Details
Stereochemistry | ACHIRAL |
Molecular Formula | C20H24N2OS.ClH |
Molecular Weight | 376.943 |
Optical Activity | NONE |
Defined Stereocenters | 0 / 0 |
E/Z Centers | 0 |
Charge | 0 |
SHOW SMILES / InChI
SMILES
Cl.CCN(CC)CCNC1=CC=C(C)C2=C1C(=O)C3=CC=CC=C3S2
InChI
InChIKey=LAOOXBLMIJHMFO-UHFFFAOYSA-N
InChI=1S/C20H24N2OS.ClH/c1-4-22(5-2)13-12-21-16-11-10-14(3)20-18(16)19(23)15-8-6-7-9-17(15)24-20;/h6-11,21H,4-5,12-13H2,1-3H3;1H
Lucanthone is a thioxanthenone DNA intercalator. It inhibits topoisomerases and the dual function base excision repair enzyme apurinic endonuclease 1. Lucanthone has been devised for the treatment of schistosomiasis. It is also an antitumor agent. Lucanthone was being developed by Spectrum Pharmaceuticals for the treatment of malignant brain tumours.
Originator
Approval Year
AUC
Value | Dose | Co-administered | Analyte | Population |
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96 μg × h/mL EXPERIMENT https://pubmed.ncbi.nlm.nih.gov/9989518/ |
10 mg/kg 1 times / 2 days steady-state, oral dose: 10 mg/kg route of administration: Oral experiment type: STEADY-STATE co-administered: |
LUCANTHONE serum | Homo sapiens population: UNHEALTHY age: ADULT sex: FEMALE / MALE food status: UNKNOWN |
PubMed
Title | Date | PubMed |
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Accelerated regression of brain metastases in patients receiving whole brain radiation and the topoisomerase II inhibitor, lucanthone. | 1999 Jan 1 |
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Abasic sites in DNA of HeLa cells induced by lucanthone. | 2002 |
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Design of small volume HX and triple-resonance probes for improved limits of detection in protein NMR experiments. | 2003 Sep |
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Inhibition of the human apurinic/apyrimidinic endonuclease (APE1) repair activity and sensitization of breast cancer cells to DNA alkylating agents with lucanthone. | 2004 Jul-Aug |
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Clonogenicity of human leukemic cells protected from cell-lethal agents by heat shock protein 70. | 2005 Spring |
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The DNA base excision repair protein Ape1/Ref-1 as a therapeutic and chemopreventive target. | 2007 Jun-Aug |
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Radiation resistance in glioma cells determined by DNA damage repair activity of Ape1/Ref-1. | 2010 |
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[(1,2,5,6-η)-1,5-Cyclo-octa-diene](1-isopropyl-3-methyl-imidazolin-2-yl-idene)(triphenyl-phosphine)iridium(I) tetra-fluorido-borate dichloro-methane solvate. | 2010 Aug 18 |
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4-(Piperidin-1-yl)-4H-benzo[b]tetra-zolo[1,5-d][1,4]diazepin-5(6H)-one. | 2010 Dec 4 |
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2-Butyl-11-phenyl-5,10-dihydro-1H-benzo[e]imidazo[1,5-a][1,4]diazepine-1,3(2H)-dione. | 2010 Feb 13 |
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2-Propyl 3,3-dibromo-2-hydroxy-pyrrolidine-1-carboxyl-ate. | 2010 Feb 13 |
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Lucanthone is a novel inhibitor of autophagy that induces cathepsin D-mediated apoptosis. | 2011 Feb 25 |
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NCI_THESAURUS |
C471
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C250
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m6920
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208-951-5
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ACTIVE MOIETY
SUBSTANCE RECORD