Primaquine Diphosphate

For research use only. Not for use in humans.

Catalog No.S4237

1 publication

Primaquine Diphosphate Chemical Structure

Molecular Weight(MW): 455.34

Primaquine Diphosphate is a transmission-blocking anti-malarial clinically available, displaying a marked activity against gametocytes of all species of human malaria.

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Selleck's Primaquine Diphosphate has been cited by 1 publication

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Biological Activity

Description Primaquine Diphosphate is a transmission-blocking anti-malarial clinically available, displaying a marked activity against gametocytes of all species of human malaria.
In vitro

Primaquine is still the only transmission-blocking anti-malarial clinically available, displaying a marked activity against gametocytes of all species of human malaria, including multi-resistant Plasmodium falciparum strains. Primaquine is also effective against all exoerythrocytic forms of the parasite and is used in conjunction with other anti-malarials for the treatment of vivax and ovale malaria. The exact mechanism by which Primaquine so effectively eliminates Plasmodium falciparum and gametocytes is still unknown, but it is thought that metabolism at the parasites’ mitochondria is impaired, eventually by interference with the ubiquinone function as an electron carrier in the respiratory chain. Another potential mechanism of anti-malarial action by Primaquine is the production of highly reactive metabolites that generate intracellular oxidative potentials. Primaquine is found to be an inhibitor of vesicular transport and blocks the calcium-release-activated current in rat megakaryocytes. Primaquine also acts on cardiac Na+ channels in isolated rat ventricular muscle and myocytes. Primaquine inhibits protein transport with IC50 of 50 μM, and inhibits the budding of vesicles from the donor membranes. PQ has a strong inhibitory effect on the recycling of endocytosed proteins to the plasma membrane. Primaquine is able to inhibit the potassium current by blockade of muscarinic receptors. Primaquine also inhibit human erythrocyte membrane acetylcholinesterase (AChE) with IC33 of 30 μM. Primaquine is a nitrite-reacting mutagen precursor where the secondary amino group plays a key role. [1]

Protocol

Solubility (25°C)

In vitro DMSO 91 mg/mL (199.85 mM)
Water 91 mg/mL (199.85 mM)
Ethanol Insoluble

* Please note that Selleck tests the solubility of all compounds in-house, and the actual solubility may differ slightly from published values. This is normal and is due to slight batch-to-batch variations.

Chemical Information

Molecular Weight 455.34
Formula

C15H21N3O.2H3O4P

CAS No. 63-45-6
Storage powder
in solvent
Synonyms N/A
Smiles COC1=CC(=C2N=CC=CC2=C1)NC(C)CCCN.O[P](O)(O)=O.O[P](O)(O)=O

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Clinical Trial Information

NCT Number Recruitment interventions Conditions Sponsor/Collaborators Start Date Phases
NCT04073953 Not yet recruiting Drug: RPQ|Drug: SPQ|Drug: Placebo G6PD Deficiency University of Mississippi Oxford|University of Colorado Denver|Southern Research September 1 2019 Phase 1
NCT03352843 Recruiting Drug: Primaquine Malaria Tropical Pesticides Research Institute Tanzania|European and Developing Countries Clinical Trials Partnership (EDCTP) June 11 2019 Phase 4
NCT03934450 Completed Drug: RPQ|Drug: SPQ|Drug: Primaquine Phosphate|Drug: Placebo Malaria|Glucose 6 Phosphate Dehydrogenase Deficiency University of Mississippi Oxford August 17 2018 Phase 1
NCT02898779 Completed Drug: Primaquine R-Primaquine S-Primaquine SR Primaquine Malaria University of Mississippi Oxford May 1 2017 Phase 1

Tech Support

Answers to questions you may have can be found in the inhibitor handling instructions. Topics include how to prepare stock solutions, how to store inhibitors, and issues that need special attention for cell-based assays and animal experiments.

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Cell Lines Assay Type Concentration Incubation Time Formulation Activity Description PMID