibition of LPO by some of the selenium derivatives is correlated with their glutathione peroxidase (GPx) activity, and the high GPx activity of the selenium compounds as compared with their sulfur analogues suggests that the selenium derivatives may protect the thyroid gland from oxidative damage.
Benzylation of Thioamides and Thioureas with Triethylbenzylammonium Chloride Under Phase Transfer Catalysis
Singh, Paramjit,Aggarwal, Sunil K.,Sarin, Rakesh,Malhotra, Nageshwar,Singh, Harjit
, p. 263 - 265 (2007/10/02)
The reactions of triethylbenzylammonium chloride with thioamides/thioureas under phase transfer catalysis conditions provide mainly S-benzylated products.The reactions have been rationalised and optimum condition worked out to get the maximum yield of the
