List of works - Helmut Schmidhammer

(-)-N,N'-but-2-ene-1,4-diylbimorphinans.

scientific article published in February 1991

14-Methoxymetopon, a highly potent mu opioid agonist, biphasically affects ethanol intake in Sardinian alcohol-preferring rats

scientific article

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

scientific article

14-methoxymetopon, a potent opioid, induces no respiratory depression, less sedation, and less bradycardia than sufentanil in the dog.

scientific article

5-Benzyl substituted 14-methoxymetopon, a high affinity μ opioid receptor agonist with potent antinociceptive activity in mice.

scientific article

An opioid agonist with preference for kappa-opioid receptors: (-)-N-cyclopropylmethylmorphinan-6-one.

scientific article

Antinociceptive activity of a novel buprenorphine analogue.

scientific article

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

scientific article

Binding, pharmacological and immunological profiles of the delta-selective opioid receptor antagonist HS 378.

scientific article published in August 2001

Biological, pharmacological and immunological activities of novel 6-amino-acid-substituted 14-alkoxy-N-methylmorphinans

scholarly article by Elena Guerrieri et al published 2011 in BMC Pharmacology

Comparison of physicochemical properties and biological activities of opioid morphinans interacting with mu opioid receptors.

scientific article published on 5 November 2008

Cyprodime analogues: synthesis and pharmacological evaluation

scientific article published on 01 January 1990

DAMGO and 6β-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

scientific article published on 30 July 2007

Development of 5-Substituted N-Methylmorphinan-6-ones as Potent Opioid Analgesics with Improved Side-Effect Profile

scientific article

Development of novel N-methyl and N-allyl-substituted oxazolomorphinans and their interaction with opioid receptors.

scientific article

Discovery and Pharmacological Evaluation of a Diphenethylamine Derivative (HS665), a Highly Potent and Selective κ Opioid Receptor Agonist ⬇️

scientific article published on November 7, 2012

Discovery and biological evaluation of a diphenethylamine derivative (HS665), a highly potent and selective κ opioid receptor agonist.

scientific article published on 17 September 2012

Effect of novel non-peptidic delta opioid receptor antagonists on human T and B cell activation

scientific article

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

scientific article

Efficacy of systemic HS-198, an analogue of oxymorphone, on cancer pain-related behaviour in mice.

scientific article published on 5 September 2011

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

scientific article

Functionalization of the carbonyl group in position 6 of morphinan-6-ones. Development of novel 6-amino and 6-guanidino substituted 14-alkoxymorphinans.

scientific article published on January 2013

HS-599: a novel long acting opioid analgesic does not induce place-preference in rats

scientific article

Highly Potent and Selective New Diphenethylamines Interacting with the κ-Opioid Receptor: Synthesis, Pharmacology, and Structure-Activity Relationships.

scientific article published on 21 August 2017

Highly potent novel opioid receptor agonist in the 14-alkoxymetopon series.

scientific article

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

scientific article

In vitro opioid activity profiles of 6-amino acid substituted derivatives of 14-O-methyloxymorphone

scientific article

Influence of the 14-alkoxy group and the substitution in position 5 in N-methyl-14-alkoxymorphinan-6-ones on in vitro and in vivo pharmacological activities

scientific article

Introduction of a 6-cyano group in 14-oxygenated N-methylmorphinans influences in vitro and in vivo pharmacological activities

scholarly article by Valeria Follia et al published 2011 in BMC Pharmacology

Inverse agonism and neutral antagonism at wild-type and constitutively active mutant delta opioid receptors.

scientific article

Inverse agonism by Dmt-Tic analogues and HS 378, a naltrindole analogue.

scientific article

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.

scientific article

Lack of regulatory changes of µ-opioid receptors by 14-methoxymetopon treatment in rat brain. Further evidence for functional selectivity

scientific article published on January 2013

Local peripheral antinociceptive effects of 14-O-methyloxymorphone derivatives in inflammatory and neuropathic pain in the rat.

