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Quinpirole

From Wikipedia, the free encyclopedia
Quinpirole
Names
Preferred IUPAC name
(4aR,8aR)-5-Propyl-4,4a,5,6,7,8,8a,9-octahydro-1H-pyrazolo[3,4-g]quinoline
Other names
LY-171555; LY171555; LY-171,555
Identifiers
3D model (JSmol)
ChEBI
ChEMBL
ChemSpider
MeSHD019257
UNII
  • InChI=1S/C13H21N3/c1-2-5-16-6-3-4-10-7-12-11(8-13(10)16)9-14-15-12/h9-10,13H,2-8H2,1H3,(H,14,15)/t10-,13-/m1/s1 ☒N
    Key: FTSUPYGMFAPCFZ-ZWNOBZJWSA-N ☒N
  • InChI=1/C13H21N3/c1-2-5-16-6-3-4-10-7-12-11(8-13(10)16)9-14-15-12/h9-10,13H,2-8H2,1H3,(H,14,15)/t10-,13-/m1/s1
    Key: FTSUPYGMFAPCFZ-ZWNOBZJWBQ
  • CCCN1CCC[C@H]2[C@H]1CC3=C(C2)NN=C3
Properties
C13H21N3
Molar mass219.33 g/mol
Except where otherwise noted, data are given for materials in theirstandard state (at 25 °C [77 °F], 100 kPa).
☒N verify (what is checkY☒N ?)
Chemical compound

Quinpirole (developmental code nameLY-171555) is apsychoactive drug andresearch chemical which acts as aselectiveD2 andD3receptoragonist. It is used inscientific research.[1][2][3] Quinpirole has been shown to increase locomotion and sniffing behavior in mice treated with it. At least one study has found that quinpirole induces compulsive behavior symptomatic ofobsessive compulsive disorder in rats.[4] Another study in rats show that quinpirole produces significantTHC-like effects when metabolic degradation ofanandamide is inhibited, supporting the hypothesis that these effects of quinpirole are mediated bycannabinoidCB1 receptors.[5] Quinpirole may also reduce relapse in adolescent rat models of cocaine addiction.[6]

Experiments in flies found quinpirole may haveneuroprotective effects againstParkinson's disease-like pathology.[7] Moreover, in primary neuronal cultures it also reduces the rate of firing in dopaminergic neurons.[7]

See also

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References

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  1. ^Eilam D, Szechtman H (February 1989). "Biphasic effect of D-2 agonist quinpirole on locomotion and movements".European Journal of Pharmacology.161 (2–3):151–7.doi:10.1016/0014-2999(89)90837-6.PMID 2566488.
  2. ^Navarro JF, Maldonado E (September 1999). "Behavioral profile of quinpirole in agonistic encounters between male mice".Methods and Findings in Experimental and Clinical Pharmacology.21 (7):477–80.doi:10.1358/mf.1999.21.7.550110.PMID 10544391.S2CID 25978291.
  3. ^Culm KE, Lugo-Escobar N, Hope BT, Hammer RP (October 2004)."Repeated quinpirole treatment increases cAMP-dependent protein kinase activity and CREB phosphorylation in nucleus accumbens and reverses quinpirole-induced sensorimotor gating deficits in rats".Neuropsychopharmacology.29 (10):1823–30.doi:10.1038/sj.npp.1300483.PMID 15138441.
  4. ^Szechtman, Henry; Sulis, William; Eilam, David (1998). "Quinpirole induces compulsive checking behavior in rats: A potential animal model of obsessive-compulsive disorder (OCD)".Behavioral Neuroscience.112 (6):1475–85.doi:10.1037/0735-7044.112.6.1475.hdl:11375/26795.PMID 9926830.
  5. ^Solinas, Marcello; Tanda, Gianluigi; Wertheim, Carrie E.; Goldberg, Steven R. (2016-10-08)."Dopaminergic augmentation of delta-9-tetrahydrocannabinol (THC) discrimination: possible involvement of D2-induced formation of anandamide".Psychopharmacology.209 (2):191–202.doi:10.1007/s00213-010-1789-8.ISSN 0033-3158.PMC 2834964.PMID 20179908.
  6. ^Zbukvic, Isabel C.; Ganella, Despina E.; Perry, Christina J.; Madsen, Heather B.; Bye, Christopher R.; Lawrence, Andrew J.; Kim, Jee Hyun (2016-06-01)."Role of Dopamine 2 Receptor in Impaired Drug-Cue Extinction in Adolescent Rats".Cerebral Cortex.26 (6):2895–2904.doi:10.1093/cercor/bhw051.ISSN 1047-3211.PMC 4869820.PMID 26946126.
  7. ^abWiemerslage L, Schultz BJ, Ganguly A, Lee D (2013)."Selective degeneration of dopaminergic neurons by MPP(+) and its rescue by D2 autoreceptors in Drosophila primary culture".J Neurochem.126 (4):529–40.doi:10.1111/jnc.12228.PMC 3737274.PMID 23452092.
D1-like
Agonists
PAMs
Antagonists
D2-like
Agonists
Antagonists
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