Pramipexole dihydrochloride

Modify Date: 2024-01-02 16:04:53

Pramipexole dihydrochloride Structure
Pramipexole dihydrochloride structure
Common Name Pramipexole dihydrochloride
CAS Number 104632-25-9 Molecular Weight 284.249
Density N/A Boiling Point 378ºC at 760 mmHg
Molecular Formula C10H19Cl2N3S Melting Point 288-290ºC
MSDS USA Flash Point 182.4ºC

 Use of Pramipexole dihydrochloride


Pramipexole 2Hcl is a partial/full D2S, D2L, D3, D4 receptor agonist with a Ki of 3.9, 2.2, 0.5 and 5.1 nM for D2S, D2L, D3, D4 receptor, respectively. IC50 Value: 3.9 nM(D2S); 2.2 nM(D2L); 0.5 nM(D3); 5.1 nM(D4)Target: Dopamine ReceptorPramipexole dihydrochloride is a dopamine receptor agonist with selectivity for the D3 receptor (Ki values are 3.9, 3.3, 0.5 and 3.9 nM for D2L, D2S, D3 and D4 receptors respectively). Pramipexole dihydrochloride exhibits negligable affinity for D1 and D5 receptors. Pramipexole has been found to have neuroprotective effects independent of its dopamine receptor agonism. It reduces mitochondrial reactive oxygen species (ROS) production and inhibits the activation of apoptotic pathways. Pramipexole displays activity in the treatment of Parkinson's disease (PD) and restless legs syndrome (RLS).

 Names

Name pramipexole hydrochloride anhydrous
Synonym More Synonyms

 Pramipexole dihydrochloride Biological Activity

Description Pramipexole 2Hcl is a partial/full D2S, D2L, D3, D4 receptor agonist with a Ki of 3.9, 2.2, 0.5 and 5.1 nM for D2S, D2L, D3, D4 receptor, respectively. IC50 Value: 3.9 nM(D2S); 2.2 nM(D2L); 0.5 nM(D3); 5.1 nM(D4)Target: Dopamine ReceptorPramipexole dihydrochloride is a dopamine receptor agonist with selectivity for the D3 receptor (Ki values are 3.9, 3.3, 0.5 and 3.9 nM for D2L, D2S, D3 and D4 receptors respectively). Pramipexole dihydrochloride exhibits negligable affinity for D1 and D5 receptors. Pramipexole has been found to have neuroprotective effects independent of its dopamine receptor agonism. It reduces mitochondrial reactive oxygen species (ROS) production and inhibits the activation of apoptotic pathways. Pramipexole displays activity in the treatment of Parkinson's disease (PD) and restless legs syndrome (RLS).
Related Catalog
References

[1]. Mierau J, Schneider FJ, Ensinger HA et al. Pramipexole binding and activation of cloned and expressed dopamine D2, D3 and D4 receptors. Eur J Pharmacol. 1995 Jun 23;290(1):29-36.

[2]. El-Mallakh RS, Penagaluri P, Kantamneni A et al. Long-term use of pramipexole in bipolar depression: a naturalistic retrospective chart review. Psychiatr Q. 2010 Sep;81(3):207-13.

[3]. Perez-Lloret S, Rey MV, Ratti L, Rascol O. Pramipexole for the treatment of early Parkinson's disease. Expert Rev Neurother. 2011 Jul;11(7):925-35.

[4]. Hametner EM, Seppi K, Poewe W. Pramipexole extended release in Parkinson's disease. Expert Rev Neurother. 2011 Sep;11(9):1229-34.

[5]. Hametner EM, Seppi K, Poewe W. Role and clinical utility of pramipexole extended release in the treatment of early Parkinson's disease. Clin Interv Aging. 2012;7:83-8.

