21784-71-4

Basic information

• Product Name: 2-oxo-2H-chromene-7,8-diyl diacetate
• Synonyms: DAPHNETIN DIACETATE
• CAS NO: 21784-71-4
• Molecular Formula: C₁₃H₁₀O₆
• Molecular Weight: 262.2149
• Mol File: 21784-71-4.mol
• Article Data: 3

Chemical Properties

• Boiling Point: 445.7°C at 760 mmHg
• Flash Point: 201.5°C
• Density: 1.363g/cm³
• Vapor Pressure: 3.86E-08mmHg at 25°C
• Refractive Index: 1.562
• CAS DataBase Reference: 2-oxo-2H-chromene-7,8-diyl diacetate(CAS DataBase Reference)
• NIST Chemistry Reference: 2-oxo-2H-chromene-7,8-diyl diacetate(21784-71-4)
• EPA Substance Registry System: 2-oxo-2H-chromene-7,8-diyl diacetate(21784-71-4)

Safety Data

• Hazardous Substances Data: 21784-71-4(Hazardous Substances Data)

Upstream product

• 108-24-7 acetic anhydride 
• 486-35-1 daphnetin 
• 75-36-5 acetyl chloride 

Relevant articles and documents

Inhibitor daphnetin derivative and application and pharmaceutical composition thereof

The invention provides an inhibitor daphnetin derivative and application and a pharmaceutical composition thereof. The daphnetin derivative (1-13) or the pharmaceutically acceptable salt or solvent compound thereof is shown as the following formula. The p

Synthesis and structure-activity relationship of daphnetin derivatives as potent antioxidant agents

In this study, daphnetin 1 was chosen as the lead compound, and C-3 or C-4-substituted daphnetins were designed and synthesized to explore the potential relationship between the antioxidant activities and the chemical structures of daphnetin derivatives. The antioxidant activities of the generated compounds were evaluated utilizing the free radical scavenging effect on 2,2-diphenyl-1-picrylhydrazyl, 2,2-azinobis-(3-ethylbenzthiazoline-6-sulfonate) cation, and the ferric reducing power assays, and were then compared with those of the standard antioxidant Trolox. The results showed that the catechol group was the key pharmacophore for the antioxidant activity of the daphnetins. The introduction of an electron-withdrawing hydrophilic group at the C-4 position of daphnetin enhanced the antioxidative capacity, but this trend was not observed for C-3 substitution. In addition, introduction of a a hydrophobic phenyl group exerted negative effects on the antioxidant activity in both the C-3 and C-4 substitutions. Among all of the derivatives tested, the most powerful antioxidant was 4-carboxymethyl daphnetin (compound 9), for which the strongest antioxidant activity was observed in all of the assays. In addition, compound 9 also displayed strong pharmaceutical properties in the form of metabolic stability. To summarize, compound 9 holds great potential to be developed as an antioxidant agent with excellent antioxidant activity and proper pharmacokinetic behavior.