Cat. No.: HY-12651

Primaquine diphosphate

(Synonyms: Primaquine phosphate; Primaquine bisphosphate)

6 Cited Publications

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Based on 6 publication(s) in Google Scholar

Primaquine diphosphate is a potent antimalaria agent and a potent gametocytocide in falciparum malaria. Primaquine diphosphate prevents relapse in vivax and ovale malaria.

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Pureté: 99.28%
CAS No.: 63-45-6
Formule: C₁₅H₂₇N₃O₉P₂
Masse moléculaire:455.34

Stockage:

4°C, sealed storage, away from moisture

* In solvent : -80°C, 6 months; -20°C, 1 month (sealed storage, away from moisture)

Primaquine diphosphate Chemical Structure

CAS No.: 63-45-6

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Activité biologique
- Description
- IC₅₀ & Target
- Cellular Effect
- In Vitro
- In Vivo
Chemical Information
Publications (6)
Solvant et solubilité
- In Vitro
- In Vivo
Pureté et documentation
Références
Help & FAQs
Classifications
Bioz

Activité biologique

Description

Primaquine diphosphate is a potent antimalaria agent and a potent gametocytocide in falciparum malaria. Primaquine diphosphate prevents relapse in vivax and ovale malaria^[1].

IC₅₀ & Target

Plasmodium

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Cellular Effect

Cell Line	Type	Value	Description	References
A2780	IC₅₀	5 μM Compound: PQ diphosphate	Cytotoxicity against human A2780 cells assessed as growth inhibition after 72 hrs by MTT assay Cytotoxicity against human A2780 cells assessed as growth inhibition after 72 hrs by MTT assay	[PMID: 29407988]
CAPAN-1	IC₅₀	14.24 μM Compound: PQ diphosphate	Cytotoxicity against human Capan1 cells assessed as growth inhibition after 72 hrs by MTT assay Cytotoxicity against human Capan1 cells assessed as growth inhibition after 72 hrs by MTT assay	[PMID: 29407988]
HCT-116	IC₅₀	13.99 μM Compound: PQ	Antiproliferative activity against human HCT116 cells measured after 72 hrs by MTT assay Antiproliferative activity against human HCT116 cells measured after 72 hrs by MTT assay	[PMID: 31431364]
HCT-116	IC₅₀	44.22 μM Compound: PQ diphosphate	Cytotoxicity against human HCT116 cells assessed as growth inhibition after 72 hrs by MTT assay Cytotoxicity against human HCT116 cells assessed as growth inhibition after 72 hrs by MTT assay	[PMID: 29407988]
HEK293	IC₅₀	10.96 μM Compound: PQ	Antiproliferative activity against human HEK293 cells measured after 72 hrs by MTT assay Antiproliferative activity against human HEK293 cells measured after 72 hrs by MTT assay	[PMID: 31431364]
HepG2	IC₅₀	>100 μM Compound: 92125578	HARVARD: Cytotoxicity in HepG2 cell line HARVARD: Cytotoxicity in HepG2 cell line	[PMID: 22586124]
HepG2	IC₅₀	7.4 μM Compound: 92125578	HARVARD: Inhibition of liver stage Plasmodium berghei infection in HepG2 cells HARVARD: Inhibition of liver stage Plasmodium berghei infection in HepG2 cells	[PMID: 22586124]
HL-60	IC₅₀	11.36 μM Compound: PQ diphosphate	Cytotoxicity against human HL60 cells assessed as growth inhibition after 72 hrs by MTT assay Cytotoxicity against human HL60 cells assessed as growth inhibition after 72 hrs by MTT assay	[PMID: 29407988]
K562	IC₅₀	12.04 μM Compound: PQ diphosphate	Cytotoxicity against human K562 cells assessed as growth inhibition after 72 hrs by MTT assay Cytotoxicity against human K562 cells assessed as growth inhibition after 72 hrs by MTT assay	[PMID: 29407988]
L6	IC₅₀	27.1 μg/mL Compound: PQ diphsophate	Cytotoxicity against rat L6 cells after 70 hrs by Alamar Blue-based assay Cytotoxicity against rat L6 cells after 70 hrs by Alamar Blue-based assay	[PMID: 29220797]
L6	IC₅₀	59.5 μM Compound: PQ diphosphate	Cytotoxicity against rat L6 cells assessed as reduction in cell viability after 70 hrs by Alamar blue assay Cytotoxicity against rat L6 cells assessed as reduction in cell viability after 70 hrs by Alamar blue assay	[PMID: 29407988]
MCF7	IC₅₀	5 μM Compound: PQ diphosphate	Cytotoxicity against human MCF7 cells assessed as growth inhibition after 72 hrs by MTT assay Cytotoxicity against human MCF7 cells assessed as growth inhibition after 72 hrs by MTT assay	[PMID: 29407988]
MCF7	IC₅₀	8.73 μM Compound: PQ	Antiproliferative activity against human MCF7 cells measured after 72 hrs by MTT assay Antiproliferative activity against human MCF7 cells measured after 72 hrs by MTT assay	[PMID: 31431364]
NCI-H460	IC₅₀	10 μM Compound: PQ diphosphate	Cytotoxicity against human NCI-H460 cells assessed as growth inhibition after 72 hrs by MTT assay Cytotoxicity against human NCI-H460 cells assessed as growth inhibition after 72 hrs by MTT assay	[PMID: 29407988]
NCI-H460	IC₅₀	19.84 μM Compound: PQ	Antiproliferative activity against human H460 cells measured after 72 hrs by MTT assay Antiproliferative activity against human H460 cells measured after 72 hrs by MTT assay	[PMID: 31431364]
SW-620	IC₅₀	14 μM Compound: PQ diphosphate	Cytotoxicity against human SW620 cells assessed as growth inhibition after 72 hrs by MTT assay Cytotoxicity against human SW620 cells assessed as growth inhibition after 72 hrs by MTT assay	[PMID: 29407988]

