N-(piperidin-2-ylmethyl)-2,5-bis(2,2,2-trifluoroethoxy)benzamide; acetic acid

• ChemBase ID: 132802
• Molecular Formular: C19H24F6N2O5
• Molecular Mass: 474.3946792
• Monoisotopic Mass: 474.1589412
• SMILES: CC(=O)O.c1cc(c(cc1OCC(F)(F)F)C(=O)NCC1CCCCN1)OCC(F)(F)F
• Canonical SMILES: O=C(c1cc(OCC(F)(F)F)ccc1OCC(F)(F)F)NCC1CCCCN1.CC(=O)O
• InChI: InChI=1S/C17H20F6N2O3.C2H4O2/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;1-2(3)4/h4-5,7,11,24H,1-3,6,8-10H2,(H,25,26);1H3,(H,3,4)
• InChIKey: RKXNZRPQSOPPRN-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: N-(piperidin-2-ylmethyl)-2,5-bis(2,2,2-trifluoroethoxy)benzamide; acetic acid
• IUPAC Traditional name: acetic acid; flecainide
• Synonyms: N-(piperidin-2-ylmethyl)-2,5-bis(2,2,2-trifluoroethoxy)benzamide; acetic acid; N-(2-Piperidylmethyl)-2,5-bis-(2,2,2-trifluoroethoxy)benzamide acetate salt; Flecainide acetate salt

Database IDs

• CAS Number: 54143-56-5
• EC Number: 258-997-5
• MDL Number: MFCD00214290
• PubChem SID: 24278440; 162227079
• PubChem CID: 41022

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: 32.706814 Å^3
• Polar Surface Area: 59.59 Å^2
• Rotatable Bonds: 9
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Melting Point: 156 - 158°C
• Hydrophobicity(logP): 4.65

Safety Information

• European Hazard Symbols: Harmful (Xn)
• German water hazard class: 3
• Risk Statements: 63-22-36/37/38
• Safety Statements: 22-26-36/37/39-46
• GHS Pictograms: GHS07; GHS08
• GHS Signal Word: Danger
• GHS Hazard statements: H302-H315-H319-H335-H360
• GHS Precautionary statements: P201-P261-P305 + P351 + P338-P308 + P313
• Storage Temperature: 2-8°C

Product Information

• Purity: 95%

DETAILS

Sigma Aldrich - F6777

Biochem/physiol Actions
Class IC antiarrhythmic agent; sodium channel blocker