3-hydroxy-N-(2H5)phenyl-N-[1-(2-phenylethyl)piperidin-4-yl]propanamide

• ChemBase ID: 170202
• Molecular Formular: C22H28N2O2
• Molecular Mass: 352.46992
• Monoisotopic Mass: 352.21507815
• SMILES: C1CN(CCC1N(c1ccccc1)C(=O)CCO)CCc1ccccc1
• Canonical SMILES: OCCC(=O)N(c1ccccc1)C1CCN(CC1)CCc1ccccc1
• InChI: InChI=1S/C22H28N2O2/c25-18-14-22(26)24(20-9-5-2-6-10-20)21-12-16-23(17-13-21)15-11-19-7-3-1-4-8-19/h1-10,21,25H,11-18H2
• InChIKey: BXGSQUNMZMHPKS-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 3-hydroxy-N-(^2H₅)phenyl-N-[1-(2-phenylethyl)piperidin-4-yl]propanamide
• IUPAC Traditional name: 3-hydroxy-N-(^2H₅)phenyl-N-[1-(2-phenylethyl)piperidin-4-yl]propanamide
• Synonyms: 3-Hydroxy-N-phenyl-N-[1-(2-phenylethyl)-4-piperidinyl]propanamide-d5; ω-Hydroxy Fentanyl-d5

Database IDs

• PubChem SID: 164226112
• PubChem CID: 71748859

CALCULATED PROPERTIES

• Acid pKa: 15.767781
• H Acceptors: 3
• H Donor: 1
• LogD (pH = 5.5): -0.5333856
• LogD (pH = 7.4): 1.1521307
• Log P: 2.5347273
• Molar Refractivity: 105.2572 cm^3
• Polarizability: 40.913914 Å^3
• Polar Surface Area: 43.78 Å^2
• Rotatable Bonds: 7
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Chloroform; Methanol
• Apperance: Pale Yellow Solid
• Melting Point: 125-127°C

Safety Information

• Storage Condition: Controlled Substance, -20°C Freezer

DETAILS

Toronto Research Chemicals - H825302

Labelled Fentanyl metabolite.

REFERENCES

• Labroo, R., et al.: Drug Metab. Disposition, 25, 1072 (1997)