445291-57-6

Upstream product

• 213273-04-2 2-anilino-6-chloro-3-formylchromone 
• 74-88-4 methyl iodide 
• 1450-74-4 5-chloro-2-hydroxyacetophenone 
• 213273-01-9 C₁₆H₁₀ClNO₃ 
• 106-48-9 4-chloro-phenol 
• 876-27-7 4-chlorophenyl acetate 
• 42248-31-7 6-Chloro-4-oxo-4H-chromene-3-carbaldehyde 

Downstream Products

• 445291-63-4 6-chloro-2-(o-anisylamino)-3-formylchromone 
• 445291-60-1 2-(p-anisylamino)-6-chloro-3-formylchromone 
• 76369-11-4 9-Chloro-5H-6-oxa-5,13-diaza-benzo[4,5]cyclohepta[1,2-b]naphthalen-11-one 

Relevant academic research and scientific papers

3-Formylchromone based topoisomerase IIα inhibitors: Discovery of potent leads

Substituted 3-formylchromones were synthesized and evaluated as inhibitors of the human DNA topoisomerase IIα (hTopo-IIα) enzyme. The results of the decatenation, relaxation and DNA intercalation assays revealed that the compounds (11b, 12a, 12b, 12d, 12e, 13a and 13b) exhibited potent inhibitory activity against the hTopo-IIα enzyme, and are nonintercalating agents. These compounds also possess significant in vitro cytotoxicity (LC50 ranges from 0.5-8.6 μM) against prostate (PC-3) cancerous cell line as seen in comparison to the standard drug etoposide. To further probe the plausible mode of action of 3-formylchromone derivatives, molecular docking studies have also been carried out, which showed that the compounds under investigation fitted well in the ATP binding pocket of hTopo-IIα enzyme with good docking scores and form nonbonding interactions with the crucial residues of the catalytic site. The Royal Society of Chemistry.

Design, synthesis, and evaluation of novel 6-chloro-/fluorochromone derivatives as potential topoisomerase inhibitor anticancer agents

6-Chloro-2-pyrrolidino-/morpholino-/piperidino-/N-methylpiperazino-3- formyl-chromones (13-16) and 6-fluoro-2,7-di-morpholino-/piperidino-/N- methylpiperazino-3-formylchromones (17-19) have been synthesized as potential topoisomerase inhibitor anticancer agents, and evaluated, in vitro, against Ehrlich ascites carcinoma (EAC) cells, and also in vivo on EAC bearing mice. The compounds displayed promising anticancer activity under these test systems and shall serve as useful 'leads' for further design.

A versatile route to 2-alkyl-/aryl-amino-3-formyl- and hetero-annelated-chromones, through a facile nucleophilic substitution at C2 in 2-(N-methylanilino)-3-formylchromones

The N-methylanilino group in 2-(N-methylanilino)-3-formylchromones, obtained in high yield by rearrangement of C(4-oxo-4H[1]-benzopyran-3-yl)-N-phenylnitrones to 2-anilino-3-formyl-chromones followed by N-methylation, undergoes facile nucleophilic substitution by a variety of nitrogen nucleophiles, thereby paving the way for synthesis of a variety of novel 2-substituted-3-formylchromone derivatives as well as hetero-annelated chromones.