ethyl 1-[2-(2-hydroxyethoxy)ethyl]-4-phenylpiperidine-4-carboxylate hydrochloride

• ChemBase ID: 168824
• Molecular Formular: C18H28ClNO4
• Molecular Mass: 357.87222
• Monoisotopic Mass: 357.17068606
• SMILES: C1C(CCN(C1)CCOCCO)(C(=O)OCC)c1ccccc1.Cl
• Canonical SMILES: OCCOCCN1CCC(CC1)(C(=O)OCC)c1ccccc1.Cl
• InChI: InChI=1S/C18H27NO4.ClH/c1-2-23-17(21)18(16-6-4-3-5-7-16)8-10-19(11-9-18)12-14-22-15-13-20;/h3-7,20H,2,8-15H2,1H3;1H
• InChIKey: JRYIUUNKVDIEAF-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: ethyl 1-[2-(2-hydroxyethoxy)ethyl]-4-phenylpiperidine-4-carboxylate hydrochloride
• IUPAC Traditional name: etoxeridine hydrochloride
• Synonyms: 1-[2-(2-Hydroxyethoxy)ethyl]-4-phenyl-4-piperidinecarboxylic Acid Ethyl Ester Hydrochloride; 1-[2-(2-Hydroxyethoxy)ethyl]-4-phenylisonipecotic Acid Ethyl Ester Hydrochloride; 1-[2(2-Hydroxyethoxy)ethyl]-4-phenyl-4-piperidine Ethylcarboxylate Hydrochloride; Atenos Hydrochloride; Wy 2039; Etoxeridine Hydrochloride

Database IDs

• CAS Number: 5794-23-0
• PubChem SID: 162262956
• PubChem CID: 201302

CALCULATED PROPERTIES

• Acid pKa: 15.121227
• H Acceptors: 4
• H Donor: 1
• LogD (pH = 5.5): -0.7607994
• LogD (pH = 7.4): 1.004725
• Log P: 1.7187228
• Molar Refractivity: 89.8195 cm^3
• Polarizability: 35.300133 Å^3
• Polar Surface Area: 59.0 Å^2
• Rotatable Bonds: 9
• Lipinski's Rule of Five: true

DETAILS

Toronto Research Chemicals - E936800

A piperidine derivative as a narcotic. The compound showed analgesic properties twice as intense as Morphine without secondary effects.

REFERENCES

• Morren, H., et al.: Industrie Chimique Belge, 22, 795 (1957)