Reference of 4-Cyanobenzyl bromideIn 2020 ,《Design, synthesis and biological evaluation of tetrahydroquinoline-based reversible LSD1 inhibitors》 was published in European Journal of Medicinal Chemistry. The article was written by Wang, Xinran; Zhang, Cai; Zhang, Xiangyu; Yan, Jiangkun; Wang, Jiming; Jiang, Qinwen; Zhao, Liyu; Zhao, Dongmei; Cheng, Maosheng. The article contains the following contents:
The targeted regulation of LSD1, which is highly expressed in a variety of tumor cells, is a promising cancer therapy strategy. Several LSD1 inhibitors are currently under clin. evaluation, and most of these inhibitors are irreversible. Here, the design, synthesis and biochem. evaluation of novel tetrahydroquinoline-based reversible LSD1 inhibitors has been reported. Compounds (I) and (II), which are selective to LSD1 over MAO-A/B, exhibit excellent LSD1 inhibition at the mol. levels with IC50= 55 nM and 540 nM, resp. The classic Lineweaver-Burk plots revealed that compound I could reversibly bind the LSD1 enzyme in a noncompetitive manner. Mol. docking was used to reveal the potential binding-mode of the compounds and interpret the structure-activity relationships. Furthermore, compounds I and II significantly inhibited proliferation (IC50= 1.13μM and 1.15μM, resp.) and induced apoptosis in MGC-803 cells with high expression of LSD1. Compound IIshowed acceptable liver microsomal stability. Meanwhile, II did not appear to inhibit CYPs at 10μM in vitro. Remarkably, the oral administration of compound II can inhibit the growth of MGC-803 xenograft tumors without significant side effects. Author findings suggest that tetrahydroquinoline-based LSD1 inhibitors deserve further investigation for the treatment of LSD1 overexpressing cancer. The experimental part of the paper was very detailed, including the reaction process of 4-Cyanobenzyl bromide(cas: 17201-43-3Reference of 4-Cyanobenzyl bromide)
4-Cyanobenzyl bromide(cas: 17201-43-3) can reacts with 2H-tetrazole in the presence of KOH to yield 4-[(2H-tetra-zol-2-yl)methyl]benzonitrile. And it may be used in the synthesis of ligands containing a chelating pyrazolyl-pyridine group with a pendant aromatic nitrile.Reference of 4-Cyanobenzyl bromide
Referemce:
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts