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Helmut Schmidhammer

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Mariana Spetea; Ilona P Berzetei-Gurske; Elena Guerrieri; Helmut Schmidhammer
Discovery and pharmacological evaluation of a diphenethylamine derivative (HS665), a highly potent and selective κ opioid receptor agonist.
Attila Sipos; Sándor Antus; Sándor Berényi; Valeria Follia; Helmut Schmidhammer; Mariana Spetea
Synthesis and characterization of thiazolo- and thiazinomorphinans and their intermediate products as novel opioid-active derivatives.
Mariana Spetea; Helmut Schmidhammer
Recent advances in the development of 14-alkoxy substituted morphinans as potent and safer opioid analgesics.

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2012: Mariana Spetea; Ilona P Berzetei-Gurske; Elena Guerrieri; Helmut Schmidhammer
Discovery and pharmacological evaluation of a diphenethylamine derivative (HS665), a highly potent and selective κ opioid receptor agonist.
Journal of medicinal chemistry 2012;55(22):10302-6.
2012: Attila Sipos; Sándor Antus; Sándor Berényi; Valeria Follia; Helmut Schmidhammer; Mariana Spetea
Synthesis and characterization of thiazolo- and thiazinomorphinans and their intermediate products as novel opioid-active derivatives.
Archiv der Pharmazie 2012;345(11):852-8.
2012: Mariana Spetea; Helmut Schmidhammer
Recent advances in the development of 14-alkoxy substituted morphinans as potent and safer opioid analgesics.
Current medicinal chemistry 2012;19(15):2442-57.
2011: Mariana Spetea; Petra Windisch; Yan Guo; Indre Bileviciute-Ljungar; Johannes Schütz; Muhammad Faheem Asim; Ilona P Berzetei-Gurske; Pal Riba; Kornel Kiraly; Zsuzsanna Fürst; Mahmoud Al-Khrasani; Helmut Schmidhammer
Synthesis and pharmacological activities of 6-glycine substituted 14-phenylpropoxymorphinans, a novel class of opioids with high opioid receptor affinities and antinociceptive potencies.
Journal of medicinal chemistry 2011;54(4):980-8.
2011: Helmut Schmidhammer; Mariana Spetea
Synthesis of 14-alkoxymorphinan derivatives and their pharmacological actions.
Topics in current chemistry 2011;299():63-91.
2010: Mariana Spetea; Catalina R Bohotin; Muhammad F Asim; Kurt Stübegger; Helmut Schmidhammer
In vitro and in vivo pharmacological profile of the 5-benzyl analogue of 14-methoxymetopon, a novel mu opioid analgesic with reduced propensity to alter motor function.
European journal of pharmaceutical sciences : official journal of the European Federation for Pharmaceutical Sciences 2010;41(1):125-35.
2010: Daniela Schuster; Mariana Spetea; Melisa Music; Silvia Rief; Monika Fink; Johannes Kirchmair; Johannes Schütz; Gerhard Wolber; Thierry Langer; Hermann Stuppner; Helmut Schmidhammer; Judith M Rollinger
Morphinans and isoquinolines: acetylcholinesterase inhibition, pharmacophore modeling, and interaction with opioid receptors.
Bioorganic & medicinal chemistry 2010;18(14):5071-80.
2010: Pal Riba; Tamas Friedmann; Kornél P Király; Mahmoud Al-Khrasani; Melinda Sobor; Muhammad F Asim; Mariana Spetea; Helmut Schmidhammer; Susanna Furst
Novel approach to demonstrate high efficacy of mu opioids in the rat vas deferens: a simple model of predictive value.
Brain research bulletin 2010;81(1):178-84.
2008: Nicolas Singewald; Gary G Chicchi; Clemens C Thurner; Kwei-Lan Tsao; Mariana Spetea; Helmut Schmidhammer; Hari Kishore Sreepathi; Francesco Ferraguti; Georg M Singewald; Karl Ebner
Modulation of basal and stress-induced amygdaloid substance P release by the potent and selective NK1 receptor antagonist L-822429.
Journal of neurochemistry 2008;106(6):2476-88.
2008: Marcel Jenny; Christiana Winkler; Mariana Spetea; Harald Schennach; Helmut Schmidhammer; Dietmar Fuchs
Non-peptidic delta-opioid receptor antagonists suppress mitogen-induced tryptophan degradation in peripheral blood mononuclear cells in vitro.
Immunology letters 2008;118(1):82-7.
2007: Mahmoud Al-Khrasani; Mariana Spetea; Tamas Friedmann; Pal Riba; Kornel Király; Helmut Schmidhammer; Susanna Furst
DAMGO and 6beta-glycine substituted 14-O-methyloxymorphone but not morphine show peripheral, preemptive antinociception after systemic administration in a mouse visceral pain model and high intrinsic efficacy in the isolated rat vas deferens.
Brain research bulletin 2007;74(5):369-75.
2007: Valentina Sabino; Pietro Cottone; Luca Steardo; Helmut Schmidhammer; Eric P Zorrilla
14-Methoxymetopon, a highly potent mu opioid agonist, biphasically affects ethanol intake in Sardinian alcohol-preferring rats.
Psychopharmacology 2007;192(4):537-46.
2007: Ilona Obara; Wioletta Makuch; Mariana Spetea; Johannes Schütz; Helmut Schmidhammer; Ryszard Przewlocki; Barbara Przewlocka
Local peripheral antinociceptive effects of 14-O-methyloxymorphone derivatives in inflammatory and neuropathic pain in the rat.
European journal of pharmacology 2007;558(1-3):60-7.
2006: Loriann Mahurter; Carrie Garceau; Jacqueline Marino; Helmut Schmidhammer; Géza Tóth; Gavril W Pasternak
Separation of binding affinity and intrinsic activity of the potent mu-opioid 14-methoxymetopon.
The Journal of pharmacology and experimental therapeutics 2006;319(1):247-53.
2006: Indre Bileviciute-Ljungar; Mariana Spetea; Yan Guo; Johannes Schütz; Petra Windisch; Helmut Schmidhammer
Peripherally mediated antinociception of the mu-opioid receptor agonist 2-[(4,5alpha-epoxy-3-hydroxy-14beta-methoxy-17-methylmorphinan-6beta-yl)amino]acetic acid (HS-731) after subcutaneous and oral administration in rats with carrageenan-induced hindpaw inflammation.
The Journal of pharmacology and experimental therapeutics 2006;317(1):220-7.
2005: Mariana Spetea; Elisabeth Greiner; Mario D Aceto; Louis S Harris; Andrew Coop; Helmut Schmidhammer
Effect of a 6-cyano substituent in 14-oxygenated N-methylmorphinans on opioid receptor binding and antinociceptive potency.
Journal of medicinal chemistry 2005;48(15):5052-5.
2005: Johannes Schütz; Petra Windisch; Elka Kristeva; Klaus Wurst; Karl-Hans Ongania; Ulrike E I Horvath; Herwig Schottenberger; Gerhard Laus; Helmut Schmidhammer
Mechanistic diversity of the van Leusen reaction applied to 6-ketomorphinans and synthetic potential of the resulting acrylonitrile substructures.
The Journal of organic chemistry 2005;70(13):5323-6.
2005: Roberta Lattanzi; Mariana Spetea; Falko Schüllner; Silvia B Rief; Roland Krassnig; Lucia Negri; Helmut Schmidhammer
Synthesis and biological evaluation of 14-alkoxymorphinans. 22.(1) Influence of the 14-alkoxy group and the substitution in position 5 in 14-alkoxymorphinan-6-ones on in vitro and in vivo activities.
Journal of medicinal chemistry 2005;48(9):3372-8.
2005: Zsuzsanna Fürst; Pal Riba; Tamas Friedmann; Julia Tímar; Mahmoud Al-Khrasani; Ilona Obara; Wioletta Makuch; Mariana Spetea; Johannes Schütz; Ryszard Przewlocki; Barbara Przewlocka; Helmut Schmidhammer
Peripheral versus central antinociceptive actions of 6-amino acid-substituted derivatives of 14-O-methyloxymorphone in acute and inflammatory pain in the rat.
The Journal of pharmacology and experimental therapeutics 2005;312(2):609-18.
2004: Mariana Spetea; Falko Schüllner; Radu C Moisa; Ilona P Berzetei-Gurske; Barbara Schraml; Cynthia Dörfler; Mario D Aceto; Louis S Harris; Andrew Coop; Helmut Schmidhammer
Synthesis and biological evaluation of 14-alkoxymorphinans. 21. Novel 4-alkoxy and 14-phenylpropoxy derivatives of the mu opioid receptor antagonist cyprodime.
Journal of medicinal chemistry 2004;47(12):3242-7.
2004: Antonella D'Ambrosio; Lia Noviello; Lucia Negri; Helmut Schmidhammer; Francesca Quintieri
Effect of novel non-peptidic delta opioid receptor antagonists on human T and B cell activation.
Life sciences 2004;75(1):63-75.
2004: Mariana Spetea; Tamas Friedmann; Pal Riba; Johannes Schütz; Gerhard Wunder; Thierry Langer; Helmut Schmidhammer; Zsuzsanna Fürst
In vitro opioid activity profiles of 6-amino acid substituted derivatives of 14-O-methyloxymorphone.
European journal of pharmacology 2004;483(2-3):301-8.
