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Primaquine diphosphate

Catalog No. T0850 CAS 63-45-6

Synonyms: Primaquine phosphate, Primaquine bisphosphate

Primaquine diphosphate is the phosphate salt form of primaquine, a synthetic, 8-aminoquinoline derivative with antimalarial properties. Although its mechanism of action is unclear, primaquine bind to and alter the properties of protozoal DNA. This agent eliminates tissue (exo-erythrocytic) malarial infection, preventing the development of the erythrocytic forms of the parasite which are responsible for relapses in Plasmodium vivax and ovale malaria. Primaquine is active against late hepatic stages (hypnozoites, schizonts).

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Primaquine diphosphate Chemical Structure

Primaquine diphosphate, CAS 63-45-6

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500 mg	In stock	$ 41.00
1 g	In stock	$ 66.00

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Purity: 99.73%

Purity: 98.06%

Biological Description

Chemical Properties

Storage & Solubility Information

Description

In vivo

Primaquine effectively counters all exoerythrocytic forms of parasites and is used in conjunction with other antimalarial drugs to treat vivax and ovale malaria. It remains an efficacious malaria-blocking agent, exhibiting notable activity against the gametocytes of all human malaria, including multidrug-resistant strains of P. falciparum. The specific mechanism by which Primaquine eliminates P. falciparum and gametocytes is unclear, but studies suggest it involves disruptions to the parasite's mitochondrial metabolism, impairing coenzyme Q's role as an electron carrier in the respiratory chain, and potential generation of highly reactive metabolites leading to increased oxidative potential. Primaquine can block calcium-release-activated channels in rat megakaryocytes and may also act as an inhibitor of vesicular transport. It inhibits protein transport (IC50: 50 μM) and vesicle budding in donor cell membranes. Primaquine significantly suppresses the recycling of phagocytosed proteins to the plasma membrane and inhibits potassium channel currents by blocking muscarinic acetylcholine receptors. It also inhibits human erythrocyte membrane acetylcholinesterase (IC33: 30 μM) and affects the sodium channels in isolated rat ventricular muscle and myocytes.

Synonyms	Primaquine phosphate, Primaquine bisphosphate
Molecular Weight	455.34
Formula	C15H21N3O·2H3PO4
CAS No.	63-45-6

Storage

Powder: -20°C for 3 years | In solvent: -80°C for 1 year

Solubility Information

DMSO: 84 mg/mL (184.5 mM)

Ethanol: < 1 mg/mL (insoluble or slightly soluble)

H2O: 83 mg/mL (182.3 mM)

References and Literature

1. Vale N, et al. Eur J Med Chem, 2009, 44(3), 937-953. 2. Bowden G D, Land K M, O'Connor R M, et al. High-throughput screen of drug repurposing library identifies inhibitors of Sarcocystis neurona growth[J]. International Journal for Parasitology: Drugs and Drug Resistance. 2018 Apr；8(1): 137-144.

Citations

1. Bowden G D, Land K M, O'Connor R M, et al. High-throughput screen of drug repurposing library identifies inhibitors of Sarcocystis neurona growth. International Journal for Parasitology: Drugs and Drug Resistance. 2018 Apr；8(1): 137-144 2. Ding L, Chen X, Zhang W, et al.Canagliflozin primes antitumor immunity by triggering PD-L1 degradation in endocytic recycling.The Journal of Clinical Investigation.2023, 133(1).

Related compound libraries

This product is contained In the following compound libraries：

Drug Repurposing Compound Library Anti-Parasitic Compound Library FDA-Approved & Pharmacopeia Drug Library Drug-Fragment Library Clinical Compound Library Bioactive Compounds Library Max Orally Active Compound Library Anti-Infection Compound Library Drug-induced Liver Injury (DILI) Compound Library Immunology/Inflammation Compound Library

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Keywords

Primaquine diphosphate 63-45-6 Microbiology/Virology Antibiotic Parasite malaria latent Inhibitor hepatic inhibit late Primaquine phosphate Primaquine Phosphate Primaquine Diphosphate stages Primaquine Primaquine bisphosphate tissue parasitic inhibitor

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