2-phenyl-2-(piperidin-2-yl)acetonitrile

• ChemBase ID: 176620
• Molecular Formular: C13H16N2
• Molecular Mass: 200.27954
• Monoisotopic Mass: 200.13134852
• SMILES: C1CCC(NC1)C(c1ccccc1)C#N
• Canonical SMILES: N#CC(c1ccccc1)C1CCCCN1
• InChI: InChI=1S/C13H16N2/c14-10-12(11-6-2-1-3-7-11)13-8-4-5-9-15-13/h1-3,6-7,12-13,15H,4-5,8-9H2
• InChIKey: YDGDHTYZTPBCLZ-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 2-phenyl-2-(piperidin-2-yl)acetonitrile
• IUPAC Traditional name: 2-phenyl-2-(piperidin-2-yl)acetonitrile
• Synonyms: α-Phenyl-2-piperidineacetonitrile

Database IDs

• CAS Number: 500780-11-0
• PubChem SID: 164232530
• PubChem CID: 18934440

CALCULATED PROPERTIES

• Acid pKa: 14.025139
• H Acceptors: 2
• H Donor: 1
• LogD (pH = 5.5): -0.019617278
• LogD (pH = 7.4): 1.675089
• Log P: 2.1669898
• Molar Refractivity: 60.9384 cm^3
• Polarizability: 23.879665 Å^3
• Polar Surface Area: 35.82 Å^2
• Rotatable Bonds: 2
• Lipinski's Rule of Five: true

DETAILS

Toronto Research Chemicals - P335995

α-Phenyl-2-piperidineacetonitrile is one of the α-aryl nitriles used as precursor for the synthesis of Verapamil, Indoprofen, Cicloprofen and Naproxen.

REFERENCES

• Kerdesky, F.A., et al.: J. Med. Chem., 34, 2158 (1991)