CAS 479-50-5|Lucanthone

Introduction:Basic information about CAS 479-50-5|Lucanthone, including its chemical name, molecular formula, synonyms, physicochemical properties, and safety information, etc.
Common NameLucanthone
CAS Number479-50-5Molecular Weight340.48200
Density1.184g/cm3Boiling Point512.4ºC at 760 mmHg
Molecular FormulaC20H24N2OSMelting Point195-196ºC
MSDS/Flash Point263.7ºC

Names

Namelucanthone
SynonymMore Synonyms

Lucanthone BiologicalActivity

DescriptionLucanthone is an endonuclease inhibitor of Apurinic endonuclease-1 (APE-1).
Related CatalogSignaling Pathways >>Autophagy >>AutophagyResearch Areas >>Cancer
Target

APE-1[1]

In VitroLucanthone 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].
Cell AssayCell 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].
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.

Chemical & Physical Properties

Density1.184g/cm3
Boiling Point512.4ºC at 760 mmHg
Melting Point195-196ºC
Molecular FormulaC20H24N2OS
Molecular Weight340.48200
Flash Point263.7ºC
Exact Mass340.16100
PSA60.58000
LogP4.54980
Vapour Pressure1.3E-10mmHg at 25°C
Index of Refraction1.638
InChIKeyFBQPGGIHOFZRGH-UHFFFAOYSA-N
SMILESCCN(CC)CCNc1ccc(C)c2sc3ccccc3c(=O)c12
Storage condition2-8℃

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 DATA

ACUTE 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

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
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