24093-81-0

Basic information

• Product Name: (4'-O-methyl)methyl gallate
• Synonyms: (4'-O-methyl)methyl gallate
• CAS NO: 24093-81-0
• Molecular Formula: C₉H₁₀O₅
• Molecular Weight: 198.1727
• Mol File: 24093-81-0.mol
• Article Data: 25

Chemical Properties

• Melting Point: 147.0 to 151.0 °C
• Boiling Point: 400.4°C at 760 mmHg
• Flash Point: 164.4°C
• Appearance: /
• Density: 1.337g/cm³
• Vapor Pressure: 5.51E-07mmHg at 25°C
• Refractive Index: 1.567
• PKA: 8?+-.0.15(Predicted)
• CAS DataBase Reference: (4'-O-methyl)methyl gallate(CAS DataBase Reference)
• NIST Chemistry Reference: (4'-O-methyl)methyl gallate(24093-81-0)
• EPA Substance Registry System: (4'-O-methyl)methyl gallate(24093-81-0)

Safety Data

• Hazardous Substances Data: 24093-81-0(Hazardous Substances Data)

Usage

Description

(4'-O-methyl)methyl gallate is a gallate compound derived from gallic acid, featuring a methyl group attached to the phenolic hydroxyl group at the 4' position. It has been studied for its potential antioxidant, anti-inflammatory effects, and its ability to inhibit cancer cell growth. (4'-O-methyl)methyl gallate also shows promise as a natural preservative and has potential applications in pharmaceuticals and functional foods due to its beneficial properties.

Uses

Used in Antioxidant Applications:
(4'-O-methyl)methyl gallate is used as an antioxidant for its potential to combat oxidative stress and protect cells from damage, which can contribute to various health issues and the aging process.
Used in Anti-inflammatory Applications:
(4'-O-methyl)methyl gallate is used as an anti-inflammatory agent to help reduce inflammation and alleviate symptoms associated with inflammatory conditions.
Used in Cancer Therapy:
(4'-O-methyl)methyl gallate is used as an anticancer agent for its ability to inhibit the growth of cancer cells, offering a potential therapeutic approach for various types of cancer.
Used in Food and Cosmetic Preservation:
(4'-O-methyl)methyl gallate is used as a natural preservative in the food and cosmetic industries to extend the shelf life of products and maintain their quality over time.
Used in Pharmaceutical Development:
(4'-O-methyl)methyl gallate is used in the development of pharmaceuticals due to its potential health benefits and therapeutic properties, offering a promising avenue for creating new treatments and medications.
Used in Functional Food Industry:
(4'-O-methyl)methyl gallate is used in the development of functional foods for its potential to provide health benefits beyond basic nutrition, contributing to the overall wellness of consumers.

InChI:InChI=1/C9H10O5/c1-13-8-6(10)3-5(4-7(8)11)9(12)14-2/h3-4,10-11H,1-2H3

Upstream product

• 623-11-0 1-methyl-4-nitrosobenzene 
• 149-91-7 3,4,5-trihydroxybenzoic acid 
• 77-78-1 dimethyl sulfate 
• 99-24-1 methyl galloate 
• 75-93-4 methyl bisulfate 
• 74-88-4 methyl iodide 
• 67-56-1 methanol 
• 4319-02-2 4-O-methylgallic acid 
• 20189-90-6 3,4,5-triacetoxy-benzoic acid methyl ester 
• 83553-80-4 3,5-Di-O-acetylgallussaeuremethylester 
• 13089-97-9 methyl 3,5-diacetoxy-4-methoxy benzoate 
• 186581-53-3 diazomethane 
• 60-29-7 diethyl ether 

Downstream Products

• 1916-07-0 3,4,5-trimethoxybenzoic acid methyl ester 
• 19859-90-6 [3,5-bis(benzyloxy)-4-methoxyphenyl]methanol 
• 13326-69-7 methyl 3,5-bis(benzyloxy)-4-methoxybenzoate 
• 103929-80-2 methyl 3,5-di-tert-butyldimethylsilyloxy-4-methoxybenzoate 
• 83011-43-2 3-hydroxy-4,5-dimethoxybenzoate 
• 63542-40-5 5-(hydroxymethyl)-2-methoxybenzene-1,3-diol 
• 956030-94-7 2-bromo-3,5-dibenzyloxy-4-methoxybenzoic acid 
• 54186-41-3 2-(3,5-bis(benzyloxy)-4-methoxyphenyl)acetonitrile 
• 24093-82-1 3,5-bis(benzyloxy)-4-methoxybenzyl chloride 
• 54186-42-4 2-(3,5-bis(benzyloxy)-4-methoxyphenyl)acetic acid 
• 54186-43-5 N-(3-methoxyphenylethyl)-(3,5-dibenzyloxy-4-methoxyphenyl)acetamide 
• 1254808-30-4 methyl 3,5-bis(4,6-dichloro-1,3,5-triazin-2-yloxy)-4-methoxybenzoate 
• 171738-30-0 methyl 3,5-diisopropoxy-4-methoxybenzoate 
• 72061-72-4 3,5-Bis-benzyloxy-4-methoxy-benzoic acid 2-acetyl-5-benzyloxy-phenyl ester 

Relevant articles and documents

Vanadium-Catalyzed Oxidative Intramolecular Coupling of Tethered Phenols: Formation of Phenol-Dienone Products

A mild and efficient method for the vanadium-catalyzed intramolecular coupling of tethered free phenols is described. The corresponding phenol-dienone products are prepared directly in good yields with low catalyst loadings. Electronically diverse tethered phenol precursors are well tolerated, and the catalytic method was effectively applied as the key step in syntheses of three natural products and a synthetically useful morphinan alkaloid precursor.

Synthesis and cytotoxic activities of hexyl-esters derivatives of gallic acid against MCF-7 cell line

Gallic acid is found in many plants, fruits, and foods where the anti-cancer activity is found. However, gallic acid has a problem on the high polarity and low bio availability. So, it takes molecular modifications in order to increase its lipophilicity, which is expected to increase bio availability and cytotoxic activity of gallic acid. Hexyl esters derivatives of gallic acid were synthesized and characterized by spectrometer 1H-NMR, 13C-NMR, mass spectrometry and infrared spectrophotometer (FTIR). All compounds were then evaluated for cytotoxic activity on MCF-7 cell line using MTT method. Compound cis-2′-hexenyl-3,4,5-trimethoxygallate (19) had the lowest IC50 value compared with gallic acid and other derivatives hexyl esters. IC50 value of cis-2′-hexenyl-3,4,5-trimethoxygallate (19) is 14.48 μg/ml. Compound (19) also has approached with IC50 values of gossypol as a positive control. Compound (19) is a potential compound to inhibit growth of MCF-7 cell line.

Bioinspired Total Synthesis of Bussealin e

The first total synthesis of bussealin E, a natural product with a unique cycloheptadibenzofuran scaffold, is reported. A strategy inspired by a proposed biosynthesis was employed whereby a diphenylpropane derivative underwent an oxidative phenolic coupling to forge the tetracyclic ring system. The synthesis of the diphenylpropane featured a key sp2-sp3 Hiyama coupling between a vinyldisiloxane and a benzylic bromide.