CHEBI:7819 - oxamniquine

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ChEBI Name oxamniquine
ChEBI ID CHEBI:7819
Definition A racemate comprising equimolar amounts of (R)- and (S)-oxamniquine. An anthelmintic, it is administered orally for the treatment of schistomiasis caused by Schistosoma mansoni (but not by other Schistosoma species); intramuscular administration is no longer used as it causes severe pain at the injection site.
Stars This entity has been manually annotated by the ChEBI Team.
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Formula C14H21N3O3
Net Charge 0
Average Mass 279.33480
Monoisotopic Mass 279.15829
Roles Classification
Application(s): schistosomicide drug
Drugs that used to treat infestations by flukes (trematodes) of the genus Schistosoma.
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ChEBI Ontology
Outgoing oxamniquine (CHEBI:7819) has part (R)-oxamniquine (CHEBI:78417)
oxamniquine (CHEBI:7819) has part (S)-oxamniquine (CHEBI:78418)
oxamniquine (CHEBI:7819) has role schistosomicide drug (CHEBI:38941)
oxamniquine (CHEBI:7819) is a racemate (CHEBI:60911)
IUPAC Name
rac-{2-[(isopropylamino)methyl]-7-nitro-1,2,3,4-tetrahydroquinolin-6-yl}methanol
INNs Sources
oxamniquina WHO MedNet
oxamniquine WHO MedNet
oxamniquine WHO MedNet
oxamniquinum WHO MedNet
Synonyms Sources
(±)-1,2,3,4-tetrahydro-2-{[(1-methylethyl)amino]methyl}-7-nitro-6-quinolinemethanol ChemIDplus
(±)-6-hydroxymethyl-2-isopropylaminomethyl-7-nitro-1,2,3,4-tetrahydroquinoline ChemIDplus
(±)-{2-[(isopropylamino)methyl]-7-nitro-1,2,3,4-tetrahydroquinolin-6-yl}methanol ChemIDplus
1,2,3,4-tetrahydro-2-{[(1-methylethyl)amino]methyl}-7-nitro-6-quinolinemethanol ChemIDplus
6-hydroxymethyl-2-isopropylaminomethyl-7-nitro-1,2,3,4-tetrahydroquinoline ChemIDplus
rac-1,2,3,4-tetrahydro-2-{[(1-methylethyl)amino]methyl}-7-nitro-6-quinolinemethanol ChemIDplus
rac-6-hydroxymethyl-2-isopropylaminomethyl-7-nitro-1,2,3,4-tetrahydroquinoline ChemIDplus
rac-oxamniquine ChEBI
UK 4271 ChemIDplus
UK-4271 ChemIDplus
UK4271 ChEBI
Brand Names Sources
Mansil KEGG DRUG
Vansil KEGG DRUG
Manual Xrefs Databases
C07341 KEGG COMPOUND
D00460 KEGG DRUG
DB01096 DrugBank
HMDB0015228 HMDB
OAQ PDBeChem
Oxamniquine Wikipedia
US3821228 Patent
View more database links
Registry Numbers Types Sources
21738-42-1 CAS Registry Number KEGG COMPOUND
21738-42-1 CAS Registry Number ChemIDplus
485597 Reaxys Registry Number Reaxys
Citations Waiting for Citations Types Sources
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Last Modified
21 April 2017