Literature DB >> 32153306

Radiosynthesis and preliminary evaluation of 11C-labeled 4-cyclopropyl-7-(3-methoxyphenoxy)-3,4-dihydro-2H-benzo[e] [1,2,4] thiadiazine 1,1-dioxide for PET imaging AMPA receptors.

Jiahui Chen1,2, Jiefeng Gan1, Jiyun Sun1,2, Zhen Chen2, Hualong Fu2, Jian Rong2, Xiaoyun Deng2, Jingjie Shang1, Jian Gong1, Tuo Shao1, Lee Collier2, Lu Wang1,2, Hao Xu1, Steven H Liang2.   

Abstract

The α-amino-3-hydroxyl-5-methyl-4-isoxazolepropionic acid receptors (AMPARs) belong to the family of ionotropic transmembrane receptors for glutamate (iGluRs) that are implicated in the pathology of neurological disorders and neurodegenerative diseases. Inspired by a recently developed positive allosteric modulator of AMPARs, 4-cyclopropyl-7-(3-methoxyphenoxy)-3,4-dihydro-2H-benzo[ e ][1,2,4]thiadiazine 1,1-dioxide (16; EC50 = 2.0 nM), we designed a new synthetic route for N-protected phenolic precursor 13 and efficiently radiolabeled a PET ligand [11C]AMPA-1905 ([11C]16) using a modified one-pot two-step strategy in high radiochemical yield and high molar activity. Preliminary in vivo evaluation was carried out to investigate the suitability of [11C]16 as a potential PET probe for AMPAR imaging.

Entities:  

Keywords:  Carbon-11; Positive allosteric modulator (PAM); Positron emission tomography (PET); ionotropic glutamate receptors (iGluRs); σ-Amino-3-hydroxy-5-methyl-4-isoxazolepropionic acid receptor (AMPAR)

Year:  2020        PMID： 32153306      PMCID： PMC7062035          DOI： 10.1016/j.tetlet.2020.151635

Source DB:  PubMed          Journal:  Tetrahedron Lett        ISSN： 0040-4039            Impact factor:   2.415


  33 in total

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Journal:  J Clin Pharmacol       Date:  2006-04       Impact factor: 3.126

4.  The discovery and characterization of the α-amino-3-hydroxy-5-methyl-4-isoxazolepropionic acid (AMPA) receptor potentiator N-{(3S,4S)-4-[4-(5-cyano-2-thienyl)phenoxy]tetrahydrofuran-3-yl}propane-2-sulfonamide (PF-04958242).

Authors:  Christopher L Shaffer; Nandini C Patel; Jacob Schwarz; Renato J Scialis; Yunjing Wei; Xinjun J Hou; Longfei Xie; Kapil Karki; Dianne K Bryce; Sarah M Osgood; William E Hoffmann; John T Lazzaro; Cheng Chang; Dina F McGinnis; Susan M Lotarski; JianHua Liu; R Scott Obach; Mark L Weber; Laigao Chen; Kenneth R Zasadny; Patricia A Seymour; Christopher J Schmidt; Mihály Hajós; Raymond S Hurst; Jayvardhan Pandit; Christopher J O'Donnell
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5.  Synthesis of carbon-11 and fluorine-18 labeled N-acetyl-1-aryl-6,7-dimethoxy-1,2,3,4-tetrahydroisoquinoline derivatives as new potential PET AMPA receptor ligands.

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6.  Effects of the 2-amino-3-hydroxy-5-methyl-4-isoxazole-proprionic acid/kainate antagonist LY293558 on spontaneous and evoked postoperative pain.

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9.  Radiosynthesis and preliminary PET evaluation of (18)F-labeled 2-(1-(3-fluorophenyl)-2-oxo-5-(pyrimidin-2-yl)-1,2-dihydropyridin-3-yl)benzonitrile for imaging AMPA receptors.

Authors:  Gengyang Yuan; Graham B Jones; Neil Vasdev; Steven H Liang
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Journal:  Br J Pharmacol       Date:  2006-01       Impact factor: 8.739
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Review 1.  The Repertoire of Small-Molecule PET Probes for Neuroinflammation Imaging: Challenges and Opportunities beyond TSPO.

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Journal:  J Med Chem       Date:  2021-12-14       Impact factor: 8.039

Review 2.  A Review of Molecular Imaging of Glutamate Receptors.

Authors:  Jong-Hoon Kim; János Marton; Simon Mensah Ametamey; Paul Cumming
Journal:  Molecules       Date:  2020-10-16       Impact factor: 4.411
  2 in total

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