Literature DB >> 21546249

Potent mGluR5 antagonists: pyridyl and thiazolyl-ethynyl-3,5-disubstituted-phenyl series.

David Alagille1, Herve DaCosta, Yelin Chen, Kamondanai Hemstapat, Alice Rodriguez, Ronald M Baldwin, P Jeffrey Conn, Jeffrey P Conn, Gilles D Tamagnan.   

Abstract

We report the synthesis of four series of 3,5-disubstituted-phenyl ligands targeting the metabotropic glutamate receptor subtype 5: (2-methylthiazol-4-yl)ethynyl (1a-j,), (6-methylpyridin-2-yl)ethynyl (2a-j), (5-methylpyridin-2-yl)ethynyl (3a-j,), and (pyridin-2-yl)ethynyl (4a-j,). The compounds were evaluated for antagonism of glutamate-mediated mobilization of internal calcium in an mGluR5 in vitro assay. All compounds were found to be full antagonists and exhibited low nanomolar to subnanomolar activity.
Copyright © 2011 Elsevier Ltd. All rights reserved.

Entities:  

Mesh：

Substances：

Year:  2011        PMID： 21546249      PMCID： PMC3826776          DOI： 10.1016/j.bmcl.2011.04.047

Source DB:  PubMed          Journal:  Bioorg Med Chem Lett        ISSN： 0960-894X            Impact factor:   2.823


  30 in total

1.  Internalization of ionotropic glutamate receptors in response to mGluR activation.

Authors:  E M Snyder; B D Philpot; K M Huber; X Dong; J R Fallon; M F Bear
Journal:  Nat Neurosci       Date:  2001-11       Impact factor: 24.884

2.  Reinforcing and locomotor stimulant effects of cocaine are absent in mGluR5 null mutant mice.

Authors:  C Chiamulera; M P Epping-Jordan; A Zocchi; C Marcon; C Cottiny; S Tacconi; M Corsi; F Orzi; F Conquet
Journal:  Nat Neurosci       Date:  2001-09       Impact factor: 24.884

Review 3.  Metabotropic glutamate receptors--important modulators of nociception and pain behavior.

Authors:  Volker Neugebauer
Journal:  Pain       Date:  2002-07       Impact factor: 6.961

4.  3-[(2-Methyl-1,3-thiazol-4-yl)ethynyl]-pyridine: a potent and highly selective metabotropic glutamate subtype 5 receptor antagonist with anxiolytic activity.

Authors:  Nicholas D P Cosford; Lida Tehrani; Jeffrey Roppe; Edwin Schweiger; Nicholas D Smith; Jeffrey Anderson; Linda Bristow; Jesse Brodkin; Xiaohui Jiang; Ian McDonald; Sara Rao; Mark Washburn; Mark A Varney
Journal:  J Med Chem       Date:  2003-01-16       Impact factor: 7.446

5.  The mGluR5 antagonist MPEP decreased nicotine self-administration in rats and mice.

Authors:  Neil E Paterson; Svetlana Semenova; Fabrizio Gasparini; Athina Markou
Journal:  Psychopharmacology (Berl)       Date:  2003-04-08       Impact factor: 4.530

6.  Changes in the expression of metabotropic glutamate receptor 5 (mGluR5) in the rat hippocampus in an animal model of depression.

Authors:  J M Wierońska; P Brański; B Szewczyk; A Pałucha; M Papp; P Gruca; E Moryl; A Pilc
Journal:  Pol J Pharmacol       Date:  2001 Nov-Dec

7.  The mGluR5 antagonist MPEP reduces the conditioned rewarding effects of cocaine but not other drugs of abuse.

Authors:  Andrew J McGeehan; M Foster Olive
Journal:  Synapse       Date:  2003-03       Impact factor: 2.562

8.  In vitro characterization of [3H]MethoxyPyEP, an mGluR5 selective radioligand.

Authors:  Shil Patel; Stephen M Krause; Terence Hamill; Ashok Chaudhary; Donald H Burns; Raymond A Gibson
Journal:  Life Sci       Date:  2003-06-06       Impact factor: 5.037

9.  Synthesis and preliminary biological evaluation of 3-[(18)F]fluoro-5-(2-pyridinylethynyl)benzonitrile as a PET radiotracer for imaging metabotropic glutamate receptor subtype 5.

Authors:  Ji-Quan Wang; Werner Tueckmantel; Aijun Zhu; Daniela Pellegrino; Anna-Liisa Brownell
Journal:  Synapse       Date:  2007-12       Impact factor: 2.562

10.  Morphine conditioned reward is inhibited by MPEP, the mGluR5 antagonist.

Authors:  P Popik; M Wróbel
Journal:  Neuropharmacology       Date:  2002-12       Impact factor: 5.250
View more
  6 in total

1.  Microfluidic continuous-flow radiosynthesis of [18F]FPEB suitable for human PET imaging.

Authors:  Steven H Liang; Daniel L Yokell; Raul N Jackson; Peter A Rice; Ronald Callahan; Keith A Johnson; David Alagille; Gilles Tamagnan; Thomas Lee Collier; Neil Vasdev
Journal:  Medchemcomm       Date:  2014-04-01       Impact factor: 3.597

2.  Metabotropic glutamate receptor 5 negative allosteric modulators as novel tools for in vivo investigation.

Authors:  Thomas M Keck; Mu-Fa Zou; Peng Zhang; Rebecca P Rutledge; Amy Hauck Newman
Journal:  ACS Med Chem Lett       Date:  2012-05-22       Impact factor: 4.345

3.  Investigating metabotropic glutamate receptor 5 allosteric modulator cooperativity, affinity, and agonism: enriching structure-function studies and structure-activity relationships.

Authors:  Karen J Gregory; Meredith J Noetzel; Jerri M Rook; Paige N Vinson; Shaun R Stauffer; Alice L Rodriguez; Kyle A Emmitte; Ya Zhou; Aspen C Chun; Andrew S Felts; Brian A Chauder; Craig W Lindsley; Colleen M Niswender; P Jeffrey Conn
Journal:  Mol Pharmacol       Date:  2012-08-03       Impact factor: 4.436

4.  Development of [(123)I]IPEB and [(123)I]IMPEB as SPECT Radioligands for Metabotropic Glutamate Receptor Subtype 5.

Authors:  Kun-Eek Kil; Aijun Zhu; Zhaoda Zhang; Ji-Kyung Choi; Sreekanth Kura; Chunyu Gong; Anna-Liisa Brownell
Journal:  ACS Med Chem Lett       Date:  2014-04-06       Impact factor: 4.345

5.  Preparation of the metabotropic glutamate receptor 5 (mGluR5) PET tracer [(18)F]FPEB for human use: An automated radiosynthesis and a novel one-pot synthesis of its radiolabeling precursor.

Authors:  Keunpoong Lim; David Labaree; Songye Li; Yiyun Huang
Journal:  Appl Radiat Isot       Date:  2014-09-18       Impact factor: 1.513

6.  Revisiting the Radiosynthesis of [18F]FPEB and Preliminary PET Imaging in a Mouse Model of Alzheimer's Disease.

Authors:  Cassis Varlow; Emily Murrell; Jason P Holland; Alina Kassenbrock; Whitney Shannon; Steven H Liang; Neil Vasdev; Nickeisha A Stephenson
Journal:  Molecules       Date:  2020-02-22       Impact factor: 4.411
  6 in total

北京卡尤迪生物科技股份有限公司 © 2022-2023.