[(2S)-2-hydroxy-3-[4-(2-methoxyethyl)phenoxy]propyl][(2H7)propan-2-yl]amine

• ChemBase ID: 174588
• Molecular Formular: C15H25NO3
• Molecular Mass: 267.3639
• Monoisotopic Mass: 267.18344367
• SMILES: C(NC[C@@H](COc1ccc(cc1)CCOC)O)(C)C
• Canonical SMILES: COCCc1ccc(cc1)OC[C@H](CNC(C)C)O
• InChI: InChI=1S/C15H25NO3/c1-12(2)16-10-14(17)11-19-15-6-4-13(5-7-15)8-9-18-3/h4-7,12,14,16-17H,8-11H2,1-3H3/t14-/m0/s1
• InChIKey: IUBSYMUCCVWXPE-AWEZNQCLSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: [(2S)-2-hydroxy-3-[4-(2-methoxyethyl)phenoxy]propyl][(^2H₇)propan-2-yl]amine
• IUPAC Traditional name: [(2S)-2-hydroxy-3-[4-(2-methoxyethyl)phenoxy]propyl](^2H₇)propan-2-ylamine
• Synonyms: (2S)-1-[4-(2-Methoxyethyl)phenoxy]-3-[(1-methylethyl)amino]-2-propanol-d7; (-)-Metoprolol-d7; (S)-(-)-Metoprolol-d7; (S)-Metoprolol-d7

Database IDs

• PubChem SID: 164230498
• PubChem CID: 71750719

CALCULATED PROPERTIES

• Log P: 1.7586571
• Molar Refractivity: 76.6976 cm^3
• Polarizability: 30.335455 Å^3
• Polar Surface Area: 50.72 Å^2
• Rotatable Bonds: 9
• Lipinski's Rule of Five: true
• Acid pKa: 14.087972
• H Acceptors: 4
• H Donor: 2
• LogD (pH = 5.5): -1.4345746
• LogD (pH = 7.4): -0.46658155

PROPERTIES

Physical Property

• Solubility: Chloroform; Ethyl Acetate
• Apperance: Pale Pink Solid
• Melting Point: 45-47°C

Safety Information

• Storage Condition: Hygroscopic, -20°C Freezer, Under Inert Atmosphere

DETAILS

Toronto Research Chemicals - M338782

Active enantiomer of Metoprolol, a β1 receptor blocker used as an antihypertensive.

REFERENCES

• Hritz, J., et al.: J. Med. Chem., 51, 7469 (2008)
• van Steeg, T., et al.: J. Pharm. Sci., 98, 3816 (2008)
• Zhang, Z., et al.: Anal. Biochem., 387, 171 (2008)