In Vitro

Primaquine diphosphate significantly decreases the cell proliferation of live breast cancer cells, and shows no inhibitory effect on the proliferation of MCF-7 (ER+^{) and MDA-MB-453 (HER}2+^{) cells. Primaquine diphosphate inhibits the growth, migration, and colony formation of breast cancer cells in vitro^[3].}

MedChemExpress (MCE) has not independently confirmed the accuracy of these methods. They are for reference only.

Cell Viability Assay^[3]

Cell Line:

MDA-MB-231, HCC1937 cells, MCF-7, and MDA-MB-453 cells
Concentration:

5 μM, 10 μM, 20 μM, 40 μM, 80 μM, 100 μM, 120 μM, and 150 μM
Incubation Time:

24 hours
Result:

Decreases breast cancer cell viability.

In Vivo

Primaquine (5-25 mg/kg; p.o; daily; for 3 days) diphosphate demonstrates no bioluminescence liver signal and no blood stage parasitaemia^[2].

MedChemExpress (MCE) has not independently confirmed the accuracy of these methods. They are for reference only.

Animal Model:

Male 6-week-old C57BL/6 albino mice with sporozoite inoculation^[2]
Dosage:

5 mg/kg, 10 mg/kg, 15 mg/kg, 20 mg/kg, and 25 mg/kg
Administration:

p.o; daily; for 3 days
Result:

No blood stage parasitaemia was observed.

Chemical Information

CAS No. 63-45-6
Appearance Solid
Masse moléculaire 455.34
Formule C₁₅H₂₇N₃O₉P₂
Color Orange to reddish brown
SMILES

CC(NC1=C2N=CC=CC2=CC(OC)=C1)CCCN.O=P(O)(O)O.O=P(O)(O)O
Synonyms

Primaquine phosphate; Primaquine bisphosphate
Livraison

Room temperature in continental US; may vary elsewhere.
Stockage

4°C, sealed storage, away from moisture

* In solvent : -80°C, 6 months; -20°C, 1 month (sealed storage, away from moisture)

Publications (6)

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Journal Impact Factor

Adv Sci (Weinh)

Network Medicine-Based Strategy Identifies Maprotiline as a Repurposable Drug by Inhibiting PD-L1 Expression via Targeting SPOP in Cancer. [Abstract]

2024 Nov 5:e2410285. PMID: 39499771
Biomed Pharmacother

As a novel ferroptosis inhibitor, primaquine alleviates I/R-induced retinal neuron death via increasing GSTA1 activity. [Abstract]

2026 Feb:195:118973. PMID: 41529513
Cell Rep Methods

RECOVER identifies synergistic drug combinations in vitro through sequential model optimization. [Abstract]

2023 Oct 23;3(10):100599. PMID: 37797618
ACS Omega

Identification of New Modulators and Inhibitors of Palmitoyl-Protein Thioesterase 1 for CLN1 Batten Disease and Cancer. [Abstract]

2024 Feb 28;9(10):11870-11882. PMID: 38496939
Adv Ther (Weinh)

05 October 2021.
Ann Transl Med

Integrative identification of the pathogenic role of a novel G6PD missense mutation c.697G>C. [Abstract]

2021 Feb;9(3):194. PMID: 33708821

Solvant et solubilité

In Vitro:

DMSO : 250 mg/mL (549.04 mM; Need ultrasonic; Hygroscopic DMSO has a significant impact on the solubility of product, please use newly opened DMSO)

H₂O : 25 mg/mL (54.90 mM; ultrasonic and warming and heat to 60°C)

View the Complete Stock Solution Preparation Table

Preparing Stock Solutions

View the Complete Stock Solution Preparation Table

Concentration Solvent Mass

1 mg

5 mg

10 mg

Concentration

Solvent

Mass

1 mM

2.1962 mL

10.9808 mL

21.9616 mL

5 mM

0.4392 mL

2.1962 mL

4.3923 mL

10 mM

0.2196 mL

1.0981 mL

2.1962 mL

Please refer to the solubility information to select the appropriate solvent. Once prepared, please aliquot and store the solution to prevent product inactivation from repeated freeze-thaw cycles.

