17279-56-0Relevant articles and documents
Solvent-Controlled Synthesis of Thiocyanated Enaminones and 2-Aminothiazoles from Enaminones, KSCN, and NBS
Chen, Xue,Cuan, Xiaodan,Duan, Xiyan,Li, Huimin,Liu, Kun,Liu, Xiaojing,Wang, Junqin,Wang, Lin,Zhou, Huiyun
, (2019/10/11)
An effective and simple solvent-controlled synthesis of thiocyanated enaminones and 2-aminothiazoles has been demonstrated from enaminones, potassium thiocyanate, and N-bromosuccinimide. This process features mild reaction conditions, simple and easy oper
Synthesis and biological evaluation of novel thiazole- VX-809 hybrid derivatives as F508del correctors by QSAR-based filtering tools
Liessi, Nara,Cichero, Elena,Pesce, Emanuela,Arkel, Maria,Salis, Annalisa,Tomati, Valeria,Paccagnella, Matteo,Damonte, Gianluca,Tasso, Bruno,Galietta, Luis J.V.,Pedemonte, Nicoletta,Fossa, Paola,Millo, Enrico
, p. 179 - 200 (2017/12/28)
The most common CF mutation, F508del, impairs the processing and gating of CFTR protein. This deletion results in the improper folding of the protein and its degradation before it reaches the plasma membrane of epithelial cells. Present correctors, like VX809 only induce a partial rescue of the mutant protein. Our previous studies reported a class of compounds, called aminoarylthiazoles (AATs), featuring an interesting activity as correctors. Some of them show additive effect with VX809 indicating a different mechanism of action. In an attempt to construct more interesting molecules, it was thought to generate chemically hybrid compounds, blending a portion of VX809 merged to the thiazole scaffold. This approach was guided by the development of QSAR analyses, which were performed based on the F508del correctors so far disclosed in the literature. This strategy was aimed at exploring the key requirements turning in the corrector ability of the collected derivatives and allowed us to derive a predictive model guiding for the synthesis of novel hybrids as promising correctors. The new molecules were tested in functional and biochemical assays on bronchial CFBE41o-cells expressing F508del-CFTR showing a promising corrector activity.
New one-pot approach to regio-synthesis of substituted 2-aminothiazoles from the corresponding keto-aziridines
Samimi, Heshmat A.,Mohammadi, Somaye
, p. 69 - 73 (2014/01/23)
Ring expansion of keto-aziridines to the corresponding 2-aminothiazoles (54-67 %) using ammonium thiocyanate in the presence of RuCl3 under refluxing acetonitrile is described. A plausible mechanism for the synthesis of substituted 2-aminothiazoles has been proposed.
