Introduction:Basic information about CAS 479-50-5|Lucanthone, including its chemical name, molecular formula, synonyms, physicochemical properties, and safety information, etc.
| Common Name | Lucanthone |
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| CAS Number | 479-50-5 | Molecular Weight | 340.48200 |
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| Density | 1.184g/cm3 | Boiling Point | 512.4ºC at 760 mmHg |
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| Molecular Formula | C20H24N2OS | Melting Point | 195-196ºC |
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| MSDS | / | Flash Point | 263.7ºC |
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Names
| Name | lucanthone |
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| Synonym | More Synonyms |
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Lucanthone BiologicalActivity
| Description | Lucanthone is an endonuclease inhibitor of Apurinic endonuclease-1 (APE-1). |
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| Related Catalog | Signaling Pathways >>Autophagy >>AutophagyResearch Areas >>Cancer |
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| Target | APE-1[1] |
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| In Vitro | Lucanthone is a novel inhibitor of autophagy that induces cathepsin D-mediated apoptosis. To investigate the anticancer activity of Lucanthone, cell viability is measured by MTT assay. Lucanthone reduces cell viability to a similar extent in a panel of seven breast cancer cell lines. In addition, a direct comparison reveals that Lucanthone is significantly more potent than Chloroquine (CQ) at reducing breast cancer cell viability with a mean IC50 of 7.2 μM versus 66 μM for CQ. Measurement of cell viability in two representative cell lines (MDA-MB-231 and BT-20) by ATPlite assay and trypan blue exclusion reveals comparable results[2]. |
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| Cell Assay | Cell viability is assessed by MTT assay. Cells are seeded into 96-well microculture plates at 10,000 cells per well and allowed to attach for 24 h. Cells are then treated with Lucanthone (0, 0.5, 1, 5, 10, 20 and 40 μM), Chloroquine, Vorinostat, or combinations for 72 h. Following drug treatment, MTT is added and cell viability is quantified using a BioTek microplate reader. Effects on cell viability are also determined by measuring ATP levels using the ATPlite assay system and by trypan blue exclusion. Pro-apoptotic effects following in vitro drug exposure are quantified by propidium iodide (PI) staining and fluorescence-activated cell sorting (FACS) analysis of sub-G0/G1 DNA content[2]. |
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| 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. [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. |
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Chemical & Physical Properties
| Density | 1.184g/cm3 |
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| Boiling Point | 512.4ºC at 760 mmHg |
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| Melting Point | 195-196ºC |
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| Molecular Formula | C20H24N2OS |
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| Molecular Weight | 340.48200 |
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| Flash Point | 263.7ºC |
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| Exact Mass | 340.16100 |
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| PSA | 60.58000 |
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| LogP | 4.54980 |
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| Vapour Pressure | 1.3E-10mmHg at 25°C |
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| Index of Refraction | 1.638 |
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| InChIKey | FBQPGGIHOFZRGH-UHFFFAOYSA-N |
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| SMILES | CCN(CC)CCNc1ccc(C)c2sc3ccccc3c(=O)c12 |
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| Storage condition | 2-8℃ |
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Toxicological Information
CHEMICAL IDENTIFICATION - RTECS NUMBER :
- XO1605500
- CHEMICAL NAME :
- Thioxanthen-9-one, 1-((2-(diethylamino)ethyl)amino)-4-methyl-
- CAS REGISTRY NUMBER :
- 479-50-5
- BEILSTEIN REFERENCE NO. :
- 0312369
- LAST UPDATED :
- 199707
- DATA ITEMS CITED :
- 26
- MOLECULAR FORMULA :
- C20-H24-N2-O-S
- MOLECULAR WEIGHT :
- 340.52
- WISWESSER LINE NOTATION :
- T C666 BS IVJ D1 GM2N2&2
HEALTH HAZARD DATAACUTE TOXICITY DATA - TYPE OF TEST :
- LD50 - Lethal dose, 50 percent kill
- ROUTE OF EXPOSURE :
- Intravenous
- SPECIES OBSERVED :
- Rodent - mouse
- DOSE/DURATION :
- 56 mg/kg
- TOXIC EFFECTS :
- Details of toxic effects not reported other than lethal dose value
- TYPE OF TEST :
- LD50 - Lethal dose, 50 percent kill
- ROUTE OF EXPOSURE :
- Intramuscular
- SPECIES OBSERVED :
- Rodent - mouse
- DOSE/DURATION :
- 400 mg/kg
- TOXIC EFFECTS :
- Details of toxic effects not reported other than lethal dose value
- TYPE OF TEST :
- DNA inhibition
- TYPE OF TEST :
- Mutation test systems - not otherwise specified
MUTATION DATA - TYPE OF TEST :
- DNA adduct
- TEST SYSTEM :
- Mammal - species unspecified Lymphocyte
- DOSE/DURATION :
- 6 umol/L
- REFERENCE :
- PMSBA4 Progress in Molecular and Subcellular Biology. (Springer-Verlag, Heidelberger Pl. 3, D-1000 Berlin 33, Fed. Rep. Ger.) V.1- 1969- Volume(issue)/page/year: 2,232,1971
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Synonyms
| 1-(2-Diethylamino-ethylamino)-4-methylthiaxanthon,Lucanthon |
| Lycanthone |
| thioxanthone |
| 1-(2-diethylamino-ethylamino)-4-methyl-thioxanthen-9-one |
| 1-<2-Diaethylamino-aethylamino>-4-methyl-thioxanthenon-(9) |
| 1-[[2-(Diethylamino)ethyl]amino]-4-methyl-9H-thioxanthen-9-one |
| 1-(2-Diaethylamino-aethylamino)-4-methyl-thioxanthen-9-on |