4053-44-5

Usage

Uses

Used in Pharmaceutical Industry:
5-HYDROXYMETHYL-QUINOLIN-8-OL is used as a building block for the synthesis of pharmaceutical compounds due to its unique structure and properties, which can be leveraged to create new drugs with potential therapeutic applications.
Used in Medicinal Chemistry Research:
5-HYDROXYMETHYL-QUINOLIN-8-OL is utilized as a subject of study for its antioxidant and anti-inflammatory properties, with the aim of developing new drugs that can treat a range of diseases by modulating these biological processes.
Used in Drug Development:
5-HYDROXYMETHYL-QUINOLIN-8-OL is employed in the development of new drugs for the treatment of various diseases, capitalizing on its potential biological activity and the possibility of enhancing its therapeutic effects through further chemical modifications.
While the provided materials do not specify different applications in various industries, the general uses outlined above encompass the potential applications of 5-HYDROXYMETHYL-QUINOLIN-8-OL based on its properties and the context of its study in medicinal chemistry.

InChI:InChI=1/C10H9NO2/c12-6-7-3-4-9(13)10-8(7)2-1-5-11-10/h1-5,12-13H,6H2

Upstream product

• 148-24-3 8-quinolinol 
• 50-00-0 formaldehyd 
• 10136-57-9 5-(chloromethyl)quinolin-8-ol 
• 4053-45-6 5-chloromethyl-8-hydroxyquinoline hydrochloride 

Downstream Products

• 2536-71-2 5,5'-methylenebis(8-hydroxyquinoline) 
• 2598-30-3 8-hydroxyquinoline-5-carbaldehyde 
• 10522-54-0 8-benzoyloxy-5-benzoyloximethyl-quinoline 
• 108835-25-2 8-(benzyloxy)-5-(hydroxymethyl)quinoline 
• 4312-09-8 5-[(E)-2-phenyl-1-diazenyl]quinolin-8-ol 
• 10136-57-9 5-(chloromethyl)quinolin-8-ol 
• 72543-51-2 (8-methoxyquinolin-5-yl)methanol 
• 128232-11-1 5-<2-<<1-(4-iodophenyl)-2-methylprop-2-yl>amino>-1-hydroxyethyl>-8-hydroxycarbostyril 
• 108835-37-6 5-<2-<<3-<4-(bromoacetamido)phenyl>-2-methylprop-2-yl>amino>-1-hydroxyethyl>-8-hydroxycarbostyril hydrobromide 
• 128232-10-0 8-(benzyloxy)-5-<2-<<1-(4-nitrophenyl)-2-methylprop-2-yl>amino>-1-hydroxyethyl>carbostyril 
• 128232-09-7 8-Benzyloxy-5-{1-hydroxy-2-[2-(4-iodo-phenyl)-1,1-dimethyl-ethylamino]-ethyl}-1H-quinolin-2-one 
• 128232-08-6 8-(benzyloxy)-5-<2-<(1-phenyl-2-methylprop-2-yl)amino>-1-hydroxyethyl>carbostyril 
• 120551-46-4 5-{2-[2-(4-Amino-phenyl)-1,1-dimethyl-ethylamino]-1-hydroxy-ethyl}-8-hydroxy-1H-quinolin-2-one 
• 112281-28-4 8-benzyloxy-5-(epoxyethyl)-(1H)-quinolin-2-one 

Relevant academic research and scientific papers

Corrosion inhibition performance of newly synthesized 5-alkoxymethyl-8-hydroxyquinoline derivatives for carbon steel in 1 M HCl solution: Experimental, DFT and Monte Carlo simulation studies

Three new organic compounds primarily based on 8-hydroxyquinoline have been successfully synthesized and characterized via different spectroscopic methods (FTIR, 1H, and 13C NMR). The synthesized compounds, namely 5-propoxymethyl-8-hydroxyquinoline (PMHQ), 5-methoxymethyl-8-hydroxyquinoline (MMHQ) and 5-hydroxymethyl-8-hydroxyquinoline (HMHQ), were evaluated as corrosion inhibitors for carbon steel in 1 M HCl solution using electrochemical impedance spectroscopy, potentiodynamic polarization and weight loss measurements at 298 K. Electrochemical measurements confirmed that the newly synthesized 5-alkoxymethyl-8-hydroxyquinoline derivatives are mixed type corrosion inhibitors and confirmed maximum protection efficiencies of 94, 89 and 81% for PMHQ, MMHQ, and HMHQ, respectively, at the optimum concentration of 10-3 M. The EIS spectra confirmed a slightly depressed semi-circle profile with a single time constant in Bode diagrams for the three organic compounds over the whole concentration and temperature ranges studied. The adsorption of PMHQ, MMHQ, and HMHQ on the carbon steel surface followed the Langmuir adsorption isotherm. In addition, the kinetic and thermodynamic parameters for carbon steel corrosion and inhibitor adsorption, respectively, were determined and discussed. Scanning electron microscopy (SEM) and X-ray photoelectron spectroscopy (XPS) analyses supported the formation of a protective film on carbon steel in the presence of PMHQ, MMHQ, and HMHQ. Density functional theory calculations (DFT) showed that the effectiveness of the inhibitive actions of the studied compounds correlates well with their electron donating ability, whilst Monte Carlo simulations revealed that the extent and favourability of adsorption of inhibitor molecules on the carbon steel surface establish their corrosion inhibition performances.

