3,5-Bis(2-fluorobenzylidene)piperidin-4-one

Base Information

• Chemical Name: 3,5-Bis(2-fluorobenzylidene)piperidin-4-one
• CAS No.: 342808-40-6
• Molecular Formula: C19H15F2NO
• Molecular Weight: 311.331
• European Community (EC) Number: 686-985-3
• UNII: O5YT36MST0
• Nikkaji Number: J2.520.873K
• Wikipedia: EF-24
• ChEMBL ID: CHEMBL379849
• Mol file: 342808-40-6.mol

Synonyms:3,5-bis(2-fluorobenzylidene)piperidin-4-one;EF24 compound

Chemical Property of 3,5-Bis(2-fluorobenzylidene)piperidin-4-one

Chemical Property:

• PSA: 29.10000
• LogP: 4.73490
• Storage Temp.: ?20°C
• Solubility.: DMSO: ≥10mg/mL
• XLogP3: 3.4
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 2
• Exact Mass: 311.11217043
• Heavy Atom Count: 23
• Complexity: 458

Purity/Quality:

99% ^*data from raw suppliers

(3E,5E)-3,5-BIS[(2-FLUOROPHENYL)METHYLENE]-4-PIPERIDINONE 95.00% ^*data from reagent suppliers

Safty Information:

• Hazard Codes: Xn,N
• Statements: 22-50
• Safety Statements: 61

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1C(=CC2=CC=CC=C2F)C(=O)C(=CC3=CC=CC=C3F)CN1
• Isomeric SMILES: C\1NC/C(=C\C2=CC=CC=C2F)/C(=O)/C1=C/C3=CC=CC=C3F
• Uses: 3,5-Bis[(2-fluorophenyl)methylene]-4-piperidinone is an analog of curcumin that acts as a kinase inhibitor which mediates anticancer properties.

Technology Process of 3,5-Bis(2-fluorobenzylidene)piperidin-4-one

There total 8 articles about 3,5-Bis(2-fluorobenzylidene)piperidin-4-one which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 63.5%

piperidin-4-one (41661-47-6) + 2-Fluorobenzaldehyde (446-52-6) → 3,5-bis(2-fluorobenzylidene)piperidin-4-one (342808-40-6)

Guidance literature:

With sodium hydroxide; In ethanol; water; at 20 ℃; for 24h;

DOI:10.1007/s00044-017-2056-x

Reference yield:

3,5-bis-(2-fluorobenzylidene)-4-piperidone acetic acid (342808-41-7) → 3,5-bis(2-fluorobenzylidene)piperidin-4-one (342808-40-6)

Guidance literature:

With potassium carbonate;

DOI:10.1111/j.1747-0285.2011.01271.x

Reference yield:

4-piperidone hydrochloride (41979-39-9) + 2-Fluorobenzaldehyde (446-52-6) → 3,5-bis(2-fluorobenzylidene)piperidin-4-one (342808-40-6)

Guidance literature:

4-piperidone hydrochloride; 2-Fluorobenzaldehyde; With hydrogenchloride; In acetic acid;

With potassium carbonate; In water; acetone;

DOI:10.1016/j.bmc.2013.03.058

upstream raw materials:

3,5-bis(2-pyridinylmethylidene)-4-piperidone

3,5-bis(2-fluorobenzylidene)-4-piperidone hydrochloride

3,5-bis-(2-fluorobenzylidene)-4-piperidone acetic acid

4-piperidone hydrochloride

Downstream raw materials:

4-[3,5-bis(2-fluorobenzylidene)-4-oxo-piperidin-1-yl]-4-oxo-butanoic acid

5-[3,5-bis-(2-fluorobenzylidene)-4-oxopiperidin-1-yl]-5-oxopentanoic acid

3,5-bis(2-fluorobenzyl)-4-piperidone

N-acetyl-3,5-bis(2-fluorobenzylidene)-4-piperidone