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pubmed-article:19875205pubmed:abstractTextSigma-1 receptors are involved in numerous pathological dysfunctions and the synthesis of selective ligands is of interest. We identified a fused tetrahydroisoquinoline-hydantoin (Tic-hydantoin) structure with high affinity and selectivity for these receptors. We report here our efforts towards the pharmacomodulation of this substructure, the synthesis of 9 analogs with stereochemistry inversion, opening of isoquinoline ring, removal of isoquinoline nitrogen, replacement of isoquinoline by pyridine, of Tic-hydantoin moiety by quinazolinedione heterocycle. All these analogs provided a loss in the affinity for the sigma-1 receptor. The present work underlines the real importance of the Tic-hydantoin moiety for the obtainment of high affinity ligands.lld:pubmed
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pubmed-article:19875205pubmed:authorpubmed-author:VaccherClaude...lld:pubmed
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pubmed-article:19875205pubmed:authorpubmed-author:ToussaintMari...lld:pubmed
pubmed-article:19875205pubmed:copyrightInfoCopyright 2009 Elsevier Masson SAS. All rights reserved.lld:pubmed
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pubmed-article:19875205pubmed:volume45lld:pubmed
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pubmed-article:19875205pubmed:year2010lld:pubmed
pubmed-article:19875205pubmed:articleTitleSigma-1 ligands: Tic-hydantoin as a key pharmacophore.lld:pubmed
pubmed-article:19875205pubmed:affiliationUMR CNRS 8161-Université Lille Nord de France-Institut Pasteur de Lille, 1 rue du Professeur Calmette, B.P. 447, 59021 Lille cedex, France.lld:pubmed
pubmed-article:19875205pubmed:publicationTypeJournal Articlelld:pubmed
pubmed-article:19875205pubmed:publicationTypeResearch Support, Non-U.S. Gov'tlld:pubmed
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