{2-hydroxy-3-[(5-methoxynaphthalen-1-yl)oxy]propyl}(propan-2-yl)amine hydrochloride

• ChemBase ID: 172752
• Molecular Formular: C17H24ClNO3
• Molecular Mass: 325.83036
• Monoisotopic Mass: 325.14447131
• SMILES: c1ccc(c2c1c(ccc2)OCC(CNC(C)C)O)OC.Cl
• Canonical SMILES: COc1cccc2c1cccc2OCC(CNC(C)C)O.Cl
• InChI: InChI=1S/C17H23NO3.ClH/c1-12(2)18-10-13(19)11-21-17-9-5-6-14-15(17)7-4-8-16(14)20-3;/h4-9,12-13,18-19H,10-11H2,1-3H3;1H
• InChIKey: FEWDJEPNDLNVLJ-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: {2-hydroxy-3-[(5-methoxynaphthalen-1-yl)oxy]propyl}(propan-2-yl)amine hydrochloride
• IUPAC Traditional name: {2-hydroxy-3-[(5-methoxynaphthalen-1-yl)oxy]propyl}(isopropyl)amine hydrochloride
• Synonyms: 1-[(5-Methoxy-1-naphthalenyl)oxy]-3-[(1-methylethyl)amino]-2-propanol Hydrochloride; 1-(Isopropylamino)-3-[(5-methoxy-1-naphthyl)oxy]-2-propanol Hydrochloride; 5-Methoxy Propranolol Hydrochloride

Database IDs

• CAS Number: 14133-98-3
• PubChem SID: 164228662
• PubChem CID: 71750008

CALCULATED PROPERTIES

• Acid pKa: 14.08793
• H Acceptors: 4
• H Donor: 2
• LogD (pH = 5.5): -0.7672071
• LogD (pH = 7.4): 0.20078613
• Log P: 2.4260247
• Molar Refractivity: 83.2889 cm^3
• Polarizability: 34.251045 Å^3
• Polar Surface Area: 50.72 Å^2
• Rotatable Bonds: 7
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Chloroform
• Apperance: Pale Brown Solid

DETAILS

Toronto Research Chemicals - M226450

Protected Propranolol metabolite.

REFERENCES

• Oatis, J., et al.: J. Med. Chem., 24, 309 (1981)