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

• ChemBase ID: 166517
• Molecular Formular: C14H23NO3
• Molecular Mass: 253.33732
• Monoisotopic Mass: 253.1677936
• SMILES: CC(NCC(COc1ccc(cc1)CCO)O)C
• Canonical SMILES: OCCc1ccc(cc1)OCC(CNC(C)C)O
• InChI: InChI=1S/C14H23NO3/c1-11(2)15-9-13(17)10-18-14-5-3-12(4-6-14)7-8-16/h3-6,11,13,15-17H,7-10H2,1-2H3
• InChIKey: CUKXSBOAIJILRY-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 1-[4-(2-hydroxyethyl)phenoxy]-3-[(propan-2-yl)amino](^2H₅)propan-2-ol
• IUPAC Traditional name: 1-[4-(2-hydroxyethyl)phenoxy]-3-(isopropylamino)(^2H₅)propan-2-ol
• Synonyms: 4-[2-Hydroxy-3-[(1-methylethyl)amino]propoxy]-benzeneethanol-d5; (+/-)-4-[2-Hydroxy-3-(isopropylamino)propoxy]phenylethyl Alcohol-d5; (+/-)-O-Demethylmetoprolol-d5; H 105/22-d5; SL 80-0088-d5; O-Desmethyl Metoprolol-d5

Database IDs

• PubChem SID: 162260650
• PubChem CID: 46781177

CALCULATED PROPERTIES

• Lipinski's Rule of Five: true
• Acid pKa: 14.0814295
• H Acceptors: 4
• H Donor: 3
• LogD (pH = 5.5): -2.077701
• LogD (pH = 7.4): -1.1097081
• Log P: 1.1155306
• Molar Refractivity: 71.9464 cm^3
• Polarizability: 28.421688 Å^3
• Polar Surface Area: 61.72 Å^2
• Rotatable Bonds: 8

PROPERTIES

Physical Property

• Solubility: Chloroform; Dichloromethane
• Apperance: Off-White Solid
• Melting Point: 70-72°C

DETAILS

Toronto Research Chemicals - D292072

A metabolite of Metoprolol.

REFERENCES

• Lennard, M.S., et al.: Br. J. Clin. Pharmacol., 14, 713 (1982)
• Gengo, F.M., et al.: Clin. Pharmacol. Ther., 36, 320 (1982)