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RU-28251

From Wikipedia, the free encyclopedia

Pharmaceutical compound
RU-28251
Clinical data
Other namesRU28251; 4,α-Methylene-N,N-dipropyltryptamine; 4,α-Methylene-DPT
Drug classDopamine receptor agonist;D2-like receptoragonist;Prolactin inhibitor
ATC code
  • None
Identifiers
  • N,N-dipropyl-1,3,4,5-tetrahydrobenzo[cd]indol-4-amine
PubChemCID
ChemSpider
ChEMBL
Chemical and physical data
FormulaC17H24N2
Molar mass256.393 g·mol−1
3D model (JSmol)
  • CCCN(CCC)C1CC2=C3C(=CNC3=CC=C2)C1
  • InChI=1S/C17H24N2/c1-3-8-19(9-4-2)15-10-13-6-5-7-16-17(13)14(11-15)12-18-16/h5-7,12,15,18H,3-4,8-11H2,1-2H3
  • Key:YBHBWJNGSCDSMJ-UHFFFAOYSA-N

RU-28251, also known as4,α-methylene-N,N-dipropyltryptamine (4,α-methylene-DPT), is atricyclicdopamine receptor agonist of thesimplified or partial ergoline family.[1][2][3][4][5] It is aselectiveD2-like receptoragonist.[4] The drug inhibitsprolactinsecretion in animals.[4] RU-28251 was first described in the literature by 1978.[2][6]

See also

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References

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  1. ^Kaiser C (1984)."Structure—Activity Relationships of Dopamine Receptor Agonists".Dopamine Receptor Agonists. Boston, MA: Springer US. pp. 87–137.doi:10.1007/978-1-4757-0310-8_4.ISBN 978-1-4757-0312-2. Retrieved1 June 2025.Some simpler derivatives of the ergot-type compounds also demonstrate significant DA-like activity. Such compounds include the ergoline fragment 25 (RU 28251) (Euvrard et al., 1981), which has been claimed (Bach and Kornfeld, 1978) to have OA-like properties, e.g., inhibition of prolactin secretion and displacement of OA from binding sites.
  2. ^abBach NJ, Kornfeld EC, Jones ND, Chaney MO, Dorman DE, Paschal JW, et al. (May 1980). "Bicyclic and tricyclic ergoline partial structures. Rigid 3-(2-aminoethyl)pyrroles and 3- and 4-(2-aminoethyl)pyrazoles as dopamine agonists".Journal of Medicinal Chemistry.23 (5):481–491.doi:10.1021/jm00179a003.PMID 7189782.
  3. ^Euvrard C, Ferland L, Fortin M, Oberlander C, Labrie F, Boissier JR (1981). "Dopaminergic activity of some simplified ergoline derivatives".Drug Development Research.1 (2):151–161.doi:10.1002/ddr.430010208.ISSN 0272-4391.
  4. ^abcGoldman ME, Kebabian JW (1987). "Pharmacological Validation of the Two-Dopamine-Receptor Hypothesis".Clinical Pharmacology in Psychiatry. Vol. 3. pp. 201–213.doi:10.1007/978-3-642-71288-3_24.ISBN 978-3-642-71290-6.PMID 2950520.Table 1. Selective ligands of each dopamine receptor [...] D-2 [...] RU-28251 [...] 3.3.3 RU-28251 RU-28251, a partial ergoline containing a tricyclic ergoline ring (Fig. 5), was both a potent inhibitor of [3H]spiroperidol binding and an inhibitor of prolactin secretion (Bach et al. 1980; Euvrard et al. 1981). In addition, this agent caused contralateral rotation in lesioned rats (Bach et al. 1980). RU-28251, however, did not alter striatal adenylate cyclase activity (Euvrard et al. 1981). As with the other D-2 agonists, replacement of the n-propyl with a methyl or hydrogen resulted in decreased agonist activity.{{cite book}}:|journal= ignored (help)
  5. ^Paulis TD (1983). "Chapter 3. Antipsychotic Agents and Dopamine Agonists".Annual Reports in Medicinal Chemistry. Vol. 18. Elsevier. pp. 21–30.doi:10.1016/s0065-7743(08)60758-7.ISBN 978-0-12-040518-3. Retrieved1 June 2025.Another ergoline analogue, RU 28251 (44), is a potent agonist in the Ungerstedt rotation model.102
  6. ^U.S. 4,110,339, Bach NJ, Kornfeld EC, "4-(Di-n-propyl)amino-1,3,4,5-tetrahydrobenz[cd]indole", issued 29 August 1978, assigned to Eli Lilly and Co. 


D1-like
Agonists
PAMs
Antagonists
D2-like
Agonists
Antagonists
Ergolines
(incl.lysergines)
Clavines
(6,8-dimethylergolines)
Lysergamides
(lysergic acid amides)
Ergopeptines
(peptide ergolines)
Partial ergolines
Related compounds
Natural sources


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