Literature DB >> 24635521

Fentanyl-related compounds and derivatives: current status and future prospects for pharmaceutical applications.

Ruben S Vardanyan1, Victor J Hruby.   

Abstract

Fentanyl and its analogs have been mainstays for the treatment of severe to moderate pain for many years. In this review, we outline the structural and corresponding synthetic strategies that have been used to understand the structure-biological activity relationship in fentanyl-related compounds and derivatives and their biological activity profiles. We discuss how changes in the scaffold structure can change biological and pharmacological activities. Finally, recent efforts to design and synthesize novel multivalent ligands that act as mu and delta opioid receptors and NK-1 receptors are discussed.

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Year:  2014        PMID: 24635521      PMCID: PMC4137794          DOI: 10.4155/fmc.13.215

Source DB:  PubMed          Journal:  Future Med Chem        ISSN: 1756-8919            Impact factor:   3.808


  120 in total

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Journal:  J Med Chem       Date:  2007-10-10       Impact factor: 7.446

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Authors:  J A Grass
Journal:  J Pain Symptom Manage       Date:  1992-10       Impact factor: 3.612

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  36 in total

1.  Design synthesis and structure-activity relationship of 5-substituted (tetrahydronaphthalen-2yl)methyl with N-phenyl-N-(piperidin-2-yl)propionamide derivatives as opioid ligands.

Authors:  Srinivas Deekonda; David Rankin; Peg Davis; Josephine Lai; Todd W Vanderah; Frank Porecca; Victor J Hruby
Journal:  Bioorg Med Chem       Date:  2015-11-23       Impact factor: 3.641

2.  Discovery of 5-substituted tetrahydronaphthalen-2yl-methyl with N-phenyl-N-(piperidin-4-yl)propionamide derivatives as potent opioid receptor ligands.

Authors:  Srinivas Deekonda; Lauren Wugalter; Vinod Kulkarni; David Rankin; Tally M Largent-Milnes; Peg Davis; Neemah M Bassirirad; Josephine Lai; Todd W Vanderah; Frank Porreca; Victor J Hruby
Journal:  Bioorg Med Chem       Date:  2015-08-04       Impact factor: 3.641

3.  β-Fluorofentanyls Are pH-Sensitive Mu Opioid Receptor Agonists.

Authors:  Ricardo Rosas; Xi-Ping Huang; Bryan L Roth; Chris Dockendorff
Journal:  ACS Med Chem Lett       Date:  2019-08-13       Impact factor: 4.345

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Authors:  András Váradi; Travis C Palmer; Nathan Haselton; Daniel Afonin; Joan J Subrath; Valerie Le Rouzic; Amanda Hunkele; Gavril W Pasternak; Gina F Marrone; Attila Borics; Susruta Majumdar
Journal:  ACS Chem Neurosci       Date:  2015-07-21       Impact factor: 4.418

5.  Application of the fentanyl analog screening kit toward the identification of emerging synthetic opioids in human plasma and urine by LC-QTOF.

Authors:  Logan C Krajewski; Kenneth D Swanson; William A Bragg; Rebecca L Shaner; Craig Seymour; Melissa D Carter; Elizabeth I Hamelin; Rudolph C Johnson
Journal:  Toxicol Lett       Date:  2019-12-05       Impact factor: 4.372

6.  In Vitro and In Vivo Metabolite Identification Studies for the New Synthetic Opioids Acetylfentanyl, Acrylfentanyl, Furanylfentanyl, and 4-Fluoro-Isobutyrylfentanyl.

Authors:  Shimpei Watanabe; Svante Vikingsson; Markus Roman; Henrik Green; Robert Kronstrand; Ariane Wohlfarth
Journal:  AAPS J       Date:  2017-04-05       Impact factor: 4.009

7.  Spinal or supraspinal phosphorylation deficiency at the MOR C-terminus does not affect morphine tolerance in vivo.

Authors:  Cherkaouia Kibaly; Hong-Yiou Lin; Horace H Loh; Ping-Yee Law
Journal:  Pharmacol Res       Date:  2017-02-04       Impact factor: 7.658

8.  Molecular dynamics of fentanyl bound to μ-opioid receptor.

Authors:  Piotr F J Lipiński; Małgorzata Jarończyk; Jan Cz Dobrowolski; Joanna Sadlej
Journal:  J Mol Model       Date:  2019-05-03       Impact factor: 1.810

9.  Synthesis and Pharmacology of a Novel μ-δ Opioid Receptor Heteromer-Selective Agonist Based on the Carfentanyl Template.

Authors:  Abdelfattah Faouzi; Rajendra Uprety; Ivone Gomes; Nicolas Massaly; Attila I Keresztes; Valerie Le Rouzic; Achla Gupta; Tiffany Zhang; Hye Jean Yoon; Michael Ansonoff; Abdullah Allaoa; Ying Xian Pan; John Pintar; Jose A Morón; John M Streicher; Lakshmi A Devi; Susruta Majumdar
Journal:  J Med Chem       Date:  2020-11-10       Impact factor: 7.446

10.  Morphine and Fentanyl Repeated Administration Induces Different Levels of NLRP3-Dependent Pyroptosis in the Dorsal Raphe Nucleus of Male Rats via Cell-Specific Activation of TLR4 and Opioid Receptors.

Authors:  Claudia González-Espinosa; Silvia L Cruz; César J Carranza-Aguilar; Araceli Hernández-Mendoza; Carlos Mejias-Aponte; Kenner C Rice; Marisela Morales
Journal:  Cell Mol Neurobiol       Date:  2020-09-14       Impact factor: 5.046

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