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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
Molecular Weight:
455.34
MDL Number:
MFCD00013166
MOL File:
63-45-6.mol
MSDS File:
SDS
Last updated:2023-08-31 16:33:09

Primaquine diphosphate Properties

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)
EWG's Food Scores 1
FDA UNII H0982HF78B

Pharmacokinetic data

Excreted unchanged in urine <1%
Volume of distribution 3-4(L/kg)
Biological half-life 3-6 / Unknown

SAFETY

Risk and Safety Statements

Symbol(GHS)  GHS hazard pictogramsGHS hazard pictograms
GHS06,GHS08
Signal word  Danger
Hazard statements  H301-H341-H361fd
Precautionary statements  P201-P202-P264-P270-P280-P301+P310
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
NFPA 704
0
2 0

Primaquine diphosphate price More Price(29)

Manufacturer Product number Product description CAS number Packaging Price Updated Buy
Sigma-Aldrich PHR3108 Primaquine Phosphate pharmaceutical secondary standard, certified reference material 63-45-6 500MG $182 2024-03-01 Buy
Sigma-Aldrich 160393 Primaquine bisphosphate 98% 63-45-6 1g $45 2024-03-01 Buy
Sigma-Aldrich 1561507 Primaquine phosphate United States Pharmacopeia (USP) Reference Standard 63-45-6 200mg $436 2024-03-01 Buy
Cayman Chemical 18223 Primaquine (phosphate) ≥95% 63-45-6 1g $36 2024-03-01 Buy
Cayman Chemical 18223 Primaquine (phosphate) ≥95% 63-45-6 5g $78 2024-03-01 Buy
Product number Packaging Price Buy
PHR3108 500MG $182 Buy
160393 1g $45 Buy
1561507 200mg $436 Buy
18223 1g $36 Buy
18223 5g $78 Buy

Primaquine diphosphate Chemical Properties,Uses,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.

90-52-8
63-45-6
Synthesis of Primaquine diphosphate from 8-AMINO-6-METHOXYQUINOLINE
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View Lastest Price from Primaquine diphosphate manufacturers

Image Update time Product Price Min. Order Purity Supply Ability Manufacturer
Primaquine diphosphate pictures 2023-08-31 Primaquine diphosphate
63-45-6
US $0.00 / KG 1KG 99% 50000KG/month Hebei Mojin Biotechnology Co., Ltd
Primaquine diphosphate  pictures 2021-11-20 Primaquine diphosphate
US $10.00 / Kg/Bag 1Kg/Bag 99% 20 Tons Hebei Zhanyao Biotechnology Co. Ltd
Primaquine diphosphate pictures 2021-09-29 Primaquine diphosphate
63-45-6
US $0.00 / KG 1KG 98.5% 500kg/month WUHAN FORTUNA CHEMICAL CO., LTD
8-(4-amino-1-methylbutylamino)-6-methoxyquinoline diphosphate salt PRIMAQUINEPHOSPHATE,USP 4-pentanediamine, n(sup 4)-(6-methoxy-8-quinolinyl)- phosphate 8-((4-amino-1-methylbutyl)amino)-6-methoxy-quinolin phosphate Primaquine diphosphate salt, 8-(4-Amino-1-methylbutylamino)-6-methoxyquinoline diphosphate salt 1,4-Pentanediamine, N(sup 4)-(6-methoxy-8-quinolinyl)-, phosphate (1:2) N-(6-Methoxyquinolin-8-yl)pentane-1,4-diamine phosphoric acid Quinoline, 8-((4-amino-1-methylbutyl)amino)-6-methoxy-, phosphate (1:2) Primaquine diphosphate,98% Primaquine diphosphate salt Primaquine Phosphate CP2000 Primaquine Phosphate (200 mg) PriMaquine diphosphate, 98% 1GR N4-(6-Methoxyquinolin-8-yl)pentane-1,4-diaMine phosphate PriMaquine bisphosphate 98% PriMaquine diphosphate SynonyMs PriMaquine bisphosphate N4-(6-Methoxy-8-quinolinyl)- primaquine bisphosphate PRIMAQUINE DIPHOSPHATE PRIMAQUINE PHOSPHATE 4-pentanediamine,n(sup4)-(6-methoxy-8-quinolinyl)-phosphate(1:2) 8-((4-amino-1-methylbutyl)amino)-6-methoxy-quinolinphosphate(1:2) primachin 8-(4-AMINO-1-METHYLBUTYLAMINO)-6-METHOXYQUINOLINE DIPHOSPHATE 1,4-Pentanediamine, N4-(6-methoxy-8-quinolinyl)-, phosphate (1:2) Primaquine Diphosphate(Gmp Approved) Primaquine diphosphate CRS (4RS)-N4 -(6-Methoxyquinolin-8-yl)pentane-1,4-diamine bisphosphate Primaquine diphosphate USP/EP/BP N4-(6-Methoxyquinolin-8-yl)pentane-1,4-diamine bis(phosphate) Primaquine PhosphateQ: What is Primaquine Phosphate Q: What is the CAS Number of Primaquine Phosphate Q: What is the storage condition of Primaquine Phosphate Primaquine Phosphate (1561507) VST 1001 VST1001 VST-1001 63-45-6 C15H27N3O9P2 C15H21N3O52H3PO4 C15H21N3O2H3PO4 C15H21N3O2H3O4P 45534 Building Blocks Heterocyclic Building Blocks Quinolines Amines Heterocycles Intermediates & Fine Chemicals Pharmaceuticals APIS