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Serotonin 5-HT2 receptor agonist · Simplified/partial LSD analogue

UCD0120

Also called N,N-diethyl-1-methyl-5-phenyl-3,6-dihydro-2H-pyridine-3-carboxamide

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Overview

UCD0120, also known as dides-B,C-LSD or as 1-deaza-2,3,4-trinor-LSD, is a serotonin 5-HT₂ receptor agonist and a cyclized phenethylamine and simplified or partial ergoline that is structurally related to the serotonergic psychedelic lysergic acid diethylamide (LSD). It is the analogue of LSD in which the carbon and nitrogen atoms at positions 1 through 4 of the ergoline ring system have been removed.[1][2][3] WP

Drug class

Serotonin 5-HT2 receptor agonist Simplified/partial LSD analogue WP

From the Wikipedia article's infobox.

Pharmacology

Pharmacodynamics

UCD0120 produces gross behavioral effects very similar to those of psychedelics like LSD in rodents and has been assumed to act as a hallucinogen likewise. However, the drug has not been tested in humans. UCD0120 is much less potent than LSD in rodents, which was active at a dose of 0.16 μmol/kg by intraperitoneal injection, whereas UCD0120 was active at doses of 10 to 35 μmol/kg (63- to 219-fold less potent). On the other hand, UCD0120 was more potent than dimethyltryptamine (DMT) and is more potent than mescaline.[1] WP

Like LSD, the drug has been found to act as a potent serotonin 5-HT2A and 5-HT2C receptor agonist in vitro. The affinities (IC₅₀ (half-maximal inhibitory concentration)) of the more active enantiomer are in the ranges of 10–100 nM for the serotonin 5-HT2A receptor and 100–1,000 nM for the serotonin 5-HT2C receptor, while its activational potencies (EC₅₀ (half-maximal effective concentration)) are less than 100 nM for the serotonin 5-HT2A receptor and in the range of 10–100 nM for the serotonin 5-HT2C receptor. The more active enantiomer of DEIMDHPCA was among the most potent serotonin 5-HT2A receptor agonists of 27 evaluated ergoline-like compounds.[2] WP

History

History

UCD0120 was first described in the scientific literature by Mangner in 1978. It was subsequently patented in 2021 by David E. Olson and colleagues and the patent was assigned to Delix Therapeutics.[1][2] WP

Chemistry

Formula
C17H24N2O PC
Molar mass (g/mol)
272.4 PC
IUPAC name (computed by PubChem)
N,N-diethyl-1-methyl-5-phenyl-3,6-dihydro-2H-pyridine-3-carboxamide PC
SMILES
CCN(CC)C(=O)C1CN(CC(=C1)C2=CC=CC=C2)C PC
InChIKey
DRQYLJPWAXRRHI-UHFFFAOYSA-N PC
PubChem CID
156277299
IUPAC name
N,N-diethyl-1-methyl-5-phenyl-3,6-dihydro-2H-pyridine-3-carboxamide WP

Harm reduction information

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Sources

  1. Journal / agency Mangner TJ. Potential Psychotomimetic Antagonists. N,n -diethyl-1-methyl-3-aryl-1, 2, 5, 6-tetrahydropyridine-5-carboxamides. 1978. doi:10.7302/11268
  2. Other Ergoline-like compounds for promoting neural plasticity
  3. Journal / agency N,N-diethyl-1-methyl-5-phenyl-3,6-dihydro-2H-pyridine-3-carboxamide

Text and values on this page are quoted from Wikipedia (CC BY-SA 4.0), PubChem (public domain). Each value links to the exact revision it came from.