EMBL-EBI | Chemical Biology | ChEBI

Example searches: iron*, InChI=1S/CH4O/c1-2/h2H,1H3, caffeine | Advanced Search

CHEBI:52768 - hycanthone

ChEBI IDCHEBI:52768
ChEBI Namehycanthone
Stars
DefinitionA thioxanthen-9-one compound having a hydroxymethyl substituent at the 1-position and a 2-[(diethylamino)ethyl]amino substituent at the 4-position. It was formerly used (particularly as the monomethanesulfonic acid salt) as a schistosomicide for individual or mass treatement of infection with Schistosoma haematobium and S. mansoni, but due to its toxicity and concern about possible carcinogenicity, it has been replaced by other drugs such as praziquantel.
Last Modified22 February 2017
Submitterwittigu
DownloadsMolfile
FormulaC20H24N2O2S
Net Charge0
Average Mass356.491
Monoisotopic Mass356.15585
SMILESCCN(CC)CCNc1ccc(CO)c2sc3ccccc3c(=O)c12
InChIInChI=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
InChIKeyMFZWMTSUNYWVBU-UHFFFAOYSA-N
Wikipedia
Roles Classification
Biological Role:
mutagen  An agent that increases the frequency of mutations above the normal background level, usually by interacting directly with DNA and causing it damage, including base substitution.
Application:
schistosomicide drug  Drugs that used to treat infestations by flukes (trematodes) of the genus Schistosoma.
ChEBI Ontology
Outgoing Relation(s)
hycanthone (CHEBI:52768) has functional parent lucanthone (CHEBI:51052)
hycanthone (CHEBI:52768) has role mutagen (CHEBI:25435)
hycanthone (CHEBI:52768) has role schistosomicide drug (CHEBI:38941)
hycanthone (CHEBI:52768) is a thioxanthenes (CHEBI:50930)
hycanthone (CHEBI:52768) is conjugate base of hycanthone(1+) (CHEBI:67141)
Incoming Relation(s)
hycanthone(1+) (CHEBI:67141) is conjugate acid of hycanthone (CHEBI:52768)
IUPAC Name 
1-{[2-(diethylamino)ethyl]amino}-4-(hydroxymethyl)-9H-thioxanthen-9-one
INNs  Source
hicantonaChemIDplus
hycanthoneKEGG DRUG
hycanthoneWHO MedNet
hycanthonumChemIDplus
Synonyms  Source
1-((2-(Diethylamino)ethyl)amino)-4-(hydroxymethyl)-9H-thioxanthen-9-oneChemIDplus
1-(2-diethylaminoethylamino)-4-(hydroxymethyl)thioxanthen-9-oneChEBI
1-((2-(Diethylamino)ethyl)amino)-4-(hydroxymethyl)thioxanthen-9-oneChemIDplus
HycanthonChemIDplus
HycanthoneKEGG DRUG
Lucanthone metaboliteChemIDplus
Manual XrefsDatabases
1383DrugCentral
D00541KEGG DRUG
HycanthoneWikipedia
LSM-5614LINCS
NL6410359Patent
US3294803Patent
US3312598Patent
Registry NumbersSources
Reaxys:1402722Reaxys
CAS:3105-97-3KEGG DRUG
CAS:3105-97-3ChemIDplus
Citations