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CHEBI:8711 - quinacrine

ChEBI IDCHEBI:8711
ChEBI Namequinacrine
Stars
DefinitionA member of the class of acridines that is acridine substituted by a chloro group at position 6, a methoxy group at position 2 and a [5-(diethylamino)pentan-2-yl]nitrilo group at position 9.
Last Modified22 February 2017
DownloadsMolfile
FormulaC23H30ClN3O
Net Charge0
Average Mass399.966
Monoisotopic Mass399.20774
SMILESCCN(CC)CCCC(C)Nc1c2ccc(Cl)cc2nc2ccc(OC)cc12
InChIInChI=1S/C23H30ClN3O/c1-5-27(6-2)13-7-8-16(3)25-23-19-11-9-17(24)14-22(19)26-21-12-10-18(28-4)15-20(21)23/h9-12,14-16H,5-8,13H2,1-4H3,(H,25,26)
InChIKeyGPKJTRJOBQGKQK-UHFFFAOYSA-N
Wikipedia
Roles Classification
Chemical Role:
Bronsted base  A molecular entity capable of accepting a hydron from a donor (Brønsted acid).
Biological Roles:
antimalarial  A drug used in the treatment of malaria. Antimalarials are usually classified on the basis of their action against Plasmodia at different stages in their life cycle in the human.
EC 1.8.1.12 (trypanothione-disulfide reductase) inhibitor  An EC 1.8.1.* (oxidoreductase acting on sulfur group of donors, NAD+ or NADP+ as acceptor) inhibitor that interferes with the action of trypanothione-disulfide reductase (EC 1.8.1.12).
Application:
antimalarial  A drug used in the treatment of malaria. Antimalarials are usually classified on the basis of their action against Plasmodia at different stages in their life cycle in the human.
ChEBI Ontology
Outgoing Relation(s)
quinacrine (CHEBI:8711) has parent hydride acridine (CHEBI:36420)
quinacrine (CHEBI:8711) has role antimalarial (CHEBI:38068)
quinacrine (CHEBI:8711) has role EC 1.8.1.12 (trypanothione-disulfide reductase) inhibitor (CHEBI:77402)
quinacrine (CHEBI:8711) is a acridines (CHEBI:22213)
quinacrine (CHEBI:8711) is a aromatic ether (CHEBI:35618)
quinacrine (CHEBI:8711) is a organochlorine compound (CHEBI:36683)
quinacrine (CHEBI:8711) is a tertiary amino compound (CHEBI:50996)
Incoming Relation(s)
quinacrine mustard (CHEBI:37595) has functional parent quinacrine (CHEBI:8711)
(R)-quinacrine (CHEBI:49845) is a quinacrine (CHEBI:8711)
(S)-quinacrine (CHEBI:37597) is a quinacrine (CHEBI:8711)
IUPAC Name 
4-N-(6-chloro-2-methoxyacridin-9-yl)-1-N,1-N-diethylpentane-1,4-diamine
Synonyms  Source
QuinacrineKEGG COMPOUND
2-methoxy-6-chloro-9-diethylaminopentylaminoacridineChemIDplus
3-chloro-7-methoxy-9-(1-methyl-4-diethylaminobutylamino)acridineChemIDplus
mepacrineChemIDplus
6-chloro-9-((4-(diethylamino)-1-methylbutyl)amino)-2-methoxyacridineChemIDplus
N4-(6-chloro-2-methoxy-9-acridinyl)-N1,N1-diethyl-1,4-pentanediamineChemIDplus
Manual XrefsDatabases
C07339KEGG COMPOUND
DB01103DrugBank
ATABRINEMetaCyc
HMDB0015235HMDB
QuinacrineWikipedia
D08179KEGG DRUG
LSM-1577LINCS
2338DrugCentral
Registry NumbersSources
Beilstein:497807Beilstein
Reaxys:95500Reaxys
CAS:83-89-6KEGG COMPOUND
CAS:83-89-6ChemIDplus
Citations