1-{2-[2-hydroxy-3-({2-hydroxy-3-[2-(3-phenylpropanoyl)phenoxy]propyl}(propyl)amino)propoxy]phenyl}-3-phenylpropan-1-one

• ChemBase ID: 176988
• Molecular Formular: C39H45NO6
• Molecular Mass: 623.7777
• Monoisotopic Mass: 623.32468817
• SMILES: c1(ccccc1C(=O)CCc1ccccc1)OCC(CN(CC(COc1c(cccc1)C(=O)CCc1ccccc1)O)CCC)O
• Canonical SMILES: CCCN(CC(COc1ccccc1C(=O)CCc1ccccc1)O)CC(COc1ccccc1C(=O)CCc1ccccc1)O
• InChI: InChI=1S/C39H45NO6/c1-2-25-40(26-32(41)28-45-38-19-11-9-17-34(38)36(43)23-21-30-13-5-3-6-14-30)27-33(42)29-46-39-20-12-10-18-35(39)37(44)24-22-31-15-7-4-8-16-31/h3-20,32-33,41-42H,2,21-29H2,1H3
• InChIKey: LSQHIGTXXXXQHQ-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 1-{2-[2-hydroxy-3-({2-hydroxy-3-[2-(3-phenylpropanoyl)phenoxy]propyl}(propyl)amino)propoxy]phenyl}-3-phenylpropan-1-one
• IUPAC Traditional name: 1-{2-[2-hydroxy-3-({2-hydroxy-3-[2-(3-phenylpropanoyl)phenoxy]propyl}(propyl)amino)propoxy]phenyl}-3-phenylpropan-1-one
• Synonyms: 1,1’-[Propyliminobis[(2-hydroxypropane-1,3-diyl)oxy-2,1-phenylene]]bis(3-phenylpropan-1-one); Propafenone Impurity G; Propafenone Dimer Impurity(Mixture of diastereomers)

Database IDs

• CAS Number: 1346603-80-2
• PubChem SID: 164232898
• PubChem CID: 71751812

CALCULATED PROPERTIES

• Acid pKa: 13.775398
• H Acceptors: 7
• H Donor: 2
• LogD (pH = 5.5): 4.770356
• LogD (pH = 7.4): 6.411152
• Log P: 6.770041
• Molar Refractivity: 181.7415 cm^3
• Polarizability: 70.973595 Å^3
• Polar Surface Area: 96.3 Å^2
• Rotatable Bonds: 20
• Lipinski's Rule of Five: false

PROPERTIES

Physical Property

• Solubility: Chloroform; Ethyl Acetate
• Apperance: Pale Yellow Oil

Safety Information

• Storage Condition: Refrigerator

DETAILS

Toronto Research Chemicals - P757520

A dimer impurity of the sodium channel blocker Propafenone (P757500).

REFERENCES

• Hollmann, M., et al.: Arzneim.-Forsch., 33, 763 (1983)
• Bryson, H. M., et al.:Drugs, 45, 85 (1983)