ethyl({2-hydroxy-3-[4-(2-methoxyethyl)phenoxy]propyl})amine

• ChemBase ID: 166516
• Molecular Formular: C14H23NO3
• Molecular Mass: 253.33732
• Monoisotopic Mass: 253.1677936
• SMILES: CCNCC(COc1ccc(cc1)CCOC)O
• Canonical SMILES: COCCc1ccc(cc1)OCC(CNCC)O
• InChI: InChI=1S/C14H23NO3/c1-3-15-10-13(16)11-18-14-6-4-12(5-7-14)8-9-17-2/h4-7,13,15-16H,3,8-11H2,1-2H3
• InChIKey: HYRRKPFGZHWUPQ-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: ethyl({2-hydroxy-3-[4-(2-methoxyethyl)phenoxy]propyl})amine
• IUPAC Traditional name: ethyl({2-hydroxy-3-[4-(2-methoxyethyl)phenoxy]propyl})amine
• Synonyms: 1-(Ethylamino)-3-[4-(2-methoxyethyl)phenoxy]-2-propanol; H 173/09; C-Desmethyl Metoprolol

Database IDs

• CAS Number: 109632-08-8
• PubChem SID: 162260649
• PubChem CID: 10377584

CALCULATED PROPERTIES

• Acid pKa: 14.088366
• H Acceptors: 4
• H Donor: 2
• LogD (pH = 5.5): -1.8410923
• LogD (pH = 7.4): -0.8047101
• Log P: 1.3420821
• Molar Refractivity: 72.2788 cm^3
• Polarizability: 28.493565 Å^3
• Polar Surface Area: 50.72 Å^2
• Rotatable Bonds: 9
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Chloroform; Methanol
• Apperance: Off-White Solid
• Melting Point: 56-57°C

Safety Information

• Storage Condition: Refrigerator

DETAILS

Toronto Research Chemicals - D292068

A new byproduct detected in Metoprolol tartrate. Metoprolol impurity.

REFERENCES

• Erickson, M., et al.: J. Pharma. Biomed. Analysis, 13, 567 (1995)
• Phinney, K., et al.: Chirality, 15, 287 (1995)
• Zheng, J., et al.: Anal. Chem., 78, 1535 (1995)