295779-81-6Relevant academic research and scientific papers
Design, synthesis, and characterization of oxadiazolopyrazine analogs with application as anticancer agents
Chen, Wei-Chia,Chen, Chia-Ling,Chang, Tzu-Ting,Hsieh, Feng-Chun,Chen, Wei-Sheng,Li, Wen-Shan
, p. 375 - 387 (2021/12/23)
Here, we describe the synthesis and evaluation of a class of cell-permeable indeno-oxadiazolopyrazine analogs as the anticancer agents. A new and facile approach to the synthesis of substituted analogs of indeno-oxadiazolopyrazine is illustrated. We find that the designed indeno-oxadiazolopyrazines, 3, 4, 10, 11, 15, and 16, act as potent anticancer agents compared to camptothecin, topoisomerase I inhibitor. These observations suggest that the electron-donating group (methoxy) at the C-5, C-6, and C-8 positions or electron-withdrawing group (fluoro) at the C-6 and C-7 positions on the A ring of indeno-oxadiazolopyrazines is required for antiproliferative activities against MDA-MB-231, BT549, and MCF7 cell lines.
A conformational constraint improves a β-secretase inhibitor but for an unexpected reason
Hills, Ivory D.,Katharine Holloway,de Leon, Pablo,Nomland, Ashley,Zhu, Hong,Rajapakse, Hemaka,Allison, Tim J.,Munshi, Sanjeev K.,Colussi, Dennis,Pietrak, Beth L.,Toolan, Dawn,Haugabook, Sharie J.,Graham, Samuel L.,Stachel, Shawn J.
scheme or table, p. 4993 - 4995 (2010/03/31)
During our ongoing efforts to develop a small molecule inhibitor targeting the β-amyloid cleaving enzyme (BACE-1), we discovered a class of compounds bearing an aminoimidazole motif. Initial optimization led to potent compounds that have high Pgp efflux r
Transformations of organic molecules with F-TEDA-BF4 in ionic liquid media
Pavlinac, Jasminka,Zupan, Marko,Stavber, Stojan
experimental part, p. 2394 - 2409 (2009/12/03)
The transformations of organic molecules with F-TEDA-BF4 (1) were investigated in the hydrophilic ionic liquid (IL) 1-butyl-3-methyl- imidazolium tetrafluoroborate ([bmim][BF4], 2) and the hydrophobic IL 1-butyl-3-methyl-imidazolium hexafluorophosphate ([bmim][PF6], 3). The range of substrates included alkyl substituted phenols 4a-c, 9, 13, 1,1-diphenylethene (15), alkyl aryl ketones 19-22, aldehydes 23-25 and methoxy-substituted benzene derivatives 26-30. The evaluation of the outcome of reactions performed in IL media in comparison to those of the corresponding reactions in conventional organic solvents revealed that the transformations in IL are less efficient and selective. The effect of the presence of a nucleophile (MeOH, H2O, MeCN) on the course of reaction was also studied.
Solvent directing immediate fluorination of aromatic ketones using 1- fluoro-4-hydroxy-1,4-diazoniabicyclo[2.2.2]octane bis(tetrafluoroborate)
Stavber, Stojan,Jereb, Marjan,Zupan, Marko
, p. 1323 - 1324 (2007/10/03)
Reactions of aryl alkyl ketones with 1-fluoro-4-hydroxy1,4- diazoniabicyclo[2.2.2]octane bis(tetrafluoroborate) (Accufluor(TM) NFTh) in methanol result in selective and almost quantitative formation of the corresponding α-fluoroketones, while in acetonitrile exclusive fluorofunctionalisation of the activated aromatic ring take place.
