75425-27-3

Basic information

• Product Name: 8,8-dimethyl-3-(2,4,5-trimethoxyphenyl)-4H,8H-pyrano[2,3-f]chromen-4-one
• Synonyms: 4H,8H-Benzo(1,2-b:3,4-b')dipyran-4-one, 8,8-dimethyl-3-(2,4,5-trimethoxyphenyl)-; lonchocarpusone
• CAS NO: 75425-27-3
• Molecular Formula: C₂₃H₂₂O₆
• Molecular Weight: 394.4172
• Mol File: 75425-27-3.mol
• Article Data: 2

Chemical Properties

• Boiling Point: 574.4°C at 760 mmHg
• Flash Point: 250.5°C
• Density: 1.229g/cm³
• Vapor Pressure: 3.36E-13mmHg at 25°C
• Refractive Index: 1.581
• CAS DataBase Reference: 8,8-dimethyl-3-(2,4,5-trimethoxyphenyl)-4H,8H-pyrano[2,3-f]chromen-4-one(CAS DataBase Reference)
• NIST Chemistry Reference: 8,8-dimethyl-3-(2,4,5-trimethoxyphenyl)-4H,8H-pyrano[2,3-f]chromen-4-one(75425-27-3)
• EPA Substance Registry System: 8,8-dimethyl-3-(2,4,5-trimethoxyphenyl)-4H,8H-pyrano[2,3-f]chromen-4-one(75425-27-3)

Safety Data

• Hazardous Substances Data: 75425-27-3(Hazardous Substances Data)

Usage

General Description

8,8-dimethyl-3-(2,4,5-trimethoxyphenyl)-4H,8H-pyrano[2,3-f]chromen-4-one is a chemical compound that belongs to the class of pyrano[2,3-f]chromen-4-one. It is a flavonoid derivative that contains a pyranochromenone core structure. The chemical structure of 8,8-dimethyl-3-(2,4,5-trimethoxyphenyl)-4H,8H-pyrano[2,3-f]chromen-4-one features a pyran ring fused to a chromenone moiety, with dimethyl and trimethoxyphenyl groups attached at specific positions. 8,8-dimethyl-3-(2,4,5-trimethoxyphenyl)-4H,8H-pyrano[2,3-f]chromen-4-one has potential bioactivity and may exhibit various pharmacological properties, making it of interest for research in medicine and drug development.

Upstream product

• 24672-84-2 6-acetyl-5-hydroxy-2,2-dimethylchromene 
• 91735-53-4 2',4'-Dibenzyloxy-2,4,5-trimethoxychalcone epoxide 
• 91735-52-3 2',4'-Dibenzyloxy-2,4,5-trimethoxychalcone 
• 91735-51-2 4'-Benzyloxy-2'-hydroxy-2,4,5-trimethoxychalcone 
• 4460-86-0 asaraldehyde 
• 1111-97-3 3-chloro-3-methylbut-1-yne 
• 29096-94-4 7-hydroxy-3-(2,4,5-trimethoxyphenyl)-4H-chromen-4-one 

Relevant articles and documents

Synthesis and biological evaluation of pyranoisoflavone derivatives as anti-inflammatory agents

In this paper, barbigerone (1a) and its twenty-seven related structural analogues were synthesized via complementary synthetic routes and their anti-inflammatory effects on the expression of TNF-α in LPS-stimulated splenocytes were evaluated. Among these compounds, 1a, 1d, 1f and 1g were found to remarkably inhibit TNF-α production. Furthermore, 1g showed the most potent and dose-dependent manner inhibitory effect on TNF-α release, with better IC50 value (3.58 μM) than barbigerone (8.46 μM). Oral administration of 1g at 20 mg/kg/day for two weeks obviously demonstrated protective effect in adjuvant-induced arthritis models as evaluated by clinical score of paws, and histological examination of joint tissues from rats. Mechanism studies on mRNA and protein level suggested that 1g inhibited the TNF-α production via depressing TNF-α converting enzyme (TACE) mRNA expression. In conclusion, these data show 1g with potential therapeutic effects as an anti-inflammatory agent.