117654-35-0Relevant academic research and scientific papers
Design, synthesis and biological evaluation of indole derivatives as novel inhibitors targeting B-Raf kinase
Wu, Zeng,Yan, Ming,Hu, Shi-He,Yu, Zhi-Cheng,Zhu, Yong,Cheng, Ya-Dong,Liu, Hai-Chun,Zhang, Yan-Min,Yao, Si-Hui,Tang, Wei-Fang,Lu, Tao
, p. 351 - 354 (2014/02/14)
A series of novel indole derivatives were designed and synthesized and their inhibitory activity against B-Raf and HepG2 cell were also described. Among them, compounds 7a and 7b exhibited excellent potency, which showed the potential for further research
Synthesis of unsymmetrical biaryl ureas from N-carbamoylimidazoles: Kinetics and application
Rawling, Tristan,McDonagh, Andrew M.,Tattam, Bruce,Murray, Michael
experimental part, p. 6065 - 6070 (2012/09/22)
N-Carbamoylimidazoles dissociate in solution to yield imidazole and an isocyanate that may be reacted with another aryl amine to form an unsymmetrical biaryl urea. This paper investigates the reaction kinetics and the influence of electron withdrawing/donating substituents on the reaction of N-carbamoylimidazoles with aniline. The overall reaction mechanism involves two zwitterionic intermediates, formed during dissociation and upon reaction of the liberated isocyanate with aniline. The rate limiting step for the reaction is a base catalysed proton transfer from the second zwitterionic intermediate. Although electron withdrawing substituents on the aryl group hinder dissociation, they significantly increase reaction rates compared to compounds bearing electron donating substituents. The imidazole liberated upon dissociation catalyses the rate determining step so that reactions of dissociated N-carbamoylimidazoles proceed more rapidly than those involving only isocyanates. In addition, the imidazole eliminates the need for anhydrous reaction conditions. The N-carbamoylimidazole methodology was demonstrated by preparing sorafenib, a biaryl urea kinase inhibitor, in good yield and excellent purity.
Synthesis and antitumor activity of novel diaryl ether hydroxamic acids derivatives as potential HDAC inhibitors
Zhu, Yong,Chen, Xin,Wu, Zeng,Zheng, Yixuan,Chen, Yadong,Tang, Weifang,Lu, Tao
, p. 1723 - 1732 (2013/03/13)
A series of diaryl ether hydroxamic acids were synthesized for the first time and evaluated for the HDAC biology and antiproliferative activity. The structures of these new hydroxamic acids derivatives were confirmed by IR, 1H-NMR and mass spectrum. Some of these compounds showed micro molar activity in the HDAC inhibitory assay and against four cancer cell lines.
Efficient solid-phase synthesis of disubstituted 1,3-dihydro-imidazol-2- ones
Rossé, Gérard,Strickler, Julie,Patek, Marcel
, p. 2167 - 2168 (2007/10/03)
A bromoacetal linker was used to achieve the synthesis of ureas on a solid support. The resulting ureido acetals were treated with TFA and were converted in an intramolecular cyclization via N-acyliminium ion to disubstituted 1,3-dihydro-imidazol-2-ones.
REACTIONS OF ISOTHIOCYANATES AND ISOCYANATES WITH SOME SILYLATED NITROGEN-CONTAINING NUCLEOPHILES
Gonda, Josef,Antalova, Zuzana
, p. 685 - 694 (2007/10/02)
Aryl isothiocyanates and arylisocyanates react with N,O-bis(trimethylsilyl)acetamide to give N-methyl-N'-arylthioureas and ureas.Also nucleophilic additions of other aprotic nucleophiles (e.g.N-trimethylsilylimidazole, N-trimethylsilylpiperidine and N-trimethylsilylmorpholine) to the N=C=X (X=O,S) group were investigated.
