20280-81-3

Basic information

• Product Name: 4-METHOXYCOUMARIN
• Synonyms: METHOXYCOUMARIN,4;4-METHOXYCOUMARIN;4-METHOXYCOUMARINE;4-METHOXY-2H-CHROMEN-2-ONE
• CAS NO: 20280-81-3
• Molecular Formula: C₁₀H₈O₃
• Molecular Weight: 176.17
• Product Categories: Coumarins
• Mol File: 20280-81-3.mol

Chemical Properties

• Melting Point: 123-125°C
• Boiling Point: 347.8 °C at 760 mmHg
• Flash Point: 144.5 °C
• Appearance: /
• Density: 1.26 g/cm³
• Vapor Pressure: 5.27E-05mmHg at 25°C
• Refractive Index: 1.581
• Storage Temp.: Refrigerator
• Solubility: Acetonitrile (Slightly), Chloroform (Slightly), Dichloromethane (Slightly), DMSO
• BRN: 145960
• CAS DataBase Reference: 4-METHOXYCOUMARIN(CAS DataBase Reference)
• NIST Chemistry Reference: 4-METHOXYCOUMARIN(20280-81-3)
• EPA Substance Registry System: 4-METHOXYCOUMARIN(20280-81-3)

Safety Data

• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-36
• Hazardous Substances Data: 20280-81-3(Hazardous Substances Data)

Usage

Uses

Used in Dermatological Applications:
4-Methoxycoumarin is used as a photosensitizing agent for the treatment of skin disorders such as psoriasis and vitiligo. When exposed to ultraviolet A (UVA) radiation, it binds to DNA and disrupts its replication, leading to the death of rapidly dividing cells.
Used in Cancer Treatments:
In the oncology field, 4-Methoxycoumarin is used in combination with ultraviolet light to target and destroy malignant cells. Its ability to sensitize skin to light makes it a valuable component in certain cancer therapies.
Used in Antibacterial Applications:
4-Methoxycoumarin has been studied for its potential as an antibacterial agent, showing promising results in inhibiting the growth of certain bacteria.
Used in Antioxidant Applications:
4-METHOXYCOUMARIN has also been researched for its antioxidant properties, with the capacity to scavenge free radicals, which can be beneficial in various health and cosmetic applications.

InChI:InChI=1/C10H8O3/c1-12-9-6-10(11)13-8-5-3-2-4-7(8)9/h2-6H,1H3

Upstream product

• 67-56-1 methanol 
• 3515-42-2 3-iodo-4-hydroxycoumarin 
• 425686-45-9 methyl 3-(2-hydroxyphenyl)propiolate 
• 98-80-6 phenylboronic acid 

Downstream Products

• 1786-05-6 4-hydroxy-3-phenylcoumarin 
• 26952-91-0 4-methoxy-3-phenyl-2H-chromen-2-one 
• 26952-87-4 3-Methyl-4-methoxy-coumarin 
• 1279109-06-6 3-iodo-2-(4-fluoro)phenyl-4H-furo[2,3-b]benzopyran-4-one 
• 1279109-19-1 4-methoxy-3-(3,4,5-trimethoxyphenyl)ethynylcoumarin 
• 1279109-18-0 4-methoxy-3-(4-fluorophenyl)ethynylcoumarin 
• 1279109-09-9 3-iodo-2-(3,4,5-trimethoxy)phenyl-4H-furo[2,3-b]benzopyran-4-one 
• 2320-33-4 2-Hydroxy-benzoylessigsaeure 
• 77037-51-5 3-(2-hydroxybenzoyl)-N,N-bis(1-methylethyl)propanamide 
• 89073-98-3 6-(2-hydroxyphenyl)-2-morpholino-4(3H)-pyrimidone 
• 89073-99-4 6-(2-hydroxyphenyl)-2-pyrrolidino-4(3H)-pyrimidone 
• 33149-53-0 3,4-dihydro-2-phenyl-4-oxobenzofuro<3,2-d>pyrimidine 
• 29360-84-7 amino-2 (hydroxy-2 phenyl)-6 oxo-4 dihydro-3,4 pyrimidine 
• 55982-09-7 (hydroxy-2 phenyl)-6 methyl-2 oxo-4 dihydro-3,4 pyrimidine 

Relevant articles and documents

Reaction of 4-hydroxycoumarin or its O-substituted derivatives with diatomic interhalogens: ICl and IBr

Herein, we present some aspects regarding the iodination/bromination of 4-hydroxycoumarin or its O-methyl or O-acetyl derivatives with iodine monochloride or iodine monobromide as halogenation reagents. Also, the investigation of photochemical transformation of the three 3-iodocoumarins was investigated for the first time.

Synthesis of 4-arylcoumarins via Cu-catalyzed hydroarylation with arylboronic acids

(Chemical Equation Presented) In the presence of 2-4 mol % of CuOAc, methyl phenylpropiolates having a MOM-protected hydroxy group at the ortho position underwent hydroarylation with various arylboronic acids in MeOH at ambient temperature, resulting in the formation of 4-arylcoumarins in high yields after the acidic workup. This method was effectively used for the synthesis of biologically active natural and artificial compounds.