methyl 1-benzyl-4-{[(1,2,3,4,5,6-13C6)phenyl]amino}piperidine-4-carboxylate

• ChemBase ID: 176410
• Molecular Formular: C20H24N2O2
• Molecular Mass: 330.37268903
• Monoisotopic Mass: 330.20390705
• SMILES: [13cH]1[13cH][13cH][13c]([13cH][13cH]1)NC1(CCN(CC1)Cc1ccccc1)C(=O)OC
• Canonical SMILES: COC(=O)C1(CCN(CC1)Cc1ccccc1)N[13c]1[13cH][13cH][13cH][13cH][13cH]1
• InChI: InChI=1S/C20H24N2O2/c1-24-19(23)20(21-18-10-6-3-7-11-18)12-14-22(15-13-20)16-17-8-4-2-5-9-17/h2-11,21H,12-16H2,1H3/i3+1,6+1,7+1,10+1,11+1,18+1
• InChIKey: NPNNCHCGYDKUTA-WJVBWBTCSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: methyl 1-benzyl-4-{[(1,2,3,4,5,6-^1^3C₆)phenyl]amino}piperidine-4-carboxylate
• IUPAC Traditional name: methyl 1-benzyl-4-[(1,2,3,4,5,6-^1^3C₆)phenylamino]piperidine-4-carboxylate
• Synonyms: Methyl 4-(Phenyl-13C6)amino]-1-benzyl-4-piperidinecarboxylate; 4-(Phenyl-13C6-amino]-1-benzyl-4-piperidinecarboxylic Acid Methyl Ester

Database IDs

• PubChem SID: 164232320
• PubChem CID: 45040223

CALCULATED PROPERTIES

• Acid pKa: 14.105471
• H Acceptors: 3
• H Donor: 1
• LogD (pH = 5.5): 0.57762563
• LogD (pH = 7.4): 2.3422966
• Log P: 3.0493276
• Molar Refractivity: 97.209 cm^3
• Polarizability: 37.36844 Å^3
• Polar Surface Area: 41.57 Å^2
• Rotatable Bonds: 6
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Chloroform; Dichloromethane; Dimethyl Sulfoxide; Ethyl Acetate; Methanol
• Apperance: Light-Yellow Oil

DETAILS

Toronto Research Chemicals - P307502

Labelled Remifentanil derivative.

REFERENCES

• James, M.K., et al.: J. Pharmacol. Exp. Ther., 259, 712 (1991)
• Hoffman, W.E., et al.: Anesthesiology, 79, 107 (1991)
• Selinger, K., et al.: J. Pharm. Biomed. Anal., 12, 243 (1991)
• Richardson, T.D., et al.: Expert Opin. Drug Saf., 4, 643 (1991)