Hycanthone

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ATC code
  • none
CAS Number
PubChem CID
ChemSpider
Hycanthone
Clinical data
ATC code
  • none
Identifiers
  • 1-(2-Diethylaminoethylamino)-4-(hydroxymethyl)-9-thioxanthenone
CAS Number
PubChem CID
ChemSpider
UNII
KEGG
ChEBI
ChEMBL
CompTox Dashboard (EPA)
ECHA InfoCard100.019.512 Edit this at Wikidata
Chemical and physical data
FormulaC20H24N2O2S
Molar mass356.48 g·mol−1
3D model (JSmol)
  • CCN(CC)CCNC1=C2C(=C(C=C1)CO)SC3=CC=CC=C3C2=O
  • 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
 ☒NcheckY (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]

Hycanthone is shown to be an effective inhibitor of acetylcholinesterase (AChE) from Schistosoma 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]

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

Toxicity

Hycanthone is a dose-dependent hepatotoxin,[3] causing hepatocellular injury.[4]

Clinical trials

Physical properties

References

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