UnitedStatesPharmacopeia(USP)ReferenceStandard , 104632-27-1

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;R-(+)-Pramipexole dihydrochloride;RPPX

CAS NO.：104632-27-1

Empirical Formula: C10H19Cl2N3S

Molecular Weight: 284.249

MDL number: MFCD09031317

PRODUCT Properties

• storage temp.: -20°C
• solubility: H2O: >15mg/mL
• form: powder
• color: white to beige
• optical activity: [α]/D 60 to 70°, c = 1 in methanol
• Major Application: pharmaceutical (small molecule)
• 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
• InChIKey: QMNWXHSYPXQFSK-XCUBXKJBSA-N
• SMILES: Cl.Cl.CCCN[C@@H]1CCc2nc(N)sc2C1

Description and Uses

Pramipexole (Item No. 11981) is an agonist of dopamine receptors that has applications in Parkinson’s disease and other disorders. Pramipexole is usually available as a mixture of enantiomers, with the majority of the dopamine receptor-dependent activity resulting from the (S) form. (R)-Pramipexole is an enantiomer of pramipexole that is ~100-fold less active than the (S) form as a dopamine receptor agonist. For this reason, it can be used as a negative control for the (S) form in the study of dopamine receptors. Both isoforms are antioxidants that target mitochondria to prevent apoptosis. This cytoprotective effect of (R)-pramipexole, without dopaminergic side effects, suggests utility in amyotrophic lateral sclerosis.

(R)-Pramipexole Dihydrochloride (Pramipexole EP Impurity D; Pramipexole BP Impurity D; Pramipexole USP Related Compound D) is the opposite enantiomer of Pramipexole (P700755), a dopamine-D2-receptor agonist. Dexpramipexole is a low-molecular-weight, water-soluble, orally bioavailable, renally excreted compound with linear pharmacokinetics.

Safety

• Symbol(GHS): GHS07
• Signal word: Warning
• Hazard statements: H302
• Precautionary statements: P301+P312+P330
• Hazard Codes: Xi
• Risk Statements: 36/37/38
• Safety Statements: 26
• WGK Germany: 3
• HS Code: 2934200000
• Storage Class: 11 - Combustible Solids
• Hazard Classifications: Acute Tox. 4 Oral