Acridone: Difference between revisions

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Acridone
Names

IUPAC name 10H-acridin-9-one
Identifiers
CAS Number	578-95-0
3D model (JSmol)	Interactive image Interactive image
ChEBI	CHEBI:50756
ChEMBL	ChEMBL436589
ChemSpider	10188539
ECHA InfoCard	100.008.578
PubChem CID	2015
CompTox Dashboard (EPA)	DTXSID8060371
InChI InChI=1S/C13H9NO/c15-13-9-5-1-3-7-11(9)14-12-8-4-2-6-10(12)13/h1-8H,(H,14,15)Key: FZEYVTFCMJSGMP-UHFFFAOYSA-N InChI=1/C13H9NO/c15-13-9-5-1-3-7-11(9)14-12-8-4-2-6-10(12)13/h1-8H,(H,14,15)Key: FZEYVTFCMJSGMP-UHFFFAOYAI
SMILES C1=CC=C2C(=C1)C(=O)C3=CC=CC=C3N2 O=C1c3ccccc3Nc2ccccc12
Properties
Chemical formula	C₁₃H₉NO
Molar mass	195.221 g·mol
Except where otherwise noted, data are given for materials in their standard state (at 25 °C , 100 kPa). Y verify (what is ?) Infobox references

Chemical compound

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.

Derivatives

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.

References

C. F. H. Allen and G. H. W. McKee (1943). "Acridone". Organic Syntheses; Collected Volumes, vol. 2, p. 15.
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. PMC 171411. PMID 2653215.{{cite journal}}: CS1 maint: multiple names: authors list (link)
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.{{cite journal}}: CS1 maint: multiple names: authors list (link)

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