Acridone

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Acridone
Acridone.png
Names
IUPAC name
10H-acridin-9-one
Identifiers
578-95-0 N
ChEBI CHEBI:50756 YesY
ChEMBL ChEMBL436589 YesY
ChemSpider 10188539 YesY
Jmol-3D images Image
Image
PubChem 2015
Properties
C13H9NO
Molar mass 195.22 g·mol−1
Except where noted otherwise, data is given for materials in their standard state (at 25 °C (77 °F), 100 kPa)
 N verify (what isYesY/N?)
Infobox references

Acridone is an organic compound based on the acridine skeleton, with a carbonyl group at the 9 position. It may be synthesized by the self-condensation of N-phenylanthranilic acid.[1]

Derivatives[edit]

Acridone constitutes the scaffold of some synthetic compounds with various pharmacological activities. Most recent derivatives still in its development stage, including 3-chloro-6-(2-diethylamino-ethoxy)-10-(2-diethylamino-ethyl)-acridone, have shown some promise as a potential antimalarial drugs.[2][3]

References[edit]

  1. ^ C. F. H. Allen and G. H. W. McKee (1943). "Acridone". Org. Synth. ; Coll. Vol. 2, p. 15 
  2. ^ HISASHI FUJIOKA, YUKIHIRO NISHIYAMA, HIROSHI FURUKAWA, AND NOBUO KUMADA (1989). "In Vitro and In Vivo Activities of Atalaphillinine and Related Acridone Alkaloids against Rodent Malaria". Antimicrobial Agents and Chemotherapy 33 (1): 6–9. doi:10.1128/aac.33.1.6. PMC 171411. PMID 2653215. 
  3. ^ Kelly, Jane X.; Smilkstein, Martin J.; Brun, Reto; Wittlin, Sergio; Cooper, Roland A.; Lane, Kristin D.; Janowsky, Aaron; Johnson, Robert A.; Dodean, Rozalia A.; Winter, Rolf; Hinrichs, David J.; Riscoe, Michael K. (2009). "Discovery of dual function acridones as a new antimalarial chemotype". Nature 459 (7244): 270–273. doi:10.1038/nature07937. PMID 19357645.