957131-72-5

Basic information

• Product Name: (E)-3-(2-fluorophenyl)-1-(2,4,6-trihydroxyphenyl)prop-2-en-1-one
• Synonyms: (E)-3-(2-fluorophenyl)-1-(2,4,6-trihydroxyphenyl)prop-2-en-1-one
• CAS NO: 957131-72-5
• Molecular Weight: 274.248
• Mol File: 957131-72-5.mol

Chemical Properties

• CAS DataBase Reference: (E)-3-(2-fluorophenyl)-1-(2,4,6-trihydroxyphenyl)prop-2-en-1-one(CAS DataBase Reference)
• NIST Chemistry Reference: (E)-3-(2-fluorophenyl)-1-(2,4,6-trihydroxyphenyl)prop-2-en-1-one(957131-72-5)
• EPA Substance Registry System: (E)-3-(2-fluorophenyl)-1-(2,4,6-trihydroxyphenyl)prop-2-en-1-one(957131-72-5)

Safety Data

• Hazardous Substances Data: 957131-72-5(Hazardous Substances Data)

Upstream product

• 65490-09-7 2'-hydroxy-4',6'-bis(methoxymethoxy)acetophenone 
• 480-66-0 2,4,6-trihydroxyacetophenone 
• 1311281-46-5 C₁₉H₁₉FO₆ 

Downstream Products

• 1264066-68-3 3-(2-fluorophenyl)-1-(2,4,6-trihydroxyphenyl)propan-1-one 

Relevant articles and documents

Design, synthesis and antiproliferative activity evaluation of fluorine-containing chalcone derivatives

A series of new chalcones containing fluoro atom at B ring have been designed, synthesized, and evaluated to be antiproliferative activity against a panel of human tumor cell lines. Some of the analogs (8, 9, 12, 45, 46 and 48) displayed powerful antiproliferative effects to certain human tumor cells, but all of them were devoid of any cytotoxicity towards the normal HEK 293. Acridine orange staining data supported that the cytotoxic and antiproliferative effects of the synthesized analogs on tumor cells are mediated through apoptosis. The compounds 12 and 46 manifested concentration-dependent antiproliferative activity in human hepatocellular carcinoma cell lines using an xCELLigence assay. The structures and antiproliferative activity relationship were further supported by in silico molecular docking study of the compounds against tubulin protein which suggests our compounds interference to cell division. Communicated by Ramaswamy H. Sarma.

Synthesis and anti-proliferative activity of fluoro-substituted chalcones

A series of novel fluoro-substituted chalcone derivatives have been synthesized. All synthesized compounds were characterized by 1H nuclear magnetic resonance (NMR), 13C NMR, and elemental analysis. Their anti-proliferative activities were evaluated against five cancer cells lines, namely, A549, A498, HeLa, A375, and HepG2 using the MTT method. Most of the compounds showed moderate to high activity with IC50 values in the range of 0.029-0.729 μM. Of all the synthesized compounds, 10 and 19 exhibited the most potent anti-proliferative activities against cancer cells, and 10 was identified as the most promising compound.

Synthesis and Biological Evaluation of 2,4,6-Trihydroxychalcone Derivatives as Novel Protein Tyrosine Phosphatase 1B Inhibitors

A series of 2,4,6-trihydroxychalcone derivatives were synthesized and identified as reversible and competitive protein tyrosine phosphatase (PTP) 1B inhibitors with IC50 values in the micromolar range. Compound 4a had the greatest in vitro inhibition activity against PTP1B (IC50=0.27± 0.01μm) and the best selectivity (6.9-fold) for PTP1B relative to T-cell protein tyrosine phosphatases. The compounds identified herein provide a foundation on which to design specific inhibitors of PTP1B and other PTPs.