90968-33-5Relevant academic research and scientific papers
Development and SAR of functionally selective allosteric modulators of GABAA receptors
Alhambra, Cristobal,Becker, Chris,Blake, Timothy,Chang, Amy,Damewood Jr., James R.,Daniels, Thalia,Dembofsky, Bruce T.,Gurley, David A.,Hall, James E.,Herzog, Keith J.,Horchler, Carey L.,Ohnmacht, Cyrus J.,Schmiesing, Richard Jon,Dudley, Adam,Ribadeneira, Maria D.,Knappenberger, Katherine S.,MacIag, Carla,Stein, Mark M.,Chopra, Maninder,Liu, Xiaodong F.,Christian, Edward P.,Arriza, Jeffrey L.,Chapdelaine, Marc J.
experimental part, p. 2927 - 2938 (2011/06/21)
Positive modulators at the benzodiazepine site of α2- and α3-containing GABAA receptors are believed to be anxiolytic. Through oocyte voltage clamp studies, we have discovered two series of compounds that are positive modulators at α2-/α3-containing GABAA receptors and that show no functional activity at α1-containing GABA A receptors. We report studies to improve this functional selectivity and ultimately deliver clinical candidates. The functional SAR of cinnolines and quinolines that are positive allosteric modulators of the α2- and α3-containing GABAA receptors, while simultaneously neutral antagonists at α1-containing GABAA receptors, is described. Such functionally selective modulators of GABAA receptors are expected to be useful in the treatment of anxiety and other psychiatric illnesses.
Compounds and Uses Thereof - 848
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Page/Page column 66, (2009/01/24)
This invention relates to novel compounds having the structural formula I below: and their pharmaceutically acceptable salts, tautomers or in vivo-hydrolysable precursors, compositions and methods of use thereof, wherein R1, R2, Rsu
Stereoselective synthesis of pyrrolidine derivatives via reduction of substituted pyrroles
Jiang, Chao,Frontier, Alison J.
, p. 4939 - 4942 (2008/03/28)
The heterogeneous catalytic hydrogenation of highly substituted pyrrole systems was studied. These aromatic systems could be fully reduced with excellent diastereoselectivfty to afford functionalized pyrrolidines with up to four new stereocenters. It is likely that the reaction is a two-step hydrogenation sequence, and that initial reduction of the C=X bond provides a stereocenter that directs the subsequent reduction of the pyrrole.
The Synthesis of 5-Ylidenepyrrol-2(5H)-ones from Maleimides and from Pyrrol-2-(5H)-ones
Gill, G. Bryon,James, Gwyn D.,Oates, Karen V.,Pattenden, Gerald
, p. 2567 - 2580 (2007/10/02)
A series of maleimides 5 have been prepared by reaction of the appropriate maleic anhydrides with either ammonium acetate or methylammonium acetate in boiling acetic acid.The maleimides underwent Wittig-type reactions with stabilised phosphoranes, under m
Total Synthesis of Pukeleimide A, a 5-Ylidenepyrrol-2(5H)-on e from Blue Green Algae
James, Gwyn D.,Mills, Stuart D.,Pattenden, Gerald
, p. 2581 - 2584 (2007/10/02)
A total synthesis of pukeleimide A 5, a member of a rare family of naturally occuring 5-ylidenepyrrol-2(5H)-ones produced by the marine blue alga Lyngbya majuscula, is described.The synthesis is based on elaboration of the ylidenepyrrolone 11a from the maleimide 13a by a regio- and stereo-selective Wittig reaction with ethoxycarbonylmethylene(triphenyl)phosphorane, followed by conversion of 11a into the amide 25, and oxidation of 25 with selenium dioxide.
SYNTHESIS OF 5-SUBSTITUTED 4-O-METHYL TETRAMATES
Jones, Raymond C.F,Bates, Andrew D.
, p. 5285 - 5288 (2007/10/02)
4-Methoxy-Δ3-pyrrolin-2-ones (4-O-methyl tetramates) are alkylated at C-5 via a lithio-derivative; an N-substituent may be introduced either during or after heterocycle formation.
