MedKoo Cat#: 563374 | Name: (-)-Quinpirole HCl
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Description:

WARNING: This product is for research use only, not for human or veterinary use.

(-)-Quinpirole HCl is the most widely used D2 agonist in in vivo and in vitro studies.

Chemical Structure

(-)-Quinpirole HCl
(-)-Quinpirole HCl
CAS#85798-08-9 (free base)

Theoretical Analysis

MedKoo Cat#: 563374

Name: (-)-Quinpirole HCl

CAS#: 85798-08-9 (free base)

Chemical Formula: C13H22ClN3

Exact Mass: 255.1502

Molecular Weight: 255.79

Elemental Analysis: C, 61.04; H, 8.67; Cl, 13.86; N, 16.43

Price and Availability

Size Price Availability Quantity
10mg USD 400.00 2 weeks
25mg USD 750.00 2 weeks
100mg USD 1,700.00 2 weeks
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Related CAS #
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Synonym
(-)-Quinpirole hydrochloride; (-)Quinpirole hydrochloride; (-)-Quinpirole HCl; (-)Quinpirole HCl; (-) Quinpirole HCl; LY-171555; LY 171555; LY171555;
IUPAC/Chemical Name
(4aR,8aR)-5-propyl-4,4a,5,6,7,8,8a,9-octahydro-1H-pyrazolo[3,4-g]quinoline hydrochloride
InChi Key
HJHVRVJTYPKTHX-HTMVYDOJSA-N
InChi Code
InChI=1S/C13H21N3.ClH/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);1H/t10-,13-;/m1./s1
SMILES Code
CCCN1CCC[C@@H]2CC(NN=C3)=C3C[C@@H]12.[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
>3 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
2934.99.03.00
More Info

