N-[1-(2-hydroxy-2-phenylethyl)-3-methylpiperidin-4-yl]-N-phenylpropanamide

• ChemBase ID: 1354
• Molecular Formular: C23H30N2O2
• Molecular Mass: 366.4965
• Monoisotopic Mass: 366.23072821
• SMILES: OC(CN1CC(C(N(c2ccccc2)C(=O)CC)CC1)C)c1ccccc1
• Canonical SMILES: CCC(=O)N(C1CCN(CC1C)CC(c1ccccc1)O)c1ccccc1
• InChI: InChI=1S/C23H30N2O2/c1-3-23(27)25(20-12-8-5-9-13-20)21-14-15-24(16-18(21)2)17-22(26)19-10-6-4-7-11-19/h4-13,18,21-22,26H,3,14-17H2,1-2H3
• InChIKey: FRPRNNRJTCONEC-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: N-[1-(2-hydroxy-2-phenylethyl)-3-methylpiperidin-4-yl]-N-phenylpropanamide
• IUPAC Traditional name: β-hydroxy-3-methylfentanyl
• Synonyms: N-[1-(2-Hydroxy-2-phenylethyl)-3-methyl-4-piperidinyl]-N-phenylpropanamide; β-Hydroxy-3-methylfentanyl; F 7302; Ohmefentanyl; Beta-hydroxy-3-methylfentanyl

Database IDs

• CAS Number: 78995-14-9
• PubChem SID: 46507925; 160964814
• PubChem CID: 62279

CALCULATED PROPERTIES

JChem

• Acid pKa: 14.111604
• H Acceptors: 3
• H Donor: 1
• LogD (pH = 5.5): 0.42469302
• LogD (pH = 7.4): 2.1567266
• Log P: 3.375826
• Molar Refractivity: 109.1064 cm^3
• Polarizability: 42.808525 Å^3
• Polar Surface Area: 43.78 Å^2
• Rotatable Bonds: 6
• Lipinski's Rule of Five: true

ALOGPS 2.1

• Log P: 3.12
• LOG S: -3.63
• Solubility (Water): 8.65e-02 g/l

PROPERTIES

Physical Property

• Solubility: Chloroform; Methanol
• Apperance: White to Off-White Semi-Solid

Safety Information

• Storage Condition: -20°C Freezer

DETAILS

DrugBank - DB01570

Drug information: illicit; experimental

Toronto Research Chemicals - O415000

A prodrug opioid. A Fentanyl analog.Controlled Substance.

REFERENCES

• Suzuki, T., et al.: Brain Res., 602, 45 (1993)
• Wang, Z., et al.: J. Med. Chem., 38, 3652 (1993)
• Nestler, E., et al.: Science, 292, 2266 (1993)
• Bisaga, A., et al.: Drug. Alcohol. Depen., 59, 1 (1993)