76403-35-5Relevant academic research and scientific papers
Synthesis and evaluation of a new series of Neuropeptide S receptor antagonists
Melamed, Jeffrey Y.,Zartman, Amy E.,Kett, Nathan R.,Gotter, Anthony L.,Uebele, Victor N.,Reiss, Duane R.,Condra, Cindra L.,Fandozzi, Christine,Lubbers, Laura S.,Rowe, Blake A.,McGaughey, Georgia B.,Henault, Martin,Stocco, Rino,Renger, John J.,Hartman, George D.,Bilodeau, Mark T.,Trotter, B. Wesley
scheme or table, p. 4700 - 4703 (2010/10/02)
Administration of Neuropeptide S (NPS) has been shown to produce arousal, that is, independent of novelty and to induce wakefulness by suppressing all stages of sleep, as demonstrated by EEG recordings in rat. Medicinal chemistry efforts have identified a quinolinone class of potent NPSR antagonists that readily cross the blood-brain barrier. We detail here optimization efforts resulting in the identification of a potent NPSR antagonist which dose-dependently and specifically inhibited 125I-NPS binding in the CNS when administered to rats.
Synthesis of nitrogen-containing spirocyclic scaffolds via aminoallylation/RCM sequence
Prusov, Evgeny,Maier, Martin E.
, p. 10486 - 10496 (2008/02/13)
A concise route to nitrogen-containing spirocyclic scaffolds was developed. It is based on the allylation of imines derived from cyclic ketones. The resulting homoallylamines were subsequently alkylated with bromomethylmethacrylate resulting in propenyl-butenyl substituted amine derivatives. Basic amines such as 4 or 10 were cyclized with the Grubbs 2nd generation catalyst in the presence of pTsOH. Carbamate derivatives could be converted to tetrahydropiperidine derivatives with the same catalyst. It could be shown that the acrylate functionality can be?degraded to the ketone using the classical sequence consisting of Curtius rearrangement of the derived acrylic acid followed by hydrolysis of the vinyl isocyanate. Other modifications include reduction of the acrylate double bond, saponification of the ester group, and amide formation.
Synthesis of alkaloid analogues from α-amino acids by one-pot radical decarboxylation/alkylation
Boto, Alicia,De Leon, Yolanda,Gallardo, Juan Antonio,Hernandez, Rosendo
, p. 3461 - 3468 (2007/10/03)
A mild, one-pot methodology to obtain α-substituted nitrogen heterocycles from commercial amino acids is reported. This versatile procedure has been applied to the synthesis of different alkaloid analogues in good to excellent yields. Wiley-VCH Verlag GmbH & Co. KGaA, 2005.
An Efficient and General Synthesis of 5-Substituted Pyrrolidinones
Miller, R. D.,Goelitz, P.
, p. 1616 - 1618 (2007/10/02)
2-Pyrrolidinone derivatives are widespread materials of considerable laboratory and commercial importance.In spite of this, there is no generally useful synthesis of either symmetrically or unsymmetrically 5,5-disubstituted derivatives.This is particularl
