Naphthyl and coumarinyl biarylpiperazine derivatives as highly potent human β-secretase inhibitors. design, synthesis, and enzymatic BACE-1 and cell assays was written by Garino, Cedrik;Tomita, Taisuke;Pietrancosta, Nicolas;Laras, Younes;Rosas, Roselyne;Herbette, Gaetan;Maigret, Bernard;Quelever, Gilles;Iwatsubo, Takeshi;Kraus, Jean-Louis. And the article was included in Journal of Medicinal Chemistry in 2006.Computed Properties of C13H14BrNO2 This article mentions the following:
Twenty novel β-secretase inhibitors containing biarylpiperazine moieties belonging to naphthyl and coumarinyl series were designed for their potential use in Alzheimer’s disease therapy. Enzymic and cell-based assays have been carried out. The biol. results clearly demonstrate that specific substituents located at the N4-position of the piperazine ring result in excellent in vitro inhibitory potency (IC50 values ranging between 40 and 70 nM). Variable temperature NMR and modeling studies are consistent with the obtained biol. data, since these studies confirmed that introduction at the N4-position of the piperazine ring allows productive interactions within the BACE-1 active site, which appear to be determinative for high BACE-1 inhibitory activity. These results are of particular interest since some of the new analogs belonging to the naphthyl series are almost one log more active than the best inhibitor of the similar family recently reported. In the experiment, the researchers used many compounds, for example, N-(5-Bromopentyl)phthalimide (cas: 954-81-4Computed Properties of C13H14BrNO2).
N-(5-Bromopentyl)phthalimide (cas: 954-81-4) belongs to organobromine compounds. Many of the organo bromine compounds are relatively nonpolar. Bromine is more electronegative than carbon (2.8 vs 2.5) and hence the carbon in a carbonbromine bond is electrophilic in nature. Commercially available organobromine pharmaceuticals include the vasodilator nicergoline, the sedative brotizolam, the anticancer agent pipobroman, and the antiseptic merbromin. Computed Properties of C13H14BrNO2
Referemce:
Bromide – Wikipedia,
bromide – Wiktionary