Study on Relationship Between Fluorescence Properties and Structure of Substituted 8-Hydroxyquinoline Zinc Complexes

Organic light-emitting diodes (OLEDs) produced from 8-hydroxyquinoline metal complexes play a vital role in modern electroluminescent devices. In this manuscript, a series of 8-hydroxyquinoline derivatives were synthesized by different methods and their corresponding zinc metal complexes were prepared. The UV and fluorescence properties of the complexes were measured aiming to understand the effect of substituents at the quinoline ring on the fluorescence properties of the complexes. When the C-5 of 8-hydroxyquinoline was replaced by halogen group, the fluorescence emission wavelengths had been red-shifted, at the same time, blue-shifted of fluorescence emission wavelength was observed when the C-5 position of 8-hydroxyquinoline was substituted by electron-withdrawing group. When the C-4 position of 8-hydroxyquinolie was substituted by methyl or the C-5 position was substituted by sulfonic acid group, the corresponding zinc complexes had higher fluorescence intensity than 8-hydroxyquinolie zinc.

N-methyl-N-((1-methyl-5-(3-(1-(2-methylbenzyl)piperidin-4-yl)propoxy)-1H-indol-2-yl)methyl)prop-2-yn-1-amine, a new cholinesterase and monoamine oxidase dual inhibitor

On the basis of N-((5-(3-(1-benzylpiperidin-4-yl)propoxy)-1-methyl-1H-indol-2-yl)methyl)-N-methylprop-2-yn-1-amine (II, ASS234) and QSAR predictions, in this work we have designed, synthesized, and evaluated a number of new indole derivatives from which we have identified N-methyl-N-((1-methyl-5-(3-(1-(2-methylbenzyl)piperidin-4-yl)propoxy)-1H-indol-2-yl)methyl)prop-2-yn-1-amine (2, MBA236) as a new cholinesterase and monoamine oxidase dual inhibitor.

Synthesis and characterization of 5-substituted 8-hydroxyquinoline derivatives and their metal complexes

5-Aminomethyl-8-hydroxyquinoline (QN) was synthesized as a scaffold to generate dimers, trimers, and tetramer metalloquinolates. Starting from QN, a series of 5-substituted 8-hydroxyquinoline derivatives conjugated with small bioactive molecules were synthesized. Absorption and emission spectra indicate that these QN derivatives chelate well with metal ions, which may serve as a new platform to explore the applications of metalloquinolates for a variety of potential applications.

Synthesis of 5-alkyl-8-quinolinol

Synthesis of new 5-alkyl-8-quinolinol was described in order to obtain substituted copper 8-hydroxyquinolinate more soluble in organic solvents than unsubstituted one. The synthesis of copper complex is described and their solubility investigated in different solvents.

Synthesis, Characterisation and Antimicrobial Activities of Binary and Ternary Complexes of UO2II and ThIV Complexes with 5-Hydroxymethyl-8-quinolinol and 8-Formyl-7-hydroxy-4-methyl-2H-1-benzopyran-2-one with Aniline

Synthesis of 5-hydroxymethyl-8-quinolinol and 8-formyl-7-hydroxy-4-methyl-2H-1-benzopyran-2-one (FHMB) with aniline (FHMBAnil) have been carried out to study the binary and ternary complexes of uranium and thorium. Different analytical techniques have been used to find out the structure of the complexes. They have also been tested for their antimicrobial activities. ψ Abstract of this paper was published in the Proceedings of National Symposium on Organic Reagents-Synthesis and Use in Extraction Metallurgy, held at Bombay, 1994.

BETA-AGONIST CARBOSTYRIL DERIVATIVES, ASSAY METHOD AND PHARMACOLOGICAL COMPOSITION

Beta-agonist carbostyril derivatives having the formula STR1 wherein X may be the ortho, meta or para position and is selected from the group consisting of halogen, amino and substituted and unsubstituted lower alkanoylamino having from 1 to 6 carbon atom