4053-44-5

Basic information

• Product Name: 5-HYDROXYMETHYL-QUINOLIN-8-OL
• Synonyms: 5-quinolinemethanol, 8-hydroxy-;5-HydroxyMethyl quinoline-8-ol;5-methylolquinolin-8-ol;5-HYDROXYMETHYL-8-HYDROXYQUINOLINE
• CAS NO: 4053-44-5
• Molecular Formula: C₁₀H₉NO₂
• Molecular Weight: 175.19
• Mol File: 4053-44-5.mol
• Article Data: 7

Chemical Properties

• Melting Point: 138-139 °C(Solv: ethanol (64-17-5))
• Boiling Point: 419°Cat760mmHg
• Flash Point: 207.2°C
• Appearance: /
• Density: 1.357g/cm³
• Vapor Pressure: 9.04E-08mmHg at 25°C
• Refractive Index: 1.711
• Storage Temp.: 2-8°C
• PKA: 4.77±0.10(Predicted)
• CAS DataBase Reference: 5-HYDROXYMETHYL-QUINOLIN-8-OL(CAS DataBase Reference)
• NIST Chemistry Reference: 5-HYDROXYMETHYL-QUINOLIN-8-OL(4053-44-5)
• EPA Substance Registry System: 5-HYDROXYMETHYL-QUINOLIN-8-OL(4053-44-5)

Safety Data

• HazardClass: IRRITANT
• Hazardous Substances Data: 4053-44-5(Hazardous Substances Data)

Usage

General Description

5-HYDROXYMETHYL-QUINOLIN-8-OL is a chemical compound with a molecular formula of C10H9NO2. It is a derivative of quinoline and contains a hydroxymethyl group at the 5-position of the quinoline ring. 5-HYDROXYMETHYL-QUINOLIN-8-OL has shown potential biological activity and has been studied for its antioxidant and anti-inflammatory properties. It has also been used as a building block in the synthesis of other pharmaceutical compounds. Additionally, 5-HYDROXYMETHYL-QUINOLIN-8-OL has been investigated for its potential use in the development of new drugs for the treatment of various diseases. Its structure and properties make it a promising compound for further research and development in the field of 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 
• 4053-45-6 5-chloromethyl-8-hydroxyquinoline hydrochloride 
• 10136-57-9 5-(chloromethyl)quinolin-8-ol 

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 
• 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 
• 108835-26-3 8-(benzyloxy)-5-(hydroxymethyl)quinoline N-oxide 

Relevant articles and documents

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.

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 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.