N-(piperidin-2-ylmethyl)-2,5-bis(2,2,2-trifluoroethoxy)(2H3)benzamide

• ChemBase ID: 168997
• Molecular Formular: C17H20F6N2O3
• Molecular Mass: 414.3427192
• Monoisotopic Mass: 414.13781183
• 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/C17H20F6N2O3/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/h4-5,7,11,24H,1-3,6,8-10H2,(H,25,26)
• InChIKey: DJBNUMBKLMJRSA-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: N-(piperidin-2-ylmethyl)-2,5-bis(2,2,2-trifluoroethoxy)(^2H₃)benzamide
• IUPAC Traditional name: N-(piperidin-2-ylmethyl)-2,5-bis(2,2,2-trifluoroethoxy)(^2H₃)benzamide
• Synonyms: N-(2-Piperidinylmethyl)-2,5-bis(2,2,2-trifluoroethoxy)benzamide-d3; (±)-Flecainide-d3; Flecaine-d3; Flecainide-d3

Database IDs

• CAS Number: 127413-31-4
• PubChem SID: 162263129
• PubChem CID: 46781583

CALCULATED PROPERTIES

• Acid pKa: 13.681352
• H Acceptors: 4
• H Donor: 2
• LogD (pH = 5.5): 4.944676E-4
• LogD (pH = 7.4): 1.0079992
• Log P: 3.1881418
• Molar Refractivity: 88.3963 cm^3
• Polarizability: 32.726273 Å^3
• Polar Surface Area: 59.59 Å^2
• Rotatable Bonds: 9
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Methanol
• Apperance: Off-White Solid
• Melting Point: 92-93°C

Safety Information

• Storage Condition: Refrigerator

DETAILS

Toronto Research Chemicals - F390002

Labelled Flecainide (F390000). Antiarrhythmic (class IC).

REFERENCES

• Hodess, A.B., et al.: J. Cardiovasc. Pharmacol., 1, 427 (1979)
• Somani, P., et al.: Clin. Pharmacol. Ther., 27, 464 (1979)
• Alessi-Severini, S., et al.: Anal. Profiles Drug Subs. Excip., 21, 169 (1992)