The Experts below are selected from a list of 321 Experts worldwide ranked by ideXlab platform
Martin Hansen - One of the best experts on this subject based on the ideXlab platform.
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Hallucinogen-like effects of 2-([2-(4-cyano-2,5-dimethoxyphenyl) ethylamino]methyl)phenol (25CN-NBOH), a novel N-benzylPhenethylamine with 100-fold selectivity for 5-HT_2A receptors, in mice
Psychopharmacology, 2015Co-Authors: William E. Fantegrossi, Martin Hansen, Bradley W. Gray, Jessica M. Bailey, Douglas A. Smith, Jesper L. KristensenAbstract:Rationale 2-([2-(4-cyano-2,5-dimethoxyphenyl)ethylamino]methyl)phenol (25CN-NBOH) is structurally similar to N -benzyl Substituted Phenethylamine hallucinogens currently emerging as drugs of abuse. 25CN-NBOH exhibits dramatic selectivity for 5-HT_2A receptors in vitro, but has not been behaviorally characterized. Objective 25CN-NBOH was compared to the traditional Phenethylamine hallucinogen R (-)-2,5-dimethoxy-4-iodoamphetamine (DOI) using mouse models of drug-elicited head twitch behavior and drug discrimination. Methods Drug-elicited head twitches were quantified for 10 min following administration of various doses of either DOI or 25CN-NBOH, with and without pretreatments of 0.01 mg/kg 5-HT_2A antagonist M100907 or 3.0 mg/kg 5-HT_2C antagonist RS102221. The capacity of 25CN-NBOH to attenuate DOI-elicited head twitch was also investigated. Mice were trained to discriminate DOI or M100907 from saline, and 25CN-NBOH was tested for generalization. Results 25CN-NBOH induced a head twitch response in the mouse that was lower in magnitude than that of DOI, blocked by M100907, but not altered by RS102221. DOI-elicited head twitch was dose-dependently attenuated by 25CN-NBOH pretreatment. 25CN-NBOH produced an intermediate degree of generalization (55 %) for the DOI training dose, and these interoceptive effects were attenuated by M100907. Finally, 25CN-NBOH did not generalize to M100907 at any dose, but ketanserin fully Substituted in these animals. Conclusions 25CN-NBOH was behaviorally active, but less effective than DOI in two mouse models of hallucinogenic effects. The effectiveness with which M100907 antagonized the behavioral actions of 25CN-NBOH strongly suggests that the 5-HT_2A receptor is an important site of agonist action for this compound in vivo.
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Hallucinogen-like effects of 2-([2-(4-cyano-2,5-dimethoxyphenyl) ethylamino]methyl)phenol (25CN-NBOH), a novel N-benzylPhenethylamine with 100-fold selectivity for 5-HT2A receptors, in mice
Psychopharmacology, 2014Co-Authors: William E. Fantegrossi, Martin Hansen, Bradley W. Gray, Jessica M. Bailey, Douglas A. Smith, Jesper L. KristensenAbstract:Rationale 2-([2-(4-cyano-2,5-dimethoxyphenyl)ethylamino]methyl)phenol (25CN-NBOH) is structurally similar to N-benzyl Substituted Phenethylamine hallucinogens currently emerging as drugs of abuse. 25CN-NBOH exhibits dramatic selectivity for 5-HT2A receptors in vitro, but has not been behaviorally characterized.
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extensive rigid analogue design maps the binding conformation of potent n benzylPhenethylamine 5 ht2a serotonin receptor agonist ligands
ACS Chemical Neuroscience, 2013Co-Authors: Jose I Juncosa, Martin Hansen, Lisa A Bonner, Juan Pablo Cueva, Rebecca Maglathlin, John D Mccorvy, Danuta Maronalewicka, Markus A Lill, David E NicholsAbstract:Based on the structure of the superpotent 5-HT2A agonist 2-(4-bromo-2,5-dimethoxyphenyl)-N-[(2-methoxyphenyl)methyl]ethanamine, which consists of a ring-Substituted Phenethylamine skeleton modified with an N-benzyl group, we designed and synthesized a small library of constrained analogues to identify the optimal arrangement of the pharmacophoric elements of the ligand. Structures consisted of diversely Substituted tetrahydroisoquinolines, piperidines, and one benzazepine. Based on the structure of (S,S)-9b, which showed the highest affinity of the series, we propose an optimal binding conformation. (S,S)-9b also displayed 124-fold selectivity for the 5-HT2A over the 5-HT2C receptor, making it the most selective 5-HT2A receptor agonist ligand currently known.
