3809-00-5

Basic information

• Product Name: 2-(CarboxyMethyl)-4,5-diMethoxybenzoic acid
• Synonyms: 2-(CarboxyMethyl)-4,5-diMethoxybenzoic acid
• CAS NO: 3809-00-5
• Molecular Formula: C₁₁H₁₂O₆
• Molecular Weight: 240.20938
• EINECS: 1312995-182-4
• Mol File: 3809-00-5.mol
• Article Data: 11

Chemical Properties

• Melting Point: 215 °C (decomp)
• Boiling Point: 427.634 °C at 760 mmHg
• Flash Point: 167.679 °C
• Appearance: White powder soild
• Density: 1.354 g/cm³
• Storage Temp.: Sealed in dry,Room Temperature
• PKA: 3.92±0.36(Predicted)
• CAS DataBase Reference: 2-(CarboxyMethyl)-4,5-diMethoxybenzoic acid(CAS DataBase Reference)
• NIST Chemistry Reference: 2-(CarboxyMethyl)-4,5-diMethoxybenzoic acid(3809-00-5)
• EPA Substance Registry System: 2-(CarboxyMethyl)-4,5-diMethoxybenzoic acid(3809-00-5)

Safety Data

• Hazardous Substances Data: 3809-00-5(Hazardous Substances Data)

Usage

General Description

2-(CarboxyMethyl)-4,5-diMethoxybenzoic acid, also known as gallic acid methyl ether, is a chemical compound with a molecular formula of C11H12O6. It is a derivative of gallic acid, a polyphenolic compound found in various plants and fruits. The compound is a white crystalline powder that is soluble in water and has various biological activities, including antioxidant, anti-inflammatory, and anti-cancer properties. 2-(CarboxyMethyl)-4,5-diMethoxybenzoic acid has been studied for its potential use in treating various health conditions and has shown promising results in some research studies.

InChI:InChI=1S/C11H12O6/c1-16-8-3-6(4-10(12)13)7(11(14)15)5-9(8)17-2/h3,5H,4H2,1-2H3,(H,12,13)(H,14,15)

Upstream product

• 111321-28-9 (+)-O-trimethylbrazilin 
• 16135-41-4 6,7-dimethoxy-3,4-dihydro-1H-2-benzopyran-3-one 
• 3808-98-8 5,6-dimethoxy-3-trichloromethyl-phthalide 
• 3808-99-9 2-(2,2-dichloro-ethyl)-4,5-dimethoxy-benzoic acid 
• 52962-37-5 2-(1,3-diethoxy-1,3-dioxopropan-2-yl)-4,5-dimethoxybenzoic acid 
• 1227253-50-0 2-(2-carboxy-4,5-dimethoxy-phenyl)-malonic acid 
• 18066-68-7 ethyl 3,4-dimethoxyphenylacetate 
• 90149-75-0 ethyl 2-acetyl-4,5-dimethoxyphenylacetate 
• 93-40-3 (3,4-Dimethoxyphenyl)acetic acid 
• 93-07-2 Veratric acid 
• 844478-11-1 2-nitroso-5,6-dimethoxyindan-1-one 
• 42337-64-4 5,6-dimethoxyindane-1,2-dione 
• 10026-13-8 phosphorus pentachloride 
• 2107-85-9 5,6-dimethoxy-indan-1,2-dione-2-oxime 

Downstream Products

• 1432751-52-4 N-[(3,4-dimethylphenyl)methyl]-2-ethyl-6,7-dimethoxy-1-oxo-isoquinoline-4-carboxamide 
• 1432751-75-1 2-ethyl-6,7-dimethoxy-N-[[2-(2-methoxyethoxy)-4-methyl-phenyl]methyl]-1-oxo-isoquinoline-4-carboxamide 
• 5630-11-5 (+/-)-glaucine 
• 1699-51-0 laudanosine 
• 915303-09-2 2,3-dimethoxy-6-(3-morpholinopropyl)-5H-[1,3]dioxolo[4′,5′:5,6]indeno[1,2-c]isoquinoline-5,12(6H)-dione 
• 859738-18-4 2-[(2-indol-3-yl-ethylcarbamoyl)-methyl]-4,5-dimethoxy-benzoic acid 
• 95151-82-9 (β-chloroethyl-2 dimethoxy-4,5 benzyl) methylphosphinate d'ethyle 
• 67645-12-9 2-Hydroxymethyl-4,5-dimethoxy-phenylaethylalkohol 
• 35491-92-0 1-(2-Chloro-ethyl)-2-chloromethyl-4,5-dimethoxy-benzene 

Relevant articles and documents

Efficient copper-free Pd(OAc)2/Ruphos-catalyzed Sonogashira coupling in the preparation of 3′-hydroxycorfin and gymnopalynes A analogues

An efficient method involving copper-free Pd(OAc)2/Ruphos-catalyzed Sonogashira coupling strategy for a variety of 3-alkynyl isochromen-1-ones has been developed. Sonogashira coupling in the presence of catalytic system - Pd(OAc)2/Ruphos, Et3N base, and tetrahydrofuran solvent under aqueous and room temperature conditions, provided novel 3-(alkynyl)-1H-isochromen-1-ones in excellent yields. The methodology has also been extended toward natural isochromen-1-one-3′-hydroxycorfin and gymnopalynes A analogues.

Synthesis of 3-Ferrocenyl Isocoumarins

The derivatives of 3-ferrocenyl isocoumarin were synthesized by the condensation of substituted homothphalic anhydride with ferrocene using phosphoric acid or anhydrous aluminium chloride as cyclising agent. Substituted homophthalic acid did not condense with ferrocene so homophthalic acids were converted into their anhydride and then allowed to react with ferrocene in the presence of polyphosphoric acid or in the presence of anhydrous aluminium chloride using dichloromethane as the solvent to give 3-ferrocenyl isocoumarins. 7-Methoxy, 6-methyl, 5,7-dihydroxy, 6,7-dimethoxy and 5,7-dimethoxy derivatives of 3-ferrocenyl isocoumarin were synthesized. All the compounds were characterised by melting point determination, elemental and spectral analysis.

Synthesis and biological evaluation of new carbohydrate-substituted indenoisoquinoline topoisomerase I inhibitors and improved syntheses of the experimental anticancer agents indotecan (LMP400) and indimitecan (LMP776)

Carbohydrate moieties were strategically transported from the indolocarbazole topoisomerase I (Top1) inhibitor class to the indenoisoquinoline system in search of structurally novel and potent Top1 inhibitors. The syntheses and biological evaluation of 20 new indenoisoquinolines glycosylated with linear and cyclic sugar moieties are reported. Aromatic ring substitution with 2,3-dimethoxy-8,9-methylenedioxy or 3-nitro groups exerted strong effects on antiproliferative and Top1 inhibitory activities. While the length of the carbohydrate side chain clearly correlated with antiproliferative activity, the relationship between stereochemistry and biological activity was less clearly defined. Twelve of the new indenoisoquinolines exhibit Top1 inhibitory activity equal to or better than that of camptothecin. An advanced synthetic intermediate from this study was also used to efficiently prepare indotecan (LMP400) and indimitecan (LMP776), two anticancer agents currently under investigation in a Phase I clinical trial at the National Institutes of Health.