23010-10-8Relevant academic research and scientific papers
Discovery of Investigational Drug CT1812, an Antagonist of the Sigma-2 Receptor Complex for Alzheimer's Disease
Catalano, Susan M.,Huang, Yaodong,Izzo, Nicholas J.,Labarbera, Kelsie M,Limegrover, Colleen S.,Look, Gary C.,Ni, Zhi-Jie,Rehak, Courtney,Rishton, Gilbert M.,Wang, Yingcai,Wu, Xiaodong,Yurko, Raymond,Zhang, Jason
supporting information, p. 1389 - 1395 (2021/08/31)
An unbiased phenotypic neuronal assay was developed to measure the synaptotoxic effects of soluble Aβ oligomers. A collection of CNS druglike small molecules prepared by conditioned extraction was screened. Compounds that prevented and reversed synaptotox
ISOINDOLINE COMPOSITIONS AND METHODS FOR TREATING NEURODEGENERATIVE DISEASE
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Paragraph 0533; 0535, (2015/09/23)
Isoindoline sigma-2 receptor antagonist compounds, pharmaceutical compositions comprising such compounds, and methods for inhibiting Abeta- associated synapse loss or synaptic dysfunction in neuronal cells, modulating an Abeta-associated membrane trafficking change in neuronal cells, and treating cognitive decline associated with Abeta pathology are provided.
Synthesis and use of ortho-(branched alkoxy)-tert-butoxybenzenes
Rast, Slavko,Stephan, Michel,Mohar, Barbara
supporting information, p. 6815 - 6818 (2013/01/15)
A series of sterically hindered o-(branched alkoxy)-tert-butoxybenzenes was efficiently prepared in good yields owing to a new practical and simple preparation of o-tert-butoxyphenol starting from catechol and isobutene. Use of DMF di-tert-butyl acetal reagent instead of isobutene/H2SO 4 (cat.) for O-tert-butylation was very convenient in case of ortho bulky phenols affording the corresponding tert-butyl ethers in high yield and purity. This general route proved to be useful since no reliable access was available to o-di-t-BuO-substituted arenes. Application to the synthesis of congested phosphorus-based compounds is presented.
Spontaneous resolution among chiral glycerol derivatives: crystallization features of ortho-alkoxysubstituted phenyl glycerol ethers
Bredikhin, Alexander A.,Bredikhina, Zemfira A.,Zakharychev, Dmitry V.,Konoshenko, Larisa V.
, p. 1964 - 1970 (2008/02/13)
Five chiral arylglycerol ethers 2-R-C6H4-O-CH2CH(OH)CH2OH (R = OMe, OEt, OPrn, OPri, OBut) have been prepared in racemic and enantiopure form. The melting points and enthalpies of fusion of every species were measured by differential scanning calorimetry. Binary phase diagrams were reconstructed for the whole family, the entropies of the mixing of the enantiomers in the liquid state, and Gibbs free energy of formation of the racemic compound, as well as Pettersson i-values were derived from the thermal data. The differences in the phase behavior of the investigated compounds were associated with the conformations of the alkoxy fragments.
The preparation of a new "safety catch" ester linker for solid-phase synthesis
Beech,Coope,Fairley,Gilbert,Main,Ple
, p. 2240 - 2245 (2007/10/03)
A new "safety catch" linker for esters has been synthesized on polystyrene resin. This 2-tert-butoxyphenol resin 10 may be acylated to give a relatively stable ester that will allow nucleophilic chemistry without reaction at the linking ester group. Removal of the tert-butyl group with acid unmasks a highly reactive 2-hydroxyphenyl ester that reacts readily with nucleophiles to cause release of the product from the resin. This sequence has been exemplified by acylating the resin with various bromo acids, carrying out nucleophilic displacements with thiols, phenols, or amines, activating the ester with trifluoroacetic acid and cleaving from the resin with amines to give the (nucleophile) substituted carboxamides in high yield and purity. Kinetic studies with a model ester revealed half-lives for reaction with morpholine of 119 h for the tert-butoxyphenyl ester and 1 min for the corresponding phenol.
