57334-36-8

Usage

Uses

Used in Pharmaceutical Industry:
4-CHLORO-8-HYDROXYQUINOLINE is used as an intermediate compound for the synthesis of various pharmaceuticals. Its unique chemical structure allows it to be a key component in the development of new drugs, particularly those targeting fungal infections.
Used in Antifungal Applications:
4-CHLORO-8-HYDROXYQUINOLINE is used as an antifungal agent for its activity against various fungal species, including Aspergillus niger, A. oryzae, Myrothecium verrucaria, Trichoderma viride, and Trichophyton mentagrophytes. Its effectiveness in inhibiting the growth of these fungi makes it a valuable asset in the development of antifungal treatments.
Used in Chemical Synthesis:
4-CHLORO-8-HYDROXYQUINOLINE is used as a building block in the synthesis of other organic compounds. Its versatile structure allows it to be a starting material for the creation of various chemical products, including dyes, pigments, and other specialty chemicals.
Used in Research and Development:
4-CHLORO-8-HYDROXYQUINOLINE is used as a research compound in the field of organic chemistry. Its unique properties make it an interesting subject for studying reaction mechanisms, exploring new synthetic routes, and understanding the relationship between chemical structure and biological activity.

InChI:InChI=1/C9H6ClNO/c10-7-4-5-11-9-6(7)2-1-3-8(9)12/h1-5,12H

Upstream product

• 1022094-18-3 (4-chloroquinolin-8-yl)-4-methylbenzenesulfonate 
• 14959-84-3 4,8-dihydroxyquinoline 
• 59-00-7 xanthurenic acid 
• 21269-34-1 4-hydroxy-8-methoxyquinoline 
• 16778-21-5 4-chloro-8-methoxyquinoline 

Downstream Products

• 1338350-01-8 4-benzyloxy-11H-indol[3,2-c]quinoline 
• 1338350-03-0 4-((2-bromobenzyl)(methyl)amino)quinolin-8-yl 4-methylbenzenesulfonate 
• 1338350-04-1 5-methyl-5,6-dihydrodibenzo[c,h][1,6]naphthyridin-1-yl 4-methylbenzenesulfonate 
• 26774-12-9 8-(benzyloxy)-4-chloroquinoline 
• 102660-26-4 4-(4-chloro-anilino)-7-piperidinomethyl-quinolin-8-ol 

Relevant academic research and scientific papers

Betti reaction enables efficient synthesis of 8-hydroxyquinoline inhibitors of 2-oxoglutarate oxygenases

There is interest in developing potent, selective, and cell-permeable inhibitors of human ferrous iron and 2-oxoglutarate (2OG) oxygenases for use in functional and target validation studies. The 3-component Betti reaction enables efficient one-step C-7 functionalisation of modified 8-hydroxyquinolines (8HQs) to produce cell-active inhibitors of KDM4 histone demethylases and other 2OG oxygenases; the work exemplifies how a template-based metallo-enzyme inhibitor approach can be used to give biologically active compounds.

Synthesis of 8-hydroxyquinolines with amino and thioalkyl functionalities at position 4

(Chemical Equation Presented) Six 8-hydroxyquinolines with amino and thioalkyl functionalities at position 4 have been prepared. The synthesis starts with chlorination of the readily available 4-hydroxy-8-tosyloxyquinoline to give 4-chloro-8-tosyloxyquinoline in 94% yield. Treatment of the 4-chloro-8-tosyloxyquinoline with sulphur and nitrogen nucleophiles produces the target 4-amino and 4-thioalkyl-8-hydroxyquinolines in more than 70% yield. In case of sulphur nucleophiles and pyrrolidine, the removal of the protecting tosyl group at position 8 occurs simultaneously with the substitution of chlorine at position 4.

Synthesis of 4-[4-(N,N-dimethylsulfamoyl)piperazin-1-yl]-quinolines derivatives as sorbitol dehydrogenase potential inhibitors

Synthesis of various quinolines, substituted in position 4 by [4-(N,N-dimethylsulfamoyl)piperazin-1-yl] group and in position 2 by different groups such as hydrogen, methyl, hydroxymethyl, formyl or carboxyl is described. Besides, we have synthesized derivatives of 8-hydroxyquinoline.

Quinoline derivatives as immunostimulants

This invention relates to compounds of the formula STR1 wherein R1, R2, R3, R4, R5, R6 and R7 are as defined hereinbelow that exhibit activity as immunostimulants.

Improved Syntheses of Some Monohloro- and Monobromo-8-quinolinols

Procedures were developed for the preparation of the 2-, 3-, 4-, and 6-monosubstituted chloro and bromo 8-quinolinols which afforded greater yields and/or reduced the number of steps in the preparation. 100 MHz 1H-NMR spetra for the 12 possible monochloro

4-(Dimethylamino)-8-hydroxyquinoline as a new Chelating Ligand and as a Donor-enforced Terminal Group in Podands

Electron releasing and -withdrawing substituents are introduced into the 4-position of 8-hydroxy-quinoline (oxine) (1), starting with 4-chloro-8-methoxyquinoline (2).The UV/Vis spectra of the oxines 4, 5 and their Ni-, Cu-, and Co-complexes are compared with those of oxine.Intensity increases of the long wave length absorptions are observed with the new ligand 4 compared to oxine itself and with the metal complexes.The substituted oxines are also used as new donor end groups in podands 8-12.The ammonium complexes of the new podands are investigated.