Storage method and period of stock solution: -80°C, 6 months; -20°C, 1 month (sealed storage, away from moisture). When stored at -80°C, please use it within 6 months. When stored at -20°C, please use it within 1 month.

* Note: If you choose water as the stock solution, please dilute it to the working solution, then filter and sterilize it with a 0.22 μm filter before use.

Calculateur de molarité

Mass (g) = Concentration (mol/L) × Volume (L) × Molecular Weight (g/mol)

Mass Mass

Concentration Concentration

Volume Volume

Molecular Weight Molecular Weight

Calculateur de dilution

Concentration _(start) × Volume _(start) = Concentration _(final) × Volume _(final)

Concentration _(start) Concentration _(start)

Volume _(start) Volume _(start)

Concentration _(final) Concentration _(final)

Volume _(final) Volume _(final)

In Vivo:

Select the appropriate dissolution method based on your experimental animal and administration route.

Stock Solution Working Solution

For the following dissolution methods, please ensure to first prepare a clear stock solution using an In Vitro approach and then sequentially add co-solvents:
To ensure reliable experimental results, the clarified stock solution can be appropriately stored based on storage conditions. As for the working solution for In Vivo experiments, it is recommended to prepare freshly and use it on the same day.
The percentages shown for the solvents indicate their volumetric ratio in the final prepared solution. If precipitation or phase separation occurs during preparation, heat and/or sonication can be used to aid dissolution.

Protocol 1

Add each solvent one by one: 10% DMSO 40% PEG300 5% Tween-80 45% Saline

Solubility: ≥ 2.08 mg/mL (4.57 mM); Clear solution

This protocol yields a clear solution of ≥ 2.08 mg/mL (saturation unknown).

Taking 1 mL working solution as an example, add 100 μL DMSO stock solution (20.8 mg/mL) to 400 μL PEG300, and mix evenly; then add 50 μL Tween-80 and mix evenly; then add 450 μL Saline to adjust the volume to 1 mL.

Protocol 2

Add each solvent one by one: 10% DMSO 90% (20% SBE-β-CD in Saline)

Solubility: ≥ 2.08 mg/mL (4.57 mM); Clear solution

This protocol yields a clear solution of ≥ 2.08 mg/mL (saturation unknown).

Taking 1 mL working solution as an example, add 100 μL DMSO stock solution (20.8 mg/mL) to 900 μL 20% SBE-β-CD in Saline, and mix evenly.

Protocol 3

Add each solvent one by one: 10% DMSO 90% Corn Oil

Solubility: ≥ 2.08 mg/mL (4.57 mM); Clear solution

This protocol yields a clear solution of ≥ 2.08 mg/mL (saturation unknown). If the continuous dosing period exceeds half a month, please choose this protocol carefully.

Taking 1 mL working solution as an example, add 100 μL DMSO stock solution (20.8 mg/mL) to 900 μL Corn oil, and mix evenly.

Working Solution

For the following dissolution methods, please prepare the working solution directly:

It is recommended to prepare fresh solutions and use them promptly within a short period of time.

The percentages shown for the solvents indicate their volumetric ratio in the final prepared solution. If precipitation or phase separation occurs during preparation, heat and/or sonication can be used to aid dissolution.

Protocol 1

Add each solvent one by one: PBS

Solubility: 50 mg/mL (109.81 mM); Clear solution; Need ultrasonic

In Vivo Dissolution Calculator

Please enter the basic information of animal experiments:

Dosage Dosage
mg/kg
Animal Weight (Per Animal) Animal Weight (Per Animal)
g
Dosing Volume (Per Animal) Dosing Volume (Per Animal)
μL
Number of Animals Number of Animals

Recommended: Prepare an additional quantity of animals to account for potential losses during experiments.

Recommended: Prepare an additional quantity of animals to account for potential losses during experiments.

Working solution concentration: 0.22 mg/mL

This product has good water solubility, please refer to the measured solubility data in water/PBS/Saline for details.

The concentration of the stock solution you require exceeds the measured solubility. The following solution is for reference only.If necessary, please contact

MedChemExpress (MCE) .

