1821-16-5

Basic information

• Product Name: 3,3'-ethylidenebis[4-hydroxy-2-benzopyrone]
• Synonyms: 3,3'-ethylidenebis[4-hydroxy-2-benzopyrone];ethylidene dicoumarin;3,3'-Ethylidenebis(4-hydroxy-2H-1-benzopyran-2-one);3,3'-Ethylidenebis(4-hydroxycoumarin)
• CAS NO: 1821-16-5
• Molecular Formula: C₂₀H₁₄O₆
• Molecular Weight: 350.32156
• EINECS: 217-342-3
• Mol File: 1821-16-5.mol
• Article Data: 5

Chemical Properties

• Melting Point: 178°
• Appearance: /
• CAS DataBase Reference: 3,3'-ethylidenebis[4-hydroxy-2-benzopyrone](CAS DataBase Reference)
• NIST Chemistry Reference: 3,3'-ethylidenebis[4-hydroxy-2-benzopyrone](1821-16-5)
• EPA Substance Registry System: 3,3'-ethylidenebis[4-hydroxy-2-benzopyrone](1821-16-5)

Safety Data

• RIDADR: 2811
• HazardClass: 6.1(b)
• PackingGroup: III
• Hazardous Substances Data: 1821-16-5(Hazardous Substances Data)

Usage

General Description

3,3'-ethylidenebis[4-hydroxy-2-benzopyrone], also known as Daphnetin, is a chemical compound with a molecular formula of C16H10O6. It is a derivative of coumarin and can be found in several plant species, including Daphne odora. Daphnetin has shown potential antioxidant, anti-inflammatory, and anticoagulant properties, and has been studied for its potential use in the treatment of various diseases, such as cancer, cardiovascular diseases, and inflammatory disorders. It also exhibits antiviral and antimicrobial activities, making it a compound of interest for potential pharmaceutical applications. The compound has a yellow crystalline appearance and is soluble in ethanol, methanol, and dimethyl sulfoxide, but poorly soluble in water.

Upstream product

• 849585-22-4 LACTIC ACID 
• 1076-38-6 4-hydroxy[1]benzopyran-2-one 
• 10025-87-3 trichlorophosphate 
• 79-34-5 1,1,2,2-tetrachloroethane 
• 75-07-0 acetaldehyde 

Downstream Products

• 21315-28-6 3-Aethyl-4-hydroxy-cumarin 

Relevant articles and documents

Green Synthesis of bis-Coumarin and Dihydropyrano[3,2-c]chromene Derivatives Catalyzed by o-Benzenedisulfonimide

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Biscoumarin: New class of urease inhibitors; Economical synthesis and activity

A variety of biscoumarins (1-21) with variable substituents at C-11 were synthesized with an improved method and evaluated as urease inhibitors. The synthesized compounds showed varying degree of urease inhibitory activity ranging from 15.06-91.35 μM. The size and electron donating or withdrawing effects of substituents influenced the activity, which lead to the urease inhibitors.

Quantitative structure activity relationships for dicoumarol antivitamins K in the uncoupling of mitochondrial oxidative phosphorylation

The dynamic structure of dicoumarol derivatives substituted on the methylene bridge was studied by nuclear magnetic resonance (nmr) spectroscopy. These molecules may be considered as dimers with restricted rotation around the methylene bridge, held by intramolecular hydrogen bonds; the presence of the substituent R modifies this dynamic process, mainly the facility of exchange of the 2 hydroxyl protons. These compounds were compared in respect of their potency in uncoupling oxidative phosphorylation in pig heart mitochondria; the data were correlated with constants used to characterize the substituent R; to make a potent uncoupler, R should be as small and as hydrophilic as possible. The results are discussed in consonance with the postulated mechanisms of action of the uncouplers, but no simple conclusion could be drawn, especially concerning the role of the dissociable protons.