N-[(3S,4R)-1-benzyl-3-methylpiperidin-4-yl]-N-phenyl(3,3,3-2H3)propanamide

• ChemBase ID: 161652
• Molecular Formular: C22H28N2O
• Molecular Mass: 336.47052
• Monoisotopic Mass: 336.22016353
• SMILES: C1CN(C[C@@H]([C@@H]1N(C(=O)CC)c1ccccc1)C)Cc1ccccc1
• Canonical SMILES: CCC(=O)N([C@@H]1CCN(C[C@@H]1C)Cc1ccccc1)c1ccccc1
• InChI: InChI=1S/C22H28N2O/c1-3-22(25)24(20-12-8-5-9-13-20)21-14-15-23(16-18(21)2)17-19-10-6-4-7-11-19/h4-13,18,21H,3,14-17H2,1-2H3/t18-,21+/m0/s1
• InChIKey: MSAFCEWTMBDBFQ-GHTZIAJQSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: N-[(3S,4R)-1-benzyl-3-methylpiperidin-4-yl]-N-phenyl(3,3,3-^2H₃)propanamide
• IUPAC Traditional name: N-[(3S,4R)-1-benzyl-3-methylpiperidin-4-yl]-N-phenyl(3,3,3-^2H₃)propanamide
• Synonyms: (+/-)-cis-N-[2-Methyl-1-(phenylmethyl)-4-piperidinyl]-N-phenyl-propanamide-d3; rac-cis-1-Benzyl-2-methyl-4-(N-propananilido)piperidine-d3

Database IDs

• CAS Number: 1246816-69-2
• PubChem SID: 162255787
• PubChem CID: 71313861

CALCULATED PROPERTIES

• H Acceptors: 2
• H Donor: 0
• LogD (pH = 5.5): 0.92838967
• LogD (pH = 7.4): 2.6088927
• Log P: 4.0061607
• Molar Refractivity: 103.1439 cm^3
• Polarizability: 40.377235 Å^3
• Polar Surface Area: 23.55 Å^2
• Rotatable Bonds: 5
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Apperance: Dark Syrup

DETAILS

Toronto Research Chemicals - B285717

Intermediate in the production of labelled fentanyl analogs

REFERENCES

• Riley, T., et al.: J. Pharm. Sci., 62, 983 (1973)