754214-56-7Relevant articles and documents
Development of anti-breast cancer PI3K inhibitors based on 7-azaindole derivatives through scaffold hopping: Design, synthesis and in vitro biological evaluation
Chen, Yi,Deng, Mingli,Jia, Yu,Ling, Yun,Liu, Xiaofeng,Lu, Mingzhu,Qiu, Tianze,Xiang, Ruiqing,Yang, Chengbin,Yang, Yongtai,Zhou, Yaming
supporting information, (2021/10/19)
Breast cancer is the cancer with the highest incidence all over the world. Phosphatidylinositol 3-kinase is an important regulator of intracellular signaling pathways, which is frequently mutated and overexpressed in majority of human breast cancers, and the inhibition of PI3K has been considered as a promising approach for the treatment of the cancer. Here, we report our design and synthesis of new 7-azaindole derivatives as PI3K inhibitors through the scaffold hopping strategy. By varying the groups at the 3-position of 7-azaindole, we identified a series of potent PI3K inhibitors, whose antiproliferative activities against two human breast cancer MCF-7 and MDA-MB-231 cell lines were evaluated. Representative derivatives FD2054 and FD2078 showed better activity than BKM120 in antiproliferation, reduced the levels of phospho-AKT and induced cell apoptosis. All these results suggested that FD2054 and FD2078 are potent PI3K inhibitors that could be considered as potential candidates for the development of anticancer agents.
A Monophosphine Ligand Derived from Anthracene Photodimer: Synthetic Applications for Palladium-Catalyzed Coupling Reactions
Wang, Xin,Liu, Wei-Gang,Tung, Chen-Ho,Wu, Li-Zhu,Cong, Huan
supporting information, p. 8158 - 8163 (2019/09/07)
Herein, we present an air-stable dianthracenyl monophosphine ligand (diAnthPhos) which can be prepared in two steps from commercially available anthracene derivatives. The ligand exhibits excellent efficiency for palladium-catalyzed coupling reactions. In particular, Miyaura borylation of heterocycle-containing electrophiles can be facilitated employing the diAnthPhos ligand with a broad substrate scope and low catalyst loading. The valuable synthetic utility of the new ligand is further demonstrated by a one-pot Miyaura borylation/Suzuki coupling protocol for heteroaryl-containing substrates.
Heterocyclic boronic acid compound synthesis process
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Paragraph 0016; 0017; 0018; 0019; 0020; 0021-0036, (2017/08/25)
The invention relates to a synthetic process of a heterocyclic boric acid compound. The process comprises the following steps: carrying out reaction on 5-chloro-7-azaindole and tert-butyldimethylsilyl chloride in the presence of triethylamine to carry out posttreatment to obtain a yellow solid; carrying out reaction on yellow solid and trimethyl borate in the presence of sodium carbonate to carry out post-treatment to obtain a yellow oily object; carrying out reaction on the yellow oily object and pinacol and concentrating to obtain a colorless oily object; and carrying out posttreatment on the colorless oily object to obtain a white solid to obtain 7-azaindole-pinacol boronate. Not only is the synthetic method provided by the invention yield and high in purity, but also the toxicity of the used chemical reagent is less, so that the damage on the operator is reduced, thereby facilitating industrial scaled production. The synthetic method is also suitable for synthesizing other heterocyclic boric acid compounds such as 7-azaindole-4-pinacol boronate, 7-azaindole-3-pinacol boronate and has an important application value.