23226-80-4

Upstream product

• 699-83-2 2,6-dihydroxylacetophenone 
• 100-39-0 benzyl bromide 
• 50521-64-7 5-hydroxy-4-oxo-4H-benzopyran-2-carboxylic acid ethyl ester 

Downstream Products

• 1353747-03-1 5-(benzyloxy)-N-(3,4-dimethoxyphenethyl)-4-oxo-4H-chromene-2-carboxamide 
• 1353747-04-2 5-(benzyloxy)-2-(4-phenylpiperazine-1-carbonyl)-4H-chromen-4-one 
• 1353747-05-3 5-(benzyloxy)-2-(4-(2-pyridinyl)piperazine-1-carbonyl)-4H-chromen-4-one 
• 1353747-06-4 5-(benzyloxy)-2-(4-benzylpiperazine-1-carbonyl)-4H-chromen-4-one 
• 23226-81-5 5-(benzyloxy)-4-oxo-4H-chromene-2-carboxylic acid 

Relevant academic research and scientific papers

Flavonoid derivatives as selective ABCC1 modulators: Synthesis and functional characterization

A series of chromones, bearing substituted amino groups or N-substituted carboxamide moieties in position 2, was synthesized and characterized in cellular assays for modulation of the ABC transporters ABCC1 (MDCKII-MRP1 cells), ABCB1 (Kb-V1 cells) and ABCG2 (MCF-7/Topo cells). The most potent ABCC1 modulators identified among these flavonoid-type compounds were comparable to the reference compound reversan regarding potency, but superior in terms of selectivity concerning ABCB1 and ABCG2 (2-[4-(Benzo[c][1,2,5]oxadiazol-5-ylmethyl)piperazin-1-yl]-5,7-dimethoxy-4H-chromen-4-one (51): ABCC1, IC50 11.3-1/4M; inactive at ABCB1 and ABCG2). Compound 51 was as effective as reversan in reverting ABCC1-mediated resistance to cytostatics in MDCKII-MRP1 cells and proved to be stable in mouse plasma and cell culture medium. Modulators, such as compound 51, are of potential value as pharmacological tools for the investigation of the (patho)physiological role of ABCC1.

Substituted chromones as highly potent nontoxic inhibitors, specific for the breast cancer resistance protein

A series of 13 disubstituted chromones was synthesized. Two types of substituents, on each side of the scaffold, contributed to both the potency of ABCG2 inhibition and the cytotoxicity. The best compound, 5-(4-bromobenzyloxy)- 2-(2-(5-methoxyindolyl)ethy

The O-Alkylation of 5-Hydroxy Chromones. A Comparison of Two Non-Classical Techniques, PTC in the Absence of Solvent and Sonochemical Activation in Polar Aprotic Solvents

Significant differences are observed in the reaction rates and the product distribution in the alkylation reactions of ethyl 5-hydroxy chromone-2-carboxylate with primary and secondary alkyl halides under thermal, PTC and ultrasonic conditions.