6-{propyl[2-(thiophen-2-yl)ethyl]amino}-5,6,7,8-tetrahydronaphthalen-1-ol hydrochloride

• ChemBase ID: 177622
• Molecular Formular: C19H26ClNOS
• Molecular Mass: 351.93384
• Monoisotopic Mass: 351.14236314
• SMILES: c1cc(c2c(c1)CC(CC2)N(CCc1cccs1)CCC)O.Cl
• Canonical SMILES: CCCN(C1CCc2c(C1)cccc2O)CCc1cccs1.Cl
• InChI: InChI=1S/C19H25NOS.ClH/c1-2-11-20(12-10-17-6-4-13-22-17)16-8-9-18-15(14-16)5-3-7-19(18)21;/h3-7,13,16,21H,2,8-12,14H2,1H3;1H
• InChIKey: CEXBONHIOKGWNU-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 6-{propyl[2-(thiophen-2-yl)ethyl]amino}-5,6,7,8-tetrahydronaphthalen-1-ol hydrochloride
• IUPAC Traditional name: rotigotine hydrochloride
• Synonyms: 5,6,7,8-Tetrahydro-6-[propyl[2-(2-thienyl)ethyl]amino]-1-naphthalenol Hydrochloride; rac-Rotigotine Hydrochloride

Database IDs

• CAS Number: 102120-99-0
• PubChem SID: 164233532
• PubChem CID: 6917969

CALCULATED PROPERTIES

• Acid pKa: 10.030946
• H Acceptors: 2
• H Donor: 1
• LogD (pH = 5.5): 1.758364
• LogD (pH = 7.4): 2.214749
• Log P: 4.339128
• Molar Refractivity: 94.5579 cm^3
• Polarizability: 36.32044 Å^3
• Polar Surface Area: 23.47 Å^2
• Rotatable Bonds: 6
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Acetone; DMSO; Methanol
• Apperance: White to Off-White Solid
• Melting Point: >118°C (dec.)

Safety Information

• Storage Condition: Refrigerator

DETAILS

Toronto Research Chemicals - R700695

Racemic mixture of Rotigotine and ent-Rotigotine

REFERENCES

• van Vliet, L., et al.: J. Med. Chem., 39, 4233 (1996)