N-{2-[methyl(2-phenylethyl)amino]propyl}-N-phenyl(2H5)propanamide hydrochloride

• ChemBase ID: 166859
• Molecular Formular: C21H29ClN2O
• Molecular Mass: 360.92076
• Monoisotopic Mass: 360.19684124
• SMILES: Cl.C(CN(c1ccccc1)C(=O)CC)(N(CCc1ccccc1)C)C
• Canonical SMILES: CCC(=O)N(c1ccccc1)CC(N(CCc1ccccc1)C)C.Cl
• InChI: InChI=1S/C21H28N2O.ClH/c1-4-21(24)23(20-13-9-6-10-14-20)17-18(2)22(3)16-15-19-11-7-5-8-12-19;/h5-14,18H,4,15-17H2,1-3H3;1H
• InChIKey: VZAKJQPVNQBVIP-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: N-{2-[methyl(2-phenylethyl)amino]propyl}-N-phenyl(^2H₅)propanamide hydrochloride
• IUPAC Traditional name: N-{2-[methyl(2-phenylethyl)amino]propyl}-N-phenyl(^2H₅)propanamide hydrochloride
• Synonyms: N-[2-[methyl(2-phenylethyl)amino]propyl]-N-phenylpropanamide-d5 Hydrochloride; Diampromid-d5 Hydrochloride; N-[2-(Methylphenethylamino)propyl]propionanilide-d5 Hydrochloride; Diampromide-d5 Hydrochloride

Database IDs

• PubChem SID: 162260992
• PubChem CID: 71315908

CALCULATED PROPERTIES

• H Acceptors: 2
• H Donor: 0
• LogD (pH = 5.5): 1.1724204
• LogD (pH = 7.4): 2.866086
• Log P: 4.223912
• Molar Refractivity: 100.4693 cm^3
• Polarizability: 39.19371 Å^3
• Polar Surface Area: 23.55 Å^2
• Rotatable Bonds: 8
• Lipinski's Rule of Five: true

DETAILS

Toronto Research Chemicals - D416907

A labelled ring-opened analog of Fentanyl (F274990). An opioid analgesic with potency similar to morphine.

REFERENCES

• Casy, A.F. et al.: J. Pharm. Pharmacol., 19, 17 (1967)
• Dosen-Micovic, L. et al.: Elec. Conf. Heterocyc. Chem., 157 (1967)