127404-85-7Relevant academic research and scientific papers
Effect of structural modification in the amine portion of substituted aminobutyl-benzamides as ligands for binding σ1 and σ2 receptors
Fan, Kuo-Hsien,Lever, John R.,Lever, Susan Z.
, p. 1852 - 1859 (2011/05/02)
5-Bromo-N-[4-(6,7-dimethoxy-3,4-dihydro-1H-isoquinolin-2-yl)-butyl)]-2, 3-dimethoxy-benzamide (1) is one of the most potent and selective σ2 receptor ligands reported to date. A series of new analogs, where the amine ring fused to the aromatic ring was varied in size (5-7) and the location of the nitrogen in this ring was modified, has been synthesized and assessed for their σ1/σ2 binding affinity and selectivity. The binding affinity of an open-chained variant of 1 was also evaluated. Only the five-membered ring congener of 1 displayed a higher σ1/σ2 selectivity, derived from a higher σ2 affinity and a lower σ1 affinity. Positioning the nitrogen adjacent to the aromatic ring in the five-membered and six-membered ring congeners dramatically decreased affinity for both subtypes. Thus, location of the nitrogen within a constrained ring is confirmed to be key to the exceptional σ2 receptor binding affinity and selectivity for this active series.
In vitro activity of novel dual action MDR anthranilamide modulators with inhibitory activity at CYP-450
Labrie, Philippe,Maddaford, Shawn. P.,Lacroix, Jacques,Catalano, Concettina,Lee, David K.H.,Rakhit, Suman,Gaudreault, Rene C.
, p. 7972 - 7987 (2007/10/03)
Synthesis and in vitro cytotoxicity assays of new anthranilamide MDR modulators have been performed to assess their inhibition potency of the P-glycoprotein (P-gp) transporter. The aromatic spacer group between nitrogen atoms (N1 and N2/s
Synthesis and cardiovascular activity of phenylalkylamine derivatives. I. Potential specific bradycardic agents
Ozaki,Matsukura,Kabasawa,Ishibashi,Ikemori,Hamano,Minami
, p. 2735 - 2740 (2007/10/02)
A series of acyclic amide derivatives of N-(ω-aminoalkyl)-N-methylhomoveratrylamine was synthesized and evaluated for their bradycardic activity in isolated guinea pig right atria. Among these compounds, (E)-N-[3[N'-[2-(3,4-dimethoxyphenyl)ethyl]-N'-methy
