8-{2-hydroxy-3-[(propan-2-yl)amino]propoxy}naphthalen-2-ol

• ChemBase ID: 171213
• Molecular Formular: C16H21NO3
• Molecular Mass: 275.34284
• Monoisotopic Mass: 275.15214354
• SMILES: c1c(ccc2c1c(ccc2)OCC(CNC(C)C)O)O
• Canonical SMILES: OC(COc1cccc2c1cc(O)cc2)CNC(C)C
• InChI: InChI=1S/C16H21NO3/c1-11(2)17-9-14(19)10-20-16-5-3-4-12-6-7-13(18)8-15(12)16/h3-8,11,14,17-19H,9-10H2,1-2H3
• InChIKey: ZAVISZICVBECEV-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 8-{2-hydroxy-3-[(propan-2-yl)amino]propoxy}naphthalen-2-ol
• IUPAC Traditional name: 8-[2-hydroxy-3-(isopropylamino)propoxy]naphthalen-2-ol
• Synonyms: 8-[2-Hydroxy-3-[(1-methylethyl)amino]propoxy]-2-naphthalenol; (+/-)-8-[2-Hydroxy-3-[(1-methylethyl)amino]propoxy]-2-naphthalenol; rac 7-Hydroxy Propranolol

Database IDs

• CAS Number: 81907-81-5
• PubChem SID: 164227123
• PubChem CID: 9993547

CALCULATED PROPERTIES

• Polarizability: 32.327293 Å^3
• Polar Surface Area: 61.72 Å^2
• Rotatable Bonds: 6
• Lipinski's Rule of Five: true
• Acid pKa: 9.364685
• H Acceptors: 4
• H Donor: 3
• LogD (pH = 5.5): -0.9099127
• LogD (pH = 7.4): 0.079191245
• Log P: 1.6491802
• Molar Refractivity: 78.8066 cm^3

PROPERTIES

Physical Property

• Solubility: DMSO; Methanol
• Apperance: White Solid
• Melting Point: 132-134°C

Safety Information

• Storage Condition: -20°C Freezer

DETAILS

Toronto Research Chemicals - H952555

A metabolite of Propranolol.

REFERENCES

• Otton, S., et al.: Br. J. Clin. Pharmacol., 30, 751 (1990)
• Fujita, S., et al.: J. Pharmacol. Exp. Ther., 264, 226 (1990)
• Bichara, N., et al.: Drug Metab. Dispos., 24, 112 (1990)
• Tasaki, T., et al.: J. Biochem., 123, 162 (1990)