Tandem Vicinal Difunctionalization: β‐Addition to α, β‐Unsaturated Carbonyl Substrates Followed by α‐Functionalization

MJ Chapdelaine, M Hulce - Organic Reactions, 2004 - Wiley Online Library
Vicinal difunctionalization reactions play an important role in modern synthetic organic
chemistry. They provide access to complex structures in a stereocontrolled fashion and act as …

EEG-β/γ spectral power elevation in rat: a translatable biomarker elicited by GABAAα2/3-positive allosteric modulators at nonsedating anxiolytic doses

…, M Ribadeneira, MJ Chapdelaine… - Journal of …, 2015 - journals.physiology.org
Benzodiazepine drugs, through interaction with GABA Aα1 , GABA Aα2,3 , and GABA Aα5
subunits, modulate cortical network oscillations, as reflected by a complex signature in the …

Potent reversible inhibitors of the protein tyrosine phosphatase CD45

…, LA Sygowski, CA Veale, MJ Chapdelaine - Journal of medicinal …, 2001 - ACS Publications
The cytosolic portion of CD45, a major transmembrane glycoprotein found on nucleated
hematopoietic cells, contains protein tyrosine phosphatase activity and is critical for T-cell …

Development and SAR of functionally selective allosteric modulators of GABAA receptors

…, EP Christian, JL Arriza, MJ Chapdelaine - Bioorganic & medicinal …, 2011 - Elsevier
Positive modulators at the benzodiazepine site of α2- and α3-containing GABA A receptors
are believed to be anxiolytic. Through oocyte voltage clamp studies, we have discovered two …

Organic reactions at alumina surfaces. 6. Isopropyl alcohol and diisopropylcarbinol on dehydrated alumina as reagents for very selective carbonyl reductions

…, AW Runquist, MJ Chapdelaine - The Journal of Organic …, 1977 - ACS Publications
2-Propanol on dried Woelm alumina at room temperature reduces structurally diverse aldehydes
cleanly and rapidly (< 2 h) into the corresponding alcohols which are isolated easily in …

Synthesis of novel quinolone and quinoline-2-carboxylic acid (4-morpholin-4-yl-phenyl) amides: A late-stage diversification approach to potent 5HT1B antagonists

…, WC Moore, TJ Hudzik, MJ Chapdelaine - Bioorganic & Medicinal …, 2007 - Elsevier
Multiparallel amenable syntheses of 6-methoxy-8-amino-4-oxo-1,4-dihydroquinoline-2-carboxylic
acid-(4-morpholin-4-yl-phenyl)amides (I) and 4-amino-6-methoxy-8-(4-methyl-…

Development of new carbon-11 labelled radiotracers for imaging GABAA-and GABAB-benzodiazepine receptors

…, ZJ Daskalakis, S Houle, MJ Chapdelaine… - Bioorganic & medicinal …, 2012 - Elsevier
Two quinolines identified as positive allosteric modulators of γ-aminobutyric acid (GABA) A
receptors containing the α 2 subunit, 9-amino-2-cyclobutyl-5-(6-methoxy-2-methylpyridin-3-yl)…

Short, simple, stereocontrolled, steroid synthesis:(.+-.)-11-oxoequilenin methyl ether and a new 9, 11-seco-13-ethyl steroid

GH Posner, MJ Chapdelaine… - The Journal of Organic …, 1979 - ACS Publications
An improved procedure has been developed for efficient preparation of 9, 11-seco steroid
2b from 2-methyl-2-cyclopentenone in 85% yield and> 99% stereochemical purity over three …

An efficient method for preparation of 3, 5-diamino-6-chloropyrazin-2-yl alkyl ketones using a novel acetylene hydration method

MJ Chapdelaine, PJ Warwick… - The Journal of Organic …, 1989 - ACS Publications
(1) Presented in part at Tenth International Congress of Heterocyclic Chemistry, Waterloo,
Ontario, August 11-16, 1985.(2) Forthe preparation of pyrazinyl ketones see: Barlin, GB The …

Late-occurring and long-circulating metabolites of GABAAα2, 3 receptor modulator AZD7325 involving metabolic cyclization and aromatization: Relevance to MIST …

…, G Christoph, MA Smith, M Chapdelaine… - Drug Metabolism and …, 2018 - ASPET
AZD7325 [4-amino-8-(2-fluoro-6-methoxyphenyl)-N-propylcinnoline-3-carboxamide] is a
selective GABA A α 2,3 receptor modulator intended for the treatment of anxiety disorders …