19746-57-7

Basic information

• Product Name: 8-Ethoxy-5-nitroquinoline
• Synonyms: 8-Ethoxy-5-nitroquinoline
• CAS NO: 19746-57-7
• Molecular Formula: C₁₁H₁₀N₂O₃
• Molecular Weight: 218.2087
• Mol File: 19746-57-7.mol
• Article Data: 3

Chemical Properties

• Melting Point: 127-128 °C
• Boiling Point: 390.1±27.0 °C(Predicted)
• Appearance: /
• Density: 1.290±0.06 g/cm3(Predicted)
• Storage Temp.: Sealed in dry,Room Temperature
• PKA: 1.23±0.29(Predicted)
• CAS DataBase Reference: 8-Ethoxy-5-nitroquinoline(CAS DataBase Reference)
• NIST Chemistry Reference: 8-Ethoxy-5-nitroquinoline(19746-57-7)
• EPA Substance Registry System: 8-Ethoxy-5-nitroquinoline(19746-57-7)

Safety Data

• Hazardous Substances Data: 19746-57-7(Hazardous Substances Data)

Usage

General Description

8-Ethoxy-5-nitroquinoline is a chemical compound with the molecular formula C11H9N3O3. It is a member of the quinoline family and is characterized by an ethoxy group at the 8th position and a nitro group at the 5th position in the quinoline ring. 8-Ethoxy-5-nitroquinoline is used in synthetic organic chemistry as a building block for the preparation of various pharmaceuticals, agrochemicals, and other specialty chemicals. It is also utilized in the development of fluorescent probes and dyes for biological imaging and sensing applications. Additionally, 8-Ethoxy-5-nitroquinoline has potential antimicrobial and antiparasitic properties, making it a focus of research for the development of new drugs. However, it is important to handle this chemical with caution due to its potential hazardous properties.

Upstream product

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

Downstream Products

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

Relevant articles and documents

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.

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.