lucanthone Chemical Properties

Melting point:

64.5°C

Boiling point:

512.4±50.0 °C(Predicted)

Density 

1.0915 (rough estimate)

refractive index 

1.5950 (estimate)

storage temp. 

Store at -20°C

solubility 

DMSO : 25 mg/mL (73.43 mM)

form 

Solid

pka

10.00±0.25(Predicted)

color 

Off-white to orange

lucanthone Usage And Synthesis

Uses

Lucanthone is an endonuclease inhibitor of Apurinic endonuclease-1 (APE-1).

Definition

ChEBI: Lucanthone is a thioxanthen-9-one compound having a methyl substituent at the 1-position and a 2-[(diethylamino)ethyl]amino substituent at the 4-position. Formerly used for the treatment of schistosomiasis. It is a prodrug, being metabolised to hycanthone. It has a role as a schistosomicide drug, an antineoplastic agent, a photosensitizing agent, an EC 5.99.1.2 (DNA topoisomerase) inhibitor, an EC 5.99.1.3 [DNA topoisomerase (ATP-hydrolysing)] inhibitor, a prodrug, an adjuvant and a mutagen.

Safety Profile

Poison by intravenous route. Human mutation data reported. When heated to decomposition it emits very toxic fumes of NOx and SOx.

References

[1] Chowdhury SM, et al. Graphene nanoribbons as a drug delivery agent for lucanthone mediated therapy of glioblastoma multiforme. Nanomedicine. 2015 Jan;11(1):109-18. DOI:10.1016/j.nano.2014.08.001
[2] Carew JS, et al. Lucanthone is a novel inhibitor of autophagy that induces cathepsin D-mediated apoptosis. J Biol Chem. 2011 Feb 25;286(8):6602-13. DOI:10.1074/jbc.M110.151324

lucanthone(479-50-5)Related Product Information

• Anthrone
• Thioxanthen-9-one
• Becanthone
• 9H-Thioxanthen-9-one, 6-chloro-1-((2-(diethylamino)ethyl)amino)-4-meth yl-, N-oxide
• Hycanthone
• Lucanthone N-oxide
• lucanthone