ethyl 1-(3-hydroxy-3-phenylpropyl)-4-phenylpiperidine-4-carboxylate hydrochloride

• ChemBase ID: 176486
• Molecular Formular: C23H30ClNO3
• Molecular Mass: 403.9422
• Monoisotopic Mass: 403.19142151
• SMILES: C1C(CCN(C1)CCC(c1ccccc1)O)(C(=O)OCC)c1ccccc1.Cl
• Canonical SMILES: CCOC(=O)C1(CCN(CC1)CCC(c1ccccc1)O)c1ccccc1.Cl
• InChI: InChI=1S/C23H29NO3.ClH/c1-2-27-22(26)23(20-11-7-4-8-12-20)14-17-24(18-15-23)16-13-21(25)19-9-5-3-6-10-19;/h3-12,21,25H,2,13-18H2,1H3;1H
• InChIKey: HGEAGOBQOIMDQV-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: ethyl 1-(3-hydroxy-3-phenylpropyl)-4-phenylpiperidine-4-carboxylate hydrochloride
• IUPAC Traditional name: phenoperidine hydrochloride
• Synonyms: 1-(3-Hydroxy-3-phenylpropyl)-4-phenyl-4-piperidinecarboxylic Acid Ethyl Ester Hydrochloride; 1-(3-Hydroxy-3-phenylpropyl)-4-phenylisonipecotic Acid Ethyl Ester Hydrochloride; 3-(4-Carbethoxy-4-phenylpiperidino)-1-phenyl-1-propanol Hydrochloride; Lealgin; Operidine; Phenoperidine Hydrochloride

Database IDs

• CAS Number: 3627-49-4
• PubChem SID: 164232396
• PubChem CID: 19260

CALCULATED PROPERTIES

• Acid pKa: 14.443497
• H Acceptors: 3
• H Donor: 1
• LogD (pH = 5.5): 0.6413684
• LogD (pH = 7.4): 2.3679214
• Log P: 3.6098983
• Molar Refractivity: 107.9242 cm^3
• Polarizability: 42.36591 Å^3
• Polar Surface Area: 49.77 Å^2
• Rotatable Bonds: 8
• Lipinski's Rule of Five: true

DETAILS

Toronto Research Chemicals - P317200

Analgesic (narcotic). Controlled substance (opiate).

REFERENCES

• Janssen, E., et al.: J. Med. Pharm. Chem., 2, 31 (1960)