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Extensive Rigid Analogue Design Maps the Binding Conformation of Potent N‑BenzylPhenethylamine 5‑HT2A Serotonin Receptor Agonist Ligands
2013Co-Authors: Jose I Juncosa, Martin Hansen, Lisa A Bonner, Juan Pablo Cueva, Rebecca Maglathlin, John D Mccorvy, Markus A Lill, Danuta Marona-lewicka, David E NicholsAbstract:Based on the structure of the superpotent 5-HT2A agonist 2-(4-bromo-2,5-dimethoxyphenyl)-N-[(2-methoxyphenyl)methyl]ethanamine, which consists of a ring-Substituted Phenethylamine skeleton modified with an N-benzyl group, we designed and synthesized a small library of constrained analogues to identify the optimal arrangement of the pharmacophoric elements of the ligand. Structures consisted of diversely Substituted tetrahydroisoquinolines, piperidines, and one benzazepine. Based on the structure of (S,S)-9b, which showed the highest affinity of the series, we propose an optimal binding conformation. (S,S)-9b also displayed 124-fold selectivity for the 5-HT2A over the 5-HT2C receptor, making it the most selective 5-HT2A receptor agonist ligand currently known
Jesper L. Kristensen - One of the best experts on this subject based on the ideXlab platform.
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Hallucinogen-like effects of 2-([2-(4-cyano-2,5-dimethoxyphenyl) ethylamino]methyl)phenol (25CN-NBOH), a novel N-benzylPhenethylamine with 100-fold selectivity for 5-HT_2A receptors, in mice
Psychopharmacology, 2015Co-Authors: William E. Fantegrossi, Martin Hansen, Bradley W. Gray, Jessica M. Bailey, Douglas A. Smith, Jesper L. KristensenAbstract:Rationale 2-([2-(4-cyano-2,5-dimethoxyphenyl)ethylamino]methyl)phenol (25CN-NBOH) is structurally similar to N -benzyl Substituted Phenethylamine hallucinogens currently emerging as drugs of abuse. 25CN-NBOH exhibits dramatic selectivity for 5-HT_2A receptors in vitro, but has not been behaviorally characterized. Objective 25CN-NBOH was compared to the traditional Phenethylamine hallucinogen R (-)-2,5-dimethoxy-4-iodoamphetamine (DOI) using mouse models of drug-elicited head twitch behavior and drug discrimination. Methods Drug-elicited head twitches were quantified for 10 min following administration of various doses of either DOI or 25CN-NBOH, with and without pretreatments of 0.01 mg/kg 5-HT_2A antagonist M100907 or 3.0 mg/kg 5-HT_2C antagonist RS102221. The capacity of 25CN-NBOH to attenuate DOI-elicited head twitch was also investigated. Mice were trained to discriminate DOI or M100907 from saline, and 25CN-NBOH was tested for generalization. Results 25CN-NBOH induced a head twitch response in the mouse that was lower in magnitude than that of DOI, blocked by M100907, but not altered by RS102221. DOI-elicited head twitch was dose-dependently attenuated by 25CN-NBOH pretreatment. 25CN-NBOH produced an intermediate degree of generalization (55 %) for the DOI training dose, and these interoceptive effects were attenuated by M100907. Finally, 25CN-NBOH did not generalize to M100907 at any dose, but ketanserin fully Substituted in these animals. Conclusions 25CN-NBOH was behaviorally active, but less effective than DOI in two mouse models of hallucinogenic effects. The effectiveness with which M100907 antagonized the behavioral actions of 25CN-NBOH strongly suggests that the 5-HT_2A receptor is an important site of agonist action for this compound in vivo.
