1-{4-hydroxy-2-[2-hydroxy-3-(propylamino)propoxy]phenyl}-3-phenylpropan-1-one hydrochloride

• ChemBase ID: 171187
• Molecular Formular: C21H28ClNO4
• Molecular Mass: 393.90432
• Monoisotopic Mass: 393.17068606
• SMILES: c1cc(cc(c1C(=O)CCc1ccccc1)OCC(CNCCC)O)O.Cl
• Canonical SMILES: CCCNCC(COc1cc(O)ccc1C(=O)CCc1ccccc1)O.Cl
• InChI: InChI=1S/C21H27NO4.ClH/c1-2-12-22-14-18(24)15-26-21-13-17(23)9-10-19(21)20(25)11-8-16-6-4-3-5-7-16;/h3-7,9-10,13,18,22-24H,2,8,11-12,14-15H2,1H3;1H
• InChIKey: WKRSKHMUIJZGKZ-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 1-{4-hydroxy-2-[2-hydroxy-3-(propylamino)propoxy]phenyl}-3-phenylpropan-1-one hydrochloride
• IUPAC Traditional name: 1-{4-hydroxy-2-[2-hydroxy-3-(propylamino)propoxy]phenyl}-3-phenylpropan-1-one hydrochloride
• Synonyms: 1-[4-Hydroxy-2-[2-hydroxy-3-(propylamino)propoxy]phenl]-3-phenyl-1-propanone Hydrochloride; 4-Hydroxy Propafenone Hydrochloride

Database IDs

• CAS Number: 86383-31-5
• PubChem SID: 164227097
• PubChem CID: 45039497

CALCULATED PROPERTIES

• Acid pKa: 7.807983
• H Acceptors: 5
• H Donor: 3
• LogD (pH = 5.5): 0.24346387
• LogD (pH = 7.4): 1.6554015
• Log P: 2.0961137
• Molar Refractivity: 102.1873 cm^3
• Polarizability: 39.97473 Å^3
• Polar Surface Area: 78.79 Å^2
• Rotatable Bonds: 11
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: DMSO; Methanol
• Apperance: Pale Yellow Solid
• Melting Point: 117-119°C

Safety Information

• Storage Condition: Hygroscopic, -20°C Freezer, Under Inert Atmosphere

DETAILS

Toronto Research Chemicals - H952445

A metabolite of Propafenone.

REFERENCES

• Hege, H.G., et al.: Eur. J. Drug Metab. Pharmacokinet., 9, 41 (1984)