2003: Johannes Schütz; Mariana Spetea; Martin Koch; Mario D Aceto; Louis S Harris; Andrew Coop; Helmut Schmidhammer
Synthesis and biological evaluation of 14-alkoxymorphinans. 20. 14-phenylpropoxymetopon: an extremely powerful analgesic.
Journal of medicinal chemistry 2003;46(19):4182-7.
2003: Mariana Spetea; Fanni Tóth; Johannes Schütz; Ferenc Otvös; Géza Tóth; Sándor Benyhe; Anna Borsodi; Helmut Schmidhammer
Binding characteristics of [3H]14-methoxymetopon, a high affinity mu-opioid receptor agonist.
The European journal of neuroscience 2003;18(2):290-5.
2003: Elisabeth Greiner; Mariana Spetea; Roland Krassnig; Falko Schüllner; Mario D Aceto; Louis S Harris; John R Traynor; James H Woods; Andrew Coop; Helmut Schmidhammer
Synthesis and biological evaluation of 14-alkoxymorphinans. 18. N-substituted 14-phenylpropyloxymorphinan-6-ones with unanticipated agonist properties: extending the scope of common structure-activity relationships.
Journal of medicinal chemistry 2003;46(9):1758-63.
2003: S Marín; Eva Maria Marco; M Biscaia; Beatriz Fernández; Marina Rubio; Carmen Guaza; Helmut Schmidhammer; Maria Paz Viveros
Involvement of the kappa-opioid receptor in the anxiogenic-like effect of CP 55,940 in male rats.
Pharmacology, biochemistry, and behavior 2003;74(3):649-56.
2003: Michael A King; Wendy Su; Claire L Nielan; Albert H Chang; Johannes Schütz; Helmut Schmidhammer; Gavril W Pasternak
14-Methoxymetopon, a very potent mu-opioid receptor-selective analgesic with an unusual pharmacological profile.
European journal of pharmacology 2003;459(2-3):203-9.
2002: Johannes Schütz; Christina M Dersch; Robert Horel; Mariana Spetea; Martin Koch; Ruth Meditz; Elisabeth Greiner; Richard B Rothman; Helmut Schmidhammer
Synthesis and biological evaluation of 14-alkoxymorphinans. 17. Highly delta opioid receptor selective 14-alkoxy-substituted indolo- and benzofuromorphinans.
Journal of medicinal chemistry 2002;45(24):5378-83.
2002: Roberta Lattanzi; Lucia Negri; Helmut Schmidhammer; Elisa Giannini
Antinociceptive activity of a novel buprenorphine analogue.
Life sciences 2002;70(18):2177-85.
2002: Leyre Urigüen; Beatriz Fernández; Eva Maria Romero; Nuria De Pedro; María Jesús Delgado; Carmen Guaza; Helmut Schmidhammer; Maria Paz Viveros
Effects of 14-methoxymetopon, a potent opioid agonist, on the responses to the tail electric stimulation test and plus-maze activity in male rats: neuroendocrine correlates.
Brain research bulletin 2002;57(5):661-6.
2002: Anaid Shahbazian; Akos Heinemann; Helmut Schmidhammer; Eckhard Beubler; Ulrike Holzer-Petsche; Peter Holzer
Involvement of mu- and kappa-, but not delta-, opioid receptors in the peristaltic motor depression caused by endogenous and exogenous opioids in the guinea-pig intestine.
British journal of pharmacology 2002;135(3):741-50.
2001: Roberta Lattanzi; Lucia Negri; Elisa Giannini; Helmut Schmidhammer; J Schutz; Giovanna Improta
HS-599: a novel long acting opioid analgesic does not induce place-preference in rats.
British journal of pharmacology 2001;134(2):441-7.
2001: Mariana Spetea; H E Harris; Ilona P Berzetei-Gurske; L Klareskog; Helmut Schmidhammer
Binding, pharmacological and immunological profiles of the delta-selective opioid receptor antagonist HS 378.
Life sciences 2001;69(15):1775-82.
2001: Elisabeth Greiner; Herwig Schottenberger; Klaus Wurst; Helmut Schmidhammer
Novel class of morphinans with acrylonitrile incorporated substructures as key intermediates for non-oxygen-bridged opioid ligands.
Journal of the American Chemical Society 2001;123(16):3840-1.
2000: Gerald Zernig; Alois Saria; Roland Krassnig; Helmut Schmidhammer
Signal transduction efficacy of the highly potent mu opioid agonist 14-methoxymetopon.
Life sciences 2000;66(19):1871-7.
