58483-26-4

Usage

Structure

A derivative of 1,3-diphenyl-1,3-propanedione with a fluorine and a hydroxyl group substituted on the phenyl ring.

Potential applications

Medicinal chemistry, specifically in the development of pharmaceuticals.

Structural features

Fluorine and hydroxyl group substitutions on the phenyl ring.

Research potential

Further research is needed to understand its properties and potential uses as a drug target or precursor for biologically active compounds.

Upstream product

• 394-32-1 1-(5-fluoro-2-hydroxyphenyl)ethan-1-one 
• 98-88-4 benzoyl chloride 

Downstream Products

• 1218-82-2 6-fluoro-2-phenylchromen-4-one 
• 902149-17-1 C₂₁H₁₃FN₄O₅ 
• 59835-96-0 6-fluoro-4-thioflavone 

Relevant academic research and scientific papers

Structure activity relationship studies of some potent antifungal flavones, 4-thioflavones and 4-iminoflavones

A series of flavones, carrying halogens, methoxy and nitro groups at various positions were synthesized by the Baker-Venkataraman rearrangement and were subsequently converted to 4-thioflavones and 4-iminoflavones. The synthesized compounds were evaluated for their in vitro antifungal activity against Trichophyton longifusus, Candida albicans, Aspergillus flavus, Microsporum canis, Fusarium solani and Candida glabrata. All synthesized compounds showed significant activity against T. longusus, A. flavus, M. canis and F. Solani but inactive against C. albicans and C. glabrata, respectively. 2-phenyl-4H-1-benzopyran-4-thiones were relatively more active than flavones and 4-iminoflavones. However, some compounds were even more active than standard miconazol and amphotericin B drugs.

Synthesis and antibacterial activity of substituted flavones, 4-thioflavones and 4-iminoflavones

Synthesis of flavones, 4-thioflavones and 4-iminoflavones was carried out with the substitution of variable halogens, methyl, methoxy and nitro groups in the A, B and AB rings of the respective compounds and we also report here their antibacterial activity. Most of the synthesized compounds were found to be active against Escherichia coli, Bacillus subtilis, Shigella flexnari, Salmonella aureus, Salmonella typhi and Pseudomonas aeruginosa. Activity of 4-thioflavones and 4-iminoflavones was found to be higher than that of their corresponding flavone analogues. Investigated compounds having substituents like F, OMe and NO2 at 4′-position in ring-B exhibited enhanced activity and the presence of electronegative groups in the studied compounds showed a direct relationship to the antibacterial activity.

Synthesis of halogenated/nitrated flavone derivatives and evaluation of their affinity for the central benzodiazepine receptor

A series of halogenated/nitrated flavone compounds were synthesized. Some of the products were found to be potent central benzodiazepine receptor (BDZ-R) ligands. The structure-activity relationships (SAR) analysis of the new synthetic compounds, together with that of others already described, indicates that substitutions at position 6 or 6 and 3' in the flavone nucleus are the only ones that give rise to high affinity BDZ-R ligands.