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primaquine is an approved drug (FDA (1952))
Compound class: Synthetic organic
Comment: Primaquine is a synthetic, 8-aminoquinoline derivative that has potent antimalarial activity.
The approved drug is a racemic mixture and we show the chemical structure without stereochemistry to represent the mixture. The non-isomeric structure is also represented in the PubChem, ChEMBL and ChEBI entries listed in the links table below, while the two enantiomers forming the racemate are represented by PubChem CID 3044368 and PubChem CID 3044369.
The marketed formulations contain primaquine phosphate (PubChem CID 6135).
The Malaria tab on this ligand page provides additional curator comments of relevance to the Guide to MALARIA PHARMACOLOGY.
Ligand Activity Visualisation Charts
These are box plot that provide a unique visualisation, summarising all the activity data for a ligand taken from ChEMBL and GtoPdb across multiple targets and species. Click on a plot to see the median, interquartile range, low and high data points. A value of zero indicates that no data are available. A separate chart is created for each target, and where possible the algorithm tries to merge ChEMBL and GtoPdb targets by matching them on name and UniProt accession, for each available species. However, please note that inconsistency in naming of targets may lead to data for the same target being reported across multiple charts.✖
|Compound class||Synthetic organic|
|Ligand families/groups||Antimalarial ligands|
|Approved drug?||Yes (FDA (1952))|
|WHO Essential Medicine||WHO Essential Medicines List (EML) (22nd List, 2021). Access PDF version.
Click to view more information about the WHO Model Lists of Essential Medicines.
|International Nonproprietary Names|
|CAS Registry No.||90-34-6 (source: Scifinder)|
|GtoPdb PubChem SID||374883839|
|RCSB PDB Ligand||1PQ|
|Search Google for chemical match using the InChIKey||INDBQLZJXZLFIT-UHFFFAOYSA-N|
|Search Google for chemicals with the same backbone||INDBQLZJXZLFIT|
|Search PubMed clinical trials||primaquine|
|Search PubMed titles||primaquine|
|Search PubMed titles/abstracts||primaquine|
|UniChem Compound Search for chemical match using the InChIKey||INDBQLZJXZLFIT-UHFFFAOYSA-N|
|UniChem Connectivity Search for chemical match using the InChIKey||INDBQLZJXZLFIT-UHFFFAOYSA-N|