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Hallucinogen-like effects of 2-([2-(4-cyano-2,5-dimethoxyphenyl) ethylamino]methyl)phenol (25CN-NBOH), a novel N-benzylPhenethylamine with 100-fold selectivity for 5-HT2A receptors, in mice
Psychopharmacology, 2014Co-Authors: William E. Fantegrossi, Martin Hansen, Bradley W. Gray, Jessica M. Bailey, Douglas A. Smith, Jesper L. KristensenAbstract:Rationale 2-([2-(4-cyano-2,5-dimethoxyphenyl)ethylamino]methyl)phenol (25CN-NBOH) is structurally similar to N-benzyl Substituted Phenethylamine hallucinogens currently emerging as drugs of abuse. 25CN-NBOH exhibits dramatic selectivity for 5-HT2A receptors in vitro, but has not been behaviorally characterized.
William E. Fantegrossi - One of the best experts on this subject based on the ideXlab platform.
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Hallucinogen-like effects of 2-([2-(4-cyano-2,5-dimethoxyphenyl) ethylamino]methyl)phenol (25CN-NBOH), a novel N-benzylPhenethylamine with 100-fold selectivity for 5-HT_2A receptors, in mice
Psychopharmacology, 2015Co-Authors: William E. Fantegrossi, Martin Hansen, Bradley W. Gray, Jessica M. Bailey, Douglas A. Smith, Jesper L. KristensenAbstract:Rationale 2-([2-(4-cyano-2,5-dimethoxyphenyl)ethylamino]methyl)phenol (25CN-NBOH) is structurally similar to N -benzyl Substituted Phenethylamine hallucinogens currently emerging as drugs of abuse. 25CN-NBOH exhibits dramatic selectivity for 5-HT_2A receptors in vitro, but has not been behaviorally characterized. Objective 25CN-NBOH was compared to the traditional Phenethylamine hallucinogen R (-)-2,5-dimethoxy-4-iodoamphetamine (DOI) using mouse models of drug-elicited head twitch behavior and drug discrimination. Methods Drug-elicited head twitches were quantified for 10 min following administration of various doses of either DOI or 25CN-NBOH, with and without pretreatments of 0.01 mg/kg 5-HT_2A antagonist M100907 or 3.0 mg/kg 5-HT_2C antagonist RS102221. The capacity of 25CN-NBOH to attenuate DOI-elicited head twitch was also investigated. Mice were trained to discriminate DOI or M100907 from saline, and 25CN-NBOH was tested for generalization. Results 25CN-NBOH induced a head twitch response in the mouse that was lower in magnitude than that of DOI, blocked by M100907, but not altered by RS102221. DOI-elicited head twitch was dose-dependently attenuated by 25CN-NBOH pretreatment. 25CN-NBOH produced an intermediate degree of generalization (55 %) for the DOI training dose, and these interoceptive effects were attenuated by M100907. Finally, 25CN-NBOH did not generalize to M100907 at any dose, but ketanserin fully Substituted in these animals. Conclusions 25CN-NBOH was behaviorally active, but less effective than DOI in two mouse models of hallucinogenic effects. The effectiveness with which M100907 antagonized the behavioral actions of 25CN-NBOH strongly suggests that the 5-HT_2A receptor is an important site of agonist action for this compound in vivo.
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Hallucinogen-like effects of 2-([2-(4-cyano-2,5-dimethoxyphenyl) ethylamino]methyl)phenol (25CN-NBOH), a novel N-benzylPhenethylamine with 100-fold selectivity for 5-HT2A receptors, in mice
Psychopharmacology, 2014Co-Authors: William E. Fantegrossi, Martin Hansen, Bradley W. Gray, Jessica M. Bailey, Douglas A. Smith, Jesper L. KristensenAbstract:Rationale 2-([2-(4-cyano-2,5-dimethoxyphenyl)ethylamino]methyl)phenol (25CN-NBOH) is structurally similar to N-benzyl Substituted Phenethylamine hallucinogens currently emerging as drugs of abuse. 25CN-NBOH exhibits dramatic selectivity for 5-HT2A receptors in vitro, but has not been behaviorally characterized.
