87376-25-8

Usage

Uses

Used in Pharmaceutical Industry:
2-AMINO-4-NITROBENZONITRILE is used as a key building block for the synthesis of various pharmaceuticals due to its ability to introduce unique functional groups into the molecular structure of drugs. This enhances the therapeutic properties and effectiveness of the resulting pharmaceuticals.
Used in Dye Industry:
In the dye industry, 2-AMINO-4-NITROBENZONITRILE serves as a crucial intermediate in the production of dyes, leveraging its aromatic structure and functional groups to create a wide range of colorants with diverse applications.
Used in Organic Material Development:
2-AMINO-4-NITROBENZONITRILE is utilized as a component in the development of organic materials, such as polymers and composites, due to its potential to impart specific properties like color, stability, or reactivity to the final product.
Used in Agrochemical Production:
As an intermediate in the production of agrochemicals, 2-AMINO-4-NITROBENZONITRILE contributes to the synthesis of various pesticides and other agricultural chemicals, enhancing their effectiveness in crop protection and management.
Used as a Reagent in Organic Chemistry:
2-AMINO-4-NITROBENZONITRILE is employed as a reagent in various organic reactions, allowing chemists to introduce its distinctive functional groups into other molecules, thus expanding the scope of organic synthesis and the development of new compounds with specific properties and applications.

InChI:InChI=1/C7H5N3O2/c8-4-5-1-2-6(10(11)12)3-7(5)9/h1-3H,9H2

Upstream product

• 4110-33-2 2,4-dinitrobenzonitrile 
• 10403-47-1 2-bromo 5-nitroaniline 
• 62242-95-9 2-amino-4-nitrobenzoyl chloride 
• 619-17-0 4-Nitroanthranilic acid 
• 31930-18-4 2-amino-4-nitrobenzamide 

Downstream Products

• 37705-82-1 2,4-diaminobenzonitrile 
• 26059-83-6 7-Nitro-2-phenyl-1,3-benzoxazin-2-one 
• 211096-54-7 2,3-diamino-4-nitro-benzonitrile 
• 941576-56-3 2-(4,5-dihydro-1H-imidazole-2-yl)-5-nitro phenylamine 
• 1359828-74-2 C₁₄H₁₀N₄O₃ 
• 1359828-79-7 C₇H₈N₄O₃ 
• 1173713-52-4 2-Amino-5-bromo-4-nitrobenzonitrile 
• 1013417-98-5 N-(2-cyano-5-nitro-phenyl)-4-fluoro-benzamide 
• 671795-62-3 2-(2-bromomethyl-2-propenyl)-4-nitrobenzonitrile 

Relevant academic research and scientific papers

Effect of the electronic structure of the radical anions of 4-substituted 1,2-and 1,3-dinitrobenzenes on the regioselectivity of reduction of the nitro groups

Theoretical and experimental regularities of the regioselectivity of the reduction of one of the two nitro groups in unsymmetrical dinitrobenzenes were studied. It was found that the regioselectivity of the formation of isomeric nitroanilines depends on the structure of the substrate and the nature of the reducing agent. The reduction regioselectivity model was verified, according to which radical anion protonation is the major reaction direction. Pleiades Publishing, Inc. 2006.

IL-8 receptor antagonists

This invention relates to novel benzo-2-triazole substituted compounds, pharmaceutical compositions, processes for their preparation, and use thereof in treating IL-8, GROα, GROβ, GROγ and NAP-2 mediated diseases.

Acetylcholinesterase inhibitors for potential use in Alzheimer's disease: Molecular modeling, synthesis and kinetic evaluation of 11H-indeno-[1,2-b]-quinolin-10-ylamine derivatives

Continuing our work on tetracyclic tacrine analogues, we synthesized a series of acetylcholinesterase (AChE) inhibitors of 11H-indeno-[1,2-b]-quinolin-10-ylaminic structure. Selected substituents were placed in synthetically accessible positions of the tetracyclic nucleus, in order to explore the structure-activity relationships (SAR) and the mode of action of this class of anticholinesterases. A molecular modeling investigation of the binding interaction of the lead compound (1a) with the AChE active site was performed, from which it resulted that, despite the rather wide and rigid structure of 1a, there may still be the possibility to introduce some small substituent in some positions of the tetracycle. However, from the examination of the experimental IC50 values, it derived that the indenoquinoline nucleus probably represents the maximum allowable molecular size for rigid compounds binding to AChE. In fact, only a fluorine atom in position 2 maintains the AChE inhibitory potency of the parent compound, and, actually, increases the AChE-selectivity with respect to the butyrylcholinesterase inhibition. By studying the kinetics of AChE inhibition for two representative compounds of the series, it resulted that the lead compound (1a) shows an inhibition of mixed type, binding to both the active and the peripheral sites, while the more sterically hindered analogue 2nScheme 1Reagents: (a) ZnCl2 reflux; (b) (1) benzaldehyde reflux, (2) NaBH4. seems to interact only at the external binding site of the enzyme. This finding seems particularly important in the context of Alzheimer's disease research in the light of recent observations showing that peripheral AChE inhibitors might decrease the aggregating effects of the enzyme on the β-amyloid peptide (βA). Copyright (C) 2000 Elsevier Science Ltd.