Acridone is an organic compound based on the
acridine
Acridine is an organic compound and a nitrogen heterocycle with the formula C13H9N. Acridines are substituted derivatives of the parent ring. It is a planar molecule that is structurally related to anthracene with one of the central CH groups ...
skeleton, with a carbonyl group at the ''9'' position.
Synthesis and structure
The molecule is planar. Optical spectra reveal that the keto tautomer predominates in the gas-phase and in ethanol solution.
Acridone can be synthesized by heating
fenamic acid
Fenamic acid is an organic compound, which, especially in its ester form, is called fenamate. serves as a parent structure for several nonsteroidal anti-inflammatory drugs (NSAIDs), including mefenamic acid, tolfenamic acid, flufenamic acid, and ...
.
History
One of the first who were able to prove the compound's existence was Karl Drechsler, Student of
G. Goldschmiedt, at the k.u.k. Universität Wien (Vienna, Austria) in 1914.
Derivatives
Acridone constitutes the scaffold of some synthetic compounds with diverse pharmacological activities. 3-Chloro-6-(2-diethylamino-ethoxy)-10-(2-diethylamino-ethyl)-acridone has shown promise as an
antimalarial drug
Antimalarial medications or simply antimalarials are a type of antiparasitic chemical agent, often naturally derived, that can be used to treat or to prevent malaria, in the latter case, most often aiming at two susceptible target groups, young c ...
.
See also
*
Quinacridone
Quinacridone is an organic compound used as a pigment. Numerous derivatives constitute the quinacridone pigment family, which finds extensive use in industrial colorant applications such as robust outdoor paints, inkjet printer ink, tattoo inks, ...
References
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Aromatic ketones
Acridines