scientific article published on 25 November 2006

Mechanistic Characterization of the Pharmacological Profile of HS-731, a Peripherally Acting Opioid Analgesic, at the µ-, δ-, κ-Opioid and Nociceptin Receptors

scientific article published on 28 January 2022

Mechanistic diversity of the van Leusen reaction applied to 6-ketomorphinans and synthetic potential of the resulting acrylonitrile substructures.

scientific article published in June 2005

Modulation of basal and stress-induced amygdaloid substance P release by the potent and selective NK1 receptor antagonist L-822429.

scientific article published on 30 July 2008

Molecular Docking, Molecular Dynamics, and Structure-Activity Relationship Explorations of 14-Oxygenated N-Methylmorphinan-6-ones as Potent μ-Opioid Receptor Agonists

scientific article

Morphinans and isoquinolines: acetylcholinesterase inhibition, pharmacophore modeling, and interaction with opioid receptors.

scientific article

Mu-opioid receptor specific antagonist cyprodime: characterization by in vitro radioligand and [35S]GTPgammaS binding assays.

scientific article

Non-deleterious inhibition of endogenous peroxidase activity (EPA) by cyclopropanone hydrate: a definitive approach

scientific article published on 01 April 1989

Non-peptidic delta-opioid receptor antagonists suppress mitogen-induced tryptophan degradation in peripheral blood mononuclear cells in vitro

scientific article

Novel 9'-substituted-noscapines: synthesis with Suzuki cross-coupling, structure elucidation and biological evaluation

scientific article

Novel Positive Allosteric Modulators of µ Opioid Receptor-Insight from In Silico and In Vivo Studies

scientific article published on 11 November 2020

Novel approach to demonstrate high efficacy of mu opioids in the rat vas deferens: a simple model of predictive value.

scientific article published in January 2010

Opioid binding profiles of new hydrazone, oxime, carbazone and semicarbazone derivatives of 14-alkoxymorphinans.

scientific article published in January 1999

Opioid peptide receptor studies. 9. Identification of a novel non-mu- non-delta-like opioid peptide binding site in rat brain.

scientific article

Opioids and Their Receptors: Present and Emerging Concepts in Opioid Drug Discovery

scientific article published on 01 December 2020

Peripheral versus central antinociceptive actions of 6-amino acid-substituted derivatives of 14-O-methyloxymorphone in acute and inflammatory pain in the rat.

scientific article published on 21 September 2004

Peripheral μ-opioid receptor mediated inhibition of calcium signaling and action potential-evoked calcium fluorescent transients in primary afferent CGRP nociceptive terminals.

scientific article published on 24 February 2015

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 hi

scientific article published on 8 December 2005

Pharmacological investigations of N-substituent variation in morphine and oxymorphone: opioid receptor binding, signaling and antinociceptive activity

scientific article

Recent advances in the development of 14-alkoxy substituted morphinans as potent and safer opioid analgesics.

scientific article published on January 2012

Selective κ receptor partial agonist HS666 produces potent antinociception without inducing aversion after i.c.v. administration in mice.

scientific article

Separation of binding affinity and intrinsic activity of the potent mu-opioid 14-methoxymetopon.

scientific article

Structural determinants of diphenethylamines for interaction with the κ opioid receptor: Synthesis, pharmacology and molecular modeling studies

scientific article

Structure-activity relationships of oxygenated morphinans. III. An exploration of the effect of the aromatic oxygen and 6-keto group on antinociceptive activity, receptor affinity, and narcotic antagonism.

scientific article published in April 1982

Synthesis and Biological Evaluation of 14-Alkoxymorphinans. 11. 3-Hydroxycyprodime and Analogs: Opioid Antagonist Profile in Comparison to Cyprodime ⬇️

scientific article published on August 4, 1995

Synthesis and biological evaluation of 14-alkoxymorphinans, V: 6-Deoxyocyprodime, an opioid antagonist with decreased mu receptor selectivity in comparison to cyprodime.

