(2-hydroxy-3-{4-[(2-methoxyethoxy)methyl]phenoxy}propyl)(propan-2-yl)amine

• ChemBase ID: 166320
• Molecular Formular: C16H27NO4
• Molecular Mass: 297.38988
• Monoisotopic Mass: 297.19400835
• SMILES: c1cc(ccc1COCCOC)OCC(CNC(C)C)O
• Canonical SMILES: COCCOCc1ccc(cc1)OCC(CNC(C)C)O
• InChI: InChI=1S/C16H27NO4/c1-13(2)17-10-15(18)12-21-16-6-4-14(5-7-16)11-20-9-8-19-3/h4-7,13,15,17-18H,8-12H2,1-3H3
• InChIKey: QEWDDLNGKAKJOA-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2-hydroxy-3-{4-[(2-methoxyethoxy)methyl]phenoxy}propyl)(propan-2-yl)amine
• IUPAC Traditional name: (2-hydroxy-3-{4-[(2-methoxyethoxy)methyl]phenoxy}propyl)(isopropyl)amine
• Synonyms: 1-[4-[(2-Methoxyethoxy)methyl]phenoxy]-3-[(1-methylethyl)amino]-2-propanol Fumarate; O-Desisopropyl-O-methyl Bisoprolol Hemifumarate

Database IDs

• PubChem SID: 162260453
• PubChem CID: 71315685

CALCULATED PROPERTIES

• Acid pKa: 14.087972
• H Acceptors: 5
• H Donor: 2
• LogD (pH = 5.5): -1.7702113
• LogD (pH = 7.4): -0.80221826
• Log P: 1.4230204
• Molar Refractivity: 82.9861 cm^3
• Polarizability: 32.945156 Å^3
• Polar Surface Area: 59.95 Å^2
• Rotatable Bonds: 11
• Lipinski's Rule of Five: true

DETAILS

Toronto Research Chemicals - D290190

An impurity of Bisoprolol (B510500).

REFERENCES

• Tattersfield, A.E., et al.: Br. J. Clin. Pharmacol., 18, 343 (1984)
• Kohli, R.S., et al.: Eur. Heart J., 6, 845 (1984)
• Zachariah, P.K., et al.: Clin. Ther., 15, 779 (1984)