255375-90-7Relevant academic research and scientific papers
Fluorinated bisbenzimidazoles: a new class of drug-like anion transporters with chloride-mediated, cell apoptosis-inducing activity
Yu, Xi-Hui,Hong, Xiao-Qiao,Chen, Wen-Hua
, p. 1558 - 1571 (2019)
Anion transporters have attracted substantial interest due to their ability to induce cell apoptosis by disrupting cellular anion homeostasis. In this paper we describe the synthesis, anion recognition, transmembrane anion transport and cell apoptosis-inducing activity of a series of fluorinated 1,3-bis(benzimidazol-2-yl)benzene derivatives. These compounds were synthesized from the condensation of 1,3-benzenedialdehyde or 5-fluoro-1,3-benzenedialdehyde with the corresponding 1,2-benzenediamines and fully characterized. They are able to form stable complexes with chloride anions, and exhibit potent liposomal and in vitro anionophoric activity. Their anion transport efficiency may be ameliorated by the total number of fluorine atoms, and the enhanced anionophoric activity was a likely consequence of the increased lipophilicity induced by fluorination. Most of these fluorinated bisbenzimidazoles exhibit potent cytotoxicity toward the selected cancer cells. Mechanistic investigations suggest that these compounds are able to trigger cell apoptosis probably by disrupting the homeostasis of chloride anions.
Versatile syntheses of optically pure pce pincer ligands: Facile modifications of the pendant arms and ligand backbones
Yang, Xiang-Yuan,Tay, Wee Shan,Li, Yongxin,Pullarkat, Sumod A.,Leung, Pak-Hing
supporting information, p. 1582 - 1588 (2015/05/13)
A series of chiral C-stereogenic PCP and PCN ligand precursors were prepared in situ from inexpensive achiral starting materials via a simple catalytic asymmetric P-H addition reaction in good overall yields. This facile catalytic method of preparing the ligand backbones renders easy and economical modifications of the electronically crucial para-substituent, chiral functionalities, and donor atoms for different transition metal ions. A one-pot synthetic procedure was used efficiently to prepare the corresponding optically pure pincer complexes. All the new complexes were characterized by NMR and mass spectroscopy. The molecular structures of several selected complexes have also been elucidated by X-ray crystallography. Preliminary studies indicated that minor structural changes on these novel pincer complexes affect their chemical properties significantly when they were applied as catalysts for the reaction between diphenylphosphine and chalcone.
Elemental fluorine. Part 21. (1) direct fluorination of benzaldehyde derivatives
Chambers, Richard D.,Sandford, Graham,Trmcic, Jelena,Okazoe, Takashi
, p. 339 - 344 (2013/01/03)
Direct fluorination of a range of benzaldehyde derivatives gives mixtures of fluorobenzaldehyde and benzoyl fluoride products in ratios that depend upon the nature of the ring substituent Electron-withdrawing substituents give predominantly benzoyl fluoride derivatives, whereas electron-donating substituents lead to fluoroarene systems. Separation of ring-fluorinated products can be easily accomplished by esterification of the benzoyl fluoride side products. Scale-up of these processes to provide significant quantities of appropriate fluorobenzaldehyde systems has also been achieved using continuous flow techniques.
5-Fluoro- and 5-methyl-1,3-didehydrobenzene - A matrix isolation study
Sander, Wolfram,Exner, Michael
, p. 2285 - 2290 (2007/10/03)
The UV photolysis of [2.2]metaparacyclophanediones 4b and 4c leads to α-cleavage and formation of CO, p-xylylene 5, and m-benzynes 2b and c with a fluorine or methyl substituent in the 5-position, respectively. The IR spectra of 2b and 2c were assigned by
