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Lucanthone

Catalog No. DB04967 Name DrugBank
CAS Number 479-50-5 Website http://www.ualberta.ca/
M. F. C20H24N2OS Telephone (780) 492-3111
M. W. 340.48236 Fax (780) 492-1071
Purity Email david.wishart@ualberta.ca
Storage Chembase ID: 4403

SYNONYMS

IUPAC name
1-{[2-(diethylamino)ethyl]amino}-4-methyl-9H-thioxanthen-9-one
IUPAC Traditional name
lucanthone
Brand Name
Miracil D
Nilodin
Scapuren
Tixantone
Miracol
Synonyms
Lucantona [inn-spanish]
lucanthone
Lucanthone monohydrochloride
Lucanthonum [inn-latin]
Lucanthone hydrochloride
Lucanthon
1-[[2-(Diethylamino)ethyl]amino]-4-methylthioxanthone
1-((2-(Diethylamino)ethyl)amino)-4-methylthioxanthen-9-one

DATABASE IDS

CAS Number 479-50-5
PubChem CID 10180
PubChem SID 46507260

PROPERTIES

DETAILS

Description (English)
Item Information
Drug Groups approved; investigational
Description One of the schistosomicides, it has been replaced largely by hycanthone and more recently praziquantel. (From Martindale The Extrapharmacopoeia, 30th ed., p46). It is currently being tested as a radiation sensitizer.
Indication Intended for use as a radiation sensitizer in the treatment of brain cancer.
Pharmacology Although lucanthone has structural and biochemical similarities to Actinomycin D, it has no hematological or gastro-intestinal toxicity at clinically tolerated doses. In trials, Lucanthone was found to be safe, practical and effective and was proposed for use in clinical protocols for the treatment of cancer. The specificity of lucanthone in combination with radiation for the treatment of brain tumors arises from the fact that lucanthone acts preferentially on cycling cells (most of the normal brain cells are non-cycling) and the fact that lucanthone crosses the blood brain barrier efficiently.
Affected Organisms
Humans and other mammals
Absorption Orally available
References
Luo M, Kelley MR: Inhibition of the human apurinic/apyrimidinic endonuclease (APE1) repair activity and sensitization of breast cancer cells to DNA alkylating agents with lucanthone. Anticancer Res. 2004 Jul-Aug;24(4):2127-34. [Pubmed]
Del Rowe JD, Bello J, Mitnick R, Sood B, Filippi C, Moran J, Freeman K, Mendez F, Bases R: Accelerated regression of brain metastases in patients receiving whole brain radiation and the topoisomerase II inhibitor, lucanthone. Int J Radiat Oncol Biol Phys. 1999 Jan 1;43(1):89-93. [Pubmed]
External Links
Wikipedia

REFERENCES

  • Luo M, Kelley MR: Inhibition of the human apurinic/apyrimidinic endonuclease (APE1) repair activity and sensitization of breast cancer cells to DNA alkylating agents with lucanthone. Anticancer Res. 2004 Jul-Aug;24(4):2127-34. Pubmed
  • Del Rowe JD, Bello J, Mitnick R, Sood B, Filippi C, Moran J, Freeman K, Mendez F, Bases R: Accelerated regression of brain metastases in patients receiving whole brain radiation and the topoisomerase II inhibitor, lucanthone. Int J Radiat Oncol Biol Phys. 1999 Jan 1;43(1):89-93. Pubmed