N-(pyridin-2-ylmethyl)-2,5-bis(2,2,2-trifluoroethoxy)benzamide

• ChemBase ID: 177160
• Molecular Formular: C17H14F6N2O3
• Molecular Mass: 408.2950792
• Monoisotopic Mass: 408.09086164
• SMILES: c1(ccc(c(c1)C(=O)NCc1ccccn1)OCC(F)(F)F)OCC(F)(F)F
• Canonical SMILES: O=C(c1cc(OCC(F)(F)F)ccc1OCC(F)(F)F)NCc1ccccn1
• InChI: InChI=1S/C17H14F6N2O3/c18-16(19,20)9-27-12-4-5-14(28-10-17(21,22)23)13(7-12)15(26)25-8-11-3-1-2-6-24-11/h1-7H,8-10H2,(H,25,26)
• InChIKey: YCKWLOJVFNPJAW-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: N-(pyridin-2-ylmethyl)-2,5-bis(2,2,2-trifluoroethoxy)benzamide
• IUPAC Traditional name: N-(pyridin-2-ylmethyl)-2,5-bis(2,2,2-trifluoroethoxy)benzamide
• Synonyms: 2,5-Bis(2,2,2-trifluoroethoxy)-N-(2-pyridylmethyl)benzamide; N-(Pyridin-2-ylmethyl)-2,5-bis(2,2,2-trifluoroethoxy)benzamide; Flecainide Impurity; N-(2-Pyridinylmethyl)-2,5-bis(2,2,2-trifluoroethoxy)benzamide(Flecainide Impurity)

Database IDs

• CAS Number: 57415-36-8
• PubChem SID: 164233070
• PubChem CID: 93669

CALCULATED PROPERTIES

• Acid pKa: 13.543165
• H Acceptors: 4
• H Donor: 1
• LogD (pH = 5.5): 3.212715
• LogD (pH = 7.4): 3.2304533
• Log P: 3.2306848
• Molar Refractivity: 85.7932 cm^3
• Polarizability: 31.42943 Å^3
• Polar Surface Area: 60.45 Å^2
• Rotatable Bonds: 9
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Chloroform; Methanol
• Apperance: White Solid
• Melting Point: 99-101°C

Safety Information

• Storage Condition: Refrigerator

DETAILS

Toronto Research Chemicals - P991690

Flecainide impurity. A novel intermediate for the preparation of Flecainide.

REFERENCES

• Lawson, J.W., et al.: J. Pharmacol. Exp. Ther., 160, 22 (1968)
• Demarinis, R., et al.: J. Med. Chem., 29, 939 (1968)