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CHEBI:3638 - chloroquine

ChEBI IDCHEBI:3638
ChEBI Namechloroquine
Stars
DefinitionAn aminoquinoline that is quinoline which is substituted at position 4 by a [5-(diethylamino)pentan-2-yl]amino group at at position 7 by chlorine. It is used for the treatment of malaria, hepatic amoebiasis, lupus erythematosus, light-sensitive skin eruptions, and rheumatoid arthritis.
Last Modified23 April 2020
DownloadsMolfile
FormulaC18H26ClN3
Net Charge0
Average Mass319.880
Monoisotopic Mass319.18153
SMILESCCN(CC)CCCC(C)Nc1ccnc2cc(Cl)ccc12
InChIInChI=1S/C18H26ClN3/c1-4-22(5-2)12-6-7-14(3)21-17-10-11-20-18-13-15(19)8-9-16(17)18/h8-11,13-14H,4-7,12H2,1-3H3,(H,20,21)
InChIKeyWHTVZRBIWZFKQO-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.
anticoronaviral agent  Any antiviral agent which inhibits the activity of coronaviruses.
autophagy inhibitor  Any compound that inhibits the process of autophagy (the self-digestion of one or more components of a cell through the action of enzymes originating within the same cell).
Applications:
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.
dermatologic drug  A drug used to treat or prevent skin disorders or for the routine care of skin.
antirheumatic drug  A drug used to treat rheumatoid arthritis.
ChEBI Ontology
Outgoing Relation(s)
chloroquine (CHEBI:3638) has role anticoronaviral agent (CHEBI:149553)
chloroquine (CHEBI:3638) has role antimalarial (CHEBI:38068)
chloroquine (CHEBI:3638) has role antirheumatic drug (CHEBI:35842)
chloroquine (CHEBI:3638) has role autophagy inhibitor (CHEBI:88230)
chloroquine (CHEBI:3638) has role dermatologic drug (CHEBI:50177)
chloroquine (CHEBI:3638) is a aminoquinoline (CHEBI:36709)
chloroquine (CHEBI:3638) is a organochlorine compound (CHEBI:36683)
chloroquine (CHEBI:3638) is a secondary amino compound (CHEBI:50995)
chloroquine (CHEBI:3638) is a tertiary amino compound (CHEBI:50996)
chloroquine (CHEBI:3638) is conjugate base of chloroquine(2+) (CHEBI:149484)
Incoming Relation(s)
hydroxychloroquine (CHEBI:5801) has functional parent chloroquine (CHEBI:3638)
chloroquine sulfate (CHEBI:50178) has part chloroquine (CHEBI:3638)
(R)-chloroquine (CHEBI:48811) is a chloroquine (CHEBI:3638)
(S)-chloroquine (CHEBI:39254) is a chloroquine (CHEBI:3638)
chloroquine(2+) (CHEBI:149484) is conjugate acid of chloroquine (CHEBI:3638)
IUPAC Name 
N4-(7-chloroquinolin-4-yl)-N1,N1-diethylpentane-1,4-diamine
INNs  Source
cloroquinaChemIDplus
chloroquinumChemIDplus
chloroquineChemIDplus
chloroquineWHO MedNet
Synonyms  Source
ChloroquineKEGG COMPOUND
N4-(7-chloro-4-quinolinyl)-N1,N1-diethyl-1,4-pentanediamineNIST Chemistry WebBook
ChlorochinChemIDplus
Brand Names  Source
AralenDrugBank
ArtrichinDrugBank
BemaphateDrugBank
CapquinDrugBank
Nivaquine BDrugBank
ResoquineDrugBank
Manual XrefsDatabases
C07625KEGG COMPOUND
D02366KEGG DRUG
DB00608DrugBank
DE683692Patent
US2233970Patent
ChloroquineWikipedia
CLQPDBeChem
HMDB0014746HMDB
LSM-1901LINCS
607DrugCentral
Registry NumbersSources
Gmelin:781126Gmelin
Reaxys:482809Reaxys
CAS:54-05-7KEGG COMPOUND
CAS:54-05-7NIST Chemistry WebBook
CAS:54-05-7ChemIDplus
Citations