99306-88-4Relevant articles and documents
SAR studies of 4-acyl-1,6-dialkylpiperazin-2-one arenavirus cell entry inhibitors
Plewe, Michael B.,Whitby, Landon R.,Naik, Shibani,Brown, Eric R.,Sokolova, Nadezda V.,Gantla, Vidyasagar Reddy,York, Joanne,Nunberg, Jack H.,Zhang, Lihong,Kalveram, Birte,Freiberg, Alexander N.,Boger, Dale L.,Henkel, Greg,McCormack, Ken
, (2019/09/17)
Old World (Africa) and New World (South America) arenaviruses are associated with human hemorrhagic fevers. Efforts to develop small molecule therapeutics have yielded several chemical series including the 4-acyl-1,6-dialkylpiperazin-2-ones. Herein, we describe an extensive exploration of this chemotype. In initial Phase I studies, R1 and R4 scanning libraries were assayed to identify potent substituents against Old World (Lassa) virus. In subsequent Phase II studies, R6 substituents and iterative R1, R4 and R6 substituent combinations were evaluated to obtain compounds with improved Lassa and New World (Machupo, Junin, and Tacaribe) arenavirus inhibitory activity, in vitro human liver microsome metabolic stability and aqueous solubility.
Rearrangement of N-alkyl 1,2-amino alcohols. Synthesis of (S)-toliprolol and (S)-propanolol
Duthion, Béranger,Métro, Thomas-Xavier,Gomez Pardo, Domingo,Cossy, Janine
experimental part, p. 6696 - 6706 (2011/02/26)
N-alkyl 1,2-amino alcohols were rearranged stereospecifically by using TFAA/Et3N. This rearrangement has been used to synthesize N-isopropyl-3-(aryloxy)-2-hydroxypropylamines, β-adrenergic blocking agents such as (S)-toliprolol and (S)-propanolol.
N-Alkyl oxazolidines as stereocontrol elements in asymmetric Diels-Alder cycloadditions of 9-substituted anthracene derivatives
Adams, Harry,Bawa, Ramadan A.,Jones, Simon
, p. 4206 - 4213 (2008/09/19)
Chiral 9-oxazolidinyl anthracene derivatives have been prepared as single diastereoisomers by condensation of 9-anthraldehyde with the appropriate N-alkyl amino alcohol. Asymmetric Diels-Alder cycloadditions of these with N-methyl maleimide proceeds in go