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Synthesis and preliminary biological evaluation of potent and selective 2-(3-alkoxy-1-azetidinyl) quinolines as novel PDE10A inhibitors with improved solubility

Journal Article · · Bioorganic and Medicinal Chemistry

Not Available

Sponsoring Organization:
USDOE Office of Science (SC), Basic Energy Sciences (BES)
Grant/Contract Number:
AC03-76SF00098
OSTI ID:
1556265
Journal Information:
Bioorganic and Medicinal Chemistry, Journal Name: Bioorganic and Medicinal Chemistry Journal Issue: 23 Vol. 22; ISSN 0968-0896
Publisher:
ElsevierCopyright Statement
Country of Publication:
United Kingdom
Language:
English

References (28)

Nickel-Catalyzed Negishi Cross-Couplings of Secondary Nucleophiles with Secondary Propargylic Electrophiles at Room Temperature journal October 2008
Isolation and characterization of PDE10A, a novel human 3′, 5′-cyclic nucleotide phosphodiesterase journal June 1999
Discovery of potent, selective, and metabolically stable 4-(pyridin-3-yl)cinnolines as novel phosphodiesterase 10A (PDE10A) inhibitors journal March 2012
Use of structure based design to increase selectivity of pyridyl-cinnoline phosphodiesterase 10A (PDE10A) inhibitors against phosphodiesterase 3 (PDE3) journal November 2012
Discovery of selective biaryl ethers as PDE10A inhibitors: Improvement in potency and mitigation of Pgp-mediated efflux journal December 2012
Phosphodiesterase function and endocrine cells: links to human disease and roles in tumor development and treatment journal December 2011
The impact of aromatic ring count on compound developability – are too many aromatic rings a liability in drug design? journal November 2009
The impact of aromatic ring count on compound developability: further insights by examining carbo- and hetero-aromatic and -aliphatic ring types journal February 2011
Phosphodiesterase 10 inhibition reduces striatal excitotoxicity in the quinolinic acid model of Huntington's disease journal June 2009
Phosphodiesterase 10A (PDE10A) localization in the R6/2 mouse model of Huntington's disease journal April 2013
Genetic deletion of the striatum-enriched phosphodiesterase PDE10A: Evidence for altered striatal function journal August 2006
Inhibition of the striatum-enriched phosphodiesterase PDE10A: A novel approach to the treatment of psychosis journal August 2006
Quantitative comparison of phosphodiesterase mRNA distribution in human brain and peripheral tissues journal November 2010
Cellular and subcellular localization of PDE10A, a striatum-enriched phosphodiesterase journal January 2006
Rapid Identification of a Novel Small Molecule Phosphodiesterase 10A (PDE10A) Tracer journal May 2012
Discovery of Clinical Candidate 1-(4-(3-(4-(1 H -Benzo[ d ]imidazole-2-carbonyl)phenoxy)pyrazin-2-yl)piperidin-1-yl)ethanone (AMG 579), A Potent, Selective, and Efficacious Inhibitor of Phosphodiesterase 10A (PDE10A) journal August 2014
Discovery of a Novel Class of Phosphodiesterase 10A Inhibitors and Identification of Clinical Candidate 2-[4-(1-Methyl-4-pyridin-4-yl-1 H -pyrazol-3-yl)-phenoxymethyl]-quinoline (PF-2545920) for the Treatment of Schizophrenia † Coordinates of the PDE10A crystal structures have been deposited in the Protein Data Bank for compound 1 (3HQW), 2 (3HQY), 3 (3HQW) and 9 (3HR1). journal August 2009
Antipsychotics and QT prolongation: Antipsychotics and QT prolongation journal January 2003
Isolation and characterization of a dual-substrate phosphodiesterase gene family: PDE10A journal June 1999
Cloning and Characterization of a Novel Human Phosphodiesterase That Hydrolyzes Both cAMP and cGMP (PDE10A) journal June 1999
Electropharmacologic Effects of a New Phosphodiesterase III Inhibitor, Toborinone (OPC-18790), Assessed in an In Vivo Canine Model journal January 2001
Cyclic nucleotide phosphodiesterase (PDE) isozymes as targets of the intracellular signalling network: benefits of PDE inhibitors in various diseases and perspectives for future therapeutic developments: PDEs: intracellular network targets for diseases journal February 2012
Chronic Suppression of Phosphodiesterase 10A Alters Striatal Expression of Genes Responsible for Neurotransmitter Synthesis, Neurotransmission, and Signaling Pathways Implicated in Huntington's Disease journal October 2010
Antipsychotic-induced extrapyramidal symptoms and their management journal June 2008
Sildenafil in the treatment of pulmonary hypertension journal December 2006
Second-Generation (Atypical) Antipsychotics and Metabolic Effects: A Comprehensive Literature Review journal January 2005
The Role of Phosphodiesterases in Schizophrenia: Therapeutic Implications journal January 2008
Glycine Transporter-1: A New Potential Therapeutic Target for Schizophrenia journal January 2011

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