scientific article

Synthesis and biological evaluation of 14-alkoxymorphinans. 1. Highly potent opioid agonists in the series of (-)-14-methoxy-N-methylmorphinan-6-ones ⬇️

scientific article published on December 1, 1984

Synthesis and biological evaluation of 14-alkoxymorphinans. 17. Highly delta opioid receptor selective 14-alkoxy-substituted indolo- and benzofuromorphinans.

scientific article published in November 2002

Synthesis and biological evaluation of 14-alkoxymorphinans. 2. (-)-N-(cyclopropylmethyl)-4,14-dimethoxymorphinan-6-one, a selective mu opioid receptor antagonist.

scientific article

Synthesis and biological evaluation of 14-alkoxymorphinans. 21. Novel 4-alkoxy and 14-phenylpropoxy derivatives of the mu opioid receptor antagonist cyprodime

scientific article

Synthesis and biological evaluation of 14-alkoxymorphinans. 3. Extensive study on cyprodime-related compounds

scientific article published on 01 April 1990

Synthesis and pharmacological activities of 6-glycine substituted 14-phenylpropoxymorphinans, a novel class of opioids with high opioid receptor affinities and antinociceptive potencies.

scientific article

Synthesis and pharmacological evaluation of [(3)H]HS665, a novel, highly selective radioligand for the kappa opioid receptor.

scientific article published on 24 December 2014

Synthesis of 14-Alkoxymorphinan Derivatives and Their Pharmacological Actions ⬇️

scientific article published on January 1, 2011

Synthesis, Pharmacology, and Molecular Docking Studies on 6-Desoxo-N-methylmorphinans as Potent μ-Opioid Receptor Agonists

scientific article published on 20 October 2017

Synthesis, opioid receptor binding profile and SAR studies of 14-alkoxy-substituted indolo- and benzofuromorphinans

The µ opioid receptor and ligands acting at the µ opioid receptor, as therapeutics and potential therapeutics

scientific article published on January 2013

Unveiling 7-Hydroxymitragynine as the Key Active Metabolite of Mitragynine and the Promise for Creating Novel Pain Relievers

scientific article published on 29 May 2019

Use of selective antagonists and antisense oligonucleotides to evaluate the mechanisms of BUBU antinociception

scientific article published on 01 October 1999

[Interaction of S-(+)-ketamine with opiate receptors. Effects on EEG, evoked potentials and respiration in awake dogs]

scientific article published on 01 November 1994

[New reactions of phthalidoisoquinoline alkaloids. Alkoxy exchange reactions and isomerisations of alpha- and beta-narcotine (author's transl)]

scientific article published on 01 August 1978

[Pharmacodynamic effects of S-(+)-ketamine on EEG, evoked potentials and respiration. A study in the awake dog]

scientific article published on 01 September 1992

List of works by Helmut Schmidhammer

(-)-N,N'-but-2-ene-1,4-diylbimorphinans.

14-Methoxymetopon, a highly potent mu opioid agonist, biphasically affects ethanol intake in Sardinian alcohol-preferring rats

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

14-methoxymetopon, a potent opioid, induces no respiratory depression, less sedation, and less bradycardia than sufentanil in the dog.

5-Benzyl substituted 14-methoxymetopon, a high affinity μ opioid receptor agonist with potent antinociceptive activity in mice.

An opioid agonist with preference for kappa-opioid receptors: (-)-N-cyclopropylmethylmorphinan-6-one.

Antinociceptive activity of a novel buprenorphine analogue.

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

Binding, pharmacological and immunological profiles of the delta-selective opioid receptor antagonist HS 378.

Biological, pharmacological and immunological activities of novel 6-amino-acid-substituted 14-alkoxy-N-methylmorphinans

Comparison of physicochemical properties and biological activities of opioid morphinans interacting with mu opioid receptors.

