18103-42-9

Basic information

• Product Name: 5,7-DIHYDROXY-3',4',5'-TRIMETHOXYFLAVONE
• Synonyms: TRICIN METHYL ETHER;TRICIN-4'-METHYL ETHER;DIHYDROXY-3',4',5'-TRIMETHOXYFLAVONE, 5,7-;5,7-DIHYDROXY-3',4',5'-TRIMETHOXYFLAVONE;5,7-dihydroxy-2-(3,4,5-trimethoxyphenyl)-4-benzopyrone;5,7-Dihydroxy-3',4',5'-trimethoxy;NSC 123410;5,7-DIHYDROXY-3'',4'',5''-TRIMETHOXYFLAVONE WITH HPLC
• CAS NO: 18103-42-9
• Molecular Formula: C₁₈H₁₆O₇
• Molecular Weight: 344.32
• EINECS: 242-001-0
• Product Categories: Penta-substituted Flavones
• Mol File: 18103-42-9.mol
• Article Data: 8

Chemical Properties

• Melting Point: 266-276°C
• Boiling Point: 562.4°Cat760mmHg
• Flash Point: 206.2°C
• Appearance: /
• Density: 1.387g/cm³
• CAS DataBase Reference: 5,7-DIHYDROXY-3',4',5'-TRIMETHOXYFLAVONE(CAS DataBase Reference)
• NIST Chemistry Reference: 5,7-DIHYDROXY-3',4',5'-TRIMETHOXYFLAVONE(18103-42-9)
• EPA Substance Registry System: 5,7-DIHYDROXY-3',4',5'-TRIMETHOXYFLAVONE(18103-42-9)

Safety Data

• Hazardous Substances Data: 18103-42-9(Hazardous Substances Data)

Usage

Definition

ChEBI: A trimethoxyflavone that is the 3',4',5'-tri-O-methyl ether of tricetin.

Upstream product

• 3044-56-2 ethyl trimethoxybenzoyl acetate 
• 108-73-6 3,5-dihydroxyphenol 
• 480-66-0 2,4,6-trihydroxyacetophenone 
• 1719-88-6 3,4,5-trimethoxybenzoic anhydride 
• 4521-61-3 3,4,5-Trimethoxybenzoyl chloride 
• 859085-75-9 5,7-dihydroxy-3-(3,4,5-trimethoxybenzoyl)-2-(3,4,5-trimethoxyphenyl)-4H-chromen-4-one 
• 110865-03-7 2-chloro-1-(2,4,6-trihydroxyphenyl)ethan-1-one 
• 86-81-7 3,4,5-trimethoxy-benzaldehyde 
• 155721-25-8 5-(2,4,6-trihydroxyphenyl)-3-(3,4,5-trimethoxyphenyl)isoxazole 
• 134810-54-1 4-iodo-1,3,5-trihydroxybenzene 

Downstream Products

• 18085-94-4 5,7-diacetoxy-2-(3,4,5-trimethoxy-phenyl)-chromen-4-one 
• 18103-41-8 5-hydroxy-7-methoxy-2-(3',4',5'-trimethoxyphenyl)-4H-chromen-4-one 
• 520-31-0 tricetin 
• 520-32-1 5,7,4'trihydroxy-3',5'-dimethoxyflavone 
• 84212-53-3 6-acetyl-5,7-dihydroxy-3',4',5'-trimethoxyflavone 
• 89456-44-0 5,8-dihydroxy-7-methoxy-2-(3,4,5-trimethoxy-phenyl)-chromen-4-one 

Relevant articles and documents

Flavonoid glycosides with a triazole moiety for marine antifouling applications: Synthesis and biological activity evaluation

Over the last decades, antifouling coatings containing biocidal compounds as active ingre-dients were used to prevent biofouling, and eco-friendly alternatives are needed. Previous research from our group showed that polymethoxylated chalcones and glycosy

Design, synthesis and biological evaluation of flavonoid salicylate derivatives as potential anti-tumor agents

A series of flavonoid salicylate derivatives containing trimethoxybenzene and a series of chrysin salicylate derivatives were synthesized for use as anti-tumor agents, and evaluated for antiproliferative activity using three human tumor cells: MCF-7 (breast carcinoma cells), HepG2 (liver carcinoma cells), MGC-803 (gastric carcinoma cells) and the mice tumor cells MFC (forestomach carcinoma cells). A substituent group of a suitable size and the trimethoxybenzene had a certain influence on the bioactivity of the flavonoid salicylate derivatives. Compound 2 and its salicylate derivatives 7a-7g containing the trimethoxybenzene exhibited more antiproliferative activity. Among them, compound 7g displayed the most potent antiproliferative activity against MGC-803 cells and MFC cells with the concentration causing 50% inhibition of cell growth (IC50) values of 11.05 ± 1.58 μM and 13.73 ± 2.04 μM, respectively. The flow cytometry results showed that compound 7g caused the cell cycle to be arrested in the G0/G1 phase and induced apoptosis of MFC cells in a dose-dependent manner. Furthermore, compound 7g showed good anti-tumor activity in vivo. These results suggested that compound 7g could be a new, potent anti-tumor candidate which should be optimized and evaluated further.

Solvent-free synthesis of functionalized flavones under microwave irradiation

(Chemical Equation Presented) Eco-friendly direct solvent-free synthesis of flavones is achieved by microwave irradiation of phloroglucinol and β-ketoesters. Heating with microwaves versus under classical conditions was shown to be higher yielding, cleaner, and faster. The reaction goes through a cycloaddition of an α-oxo ketene intermediate followed by an uncatalyzed thermal Fries rearrangement.