Lucanthone hydrochloride

Names

[ CAS No. ]:
548-57-2

[ Name ]:
Lucanthone hydrochloride

[Synonym ]:
1-(2-Diaethylamino-aethylamino)-4-methyl-thioxanthen-9-on,Hydrochlorid
1-(2-Diethylamino-ethylamino)-4-methylthiaxanthon,Lucanthon
Lycanthone
1-(2-diethylamino-ethylamino)-4-methyl-thioxanthen-9-one,hydrochloride
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

Biological Activity

[Description]:

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

[Related Catalog]:

Research Areas >> Cancer

Signaling Pathways >> Autophagy >> Autophagy

[Target]

APE-1[1]

[In Vitro]

Lucanthone hydrochloride is a novel inhibitor of autophagy that induces cathepsin D-mediated apoptosis. To investigate the anticancer activity of Lucanthone hydrochloride, cell viability is measured by MTT assay. Lucanthone hydrochloride reduces cell viability to a similar extent in a panel of seven breast cancer cell lines. In addition, a direct comparison reveals that Lucanthone hydrochloride 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].

[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

[ Boiling Point ]:
512.4ºC at 760 mmHg

[ Melting Point ]:
195-196ºC

[ Molecular Formula ]:
C₂₀H₂₅ClN₂OS

[ Molecular Weight ]:
376.94

[ Flash Point ]:
263.7ºC

[ Exact Mass ]:
376.13800

[ PSA ]:
60.58000

[ LogP ]:
5.35180

Toxicological Information

CHEMICAL IDENTIFICATION

RTECS NUMBER :: XO1605800

CHEMICAL NAME :: Thioxanthen-9-one, 1-(2-(diethylaminoethyl)amino)-4-methyl-, monohydrochloride

CAS REGISTRY NUMBER :: 548-57-2

LAST UPDATED :: 199707

DATA ITEMS CITED :: 14

MOLECULAR FORMULA :: C20-H24-N2-O-S.Cl-H

MOLECULAR WEIGHT :: 376.98

WISWESSER LINE NOTATION :: T C666 BS IVJ D1 GM2N2&2 &GH

HEALTH HAZARD DATA

ACUTE TOXICITY DATA

TYPE OF TEST :: LD50 - Lethal dose, 50 percent kill

ROUTE OF EXPOSURE :: Intraperitoneal

SPECIES OBSERVED :: Rodent - mouse

DOSE/DURATION :: 181 mg/kg

TOXIC EFFECTS :: Details of toxic effects not reported other than lethal dose value

TYPE OF TEST :: LDLo - Lowest published lethal dose

ROUTE OF EXPOSURE :: Subcutaneous

SPECIES OBSERVED :: Rodent - mouse

DOSE/DURATION :: >500 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 :: Intravenous

SPECIES OBSERVED :: Rodent - mouse

DOSE/DURATION :: 45 mg/kg

TOXIC EFFECTS :: Details of toxic effects not reported other than lethal dose value

TYPE OF TEST :: Sex chromosome loss and nondisjunction

TYPE OF TEST :: Sex chromosome loss and nondisjunction

MUTATION DATA

TYPE OF TEST :: Mutation in mammalian somatic cells

TEST SYSTEM :: Rodent - mouse Lymphocyte

DOSE/DURATION :: 1 mg/L/2H

REFERENCE :: MUREAV Mutation Research. (Elsevier Science Pub. B.V., POB 211, 1000 AE Amsterdam, Netherlands) V.1- 1964- Volume(issue)/page/year: 59,61,1979

Safety Information

[ HS Code ]:
2932999099

Customs

[ HS Code ]: 2932999099

[ Summary ]:
2932999099. other heterocyclic compounds with oxygen hetero-atom(s) only. VAT:17.0%. Tax rebate rate:13.0%. . MFN tariff:6.5%. General tariff:20.0%