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Discriminative Stimulus Effects of Psychostimulants and Hallucinogens in S(+)-3,4-Methylenedioxymethamphetamine (MDMA) and R(−)-MDMA Trained Mice
Journal of Pharmacology and Experimental Therapeutics, 2009Co-Authors: Kevin S. Murnane, Leonard L. Howell, Naoki Murai, William E. FantegrossiAbstract:3,4-Methylenedioxymethamphetamine (MDMA) is a Substituted Phenethylamine more commonly known as the drug of abuse “ecstasy.” The acute and persistent neurochemical effects of MDMA in the mice are distinct from those in other species. MDMA shares biological effects with both amphetamine-type stimulants and mescaline-type hallucinogens, which may be attributable to distinct effects of its two enantiomers, both of which are active in vivo. In this regard, among the Substituted Phenethylamines, R(−)-enantiomers tend to have hallucinogen-like effects, whereas S(+)-enantiomers tend to have stimulant-like effects. In the present study, mice were trained to discriminate S(+)- or R(−)-MDMA from vehicle. Drug substitution tests were then undertaken with the structurally similar Phenethylamine dopamine/norepinephrine releaser S(+)-amphetamine, the structurally dissimilar tropane nonselective monoamine reuptake inhibitor cocaine, the structurally similar Phenethylamine 5-hydroxytryptamine (5-HT)2A agonist 2,5-dimethoxy-4-(n)-propylthioPhenethylamine (2C-T-7), and the structurally dissimilar mixed action tryptamine 5-HT2A agonist/monoamine reuptake inhibitor N,N-dipropyltryptamine (DPT). S(+)-amphetamine fully Substituted in the S(+)-MDMA-treated animals but did not substitute for the R(−)-MDMA cue. 2C-T-7 fully Substituted in the R(−)-MDMA-trained animals but did not substitute for the S(+)-MDMA cue. Cocaine and DPT Substituted for both training drugs, but whereas cocaine was more potent in S(+)-MDMA-trained mice, DPT was more potent in R(−)-MDMA-trained mice. These data suggest that qualitative differences in the discriminative stimulus effects of each stereoisomer of MDMA exist in mice and further our understanding of the complex nature of the interoceptive effects of MDMA.
David E Nichols - One of the best experts on this subject based on the ideXlab platform.
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extensive rigid analogue design maps the binding conformation of potent n benzylPhenethylamine 5 ht2a serotonin receptor agonist ligands
ACS Chemical Neuroscience, 2013Co-Authors: Jose I Juncosa, Martin Hansen, Lisa A Bonner, Juan Pablo Cueva, Rebecca Maglathlin, John D Mccorvy, Danuta Maronalewicka, Markus A Lill, David E NicholsAbstract:Based on the structure of the superpotent 5-HT2A agonist 2-(4-bromo-2,5-dimethoxyphenyl)-N-[(2-methoxyphenyl)methyl]ethanamine, which consists of a ring-Substituted Phenethylamine skeleton modified with an N-benzyl group, we designed and synthesized a small library of constrained analogues to identify the optimal arrangement of the pharmacophoric elements of the ligand. Structures consisted of diversely Substituted tetrahydroisoquinolines, piperidines, and one benzazepine. Based on the structure of (S,S)-9b, which showed the highest affinity of the series, we propose an optimal binding conformation. (S,S)-9b also displayed 124-fold selectivity for the 5-HT2A over the 5-HT2C receptor, making it the most selective 5-HT2A receptor agonist ligand currently known.
