22367-92-6

Basic information

• Product Name: 2H-1-Benzopyran-2-one, 3-(3,4-dimethoxyphenyl)-
• CAS NO: 22367-92-6
• Molecular Formula: C17H14O4
• Molecular Weight: 282.296
• Mol File: 22367-92-6.mol
• Article Data: 11

Chemical Properties

• CAS DataBase Reference: 2H-1-Benzopyran-2-one, 3-(3,4-dimethoxyphenyl)-(CAS DataBase Reference)
• NIST Chemistry Reference: 2H-1-Benzopyran-2-one, 3-(3,4-dimethoxyphenyl)-(22367-92-6)
• EPA Substance Registry System: 2H-1-Benzopyran-2-one, 3-(3,4-dimethoxyphenyl)-(22367-92-6)

Safety Data

• Hazardous Substances Data: 22367-92-6(Hazardous Substances Data)

Upstream product

• 55720-88-2 homoveratric anhydride 
• 90-02-8 salicylaldehyde 
• 2444-36-2 2'-chloro-benzeneacetic acid 
• 93-40-3 (3,4-Dimethoxyphenyl)acetic acid 
• 1268149-45-6 C₁₃H₁₄N₂O₃ 
• 89-95-2 2-methyl-benzyl alcohol 
• 83814-21-5 N-<3,4-dimethoxyphenyl(thioacetyl)>morpholine 

Downstream Products

• 51924-87-9 2-(3,4-dimethoxyphenyl)benzofuran 

Relevant articles and documents

Ultrasound-Assisted Solvent-Free Parallel Synthesis of 3-Arylcoumarins Using N-Acylbenzotriazoles

An ultrasound-assisted one-pot acylation/cyclization reaction between N-acylbenzotriazoles and 2-hydroxybenzaldehydes has been developed for the synthesis of substituted 3-arylcoumarins. Using ultrasound not only allows rapid and clean conversion but also simplifies experimental setup and parallel workup leading to rapid generation of 3-arylcoumarin libraries under mild, solvent-free, and chromatography-free conditions.

3-Arylcoumarins: Synthesis and potent anti-inflammatory activity

Chronic inflammation is the persistent and excessive immune response and can lead to a variety of diseases. Aiming to discover new compounds with anti-inflammatory activity, we report herein the synthesis and biological evaluation of 3-arylcoumarins. Thirty five 3-arylcoumarins were prepared through Perkin condensation and further acid-promoted hydrolysis if necessary. In lipopolysaccharide-activated mouse macrophage RAW264.7 cells, 6,8-dichloro-3-(2-methoxyphenyl)coumarin (16) and 6-bromo-8-methoxy-3-(3-methoxyphenyl)coumarin (25) exhibited nitric oxide production inhibitory activity with the IC50 values of 8.5 μM and 6.9 μM, respectively, providing a pharmacological potential as anti-inflammatory agents.

Synthesis of 2-phenylbenzofuran derivatives and selective binding activities on estrogen receptor

An improved chemical reaction protocol with short time and easy work-up was described here for 2-phenylbenzofuran derivatives. The final purified products, 2-phenylbenzofuran derivatives 5a-g and the intermediate diols 4a-g, were evaluated for their estrogen receptor (ER) binding affinity and selective activity in vitro. Among these fourteen tested compounds, 4g and 5g showed higher binding affinity on ER subtypes, ERα and ERβ. Compound 4g exhibited preferable ERα binding, while 5g was more estrogen selective for ERβ. The molecular docking was also performed to explore the detailed interactive interface between ER and the compounds.