(4-{2-hydroxy-3-[(propan-2-yl)amino]propoxy}phenyl)methanol

• ChemBase ID: 166304
• Molecular Formular: C13H21NO3
• Molecular Mass: 239.31074
• Monoisotopic Mass: 239.15214354
• SMILES: c1cc(ccc1CO)OCC(CNC(C)C)O
• Canonical SMILES: OCc1ccc(cc1)OCC(CNC(C)C)O
• InChI: InChI=1S/C13H21NO3/c1-10(2)14-7-12(16)9-17-13-5-3-11(8-15)4-6-13/h3-6,10,12,14-16H,7-9H2,1-2H3
• InChIKey: XWWMQUXRXOEXDS-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (4-{2-hydroxy-3-[(propan-2-yl)amino]propoxy}phenyl)methanol
• IUPAC Traditional name: {4-[2-hydroxy-3-(isopropylamino)propoxy]phenyl}methanol
• Synonyms: 4-[2-Hydroxy-3-[(1-methylethyl)amino]propoxy]benzenemethanol; H 119/68; Des(isopropoxyethyl) Bisoprolol

Database IDs

• CAS Number: 62572-93-4
• PubChem SID: 162260437
• PubChem CID: 10354230

CALCULATED PROPERTIES

• Acid pKa: 14.039994
• H Acceptors: 4
• H Donor: 3
• LogD (pH = 5.5): -2.3663623
• LogD (pH = 7.4): -1.3983693
• Log P: 0.8268694
• Molar Refractivity: 67.1914 cm^3
• Polarizability: 26.653263 Å^3
• Polar Surface Area: 61.72 Å^2
• Rotatable Bonds: 7
• Lipinski's Rule of Five: true

DETAILS

Toronto Research Chemicals - D290125

A metabolite of Metoprolol and Bisoprolol.

REFERENCES

• Roberts, M., et al.: Mutat. Res., 522, 45 (2003)
• Fraysse, B., et al.: Environ. Toxicol. Chem., 24, 2470 (2003)
• Owen, S., et al.: Aquat. Toxicol., 82, 145 ( 2007),