1999: Arpád Márki; Krisztina Monory; Ferenc Otvös; G Tóth; Roland Krassnig; Helmut Schmidhammer; John R Traynor; B P Roques; R Maldonado; Anna Borsodi
Mu-opioid receptor specific antagonist cyprodime: characterization by in vitro radioligand and [35S]GTPgammaS binding assays.
European journal of pharmacology 1999;383(2):209-14.
1999: D M Hutcheson; P Sánchez-Blazquez; M Rodriguez-Diaz; J Garzon; Helmut Schmidhammer; Anna Borsodi; Bernard P Roques; Rafael Maldonado
Use of selective antagonists and antisense oligonucleotides to evaluate the mechanisms of BUBU antinociception.
European journal of pharmacology 1999;383(1):29-37.
1999: Krisztina Monory; Elisabeth Greiner; N Sartania; L Sallai; Y Pouille; Helmut Schmidhammer; Jacques Hanoune; Anna Borsodi
Opioid binding profiles of new hydrazone, oxime, carbazone and semicarbazone derivatives of 14-alkoxymorphinans.
Life sciences 1999;64(22):2011-20.
1998: Helmut Schmidhammer
Opioid receptor antagonists.
Progress in medicinal chemistry 1998;35():83-132.
1998: Q Ni; Heng Xu; John S Partilla; Kenner C Rice; Dorota Matecka; S N Calderon; Frank Porreca; J Lai; Helmut Schmidhammer; Roland Krassnig; Richard B Rothman
Opioid peptide receptor studies. 9. Identification of a novel non-mu- non-delta-like opioid peptide binding site in rat brain.
Peptides 1998;19(6):1079-90.
1995: Helmut Schmidhammer; H K Jennewein; Roland Krassnig; John R Traynor; D Patel; K Bell; G Froschauer; K Mattersberger; C Jachs-Ewinger; P Jura
Synthesis and biological evaluation of 14-alkoxymorphinans. 11. 3-Hydroxycyprodime and analogues: opioid antagonist profile in comparison to cyprodime.
Journal of medicinal chemistry 1995;38(16):3071-7.
1993: Zsuzsanna Fürst; Beata Buzas; T Friedmann; Helmut Schmidhammer; Anna Borsodi
Highly potent novel opioid receptor agonist in the 14-alkoxymetopon series.
European journal of pharmacology 1993;236(2):209-15.
1991: Helmut Schmidhammer; H K Jennewein; C F Smith
Synthesis and biological evaluation of 14-alkoxymorphinans, V: 6-Deoxyocyprodime, an opioid antagonist with decreased mu receptor selectivity in comparison to cyprodime.
Archiv der Pharmazie 1991;324(4):209-11.
1991: Helmut Schmidhammer; C F Smith; E Dalkner; D Erlach; M Heuberger; Judith M Rollinger
(-)-N,N'-but-2-ene-1,4-diylbimorphinans.
Die Pharmazie 1991;46(2):101-2.
1990: Helmut Schmidhammer; C F Smith; D Erlach; M Koch; Roland Krassnig; W Schwetz; C Wechner
Synthesis and biological evaluation of 14-alkoxymorphinans. 3. Extensive study on cyprodime-related compounds.
Journal of medicinal chemistry 1990;33(4):1200-6.
1990: Helmut Schmidhammer; J D Leander; K Mayer-Valkanover; C Nussbaumer; C Schmidt; D D Schoepp; A Schratz; M Walla-Kugler
5-Methylated naloxone, naltrexone, oxymorphone, and their 14-O-methyl ethers.
Progress in clinical and biological research 1990;328():41-4.
1990: Helmut Schmidhammer; C F Smith; D Erlach; M Koch; Roland Krassnig; W Schwetz; C Wechner
Cyprodime analogues: synthesis and pharmacological evaluation.
Progress in clinical and biological research 1990;328():37-40.
1990: Helmut Schmidhammer; E Trenker; W P Burkard; L Eggstein-Aeppli; F Hefti; M I Holck
An opioid agonist with preference for kappa-opioid receptors: (-)-N-cyclopropylmethylmorphinan-6-one.
Archiv der Pharmazie 1990;323(1):27-9.
1989: Kurt W Schmid; Anton Hittmair; Helmut Schmidhammer; B Jasani
Non-deleterious inhibition of endogenous peroxidase activity (EPA) by cyclopropanone hydrate: a definitive approach.
The journal of histochemistry and cytochemistry : official journal of the Histochemistry Society 1989;37(4):473-7.
1989: Helmut Schmidhammer; W P Burkard; L Eggstein-Aeppli; C F Smith
Synthesis and biological evaluation of 14-alkoxymorphinans. 2. (-)-N-(cyclopropylmethyl)-4,14-dimethoxymorphinan-6-one, a selective mu opioid receptor antagonist.
Journal of medicinal chemistry 1989;32(2):418-21.