3-hydroxy-N-(2H5)phenyl-N-(piperidin-4-yl)propanamide

• ChemBase ID: 171007
• Molecular Formular: C14H20N2O2
• Molecular Mass: 248.3208
• Monoisotopic Mass: 248.15247789
• SMILES: C1CNCCC1N(c1ccccc1)C(=O)CCO
• Canonical SMILES: OCCC(=O)N(c1ccccc1)C1CCNCC1
• InChI: InChI=1S/C14H20N2O2/c17-11-8-14(18)16(12-4-2-1-3-5-12)13-6-9-15-10-7-13/h1-5,13,15,17H,6-11H2
• InChIKey: ODJQWAPHOXFBAG-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 3-hydroxy-N-(^2H₅)phenyl-N-(piperidin-4-yl)propanamide
• IUPAC Traditional name: 3-hydroxy-N-(^2H₅)phenyl-N-(piperidin-4-yl)propanamide
• Synonyms: 3-Hydroxy-N-(phenyl-d5)-N-4-piperidinylpropanamide; ω-Hydroxy Norfentanyl-d5

Database IDs

• PubChem SID: 164226917
• PubChem CID: 71749221

CALCULATED PROPERTIES

• Acid pKa: 15.767782
• H Acceptors: 3
• H Donor: 2
• LogD (pH = 5.5): -3.0815613
• LogD (pH = 7.4): -2.3957691
• Log P: 0.13854513
• Molar Refractivity: 70.5949 cm^3
• Polarizability: 27.69539 Å^3
• Polar Surface Area: 52.57 Å^2
• Rotatable Bonds: 4
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Chloroform; Methanol
• Apperance: Light Tan Solid
• Melting Point: 137-140°C

Safety Information

• Storage Condition: -20°C Freezer

DETAILS

Toronto Research Chemicals - H948807

A labelled metabolite of Fentanyl (F275000). Controlled substance.

REFERENCES

• de Waziers, I., et al.: J. Pharmacol. Exp. Ther., 253, 387 (1990)
• Vickers, A., et al.: Drug Metab. Dispos., 20, 802 (1990)
• Paine, M., et al.: Clin. Pharmacol. Ther., 60, 14 (1990)