Quinpirole dihydrochloride
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MedKoo CAT#: 562490

CAS#: 73625-62-4

Description: Quinpirole dihydrochloride is a D2-like dopamine receptor agonist.


Chemical Structure

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Quinpirole dihydrochloride
CAS# 73625-62-4

Theoretical Analysis

MedKoo Cat#: 562490
Name: Quinpirole dihydrochloride
CAS#: 73625-62-4
Chemical Formula: C13H23Cl2N3
Exact Mass: 0.00
Molecular Weight: 292.240
Elemental Analysis: C, 53.43; H, 7.93; Cl, 24.26; N, 14.38

Price and Availability

Size Price Availability Quantity
50mg USD 470 2 weeks
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Synonym: Quinpirole dihydrochloride; Quinpirole 2HCl; (±)-Quinpirole dihydrochloride; (±)Quinpirole dihydrochloride; LY-141865; LY 141865; LY141865;

IUPAC/Chemical Name: trans-(±)-4,4a,5,6,7,8,8a,9-Octahydro-5-propyl-1H-pyrazolo[3,4-g]quinoline dihydrochloride

InChi Key: GJIGRGIGKHPYTK-LWCZFAHISA-N

InChi Code: InChI=1S/C13H21N3.2ClH/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);2*1H/t10-,13-;;/m0../s1

SMILES Code: CCCN1CCC[C@@]2([H])CC(NN=C3)=C3C[C@]12[H].[H]Cl.[H]Cl

Appearance: Solid powder

Purity: >98% (or refer to the Certificate of Analysis)

Shipping Condition: Shipped under ambient temperature as non-hazardous chemical. This product is stable enough for a few weeks during ordinary shipping and time spent in Customs.

Storage Condition: Dry, dark and at 0 - 4 C for short term (days to weeks) or -20 C for long term (months to years).

Solubility: Soluble in DMSO

Shelf Life: >2 years if stored properly

Drug Formulation: This drug may be formulated in DMSO

Stock Solution Storage: 0 - 4 C for short term (days to weeks), or -20 C for long term (months).

HS Tariff Code: 2934.99.9001

More Info:

Product Data:
Biological target: Quinpirole dihydrochloride is a salt.
In vitro activity: Available evidence indicates that dopamine D2 receptor modulates the neurotoxic effects induced by glutamate. However, neurotoxicity mediated by AMPA-subtype glutamate receptor has rarely been studied in the olfactory bulb. This study showed that quinpirole reduced the phosphorylation of GluR1 S845 and GluR2 S880 in olfactory bulb neurons in vitro, but it had no obvious effect on GluR1 S831. Reference: Neurotoxicology. 2021 Dec;87:174-181. https://pubmed.ncbi.nlm.nih.gov/34624383/
In vivo activity: Pharmacological studies demonstrate that dopamine regulates zebrafish larval behavior. Quinpirole is a selective dopamine receptor agonist for D2 and D3 subtypes. This study found that quinpirole did not alter the abundance of any transcript measured, suggesting that dopamine-GABA interaction may involve D4-receptors. This study helps characterize toxicants acting via dopamine receptors and elucidate mechanisms of neurological disorders that involve motor circuits and multiple neurotransmitter systems. Reference: Neurotoxicol Teratol. 2023 May 19;98:107183. https://pubmed.ncbi.nlm.nih.gov/37211288/

Preparing Stock Solutions

The following data is based on the product molecular weight 292.24 Batch specific molecular weights may vary from batch to batch due to the degree of hydration, which will affect the solvent volumes required to prepare stock solutions.

Recalculate based on batch purity %
Concentration / Solvent Volume / Mass 1 mg 5 mg 10 mg
1 mM 1.15 mL 5.76 mL 11.51 mL
5 mM 0.23 mL 1.15 mL 2.3 mL
10 mM 0.12 mL 0.58 mL 1.15 mL
50 mM 0.02 mL 0.12 mL 0.23 mL
Formulation protocol: 1. Liu P, Qin D, Lv H, Fan W, Tao Z, Xu Y. Neuroprotective effects of dopamine D2 receptor agonist on neuroinflammatory injury in olfactory bulb neurons in vitro and in vivo in a mouse model of allergic rhinitis. Neurotoxicology. 2021 Dec;87:174-181. doi: 10.1016/j.neuro.2021.10.001. Epub 2021 Oct 5. PMID: 34624383. 2. Levant B, Bancroft GN. Inhibition of [3H]quinpirole binding by a monoamine oxidase inhibitor in subcellular fractions of rat striatum. Life Sci. 1998;63(18):1643-51. doi: 10.1016/s0024-3205(98)00433-0. PMID: 9806217. 3. Wengrovitz A, Ivantsova E, Crespo N, Patel M, Souders CL 2nd, Martyniuk CJ. Differential effects of dopamine receptor agonists ropinirole and quinpirole on locomotor and anxiolytic behaviors in larval zebrafish (Danio rerio): A role for the GABAergic and glutamate system? Neurotoxicol Teratol. 2023 May 19;98:107183. doi: 10.1016/j.ntt.2023.107183. Epub ahead of print. PMID: 37211288. 4. Alam SI, Jo MG, Park TJ, Ullah R, Ahmad S, Rehman SU, Kim MO. Quinpirole-Mediated Regulation of Dopamine D2 Receptors Inhibits Glial Cell-Induced Neuroinflammation in Cortex and Striatum after Brain Injury. Biomedicines. 2021 Jan 7;9(1):47. doi: 10.3390/biomedicines9010047. PMID: 33430188; PMCID: PMC7825629.
In vitro protocol: 1. Liu P, Qin D, Lv H, Fan W, Tao Z, Xu Y. Neuroprotective effects of dopamine D2 receptor agonist on neuroinflammatory injury in olfactory bulb neurons in vitro and in vivo in a mouse model of allergic rhinitis. Neurotoxicology. 2021 Dec;87:174-181. doi: 10.1016/j.neuro.2021.10.001. Epub 2021 Oct 5. PMID: 34624383. 2. Levant B, Bancroft GN. Inhibition of [3H]quinpirole binding by a monoamine oxidase inhibitor in subcellular fractions of rat striatum. Life Sci. 1998;63(18):1643-51. doi: 10.1016/s0024-3205(98)00433-0. PMID: 9806217.
In vivo protocol: 1. Wengrovitz A, Ivantsova E, Crespo N, Patel M, Souders CL 2nd, Martyniuk CJ. Differential effects of dopamine receptor agonists ropinirole and quinpirole on locomotor and anxiolytic behaviors in larval zebrafish (Danio rerio): A role for the GABAergic and glutamate system? Neurotoxicol Teratol. 2023 May 19;98:107183. doi: 10.1016/j.ntt.2023.107183. Epub ahead of print. PMID: 37211288. 2. Alam SI, Jo MG, Park TJ, Ullah R, Ahmad S, Rehman SU, Kim MO. Quinpirole-Mediated Regulation of Dopamine D2 Receptors Inhibits Glial Cell-Induced Neuroinflammation in Cortex and Striatum after Brain Injury. Biomedicines. 2021 Jan 7;9(1):47. doi: 10.3390/biomedicines9010047. PMID: 33430188; PMCID: PMC7825629.

