Hycanthone

Hycanthone

Systematic (IUPAC) name
1-(2-Diethylaminoethylamino)-4-(hydroxymethyl)-9-thioxanthenone
Clinical data
Legal status	?
Identifiers
CAS number	3105-97-3 Y
ATC code	None
PubChem	CID 3634
ChemSpider	3508 N
UNII	2BXX5EVN2A N
KEGG	D00541 Y
ChEBI	CHEBI:52768 N
ChEMBL	CHEMBL22077 N
Chemical data
Formula	C20H24N2O2S
Mol. mass	356.48 g/mol
SMILES CCN(CC)CCNC1=C2C(=C(C=C1)CO)SC3=CC=CC=C3C2=O
InChI InChI=1S/C20H24N2O2S/c1-3-22(4-2)12-11-21-16-10-9-14(13-23)20-18(16)19(24)15-7-5-6-8-17(15)25-20/h5-10,21,23H,3-4,11-13H2,1-2H3 N Key:MFZWMTSUNYWVBU-UHFFFAOYSA-N N
N (what is this?)  (verify)

Hycanthone is the schistosomicide approved by the FDA in 1975. It is a metabolite of lucanthone. Hycanthone interferes with parasite nerve function, resulting in paralysis and death. This agent also intercalates into DNA and inhibits RNA synthesis in vitro and shows potential antineoplastic activity.^[1]

Anti-schistosomal activity

Hycanthone is shown to be an effective inhibitor of acetylcholinesterase (AChE) from S. mansoni, but is less potential against AChE from mammalian origin. This might come from differences in the configuration of active center between schistosome and mammalian AChE enzymes..^[2]

Anti-schistosomal activity

Hycanthone is shown to intercalates into DNA and inhibit RNA synthesis in vitro. A growing body of evidence has shown that hycathone has an antineoplastic activity.

Clinical trials

- Phase II Study of Chemotherapy with Hycanthone for Advanced Colorectal Carcinoma (Completed) - Phase II Chemotherapy with Hycanthone Mesylate and Flagyl for Advanced Malignant Lymphomas (Completed)^[3]

Physical properties

References