2221-66-1

Usage

Uses

Used in Pharmaceutical Industry:
2H,8H-Benzo[1,2-b:3,4-b']dipyran-2-one,9,10-dihydro-8,8-dimethyl(8CI,9CI) is used as a pharmaceutical compound for its potential biological activities. Its unique structure and properties may contribute to the development of new drugs and therapies in the field of medicine.
Used in Research and Development:
In the field of research and development, 2H,8H-Benzo[1,2-b:3,4-b']dipyran-2-one,9,10-dihydro-8,8-dimethyl(8CI,9CI) serves as a valuable compound for studying its potential applications and interactions with biological systems. This may lead to a better understanding of its properties and the discovery of new uses in various industries.

Upstream product

• 484-14-0 osthenol 
• 93-35-6 7-hydroxy-2H-chromen-2-one 
• 503-60-6 3,3-dimethyl-allyl chloride 
• 484-12-8 osthole 
• 75-08-1 ethanethiol 
• 605-33-4 osthenol-7-O-β-D-glucoside 

Relevant academic research and scientific papers

A new synthetic route to dihydrobenzopyran via tandem demethylation cyclisation

A tandem demethylation-cyclisation reaction resulting in the formation of pyran rings using AlCl3/EtSH reagent under mild reaction conditions is reported. X-ray diffraction studies on the intermediate support the suggested mechanism.

Design and synthesis of Osthole-based compounds as potential Nrf2 agonists

A total of 23 compounds based on Osthole skeleton were designed and synthesized. Their agonistic activity for Nrf2 were evaluated by Dual-luciferase Reporter Gene Assay. Most of the compounds showed better activities compared with Osthole, especially O15 and O21. And the median effective concerntration (EC50) values was calculated accordingly, both of which showed remarkable activity for Nrf2. The structure activity relationship study indicated that introduction of the structure of stilbene might be beneficial for enhancement of agonistic properties of Osthole, and the position of the substituent may have a greater effect on the activity than the electron-donating/withdrawing ability of the substituent. Mechanism of the action of selected compound O15 was investigated by molecular docking, cellular thermal shift assay and ubiquitination assay, which suggested the reason why O15 exhibited relatively stronger agonistic activity for Nrf2. Compound O15 and O21 both provided novel methods to investigate Osthole-based compounds as Nrf2 agonists.

Novel synthesis of dihydroxanthyletin and dihydroseselin derivatives

In a one-step alkylation, ring-closure 7-hydroxycoumarins are condensed in acid media with allyl and homoallyl halides or alcohols to linear 6,7-dihydro-2H,8H-benzo[1,2-b:5,4-b']dipyran-2-ones. If both carbon-6 and carbon-8 are unsubstituted in the original coumarin, cyclization to angular isomers 9,10-dihydro-2H,8H-benzo[1,2-b:3,4-b']dipyran-2- ones competes. These compounds are higher ring homologs of psoralens and angelicins commonly employed in phototherapy of skin disorders.