1-benzyl-4-[(2H10)piperidin-1-yl]piperidine-4-carboxamide

• ChemBase ID: 161436
• Molecular Formular: C18H27N3O
• Molecular Mass: 301.42648
• Monoisotopic Mass: 301.2154125
• SMILES: C(c1ccccc1)N1CCC(CC1)(N1CCCCC1)C(=O)N
• Canonical SMILES: NC(=O)C1(CCN(CC1)Cc1ccccc1)N1CCCCC1
• InChI: InChI=1S/C18H27N3O/c19-17(22)18(21-11-5-2-6-12-21)9-13-20(14-10-18)15-16-7-3-1-4-8-16/h1,3-4,7-8H,2,5-6,9-15H2,(H2,19,22)
• InChIKey: YKESGDAJVLVZAA-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 1-benzyl-4-[(^2H₁₀)piperidin-1-yl]piperidine-4-carboxamide
• IUPAC Traditional name: 1-benzyl-4-[(^2H₁₀)piperidin-1-yl]piperidine-4-carboxamide
• Synonyms: 1-Benzyl-4-carbamoyl-4-piperidinopiperidine-d10; 1-Benzyl-4-piperidino-isonipecotamide-d10; 1'-(Phenylmethyl)-[1,4'-bipiperidine]-4'-carboxamide-d10; 1'-Benzyl-1,4'-bipiperidine-4'-carboxamide-d10

Database IDs

• PubChem SID: 162255571
• PubChem CID: 71313782

CALCULATED PROPERTIES

• Acid pKa: 16.29712
• H Acceptors: 3
• H Donor: 1
• LogD (pH = 5.5): -2.8290846
• LogD (pH = 7.4): -0.17904165
• Log P: 1.6910027
• Molar Refractivity: 90.1404 cm^3
• Polarizability: 35.24044 Å^3
• Polar Surface Area: 49.57 Å^2
• Rotatable Bonds: 4
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Chloroform; Dichloromethane
• Apperance: White Solid

DETAILS

Toronto Research Chemicals - B233002

Labelled Piritramide intermediate.

REFERENCES

• van de Westeringh, C., et al.: J. Med. Chem., 7, 619 (1964)