(4-{2-hydroxy-3-[(propan-2-yl)amino]propoxy}naphthalen-1-yl)oxidanesulfonic acid

• ChemBase ID: 171211
• Molecular Formular: C16H21NO6S
• Molecular Mass: 355.40604
• Monoisotopic Mass: 355.1089584
• SMILES: c1ccc2c(c1)c(ccc2OS(=O)(=O)O)OCC(CNC(C)C)O
• Canonical SMILES: OC(COc1ccc(c2c1cccc2)OS(=O)(=O)O)CNC(C)C
• InChI: InChI=1S/C16H21NO6S/c1-11(2)17-9-12(18)10-22-15-7-8-16(23-24(19,20)21)14-6-4-3-5-13(14)15/h3-8,11-12,17-18H,9-10H2,1-2H3,(H,19,20,21)
• InChIKey: ODCKICSDIPVTRM-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (4-{2-hydroxy-3-[(propan-2-yl)amino]propoxy}naphthalen-1-yl)oxidanesulfonic acid
• IUPAC Traditional name: {4-[2-hydroxy-3-(isopropylamino)propoxy]naphthalen-1-yl}oxidanesulfonic acid
• Synonyms: 4-[2-Hydroxy-3-[(1-methylethyl)amino]propoxy]-1-naphthalenol 1-Hydrogen Sulfate; rac 4'-Hydroxy Propranolol Sulfate

Database IDs

• CAS Number: 87075-33-0
• PubChem SID: 164227121
• PubChem CID: 135862

CALCULATED PROPERTIES

• Acid pKa: -1.9225916
• H Acceptors: 6
• H Donor: 3
• LogD (pH = 5.5): 0.5863694
• LogD (pH = 7.4): 0.5842137
• Log P: 0.58639556
• Molar Refractivity: 88.7984 cm^3
• Polarizability: 37.0029 Å^3
• Polar Surface Area: 105.09 Å^2
• Rotatable Bonds: 8
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Dimethyl Sulfoxide; Water
• Apperance: Off-White Solid
• Melting Point: 176-178°C

Safety Information

• Storage Condition: -20°C Freezer

DETAILS

Toronto Research Chemicals - H952550

A major non-β-blocking propranolol metabolite in man.

REFERENCES

• Fitzgerald, J.D., et al.: J. Pharmacol., 43, 222 (1971)
• Hoffmann, K.-J., et al.: Drug. Metab. Dispos., 10, 173, 1982