913734-75-5Relevant articles and documents
Fluorinated adenosine A2A receptor antagonists inspired by preladenant as potential cancer immunotherapeutics
Yuan, Gengyang,Jankins, Tanner C.,Patrick, Christopher G.,Philbrook, Phaethon,Sears, Olivia,Hatfield, Stephen,Sitkovsky, Michail,Vasdev, Neil,Liang, Steven H.,Ondrechen, Mary Jo,Pollastri, Michael P.,Jones, Graham B.
, (2018/10/20)
Antagonism of the adenosine A2A receptor on T cells blocks the hypoxia-adenosinergic pathway to promote tumor rejection. Using an in vivo immunoassay based on the Concanavalin A mouse model, a series of A2A antagonists were studied and identified preladenant as a potent lead compound for development.Molecular modeling was employed to assist drug design and subsequent synthesis of analogs and those of tozadenant, including fluorinated polyethylene glycol PEGylated derivatives. The efficacy of the analogs was evaluated using two in vitro functional bioassays, and compound 29, a fluorinated triethylene glycol derivative of preladenant, was confirmed as a potential immunotherapeutic agent.
Novel indole-based sigma-2 receptor ligands: synthesis, structure-affinity relationship and antiproliferative activity
Xie, Fang,Kniess, Torsten,Neuber, Christin,Deuther-Conrad, Winnie,Mamat, Constantin,Lieberman, Brian P.,Liu, Boli,Mach, Robert H.,Brust, Peter,Steinbach, J?rg,Pietzsch, Jens,Jia, Hongmei
, p. 1093 - 1103 (2015/06/25)
We report the synthesis and biological evaluation of a series of indole-based σ2 receptor ligands derived from siramesine. In vitro competition binding assays showed that these analogues possessed high to moderate affinity and selectivity for σ2 receptors. Structure-affinity relationship analyses of these indole-based σ2 receptor ligands were performed. In the 3-(4,5-dimethythiazol-2-yl)-2,5-diphenyltetrazolium bromide (MTT) assay, 1a and 1b displayed significant and comparable antiproliferative activity in DU145, MCF7 and C6 cells to siramesine. In cell cycle analyses, compounds 1a, 1b and siramesine were found to induce a G1 phase cell cycle arrest in DU145 cells using flow cytometry. The combination of 5,6-dimethoxyisoindoline scaffold and N-(4-fluorophenyl)indole moiety was identified as a new σ2 receptor ligand deserving further investigation as an antitumor agent.
Syntheses and radiofluorination of two derivatives of 5-cyano-indole as selective ligands for the dopamine subtype-4 receptor
Tietze, Rainer,Hocke, Carsten,Loeber, Stefan,Huebner, Harald,Kuwert, Torsten,Gmeiner, Peter,Prante, Olaf
, p. 55 - 70 (2007/10/03)
Two fluoroethoxy substituted derivatives, namely 2-[4-(2-(2-fluoroethoxy) phenyl)-piperazin-1-ylmethyl]indole-5-carbonitrile (5a) and 2-[4-(4-(2- fluoroethoxy)-phenyl) piperazin-1-ylmethyl]indole-5-carbonitrile (Sb) were synthesized as analogs of the sele
