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

• ChemBase ID: 173714
• Molecular Formular: C27H41NO6
• Molecular Mass: 475.61754
• Monoisotopic Mass: 475.29338804
• SMILES: c1c(ccc(c1)OCC(CN(CC(COc1ccc(cc1)CCOC)O)C(C)C)O)CCOC
• Canonical SMILES: COCCc1ccc(cc1)OCC(CN(C(C)C)CC(COc1ccc(cc1)CCOC)O)O
• InChI: InChI=1S/C27H41NO6/c1-21(2)28(17-24(29)19-33-26-9-5-22(6-10-26)13-15-31-3)18-25(30)20-34-27-11-7-23(8-12-27)14-16-32-4/h5-12,21,24-25,29-30H,13-20H2,1-4H3
• InChIKey: FPFJXNCXQDHWGC-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: bis({2-hydroxy-3-[4-(2-methoxyethyl)phenoxy]propyl})(propan-2-yl)amine
• IUPAC Traditional name: bis({2-hydroxy-3-[4-(2-methoxyethyl)phenoxy]propyl})(isopropyl)amine
• Synonyms: Metoprolol Impurity O; Metoprolol Impurity VIII; Metoprolol Related compound D,; 1,1'-[(1-Methylethyl)imino]bis[3-[4-(2-methoxyethyl)phenoxy]-2-propanol(Mixture of Diastereomers)(Metoprolol Impurity)

Database IDs

• CAS Number: 154784-36-8
• PubChem SID: 164229624
• PubChem CID: 46782247

CALCULATED PROPERTIES

• Acid pKa: 13.776643
• H Acceptors: 7
• H Donor: 2
• LogD (pH = 5.5): 0.17762545
• LogD (pH = 7.4): 1.8186134
• Log P: 3.3198576
• Molar Refractivity: 134.8291 cm^3
• Polarizability: 52.89058 Å^3
• Polar Surface Area: 80.62 Å^2
• Rotatable Bonds: 17
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Chloroform; Ethyl Acetate
• Apperance: Yellow Oil

Safety Information

• Storage Condition: Refrigerator

DETAILS

Toronto Research Chemicals - M304900

Impurity of Metoprolol.

REFERENCES

• Gyllenhaal, O., et al.: J. Biochem. Biophys. Methods, 43, 135 (2000)
• Chester, T., et al.: Anal. Chem., 74, 2801 (2000)