ethyl 4-phenyl(2,2,6,6-2H4)piperidine-4-carboxylate hydrochloride

• ChemBase ID: 175677
• Molecular Formular: C14H20ClNO2
• Molecular Mass: 269.7671
• Monoisotopic Mass: 269.11825657
• SMILES: C1C(CCNC1)(C(=O)OCC)c1ccccc1.Cl
• Canonical SMILES: CCOC(=O)C1(CCNCC1)c1ccccc1.Cl
• InChI: InChI=1S/C14H19NO2.ClH/c1-2-17-13(16)14(8-10-15-11-9-14)12-6-4-3-5-7-12;/h3-7,15H,2,8-11H2,1H3;1H
• InChIKey: BBWMASBANDIFMV-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: ethyl 4-phenyl(2,2,6,6-^2H₄)piperidine-4-carboxylate hydrochloride
• IUPAC Traditional name: ethyl 4-phenyl(2,2,6,6-^2H₄)piperidine-4-carboxylate hydrochloride
• Synonyms: 4-Phenyl-4-piperidinecarboxylic-d4 Acid Ethyl Ester Hydrochloride; 4-Phenylisonipecotic Acid-d4 Ethyl Ester Hydrochloride; Normeperidine-d4 Hydrochloride

Database IDs

• PubChem SID: 164231587
• PubChem CID: 71751225

CALCULATED PROPERTIES

• H Acceptors: 2
• H Donor: 1
• LogD (pH = 5.5): -1.0700386
• LogD (pH = 7.4): 0.15619652
• Log P: 2.0727525
• Molar Refractivity: 67.189 cm^3
• Polarizability: 26.621456 Å^3
• Polar Surface Area: 38.33 Å^2
• Rotatable Bonds: 4
• Lipinski's Rule of Five: true

DETAILS

Toronto Research Chemicals - N718502

A labelled metabolite of Meperidine HCl (M223900).

REFERENCES

• Gilbert, P.E., et al.: J. Pharmacol. Exp. Ther., 192, 538 (1975)
• Leroux., et al.: Gen. Comp. Endocrinol., 46, 13 (1975)
• Anon., et al.: J. Med. Chem., 42, 44380 (1975)