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8-aminoquinoline
Sign in to save8-Aminoquinoline is the 8-amino derivative of quinoline. Often abbreviated AQ, it is a pale yellow solid. It is structurally analogous to 8-hydroxyquinoline.
Chemical data
- Formula
- C9H8N2
- Molecular weight
- 144.17 g/mol
- IUPAC name
- quinolin-8-amine
- SMILES
- C1=CC2=C(C(=C1)N)N=CC=C2
- InChIKey
- WREVVZMUNPAPOV-UHFFFAOYSA-N
- XLogP
- 1.8
- Polar surface area
- 38.9 Ų
- H-bond donors
- 1
- H-bond acceptors
- 2
- Formal charge
- 0
via PubChem
Drug data · ChEMBL
- Molecule type
- Small molecule
via ChEMBL · EBI
Wikidata facts
- Mass
- 144.069
Show 4 more facts
- chemical formula
- C₉H₈N₂
- canonical SMILES
- C1=CC2=C(C(=C1)N)N=CC=C2
- melting point
- 65.0
- Commons category
- 8-Aminoquinoline
Sources (2)
via Wikidata · CC0
~1 min read
Encyclopedic overview
4 sectionsContents
- Drug derivatives
- Directing group
- Preparation
- References
8-Aminoquinoline is the 8-amino derivative of quinoline. Often abbreviated AQ, it is a pale yellow solid. It is structurally analogous to 8-hydroxyquinoline.
==Drug derivatives== The derivatives primaquine, tafenoquine and pamaquine have been tested for anti-malaria activity. Primaquine is still used routinely worldwide as part of the treatment of Plasmodium vivax and Plasmodium ovale malaria, although how it prevents malarial recurrences is not, at present, clear. Tafenoquine was approved for medical use in Australia and in the United States in 2018.
Excerpted from Wikipedia’s “8-aminoquinoline” article, available under the CC BY-SA 4.0 licence.