1-[4-(hydroxymethyl)phenoxy]-3-[(propan-2-yl)amino](2H5)propan-2-ol

• ChemBase ID: 166305
• 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: 1-[4-(hydroxymethyl)phenoxy]-3-[(propan-2-yl)amino](^2H₅)propan-2-ol
• IUPAC Traditional name: 1-[4-(hydroxymethyl)phenoxy]-3-(isopropylamino)(^2H₅)propan-2-ol
• Synonyms: 4-[2-Hydroxy-3-[(1-methylethyl)amino]propoxy]benzenemethanol-d5; H 119/68-d5; Des(isopropoxyethyl) Bisoprolol-d5

Database IDs

• PubChem SID: 162260438
• PubChem CID: 71315678

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: 26.654045 Å^3
• Polar Surface Area: 61.72 Å^2
• Rotatable Bonds: 7
• Lipinski's Rule of Five: true

DETAILS

Toronto Research Chemicals - D290127

A labelled 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),