42327-52-6

Basic information

• Product Name: 4H-1-BENZOPYRAN-4-ONE, 2,3-DIHYDRO-7-METHOXY-
• Synonyms: SALOR-INT L170100-1EA;4H-1-BENZOPYRAN-4-ONE, 2,3-DIHYDRO-7-METHOXY-;7-Methoxy-4-chromanone;6-Methoxy-3,4-dihydro-2H-1-benzopyran-4-one;7-MethoxychroMan-4-one;7-methoxy-2,3-dihydrochromen-4-one
• CAS NO: 42327-52-6
• Molecular Formula: C₁₀H₁₀O₃
• Molecular Weight: 178.18
• Mol File: 42327-52-6.mol

Chemical Properties

• Boiling Point: 331 °C at 760 mmHg
• Flash Point: 145.1 °C
• Appearance: /
• Density: 1.205 g/cm³
• Vapor Pressure: 0.00016mmHg at 25°C
• Refractive Index: 1.546
• Storage Temp.: Sealed in dry,Room Temperature
• CAS DataBase Reference: 4H-1-BENZOPYRAN-4-ONE, 2,3-DIHYDRO-7-METHOXY-(CAS DataBase Reference)
• NIST Chemistry Reference: 4H-1-BENZOPYRAN-4-ONE, 2,3-DIHYDRO-7-METHOXY-(42327-52-6)
• EPA Substance Registry System: 4H-1-BENZOPYRAN-4-ONE, 2,3-DIHYDRO-7-METHOXY-(42327-52-6)

Safety Data

• Hazardous Substances Data: 42327-52-6(Hazardous Substances Data)

Usage

Uses

Used in Pharmaceutical Industry:
4H-1-Benzopyran-4-one, 2,3-dihydro-7-methoxyis used as a pharmaceutical agent for its anti-inflammatory properties, helping to reduce inflammation and alleviate pain in various conditions.
4H-1-Benzopyran-4-one, 2,3-dihydro-7-methoxyis also used as an antioxidant agent, protecting cells from oxidative damage and potentially reducing the risk of various diseases associated with oxidative stress.
Used in Anticancer Applications:
In the field of oncology, 4H-1-Benzopyran-4-one, 2,3-dihydro-7-methoxyis used as an anti-cancer agent, targeting various types of cancer cells and inhibiting their growth and proliferation.
Used in Antimicrobial Applications:
4H-1-Benzopyran-4-one, 2,3-dihydro-7-methoxyis utilized as an antifungal and antibacterial agent, effectively combating fungal and bacterial infections.
Used in Drug Development:
In the development of new medicines, 4H-1-Benzopyran-4-one, 2,3-dihydro-7-methoxyserves as a key compound for the synthesis of novel therapeutic agents, leveraging its diverse biological activities to address various health conditions.

InChI:InChI=1/C10H10O3/c1-12-7-2-3-8-9(11)4-5-13-10(8)6-7/h2-3,6H,4-5H2,1H3

Upstream product

• 41580-72-7 m-methoxyphenyl 2-propynyl ether 

Downstream Products

• 5526-54-5 (3E)-2,3-dihydro-7-methoxy-3-[(4-methoxyphenyl)-methylene]-4H-1-benzopyran-4-one 
• 22395-22-8 7-methoxoyflavone 
• 111254-31-0 (E)-3-(4-hydroxy-3-methoxybenzylidene)-7-hydroxychroman-4-one 
• 76285-73-9 3-benzyl-7-methoxy-4-chromanone 
• 76285-80-8 4--3-benzyl-7-methoxychroman 
• 76285-82-0 4--3-benzyl-7-methoxychroman 
• 76285-79-5 4-(p-acetoxyphenyl)-3-benzyl-7-methoxychroman 
• 76285-77-3 4-(p-hydroxyphenyl)-3-benzyl-7-methoxychroman 
• 91100-83-3 3-(3,4-dimethoxybenzyl)-7-methoxy-4H-chromen-4-one 
• 76285-75-1 3-benzyl-7-methoxy-4-chromanol 
• 76285-72-8 3-benzyl-7-methoxychroman 
• 18651-18-8 7,3',4'-trimethoxy-3-methylflavone 

Relevant articles and documents

Thermally Induced Denitrogenative Annulation for the Synthesis of Dihydroquinolinimines and Chroman-4-imines

A rapid growth in synthetic methods for the preparation of diverse organic molecules using N-sulfonyl-1,2,3-triazoles is of great interest in organic synthesis. Transition metals are generally used to activate the α-imino diazo intermediates. Metal-free methods have not been studied in detail, but can be a good complement to transition metal catalysis in the mild reaction conditions. We herein report a novel method for the preparation of 2,3-dihydroquinolin-4-imine and chroman-4-imine analogs from their corresponding N-sulfonyl-1,2,3-triazoles in the absence of metal catalysts. To achieve intramolecular annulation, the introduction of an electron-donating group is required at the meta position of N-sulfonyl-1,2,3-triazole methyl anilines. The inclusion of tailored substituents on the aniline moieties and nitrogen atoms enhances the nucleophilicity of the phenyl π-electrons, thus allowing them to undergo a Friedel-Crafts-type reaction with the highly electrophilic ketenimines. This metal-free method was carefully optimized to generate a variety of dihydroquinolin-4-imines and chroman-4-imines in moderate-to-good yields.