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

• ChemBase ID: 179708
• Molecular Formular: C10H19Cl2N3S
• Molecular Mass: 284.24896
• Monoisotopic Mass: 283.06767398
• SMILES: n1c(sc2c1CC[C@H](C2)NCCC)N.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-;;/m1../s1
• InChIKey: QMNWXHSYPXQFSK-XCUBXKJBSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (6R)-6-N-propyl-4,5,6,7-tetrahydro-1,3-benzothiazole-2,6-diamine dihydrochloride
• IUPAC Traditional name: (6R)-6-N-propyl-4,5,6,7-tetrahydro-1,3-benzothiazole-2,6-diamine dihydrochloride
• Synonyms: Pramipexole Dihydrochloride

Database IDs

• CAS Number: 104632-25-9
• PubChem SID: 164235618
• PubChem CID: 51052075

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

Pharmacology Properties

• Mechanism of Action: Dopamine-D1/D2 receptor agonist

Product Information

• Salt Data: 2 HCl
• Application(s): For treating Parkinson's disease and restless legs syndrome (RLS)

REFERENCES

• Schneider, C.S. et al., J. Med. Chem., 1987, 30, 494, (synth, resoln, pharmacol)
• Mierau, J. et al., Eur. J. Pharmacol., 1992, 215, 161, (pharmacol)
• Hubble, J.P. et al., Clin. Neuropharmacol., 1995, 18, 338-347, (pharmacol)
• Shannon, K.M. et al., Clin. Neuropharmacol., Suppl. 1, 1997, 20, S22-S27; S28-S35, (rev)
• Lieberman, A. et al., Neurology, 1997, 49, 162-168, (clin trial)