4-[4-(4-chlorophenyl)-1,2,3,6-tetrahydropyridin-1-yl]-N,N-dimethyl-2,2-diphenylbutanamide

• ChemBase ID: 165650
• Molecular Formular: C29H31ClN2O
• Molecular Mass: 459.02224
• Monoisotopic Mass: 458.2124913
• SMILES: c1c(ccc(c1)C1=CCN(CC1)CCC(c1ccccc1)(C(=O)N(C)C)c1ccccc1)Cl
• Canonical SMILES: Clc1ccc(cc1)C1=CCN(CC1)CCC(C(=O)N(C)C)(c1ccccc1)c1ccccc1
• InChI: InChI=1S/C29H31ClN2O/c1-31(2)28(33)29(25-9-5-3-6-10-25,26-11-7-4-8-12-26)19-22-32-20-17-24(18-21-32)23-13-15-27(30)16-14-23/h3-17H,18-22H2,1-2H3
• InChIKey: UUHAGHSPKICYQY-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 4-[4-(4-chlorophenyl)-1,2,3,6-tetrahydropyridin-1-yl]-N,N-dimethyl-2,2-diphenylbutanamide
• IUPAC Traditional name: 4-[4-(4-chlorophenyl)-3,6-dihydro-2H-pyridin-1-yl]-N,N-dimethyl-2,2-diphenylbutanamide
• Synonyms: 4-(4-Chlorophenyl)-3,6-dihydro-N,N-dimethyl-α,α-diphenyl-1(2H)-pyridinebutanamide; Dehydro Loperamide

Database IDs

• CAS Number: 61299-42-1
• PubChem SID: 162259783
• PubChem CID: 15234083

CALCULATED PROPERTIES

• H Acceptors: 2
• H Donor: 0
• LogD (pH = 5.5): 2.655827
• LogD (pH = 7.4): 4.1129375
• Log P: 5.96514
• Molar Refractivity: 138.5741 cm^3
• Polarizability: 53.51022 Å^3
• Polar Surface Area: 23.55 Å^2
• Rotatable Bonds: 7
• Lipinski's Rule of Five: false

PROPERTIES

Physical Property

• Solubility: Chloroform; Methanol
• Apperance: Off-White to Pale Yellow Solid
• Melting Point: 127-128°C

Safety Information

• Storage Condition: Refrigerator

DETAILS

Toronto Research Chemicals - D229695

Loperamide (L469450) impurity.

REFERENCES

• Daly, J., et al.: Biochem. Pharmacol., 50, 1187 (1995)
• Butelman, E., et al.: J. Pharmacol. Exp. Ther., 311, 155 (1995)
• Hu, H., et al.: J. Biol. Chem., 279, 35741 (1995)