[1-benzyl-4-(phenylamino)piperidin-4-yl]methanol

• ChemBase ID: 161898
• Molecular Formular: C19H24N2O
• Molecular Mass: 296.40666
• Monoisotopic Mass: 296.1888634
• SMILES: c1ccc(cc1)NC1(CCN(CC1)Cc1ccccc1)CO
• Canonical SMILES: OCC1(CCN(CC1)Cc1ccccc1)Nc1ccccc1
• InChI: InChI=1S/C19H24N2O/c22-16-19(20-18-9-5-2-6-10-18)11-13-21(14-12-19)15-17-7-3-1-4-8-17/h1-10,20,22H,11-16H2
• InChIKey: WTOYUGZUPNQZHG-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: [1-benzyl-4-(phenylamino)piperidin-4-yl]methanol
• IUPAC Traditional name: [1-benzyl-4-(phenylamino)piperidin-4-yl]methanol
• Synonyms: 4-Anilino-1-benzyl-4-piperidinemethanol; 4-(Phenylamino)-1-(phenylmethyl)-4-piperidinemethanol; 1-Benzyl-4-phenylamino-4-(hydroxymethyl)piperidine

Database IDs

• CAS Number: 61086-04-2
• PubChem SID: 162256033
• PubChem CID: 3017230

CALCULATED PROPERTIES

• Acid pKa: 14.761995
• H Acceptors: 3
• H Donor: 2
• LogD (pH = 5.5): -0.5565981
• LogD (pH = 7.4): 1.1639754
• Log P: 2.43097
• Molar Refractivity: 92.4974 cm^3
• Polarizability: 35.407944 Å^3
• Polar Surface Area: 35.5 Å^2
• Rotatable Bonds: 5
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Chloroform; Methanol
• Apperance: Off-White to Pale Brown Solid
• Melting Point: 68-70°C

Safety Information

• Storage Condition: Refrigerator

DETAILS

Toronto Research Chemicals - B288580

An intermediate in the preparation of Alfentanil and Sufentanil Citrate

REFERENCES

• Colapret, J., et al.: J. Med. Chem., 32, 968 (1989)