1-{2-[2-hydroxy-3-(propylamino)(2H5)propoxy]phenyl}-3-phenylpropan-1-one hydrochloride

• ChemBase ID: 176985
• Molecular Formular: C21H28ClNO3
• Molecular Mass: 377.90492
• Monoisotopic Mass: 377.17577144
• SMILES: c1cccc(c1C(=O)CCc1ccccc1)OCC(CNCCC)O.Cl
• Canonical SMILES: CCCNCC(COc1ccccc1C(=O)CCc1ccccc1)O.Cl
• InChI: InChI=1S/C21H27NO3.ClH/c1-2-14-22-15-18(23)16-25-21-11-7-6-10-19(21)20(24)13-12-17-8-4-3-5-9-17;/h3-11,18,22-23H,2,12-16H2,1H3;1H
• InChIKey: XWIHRGFIPXWGEF-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 1-{2-[2-hydroxy-3-(propylamino)(^2H₅)propoxy]phenyl}-3-phenylpropan-1-one hydrochloride
• IUPAC Traditional name: 1-{2-[2-hydroxy-3-(propylamino)(^2H₅)propoxy]phenyl}-3-phenylpropan-1-one hydrochloride
• Synonyms: 1-[2-[2-Hydroxy-3-(propylamino)propoxy-d5]phenyl]-3-phenyl-1-propanone Hydrochloride; 2'-[2-Hydroxy-3-(propylamino)propoxy-d5]-3-phenylpropiophenone Hydrochloride; Arythmol-d5; Pronon-d5; Rythmol-d5; Rytmonorm-d5; Propafenone-d5 Hydrochloride

Database IDs

• PubChem SID: 164232895
• PubChem CID: 71751810

CALCULATED PROPERTIES

• Acid pKa: 14.085882
• H Acceptors: 4
• H Donor: 2
• LogD (pH = 5.5): 0.34713113
• LogD (pH = 7.4): 1.3413471
• Log P: 3.5367227
• Molar Refractivity: 100.2064 cm^3
• Polarizability: 39.383038 Å^3
• Polar Surface Area: 58.56 Å^2
• Rotatable Bonds: 11
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Acetone; Ethanol; Methanol
• Apperance: White Solid
• Melting Point: 165-167°C

Safety Information

• Storage Condition: -20°C Freezer

DETAILS

Toronto Research Chemicals - P757502

Sodium channel blocker. Antiarrhythmic (class IC).

REFERENCES

• Hollmann, M., et al.: Arzneim.-Forsch., 33, 763 (1983)
• Bryson, H. M., et al.:Drugs, 45, 85 (1983)
• Rae, A. P., et al.: Am. J. Cardiol., 82, 59N (1983)