Journal of Labelled Compounds and Radiopharmaceuticals

Cover image for Vol. 55 Issue 5

15 May 2012

Volume 55, Issue 5

Pages i–iv, 161–188

  1. Cover and Masthead

    1. Top of page
    2. Cover and Masthead
    3. Research Articles
    4. Technical Notes
    5. Letters to the Editor
    1. Editorial Board (pages i–iv)

      Article first published online: 10 MAY 2012 | DOI: 10.1002/jlcr.2934

  2. Research Articles

    1. Top of page
    2. Cover and Masthead
    3. Research Articles
    4. Technical Notes
    5. Letters to the Editor
    1. Synthesis of an M + 7 stable isotope of γ-cyhalothrin (pages 161–165)

      Peter L. Johnson and Elizabeth A. O'Bryan

      Article first published online: 30 MAR 2012 | DOI: 10.1002/jlcr.2915

      Thumbnail image of graphical abstract

      An 11-step synthetic route for preparing γ-cyhalothrin-d7 from relatively inexpensive triethyl phosphonoacetate-d2 and acetone-d6 is described.

    2. Asymmetric syntheses of radioactive and stable isotope-labeled β-amino acids (pages 166–170)

      Yinsheng Zhang, Srirajan Vaidyanathan, Keith Garnes and Klaas Schildknegt

      Article first published online: 28 MAR 2012 | DOI: 10.1002/jlcr.2916

      Thumbnail image of graphical abstract

      β-amino acids 1 and 2 are α2δ agonists, which were developed for the treatment of generalized anxiety disorder and insomnia. The stable and radioactive isotope-labeled β-amino acids were required to support pre-clinical and clinical studies. Asymmetric syntheses of deuterium and carbon-14 labeled β-amino acids were achieved via chiral auxiliary and diastereoselective hydrogenation methodologies, respectively. The details of these syntheses are reported.

    3. Syntheses of two isotopically labeled CB1 receptor antagonists (pages 171–179)

      Boris A. Czeskis

      Article first published online: 29 MAR 2012 | DOI: 10.1002/jlcr.2917

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      Synthesis of deuterium-labeled CB1 receptor antagonist was accomplished in three steps from cyclopentyl-d9 bromide, through the 3-cyclopentyl indole-d9 and its N-sulfonylation. Another, structurally related, CB1 receptor antagonist was radiolabeled with carbon-14 by the ring closure of o-acyl substituted N-formylaniline with potassium cyanide-[14C], in situ reduction-elimination of the intermediate amino alcohol, and N-sulfonylation of the resulting 3-cyclopentyl-2-[14C]-indole.

    4. Radiosynthesis of a 125I analog of a highly selective alpha3beta4 nicotinic acetylcholine receptor antagonist ligand for use in autoradiography studies (pages 177–179)

      Faming Jiang, James Bupp, Sung Rhee, Lawrence Toll and Nurulain T. Zaveri

      Article first published online: 20 APR 2012 | DOI: 10.1002/jlcr.2923

      Thumbnail image of graphical abstract

      The synthesis of a radiolabeled 125I analog of N-(2-iodophenyl)-9-methyl-9-azabicyclo[3.3.1]nonan-3-amine (AT-1012), a subnanomolar affinity, highly selective α3β4 nAChR ligand, is described. This high-affinity radioactive α3β4 nAChR antagonist, [125I] AT-1012, synthesized with high specific activity and radiochemical purity, is very useful as a pharmacological tool in autoradiography studies to elucidate the localization of the α3β4 nAChR in the brain and study its pharmacology in the brain reward circuit.

    5. Synthesis of stable isotope-labeled metabolites of asenapine (pages 180–185)

      Jeffrey T. Kuethe

      Article first published online: 20 APR 2012 | DOI: 10.1002/jlcr.2924

      Thumbnail image of graphical abstract

      The stable isotope-labeled synthesis of four of the major metabolites of asenapine is described. The synthesis of [13CD3]-asenapine N-oxide proceeded in two synthetic steps. Preparation of [13CD3]-asenapine 11-hydroxysulfate and [13C6]-N-desmethylasenapine paralleled established synthetic protocols with effective utilization of labeled precursors. The synthesis of [13CD3]-asenapine N+-glucuronide was achieved in three chemical steps followed by purification.

  3. Technical Notes

    1. Top of page
    2. Cover and Masthead
    3. Research Articles
    4. Technical Notes
    5. Letters to the Editor
    1. Synthesis of 14C-acanthoic acid (pages 186–187)

      Sung-Whi Rhee, Jeremiah P. Malerich, Jung-Joon Lee and Mary J. Tanga

      Article first published online: 28 MAR 2012 | DOI: 10.1002/jlcr.2914

      Thumbnail image of graphical abstract

      14C-Acanthoic acid was prepared in four steps by a degradation/reconstitution strategy.

  4. Letters to the Editor

    1. Top of page
    2. Cover and Masthead
    3. Research Articles
    4. Technical Notes
    5. Letters to the Editor

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