2555-24-0

Basic information

• Product Name: 4-HYDROXY-7-METHOXY-3-PHENYLCOUMARIN 9&
• Synonyms: 4-HYDROXY-7-METHOXY-3-PHENYLCOUMARIN 9&;3-Phenyl-7-methoxy-4-hydroxy-2H-1-benzopyran-2-one;4-Hydroxy-3-phenyl-7-methoxy-2H-1-benzopyran-2-one;4-Hydroxy-7-methoxy-3-phenyl-2H-1-benzopyran-2-one
• CAS NO: 2555-24-0
• Molecular Formula: C₁₆H₁₂O₄
• Molecular Weight: 268.26
• Product Categories: API intermediates;Building Blocks;Coumarins;Heterocyclic Building Blocks
• Mol File: 2555-24-0.mol
• Article Data: 9

Chemical Properties

• Melting Point: 204-206 °C(lit.)
• Boiling Point: 476.479°C at 760 mmHg
• Flash Point: 182.187°C
• Appearance: /
• Density: 1.353g/cm³
• Vapor Pressure: 0mmHg at 25°C
• Refractive Index: 1.652
• PKA: 4.50±1.00(Predicted)
• CAS DataBase Reference: 4-HYDROXY-7-METHOXY-3-PHENYLCOUMARIN 9&(CAS DataBase Reference)
• NIST Chemistry Reference: 4-HYDROXY-7-METHOXY-3-PHENYLCOUMARIN 9&(2555-24-0)
• EPA Substance Registry System: 4-HYDROXY-7-METHOXY-3-PHENYLCOUMARIN 9&(2555-24-0)

Safety Data

• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-36
• WGK Germany: 3
• Hazardous Substances Data: 2555-24-0(Hazardous Substances Data)

Usage

General Description

4-HYDROXY-7-METHOXY-3-PHENYLCOUMARIN 9 is a chemical compound that belongs to the coumarin family. It is a derivative of coumarin and is characterized by the presence of a hydroxyl group at the 4th position, a methoxy group at the 7th position, and a phenyl group at the 3rd position of the coumarin ring. 4-HYDROXY-7-METHOXY-3-PHENYLCOUMARIN 9& has exhibited various pharmacological activities, including antioxidant, anti-inflammatory, and antimicrobial properties. It has also been studied for its potential therapeutic applications in the treatment of cancer and neurodegenerative diseases. Additionally, 4-HYDROXY-7-METHOXY-3-PHENYLCOUMARIN 9 has been found to have potential as an ingredient in cosmetics and skincare products due to its antioxidant and anti-aging properties.

InChI:InChI=1/C16H12O4/c1-19-11-7-8-12-13(9-11)20-16(18)14(15(12)17)10-5-3-2-4-6-10/h2-9,17H,1H3

Upstream product

• 31356-11-3 (Z)-6-methoxyaurone 
• 1353024-72-2 C₁₇H₁₆O₅ 
• 150-19-6 O-methylresorcine 
• 37434-59-6 dimethyl 2-phenylmalonate 
• 87606-84-6 (Z)-2-benzylidene-6-methoxy-2,3-dihydrobenzofuran-3-ol 
• 5446-02-6 4-methoxymethylsalicylate 
• 103-80-0 phenylacetyl chloride 
• 10173-78-1 (Z)-2-benzylidene-6-methoxybenzo-furan-3(2H)-one epoxide 
• 17575-15-4 4-hydroxy-7-methoxycoumarine 
• 28899-97-0 triphenylbismuth(V) diacetate 
• 3076-54-8 phenyllead(IV) triacetate 
• 18439-96-8 1-(2-hydroxy-4-methoxyphenyl)-2-phenylethanone 
• 105-58-8 Diethyl carbonate 
• 83-13-6 diethyl 2-phenylmalonate 

Downstream Products

• 64555-52-8 7-methoxy-4-(2-morpholin-4-yl-ethoxy)-3-phenyl-chromen-2-one 
• 111888-13-2 4-Chlor-7-methoxy-3-phenyl-2H-<1>benzopyran-2-on 
• 88484-65-5 ethyl 2-(7-methoxy-3-phenylcoumarin-4-yloxy)acetate 
• 132886-95-4 4-acetoxy-7-methoxy-3-phenyl-coumarin 
• 19225-17-3 4,7-dihydroxy-3-phenylcoumarin 
• 42345-65-3 4,7-dimethoxy-3-phenyl-coumarin 

Relevant articles and documents

3-phenylcoumarins as inhibitors of HIV-1 replication

We have synthesized fourteen 3-phenylcoumarin derivatives and evaluated their anti-HIV activity. Antiviral activity was assessed on MT-2 cells infected with viral clones carrying the luciferase gene as reporter. Inhibition of HIV transcription and Tat function were tested on cells stably transfected with the HIV-LTR and Tat protein. Six compounds displayed NF-κB inhibition, four resulted Tat antagonists and three of them showed both activities. Three compounds inhibited HIV replication with IC50 values 25 μM. The antiviral effect of the 4-hydroxycoumarin derivative 19 correlates with its specific inhibition of Tat functions, while compound 8, 3-(2-chlorophenyl) coumarin, seems to act through a mechanism unrelated to the molecular targets considered in this research.

Phase transfer catalyst mediated one-pot synthesis of 4-hydroxy-3- phenylcoumarin

The synthesis of two new 3-aryl-4-hydroxycoumarins under phase transfer catalyst conditions is described.

The chemistry of pentavalent organobismuth reagents. Part XII. Synthesis of isoflavanones and 3-aryl-4-hydroxycoumarins

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