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A1237

Pramipexole dihydrochloride

>98% (HPLC), Dopamine D2 and D3 receptor agonist, powder

Sinonimo/i:

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

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10 mg
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93,20 €
50 mg
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363,00 €

Informazioni su questo articolo

Formula empirica (notazione di Hill):
C10H17N3S · 2HCl
Numero CAS:
Peso molecolare:
284.25
UNSPSC Code:
51111800
PubChem Substance ID:
NACRES:
NA.77
MDL number:
Assay:
>98% (HPLC)
Form:
powder
Storage condition:
desiccated

93,20 €


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Nome del prodotto

Pramipexole dihydrochloride, >98% (HPLC), powder

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

InChI key

QMNWXHSYPXQFSK-KLXURFKVSA-N

Gene Information

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.

Application

Pramipexole dihydrochloride has been used as D2 receptor agonist in dopamine (DA)-depleted striatum slices.[1]
Pramipexole dihydrochloride has been used as a D2-like DR (dopaminergic receptor) agonist in study associated with Parkinson′s disease.[2] It has also been used as a D2/D3 receptor agonist to study risky decision-making in rats.[3]

Biochem/physiol Actions

Pramipexole dihydrochloride monohydrate is a dopamine agonist active at D3 and D2 receptor subtypes.
Pramipexole elicits neuroprotective role and may help in treating depression.[4] It also has a potential to modulate limb movement and may be effective in treating restless legs syndrome.[5]
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.[6]

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 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.

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Questo articolo
PHR1598H8502SML1644
assay

>98% (HPLC)

assay

-

assay

-

assay

≥98% (HPLC)

form

powder

form

-

form

powder

form

powder

Quality Level

100

Quality Level

300

Quality Level

200

Quality Level

100

storage temp.

2-8°C

storage temp.

2-30°C

storage temp.

2-8°C

storage temp.

2-8°C

storage condition

desiccated

storage condition

-

storage condition

-

storage condition

desiccated

solubility

H2O: >20 mg/mL

solubility

-

solubility

alcohol: 20 mg/mL, H2O: soluble

solubility

H2O: 20 mg/mL, clear


pictograms

Exclamation mark

signalword

Warning

hcodes

Hazard Classifications

Acute Tox. 4 Oral - STOT SE 3

target_organs

Central nervous system

Classe di stoccaggio

11 - Combustible Solids

wgk

WGK 2

flash_point_f

Not applicable

flash_point_c

Not applicable



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Domande

  1. Is this pramipexole the pure L enantiomer? Or a racemic mixture of L and R? If pure enantiomer: 1.  how was this determined and 2. are the data supporting this available?

    1 risposta
    1. Pramipexole dihydrochloride (A1237) is described with the synonym (S)-2-amino-4,5,6,7-tetrahydro-6-(propylamino)benzothiazole dihydrochloride, indicating it is the S (L) enantiomer. The optical rotation is measured and can be found in the Certificate of Analysis (COA) for this product. The specification for this product is between -60° and -70°, which is consistent with the S (L) enantiomer of pramipexole.

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