20699-86-9

Basic information

• Product Name: 5-NITRO-BENZO[B]THIOPHENE-2-CARBOXYLIC ACID METHYL ESTER
• Synonyms: 5-NITRO-BENZO[B]THIOPHENE-2-CARBOXYLIC ACID METHYL ESTER;METHYL 5-NITRO-1-BENZOTHIOPHENE-2-CARBOXYLATE;BUTTPARK 48\04-47;5-Nitro-1-benzothiophene-2-carboxylic acid methyl ester;5-Nitrothionaphthene-2-carboxylic acid methyl ester;Methyl 5-nitrobenzo[b]thiophene-2-carboxylate;5-nitrobenzo[b]thiophene-2-carboxylate
• CAS NO: 20699-86-9
• Molecular Formula: C₁₀H₇NO₄S
• Molecular Weight: 237.23
• Mol File: 20699-86-9.mol
• Article Data: 21

Chemical Properties

• Melting Point: 199-200 °C
• Boiling Point: 393.2°C at 760 mmHg
• Flash Point: 191.6°C
• Appearance: /
• Density: 1.457g/cm³
• Vapor Pressure: 2.16E-06mmHg at 25°C
• Refractive Index: 1.669
• Storage Temp.: Keep in dark place,Sealed in dry,Room Temperature
• CAS DataBase Reference: 5-NITRO-BENZO[B]THIOPHENE-2-CARBOXYLIC ACID METHYL ESTER(CAS DataBase Reference)
• NIST Chemistry Reference: 5-NITRO-BENZO[B]THIOPHENE-2-CARBOXYLIC ACID METHYL ESTER(20699-86-9)
• EPA Substance Registry System: 5-NITRO-BENZO[B]THIOPHENE-2-CARBOXYLIC ACID METHYL ESTER(20699-86-9)

Safety Data

• Hazardous Substances Data: 20699-86-9(Hazardous Substances Data)

Usage

General Description

5-NITRO-BENZO[B]THIOPHENE-2-CARBOXYLIC ACID METHYL ESTER is a chemical compound that belongs to the benzo[b]thiophene family. It is a methyl ester derivative of the carboxylic acid, and it contains a nitro group at the 5-position of the benzene ring. 5-NITRO-BENZO[B]THIOPHENE-2-CARBOXYLIC ACID METHYL ESTER is commonly used in organic synthesis and medicinal chemistry as a building block for the construction of various heterocyclic compounds. It has potential applications in the development of pharmaceuticals and agrochemicals due to its unique structural features and reactivity. However, it is important to handle and use this compound with caution, as it may pose health and environmental risks if not properly managed.

InChI:InChI=1/C10H7NO4S/c1-15-10(12)9-5-6-4-7(11(13)14)2-3-8(6)16-9/h2-5H,1H3

Upstream product

• 2365-48-2 Methyl thioglycolate 
• 6361-21-3 2-chloro-5-nitrobenzaldehyde 
• 623-51-8 ethyl 2-sulfanylacetate 
• 27996-87-8 2-fluoro-5-nitrobenzaldehye 
• 96-35-5 glycolic acid methyl ester 

Downstream Products

• 6345-55-7 5-nitrobenzo[b]thiophene-2-carboxylic acid 
• 95094-87-4 5-hydroxy benzo[b]thiophene-2-carboxylic acid 
• 19492-95-6 3-bromo-5-nitrobenzo[b]thiophene 
• 1138154-46-7 C₂₆H₂₁N₃O₇S 
• 910791-71-8 5-[(2-benzyloxy-ethyl)-(3,3-dimethylbutyryl)-amino]-benzo[b]thiophene-2-carboxylic acid methyl ester 
• 910791-69-4 5-(2-amino-3-phenyl-propionylamino)-benzo[b]thiophene-2-carboxylic acid methyl ester 
• 910791-70-7 5-(2-benzyloxy-ethylamino)-benzo[b]thiophene-2-carboxylic acid methyl ester 
• 910791-67-2 5-phenylacetylamino-benzo[b]thiophene-2-carboxylic acid methyl ester 
• 20532-43-8 methyl 5-(acetylamino)benzo[b]thiophene-2-carboxylate 
• 103566-21-8 5-(acetylamino)benzo[b]thiophene-2-carboxylic acid 
• 98589-46-9 5-aminobenzo[b]thiophene-2-carboxylic acid 

Relevant articles and documents

HETEROARYL COMPOUNDS AS INHIBITORS OF PROGRAMMED NECROSIS PATHWAY, COMPOSITION AND METHOD USING THE SAME

The present disclosure provides heteroaryl compounds of Formula (I), processes for their preparation, pharmaceutical compositions containing them, and their use in the treatment of diseases and disorders, arising from or related to the programmed necrosis pathway.

Discovery of fluorescent coumarin-benzo[b]thiophene 1, 1-dioxide conjugates as mitochondria-targeting antitumor STAT3 inhibitors

STAT3 has been extensively studied as a potential antitumor target. Though studies on regulating STAT3 mainly focus on the inhibition of STAT3 phosphorylation at Tyr705 residue, the phosphorylation at Ser727 residue of STAT3 protein is also closely associated with the mitochondrial import of STAT3 protein. N, N-diethyl-7-aminocoumarin is a fluorescent mitochondria-targeting probe. In this study, a series of STAT3 inhibitors were developed by connecting N, N-diethyl-7-aminocoumarin fluorophore with benzo [b]thiophene 1, 1-dioxide moiety. All designed compounds displayed potent anti-proliferative activity against cancer cells. The representative compound 7a was mainly accumulated in mitochondria visualized by its fluorescence. STAT3 phosphorylation was inhibited by compound 7a at both Tyr705 and Ser727 residues. Compound 7a inhibited STAT3 phosphorylation whereas had no influence on the phosphorylation levels of STAT1, JAK2, Src and Erk1/2, indicating good selectivity of compound 7a. Moreover, compound 7a down-regulated the expression of STAT3 target genes Bcl-2 and Cyclin D1, increased ROS production and remarkably reduced the mitochondrial membrane potential to induce mitochondrial apoptotic pathway. Furthermore, compound 7a in vivo suppressed breast cancer 4T1 implanted tumor growth. Taken together, these results highlighted that compound 7a might be a promising mitochondria-targeting STAT3 inhibitor for cancer therapy.

Bicyclic heterocyclic anthranilic diamides as ryanodine receptor modulators with insecticidal activity

The diamide insecticides act on the ryanodine receptor (RyR). The synthesis of various bicyclic anthranilic derivatives is reported. Their activity against the insect ryanodine receptor (RyR) and their insecticidal activity in the greenhouse is presented,