(6S)-6-N-propyl-4,5,6,7-tetrahydro-1,3-benzothiazole-2,6-diamine dihydrochloride

• ChemBase ID: 154951
• Molecular Formular: C10H19Cl2N3S
• Molecular Mass: 284.24896
• Monoisotopic Mass: 283.06767398
• SMILES: CCCN[C@H]1CCc2c(sc(n2)N)C1.Cl.Cl
• Canonical SMILES: CCCN[C@H]1CCc2c(C1)sc(n2)N.Cl.Cl
• InChI: 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
• InChIKey: QMNWXHSYPXQFSK-KLXURFKVSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (6S)-6-N-propyl-4,5,6,7-tetrahydro-1,3-benzothiazole-2,6-diamine dihydrochloride
• IUPAC Traditional name: pramipexole dihydrochloride
• Synonyms: (S)-2-amino-4,5,6,7-tetrahydro-6-(propylamino)benzothiazole dihydrochloride; PPX dihydrochloride; Pramipexole dihydrochloride

Database IDs

• CAS Number: 191217-81-9
• MDL Number: MFCD00876894
• PubChem SID: 162249089
• PubChem CID: 119569

CALCULATED PROPERTIES

• Acid pKa: 17.661047
• H Acceptors: 3
• H Donor: 2
• LogD (pH = 5.5): -1.5217185
• LogD (pH = 7.4): -0.98125774
• Log P: 1.7642827
• Molar Refractivity: 59.7672 cm^3
• Polarizability: 22.761166 Å^3
• Polar Surface Area: 50.94 Å^2
• Rotatable Bonds: 3
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: H2O: >20 mg/mL
• Apperance: white to off-white powder

Safety Information

• Storage Condition: desiccated
• German water hazard class: 3
• Storage Temperature: 2-8°C

Product Information

• Purity: >98% (HPLC)
• Empirical Formula (Hill Notation): C10H17N3S · 2HCl

DETAILS

Sigma Aldrich - A1237

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.