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Extensive Rigid Analogue Design Maps the Binding Conformation of Potent N‑BenzylPhenethylamine 5‑HT2A Serotonin Receptor Agonist Ligands
2013Co-Authors: Jose I Juncosa, Martin Hansen, Lisa A Bonner, Juan Pablo Cueva, Rebecca Maglathlin, John D Mccorvy, Markus A Lill, Danuta Marona-lewicka, David E NicholsAbstract:Based on the structure of the superpotent 5-HT2A agonist 2-(4-bromo-2,5-dimethoxyphenyl)-N-[(2-methoxyphenyl)methyl]ethanamine, which consists of a ring-Substituted Phenethylamine skeleton modified with an N-benzyl group, we designed and synthesized a small library of constrained analogues to identify the optimal arrangement of the pharmacophoric elements of the ligand. Structures consisted of diversely Substituted tetrahydroisoquinolines, piperidines, and one benzazepine. Based on the structure of (S,S)-9b, which showed the highest affinity of the series, we propose an optimal binding conformation. (S,S)-9b also displayed 124-fold selectivity for the 5-HT2A over the 5-HT2C receptor, making it the most selective 5-HT2A receptor agonist ligand currently known
Jessica M. Bailey - One of the best experts on this subject based on the ideXlab platform.
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Hallucinogen-like effects of 2-([2-(4-cyano-2,5-dimethoxyphenyl) ethylamino]methyl)phenol (25CN-NBOH), a novel N-benzylPhenethylamine with 100-fold selectivity for 5-HT_2A receptors, in mice
Psychopharmacology, 2015Co-Authors: William E. Fantegrossi, Martin Hansen, Bradley W. Gray, Jessica M. Bailey, Douglas A. Smith, Jesper L. KristensenAbstract:Rationale 2-([2-(4-cyano-2,5-dimethoxyphenyl)ethylamino]methyl)phenol (25CN-NBOH) is structurally similar to N -benzyl Substituted Phenethylamine hallucinogens currently emerging as drugs of abuse. 25CN-NBOH exhibits dramatic selectivity for 5-HT_2A receptors in vitro, but has not been behaviorally characterized. Objective 25CN-NBOH was compared to the traditional Phenethylamine hallucinogen R (-)-2,5-dimethoxy-4-iodoamphetamine (DOI) using mouse models of drug-elicited head twitch behavior and drug discrimination. Methods Drug-elicited head twitches were quantified for 10 min following administration of various doses of either DOI or 25CN-NBOH, with and without pretreatments of 0.01 mg/kg 5-HT_2A antagonist M100907 or 3.0 mg/kg 5-HT_2C antagonist RS102221. The capacity of 25CN-NBOH to attenuate DOI-elicited head twitch was also investigated. Mice were trained to discriminate DOI or M100907 from saline, and 25CN-NBOH was tested for generalization. Results 25CN-NBOH induced a head twitch response in the mouse that was lower in magnitude than that of DOI, blocked by M100907, but not altered by RS102221. DOI-elicited head twitch was dose-dependently attenuated by 25CN-NBOH pretreatment. 25CN-NBOH produced an intermediate degree of generalization (55 %) for the DOI training dose, and these interoceptive effects were attenuated by M100907. Finally, 25CN-NBOH did not generalize to M100907 at any dose, but ketanserin fully Substituted in these animals. Conclusions 25CN-NBOH was behaviorally active, but less effective than DOI in two mouse models of hallucinogenic effects. The effectiveness with which M100907 antagonized the behavioral actions of 25CN-NBOH strongly suggests that the 5-HT_2A receptor is an important site of agonist action for this compound in vivo.
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Hallucinogen-like effects of 2-([2-(4-cyano-2,5-dimethoxyphenyl) ethylamino]methyl)phenol (25CN-NBOH), a novel N-benzylPhenethylamine with 100-fold selectivity for 5-HT2A receptors, in mice
Psychopharmacology, 2014Co-Authors: William E. Fantegrossi, Martin Hansen, Bradley W. Gray, Jessica M. Bailey, Douglas A. Smith, Jesper L. KristensenAbstract:Rationale 2-([2-(4-cyano-2,5-dimethoxyphenyl)ethylamino]methyl)phenol (25CN-NBOH) is structurally similar to N-benzyl Substituted Phenethylamine hallucinogens currently emerging as drugs of abuse. 25CN-NBOH exhibits dramatic selectivity for 5-HT2A receptors in vitro, but has not been behaviorally characterized.
