ChemicalBook > CAS DataBase List > Primaquine diphosphate

Primaquine diphosphate

Product Name
Primaquine diphosphate
CAS No.
63-45-6
Chemical Name
Primaquine diphosphate
Synonyms
VST1001;VST 1001;VST-1001;primachin;PRIMAQUINE PHOSPHATE;PRIMAQUINE DIPHOSPHATE;PRIMAQUINEPHOSPHATE,USP;primaquine bisphosphate;Primaquine diphosphate,98%;Primaquine diphosphate CRS
CBNumber
CB1116162
Molecular Formula
C15H27N3O9P2
Formula Weight
455.34
MOL File
63-45-6.mol
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Primaquine diphosphate Property

Melting point:
205-206 °C (dec.)(lit.)
storage temp. 
2-8°C
solubility 
water: soluble50mg/mL, clear, orange to red
Water Solubility 
moderately soluble
Merck 
13,7833
BRN 
3812133
BCS Class
1 (CLogP), 3 (LogP)
Stability:
Stable. Incompatible with strong oxidizing agents.
CAS DataBase Reference
63-45-6(CAS DataBase Reference)
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Safety

Hazard Codes 
T
Risk Statements 
25
Safety Statements 
45
RIDADR 
UN 2811 6.1/PG 3
WGK Germany 
3
RTECS 
VA9660000
10
HazardClass 
6.1(b)
PackingGroup 
III
HS Code 
29334900
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Hazard and Precautionary Statements (GHS)

Symbol(GHS)
Signal word
Danger
Hazard statements

H301Toxic if swalloed

H341Suspected of causing genetic defects

Precautionary statements

P201Obtain special instructions before use.

P202Do not handle until all safety precautions have been read and understood.

P264Wash hands thoroughly after handling.

P264Wash skin thouroughly after handling.

P270Do not eat, drink or smoke when using this product.

P280Wear protective gloves/protective clothing/eye protection/face protection.

P301+P310IF SWALLOWED: Immediately call a POISON CENTER or doctor/physician.

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N-Bromosuccinimide Price

Sigma-Aldrich
Product number
PHR3108
Product name
Primaquine Phosphate
Purity
pharmaceutical secondary standard, certified reference material
Packaging
500MG
Price
$182
Updated
2024/03/01
Sigma-Aldrich
Product number
160393
Product name
Primaquine bisphosphate
Purity
98%
Packaging
1g
Price
$45
Updated
2024/03/01
Sigma-Aldrich
Product number
1561507
Product name
Primaquine phosphate
Purity
United States Pharmacopeia (USP) Reference Standard
Packaging
200mg
Price
$436
Updated
2024/03/01
Cayman Chemical
Product number
18223
Product name
Primaquine (phosphate)
Purity
≥95%
Packaging
1g
Price
$36
Updated
2024/03/01
Cayman Chemical
Product number
18223
Product name
Primaquine (phosphate)
Purity
≥95%
Packaging
5g
Price
$78
Updated
2024/03/01
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Primaquine diphosphate Chemical Properties,Usage,Production

Chemical Properties

orange powder

Uses

acetylcholinesterase inhibitor

Uses

Primaquine diphosphate is an established antimalarial drug used in the treatment of persistent liver forms of P. vivax or P. ovale infection for its ability to kill late-stage gametocytes and hypnozoites. In historical terms, this aminoquinoline was the stimulus for the discovery of glucose-6-phosphate (G6P) dehydrogenase deficiency as it induced hemolytic anemia in patients lacking the G6P-metabolizing enzyme.

Uses

Antimalarial.

brand name

Primaquine (Sanofi Aventis).

Biological Activity

primaquine, an 8-aminoquinoline, is introduced as a curative antimalarial agent in 1950. since then, the drug has been applied extensively to against the exoerythrocytic stage of malaria. it is demonstrated tthat primaquine, by binding to nucleic acids, could therefore block protein synthesis, alter lipid synthesis and interact with biological membranes. [1]

Clinical Use


Treatment of malaria (Plasmodium vivax and Plasmodium ovale), in combination with chloroquine
Treatment of Pneumocystis jiroveci pneumonia (PCP), in combination with clindamycin

in vitro

chicken embryo cells (cec) model were adopted to investigate the effect of primaquine on newcastle disease virus replication. it was found that virus-induced hemadsorption was inhibited by primaquine in a dose-dependent manner and was completely suppressed by primaquine 250 g/ml. viral ribonucleic acid (rna) synthesis was found to be suppressed when primaquine was added early in the virus replication cycle. whereas, when the drug was added late in the cycle, rna synthesis was stimulation. [1]

in vivo

primaquine liposomes were labelled by 99mtc and injected intravenously to swiss albino mice. after injection, the major accumulation organ of liposomes was liver followed by spleen, pancreas, lungs and the others. findings also suggested that primaquine could block the eradication of the parasites and prevent relapse by destruction of the exoerythrocytic liver stages. [2]

Drug interactions

Potentially hazardous interactions with other drugs
Antimalarials: avoid concomitant use with artemether/lumefantrine.

Metabolism

Rapidly metabolised in the liver. Its major metabolite carboxyprimaquine accumulates in the plasma on repeated dosage but possesses less antimalarial activity than the parent compound. Little unchanged drug is excreted in the urine.

Purification Methods

It forms yellow crystals from 90% aqueous EtOH and is moderately soluble in H2O. The oxalate salt has m 182.5-185o (from 80% aqueous EtOH), and the free base is a viscous liquid b 165-170o/0.002mm, 175-177o/2mm. [Elderfield et al. J Am Chem Soc 68 1526 1964, Elderfield et al. J Am Chem Soc 77 4817 1955, Beilstein 22 III/IV 5817.]

References

[1]burdick jr and durand dp. primaquine diphosphate: inhibition of newcastle disease virus replication. antimicrob agents ch. 1974 oct 15; 6(4): 460-4.
[2]aricat b, ozert ay, ercans mt and hincalt aa. characterization, in vitro and in vivo studies on primaquine diphosphate liposomes. j. microencapsulation. 1995; 12(5): 469-85.
[3]soto j, toledo j, rodriquez m, sanchez j, herrera r, padilla j and berman j. double-blind, randomized, placebo-controlled assessment of chloroquine/primaquine prophylaxis for malaria in nonimmune colombian soldiers. clin infect dis. 1999 jul; 29: 199-201.

Primaquine diphosphate Preparation Products And Raw materials

Raw materials

Preparation Products

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View Lastest Price from Primaquine diphosphate manufacturers

WUHAN FORTUNA CHEMICAL CO., LTD
Product
Primaquine diphosphate 63-45-6
Price
US $0.00/KG
Min. Order
1KG
Purity
98.5%
Supply Ability
500kg/month
Release date
2021-06-11
Hebei Mojin Biotechnology Co., Ltd
Product
Primaquine diphosphate 63-45-6
Price
US $0.00/KG
Min. Order
1KG
Purity
99%
Supply Ability
50000KG/month
Release date
2023-08-31
Hebei Guanlang Biotechnology Co., Ltd.
Product
Primaquine diphosphate 63-45-6
Price
US $10.00/KG
Min. Order
1KG
Purity
99%
Supply Ability
10 mt
Release date
2021-09-01

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