75755-37-2

Usage

Uses

Used in Pharmaceutical Synthesis:
7-Nitroquinolin-2-ol is used as a key intermediate in the synthesis of various pharmaceuticals, contributing to the development of new drugs with potential therapeutic applications.
Used in Dye and Fluorescent Marker Production:
7-Nitroquinolin-2-ol is utilized as a precursor in the production of dyes and fluorescent markers, which are essential in various fields such as bioimaging, diagnostics, and research.
Used in Analytical Chemistry:
7-Nitroquinolin-2-ol serves as a reagent in analytical chemistry for the detection and quantification of metal ions, particularly transition metals like copper and nickel. Its ability to interact with these ions makes it a valuable tool in environmental and industrial analyses.
Used in Cancer Research:
7-Nitroquinolin-2-ol is studied for its potential as an anti-cancer agent, with ongoing research exploring its effects on various types of cancer and its mechanisms of action.
Used in Photochemistry:
7-Nitroquinolin-2-ol is employed as a photochemical probe for studying protein-DNA interactions, providing insights into the molecular mechanisms underlying these essential biological processes.

Upstream product

• 613-51-4 7-nitroquinoline 
• 116557-35-8 2-amino-4-nitro-cinnamic acid 
• 623-11-0 1-methyl-4-nitrosobenzene 
• 7664-93-9 sulfuric acid 
• 99-09-2 3-nitro-aniline 
• 1664-63-7 2-amino-cinnamic acid 
• 249604-78-2 2-ethoxy-7-nitroisoquinoline 
• 99-55-8 2-methyl-5-nitroaniline 
• 635-46-1 1,2,3,4-tetrahydroisoquinoline 
• 30450-62-5 7-nitro-1,2,3,4-tetrahydro-quinoline 
• 14753-17-4 7-Nitro-chinolin-1-oxyd 

Downstream Products

• 58336-33-7 7-amino-quinolin-2-ol 
• 49609-03-2 2-chloro-7-nitroquinoline 
• 75755-31-6 7-nitro-2-quinoline 
• 75755-33-8 7-nitro-2-quinoline 
• 49609-04-3 2-amino-7-nitroquinoline 
• 95833-14-0 7-aminoquinolin-2(1H)-one 

Relevant academic research and scientific papers

Discovery of Benzopyridone-Based Transient Receptor Potential Vanilloid 1 Agonists and Antagonists and the Structural Elucidation of Their Activity Shift

Among a series of benzopyridone-based scaffolds investigated as human transient receptor potential vanilloid 1 (TRPV1) ligands, two isomeric benzopyridone scaffolds demonstrated a consistent and distinctive functional profile in which 2-oxo-1,2-dihydroquinolin-5-yl analogues (e.g., 2) displayed high affinity and potent antagonism, whereas 1-oxo-1,2-dihydroisoquinolin-5-yl analogues (e.g., 3) showed full agonism with high potency. Our computational models provide insight into the agonist-antagonist boundary of the analogues suggesting that the Arg557 residue in the S4-S5 linker might be important for sensing the agonist binding and transmitting signals. These results provide structural insights into the TRPV1 and the protein-ligand interactions at a molecular level.

N-(4-acetamidophenyl)-5-acetylfuran-2-carboxamide as a novel orally available diuretic that targets urea transporters with improved PD and PK properties

Urea transporters (UTs) have been identified as new targets for diuretics. Functional deletion of UTs led to urea-selective urinary concentrating defects with relative salt sparing. In our previous study, a UT inhibitor with a diarylamide scaffold, which is denoted as 11a, was demonstrated as the first orally available UT inhibitor. However, the oral bioavailability of 11a was only 4.38%, which obstructed its clinical application. In this work, by replacing the nitro group of 11a with an acetyl group, 25a was obtained. Compared with 11a, 25a showed a 10 times stronger inhibitory effect on UT-B (0.14 μM vs. 1.41 μM in rats, and 0.48 μM vs. 5.82 μM in mice) and a much higher inhibition rate on UT-A1. Moreover, the metabolic stability both in vitro and in vivo and the drug-like properties (permeability and solubility) of 25a were obviously improved compared with those of 11a. Moreover, the bioavailability of 25a was 15.18%, which was 3 times higher than that of 11a, thereby resulting in significant enhancement of the diuretic activities in rats and mice. 25a showed excellent potential for development as a promising clinical diuretic candidate for targeting UTs to treat diseases that require long-term usage of diuretics, such as hyponatremia.

Synthesis of 5- and 7-nitro-3-hydroxyquinolin-2-ones

A novel and efficient synthesis of 5- and 7-nitro-3-hydroxyquinolin-2-ones, from simple anilides, is presented, featuring the synthesis of the antibiotic agent viridicatin.

7-Aminoquinolines. A novel class of agents active against herpesviruses

A series of 7-aminoquinoline derivatives was synthesized and evaluated for their capacity to produce cytotoxicity in KB cells and to inhibit the replication of herpes simplex virus (HSV) type 1. All compounds tested inhibited the replication of HSV-1 with 50% inhibitory concentrations in the range of 2-50 μg/mL. The antiviral activity of many compounds, however, was separated from cytotoxicity to replicating uninfected cells by only two- to fivefold higher than those required for antiviral activity. Nonetheless, six compounds (10, 28, 29, 32, 34, and 36) were identified in which the separation was greater than fivefold. All compounds examined were more potent inhibitors of viral DNA synthesis than the cellular DNA synthesis.