Literature DB >> 22853001

Synthesis and profiling of a diverse collection of azetidine-based scaffolds for the development of CNS-focused lead-like libraries.

Jason T Lowe1, Maurice D Lee, Lakshmi B Akella, Emeline Davoine, Etienne J Donckele, Landon Durak, Jeremy R Duvall, Baudouin Gerard, Edward B Holson, Adrien Joliton, Sarathy Kesavan, Berenice C Lemercier, Haibo Liu, Jean-Charles Marié, Carol A Mulrooney, Giovanni Muncipinto, Morgan Welzel-O'Shea, Laura M Panko, Ann Rowley, Byung-Chul Suh, Meryl Thomas, Florence F Wagner, Jingqiang Wei, Michael A Foley, Lisa A Marcaurelle.   

Abstract

The synthesis and divern class="Chemical">sification of a densely functionalized azetidine ring system to gain access to a wide variety of fused, bridged, and spirocyclic ring systems is described. The in vitro physicochemical and pharmacokinetic properties of representative library members are measured in order to evaluate the use of these scaffolds for the generation of lead-like molecules to be used in targeting the central nervous system. The solid-phase synthesis of a 1976-membered library of spirocyclic azetidines is also described.

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Year:  2012        PMID: 22853001      PMCID: PMC3454511          DOI: 10.1021/jo300974j

Source DB:  PubMed          Journal:  J Org Chem        ISSN: 0022-3263            Impact factor:   4.354


  68 in total

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7.  Synthesis of novel angular spirocyclic azetidines.

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Review 4.  Transition metal-free one-pot synthesis of nitrogen-containing heterocycles.

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7.  3-Aryl-3-arylmethoxyazetidines. A new class of high affinity ligands for monoamine transporters.

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8.  Synergistic Effects of Stereochemistry and Appendages on the Performance Diversity of a Collection of Synthetic Compounds.

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9.  Synthesis of azetidines via visible-light-mediated intermolecular [2+2] photocycloadditions.

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10.  Diversity-oriented synthesis yields novel multistage antimalarial inhibitors.

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Journal:  Nature       Date:  2016-09-07       Impact factor: 49.962

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