40106-98-7

Usage

Uses

Used in Pharmaceutical Synthesis:
4-Chloro-5-nitroquinoline is used as a key intermediate in the production of various pharmaceuticals. Its unique chemical structure allows it to be a building block for the development of new therapeutic agents, particularly those targeting microbial and parasitic infections.
Used in Agrochemical Production:
In the agrochemical industry, 4-Chloro-5-nitroquinoline serves as an essential intermediate for the synthesis of compounds that help protect crops from pests and diseases, leveraging its antimicrobial and antiparasitic properties to ensure agricultural productivity.
Used in Organic Compounds Synthesis:
Beyond its applications in pharmaceuticals and agrochemicals, 4-Chloro-5-nitroquinoline is also utilized in the synthesis of other organic compounds, contributing to the diversity of chemical products and materials.
Used as a Fluorescent Probe in Research:
4-Chloro-5-nitroquinoline is employed as a fluorescent probe in biochemical and cell biology research. Its optical properties make it a valuable tool for investigating cellular processes and interactions at the molecular level, aiding in the advancement of scientific understanding and discovery.

Upstream product

• 611-35-8 4-chloroquinoline 
• 7613-19-6 5-nitro-quinoline-1-oxide 
• 40107-10-6 ethyl α-ethoxycarbonyl-β-(m-nitroanilino)acrylate 
• 7664-93-9 sulfuric acid 
• 7697-37-2 nitric acid 
• 529-37-3 4(1H)-quinolinone 
• 607-34-1 5-nitroquinoline 

Downstream Products

• 23536-75-6 4-Hydroxy-5-nitrochinolin 
• 80552-29-0 5-nitro-4-(N,N-dimethylaminopropylamino)quinoline 
• 658710-33-9 N-(5-nitroquinolin-4-yl)-N-[2-(N,N-dimethylamino)ethyl]-2-iodo-4,5-dimethoxybenzamide 

Relevant academic research and scientific papers

Effects of the Distance between Radical Sites on the Reactivities of Aromatic Biradicals

Coupling of the radical sites in isomeric benzynes is known to hinder their radical reactivity. In order to determine how far apart the radical sites must be for them not to interact, the gas-phase reactivity of several isomeric protonated (iso)quinoline-and acridine-based biradicals was examined. All the (iso)quinolinium-based biradicals were found to react slower than the related monoradicals with similar vertical electron affinities (i.e., similar polar effects). In sharp contrast, the acridinium-based biradicals, most with the radical sites farther apart than in the (iso)quinolinium-based systems, showed greater reactivities than the relevant monoradicals with similar vertical electron affinities. The greater distances between the two radical sites in these biradicals lead to very little or no spin-spin coupling, and no suppression of radical reactivity was observed. Therefore, the radical sites can still interact if they are located on adjacent benzene rings and only after being separated further than that does no coupling occur. The most reactive radical site of each biradical was experimentally determined to be the one predicted to be more reactive based on the monoradical reactivity data. Therefore, the calculated vertical electron affinities of relevant monoradicals can be used to predict which radical site is most reactive in the biradicals.

Nitro and amino substitution within the A-ring of 5H-8,9-dimethoxy-5-(2-N, N-dimethylaminoethyl)dibenzo[c,h][1,6]naphthyridin-6-ones: Influence on topoisomerase I-targeting activity and cytotoxicity

Recently, 5H-8,9-dimethoxy-5-(2-N,N-dimethylaminoethyl)-2,3- methylenedioxydibenzo[c,h][1,6]naphthyridin-6-one, 1, was identified as a TOP1-targeting agent with pronounced antitumor activity. In the present study, the effect on activity of substituting a

NITRO AND AMINO SUBSTITUTED TOPOISOMERASE AGENTS

The invention provides compounds of formula 1 : wherein R1-R9, W, and X have any of the meanings defined in the specification and their pharmaceutically acceptable salts. The invention also provides pharmaceutical compositions comprising a compound of formula 1, processes for preparing compounds of formula 1, intermediates useful for preparing compounds of formula 1, and therapeutic methods for treating cancer using compounds of formula 1.

NUCLEOPHILIC HETEROAROMATIC SUBSTITUTIONS. XXXIX. THE REACTION OF α- AND γ-- AND α- AND γ--7-NITROQUINOLINE WITH PIPERIDINE IN BENZONITRILE: BASE CATALYSIS AND O vs S REACTIVITY

The reactivity of the title compounds with piperidine has been examined.Product analysis showed that substitution is accompanied by other processes, the extent of which depends on the reactivity of the substrates towards nucleophilic substitution and is greatest in the case of the γ-arylthio derivative, which does not undergo substitution at all.Accordingly, a kinetic analysis of the reaction could be performed only for the two aryloxy and the α-arylthio derivatives.Second-order rate coefficients for the reactions of the α-substituted quinolines were found to be independent of amine concentration and the α-aryloxy derivative was found to be only ca 4 times as reactive as the α-arylthio compound.In contrast, the reaction of the γ-aryloxy derivative followed third-order kinetics and turned out to be base-catalysed because it was accelerated by added quinuclidine.The reaction mechanisms are discussed in the light of these observations and other, previously reported, facts.