Preparing Stock Solutions

The following data is based on the product molecular weight 255.79 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
1: Brown RW, Varnum CG, Wills LJ, Peeters LD, Gass JT. Modulation of mGlu5 improves sensorimotor gating deficits in rats neonatally treated with quinpirole through changes in dopamine D2 signaling. Pharmacol Biochem Behav. 2021 Dec;211:173292. doi: 10.1016/j.pbb.2021.173292. Epub 2021 Oct 25. PMID: 34710401; PMCID: PMC9176413. 2: Brown RW, Bhide PG, Gill WD, Peeters LD. The adenosine A(2A) receptor agonist CGS 21680 alleviates auditory sensorimotor gating deficits and increases in accumbal CREB in rats neonatally treated with quinpirole. Psychopharmacology (Berl). 2020 Dec;237(12):3519-3527. doi: 10.1007/s00213-020-05631-8. Epub 2020 Aug 8. PMID: 32772144; PMCID: PMC7686116. 3: Ruan QT, Yazdani N, Beierle JA, Hixson KM, Hokenson KE, Apicco DJ, Luttik KP, Zheng K, Maziuk BF, Ash PEA, Szumlinski KK, Russek SJ, Wolozin B, Bryant CD. Changes in neuronal immunofluorescence in the C- versus N-terminal domains of hnRNP H following D1 dopamine receptor activation. Neurosci Lett. 2018 Sep 25;684:109-114. doi: 10.1016/j.neulet.2018.07.015. Epub 2018 Jul 9. PMID: 30003938; PMCID: PMC6330092. 4: 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. PMID: 24561049; PMCID: PMC4009742. 5: Kostrzewa RM, Kostrzewa FP. Neonatal 6-hydroxydopamine lesioning enhances quinpirole-induced vertical jumping in rats that were quinpirole primed during postnatal ontogeny. Neurotox Res. 2012 Feb;21(2):231-5. doi: 10.1007/s12640-011-9268-5. Epub 2011 Aug 19. PMID: 21853388. 6: Blaylock BL, Gould RW, Banala A, Grundt P, Luedtke RR, Newman AH, Nader MA. Influence of cocaine history on the behavioral effects of Dopamine D(3) receptor-selective compounds in monkeys. Neuropsychopharmacology. 2011 Apr;36(5):1104-13. doi: 10.1038/npp.2010.248. Epub 2011 Feb 2. Erratum in: Neuropsychopharmacology. 2012 Oct;37(11):2550. PMID: 21289600; PMCID: PMC3070922. 7: Baladi MG, Newman AH, France CP. Dopamine D3 receptors mediate the discriminative stimulus effects of quinpirole in free-feeding rats. J Pharmacol Exp Ther. 2010 Jan;332(1):308-15. doi: 10.1124/jpet.109.158394. Epub 2009 Oct 1. PMID: 19797621; PMCID: PMC2802477. 8: Culver KE, Szechtman H, Levant B. Altered dopamine D2-like receptor binding in rats with behavioral sensitization to quinpirole: effects of pre-treatment with Ro 41-1049. Eur J Pharmacol. 2008 Sep 11;592(1-3):67-72. doi: 10.1016/j.ejphar.2008.06.101. Epub 2008 Jul 4. PMID: 18644362; PMCID: PMC2577911. 9: Perna MK, Cope ZA, Maple AM, Longacre ID, Correll JA, Brown RW. Nicotine sensitization in adult male and female rats quinpirole-primed as neonates. Psychopharmacology (Berl). 2008 Jul;199(1):67-75. doi: 10.1007/s00213-008-1128-5. Epub 2008 Jun 12. PMID: 18548235. 10: Rowlett JK, Platt DM, Yao WD, Spealman RD. Modulation of heroin and cocaine self-administration by dopamine D1- and D2-like receptor agonists in rhesus monkeys. J Pharmacol Exp Ther. 2007 Jun;321(3):1135-43. doi: 10.1124/jpet.107.120766. Epub 2007 Mar 9. PMID: 17351103. 11: Nowak P, Labus Ł, Kostrzewa RM, Brus R. DSP-4 prevents dopamine receptor priming by quinpirole. Pharmacol Biochem Behav. 2006 May;84(1):3-7. doi: 10.1016/j.pbb.2006.03.024. Epub 2006 May 3. PMID: 16675001. 12: 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. doi: 10.1124/jpet.105.085472. Epub 2005 Apr 15. PMID: 15833897; PMCID: PMC1201434. 13: Brown RW, Thompson KN, Click IA, Best RA, Thacker SK, Perna MK. The effects of eticlopride on Morris water task performance in male and female rats neonatally treated with quinpirole. Psychopharmacology (Berl). 2005 Jul;180(2):234-40. doi: 10.1007/s00213-005-2148-z. Epub 2005 Feb 5. PMID: 15696328. 14: Smith DG, Tzavara ET, Shaw J, Luecke S, Wade M, Davis R, Salhoff C, Nomikos GG, Gehlert DR. Mesolimbic dopamine super-sensitivity in melanin-concentrating hormone-1 receptor-deficient mice. J Neurosci. 2005 Jan 26;25(4):914-22. doi: 10.1523/JNEUROSCI.4079-04.2005. PMID: 15673672; PMCID: PMC6725636. 15: Zarrindast MR, Rezayof A. Morphine state-dependent learning: sensitization and interactions with dopamine receptors. Eur J Pharmacol. 2004 Aug 23;497(2):197-204. doi: 10.1016/j.ejphar.2004.06.041. PMID: 15306205. 16: Brus R, Kostrzewa RM, Nowak P, Perry KW, Kostrzewa JP. Ontogenetic quinpirole treatments fail to prime for D2 agonist-enhancement of locomotor activity in 6-hydroxydopamine-lesioned rats. Neurotox Res. 2003;5(5):329-38. doi: 10.1007/BF03033153. PMID: 14715452. 17: Kline DD, Takacs KN, Ficker E, Kunze DL. Dopamine modulates synaptic transmission in the nucleus of the solitary tract. J Neurophysiol. 2002 Nov;88(5):2736-44. doi: 10.1152/jn.00224.2002. PMID: 12424308. 18: Brown RW, Gass JT, Kostrzewa RM. Ontogenetic quinpirole treatments produce spatial memory deficits and enhance skilled reaching in adult rats. Pharmacol Biochem Behav. 2002 Jun;72(3):591-600. doi: 10.1016/s0091-3057(02)00730-x. PMID: 12175456. 19: Nowak P, Brus R, Kostrzewa RM. Amphetamine-induced enhancement of neostriatal in vivo microdialysate dopamine content in rats, quinpirole-primed as neonates. Pol J Pharmacol. 2001 Jul-Aug;53(4):319-29. PMID: 11990078. 20: Sederholm F, Johnson AE, Brodin U, Södersten P. Dopamine D(2) receptors and ingestive behavior: brainstem mediates inhibition of intraoral intake and accumbens mediates aversive taste behavior in male rats. Psychopharmacology (Berl). 2002 Mar;160(2):161-9. doi: 10.1007/s00213-001-0966-1. Epub 2002 Jan 24. PMID: 11875634.