17018-81-4

Basic information

• Product Name: 2-(Aminomethyl)quinoline-8-ol
• Synonyms: 2-(Aminomethyl)-8-quinolinol;2-(Aminomethyl)quinoline-8-ol
• CAS NO: 17018-81-4
• Molecular Formula: C₁₀H₁₀N₂O
• Molecular Weight: 174.2
• Mol File: 17018-81-4.mol
• Article Data: 4

Chemical Properties

• Boiling Point: 363.1±27.0 °C(Predicted)
• Appearance: /
• Density: 1.288±0.06 g/cm3(Predicted)
• PKA: 7.20±0.40(Predicted)
• CAS DataBase Reference: 2-(Aminomethyl)quinoline-8-ol(CAS DataBase Reference)
• NIST Chemistry Reference: 2-(Aminomethyl)quinoline-8-ol(17018-81-4)
• EPA Substance Registry System: 2-(Aminomethyl)quinoline-8-ol(17018-81-4)

Safety Data

• Hazardous Substances Data: 17018-81-4(Hazardous Substances Data)

Usage

Chemical class

Quinoline derivatives

Type of compound

Fluorescent dye

Applications

+ Detection of DNA and RNA (as a fluorescent probe)
+ Medical imaging (potential use)
+ Studying biological processes (research tool)
+ Biomedical and pharmaceutical fields (potential use)
+ Environmental and industrial sensor development (for heavy metal ion detection)

Upstream product

• 5603-22-5 8-hydroxyquinoline-2-carbaldehyde oxime 
• 6759-78-0 8-hydroxyquinoline-2-carbonitrile 
• 17018-82-5 2-hydroxymethyl-8-hydroxyquinoline 

Relevant articles and documents

Tracking the Progress and Mechanism Study of a Solvothermal in Situ Domino N-Alkylation Reaction of Triethylamine and Ammonia Assisted by Ferrous Sulfate

Atom economic in situ domino N-alkylation reactions of triethylamine/ammonia with 2-(hydroxymethyl)quinolin-8-ol (HL-OH) assisted by FeSO4·7H2O were realized under mild solvothermal conditions at 120 °C in acetonitrile. The resulting tripodal 2,2′,2″-[nitrilotris(methylene)]tris(quinolin-8-ol) (H3L3-N) forms a linear trimer [Fe3(L3-N)2] (1). Electrospray ionization mass spectrometry of the reaction solution provides evidence for the intermediates of three steps, while crystallography and X-ray photoelectron spectroscopy characterize the trimer. Shortening the time of the reaction allowed for the organic intermediates to be isolated, which led to a proposed mechanism. The method provides a facile way to produce symmetric tertiary amine from widely used NEt3 and NH3. The results represent an example of the in situ Fe2+-catalyzed domino reaction in which Fe2+ is coordinated by the generated ligands and is involved in each step until the final cluster 1.

Heterocyclic amines for the construction of peptoid oligomers bearing multi-dentate ligands

Peptoids are oligomers of N-substituted glycine that can be readily assembled using haloacetic acids and primary amines as synthons. Here, we report the synthesis and characterization of three new heterocyclic amines, 2-(2,2′:6′,2″-terpyridine-4′-yloxy)ethylamine, 2-(1,10-phenanthroline-5-yloxy)ethylamine and 8-hydroxy-2-quinolinemethylamine, and their incorporation into a series of different peptoid oligomer sequences. Since the heterocycles are all known to coordinate metal ions, the peptidomimetic products are designed to bind metal species with the potential for applications in catalysis and materials science.