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1: Collins GT, Jackson JA, Koek W, France CP. Effects of dopamine D(2)-like receptor agonists in mice trained to discriminate cocaine from saline: influence of feeding condition. Eur J Pharmacol. 2014 Apr 15;729:123-31. doi: 10.1016/j.ejphar.2014.02.014. Epub 2014 Feb 20. PubMed PMID: 24561049; PubMed Central PMCID: PMC4009742.

2: Maina FK, Mathews TA. A functional fast scan cyclic voltammetry assay to characterize dopamine D2 and D3 autoreceptors in the mouse striatum. ACS Chem Neurosci. 2010 Mar 12;1(6):450-462. PubMed PMID: 20567609; PubMed Central PMCID: PMC2887711.

3: Rutz S, Riegert C, Rothmaier AK, Jackisch R. Presynaptic modulation of 5-HT release in the rat septal region. Neuroscience. 2007 May 11;146(2):643-58. Epub 2007 Mar 23. PubMed PMID: 17383104.

4: Collins GT, Witkin JM, Newman AH, Svensson KA, Grundt P, Cao J, Woods JH. Dopamine agonist-induced yawning in rats: a dopamine D3 receptor-mediated behavior. J Pharmacol Exp Ther. 2005 Jul;314(1):310-9. Epub 2005 Apr 15. PubMed PMID: 15833897; PubMed Central PMCID: PMC1201434.

5: Pollack AE, St Martin JL, MacPherson AT. Role of NMDA and AMPA glutamate receptors in the induction and the expression of dopamine-mediated sensitization in 6-hydroxydopamine-lesioned rats. Synapse. 2005 Apr;56(1):45-53. PubMed PMID: 15700284.

6: Skuza G, Rogóz Z. A potential antidepressant activity of SA4503, a selective sigma 1 receptor agonist. Behav Pharmacol. 2002 Nov;13(7):537-43. PubMed PMID: 12409992.

7: Haile CN, Carey G, Varty GB, Coffin VL. The dopamine D(1) receptor agonist SKF-82958 serves as a discriminative stimulus in the rat. Eur J Pharmacol. 2000 Jan 28;388(2):125-31. PubMed PMID: 10666503.

8: Piercey MF, Hoffmann WE, Smith MW, Hyslop DK. Inhibition of dopamine neuron firing by pramipexole, a dopamine D3 receptor-preferring agonist: comparison to other dopamine receptor agonists. Eur J Pharmacol. 1996 Sep 19;312(1):35-44. PubMed PMID: 8891576.

9: Zhang SP, Zhou LW, Weiss B. Oligodeoxynucleotide antisense to the D1 dopamine receptor mRNA inhibits D1 dopamine receptor-mediated behaviors in normal mice and in mice lesioned with 6-hydroxydopamine. J Pharmacol Exp Ther. 1994 Dec;271(3):1462-70. PubMed PMID: 7996459.

10: Terry P, Witkin JM, Katz JL. Pharmacological characterization of the novel discriminative stimulus effects of a low dose of cocaine. J Pharmacol Exp Ther. 1994 Sep;270(3):1041-8. PubMed PMID: 7932151.

11: Ackerman JM, Johansen PA, Clark D, White FJ. Electrophysiological effects of putative autoreceptor-selective dopamine agonists on A10 dopamine neurons. J Pharmacol Exp Ther. 1993 May;265(2):963-70. PubMed PMID: 8098768.

12: Robertson GS, Tham CS, Wilson C, Jakubovic A, Fibiger HC. In vivo comparisons of the effects of quinpirole and the putative presynaptic dopaminergic agonists B-HT 920 and SND 919 on striatal dopamine and acetylcholine release. J Pharmacol Exp Ther. 1993 Mar;264(3):1344-51. PubMed PMID: 8095550.