2-{4-[4,4-bis(4-fluorophenyl)butyl]piperazin-1-yl}-N-(2,6-dimethylphenyl)acetamide

• ChemBase ID: 154082
• Molecular Formular: C30H35F2N3O
• Molecular Mass: 491.6152064
• Monoisotopic Mass: 491.2748192
• SMILES: Cc1cccc(c1NC(=O)CN1CCN(CC1)CCCC(c1ccc(cc1)F)c1ccc(cc1)F)C
• Canonical SMILES: O=C(Nc1c(C)cccc1C)CN1CCN(CC1)CCCC(c1ccc(cc1)F)c1ccc(cc1)F
• InChI: InChI=1S/C30H35F2N3O/c1-22-5-3-6-23(2)30(22)33-29(36)21-35-19-17-34(18-20-35)16-4-7-28(24-8-12-26(31)13-9-24)25-10-14-27(32)15-11-25/h3,5-6,8-15,28H,4,7,16-21H2,1-2H3,(H,33,36)
• InChIKey: ZBIAKUMOEKILTF-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 2-{4-[4,4-bis(4-fluorophenyl)butyl]piperazin-1-yl}-N-(2,6-dimethylphenyl)acetamide
• IUPAC Traditional name: lidoflazine
• Synonyms: 4-[4,4-Bis(4-fluorophenyl)butyl]-N-(2,6-dimethylphenyl)-1-piperazineacetamide; Lidoflazine

Database IDs

• CAS Number: 3416-26-0
• EC Number: 222-312-8
• MDL Number: MFCD00057353
• PubChem SID: 162248221
• PubChem CID: 3926

CALCULATED PROPERTIES

• Acid pKa: 13.7753315
• H Acceptors: 3
• H Donor: 1
• LogD (pH = 5.5): 3.9859354
• LogD (pH = 7.4): 5.759563
• Log P: 6.5849156
• Molar Refractivity: 144.1285 cm^3
• Polarizability: 54.202827 Å^3
• Polar Surface Area: 35.58 Å^2
• Rotatable Bonds: 9
• Lipinski's Rule of Five: false

PROPERTIES

Physical Property

• Solubility: DMSO: ≥10 mg/mL
• Apperance: white powder

Safety Information

• RTECS: TK7910000
• German water hazard class: 3
• Personal Protective Equipment: dust mask type N95 (US), Eyeshields, Gloves
• Storage Temperature: 2-8°C

Product Information

• Purity: ≥98% (HPLC)
• Empirical Formula (Hill Notation): C30H35F2N3O

DETAILS

Sigma Aldrich - L9668

Biochem/physiol Actions
Lidoflazine is an antianginal calcium channel blocker that carries a significant risk of QT interval prolongation and ventricular arrhythmia. It prolongs QT interval by blocking HERG channel. IC50 < 0.1 μM