ethyl 4-phenyl-1-[3-(phenylamino)propyl]piperidine-4-carboxylate

• ChemBase ID: 130430
• Molecular Formular: C23H30N2O2
• Molecular Mass: 366.4965
• Monoisotopic Mass: 366.23072821
• SMILES: O=C(OCC)C1(c2ccccc2)CCN(CCCNc2ccccc2)CC1
• Canonical SMILES: CCOC(=O)C1(CCN(CC1)CCCNc1ccccc1)c1ccccc1
• InChI: InChI=1S/C23H30N2O2/c1-2-27-22(26)23(20-10-5-3-6-11-20)14-18-25(19-15-23)17-9-16-24-21-12-7-4-8-13-21/h3-8,10-13,24H,2,9,14-19H2,1H3
• InChIKey: PXXKIYPSXYFATG-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: ethyl 4-phenyl-1-[3-(phenylamino)propyl]piperidine-4-carboxylate
• IUPAC Traditional name: piminodine
• Synonyms: Piminodine; 4-Phenyl-1-[3-(phenylamino)propyl]-4-piperidinecarboxylic Acid Ethyl Ester Hydrochloride; 1-(3-Anilinopropyl)-4-phenylisonipecotic Acid Ethyl Ester Dihydrochloride; Anopridine Dihydrochloride; Cimadon Dihydrochloride; Pimadin Dihydrochloride; Pimadine Dihydrochloride; Piminodine Dihydrochloride

Database IDs

• CAS Number: 13495-09-5; 113862-30-9
• PubChem SID: 162224709
• PubChem CID: 21950
• Chemspider ID: 20628
• Unique Ingredient Identifier: 3IIX447HWS
• Wikipedia Title: Piminodine

CALCULATED PROPERTIES

• H Acceptors: 3
• H Donor: 1
• LogD (pH = 5.5): 0.8738066
• LogD (pH = 7.4): 2.6222994
• Log P: 3.7902591
• Molar Refractivity: 111.6319 cm^3
• Polarizability: 42.90391 Å^3
• Polar Surface Area: 41.57 Å^2
• Rotatable Bonds: 9
• Lipinski's Rule of Five: true

PROPERTIES

Pharmacology Properties

• Legal Status: Schedule II (US)

DETAILS

Toronto Research Chemicals - P446700

Analgesic (narcotic). A new anticurare and analeptic drug use in anesthesia.Controlled substance (opiate).

REFERENCES

• Pearl, J., et al.: J. Pharmacol. Exp. Therap., 160, 217 (1968)