1-{2-[2-(diethylamino)ethoxy]phenyl}-3-phenylpropan-1-one

• ChemBase ID: 179863
• Molecular Formular: C21H27NO2
• Molecular Mass: 325.44458
• Monoisotopic Mass: 325.20417911
• SMILES: c1(C(=O)CCc2ccccc2)c(OCCN(CC)CC)cccc1
• Canonical SMILES: CCN(CCOc1ccccc1C(=O)CCc1ccccc1)CC
• InChI: InChI=1S/C21H27NO2/c1-3-22(4-2)16-17-24-21-13-9-8-12-19(21)20(23)15-14-18-10-6-5-7-11-18/h5-13H,3-4,14-17H2,1-2H3
• InChIKey: OEGDFSLNGABBKJ-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 1-{2-[2-(diethylamino)ethoxy]phenyl}-3-phenylpropan-1-one
• IUPAC Traditional name: 1-{2-[2-(diethylamino)ethoxy]phenyl}-3-phenylpropan-1-one
• Synonyms: 1-[2-[2-(Diethylamino)ethoxy]phenyl]-3-phenyl-1-propanone; 2'-[2-(Diethylamino)ethoxy]-3-phenylpropiophenone; Etafenone

Database IDs

• CAS Number: 90-54-0
• PubChem SID: 164235773
• PubChem CID: 3275

CALCULATED PROPERTIES

• Acid pKa: 16.334568
• H Acceptors: 3
• H Donor: 0
• LogD (pH = 5.5): 1.476876
• LogD (pH = 7.4): 3.2208397
• Log P: 4.384391
• Molar Refractivity: 99.7632 cm^3
• Polarizability: 38.789623 Å^3
• Polar Surface Area: 29.54 Å^2
• Rotatable Bonds: 10
• Lipinski's Rule of Five: true

PROPERTIES

Pharmacology Properties

• Mechanism of Action: Calcium antagonist

Product Information

• Application(s): Coronary vasodilator

REFERENCES

• DiPaco, G. et al., Ann. Chim. (Rome), 1958, 1215, (synth)
• Hapke, H.J. et al., Arzneim.-Forsch., 1969, 19, 1664, (pharmacol, metab, tox)
• Flohr, H. et al., Arzneim.-Forsch., 1975, 25, 1400, (pharmacol)
• Martindale, The Extra Pharmacopoeia, 30th edn., Pharmaceutical Press, 1993, 1020
• Negwer, M., Organic-Chemical Drugs and their Synonyms, 7th edn., Akademie-Verlag, 1994, 8535, (synonyms)
• Lewis, R.J., Sax's Dangerous Properties of Industrial Materials, 8th edn., Van Nostrand Reinhold, 1992, DHS200