ethyl 4-(3-hydroxyphenyl)-1-methyl(3,3,5,5-2H4)piperidine-4-carboxylate hydrochloride

• ChemBase ID: 170725
• Molecular Formular: C15H22ClNO3
• Molecular Mass: 299.79308
• Monoisotopic Mass: 299.12882125
• SMILES: C1C(CCN(C1)C)(C(=O)OCC)c1cccc(c1)O.Cl
• Canonical SMILES: CCOC(=O)C1(CCN(CC1)C)c1cccc(c1)O.Cl
• InChI: InChI=1S/C15H21NO3.ClH/c1-3-19-14(18)15(7-9-16(2)10-8-15)12-5-4-6-13(17)11-12;/h4-6,11,17H,3,7-10H2,1-2H3;1H
• InChIKey: VQYMXCQZERHFHE-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: ethyl 4-(3-hydroxyphenyl)-1-methyl(3,3,5,5-^2H₄)piperidine-4-carboxylate hydrochloride
• IUPAC Traditional name: ethyl 4-(3-hydroxyphenyl)-1-methyl(3,3,5,5-^2H₄)piperidine-4-carboxylate hydrochloride
• Synonyms: 4-(3-Hydroxyphenyl)-1-methyl-4-(piperidine-d4)carboxylic Acid Ethyl Ester Hydrochloride; 4-(m-Hydroxyphenyl)-1-methylisonipecotic-d4 Acid Ethyl Ester Hydrochloride; Bemidone-d4 Hydrochloride; 3-Hydroxy Meperidine-d4 Hydrochloride

Database IDs

• PubChem SID: 164226635
• PubChem CID: 71749112

CALCULATED PROPERTIES

• Acid pKa: 9.431464
• H Acceptors: 3
• H Donor: 1
• LogD (pH = 5.5): -0.36005944
• LogD (pH = 7.4): 1.4046121
• Log P: 1.9648665
• Molar Refractivity: 74.4646 cm^3
• Polarizability: 29.064438 Å^3
• Polar Surface Area: 49.77 Å^2
• Rotatable Bonds: 4
• Lipinski's Rule of Five: true

DETAILS

Toronto Research Chemicals - H944782

Labelled Meperidine (Pethidine) (M223900) analogue. Analgesic (narcotic). Controlled substance (opiate).

REFERENCES

• Isbell, H., et al.: J. Pharmacol. Exp. Therap., 97, 182 (1949)