1448041-72-2

Upstream product

• 98-03-3 thiophene-2-carbaldehyde 
• 771-03-9 3-acetyl-4-hydroxy-6-methyl-2H-pyran-2-one 

Relevant academic research and scientific papers

Synthesis and bioevaluation of a series of α-pyrone derivatives as potent activators of Nrf2/ARE pathway (part I)

When exposed to electrophiles, human colorectal cancer cells (HCT116) counteract oxidative stress through activating NF-E2-related factor 2 (Nrf2)/antioxidant response element (ARE) pathway. To identify new activators, luciferase reporter gene assay was used to screen in-house database of our laboratory, leading to a novel α-pyrone compound 1 as a hit. 2 with 2-fluoro phenyl group exhibited the strongest ARE inductive activity in the first round structure-activity relationship (SAR) study. Biological studies showed the compound induced nuclear translocation of Nrf2 preceded by phosphorylation of ERK1/2. The data encouraged us to use 2 as lead and 20 derivatives were synthesized to discuss a more detailed SAR, leading to a more potent compound 9, which can be the starting compound for further modification.

Iodine (III) mediated synthesis of new 5-aryl-3-(4-hydroxy-6-methyl-2H- pyran-2-oxo-3-yl)-1-phenylpyrazoles from dehydrogenation of 5-aryl-3-(4-hydroxy- 6-methyl-2H-pyran-2-oxo-3-yl)-1-phenylpyrazolines

3-Cinnamoyl-4-hydroxy-6-methyl-2-pyrones (chalcone analogs of DHA) on condensation with phenylhydrazine in ethanol, yield 5-aryl-3-(4-hydroxy-6- methyl-2H-pyran-2-oxo-3-yl)-1-phenylpyrazolines which undergo smooth dehydrogenation to the corresponding pyra

A facile synthesis of 3,4-dihydro-2-pyronyl-1,5-benzodiazepine derivatives

The reaction of o-phenylenediamine with 3-cinnamoyl-4-hydroxy-6-methyl-2-pyrones (3a-i, chalcone analogs of dehydroactic acid) in ethanol-acetic acid provides a facile method for the synthesis of 3,4-dihydro-2-pyronyl-1,5-benzodiazepine derivatives (2a-i).