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

• ChemBase ID: 176405
• Molecular Formular: C19H21N3
• Molecular Mass: 297.34606903
• Monoisotopic Mass: 297.19367672
• SMILES: [13cH]1[13cH][13cH][13c]([13cH][13cH]1)NC1(CCN(CC1)Cc1ccccc1)C#N
• Canonical SMILES: N#CC1(CCN(CC1)Cc1ccccc1)N[13c]1[13cH][13cH][13cH][13cH][13cH]1
• InChI: InChI=1S/C19H21N3/c20-16-19(21-18-9-5-2-6-10-18)11-13-22(14-12-19)15-17-7-3-1-4-8-17/h1-10,21H,11-15H2/i2+1,5+1,6+1,9+1,10+1,18+1
• InChIKey: AYYPQRMTCMCFSL-WGIVQRENSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 1-benzyl-4-{[(1,2,3,4,5,6-^1^3C₆)phenyl]amino}piperidine-4-carbonitrile
• IUPAC Traditional name: 1-benzyl-4-[(1,2,3,4,5,6-^1^3C₆)phenylamino]piperidine-4-carbonitrile
• Synonyms: 1-Benzyl-4-[(phenyl-13C6)-amino]piperidine-4-carbonitrile; 1-Benzyl-4-cyano-4-(anilino-13C6)piperidine; 4-(Anilino-13C6)-4-cyano-1-benzylpiperidine; NSC 73005-13C6; 4-(Phenylamino]-1-benzyl-4-piperidinecarbonitrile-13C6

Database IDs

• PubChem SID: 164232315
• PubChem CID: 45040220

CALCULATED PROPERTIES

• Acid pKa: 13.87807
• H Acceptors: 3
• H Donor: 1
• LogD (pH = 5.5): 0.6425771
• LogD (pH = 7.4): 2.382674
• Log P: 2.9613826
• Molar Refractivity: 91.4192 cm^3
• Polarizability: 34.633053 Å^3
• Polar Surface Area: 39.06 Å^2
• Rotatable Bonds: 4
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Chloroform; Dichloromethane; Dimethyl Sulfoxide; Methanol
• Apperance: Beige Solid

DETAILS

Toronto Research Chemicals - P307482

Used as modulators of muscarinic receptors for treatment of CNS disorders.

REFERENCES

• Coghlan, M., et al.: J. Med. Chem., 44, 1627 (2001)
• Ashcroft, F., et al.: J. Clin. Invest., 115, 2047 (2001)
• Bryan, J., et al.: Curr. Pharm. Des., 11, 2699 (2001)