3761-15-7

Usage

Uses

Used in Pharmaceutical Industry:
1-(1-Naphtyloxy)-2,4-dinitrobenzene is used as a building block for the synthesis of complex organic molecules, which are essential in the development of various pharmaceutical products. Its unique structure and reactivity make it a valuable component in the creation of new drugs and medicinal compounds.
Used in Chemical Industry:
In the chemical industry, 1-(1-Naphtyloxy)-2,4-dinitrobenzene is utilized as a starting material for the production of a wide range of organic compounds. Its versatility in organic synthesis allows for the creation of various chemical products that can be applied in different sectors, such as agriculture, materials science, and environmental management.
Used as a Reagent in Organic Synthesis:
1-(1-Naphtyloxy)-2,4-dinitrobenzene is also employed as a reagent in organic synthesis, where it plays a crucial role in the formation of new chemical bonds and the synthesis of target molecules. Its reactivity and structural features make it a preferred choice for researchers and chemists working on the development of novel organic compounds.

InChI:InChI=1/C16H10N2O5/c19-17(20)12-8-9-16(14(10-12)18(21)22)23-15-7-3-5-11-4-1-2-6-13(11)15/h1-10H

Upstream product

• 90-15-3 α-naphthol 
• 70-34-8 2,4-Dinitrofluorobenzene 
• 3019-88-3 sodium naphtholate 
• 97-00-7 1-chloro-2,4-dinitro-benzene 
• 67-56-1 methanol 
• 19402-71-2 potassium 1-naphtholate 
• 17545-30-1 α-naphtholate 

Downstream Products

• 90-15-3 α-naphthol 
• 119-27-7 2,4-dinitroanisole 

Relevant academic research and scientific papers

Chemical validation of a druggable site on Hsp27/HSPB1 using in silico solvent mapping and biophysical methods

Destabilizing mutations in small heat shock proteins (sHsps) are linked to multiple diseases; however, sHsps are conformationally dynamic, lack enzymatic function and have no endogenous chemical ligands. These factors render sHsps as classically “undruggable” targets and make it particularly challenging to identify molecules that might bind and stabilize them. To explore potential solutions, we designed a multi-pronged screening workflow involving a combination of computational and biophysical ligand-discovery platforms. Using the core domain of the sHsp family member Hsp27/HSPB1 (Hsp27c) as a target, we applied mixed solvent molecular dynamics (MixMD) to predict three possible binding sites, which we confirmed using NMR-based solvent mapping. Using this knowledge, we then used NMR spectroscopy to carry out a fragment-based drug discovery (FBDD) screen, ultimately identifying two fragments that bind to one of these sites. A medicinal chemistry effort improved the affinity of one fragment by ~50-fold (16 μM), while maintaining good ligand efficiency (~0.32 kcal/mol/non-hydrogen atom). Finally, we found that binding to this site partially restored the stability of disease-associated Hsp27 variants, in a redox-dependent manner. Together, these experiments suggest a new and unexpected binding site on Hsp27, which might be exploited to build chemical probes.

Rapid synthesis of nitro substituted diaryl ethers under mild conditions

Various nitro substituted diaryl ethers have been synthesized rapidly by using polymer supported phenoxide anions and halides under mild conditions. The isolation of pure products by simple filtration and evaporation is an important feature of this method.

A COMPARATIVE KINETIC INVESTIGATION OF SOME NUCLEOPHILIC AROMATIC DISPLACEMENTS

A comparative kinetic study of the reaction of 1-chloro-2,4-dinitrobenzene, 1-chloro-2,4-dinitronaphthalene, 2-chloro-5-nitropyridine and 2-chloro-3-nitropyridine with phenoxide, 1-naphthoxide and 2-naphthoxide ions was performed in methanol solution.Rate constants at five temperatures and Arrhenius parameters have been determined for all reactions.

Kinetics and mechanism of reaction of 1-chloro-2,4-dinitrobenzene with potassium phenoxide, 1-naphthoxide and 2-naphthoxide in methanol

In the title reaction at different temperatures (30-45 deg C) the rates have been measured as a function of free .A linear relationship is found between the observed second order rate coefficient and the ratio /.This has been attributed to concurrent and consecutive methanolysis by methoxide ions arising from the possible proton exchange between methanol and phenoxide ion.The thermodynamic parameters of activation of the reaction of 1-chloro-2,4-dinitrobenzene with aryl oxides and methoxide anions have been calculated.From the kinetic results it is possible to calculate the equilibrium constant of the reaction: CH3OH + ArO(-) CH3O(-) + ArOH