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A1237 Sigma-Aldrich

Pramipexole dihydrochloride

>98% (HPLC), powder

Synonym: (S)-2-amino-4,5,6,7-tetrahydro-6-(propylamino)benzothiazole dihydrochloride, PPX dihydrochloride

  • CAS Number 104632-25-9

  • Empirical Formula (Hill Notation) C10H17N3S · 2HCl

  • Molecular Weight 284.25

  •  MDL number MFCD00876894

  •  PubChem Substance ID 329770694

  •  NACRES NA.77



Related Categories Agonists, Approved Therapeutics/Drug Candidates, Bioactive Small Molecule Alphabetical Index, Bioactive Small Molecules, Biochemicals and Reagents,
Quality Level   100
assay   >98% (HPLC)
form   powder
storage condition   desiccated
color   white to off-white
solubility   H2O: >20 mg/mL
originator   Boehringer Ingelheim
storage temp.   2-8°C
SMILES string   Cl.Cl.CCCN[C@H]1CCc2nc(N)sc2C1
InChI   1S/C10H17N3S.2ClH/c1-2-5-12-7-3-4-8-9(6-7)14-10(11)13-8;;/h7,12H,2-6H2,1H3,(H2,11,13);2*1H/t7-;;/m0../s1
Gene Information   human ... DRD2(1813), DRD3(1814), DRD4(1815)


General description

Pramipexole belongs to non-ergoline class and is derived from benzothiazole. It has strong affinity for D2 and D3 receptors (dopamine receptors) compared to other ergoline-derived drugs. However, it does not associate with non-dopamine receptors, for instance adrenergic and serotonin receptors.


Pramipexole dihydrochloride has been used as a D2-like DR (dopaminergic receptor) agonist in study associated with Parkinson’s disease. It has also been used as a D2/D3 receptor agonist to study risky decision-making in rats.


10, 50 mg in glass bottle

Biochem/physiol Actions

Pramipexole is a dopamine agonist active at D3 and D2 receptor subtypes. 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 is a therapeutic agent for Parkinson’s disease and restless leg syndrome. It also exhibits antidepressant responses in patients suffering from MDD (major depressive disorder) and bipolar depression.

Features and Benefits

This compound is a featured product for ADME Tox research. Click here to discover more featured ADME Tox products. Learn more about bioactive small molecules for other areas of research at sigma.com/discover-bsm.

This compound is also offered as part of Sigma′s Library of Pharmacologically Active Compounds (LOPAC®1280), a biologically annotated collection of high-quality, ready-to-screen compounds. Click here to learn more.

This compound is featured on the Dopamine Receptors page of the Handbook of Receptor Classification and Signal Transduction. To browse other handbook pages, click here.

This compound was developed by Boehringer Ingelheim. To browse the list of other pharma-developed compounds and Approved Drugs/Drug Candidates, click here.

Legal Information

LOPAC is a registered trademark of Sigma-Aldrich Co. LLC

Safety & Documentation

Safety Information

GHS07  GHS07
Signal word 
Hazard statements 
Precautionary statements 
Target organs 
Central nervous system
NONH for all modes of transport
WGK Germany 
Flash Point(F) 
Not applicable
Flash Point(C) 
Not applicable


Certificate of Analysis (COA)

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Protocols & Articles


Discover Bioactive Small Molecules for ADME/Tox

A significant number of drugs that fail in clinical trials have been associated with safety issues, including unexpected drug-drug interactions (DDI) or lack of efficacy due to poor pharmacokinetics....
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Dopamine Receptors

Dopamine receptors were initially differentiated into two major types based on the ability of dopamine to stimulate (D1) or inhibit (D2) adenylyl cyclase activity and produce the second-messenger mol...
Keywords: Atomic absorption spectroscopy, Dopamine agents, Gene expression, Genetic, Genetics, Ligands, Methylations, Parkinson Disease, Schizophrenia, Transduction

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