 Chemical & Physical Properties

Boiling Point 378ºC at 760 mmHg
Melting Point 288-290ºC
Molecular Formula C10H19Cl2N3S
Molecular Weight 284.249
Flash Point 182.4ºC
Exact Mass 283.067688
PSA 79.18000
LogP 4.15830
Vapour Pressure 6.49E-06mmHg at 25°C
Storage condition Desiccate at RT

 Safety Information

Hazard Codes Xi
RIDADR NONH for all modes of transport
HS Code 2934999090

 Synthetic Route

~84%

Pramipexole dihydrochloride Structure

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CAS#:104632-25-9

Literature: INSTYTUT FARMACEUTYCZNY Patent: WO2007/75095 A1, 2007 ; Location in patent: Page/Page column 7 ;

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Pramipexole dihydrochloride Structure

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CAS#:104632-25-9

Literature: Ravinder; Rajeswar Reddy; Panasa Reddy; Bandichhor, Rakeshwar Tetrahedron Letters, 2013 , vol. 54, # 36 p. 4908 - 4913

~98%

Pramipexole dihydrochloride Structure

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CAS#:104632-25-9

Literature: Helm AG; CF Pharma Gyogyszergyarto Kft. Patent: EP1878731 A1, 2008 ; Location in patent: Page/Page column 11 ;

~85%

Pramipexole dihydrochloride Structure

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CAS#:104632-25-9

Literature: Helm AG; CF Pharma Gyogyszergyarto Kft. Patent: EP1878731 A1, 2008 ; Location in patent: Page/Page column 11 ;

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Pramipexole dihydrochloride Structure

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CAS#:104632-25-9

Literature: WO2011/21214 A2, ;

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Pramipexole dihydrochloride Structure

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CAS#:104632-25-9

Literature: WO2011/21214 A2, ;

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Pramipexole dihydrochloride Structure

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CAS#:104632-25-9

Literature: WO2011/21214 A2, ;

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Pramipexole dihydrochloride Structure

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CAS#:104632-25-9

Literature: WO2011/21214 A2, ;

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Pramipexole dihydrochloride Structure

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CAS#:104632-25-9

Literature: WO2011/21214 A2, ;

 Customs

HS Code 2934999090
Summary 2934999090. other heterocyclic compounds. VAT:17.0%. Tax rebate rate:13.0%. . MFN tariff:6.5%. General tariff:20.0%

 Articles6

More Articles
Pramipexole reduces parkinsonian tremor induced by pilocarpine infusion in the rat striatum.

Pharmacol. Biochem. Behav. 131 , 1-5, (2015)

Pramipexole is widely prescribed for the treatment of Parkinson's disease. This dopamine (DA) receptor agonist has a higher affinity for D3 over D2 receptors. We compared the effect of pramipexole to ...

Alterations of BDNF and trkB mRNA expression in the 6-hydroxydopamine-induced model of preclinical stages of Parkinson's disease: an influence of chronic pramipexole in rats.

PLoS ONE 10(3) , e0117698, (2015)

Our recent study has indicated that a moderate lesion of the mesostriatal and mesolimbic pathways in rats, modelling preclinical stages of Parkinson's disease, induces a depressive-like behaviour whic...

De novo expression of dopamine D2 receptors on microglia after stroke.

J. Cereb. Blood Flow Metab. 35 , 1804-11, (2015)

Dopamine is the predominant catecholamine in the brain and functions as a neurotransmitter. Dopamine is also a potent immune modulator. In this study, we have characterized the expression of dopamine ...

 Synonyms

2,6-Benzothiazolediamine, 4,5,6,7-tetrahydro-N-propyl-, (6S)-, hydrochloride (1:2)
(6S)-4,5,6,7-Tetrahydro-N6-propyl-2,6-benzothiazolediamine Dihydrochloride
(S)-2-Amino-4,5,6,7-tetrahydro-6-(propylamino)benzothiazole dihydrochloride
Pramipexole hydrochloride
Pramipexole dihydrochloride
MFCD00876894
(S)-Pramipexole Dihydrochloride
(6S)-N-Propyl-4,5,6,7-tetrahydro-1,3-benzothiazole-2,6-diamine dihydrochloride
(S)-N6-Propyl-4,5,6,7-tetrahydrobenzo[d]thiazole-2,6-diamine dihydrochloride
Pramipexole (dihydrochloride)
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