80912-11-4

Usage

Uses

Used in Pharmaceutical Industry:
8-Methoxy-6-nitroquinoline is used as an intermediate in the synthesis of pharmaceuticals for its ability to contribute to the development of new drugs with potential therapeutic applications.
Used in Dye Industry:
In the dye industry, 8-Methoxy-6-nitroquinoline is utilized as a chemical intermediate to produce dyes that impart color to various materials.
Used in Materials Science:
8-Methoxy-6-nitroquinoline is employed in materials science research as a component in the development of innovative materials with distinctive electronic and optical characteristics, which can be applied in various high-tech applications.
Used in Antimicrobial Applications:
Leveraging its antimicrobial properties, 8-Methoxy-6-nitroquinoline is used in applications that require the inhibition of microbial growth, contributing to the preservation of products and the maintenance of hygiene in different settings.

Upstream product

• 7664-93-9 sulfuric acid 
• 7778-39-4 orthoarsenic acid 
• 56-81-5 glycerol 
• 97-52-9 2-methoxy-4-nitrophenylamine 
• 107-02-8 acrolein 
• 2806-85-1 3-ethoxypropanal 
• 86119-84-8 phosphoric acid 

Downstream Products

• 68748-35-6 6-amino-8-hydroxyquinoline 
• 951-06-4 5-methoxy-[4,7]phenanthroline 
• 16727-28-9 8-hydroxy-6-nitroquinoline 
• 75959-08-9 6-amino-8-methoxyquinoline 

Relevant academic research and scientific papers

Synthesis of mono-substituted derivatives of 6-aminoquinoline

Several 6-aminoquinoline derivatives, which could be used in drug design, have been synthesized. The reaction conditions were comparatively studied, and the p-chloroaniline was used as optimum oxidant in Skraup-Doebner-Von Miller reaction. The nitro group was reduced effectively by SnCl2 with no halo-removed occurred.

Synthesis and evaluation of stable bidentate transition metal complexes of 1-(chloromethyl)-5-hydroxy-3-(5,6,7-trimethoxyindol-2-ylcarbonyl)-2, 3-dihydro-1H-pyrrolo[3,2-f]quinoline (seco-6-azaCBI-TMI) as hypoxia selective cytotoxins

A series of metal complexes were prepared as potential prodrugs of the extremely toxic DNA minor groove alkylator 1-(chloromethyl)-5-hydroxy-3-[(5,6,7- trimethoxyindol-2-yl)carbonyl]-2,3-dihydro-1H-pyrrolo[3,2-f]quinoline (seco-6-azaCBI-TMI) and close analogues. The pyrrolo[3,2-f]quinoline cytotoxins were prepared from 2-methoxy-4-nitroaniline in a nine-step synthesis involving a Skraup construction of a quinoline intermediate, its appropriate functionalization, and a final radical cyclization. The metal complexes were prepared from these and the labile metal complex synthons [Co-(cyclen)(OTf) 2]+, [Cr(acac)2(H2O) 2]+, and [Co2(Me2dtc) 5]+. The cobalt complexes were considerably more stable than the free effectors and showed significant attenuation of the cytotoxicity of the latter, with IC50 ratios (complex/effector) of 50- to 150-fold, and substantial hypoxic cell selectivity, with IC50 ratios (oxic/hypoxic cells) of 20- to 40-fold. The cobalt complexes were also efficiently activated by ionizing radiation, with G values for loss of the compound close to the theoretical value for one-electron reduction of 0.68 μmol/J. This work extends earlier observations that cobalt cyclen complexes are suitable for both the bioreductive and radiolytic release of potent pyrrolo[3,2-f]quinoline effectors. 2009 American Chemical Society.