Vinyl bromides undergo the Heck reaction, which involves C-C coupling with alkene to give substituted alkenes. 402-49-3, formula is C8H6BrF3, Name is 1-(Bromomethyl)-4-(trifluoromethyl)benzene. Methyl bromide is a precursor in the manufacture of several chemicals and is employed as a soil sterilant, mainly for seed production. Application In Synthesis of 402-49-3.
Tsai, Wan-Chen;Gilbert, Nathan C.;Ohler, Amanda;Armstrong, Michelle;Perry, Steven;Kalyanaraman, Chakrapani;Yasgar, Adam;Rai, Ganesha;Simeonov, Anton;Jadhav, Ajit;Standley, Melissa;Lee, Hsiau-Wei;Crews, Phillip;Iavarone, Anthony T.;Jacobson, Matthew P.;Neau, David B.;Offenbacher, Adam R.;Newcomer, Marcia;Holman, Theodore R. research published 《 Kinetic and structural investigations of novel inhibitors of human epithelial 15-lipoxygenase-2》, the research content is summarized as follows. Human epithelial 15-lipoxygenase-2 (h15-LOX-2, ALOX15B) is expressed in many tissues and has been implicated in atherosclerosis, cystic fibrosis and ferroptosis. However, there are few reported potent/selective inhibitors that are active ex vivo. In the current work, we report newly discovered mols. that are more potent and structurally distinct from our previous inhibitors, MLS000545091 and MLS000536924 (Jameson et al, PLoS One, 2014, 9, e104094), in that they contain a central imidazole ring, which is substituted at the 1-position with a Ph moiety and with a benzylthio moiety at the 2-position. The initial three mols. were mixed-type, non-reductive inhibitors, with IC50 values of 0.34 ± 0.05 μM for MLS000327069, 0.53 ± 0.04 μM for MLS000327186 and 0.87 ± 0.06 μM for MLS000327206 and greater than 50-fold selectivity vs. h5-LOX, h12-LOX, h15-LOX-1, COX-1 and COX-2. A small set of focused analogs was synthesized to demonstrate the validity of the hits. In addition, a binding model was developed for the three imidazole inhibitors based on computational docking and a co-structure of h15-LOX-2 with MLS000536924. Hydrogen/deuterium exchange (HDX) results indicate a similar binding mode between MLS000536924 and MLS000327069, however, the latter restricts protein motion of helix-α2 more, consistent with its greater potency. Given these results, we designed, docked, and synthesized novel inhibitors of the imidazole scaffold and confirmed our binding mode hypothesis. Importantly, four of the five inhibitors mentioned above are active in an h15-LOX-2/HEK293 cell assay and thus they could be important tool compounds in gaining a better understanding of h15-LOX-2′s role in human biol. As such, a suite of similar pharmacophores that target h15-LOX-2 both in vitro and ex vivo are presented in the hope of developing them as therapeutic agents.
Application In Synthesis of 402-49-3, 4-Trifluoromethylbenzyl bromide is a useful research compound. Its molecular formula is C8H6BrF3 and its molecular weight is 239.03 g/mol. The purity is usually 95%.
4-Trifluoromethylbenzyl bromide is a choline derivative that acts as an anticancer agent. It is structurally similar to the anticancer drug doxorubicin, which has been shown to be effective against breast cancer and leukemia. 4-Trifluoromethylbenzyl bromide interacts with cellular proteins, including choline kinase, and inhibits the mitochondrial pathway. This leads to cell death through apoptosis. The molecule also interacts with nucleotide bases such as thymine and cytosine in DNA, inhibiting transcription and replication. 4-Trifluoromethylbenzyl bromide binds strongly to the hydroxyl group of cholesterol by an electrophilic substitution mechanism to form a covalent bond with its hydroxy group. The molecule can also bind to chloride ions by an ionic bond., 402-49-3.
Referemce:
Bromide – Wikipedia,
bromide – Wiktionary