ethyl 1-[2-(2-hydroxyethoxy)ethyl]-4-phenyl(2,2,6,6-2H4)piperidine-4-carboxylate hydrochloride

• ChemBase ID: 168825
• 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-phenyl(2,2,6,6-^2H₄)piperidine-4-carboxylate hydrochloride
• IUPAC Traditional name: ethyl 1-[2-(2-hydroxyethoxy)ethyl]-4-phenyl(2,2,6,6-^2H₄)piperidine-4-carboxylate hydrochloride
• Synonyms: Wy 2039-d4; Etoxeridine-d4 Hydrochloride; 1-[2-(2-Hydroxyethoxy)ethyl]-4-phenyl-4-(piperidine-d4)carboxylic Acid Ethyl Ester Hydrochloride; 1-[2-(2-Hydroxyethoxy)ethyl]-4-phenylisonipecotic-d4 Acid Ethyl Ester Hydrochloride; 1-[2(2-Hydroxyethoxy)ethyl]-4-phenyl-4-(piperidine-d4) Ethylcarboxylate Hydrochloride; Atenos-d4 Hydrochloride

Database IDs

• PubChem SID: 162262957
• PubChem CID: 71316695

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: 35.300144 Å^3
• Polar Surface Area: 59.0 Å^2
• Rotatable Bonds: 9
• Lipinski's Rule of Five: true

DETAILS

Toronto Research Chemicals - E936802

Labelled Etoxeridine (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)