Cyprodime analogues: synthesis and pharmacological evaluation

DAMGO and 6β-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

Development of 5-Substituted N-Methylmorphinan-6-ones as Potent Opioid Analgesics with Improved Side-Effect Profile

Development of novel N-methyl and N-allyl-substituted oxazolomorphinans and their interaction with opioid receptors.

Discovery and Pharmacological Evaluation of a Diphenethylamine Derivative (HS665), a Highly Potent and Selective κ Opioid Receptor Agonist ⬇️

Discovery and biological evaluation of a diphenethylamine derivative (HS665), a highly potent and selective κ opioid receptor agonist.

Effect of novel non-peptidic delta opioid receptor antagonists on human T and B cell activation

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

Efficacy of systemic HS-198, an analogue of oxymorphone, on cancer pain-related behaviour in mice.

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

Functionalization of the carbonyl group in position 6 of morphinan-6-ones. Development of novel 6-amino and 6-guanidino substituted 14-alkoxymorphinans.

HS-599: a novel long acting opioid analgesic does not induce place-preference in rats

Highly Potent and Selective New Diphenethylamines Interacting with the κ-Opioid Receptor: Synthesis, Pharmacology, and Structure-Activity Relationships.

Highly potent novel opioid receptor agonist in the 14-alkoxymetopon series.

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

In vitro opioid activity profiles of 6-amino acid substituted derivatives of 14-O-methyloxymorphone

Influence of the 14-alkoxy group and the substitution in position 5 in N-methyl-14-alkoxymorphinan-6-ones on in vitro and in vivo pharmacological activities

Introduction of a 6-cyano group in 14-oxygenated N-methylmorphinans influences in vitro and in vivo pharmacological activities

Inverse agonism and neutral antagonism at wild-type and constitutively active mutant delta opioid receptors.

Inverse agonism by Dmt-Tic analogues and HS 378, a naltrindole analogue.

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.

Lack of regulatory changes of µ-opioid receptors by 14-methoxymetopon treatment in rat brain. Further evidence for functional selectivity

Local peripheral antinociceptive effects of 14-O-methyloxymorphone derivatives in inflammatory and neuropathic pain in the rat.

Mechanistic Characterization of the Pharmacological Profile of HS-731, a Peripherally Acting Opioid Analgesic, at the µ-, δ-, κ-Opioid and Nociceptin Receptors

Mechanistic diversity of the van Leusen reaction applied to 6-ketomorphinans and synthetic potential of the resulting acrylonitrile substructures.

Modulation of basal and stress-induced amygdaloid substance P release by the potent and selective NK1 receptor antagonist L-822429.

Molecular Docking, Molecular Dynamics, and Structure-Activity Relationship Explorations of 14-Oxygenated N-Methylmorphinan-6-ones as Potent μ-Opioid Receptor Agonists

Morphinans and isoquinolines: acetylcholinesterase inhibition, pharmacophore modeling, and interaction with opioid receptors.

Mu-opioid receptor specific antagonist cyprodime: characterization by in vitro radioligand and [35S]GTPgammaS binding assays.

Non-deleterious inhibition of endogenous peroxidase activity (EPA) by cyclopropanone hydrate: a definitive approach

Non-peptidic delta-opioid receptor antagonists suppress mitogen-induced tryptophan degradation in peripheral blood mononuclear cells in vitro

Novel 9'-substituted-noscapines: synthesis with Suzuki cross-coupling, structure elucidation and biological evaluation

Novel Positive Allosteric Modulators of µ Opioid Receptor-Insight from In Silico and In Vivo Studies

Novel approach to demonstrate high efficacy of mu opioids in the rat vas deferens: a simple model of predictive value.

Opioid binding profiles of new hydrazone, oxime, carbazone and semicarbazone derivatives of 14-alkoxymorphinans.

Opioid peptide receptor studies. 9. Identification of a novel non-mu- non-delta-like opioid peptide binding site in rat brain.

