Pramipexole dihydrochloride hydrate

Names

[ CAS No. ]:
191217-81-9

[ Name ]:
Pramipexole dihydrochloride hydrate

[Synonym ]:
2,6-Benzothiazolediamine, 4,5,6,7-tetrahydro-N-propyl-, (6S)-, hydrochloride, hydrate (1:2:1)
(6S)-N-Propyl-4,5,6,7-tetrahydro-1,3-benzothiazole-2,6-diamine dihydrochloride hydrate
(S)-2-Amino-4,5,6,7-tetrahydro-6-(propylamino)benzothiazole Dihydrochloride Monohydrate
Pramipexole dihydrochloride
Pramipexole dihydroch
pramipexole 2hcl monohydrate
(S)-2-amino-4,5,6,7-tetrahydro-6-(propylamino)benzothiazole dihydrochloride PPX dihydrochloride
Pramipexole Dihydrochloride Monohydrate
Pramipexole

Biological Activity

[Description]:

Pramipexole dihydrochloride hydrate is a selective dopamine D2-type receptor agonist, with Kis of 2.2 nM, 3.9 nM, 0.5 nM and 1.3 nM for D2-type receptor, D2, D3 and D4 receptors, respectively. Pramipexole dihydrochloride hydrate can be used for the research of Parkinson's disease (PD) and restless legs syndrome (RLS). Pramipexole dihydrochloride hydrate can cross the blood-brain barrier (BBB)[1][2][3].

[Related Catalog]:

Signaling Pathways >> GPCR/G Protein >> Dopamine Receptor

Signaling Pathways >> Neuronal Signaling >> Dopamine Receptor

Research Areas >> Neurological Disease

[Target]

D2 Receptor:3.9 nM (Ki)

D3 Receptor:0.5 nM (Ki)

D4 Receptor:1.3 nM (Ki)

D2-type receptors:2.2 nM (Ki)

[In Vitro]

Pramipexole dihydrochloride hydrate (0.01-10 μM; 72 hours) produces dose-dependent increases of dendritic arborization and soma size[3]. Pramipexole dihydrochloride hydrate attenuates levodopa-induced toxicity in mesencephalic cultures, suggests that pramipexole may be cytoprotective to dopamine neurons in tissue culture[4].

[In Vivo]

Pramipexole dihydrochloride hydrate (0.25-1 mg/kg; i.p.) significantly reduces the infarction volume in animals[5]. Pramipexole dihydrochloride hydrate improves neurological recovery[5]. Pramipexole dihydrochloride hydrate prevents ischemic cell death via mitochondrial pathways in ischemic stroke[5]. Animal Model: Male Wistar rats weighing 250-300 g (16-18 weeks old)[5] Dosage: 0.25 mg/kg, 1 mg/kg Administration: Intraperitoneal injection, at 1 hour, 6 hours, 12 hours, 18 hours post-occlusion Result: Decreased infarction volume as compared to tMCAO (transient middle cerebral artery occlusion)-only animals.

[References]

[1]. Kvernmo, T., et al. A review of the receptor-binding and pharmacokinetic properties of dopamine agonists. Clin Ther, 2006. 28(8): p. 1065-78.

[2]. Takashi Okura, et al. Blood-brain barrier transport of pramipexole, a dopamine D2 agonist. Life Sci. 2007 Apr 3;80(17):1564-71.

[3]. Ginetta Collo, et al. Ropinirole and Pramipexole Promote Structural Plasticity in Human iPSC-Derived Dopaminergic Neurons via BDNF and mTOR Signaling. Neural Plast. 2018; 2018: 4196961.

[4]. P M Carvey, et al. Attenuation of levodopa-induced toxicity in mesencephalic cultures by pramipexole. J Neural Transm (Vienna). 1997;104(2-3):209-28.

[5]. Syed Suhail Andrabi, et al. Pramipexole prevents ischemic cell death via mitochondrial pathways in ischemic stroke. Dis Model Mech. 2019 Aug 1; 12(8): dmm033860.

Chemical & Physical Properties

[ Boiling Point ]:
378ºC at 760 mmHg

[ Melting Point ]:
290 °C(dec.)

[ Molecular Formula ]:
C₁₀H₂₁Cl₂N₃OS

[ Molecular Weight ]:
302.264

[ Flash Point ]:
182.4ºC

[ Exact Mass ]:
301.078247

[ PSA ]:
88.41000

[ LogP ]:
4.09400

[ Vapour Pressure ]:
9.93E-11mmHg at 25°C

[ Storage condition ]:
2-8°C

[ Water Solubility ]:
Freely soluble in water, soluble in methanol, sparingly soluble or slightly soluble in ethanol (96 per cent), practically insoluble in methylene chloride.

MSDS

Click to get detail MSDS

Safety Information

[ Hazard Codes ]:
Xi

[ RIDADR ]:
NONH for all modes of transport

[ RTECS ]:
DL3375000

[ HS Code ]:
2934999090

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%