29808-81-9

Usage

Uses

Used in Organic Synthesis:
2-Nitroacridine is used as a key intermediate in the synthesis of various organic compounds, contributing to the development of new chemical entities with potential applications in different industries.
Used in Pharmaceutical Production:
As an intermediate, 2-Nitroacridine plays a crucial role in the production of pharmaceuticals, aiding in the creation of novel drugs with therapeutic benefits.
Used in Dye Manufacturing:
2-Nitroacridine is utilized in the manufacturing of dyes, providing color and functionality to various products in the textile, printing, and other industries.
Used in Heterocyclic Compound Synthesis:
2-Nitroacridine serves as a building block in the synthesis of heterocyclic compounds, which are essential in various chemical and pharmaceutical applications.
Used in DNA Damage Detection:
2-Nitroacridine is employed as a fluorescent probe for detecting DNA damage, offering a valuable tool for research in genetics and molecular biology.
Used in Cancer Therapy Research:
2-NITROACRIDINE has been studied for its potential use in cancer therapy, providing insights into the development of new treatment strategies for various types of cancer.
Used in Mutagenic Research:
As a known mutagen, 2-Nitroacridine is used in research to study the mutagenic properties of nitroaromatic compounds, contributing to a better understanding of genetic mutations and their implications in health and disease.

InChI:InChI=1/C13H8N2O2/c16-15(17)11-5-6-13-10(8-11)7-9-3-1-2-4-12(9)14-13/h1-8H

Upstream product

• 260-94-6 acridine 
• 20682-61-5 7-nitro-9-chloroacridine 
• 529-23-7 o-aminobenzaldehyde 
• 586-78-7 para-nitrophenyl bromide 
• 62-53-3 aniline 
• 6361-21-3 2-chloro-5-nitrobenzaldehyde 
• 7697-37-2 nitric acid 
• 98-95-3 nitrobenzene 
• 92-81-9 acridine 
• 1200798-52-2 C₁₃H₁₀N₂O₂ 

Downstream Products

• 581-28-2 2-aminoacridine 
• 7251-00-5 2-nitroacridone 

Relevant academic research and scientific papers

Simple and convenient conversion of acridones into 9-unsubstituted acridines via acridanes using borane tetrahydrofuran complex

A new method for the synthesis of 9-unsubstituted acridines from acridones using mild conditions is described. Various acridines bearing reduction-sensitive group(s) have been synthesized from the corresponding acridones using a two-step procedure that involved a commercially available borane complex reduction followed by an acridane oxidation.

Investigation on the photoreactions of nitrate and nitrite ions with selected azaarenes in water

The photoreactions of selected azaarenes with nitrate and nitrite ions were investigated under irradiation at λ = 313 nm. The excitation of both anions leads to several photochemical reactions forming mainly hydroxyl radicals and nitrogen oxides. The purification capability of natural waters i.e. the oxidation of inorganic and organic substances results from the formation of hydroxyl radicals. Nitrated isomers of azaarenes were found among the main products of the investigated photoreactions. The nitrogen oxides were responsible for the production of nitrated derivatives which possess a high toxic potential. Their formation was explained by the parallel occurance of two mechanism, a molecular and a radical one. The molecular mechanism became more important with increasing ionisation potentials of the azaarenes. The spectrum of oxidized products corresponded to the one got in the photoreactions of azaarenes with hydrogen peroxide. The formation of several oxidation and nitration products of the pyridine ring with its low electron density was explained by the reaction of excited states of azaarenes. The photoreactions with nitrite ions only led to the formation of oxidized and nitrated products. Nitroso products were not formed. The reactivity of nitrogen monoxide is too low for its reaction with the azaarenes.

The Preparation of Some 2-Nitroacridines and Related Compounds

The reaction of 2-fluoro-5-nitrobenzaldehyde with a wide variety of arylamines gives, in general, mixtures of the corresponding 2-arylamino-5-nitrobenzaldehydes and their related anils.Both aldehydes and anils readily underwent acid-catalysed cyclization to give the corresponding 2-nitroacridines.The effect of substituent on the rate of cyclization of these aldehydes and of some related anilino-benzaldehydes and -acetophenones has been studied in trifluoroacetic acid solution by means of 1H n.m.r. spectroscopy.A solution of 2-(N-methylanilino)-5-nitrobenzaldehydein trifluoroacetic acid appears to contain a substituted acridinium ion; treatment of this solution with alkali gave 10-methyl-2-nitroacridone. 1H n.m.r. data for a wide variety of substituted 2-nitroacridines are discussed.