649761-78-4Relevant articles and documents
Bioisosteric replacement and related analogs in the design, synthesis and evaluation of ligands for muscarinic acetylcholine receptors
Bhandare, Richie R.,Canney, Daniel J.
, p. 361 - 375 (2014/05/20)
Previous structure-activity relationship studies involving a series of lactone-based muscarinic ligands identified a lead compound containing a diphenylmethylpiperazine moiety (4; IC50 = 340 nM). The purpose of the present work is to investigate 1,3-benzodioxoles, 4,4-diethyl substituted tetrahydrofurans, 5-substituted oxazolidinones and chromones as bioisosteric replacements for the lactone ring in a novel series of muscarinic ligands. The approach provided compounds with improved % inhibition values and identified a non-selective muscarinic ligand with an IC50 value of 280 nM. The structure-activity relationship for this new series will be discussed. Selected compounds were evaluated in preliminary assays for subtype selectivity and were found to be non-selective.
Enhanced cellular uptake by "pharmaceutically oriented devices" of new simplified analogs of Linezolid with antimicrobial activity
Parisi, Ortensia Ilaria,Fiorillo, Marco,Caruso, Anna,Cappello, Anna Rita,Saturnino, Carmela,Puoci, Francesco,Panno, Antonella,Dolce, Vincenza,El-Kashef, Hussein,Sinicropi, Maria Stefania
, p. 163 - 170 (2014/01/06)
The aim of the present study was to enhance cellular uptake of simplified analogs of Linezolid by their incorporation into suitable delivery devices in order to improve the antimicrobial activity of these novel synthesized oxazolidin-2-one derivatives. Th
Convenient synthesis of oxazolidinones by the use of halomethyloxirane, primary amine, and carbonate salt
Osa, Yumiko,Hikima, Yuka,Sato, Yoko,Takino, Kouichi,Ida, Yoshihiro,Hirono, Shuichi,Nagase, Hiroshi
, p. 5737 - 5740 (2007/10/03)
Primary amines reacted with carbonate salts (Na2CO3, K2CO3, Cs2CO3, and Ag 2CO3) and halomethyloxiranes in the presence of a base such as DBU or TEA to give oxazolidinones in high yields. The use of K 2CO3 among these carbonate gave the best yield in this synthesis. A reaction mechanism was proposed that the oxazolidinone was obtained from an oxazinanone intermediate via a bicyclo[2.2.1] intermediate. The present reaction can be widely applied to convenient synthesis of useful N-substituted oxazolidinones and chiral oxazolidinones.