For faster navigation, this Iframe is preloading the Wikiwand page for 4-Aminoquinoline.

4-Aminoquinoline

4-Aminoquinoline
Structural formula of 4-aminoquinoline
Space-filling model of the 4-aminoquinoline molecule
Names
Preferred IUPAC name
Quinolin-4-amine
Identifiers
3D model (JSmol)
ChEMBL
ChemSpider
ECHA InfoCard 100.167.771 Edit this at Wikidata
UNII
  • InChI=1S/C9H8N2/c10-8-5-6-11-9-4-2-1-3-7(8)9/h1-6H,(H2,10,11) checkY
    Key: FQYRLEXKXQRZDH-UHFFFAOYSA-N checkY
  • n1ccc(c2ccccc12)N
Properties
C9H8N2
Molar mass 144.177 g·mol−1
Appearance Powder to crystalline, White/Yellow/Orange
Melting point 151.0 to 155.0 °C
Hazards
Occupational safety and health (OHS/OSH):
Main hazards
Causes skin and serious eye irritation
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
☒N verify (what is checkY☒N ?)

4-Aminoquinoline is a form of aminoquinoline with the amino group at the 4-position of the quinoline. The compound has been used as a precursor for the synthesis of its derivatives.[1]

A variety of derivatives of 4-aminoquinoline are antimalarial agents useful in treating erythrocytic plasmodial infections.[2] Examples include amodiaquine, chloroquine, and hydroxychloroquine.[3] Other uses for the derivatives are: anti-asthmatic, antibacterial, anti-fungal, anti-malarial, antiviral and anti-inflammatory agents. [1]

A patent application for 4-aminoquinoline compounds was filed in 2002 and published in 2005.[4]

See also

References

  1. ^ a b Al-Ahmary KM, Alenezi MS, Habeeb MM (2016-08-01). "Synthesis, spectroscopic and DFT theoretical studies on the hydrogen bonded charge transfer complex of 4-aminoquinoline with chloranilic acid". Journal of Molecular Liquids. 220: 166–182. doi:10.1016/j.molliq.2016.04.074. ISSN 0167-7322.
  2. ^ Bosak A, Opsenica DM, Šinko G, Zlatar M, Kovarik Z (2019-08-01). "Structural aspects of 4-aminoquinolines as reversible inhibitors of human acetylcholinesterase and butyrylcholinesterase". Chemico-Biological Interactions. 308: 101–109. Bibcode:2019CBI...308..101B. doi:10.1016/j.cbi.2019.05.024. ISSN 0009-2797. PMID 31100281. S2CID 157067252.
  3. ^ Bray PG, Hawley SR, Ward SA (1996). "4-Aminoquinoline resistance of Plasmodium falciparum: insights from the study of amodiaquine uptake". Mol. Pharmacol. 50 (6): 1551–8. PMID 8967977.
  4. ^ DeVita R, Chang L (13 January 2005). "4-Aminoquinoline Compounds" (PDF). United States Patent Application Publication.
{{bottomLinkPreText}} {{bottomLinkText}}
4-Aminoquinoline
Listen to this article

This browser is not supported by Wikiwand :(
Wikiwand requires a browser with modern capabilities in order to provide you with the best reading experience.
Please download and use one of the following browsers:

This article was just edited, click to reload
This article has been deleted on Wikipedia (Why?)

Back to homepage

Please click Add in the dialog above
Please click Allow in the top-left corner,
then click Install Now in the dialog
Please click Open in the download dialog,
then click Install
Please click the "Downloads" icon in the Safari toolbar, open the first download in the list,
then click Install
{{::$root.activation.text}}

Install Wikiwand

Install on Chrome Install on Firefox
Don't forget to rate us

Tell your friends about Wikiwand!

Gmail Facebook Twitter Link

Enjoying Wikiwand?

Tell your friends and spread the love:
Share on Gmail Share on Facebook Share on Twitter Share on Buffer

Our magic isn't perfect

You can help our automatic cover photo selection by reporting an unsuitable photo.

This photo is visually disturbing This photo is not a good choice

Thank you for helping!


Your input will affect cover photo selection, along with input from other users.

X

Get ready for Wikiwand 2.0 🎉! the new version arrives on September 1st! Don't want to wait?