Literature DB >> 21861811

Most recent developments and modifications of 14-alkylamino and 14-alkoxy-4,5-epoxymorphinan derivatives.

L Stavitskaya1, A Coop.   

Abstract

The 14-position of natural opiates (e.g. morphine) are unsubstituted, however synthetic approaches have uncovered that functionalizing position 14 gives rise to a wide range of diverse activities. This review focuses on SAR of the position, with the aim of aiding in the search for opioid analgesics with improved clinical profiles.

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Year:  2011        PMID: 21861811      PMCID: PMC3401597          DOI: 10.2174/138955711797247752

Source DB:  PubMed          Journal:  Mini Rev Med Chem        ISSN: 1389-5575            Impact factor:   3.862


  52 in total

Review 1.  Attacking pain at its source: new perspectives on opioids.

Authors:  Christoph Stein; Michael Schäfer; Halina Machelska
Journal:  Nat Med       Date:  2003-08       Impact factor: 53.440

Review 2.  Possible pharmacotherapy of the opioid kappa receptor agonist for drug dependence.

Authors:  Ko Hasebe; Koji Kawai; Tomohiko Suzuki; Kuniaki Kawamura; Toshiaki Tanaka; Minoru Narita; Hiroshi Nagase; Tsutomu Suzuki
Journal:  Ann N Y Acad Sci       Date:  2004-10       Impact factor: 5.691

Review 3.  Major increases in opioid analgesic abuse in the United States: concerns and strategies.

Authors:  Wilson M Compton; Nora D Volkow
Journal:  Drug Alcohol Depend       Date:  2005-07-14       Impact factor: 4.492

4.  Nitrocinnamoyl and chlorocinnamoyl derivatives of dihydrocodeinone: in vivo and in vitro characterization of mu-selective agonist and antagonist activity.

Authors:  J P McLaughlin; K P Hill; Q Jiang; A Sebastian; S Archer; J M Bidlack
Journal:  J Pharmacol Exp Ther       Date:  1999-04       Impact factor: 4.030

5.  Pharmacological study of 14 beta-(thioglycolamido)-7,8-dihydro-N(cyclopropylmethyl)-normor phinone (N-CPM-TAMO).

Authors:  Q Jiang; A Seyed-Mozaffari; S Archer; J M Bidlack
Journal:  J Pharmacol Exp Ther       Date:  1993-03       Impact factor: 4.030

Review 6.  Constipation--modern laxative therapy.

Authors:  E Klaschik; F Nauck; C Ostgathe
Journal:  Support Care Cancer       Date:  2003-09-20       Impact factor: 3.603

7.  Binding characteristics of [3H]14-methoxymetopon, a high affinity mu-opioid receptor agonist.

Authors:  Mariana Spetea; Fanni Tóth; Johannes Schütz; Ferenc Otvös; Géza Tóth; Sandor Benyhe; Anna Borsodi; Helmut Schmidhammer
Journal:  Eur J Neurosci       Date:  2003-07       Impact factor: 3.386

Review 8.  Antinociceptive and nociceptive actions of opioids.

Authors:  Michael H Ossipov; Josephine Lai; Tamara King; Todd W Vanderah; T Philip Malan; Victor J Hruby; Frank Porreca
Journal:  J Neurobiol       Date:  2004-10

9.  14-Methoxymetopon, a very potent mu-opioid receptor-selective analgesic with an unusual pharmacological profile.

Authors:  Michael A King; Wendy Su; Claire L Nielan; Albert H Chang; Johannes Schütz; Helmut Schmidhammer; Gavril W Pasternak
Journal:  Eur J Pharmacol       Date:  2003-01-17       Impact factor: 4.432

10.  Synthesis and biological evaluation of 14-alkoxymorphinans. 20. 14-phenylpropoxymetopon: an extremely powerful analgesic.

Authors:  Johannes Schütz; Mariana Spetea; Martin Koch; Mario D Aceto; Louis S Harris; Andrew Coop; Helmut Schmidhammer
Journal:  J Med Chem       Date:  2003-09-11       Impact factor: 7.446

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  4 in total

1.  In vitro and in vivo Pharmacological Activities of 14-O-Phenylpropyloxymorphone, a Potent Mixed Mu/Delta/Kappa-Opioid Receptor Agonist With Reduced Constipation in Mice.

Authors:  Roberta Lattanzi; Silvia Rief; Helmut Schmidhammer; Lucia Negri; Mariana Spetea
Journal:  Front Pharmacol       Date:  2018-08-31       Impact factor: 5.810

2.  In Vivo Antinociceptive, Muscle Relaxant, Sedative, and Molecular Docking Studies of Peshawaraquinone Isolated from Fernandoa adenophylla (Wall. ex G. Don) Steenis.

Authors:  Fahad A Alhumaydhi; Abdullah S M Aljohani; Umer Rashid; Zafar Ali Shah; Abdur Rauf; Naveed Muhammad; Yahya S Al-Awthan; Omar Salem Bahattab
Journal:  ACS Omega       Date:  2021-01-04

3.  Exploring pharmacological activities and signaling of morphinans substituted in position 6 as potent agonists interacting with the μ opioid receptor.

Authors:  Tanila Ben Haddou; Davide Malfacini; Girolamo Calo; Mario D Aceto; Louis S Harris; John R Traynor; Andrew Coop; Helmut Schmidhammer; Mariana Spetea
Journal:  Mol Pain       Date:  2014-07-24       Impact factor: 3.395

Review 4.  Recent Chemical and Pharmacological Developments on 14-Oxygenated-N-methylmorphinan-6-ones.

Authors:  Mariana Spetea; Helmut Schmidhammer
Journal:  Molecules       Date:  2021-09-18       Impact factor: 4.411

  4 in total

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