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SML0392

Sigma-Aldrich

Dexpramipexole dihydrochloride

≥98% (HPLC)

Synonym(s):

(R)-2-Amino-4,5,6,7-tetrahydro-6-(propylamino)benzothiazole dihydrochloride // (R)-Pramipexole dihydrochloride, (R)-4,5,6,7-Tetrahydro-6-(propylamino)-benzothiazole-2-amine dihydrochloride, (R)-Pramipexole dihydrochloride, KNS 760704, R-(+)-Pramipexole dihydrochloride, RPPX, SND 919CL2X

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About This Item

Empirical Formula (Hill Notation):
C10H17N3S · 2HCl
CAS Number:
104632-27-1
Molecular Weight:
284.25
MDL number:
MFCD13186799
UNSPSC Code:
12352200
PubChem Substance ID:
329825389
NACRES:
NA.77

assay

≥98% (HPLC)

form

powder

optical activity

[α]/D 60 to 70°, c = 1 in methanol

storage condition

desiccated

color

white to beige

solubility

H2O: >15 mg/mL

shipped in

wet ice

storage temp.

−20°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-;;/m1../s1

InChI key

QMNWXHSYPXQFSK-XCUBXKJBSA-N

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Biochem/physiol Actions

R-(+)-Pramipexole is a neuroprotective agent; weak non-ergoline dopamine agonist.
R-(+)-Pramipexole is a neuroprotective agent; weak non-ergoline dopamine agonist. R-(+)-Pramipexole has been found to have neuroprotective effects and is being investigated for treatment of ALS. It reduces mitochondrial reactive oxygen species (ROS) production, inhibits the activation of apoptotic pathways, and increase cell survival in response to a variety of neurotoxins and β-amyloid neurotoxicity. Compared to the S-(-) isomer, R-(+)-Pramipexole has much lower dopamine agonist activity.

Other Notes

Air Sensitive

pictograms

Exclamation mark
GHS07

signalword

Warning

Hazard Classifications

Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3

target_organs

Respiratory system

Storage Class

11 - Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

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Certificates of Analysis (COA)

Lot/Batch Number
047M4742V
076M4725V
015M4717V
044M4735V
062M4725V

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Pawel Licznerski et al.
Cell, 182(5), 1170-1185 (2020-08-17)
Loss of the gene (Fmr1) encoding Fragile X mental retardation protein (FMRP) causes increased mRNA translation and aberrant synaptic development. We find neurons of the Fmr1-/y mouse have a mitochondrial inner membrane leak contributing to a "leak metabolism." In human

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