N-[(3S,4R)-3-methyl-1-(2-phenylethyl)piperidin-4-yl]-N-phenyl(3,3,3-2H3)propanamide hydrochloride

• ChemBase ID: 172612
• Molecular Formular: C23H31ClN2O
• Molecular Mass: 386.95804
• Monoisotopic Mass: 386.2124913
• SMILES: [C@H]1([C@@H](CCN(C1)CCc1ccccc1)N(c1ccccc1)C(=O)CC)C.Cl
• Canonical SMILES: CCC(=O)N([C@@H]1CCN(C[C@@H]1C)CCc1ccccc1)c1ccccc1.Cl
• InChI: InChI=1S/C23H30N2O.ClH/c1-3-23(26)25(21-12-8-5-9-13-21)22-15-17-24(18-19(22)2)16-14-20-10-6-4-7-11-20;/h4-13,19,22H,3,14-18H2,1-2H3;1H/t19-,22+;/m0./s1
• InChIKey: GQIWDGKLQJBQJU-MGBOEYOKSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: N-[(3S,4R)-3-methyl-1-(2-phenylethyl)piperidin-4-yl]-N-phenyl(3,3,3-^2H₃)propanamide hydrochloride
• IUPAC Traditional name: N-[(3S,4R)-3-methyl-1-(2-phenylethyl)piperidin-4-yl]-N-phenyl(3,3,3-^2H₃)propanamide hydrochloride
• Synonyms: cis-N-[(3R,4S)-3-Methyl-1-(2-phenylethyl)-4-piperidinyl]-N-phenylpropanamide Hydrochloride; cis-3-Methylfentanyl Hydrochloride; MCV 4522; NIH 10456; cis-Mefentanyl-d3 Hydrochloride Salt

Database IDs

• PubChem SID: 164228522
• PubChem CID: 71749939

CALCULATED PROPERTIES

• H Acceptors: 2
• H Donor: 0
• LogD (pH = 5.5): 1.055677
• LogD (pH = 7.4): 2.609922
• Log P: 4.294822
• Molar Refractivity: 107.8989 cm^3
• Polarizability: 42.146515 Å^3
• Polar Surface Area: 23.55 Å^2
• Rotatable Bonds: 6
• Lipinski's Rule of Five: true

DETAILS

Toronto Research Chemicals - M205507

The labelled cis-isomer of Mefentanyl; an opiate.Controlled substance.

REFERENCES

• Riley, T.N., et al.: J. Pharm. Sci., 62, 983 (1973)
• Gillespie, T.J., et al.: J. Anal. Toxicol., 6, 139 (1973)