Pureté et documentation

Select Batch:

Pureté: 99.98%

Assay: 99.98%

ee.: 99.98%

Fiche technique (279 KB)
SDS (644 KB)
- English - EN (644 KB)
- Français - FR (644 KB)
- Deutsch - DE (644 KB)
- Norwegian - NO (644 KB)
- Español - ES (644 KB)
- Swedish - SV (644 KB)
- Italian - IT (644 KB)
- Korean - KR (644 KB)
- Portuguese - PT (644 KB)
COA (2659 KB)
Elemental Analysis Report (2659 KB)
HNMR (2659 KB)
CNMR (2659 KB)
RP-HPLC (2659 KB)
NP-HPLC (2659 KB)
MS (2659 KB)
LCMS (2659 KB)
IR (2659 KB)
GC (2659 KB)
OR (2659 KB)
SDS-PAGE (2659 KB)
SEC-HPLC (2659 KB)
Other Report (2659 KB)
Instruction de manipulation (2659 KB)

Références

[1]. Ashley EA, et al. Primaquine: the risks and the benefits. Malar J. 2014 Nov 3;13:418. [Content Brief]

[2]. Qigui Li, et al. Assessment of the prophylactic activity and pharmacokinetic profile of oral tafenoquine compared to primaquine for inhibition of liver stage malaria infections. Malar J. 2014 Apr 14:13:141. [Content Brief]

[3]. Ji-Hyang Kim, et al. Primaquine Inhibits the Endosomal Trafficking and Nuclear Localization of EGFR and Induces the Apoptosis of Breast Cancer Cells by Nuclear EGFR/Stat3-Mediated c-Myc Downregulation. Int J Mol Sci. 2021 Nov 30;22(23):12961. [Content Brief]

Help & FAQs

How should lyophilized recombinant proteins be reconstituted and stored?

1. Before opening the cap, centrifuge the vial at 13000 rpm for 20-30 seconds. This step will ensure that any lyophilized powder that may have adhered to the cap or walls is collected at the bottom of the vial, minimizing the risk of product loss.

Complete Stock Solution Preparation Table

Optional Solvent	Concentration Solvent Mass	1 mg	5 mg	10 mg	25 mg
H₂O / DMSO	1 mM	2.1962 mL	10.9808 mL	21.9616 mL	54.9040 mL
	5 mM	0.4392 mL	2.1962 mL	4.3923 mL	10.9808 mL
	10 mM	0.2196 mL	1.0981 mL	2.1962 mL	5.4904 mL
	15 mM	0.1464 mL	0.7321 mL	1.4641 mL	3.6603 mL
	20 mM	0.1098 mL	0.5490 mL	1.0981 mL	2.7452 mL
	25 mM	0.0878 mL	0.4392 mL	0.8785 mL	2.1962 mL
	30 mM	0.0732 mL	0.3660 mL	0.7321 mL	1.8301 mL
	40 mM	0.0549 mL	0.2745 mL	0.5490 mL	1.3726 mL
	50 mM	0.0439 mL	0.2196 mL	0.4392 mL	1.0981 mL
DMSO	60 mM	0.0366 mL	0.1830 mL	0.3660 mL	0.9151 mL
	80 mM	0.0275 mL	0.1373 mL	0.2745 mL	0.6863 mL
	100 mM	0.0220 mL	0.1098 mL	0.2196 mL	0.5490 mL

* Note: If you choose water as the stock solution, please dilute it to the working solution, then filter and sterilize it with a 0.22 μm filter before use.

Keywords

Primaquine diphosphate

6 Cited Publications

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Primaquine diphosphate

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Publications Citing Use of MedChemExpress (MCE) Primaquine diphosphate

Voir tous les produits spécifiques à Isoform Parasite

Activité biologique

Chemical Information

Publications (6)

Solvant et solubilité

Pureté et documentation

Références

Help & FAQs

Complete Stock Solution Preparation Table

Primaquine diphosphate

Anti-Infection Compound Library

FDA-Approved Drug Library

Anti-Cancer Compound Library

Drug Repurposing Compound Library

Anti-COVID-19 Compound Library

NMPA-Approved Drug Library

FDA Approved & Pharmacopeial Drug Library

Anti-Breast Cancer Compound Library

Antiparasitic Compound library

Pediatric Drug Library

FDA-Approved Anticancer Drug Library

Human Metabolite Library

Heterocyclic Compound Library

Off-patent Drug Library

Bioactive Compound Library Max

MCE Bioactive Compound Library

Drug Repurposing Compound Library Plus

FDA-Approved Drug Library Plus

FDA-Approved Drug Library Mini

Bioactive Compound Library

High-Throughput Bioactive Compound Library

Mass Spectrometry Human Metabolite Library

Publications Citing Use of MedChemExpress (MCE) Primaquine diphosphate

Voir tous les produits spécifiques à Isoform Parasite

Activité biologique

Chemical Information

Publications (6)

Solvant et solubilité

Pureté et documentation

Références

Help & FAQs

Complete Stock Solution Preparation Table

Primaquine diphosphate Related Classifications

HY-12651 Related Classifications