ethyl 1-methyl-4-phenylpiperidine-4-carboxylate hydrochloride

• ChemBase ID: 132036
• Molecular Formular: C15H22ClNO2
• Molecular Mass: 283.79368
• Monoisotopic Mass: 283.13390663
• SMILES: CCOC(=O)C1(CCN(CC1)C)c1ccccc1.Cl
• Canonical SMILES: CCOC(=O)C1(CCN(CC1)C)c1ccccc1.Cl
• InChI: InChI=1S/C15H21NO2.ClH/c1-3-18-14(17)15(9-11-16(2)12-10-15)13-7-5-4-6-8-13;/h4-8H,3,9-12H2,1-2H3;1H
• InChIKey: WCNLCIJMFAJCPX-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: ethyl 1-methyl-4-phenylpiperidine-4-carboxylate hydrochloride
• IUPAC Traditional name: meperidine hydrochloride
• Synonyms: 1-Methyl-4-phenyl-4-piperidinecarboxylic Acid Ethyl Ester Hydrochloride; 1-Methyl-4-phenyl-isonipecotic Acid Ethyl Ester Hydrochloride; (+/-)-Pethidine Hydrochloride; Algil; Alodan; Antiduol; Centralgin; Demerol Hydrochloride; Dispadol; Dolantal; Dolantin; Dolaren; Dolargan; Dolcontral; Dolestine; Dolin; Dolosal; Dolsin; Ethyl 1-Methyl-4-phenylpiperidine-4-carboxylate Hydrochloride; Lidol; Mefedina; Mialgin; Meperidine Hydrochloride; 1-Methyl-4-phenylpiperidine-4-carboxylic acid ethyl ester hydrochloride; Pethidine hydrochloride; Meperidine hydrochloride; 哌替啶 盐酸盐

Database IDs

• CAS Number: 50-13-5
• EC Number: 200-013-3
• MDL Number: MFCD00058210
• PubChem SID: 162226313; 24896799
• PubChem CID: 5750

CALCULATED PROPERTIES

• H Acceptors: 2
• H Donor: 0
• LogD (pH = 5.5): -0.14636338
• LogD (pH = 7.4): 1.627321
• Log P: 2.4558003
• Molar Refractivity: 72.4837 cm^3
• Polarizability: 28.46522 Å^3
• Polar Surface Area: 29.54 Å^2
• Rotatable Bonds: 4
• Lipinski's Rule of Five: true

PROPERTIES

Safety Information

• RTECS: NS5950000
• European Hazard Symbols: Toxic (T)
• UN Number: 2811
• German water hazard class: 3
• Hazard Class: 6.1
• Packing Group: 3
• Risk Statements: 25
• Safety Statements: 26-36/37/39-45
• GHS Pictograms: GHS06
• GHS Signal Word: Danger
• GHS Hazard statements: H301
• GHS Precautionary statements: P301 + P310
• Personal Protective Equipment: Eyeshields, Faceshields, Gloves, type P2 (EN 143) respirator cartridges
• RID/ADR: UN 2811 6.1/PG 3
• Drug Control: USDEA Schedule II; Home Office Schedule 2; stupéfiant; kontrollierte Droge in Deutschland; regulated under CDSA - not available from Sigma-Aldrich Canada

DETAILS

Sigma Aldrich - M3142

Biochem/physiol Actions
Phenylpiperidine analgesic; sedative; μ opioid receptor agonist with greater κ opioid receptor agonist activity than morphine.

Toronto Research Chemicals - M223900

Analgesic; sedative; anesthetic.Controlled substance (opiate).

REFERENCES

• DeRossi, R., et al.: Vet. J., 178, 294 (2008)
• Hoecker, J., et al.: Anesthesiol., 109, 95 (2008)
• Fliri, A., et al.: J. Med. Chem., 52, 8038 (2008)