66907-52-6

Basic information

• Product Name: 3,4,5-TRIMETHOXY-2-NITROBENZOIC ACID
• Synonyms: 3,4,5-TRIMETHOXY-2-NITROBENZOIC ACID;2-NITRO-3,4,5-TRIMETHOXYBENZOIC ACID
• CAS NO: 66907-52-6
• Molecular Formula: C₁₀H₁₁NO₇
• Molecular Weight: 257.2
• EINECS: 266-518-6
• Product Categories: Aromatic Carboxylic Acids, Amides, Anilides, Anhydrides & Salts
• Mol File: 66907-52-6.mol
• Article Data: 11

Chemical Properties

• Melting Point: 166 °C
• Boiling Point: 440 °C at 760 mmHg
• Flash Point: 219.9 °C
• Appearance: /
• Density: 1.384 g/cm³
• Vapor Pressure: 1.62E-08mmHg at 25°C
• Storage Temp.: Sealed in dry,Room Temperature
• PKA: 2.22±0.25(Predicted)
• CAS DataBase Reference: 3,4,5-TRIMETHOXY-2-NITROBENZOIC ACID(CAS DataBase Reference)
• NIST Chemistry Reference: 3,4,5-TRIMETHOXY-2-NITROBENZOIC ACID(66907-52-6)
• EPA Substance Registry System: 3,4,5-TRIMETHOXY-2-NITROBENZOIC ACID(66907-52-6)

Safety Data

• Hazardous Substances Data: 66907-52-6(Hazardous Substances Data)

Usage

General Description

3,4,5-Trimethoxy-2-nitrobenzoic acid is a compound with the chemical formula C10H11NO6. It is a derivative of benzoic acid and contains three methoxy groups and one nitro group on the benzene ring. This chemical is often used in organic synthesis and medicinal chemistry as a building block for the synthesis of various pharmaceutical compounds. It is also known for its potential use in the treatment of various diseases due to its biological activities, including anti-inflammatory and anti-cancer properties. Additionally, 3,4,5-Trimethoxy-2-nitrobenzoic acid has been studied for its potential as an antioxidant and as an intermediate in the synthesis of other organic compounds.

InChI:InChI=1/C10H11NO7/c1-16-6-4-5(10(12)13)7(11(14)15)9(18-3)8(6)17-2/h4H,1-3H3,(H,12,13)/p-1

Upstream product

• 5081-42-5 3,4,5-trimethoxy-2-nitrobenzoic acid methyl ester 
• 118-41-2 Eudesmic acid 
• 7697-37-2 nitric acid 
• 1916-07-0 3,4,5-trimethoxybenzoic acid methyl ester 
• 186603-53-2 3,4,5-trimethoxy-2-nitro-benzoic acid ethyl ester 

Downstream Products

• 5081-42-5 3,4,5-trimethoxy-2-nitrobenzoic acid methyl ester 
• 860518-52-1 1,2,3-trimethoxy-4,5-dinitro-benzene 
• 61948-85-4 3,4,5-trimethoxyanthranilic acid 
• 128787-28-0 3,4,5-trimethoxy-2-nitro-benzoic acid amide 
• 50425-23-5 2-nitro-3,4,5-trimethoxybenzoyl chloride 
• 154623-77-5 6-amino-1,3-dipropyl-5-(2-nitro-3,4,5-trimethoxybenzamido)uracil 
• 1308881-77-7 1-(4'-methylbenzyl)-5,6,7-trimethoxyindole 
• 1308881-82-4 1-(3'-fluoro-4'-methoxybenzyl)-5,6,7-trimethoxy-1H-indole 
• 1308881-62-0 2-methoxy-5-(5,6,7-trimethoxyindol-1-yl)phenol 
• 132256-98-5 1,2,3-trimethoxy-4-nitro-5-(2-nitrovinyl)benzene 
• 1191268-99-1 C₁₆H₂₄N₂O₄ 
• 1303996-03-3 C₂₆H₃₃N₃O₁₃ 
• 1303996-02-2 C₁₆H₂₂N₂O₆ 
• 1303996-04-4 C₁₆H₂₃ClN₂O₆ 

Relevant articles and documents

Synthesis and antitumor activity of novel 6,7,8-trimethoxy N-aryl-substituted-4-aminoquinazoline derivatives

A series of 6,7,8-trimethoxy N-aryl-substituted-4-aminoquinazoline derivatives were synthesized as epidermal growth factor receptor (EGFR) inhibitors, and their antitumor activities were assessed in the gastric cancer cell line SGC7901 using MTT assay. All compounds of Tg1–14 were found to inhibit SGC7901 cell proliferation, and compound Tg11 (IC50 = 0.434 μM) was found to be slightly more effective against SGC7901 cells than epirubicin (IC50 = 5.16 μM). This suggests that compound Tg11 can be used as a new substitution structure to develop more efficacious antitumor agents. Western blot analysis showed that treatment with Tg11 (40 μM for 30 min) resulted in near complete inhibition of EGF-induced ERK1/2 phosphorylation, indicating that its anti-proliferative effect is largely associated with inhibition of ERK1/2 activation. These data imply that Tg11 is a potential anticancer agent capable of inhibiting cell proliferation.

Concise syntheses of N-aryl-5,6,7-trimethoxyindoles as antimitotic and vascular disrupting agents: Application of the copper-mediated Ullmann-type arylation

In an attempt to mimic the 3,4,5-trimethoxyphenyl-Z-stilbene moiety of combretastatin A-4, a series of N-aryl-5,6,7-trimethoxyindoles were synthesized via copper-catalyzed Ullmann-type N-arylation through the corresponding 5,6,7-trimethoxyindole and aryl halides. These synthesized compounds demonstrated potent antiproliferative activity providing a novel skeleton for potent tubulin polymerization inhibitors.

Microwave assisted synthesis of novel 6,7,8-trimethoxy N-substituted-4- aminoquinazoline compounds

(Chemical Equation Presented) A fast, efficient and convenient reaction of 6,7,8-trimethoxy-4-chloroquinazoline and aryl (or benzyl) amines was achieved under microwave irradiation in isopropyl alcohol, providing a simple method for synthesis of novel 6,7,8-trimethoxy N-substituted-4-aminoquinazoline compounds in good yield in short time. The title compounds were evaluated for their in vitro anti-proliferative activities against PC3 cell by MTT method.