69604-00-8

Basic information

• Product Name: ETHYL 5-NITROBENZOFURAN-2-CARBOXYLATE
• Synonyms: ethyl 5-nitro-1-benzofuran-2-carboxylate;2-Benzofurancarboxylicacid, 5-nitro-, ethyl ester;5-Nitrobenzofuran-2-carboxylic acid ethyl esther;Vilazodone INT 1;Ethyl 5-nitrobenzofuran-2-carboxylate 97%;5-Nitrobenzofuran-2-carboxylic acid methyl ester;ETHYL 5-NITROBENZO[B]FURAN-2-CARBOXYLATE;ETHYL 5-NITROBENZOFURAN-2-CARBOXYLATE
• CAS NO: 69604-00-8
• Molecular Formula: C₁₁H₉NO₅
• Molecular Weight: 235.19
• Product Categories: Esters;Fused Ring Systems;Benzofurans;Building Blocks;Chemical Synthesis;Heterocyclic Building Blocks
• Mol File: 69604-00-8.mol
• Article Data: 15

Chemical Properties

• Melting Point: 150 °C
• Boiling Point: 377.58°C (rough estimate)
• Flash Point: 171.3 °C
• Appearance: Light yellow to light brown powder
• Density: 1.362
• Vapor Pressure: 2.34E-05mmHg at 25°C
• Refractive Index: 1.4950 (estimate)
• Storage Temp.: Sealed in dry,Room Temperature
• Solubility: slightly sol. in Acetone
• CAS DataBase Reference: ETHYL 5-NITROBENZOFURAN-2-CARBOXYLATE(CAS DataBase Reference)
• NIST Chemistry Reference: ETHYL 5-NITROBENZOFURAN-2-CARBOXYLATE(69604-00-8)
• EPA Substance Registry System: ETHYL 5-NITROBENZOFURAN-2-CARBOXYLATE(69604-00-8)

Safety Data

• Hazard Codes: Xi
• Safety Statements: 22-24/25
• WGK Germany: 3
• HazardClass: IRRITANT
• Hazardous Substances Data: 69604-00-8(Hazardous Substances Data)

Usage

Uses

Deriatives of benzofuran-2-carboxylic acid are known for exhibiting various pharmacological activities such as selective adenosine A2A receptor antagonists, anti-inflammatory agents and local anaesthe tics. Benzofuran-2-carboxylic acids bearing benzoyl nitrogen such as Ethyl 5-Nitrobenzofuran-2-carboxylate, are used as DNA-binding groups, where the these structural subunits mimic natural antitumor agents such as duocarmycin and netropsin.

InChI:InChI=1/C11H9NO5/c1-2-16-11(13)10-6-7-5-8(12(14)15)3-4-9(7)17-10/h3-6H,2H2,1H3

Upstream product

• 3199-61-9 ethyl coumarilate 
• 685-87-0 Diethyl 2-bromomalonate 
• 97-51-8 5-Nitrosalicylaldehyde 
• 51336-43-7 2-formyl-4-nitrophenoxyacetic acid ethyl ester 
• 64-17-5 ethanol 
• 75-03-6 ethyl iodide 
• 105-36-2 ethyl bromoacetate 
• 90-02-8 salicylaldehyde 
• 2725-81-7 6-nitrocoumarin 
• 10242-12-3 5-nitrobenzofuran-2-carboxylic acid 
• 50396-49-1 3-(2-hydroxy-5-nitrophenyl)acrylic acid 

Downstream Products

• 10242-12-3 5-nitrobenzofuran-2-carboxylic acid 
• 18761-31-4 5-nitrobenzofuran 
• 267644-49-5 5-nitro-1-benzofuran-2-carboxamide 
• 174775-48-5 ethyl 5-amino-1-benzofuran-2-carboxylate 
• 163521-12-8 vilazodone 
• 163521-19-5 5-{4-[4-(5-cyano-1H-indol-3-yl)butyl]piperazin-1-yl}benzofuran-2-carboxylic acid 
• 163521-11-7 5-(4-[4-(5-cyano-3-indolyl)butyl]-1-piperazinyl)benzofuran-2-carboxylic acid ethyl ester 
• 294174-66-6 5-[bis-(2-chloro-ethyl)-amino]-benzofuran-2-carboxylic acid ethyl ester 
• 294174-44-0 5-{4-[bis-(2-chloro-ethyl)-amino]-benzoylamino}-benzofuran-2-carboxylic acid 
• 294174-61-1 5-{4-[bis-(2-chloro-ethyl)-amino]-benzoylamino}-benzofuran-2-carboxylic acid ethyl ester 
• 58546-89-7 1-benzofuran-5-amine 
• 104862-11-5 5-nitrobenzofuran-2-carboxylic Acid Methyl Ester 
• 90322-48-8 (5-nitro-1-benzofuran-2-yl)methanol 
• 183288-46-2 5-(1-piperazinyl)benzofuran-2-carboxamide 

Relevant articles and documents

[...] intermediate synthetic method (by machine translation)

The invention relates to a [...] intermediate synthesis method, in order to 6 - nitro coumarin as the starting the raw materials, through ring-opening, the ring in the molecule, esterification, reduction, paipai qin link other steps, to obtain key [...] middle style I compound 5 - (1 - piperazinyl) - 2 - benzofuran - 2 - carboxylic acid ethyl ester. The invention synthetic route is simple, the target product yield is relatively high, and is suitable for industrial scale production. (by machine translation)

Pyrimidine heterocyclic compounds, pyrimidine heterocyclic compound salts, and preparation method and application thereof

The invention provides pyrimidine heterocyclic compounds, pyrimidine heterocyclic compound salts, and a preparation method and application thereof. According to the pyrimidine heterocyclic compounds provided by the invention, specific Rq is selected, so that the obtained compounds have favorable drug resistance and long half life when being used as the medicine for treating or preventing HIV. The compounds have the advantages of high activity, low toxicity and high stability.

Design, synthesis, biological evaluation of substituted benzofurans as DNA gyraseB inhibitors of Mycobacterium tuberculosis

DNA gyrase of Mycobacterium tuberculosis (MTB) is a type II topoisomerase and is a well-established and validated target for the development of novel therapeutics. By adapting the medium throughput screening approach, we present the discovery and optimization of ethyl 5-(piperazin-1-yl) benzofuran-2- carboxylate series of mycobacterial DNA gyraseB inhibitors, selected from Birla Institute of Technology and Science (BITS) database chemical library of about 3000 molecules. These compounds were tested for their biological activity; the compound 22 emerged as the most active potent lead with an IC50 of 3.2 ± 0.15 μM against Mycobacterium smegmatis DNA gyraseB enzyme and 0.81 ± 0.24 μM in MTB supercoiling activity. Subsequently, the binding of the most active compound to the DNA gyraseB enzyme and its thermal stability was further characterized using differential scanning fluorimetry method.