16026-77-0Relevant articles and documents
Efficient optimization of pyrazolo[3,4-d]pyrimidines derivatives as c-Src kinase inhibitors in neuroblastoma treatment
Molinari, Alessio,Fallacara, Anna Lucia,Di Maria, Salvatore,Zamperini, Claudio,Poggialini, Federica,Musumeci, Francesca,Schenone, Silvia,Angelucci, Adriano,Colapietro, Alessandro,Crespan, Emmanuele,Kissova, Miroslava,Maga, Giovanni,Botta, Maurizio
, p. 3454 - 3457 (2018)
The proto-oncogene c-Src is a non-receptor tyrosine kinase which is involved in the regulation of many cellular processes, such as differentiation, adhesion and survival. c-Src hyperactivation has been detected in many tumors, including neuroblastoma (NB), one of the major causes of death from neoplasia in infancy. We already reported a large family of pyrazolo[3,4-d]pyrimidines active as c-Src inhibitors. Interestingly, some of these derivatives resulted also active on SH-SY5Y NB cell line. Herein, starting from our previous Free Energy Perturbation/Monte Carlo calculations, we report an optimization study which led to the identification of a new series of derivatives endowed with nanomolar Ki values against c-Src, interesting antiproliferative activity on SH-SY5Y cells and a suitable ADME profile.
Zwitterionic Surfactant stabilized palladium nanoparticles as catalysts in aromatic nitro compound reductions
Souza, Franciane D.,Fiedler, Haidi,Nome, Faruk
, p. 372 - 381 (2016/03/19)
Palladium nanoparticles (NPs) stabilized by ImS3-14, a zwitterionic surfactant structurally related to ionic liquids, are revealed here to be good catalysts for the reduction of a large number of substituted aromatic nitro compounds. Our mass spectrometry results are consistent with the formation of amino products in a direct route, where the aromatic nitro compounds are initially reduced to nitroso compounds, which are then reduced to the hydroxylamine derivatives and finally to the anilines. Activation parameters showed that for most Pd catalysts reported in the literature, the mechanism seems to be similar, with lower enthalpy of activation (ΔH?) being compensated by more negative entropy of activation (ΔS?). As a result, the reaction is thermally compensated and the rate constants for most reactions rather similar. Furthermore, Pd NPs stabilized by ImS3-14 showed efficient catalytic activities for the reduction of aromatic nitro compounds, with high conversion and good selectivity even using very low loadings of metal.
Hydrazine-mediated reduction of nitro and azide functionalities catalyzed by highly active and reusable magnetic iron oxide nanocrystals
Cantillo, David,Moghaddam, Mojtaba Mirhosseini,Kappe, C. Oliver
, p. 4530 - 4542 (2013/06/05)
Iron oxide (Fe3O4) nanocrystals generated in situ from an inexpensive and readily available iron source catalyze the reduction of nitroarenes to anilines with unparalleled efficiency. The procedure is chemoselective, avoids the use of precious metals, and can be applied under mild reflux conditions (65 or 80 C) or using sealed vessel microwave heating in an elevated temperature regime (150 C). Utilizing microwave conditions, a variety of functionalized anilines have been prepared in nearly quantitative yields within 2-8 min at 150 C, in a procedure also successfully applied to the reduction of aliphatic nitro compounds and azides. The iron oxide nanoparticles are generated in a colloidal form, resulting in homogeneous solutions suitable for continuous flow processing. Selected examples of anilines of industrial importance have been prepared in a continuous regime using this protocol.
