Literature DB >> 21116435

1-Substituted 4-(3-Hydroxyphenyl)piperazines Are Pure Opioid Receptor Antagonists.

F Ivy Carroll1, Juan Pablo Cueva, James B Thomas, S Wayne Mascarella, Scott P Runyon, Hernán A Navarro.   

Abstract

This report describes the discovery that 1-substituted 4-(3-hydroxyphenyl)piperazines are pure opioid receptor antagonists. Compounds in this new series include N-phenylpropyl (3S)-3-methyl-4-(3-hydroxyphenyl)piperazine and (3R)-3-methyl-4-(3-hydroxyphenyl)piperazine, both of which diaplay low nanomolar potencies at μ, δ, and κ receptors and pure antagonist properties in a [(35)S]GTPγS assay.

Entities:  

Year:  2010        PMID： 21116435      PMCID： PMC2992360          DOI： 10.1021/ml100126b

Source DB:  PubMed          Journal:  ACS Med Chem Lett        ISSN： 1948-5875            Impact factor:   4.345


  23 in total

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Review 2.  International Union of Pharmacology. XII. Classification of opioid receptors.

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3.  New structural concepts for narcotic antagonists defined in a 4-phenylpiperidine series.

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5.  Enantioconvergent synthesis of (-)-(2R,5S)-1-allyl-2,5-dimethylpiperazine, an intermediate to delta-opioid receptor ligands.

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6.  Anxiolytic-like effects of kappa-opioid receptor antagonists in models of unlearned and learned fear in rats.

Authors:  Allison T Knoll; Edward G Meloni; James B Thomas; F Ivy Carroll; William A Carlezon
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7.  Discovery of a potent, peripherally selective trans-3,4-dimethyl-4-(3-hydroxyphenyl)piperidine opioid antagonist for the treatment of gastrointestinal motility disorders.

Authors:  D M Zimmerman; J S Gidda; B E Cantrell; D D Schoepp; B G Johnson; J D Leander
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Review 8.  Opioid antagonists for pharmacological treatment of alcohol dependence - a critical review.

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9.  Pharmacological properties of JDTic: a novel kappa-opioid receptor antagonist.

Authors:  Ivy Carroll; James B Thomas; Linda A Dykstra; Arthur L Granger; Richard M Allen; James L Howard; Gerald T Pollard; Mario D Aceto; Louis S Harris
Journal:  Eur J Pharmacol       Date:  2004-10-06       Impact factor: 4.432

10.  3,4-Dimethyl-4-(3-hydroxyphenyl)piperidines: opioid antagonists with potent anorectant activity.

Authors:  C H Mitch; J D Leander; L G Mendelsohn; W N Shaw; D T Wong; B E Cantrell; B G Johnson; J K Reel; J D Snoddy; A E Takemori
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Review 2.  Applications of Palladium-Catalyzed C-N Cross-Coupling Reactions.

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3.  Effect of the 3- and 4-methyl groups on the opioid receptor properties of N-substituted trans-3,4-dimethyl-4-(3-hydroxyphenyl)piperidines.

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  3 in total

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