Quinpirole

Quinpirole

Names
IUPAC name (4aR,8aR)-5-propyl-4,4a,5,6,7,8,8a,9-octahydro-1H-pyrazolo[3,4-g]quinoline
Identifiers
CAS Number	80373-22-4
ChEBI	CHEBI:75401
ChEMBL	ChEMBL240773
ChemSpider	49279
IUPHAR/BPS	2
Jmol interactive 3D	Image
MeSH	D019257
PubChem	54562
UNII	20OP60125T
InChI 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 Key: FTSUPYGMFAPCFZ-ZWNOBZJWSA-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
SMILES CCCN1CCC[C@H]2[C@H]1CC3=C(C2)NN=C3
Properties
Chemical formula	C13H21N3
Molar mass	219.33 g/mol
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
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Infobox references

Quinpirole is a psychoactive drug and research chemical which acts as a selective D₂ and D₃ receptor agonist. It is used in scientific 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 of obsessive compulsive disorder in rats.^[4] Experiments in flies found quinpirole may have neuroprotective effects against Parkinson's disease-like pathology.^[5] Moreover, in primary neuronal cultures it also reduces the rate of firing in dopaminergic neurons.^[5]

See also

• Quinelorane

References

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. PMID 10544391.
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. PMID 9926830.
5. Wiemerslage 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. PMID 23452092.