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Usage

Uses

Used in Pharmaceutical Industry:
(E)-3-(4-FLUOROBENZYLIDENE)-2,3-DIHYDROCHROMEN-4-ONE is used as a pharmaceutical compound for its potential therapeutic effects. (E)-3-(4-FLUOROBENZYLIDENE)-2,3-DIHYDROCHROMEN-4-ONE's anti-inflammatory and antioxidant properties make it a candidate for the development of new drugs targeting inflammation and oxidative stress-related conditions.
Used in Anticancer Applications:
In the field of oncology, (E)-3-(4-FLUOROBENZYLIDENE)-2,3-DIHYDROCHROMEN-4-ONE is being explored as an anticancer agent. Its potential to combat cancer cells is attributed to its ability to interfere with cellular processes that promote tumor growth and survival, making it a promising candidate for further research and development in cancer treatment.
Used in Research and Development:
(E)-3-(4-FLUOROBENZYLIDENE)-2,3-DIHYDROCHROMEN-4-ONE is also utilized in research and development settings to study its pharmacological effects and to identify additional potential applications. (E)-3-(4-FLUOROBENZYLIDENE)-2,3-DIHYDROCHROMEN-4-ONE serves as a valuable tool for scientists to better understand the mechanisms of various diseases and to develop novel therapeutic strategies.

Upstream product

• 491-37-2 2,3-dihydro-4H-1-benzopyran-4-one 
• 459-57-4 4-fluorobenzaldehyde 
• 108-73-6 3,5-dihydroxyphenol 
• 1126-20-1 2-allyloxyphenol 
• 533-58-4 2-Iodophenol 
• 27064-92-2 1-(3-chloro-1-propen-1-yl)-4-fluorobenzene 

Relevant academic research and scientific papers

Rhodium-Catalyzed Asymmetric Transfer Hydrogenation/Dynamic Kinetic Resolution of 3-Benzylidene-Chromanones

Straightforward access to enantiomerically enriched cis-3-benzyl-chromanols from (E)-3-benzylidene-chromanones was developed through Rh-catalyzed asymmetric transfer hydrogenation. This transformation allowed the reduction of both the CaC and CaO bonds and the formation of two stereocenters in high yields with excellent levels of diastereo- A nd enantioselectivities (up to >99:1 dr, up to >99% ee) in a single step through a dynamic kinetic resolution process using a low catalyst loading and HCO2H/DABCO as the hydrogen source.

A Convenient Palladium-Catalyzed Carbonylative Synthesis of (E)-3-Benzylidenechroman-4-ones

A convenient palladium-catalyzed carbonylation reaction for the efficient synthesis of (E)-3-benzylidenechroman-4-ones has been developed. Using TFBen as a solid CO source, a range of substituted (E)-3-benzylidenechroman-4-ones were prepared in moderate to good yields with 2-iodophenols and allyl chlorides as the substrates. Additionally, substituted quinolin-4(1H)-ones can also be obtained with 2-iodoaniline as the starting material.

Synthesis and biological evaluation of 3-benzylidene-4-chromanone derivatives as free radical scavengers and α-glucosidase inhibitors

A series of 3-benzylidene-4-chromanone derivatives (3-20) were synthesized and the structure-activity relationships for antioxidant and α-glucosidase inhibitory activities were evaluated. Among synthesized compounds, compounds 5, 13, 18, which contain catechol moiety, showed the potent 1,1-diphenyl-2-picrylhydrazyl (DPPH) free radical scavenging activity (5: EC50 13 μM; 13: EC50 14 μM; 18: EC50 13 μM). The compounds 12, 14, 18 showed higher α-glucosidase inhibitory activity (12: IC50 15 μM; 14: IC50 25 μM; 18: IC50 28 μM). The compound 18 showed both of potent DPPH radical scavenging and α-glucosidase inhibitory activities. These data suggest that 3-benzylidene-4-chromanone derivatives, such as compound 18, may serve as the lead compound for the development of novel α-glucosidase inhibitors with antioxidant activity.

Discovery of 3,3a,4,5-tetrahydro-2H-benzo[g]indazole containing quinoxaline derivatives as novel EGFR/HER-2 dual inhibitors

In the present study, twenty-five pyrazole-quinoxaline derivatives (4a-4y) were designed and synthesized, and their biological activity as potential EGFR or HER-2 kinase inhibitors was evaluated. Among them, compound 4l displayed better antiproliferative

Topochemical photodimerization of (E)-3-benzylidene-4-chromanone derivatives from β-type structures directed by halogen groups

Halogen substituent plays an important role in the crystalline packing of aromatic compounds. The [2+2] photocycloaddition of (E)-3-benzylidene-4- chromanones in the crystalline state was investigated, and halogen substitution has been adopted to organize molecules with proper arrangement for photodimerization. Not halogen bonds, but the electron-withdrawing property of halogen atoms can enhance the face-to-face π-π interactions. Therefore, F, Cl or Br substitution at the para position of phenyl gave rise to almost the same β-structures with face-to-face π-stacking. Only resulted β-structures can undergo photodimerization, which gave the syn-HH (syn-head-to-head) products with high regio-/stereoselectivity.