86499-96-9Relevant articles and documents
Synthesis method of 3-bromo-1,3,4,5-tetrahydro-2H-1-benzazepin-2-one
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Paragraph 0024-0025, (2021/07/24)
The invention discloses a synthesis method of 3-bromine-1,3,4,5-tetrahydro-2H-1-benzazepin-2-one, and belongs to the technical field of organic synthesis. The synthesis method comprises the steps that gamma-butyrolactone and benzene which are cheap and easy to obtain serve as starting raw materials, 2-bromo-1-tetralone, 2-bromo-3,4-dihydro-N-hydroxy-(2H)-naphthalimide and 3-bromo-1,3,4,5-tetrahydro-2H-1-benzazepin-2-one are synthesized in sequence . According to the synthetic method, gamma-butyrolactone and benzene are taken as starting raw materials, and 3-bromo-1,3,4,5-tetrahydro-2H-1-benzoazepin-2-one is obtained through cyclization reaction, bromination reaction, oxime forming reaction and Beckmann rearrangement reaction respectively. The method has the advantages of simple production process, low production cost, simplicity in operation, less three wastes, small environmental pollution and suitability for industrial production.
Discovery of novel triazolobenzazepinones as γ-secretase modulators with central Aβ42 lowering in rodents and rhesus monkeys
Fischer, Christian,Zultanski, Susan L.,Zhou, Hua,Methot, Joey L.,Shah, Sanjiv,Hayashi, Ikuo,Hughes, Bethany L.,Moxham, Christopher M.,Bays, Nathan W.,Smotrov, Nadya,Hill, Armetta D.,Pan, Bo-Sheng,Wu, Zhenhua,Moy, Lily Y.,Tanga, Flobert,Kenific, Candia,Cruz, Jonathan C.,Walker, Deborah,Bouthillette, Melanie,Nikov, George N.,Deshmukh, Sujal V.,Jeliazkova-Mecheva, Valentina V.,Diaz, Damaris,Michener, Maria S.,Cook, Jacquelynn J.,Munoz, Benito,Shearman, Mark S.
, p. 3488 - 3494 (2015/08/06)
Abstract Synthesis and SAR studies of novel triazolobenzazepinones as gamma secretase modulators (GSMs) are presented in this communication. Starting from our azepinone leads, optimization studies toward improving central lowering of Aβ42 led to the discovery of novel benzo-fused azepinones. Several benzazepinones were profiled in vivo and found to lower brain Aβ42 levels in Sprague Dawley rats and transgenic APP-YAC mice in a dose-dependent manner after a single oral dose. Compound 34 was further progressed into a pilot study in our cisterna-magna-ported rhesus monkey model, where we observed robust lowering of CSF Aβ42 levels.
Kinetic resolution of a intermediate useful in the production of benazepril and analogues thereof
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, (2008/06/13)
The present invention provides an efficient synthetic process for making benazepril and analogues thereof by having an intermediate compound undergo epimerization and kinetic resolution.