1-amino-3-(naphthalen-1-yloxy)propan-2-ol hydrochloride

• ChemBase ID: 175706
• Molecular Formular: C13H16ClNO2
• Molecular Mass: 253.72464
• Monoisotopic Mass: 253.08695644
• SMILES: c1cccc2c1c(ccc2)OCC(CN)O.Cl
• Canonical SMILES: NCC(COc1cccc2c1cccc2)O.Cl
• InChI: InChI=1S/C13H15NO2.ClH/c14-8-11(15)9-16-13-7-3-5-10-4-1-2-6-12(10)13;/h1-7,11,15H,8-9,14H2;1H
• InChIKey: QKMLNOYFLVRBEG-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 1-amino-3-(naphthalen-1-yloxy)propan-2-ol hydrochloride
• IUPAC Traditional name: 1-amino-3-(naphthalen-1-yloxy)propan-2-ol hydrochloride
• Synonyms: 1-Amino-3-(1-naphthalenyloxy)-2-propanol Hydrochloride; 1-Amino-3-(α-naphthyloxy)propan-2-ol Hydrochloride; (+/-)-Desisopropylpropranolol Hydrochloride; (+/-)-Norpropranolol Hydrochloride; N-Deisopropylpropranolol Hydrochloride; N-Desisopropylpropranolol Hydrochloride; Nor Propranolol Hydrochloride

Database IDs

• CAS Number: 62618-09-1
• PubChem SID: 164231616
• PubChem CID: 2793805

CALCULATED PROPERTIES

• Acid pKa: 14.095907
• H Acceptors: 3
• H Donor: 2
• LogD (pH = 5.5): -1.5897282
• LogD (pH = 7.4): -0.5151377
• Log P: 1.3777325
• Molar Refractivity: 62.8837 cm^3
• Polarizability: 26.225447 Å^3
• Polar Surface Area: 55.48 Å^2
• Rotatable Bonds: 4
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: DMSO; Methanol
• Apperance: Off-White to Light Beige Solid
• Melting Point: 208-210°C

Safety Information

• Storage Condition: Refrigerator

DETAILS

Toronto Research Chemicals - N825600

The main metabolite of Propranolol (P831800).

REFERENCES

• Walle, T., et al.: Drug Metab. Dispos., 19, 448 (1991)
• Landers, J., et al.: Anal. Chem., 64, 2846 (1991)