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RU-24213

From Wikipedia, the free encyclopedia

Pharmaceutical compound
RU-24213
Clinical data
Other namesRU24213; 3-Hydroxy-N-propyl-N-(phenylethyl)phenethylamine
Drug classDopamine receptor agonist;DopamineD2-like receptoragonist;κ-Opioid receptor antagonist
ATC code
  • None
Identifiers
  • 3-[2-[2-phenylethyl(propyl)amino]ethyl]phenol
PubChemCID
ChemSpider
ChEMBL
Chemical and physical data
FormulaC19H25NO
Molar mass283.415 g·mol−1
3D model (JSmol)
  • CCCN(CCC1=CC=CC=C1)CCC2=CC(=CC=C2)O
  • InChI=1S/C19H25NO/c1-2-13-20(14-11-17-7-4-3-5-8-17)15-12-18-9-6-10-19(21)16-18/h3-10,16,21H,2,11-15H2,1H3
  • Key:QUZUPTMNMJTYGL-UHFFFAOYSA-N

RU-24213, also known as3-hydroxy-N-propyl-N-(phenylethyl)phenethylamine, is adopamine receptor agonist of thephenethylamine family related todopamine.[1][2][3] It is aselectivedopamineD2-like receptoragonist.[1][3] Subsequently, however, RU-24213 was found to also act as apotentκ-opioid receptor (KOR)antagonist.[2][4] It led to the development of the diphenylethylamine series of KORligands.[4][5] RU-24213 was first described in thescientific literature in 1978.[4][6]

See also

[edit]

References

[edit]
  1. ^abDaly SA, Waddington JL (March 1992). "New classes of selective D-1 dopamine receptor antagonist provide further evidence for two directions of D-1:D-2 interaction".Neurochemistry International. 20 Suppl:135S–139S.doi:10.1016/0197-0186(92)90226-h.PMID 1365412.
  2. ^abFortin M, Degryse M, Petit F, Hunt PF (April 1991). "The dopamine D2 agonists RU 24213 and RU 24926 are also kappa-opioid receptor antagonists".Neuropharmacology.30 (4):409–412.doi:10.1016/0028-3908(91)90068-m.PMID 1677169.
  3. ^abStoof JC, Kebabian JW (December 1984). "Two dopamine receptors: biochemistry, physiology and pharmacology".Life Sciences.35 (23):2281–2296.doi:10.1016/0024-3205(84)90519-8.PMID 6390056.
  4. ^abcSpetea M, Schmidhammer H (2022). "Kappa Opioid Receptor Ligands and Pharmacology: Diphenethylamines, a Class of Structurally Distinct, Selective Kappa Opioid Ligands".Handbook of Experimental Pharmacology. Vol. 271. pp. 163–195.doi:10.1007/164_2020_431.ISBN 978-3-030-89073-5.PMID 33454858.The synthesis of the first diphenethylamine derivative, RU 24213 (1) (Fig. 10), was reported in 1978, originally developed as a potential anti-Parkinson's drug (Nedelec et al. 1978). RU 24213 (1) was described as a selective dopamine D2 receptor agonist (Euvrard et al. 1980), also found to bind with moderate affinity and selectivity to KOR and to have a KOR antagonist activity in vitro (Fortin et al. 1991). [...] These simple structures were used as leads for the design of small molecules targeting the KOR and featuring a diphenethylamine scaffold. [...]
  5. ^Spetea M, Berzetei-Gurske IP, Guerrieri E, Schmidhammer H (November 2012). "Discovery and pharmacological evaluation of a diphenethylamine derivative (HS665), a highly potent and selective κ opioid receptor agonist".Journal of Medicinal Chemistry.55 (22):10302–10306.doi:10.1021/jm301258w.PMID 23134120.
  6. ^Nedelec L, Dumont C, Oberlander C, Frechet D, Laurent J (1978)."Synthèse et étude de l'activité dopaminergique de dérivés de la di (phénéthyl) amine".European Journal of Medicinal Chemistry.13 (6):553–563. Retrieved31 January 2026 – via Pascal and Francis Bibliographic Databases.

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D1-like
Agonists
PAMs
Antagonists
D2-like
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μ-opioid
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δ-opioid
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Phenethylamines
Amphetamines
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Phenylalkylpyrrolidines
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Phenylmorpholines
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Phenyloxazolamines
(aminorexes)
Isoquinolines and
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