63010-71-9

Usage

Uses

Used in Pharmaceutical Industry:
8-Fluoro-4-hydroxyquinoline is used as a key intermediate in the synthesis of various pharmaceuticals due to its unique structure and bioactivity. Its antimicrobial and antifungal properties contribute to the development of new drugs targeting a range of infections.
Used in Agrochemical Industry:
In the agrochemical sector, 8-Fluoro-4-hydroxyquinoline serves as an intermediate for the production of compounds that possess pesticidal and fungicidal properties, helping to protect crops from diseases and pests.
Used in Specialty Chemicals Production:
8-Fluoro-4-hydroxyquinoline is utilized in the creation of dyes and pigments, contributing to the coloration and enhancement of various products in the specialty chemicals market.
Safety and Handling:
It is crucial to handle 8-Fluoro-4-hydroxyquinoline with proper care due to its potential health hazards if not used and stored appropriately, ensuring safety in laboratories and industrial settings.

InChI:InChI=1/C9H6FNO/c10-7-3-1-2-6-8(12)4-5-11-9(6)7/h1-5H,(H,11,12)

Upstream product

• 2033-24-1 cycl-isopropylidene malonate 
• 348-54-9 2-Fluoroaniline 
• 71083-06-2 ethyl 8-fluoro-4-oxo-1,4-dihydroquinoline-3-carboxylate 
• 369395-32-4 5-[(2-fluoro-phenylamino)-methylene]-2,2-dimethyl-[1,3]dioxane-4,6-dione 

Downstream Products

• 63010-72-0 4-chloro-8-fluoro-quinoline 
• 1033810-03-5 4-(2-chloro-4-nitrophenoxy)-8-fluoroquinoline 
• 927800-38-2 4-bromo-8-fluoroquinoline 

Relevant academic research and scientific papers

Cu(I)-Catalyzed Alkynylation of Quinolones

Herein we report the first alkynylation of quinolones with terminal alkynes under mild reaction conditions. The reaction is catalyzed by Cu(I) salts in the presence of a Lewis acid, which is essential for the reactivity of the system. The enantioselective version of this transformation has also been explored, and the methodology has been applied in the synthesis of the enantioenriched tetrahydroquinoline alkaloid cuspareine.

Microwave-assisted synthesis of fluoroquinolones and their nucleosides as inhibitors of HIV integrase

Six fluoroquinolone ribonucleosides were synthesized by using microwave irradiation starting from fluoroanilines. In most cases the microwave application proved superior in time and yield, especially the one step decarboxylation of the carboxyquinolone esters 3a-3c and the Vorbrueggen glycosylation. The former led to the new type of fluoroquinolone ribosides 8a-8c. Compound 8c in the crystal structure showed C3′-endo and anti conformation. The nucleosides were examined, but found inactive against the replication of HIV-1(IIIB) in cell culture, while they were toxic for the cells at a 50% cytotoxic concentration ranging from 31 to >125 μg/ml. But measurements of the inhibitory effects against HIV-1 integrase enzymatic activity showed an interesting activity for compound 8c.

Synthesis of ring-substituted 4-aminoquinolines and evaluation of their antimalarial activities

A simple two-step synthesis method was used to make 51 B-ring-substituted 4-hydroxyquinolines allowing analysis of the effect of ring substitutions on inhibition of growth of chloroquine sensitive and resistant strains of Plasmodium falciparum, the dominant cause of malaria morbidity. Substituted quinoline rings other than the 7-chloroquinoline ring found in chloroquine were found to have significant activity against the drug-resistant strain of P. falciparum W2.