5081-42-5

Basic information

• Product Name: Methyl 2-nitro-3,4,5-trimethoxybenzoate
• Synonyms: 2-Nitro-3,4,5-trimethoxybenzoic acid methyl ester;methyl 3,4,5-trimethoxy-2-nitrobenzoate;Methyl 2-nitrotrimethylgallate;3,4,5-Trimethoxy-2-nitrobenzoic acid methyl ester;Benzoic acid, 3,4,5-triMethoxy-2-nitro-, Methyl ester;Methyl 2-nitro-3,4,5-trimethoxybenzoate 98%;2-Nitro-3,4,5-trimethoxybenzoic acid methyl ester≥ 98% (GC);LABOTEST-BB LT00451972
• CAS NO: 5081-42-5
• Molecular Formula: C₁₁H₁₃NO₇
• Molecular Weight: 271.22
• EINECS: 225-794-8
• Product Categories: Aromatic Esters;C10 to C11;Carbonyl Compounds;Esters
• Mol File: 5081-42-5.mol
• Article Data: 11

Chemical Properties

• Melting Point: 67-69°C
• Boiling Point: 420°Cat760mmHg
• Flash Point: 188.9°C
• Appearance: /
• Density: 1.284g/cm³
• Vapor Pressure: 2.9E-07mmHg at 25°C
• Refractive Index: 1.523
• BRN: 2702653
• CAS DataBase Reference: Methyl 2-nitro-3,4,5-trimethoxybenzoate(CAS DataBase Reference)
• NIST Chemistry Reference: Methyl 2-nitro-3,4,5-trimethoxybenzoate(5081-42-5)
• EPA Substance Registry System: Methyl 2-nitro-3,4,5-trimethoxybenzoate(5081-42-5)

Safety Data

• Safety Statements: 22-24/25
• WGK Germany: 3
• TSCA: Yes
• Hazardous Substances Data: 5081-42-5(Hazardous Substances Data)

Usage

Description

Methyl 2-nitro-3,4,5-trimethoxybenzoate is an organic compound characterized by its pale yellow powder form. It is a derivative of benzoic acid with a nitro group at the 2nd position and three methoxy groups at the 3rd, 4th, and 5th positions. Methyl 2-nitro-3,4,5-trimethoxybenzoate is known for its specific chemical properties that make it suitable for various applications.

Uses

Used in Chemical Synthesis:
Methyl 2-nitro-3,4,5-trimethoxybenzoate is used as an intermediate in the chemical synthesis of various compounds, particularly in the preparation of 2-nitro-3,4,5-trimethoxybenzoic acid. Its unique structure allows for further functionalization and modification, making it a valuable building block in the synthesis of pharmaceuticals, agrochemicals, and other specialty chemicals.
Used in Pharmaceutical Industry:
In the pharmaceutical industry, Methyl 2-nitro-3,4,5-trimethoxybenzoate is used as a key component in the development of new drugs. Its chemical properties enable it to be a versatile starting material for the synthesis of various drug candidates, potentially leading to the discovery of novel therapeutic agents with improved efficacy and safety profiles.
Used in Research and Development:
Methyl 2-nitro-3,4,5-trimethoxybenzoate is also utilized in research and development settings, where it serves as a model compound for studying the reactivity and properties of similar organic molecules. This helps researchers gain a deeper understanding of the underlying chemical mechanisms and paves the way for the design of more effective and targeted drugs.

InChI:InChI=1/C11H13NO7/c1-16-7-5-6(11(13)19-4)8(12(14)15)10(18-3)9(7)17-2/h5H,1-4H3

Upstream product

• 1916-07-0 3,4,5-trimethoxybenzoic acid methyl ester 
• 66907-52-6 3,4,5-trimethoxy-2-nitrobenzoic acid 
• 7697-37-2 nitric acid 
• 108-24-7 acetic anhydride 
• 7782-77-6 cis-nitrous acid 
• 118-41-2 Eudesmic acid 

Downstream Products

• 5035-82-5 methyl 3,4,5-trimethoxyanthranilate 
• 66907-52-6 3,4,5-trimethoxy-2-nitrobenzoic acid 
• 100450-59-7 2-Amino-3,4,5-trimethoxy-benzoesaeure-isopropylester 
• 61948-85-4 3,4,5-trimethoxyanthranilic acid 
• 116274-49-8 2-<(aminocarbonyl)amino>-3,4,5-trimethoxybenzoic acid 
• 30896-98-1 6,7,8-trimethoxy-2,4-(1H,3H)-quinazolinedione 
• 860518-52-1 1,2,3-trimethoxy-4,5-dinitro-benzene 
• 52978-82-2 2-Nitro-3,4,5-trimethoxy-benzylchlorid 
• 103387-07-1 2-nitro-3,4,5-trimethoxybenzyl bromide 
• 108984-62-9 1-(3'-Methoxy-phenyl)-3-(2'-nitro-3',4',5'-trimethoxy-phenyl)-propanol 
• 102458-13-9 Bis-<2-nitro-3,4,5-trimethoxybenzyl>-aether 
• 5435-28-9 (3,4,5-trimethoxy-2-nitrophenyl)methanol 
• 101585-71-1 2-Nitro-3,4,5-trimethoxy-benzyl-p-toluolsulfonsaeureester 
• 110049-40-6 1-(3-methoxy-phenyl)-3-(3,4,5-trimethoxy-phenyl)-propan-1-one 

Relevant articles and documents

PDIA4 INHIBITORS AND USE THEREOF FOR INHIBITING ?-CELL PATHOGENESIS AND TREATING DIABETES

Disulfide-Isomerase A4 (PDIA4) inhibitors and use thereof for inhibiting pancreatic β-cell pathogenesis and treating diabetes are disclosed. Drug candidates that inhibit PDIA4 with IC50 values ranging from 4 μM to 300 nM are identified. The compounds are highly active in augmenting insulin secretion from pancreatic β-cells. The representative compound No. 8 (4,5-dimethoxy-2-propiolamidobenzoic acid), alone or in combination with metformin, is effective in preserving pancreatic β-cell function, treating and/or reversing, returning blood glucose concentration to a normal level in a diabetic.

Synthesis, biological evaluation and molecular docking studies of 2-amino-3,4,5-trimethoxyaroylindole derivatives as novel anticancer agents

A series of novel 2-amino-3,4,5 trimethoxyaroylindole derivatives was synthesized and evaluated against selected human cancer cell lines of breast (MCF-7) and colon (HT-29). Introduction of an amino group at the C-2 position on ring A of 3,4,5-trimethoxyaroylindole derivatives resulted in novel compounds, i.e., 2-amino-3,4,5-trimethoxyaroylindole derivatives exhibiting excellent cytotoxic activity against human cancer cell lines. Substitution with methoxy group at R6 in 2-amino-3,4,5-trimethoxyaroylindole 5d exhibited excellent cytotoxic activity against MCF-7 (0.013 μM) and colon HT-29 (0.143 μM) indicating slightly higher potency than Combretastatin A-4. Molecular modeling studies of 2-amino-3,4,5-trimethoxyaroylindole derivatives have similar structural alignment as colchicine in protein (PDB code: 1SA0) and exhibited hydrogen bond interaction between para position of 3,4,5-trimethoxyphenyl ring with CYS 241 and N-H molecule of indole ring with Val 315 of receptor molecule.

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.