Structure via PubChem · Public domain (PubChem)
quinpirole
Sign in to saveAlso known as (-)-quinpirole, (4aR,8aR)-5-propyl-1,4,4a,6,7,8,8a,9-octahydropyrido[2,3-f]indazole, (4aR-trans)-4,4a,5,6,7,8,8a,9-Octahydro-5-propyl-1H-pyrazolo(3,4-g)quinoline
Quinpirole (developmental code name LY-171555) is a psychoactive drug and research chemical which acts as a selective D2 and D3 receptor agonist. It is used in scientific research. 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. Another study in rats show that quinpirole produces significant THC-like effects when metabolic degradation of anandamide is inhibited, supporting the hypothesis that these effects of quinpirole a
In the Vinony graph
Within Vinony's link graph, quinpirole is referenced by 608 other articles, and connects out to Parkinson's disease, scientific method and digital object identifier.
Vinony files it under Dopamine agonists and Pyrazoloquinolines.
Its subject is documented across 7 Wikipedia language editions.
Chemical data
- Formula
- C13H21N3
- Molecular weight
- 219.33 g/mol
- IUPAC name
- (4aR,8aR)-5-propyl-1,4,4a,6,7,8,8a,9-octahydropyrazolo[5,4-g]quinoline
- SMILES
- CCCN1CCC[C@H]2[C@H]1CC3=C(C2)NN=C3
- InChIKey
- FTSUPYGMFAPCFZ-ZWNOBZJWSA-N
- XLogP
- 2.3
- Polar surface area
- 31.9 Ų
- H-bond donors
- 1
- H-bond acceptors
- 2
- Formal charge
- 0
via PubChem
Drug data · ChEMBL
- Max clinical phase
- Phase 2
- Molecule type
- Small molecule
via ChEMBL · EBI
Research
3,450 papers- Quinpirole inhibits levodopa-induced dyskinesias at structural and behavioral levels: Efficacy negated by co-administration of isradipine.Experimental neurology · 2023
- Long-lasting behavioral effects of quinpirole exposure on zebrafish.Neurotoxicology and teratology · 2021
- Quinpirole, but not muscimol, infused into the nucleus accumbens disrupts prepulse inhibition of the acoustic startle in rhesus macaques.Neuropharmacology · 2023
- Systemic quinpirole enhances tramadol analgesia in inflammatory pain, but not in neuropathic pain in male rats.The European journal of neuroscience · 2024
- Multistrain probiotic rescinds quinpirole-induced obsessive-compulsive disorder phenotypes by reshaping of microbiota gut-brain axis in rats.Pharmacology, biochemistry, and behavior · 2023
via PubMed
Wikidata facts
- Mass
- 219.173548
Show 5 more facts
- chemical formula
- C₁₃H₂₁N₃
- canonical SMILES
- CCCN1CCCC2C1CC3=C(C2)NN=C3
- isomeric SMILES
- CCCN1CCC[C@H]2[C@H]1CC3=C(C2)NN=C3
- World Health Organisation international non-proprietary name
- quinpirole
- subject has role
- dopamine agonist
via Wikidata · CC0
~1 min read
Encyclopedic overview
2 sectionsContents
- See also
- References
Quinpirole (developmental code name LY-171555) is a psychoactive drug and research chemical which acts as a selective D2 and D3 receptor agonist. It is used in scientific research. 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. Another study in rats show that quinpirole produces significant THC-like effects when metabolic degradation of anandamide is inhibited, supporting the hypothesis that these effects of quinpirole are mediated by cannabinoid CB1 receptors. Quinpirole may also reduce relapse in adolescent rat models of cocaine addiction.
Experiments in flies found quinpirole may have neuroprotective effects against Parkinson's disease-like pathology. Moreover, in primary neuronal cultures it also reduces the rate of firing in dopaminergic neurons.
Excerpted from Wikipedia’s “quinpirole” article, available under the CC BY-SA 4.0 licence.