(-)-Quinpirole hydrochloride CAS: 85798-08-9
MF: C13H21N3•HCl
MW: 255.79
A selective agonist of D2-like dopamine receptors.

(-)-Quinpirole hydrochloride (CAS 85798-08-9)

(-)-Quinpirole hydrochloride | CAS 85798-08-9 is rated 5.0 out of 5 by 1.
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Alternate Names: (-)-Quinpirole monohydrochloride
Application: (−)-Quinpirole hydrochloride is a selective agonist of D2-like dopamine receptors
CAS Number: 85798-08-9
Purity: ≥98%
Molecular Weight: 255.79
Molecular Formula: C13H21N3•HCl
For Research Use Only. Not Intended for Diagnostic or Therapeutic Use.
* Refer to Certificate of Analysis for lot specific data (including water content).

(-)-Quinpirole hydrochloride is an ergoline small molecule selective agonist of D2-like dopamine receptors. The D2-like class includes the D2DR, D3DR and D4DR (D2, D3, and D4 dopamine receptors), and structural similarity of each of these receptor subtypes limits agonist selectivity to the D2-like receptors as a group. Research of conditions of dopamine deficiency such as schizophrenia and Parkinson's disease is usually directed at the D2-like dopamine receptors, and (-)-Quinpirole has been employed along with other D2-like agonists in perturbing and elucidating the chemical landscape beneath these conditions. (-)-Quinpirole demonstrates a neuroprotective effect against glutamate excitotoxicity through D2 receptor agonism, protecting cells from calcium influx, nitric oxide introduction and peroxynitrile generation, all thought to be mediators of glutamate excitotoxicity. The degeneration of dopaminergic neurons by oxygen free radical species is implicated in the progression of Parkinson's disease, and stimulation of D2 receptors by (-)-Quinpirole demonstrated protection against and scavenging of the harmful radicals - this activity was blocked by both a D2 receptor antagonist and a protein synthesis inhibitor, indicating that stimulation of the D2 receptor signals the dopaminergic cell to produce radical-scavenging proteins for protection.


References

Munro, L.J., and Kokkinidis, L., Infusion of quinpirole and muscimol into the ventral tegmental area inhibits fear-potentiated startle: implications for the role of dopaminine fear expression. Brain Res. 746, 231-238, (1997) Rosenzweig-Lipson, S., and Barrett, J.E., K-Channel blockers attenuate the presynaptic effects of the D2/D3 agonist quinpirole in monkeys. Pharmacol. Biochem. Behav. 51, 843-848, (1995) Sartania, N., and Strange, P.G., Role of conserved serine residues in the interaction of agonists with D3 dopamine receptors. J. Neurochem. 72, 2621-2624, (1999) Kebabian, et al., Compounds selective for dopamine receptor subtypes. Drug Discov. Today 2, 333-340, (1997) Zaworski, P.G., Efficient functional coupling of the human D3 dopamine receptor to G(o) subtype of G proteins in SH-SY5Y cells. Br. J. Pharmacol. 128, 1181, (1999) Sanger, D.J.D., Evidence for a role for dopamine D3 receptors in the effects of dopamine agonists on operant behaviour in rats. Behav. Pharmacol. 7, 477-482, (1996)

Physical State :
Solid
Solubility :
Soluble in 0.1 M HCl (23 mg/ml), and water (7.3 mg/ml).
Storage :
Store at -20° C
Melting Point :
>280° C
Boiling Point :
~353.9-403.9° C at 760 mmHg (Predicted)
Density :
1.1 g/cm3 (Predicted)
For Research Use Only. Not Intended for Diagnostic or Therapeutic Use.
PubChem CID :
55397
MDL Number :
MFCD00069336
SMILES :
CCCN1CCC[[email protected]]2[[email protected]]1CC3=C(C2)NN=C3.Cl

Download SDS (MSDS)

Certificate of Analysis

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Rated 5 out of 5 by from Kumar Kumar, et al. (PubMed ID 26300469) found that by injecting quinpirole, a D2/D3 receptor agonist) into the nucleus incertus (located in the caudal brainstem) caused hypolocomotion in Sprague-Dawley rats. -SCBT Publication Review
Date published: 2015-01-23
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