56002-81-4

Basic information

• Product Name: 1,2-Benzenediol, 3,4,6-trimethoxy- (9CI)
• Synonyms: 1,2-Benzenediol, 3,4,6-trimethoxy- (9CI)
• CAS NO: 56002-81-4
• Molecular Formula: C₉H₁₂O₅
• Molecular Weight: 200.18858
• Product Categories: ALCOHOL
• Mol File: 56002-81-4.mol

Chemical Properties

• Appearance: /
• CAS DataBase Reference: 1,2-Benzenediol, 3,4,6-trimethoxy- (9CI)(CAS DataBase Reference)
• NIST Chemistry Reference: 1,2-Benzenediol, 3,4,6-trimethoxy- (9CI)(56002-81-4)
• EPA Substance Registry System: 1,2-Benzenediol, 3,4,6-trimethoxy- (9CI)(56002-81-4)

Safety Data

• Hazardous Substances Data: 56002-81-4(Hazardous Substances Data)

Usage

Derivative of

Resorcinol

Structure

Three methoxy groups attached to the benzene ring at positions 3, 4, and 6

Uses

a. Synthesis of pharmaceuticals and natural products
b. Antioxidant and anti-inflammatory properties
c. Production of hair dyes and cosmetic products
d. Potential applications in materials science and nanotechnology

Industries and research fields

Diverse uses in various industries and research fields

Upstream product

• 41318-10-9 2-hydroxy-3,4,6-trimethoxyacetophenone 
• 6953-31-7 2'-acetoxy-3',4',5'-trimethoxyacetophenone 
• 7508-05-6 1-(2,3,4,6-tetramethoxyphenyl)ethanone 
• 5333-45-9 1,2,3,5-tetramethoxybenzene 
• 15233-65-5 2,6-dimethoxy-1,4-hydroquinone 
• 7507-98-4 1-(2-hydroxy-3,4,6-trimethoxyphenyl)ethanone 

Downstream Products

• 21532-94-5 3-hydroxy-2,5-dimethoxy-[1,4]benzoquinone 
• 29201-97-6 4'-benzyloxy-3',5,6,7,8-pentamethoxyflavone 
• 13909-75-6 1,2,3,4,5-pentamethoxybenzene 
• 3162-28-5 2-hydroxy-3,4,5,6-tetramethoxyacetophenone 
• 176662-25-2 Toluene-4-sulfonic acid 7-benzyloxy-2-(3-benzyloxy-4-methoxy-phenyl)-5-hydroxy-6,8-dimethoxy-4-oxo-4H-chromen-3-yl ester 
• 176662-19-4 Toluene-4-sulfonic acid 7-benzyloxy-2-(4-benzyloxy-3-methoxy-phenyl)-5,6,8-trimethoxy-4-oxo-4H-chromen-3-yl ester 
• 176662-24-1 Toluene-4-sulfonic acid 7-benzyloxy-2-(4-benzyloxy-3-methoxy-phenyl)-5-hydroxy-6,8-dimethoxy-4-oxo-4H-chromen-3-yl ester 
• 176662-22-9 7-Benzyloxy-2-(3,4-bis-benzyloxy-phenyl)-3,5,6,8-tetramethoxy-chromen-4-one 
• 176662-18-3 Toluene-4-sulfonic acid 7-benzyloxy-2-(4-benzyloxy-phenyl)-5,6,8-trimethoxy-4-oxo-4H-chromen-3-yl ester 
• 176662-16-1 7-Benzyloxy-2-(3,4-bis-benzyloxy-phenyl)-3-hydroxy-5,6,8-trimethoxy-chromen-4-one 
• 176662-31-0 7-Benzyloxy-2-(3,4-bis-benzyloxy-phenyl)-3,5-dihydroxy-6,8-dimethoxy-chromen-4-one 
• 176662-36-5 7-Benzyloxy-2-(3-benzyloxy-4-methoxy-phenyl)-5-hydroxy-3,6,8-trimethoxy-chromen-4-one 
• 176662-35-4 7-Benzyloxy-2-(4-benzyloxy-3-methoxy-phenyl)-5-hydroxy-3,6,8-trimethoxy-chromen-4-one 
• 1026339-87-6 Toluene-4-sulfonic acid 7-benzyloxy-5,6,8-trimethoxy-2-(4-methoxy-phenyl)-4-oxo-4H-chromen-3-yl ester 

Relevant articles and documents

COGNITIVE DISORDER-AMELIORATING AGENT

A cognitive impairment ameliorant is provided that is useful for the prevention or treatment of cognitive impairment, and particularly Alzheimer's disease. The cognitive impairment ameliorant contains royal jelly as an active ingredient thereof.

Improved, rapid and efficient synthesis of polymethoxyflavones under microwave irradiation and their inhibitory effects on melanogenesis

The microwave-assisted methylation of 2,5-dihydroxy-1,3-dimethoxybenzene with (CH3O)2SO2 for 5 min gave easily 1,2,3,5-tetramethoxybenzene, which was converted into pentamethoxybenzene. The microwave-assisted Friedel-Crafts acylation of pentamethoxybenzene in the presence of In(CF3SO3)3 gave pentamethoxyacetophenone for 15 min under solvent-free conditions in high yield. The microwave-assisted cyclization reaction of the diketones, which were synthesized from the acetophenone via three steps under microwave irradiation, gave the desired polymethoxyflavones for 1.5-3 min in high yields. The polymethoxyflavones showed inhibitory effects on melanogenesis in a human melanoma.

Studies of the Selective O-Alkylation and Dealkylation of Flavonoids. XXI.: A Convenient Method for Synthesizing 3,5,7-Trihydroxy-6,8-dimethoxyflavones and 5,7-Dihydroxy-3,6,8-trimethoxyflavones

The Friedel-Crafts acetylation with boron trifluoride was studied and it was found that 1-(2,4-dihydroxy-3,5,6-trimethoxyphenyl)ethanone was conveniently synthesized from 2,3,5,6-tetramethoxyphenyl acetate in a mixture of acetic anhydride and acetic acid. 1-[2-Hydroxy-3,5,6-trimethoxy-4-(methoxyinethoxy)phenyl]ethanone was cyclized to 7-hydroxy-5,6,8-trimethoxyflavone by using the Baker-Venkataraman transformation. The 7-benzyl ether of the flavone was oxidized with dimethyldioxirane and then treated with a small amount of p-toluenesulfonic acid to give 7-benzyloxy-3-hydroxy-5,6,8-trimethoxyflavone, which was converted into the methyl ether and tosylate. The 5-methoxy group in the methyl ether or tosylate was selectively cleaved with anhydrous aluminum bromide in acetonitrile under mild conditions to give the corresponding 5-hydroxyflavones and the latter compound with a 3-tosyloxy group was smoothly converted into the 3,5-dihydroxyflavone by hydrolysis with potassium carbonate in methanol. The hydrogenolysis of the 7-benzyloxy-3,5-dihydroxyflavone and its 3-methyl ether afforded quantitatively 3,5,7-trihydroxy-6,8-dimethoxyflavone and its 3-methyl ether. The process was suitable as a general method for synthesizing 3,5,7-trihydroxy-6,8-dimethoxyflavones and their 3-methyl ethers and the six flavones were synthesized for the clarification of their 1H and 13CNMR, MS, and UV spectral properties.