19746-57-7

Usage

Uses

Used in Synthetic Organic Chemistry:
8-Ethoxy-5-nitroquinoline is used as a building block in synthetic organic chemistry for the preparation of various pharmaceuticals, agrochemicals, and other specialty chemicals. Its unique structure allows for the synthesis of a wide range of compounds with diverse properties and applications.
Used in Pharmaceutical Industry:
In the pharmaceutical industry, 8-Ethoxy-5-nitroquinoline is used as a key intermediate in the synthesis of drugs with potential therapeutic effects. Its presence in the molecular structure can contribute to the development of new drugs with improved efficacy and reduced side effects.
Used in Agrochemical Industry:
8-Ethoxy-5-nitroquinoline is also utilized in the agrochemical industry for the development of new pesticides and herbicides. Its incorporation into these chemical products can enhance their effectiveness in controlling pests and weeds, thereby improving crop yields and quality.
Used in Fluorescent Probes and Dyes:
8-Ethoxy-5-nitroquinoline is used as a component in the development of fluorescent probes and dyes for biological imaging and sensing applications. Its fluorescent properties allow for the visualization of cellular structures and processes, as well as the detection of specific biomolecules in biological systems.
Used in Antimicrobial and Antiparasitic Research:
Due to its potential antimicrobial and antiparasitic properties, 8-Ethoxy-5-nitroquinoline is a focus of research for the development of new drugs to combat infectious diseases. Its ability to target and inhibit the growth of harmful microorganisms and parasites makes it a promising candidate for the creation of novel therapeutic agents.
However, it is crucial to handle 8-Ethoxy-5-nitroquinoline with caution due to its potential hazardous properties. Proper safety measures should be taken during its synthesis, storage, and use to minimize any risks associated with this chemical compound.

Upstream product

• 1555-94-8 8-ethoxyquinoline 
• 75-03-6 ethyl iodide 
• 148-24-3 8-quinolinol 
• 74-96-4 ethyl bromide 
• 4008-48-4 nitroxoline 
• 7697-37-2 nitric acid 

Downstream Products

• 75793-53-2 8-ethoxy-quinolin-5-ylamine 
• 4008-48-4 nitroxoline 

Relevant academic research and scientific papers

Synthesis and evaluation of a large library of nitroxoline derivatives as pancreatic cancer antiproliferative agents

Pancreatic cancer (PC) is one of the deadliest carcinomas and in most cases, which are diagnosed with locally advanced or metastatic disease, current therapeutic options are highly unsatisfactory. Based on the anti-proliferative effects shown by nitroxoline, an old urinary antibacterial agent, we explored a large library of newly synthesised derivatives to unravel the importance of the OH moiety and pyridine ring of the parent compound. The new derivatives showed a valuable anti-proliferative effect and some displayed a greater effect as compared to nitroxoline against three pancreatic cancer cell lines with different genetic profiles. In particular, in silico pharmacokinetic data, clonogenicity assays and selectivity indexes of the most promising compounds showed several advantages for such derivatives, as compared to nitroxoline. Moreover, some of these novel compounds had stronger effects on cell viability and/or clonogenic capacity in PC cells as compared to erlotinib, a targeted agent approved for PC treatment.

Synthesis and anticonvulsant activity evaluation of 8-alkoxy-5-(4H-1,2,4- triazol-4-yl)quinoline derivatives

Two series of 8-alkoxy-5-(4H-1,2,4-triazol-4-yl)quinolines and 8-alkoxy-5-(2H-1,2,4-triazol-3-one-4-yl)quinolines were synthesized. The anticonvulsant activity of these compounds was evaluated with maximal electroshock seizure test and rotarod test. Among the synthesized compounds, 8-octoxy-5-(4H-1,2,4-triazol-4-yl)quinoline (4g) was the most active compound with ED50 of 8.80 mg/kg, TD50 of 176.03 mg/kg and protective index of 20.0. Its neurotoxicity was lower than all other synthesized compounds and also markedly lower than that of the reference drug carbamazepine. In addition, the potency of compound 4g against seizures induced by pentylenetetrazole, 3-mercaptopropionic acid, and bicuculline suggested its broad spectrum activity, and the mechanisms of action including inhibition of voltage-gated ion channels and modulation of GABAergic activity might involve in its anticonvulsant activity.

From aryliodonio-quinoline-8-olates to arylquinolinium-8-olates by a two step aryl migration

The reaction of 4-nitro-8-hydroxyquinoline with (diacetoxyiodo)benzene affords aryliodonio-quinoline-8-olates. Thermal migration of the aryl group from iodine to oxygen and photochemical migration from oxygen to nitrogen leads to the formation of intesively coloured arylquinolinium-8-olates.