4-Aminoquinoline

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.

4-Aminoquinoline
Names
Preferred IUPAC name
Quinolin-4-amine
Identifiers
3D model (JSmol)
ChEMBL
ChemSpider
ECHA InfoCard 100.167.771
PubChem CID
UNII
  • InChI=1S/C9H8N2/c10-8-5-6-11-9-4-2-1-3-7(8)9/h1-6H,(H2,10,11) Y
    Key: FQYRLEXKXQRZDH-UHFFFAOYSA-N Y
SMILES
  • 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 YN ?)
Infobox references

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

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

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