Hycanthone
Chemical compound
From Wikipedia, the free encyclopedia
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]
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| ECHA InfoCard | 100.019.512 |
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| Formula | C20H24N2O2S |
| Molar mass | 356.48 g·mol−1 |
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Anti-schistosomal activity
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
| Physical state | Solid |
| Solubility | Soluble in ethanol, methanol, DMSO, and water |
| Absorption maximum | 233, 258, 329, 438 nm |
| Melting point | 173-176 °C |
| logP | 3.74 |