CHEBI:8405 - primaquine

ChEBI IDCHEBI:8405
ChEBI Nameprimaquine
Stars
DefinitionAn N-substituted diamine that is pentane-1,4-diamine substituted by a 6-methoxyquinolin-8-yl group at the N4 position. It is a drug used in the treatment of malaria and Pneumocystis pneumonia.
Secondary ChEBI IDCHEBI:110389
Last Modified17 March 2017
DownloadsMolfile
FormulaC15H21N3O
Net Charge0
Average Mass259.353
Monoisotopic Mass259.16846
SMILESCOc1cc(NC(C)CCCN)c2ncccc2c1
InChIInChI=1S/C15H21N3O/c1-11(5-3-7-16)18-14-10-13(19-2)9-12-6-4-8-17-15(12)14/h4,6,8-11,18H,3,5,7,16H2,1-2H3
InChIKeyINDBQLZJXZLFIT-UHFFFAOYSA-N
Wikipedia
Roles Classification
Chemical Role:
Bronsted base  A molecular entity capable of accepting a hydron from a donor (Brønsted acid).
Biological Role:
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.
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)
primaquine (CHEBI:8405) has role antimalarial (CHEBI:38068)
primaquine (CHEBI:8405) is a N-substituted diamine (CHEBI:50441)
primaquine (CHEBI:8405) is a aminoquinoline (CHEBI:36709)
primaquine (CHEBI:8405) is a aromatic ether (CHEBI:35618)
IUPAC Name 
N4-(6-methoxyquinolin-8-yl)pentane-1,4-diamine
INNs  Source
primaquinaChemIDplus
primaquineKEGG DRUG
primaquinumChemIDplus
Synonyms  Source
6-Methoxy-8-(4-amino-1-methylbutylamino)quinolineChemIDplus
8-((4-Amino-1-methylbutyl)amino)-6-methoxyquinolineNIST Chemistry WebBook
8-(4-Amino-1-methylbutylamino)-6-methoxyquinolineChemIDplus
Neo-QuipenylDrugBank
PrimachinDrugBank
PrimachinumChemIDplus
Manual XrefsDatabases
2266DrugCentral
C07627KEGG COMPOUND
D08420KEGG DRUG
DB01087DrugBank
HMDB0015219HMDB
LSM-1649LINCS
PrimaquineWikipedia
Registry NumbersSources
Reaxys:19337Reaxys
Gmelin:751542Gmelin
CAS:90-34-6NIST Chemistry WebBook
CAS:90-34-6ChemIDplus
CAS:90-34-6KEGG COMPOUND
Citations