1017899-55-6

Basic information

• Product Name: 3-(4-FLUOROPHENYL)-1-(2,4,6-TRIMETHOXYPHENYL)-2-PROPEN-1-ONE
• Synonyms: 3-(4-FLUOROPHENYL)-1-(2,4,6-TRIMETHOXYPHENYL)-2-PROPEN-1-ONE;4-FLUORO-2',4',6'-TRIMETHOXYCHALCONE
• CAS NO: 1017899-55-6
• Molecular Formula: C18H17FO4
• Molecular Weight: 316.32
• Mol File: 1017899-55-6.mol
• Article Data: 7

Chemical Properties

• Appearance: /
• CAS DataBase Reference: 3-(4-FLUOROPHENYL)-1-(2,4,6-TRIMETHOXYPHENYL)-2-PROPEN-1-ONE(CAS DataBase Reference)
• NIST Chemistry Reference: 3-(4-FLUOROPHENYL)-1-(2,4,6-TRIMETHOXYPHENYL)-2-PROPEN-1-ONE(1017899-55-6)
• EPA Substance Registry System: 3-(4-FLUOROPHENYL)-1-(2,4,6-TRIMETHOXYPHENYL)-2-PROPEN-1-ONE(1017899-55-6)

Safety Data

• Hazardous Substances Data: 1017899-55-6(Hazardous Substances Data)

Upstream product

• 403-42-9 1-(4-fluorophenyl)ethanone 
• 832-58-6 1-(2,4,6-trimethoxyphenyl)ethanone 
• 459-57-4 4-fluorobenzaldehyde 

Relevant articles and documents

Trimethoxylated halogenated chalcones as dual inhibitors of mao-b and bace-1 for the treatment of neurodegenerative disorders

Six halogenated trimethoxy chalcone derivatives (CH1–CH6) were synthesized and spec-trally characterized. The compounds were further evaluated for their inhibitory potential against monoamine oxidases (MAOs) and β-secretase (BACE-1). Six compounds inhibit

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.

Mechanisms of action and structure-activity relationships of cytotoxic flavokawain derivatives

22 Flavokawain derivatives (FKd) were obtained by one step syntheses in order to conduct a SAR study to understand the structural requirements for optimum and selective cytotoxicity. FKd and natural flavokawains A and B found into kava, a South Pacific traditional beverage, were evaluated against nine cancer and one healthy cell lines. The targeted cell cycle phases as well as the effects on the induction of apoptosis and cell cycle protein levels were investigated. Therapeutic improvements (more activity and selectivity) were achieved with FKd compared to natural flavokawains and notably with the 2′,3,4′,6′-tetramethoxychalcone (FKd 19). FKd induced a G1/S arrest on p53 wild-type cells and an M arrest on p53 mutant-type, via the up-regulation of p21 and cyclin B1 proteins, followed by apoptosis. Moreover, FKd exhibited a 24?h-effect on Akt/mTor normal cells versus a 48?h-effect on Akt/mTor up-regulated cells. The SAR study resulted in the conclusion that trimethoxy A-ring allowed the best compromise between cytotoxicity and selectivity, as well as the substitution of the meta position on the B-ring and the use of halogens substituents.