Opioids and Their Receptors: Present and Emerging Concepts in Opioid Drug Discovery

Peripheral versus central antinociceptive actions of 6-amino acid-substituted derivatives of 14-O-methyloxymorphone in acute and inflammatory pain in the rat.

Peripheral μ-opioid receptor mediated inhibition of calcium signaling and action potential-evoked calcium fluorescent transients in primary afferent CGRP nociceptive terminals.

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 hi

Pharmacological investigations of N-substituent variation in morphine and oxymorphone: opioid receptor binding, signaling and antinociceptive activity

Recent advances in the development of 14-alkoxy substituted morphinans as potent and safer opioid analgesics.

Selective κ receptor partial agonist HS666 produces potent antinociception without inducing aversion after i.c.v. administration in mice.

Separation of binding affinity and intrinsic activity of the potent mu-opioid 14-methoxymetopon.

Structural determinants of diphenethylamines for interaction with the κ opioid receptor: Synthesis, pharmacology and molecular modeling studies

Structure-activity relationships of oxygenated morphinans. III. An exploration of the effect of the aromatic oxygen and 6-keto group on antinociceptive activity, receptor affinity, and narcotic antagonism.

Synthesis and Biological Evaluation of 14-Alkoxymorphinans. 11. 3-Hydroxycyprodime and Analogs: Opioid Antagonist Profile in Comparison to Cyprodime ⬇️

Synthesis and biological evaluation of 14-alkoxymorphinans, V: 6-Deoxyocyprodime, an opioid antagonist with decreased mu receptor selectivity in comparison to cyprodime.

Synthesis and biological evaluation of 14-alkoxymorphinans. 1. Highly potent opioid agonists in the series of (-)-14-methoxy-N-methylmorphinan-6-ones ⬇️

Synthesis and biological evaluation of 14-alkoxymorphinans. 17. Highly delta opioid receptor selective 14-alkoxy-substituted indolo- and benzofuromorphinans.

Synthesis and biological evaluation of 14-alkoxymorphinans. 2. (-)-N-(cyclopropylmethyl)-4,14-dimethoxymorphinan-6-one, a selective mu opioid receptor antagonist.

Synthesis and biological evaluation of 14-alkoxymorphinans. 21. Novel 4-alkoxy and 14-phenylpropoxy derivatives of the mu opioid receptor antagonist cyprodime

Synthesis and biological evaluation of 14-alkoxymorphinans. 3. Extensive study on cyprodime-related compounds

Synthesis and pharmacological activities of 6-glycine substituted 14-phenylpropoxymorphinans, a novel class of opioids with high opioid receptor affinities and antinociceptive potencies.

Synthesis and pharmacological evaluation of [(3)H]HS665, a novel, highly selective radioligand for the kappa opioid receptor.

Synthesis of 14-Alkoxymorphinan Derivatives and Their Pharmacological Actions ⬇️

Synthesis, Pharmacology, and Molecular Docking Studies on 6-Desoxo-N-methylmorphinans as Potent μ-Opioid Receptor Agonists

Synthesis, opioid receptor binding profile and SAR studies of 14-alkoxy-substituted indolo- and benzofuromorphinans

The µ opioid receptor and ligands acting at the µ opioid receptor, as therapeutics and potential therapeutics

Unveiling 7-Hydroxymitragynine as the Key Active Metabolite of Mitragynine and the Promise for Creating Novel Pain Relievers

Use of selective antagonists and antisense oligonucleotides to evaluate the mechanisms of BUBU antinociception

[Interaction of S-(+)-ketamine with opiate receptors. Effects on EEG, evoked potentials and respiration in awake dogs]

[New reactions of phthalidoisoquinoline alkaloids. Alkoxy exchange reactions and isomerisations of alpha- and beta-narcotine (author's transl)]

[Pharmacodynamic effects of S-(+)-ketamine on EEG, evoked potentials and respiration. A study in the awake dog]