Journal ArticleDOI
Psilocin analogs. 1. Synthesis of 3-[2-(dialkylamino)ethyl] -and 3-[2-(cycloalkylamino)ethyl] indol-4-ols
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TLDR
In this paper, the synthesis of four dialkyl and three eyeloalkyl analogs of psilocin (4, R - CH3), a hallucinogenic principle found in certain fungi, is described.About:
This article is published in Journal of Heterocyclic Chemistry.The article was published on 1977-02-01. It has received 27 citations till now. The article focuses on the topics: Psilocin.read more
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Differential interactions of indolealkylamines with 5-hydroxytryptamine receptor subtypes
TL;DR: It is demonstrated that hallucinogenic 4-hydroxy-indolealkylamine derivatives, like psychotomimetic phenylisopropylamines, bind potently and selectively to the 5-HT2A recognition site, labelled by [125I]R-(-)DOI.
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URB-754: A new class of designer drug and 12 synthetic cannabinoids detected in illegal products
TL;DR: It is of interest that the product of a reaction between two different types of designer drugs, namely, a cannabinoid-related designer drug and a cathinone-type designer drug, was found in one illegal product.
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SAR of psilocybin analogs: discovery of a selective 5-HT 2C agonist.
Howard P. Sard,Govindaraj Kumaran,Cynthia Morency,Bryan L. Roth,Beth Ann Toth,Ping He,Louis Shuster +6 more
TL;DR: An SAR study of psilocybin and psilocin derivatives reveals that 1-methylpsilocin is a selective agonist at the h5-HT(2C) receptor, suggesting a new area for development of novel 5- HT( 2C) agonists with applications for drug discovery.
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The Varieties of the Psychedelic Experience: A Preliminary Study of the Association Between the Reported Subjective Effects and the Binding Affinity Profiles of Substituted Phenethylamines and Tryptamines.
Federico Zamberlan,Federico Zamberlan,Camila Sanz,Rocío Martínez Vivot,Carla Pallavicini,Fire Erowid,Earth Erowid,Enzo Tagliazucchi,Enzo Tagliazucchi,Enzo Tagliazucchi +9 more
TL;DR: Preliminary evidence is obtained supporting that the similarity between the binding affinity profiles of psychoactive substituted phenethylamines and tryptamines is correlated with the semantic similarity of the associated reports.
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Preparation of the 4-Hydroxytryptamine Scaffold via Palladium-Catalyzed Cyclization: A Practical and Versatile Synthesis of Psilocin
TL;DR: The 4-hydroxytryptamine scaffold of psilocin was successfully prepared via palladium-catalyzed cyclization of protected N-tert-butoxycarbonyl-2-iodo-3-methoxyaniline and an appropriately substituted silyl acetylene through removal of the protecting groups.
References
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Journal ArticleDOI
Structure–Activity Relationships of One-Ring Psychotomimetics
TL;DR: Human dose-response relationships for psychotomimetic phenethylamines : an isopropylamine side chain and triple methoxy substitution provide optimum activity.
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Psilocybin, ein psychotroper Wirkstoff aus dem mexikanischen RauschpilzPsilocybe mexicana Heim
TL;DR: The active principle ofPsilocybe mexicana Heim, a mexican mushroom with hallucinogenic properties, has been isolated in crystalline form and given the name Psilocybin; it possesses indole characteristics and contains phosphorus.
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Psilocybin und Psilocin, zwei psychotrope Wirkstoffe aus mexikanischen Rauschpilzen
TL;DR: The psychotropically active principles of the Mexican hallucinogenic fungus Psilocybe maxicana HEIM have been isolated and obtained in crystalline form and are present in the fruit bodies, the artificially cultivated mycelium and in the sclerotia.
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The action of oxalyl chloride on indoles: a new approach to tryptamines
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Comparison of the reactions induced by psilocybin and LSD-25 in man.
TL;DR: After both drugs, abnormal mental states characterized by feelings of strangeness, difficulty in thinking, anxiety, altered sensory perception (particularly visual), elementary and true visual hallucinations, and alterations of body image were reported by the subjects.