8-Hydroxyquinoline-2-carboxaldehyde

Base Information

• Chemical Name: 8-Hydroxyquinoline-2-carboxaldehyde
• CAS No.: 14510-06-6
• Molecular Formula: C10H7NO2
• Molecular Weight: 173.171
• Hs Code.: 29339900
• Mol file: 14510-06-6.mol

Synonyms:Quinaldaldehyde,8-hydroxy- (6CI,8CI);2-Formyl-8-hydroxyquinoline;2-Formyl-8-quinolinol;8-Hydroxy-2-quinolinecarboxaldehyde;8-Hydroxyquinolin-2-carboxaldehyde;

Chemical Property of 8-Hydroxyquinoline-2-carboxaldehyde

Chemical Property:

• Appearance/Colour: Yellow crystalline powder
• Vapor Pressure: 1.03E-06mmHg at 25°C
• Melting Point: 97-100 °C
• Refractive Index: 1.733
• Boiling Point: 392.2 °C at 760 mmHg
• PKA: 9.27±0.10(Predicted)
• Flash Point: 191 °C
• PSA: 50.19000
• Density: 1.364 g/cm₃
• LogP: 1.75290
• Storage Temp.: Keep in dark place,Sealed in dry,Room Temperature

Purity/Quality:

99% ^*data from raw suppliers

8-Hydroxyquinoline-2-carbaldehyde ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-36-37/39

MSDS Files:

SDS file from LookChem

Useful:

• Uses: 8-Hydroxy-2-quinolinecarboxaldehyde (8-hydroxyquinoline-2-carbaldehyde) may be used in the preparation of:8-hydroxy-2-quinoline-1-aminopyrene by Schiff-base reaction with 1-aminopyrene(E)-2-((2-(pyridin-2-yl)hydrazono)methyl)quinolin-8-ol by coupling with 2-hydrazinopyridine8-hydroxyquinoline-2-carbaldehyde oxime2-[(8-Hydroxyquinoline)-2-methylaminoethyl]-β-D-glucopyranoside

Technology Process of 8-Hydroxyquinoline-2-carboxaldehyde

There total 11 articles about 8-Hydroxyquinoline-2-carboxaldehyde which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 95.0%

2-methyl-8-quinolinol (826-81-3) → 2-formyl oxine (14510-06-6)

Guidance literature:

With selenium(IV) oxide; In 1,4-dioxane; at 80 ℃; for 24h;

DOI:10.1039/c5ra17557g

Reference yield: 85.0%

2‐methyl‐8‐acetoxyquinoline (27037-61-2) → 2-formyl oxine (14510-06-6)

Guidance literature:

With selenium(IV) oxide; In 1,4-dioxane; at 75 - 80 ℃; for 7h;

DOI:10.1002/bio.3482

Reference yield: 60.0%

8-quinolinol (148-24-3,24804-14-6) → 2-formyl oxine (14510-06-6)

Guidance literature:

With selenium(IV) oxide; In 1,4-dioxane; at 60 - 95 ℃; for 18h; Inert atmosphere;

upstream raw materials:

8-benzyloxyquinolin-2-yl-carboxaldehyde

2-methyl-8-quinolinol

2-methyl-8-(benzyloxy)quinoline

1,4-dioxane

Downstream raw materials:

2-vinyl-8-quinolinol

2-hydroxymethyl-8-hydroxyquinoline

7,13-bis(8-hydroxyquinolin-2-ylmethyl)-7,13-diaza-4,10,16-trithia-1-oxacyclooctadecane

N-(8-hydroxyl-2-quinolylmethylene)-o-aminophenol

Refernces

Copper(II) complexes of hybrid hydroxyquinoline-thiosemicarbazone ligands: GSK3β inhibition due to intracellular delivery of copper

10.1039/c0dt01176b

The research focuses on the synthesis and characterization of copper(II) complexes of hybrid hydroxyquinoline-thiosemicarbazone ligands, which are designed to inhibit glycogen synthase kinase 3b (GSK3b) by increasing intracellular copper concentrations. The study investigates the potential of these complexes as therapeutic agents for Alzheimer's disease, which is associated with the hyper-phosphorylation of the protein tau due to increased GSK3b activity. The experiments involve the synthesis of tetradentate hybrid proligands and their copper(II) complexes, which are characterized using techniques such as single crystal X-ray crystallography, electrochemical analysis, and UV/Vis absorbance to assess stability. The complexes are tested for cell membrane permeability in neuronal-like SH-SY5Y cells, and their effects on intracellular copper concentrations and GSK3b inhibition are evaluated. The reactants used include 2-formyl-8-hydroxyquinoline, 4-N-substituted-3-thiosemicarbazides, and copper(II)acetate, while analyses employed encompass inductively coupled plasma mass spectrometry (ICP-MS) for metal content, Western blot for protein analysis, and various spectroscopic methods to confirm complex formation and purity.