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160393

Sigma-Aldrich

Primaquine bisphosphate

98%

Sinonimo/i:

8-(4-Amino-1-methylbutylamino)-6-methoxyquinoline diphosphate salt, Primaquine diphosphate salt

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About This Item

Formula empirica (notazione di Hill):
C15H21N3O · 2H3PO4
Numero CAS:
63-45-6
Peso molecolare:
455.34
Beilstein:
3812133
Numero CE:
200-560-8
Numero MDL:
MFCD00013166
Codice UNSPSC:
12352100
ID PubChem:
24849867
NACRES:
NA.22

Livello qualitativo

100

Saggio

98%

Forma fisica

powder

Punto di fusione

205-206 °C (dec.) (lit.)

Solubilità

water: soluble 50 mg/mL, clear, orange to red

Gruppo funzionale

amine
phosphate

Stringa SMILE

OP(O)(O)=O.OP(O)(O)=O.COc1cc(NC(C)CCCN)c2ncccc2c1

InChI

1S/C15H21N3O.2H3O4P/c1-11(5-3-7-16)18-14-10-13(19-2)9-12-6-4-8-17-15(12)14;2*1-5(2,3)4/h4,6,8-11,18H,3,5,7,16H2,1-2H3;2*(H3,1,2,3,4)
GJOHLWZHWQUKAU-UHFFFAOYSA-N

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Applicazioni

Primaquine bisphosphate was used in the colorimetric microplate-based, room temperature assay to determine the urea synthesis in cell culture. It was also used in the preparation of primaquine, an established antiplasmodial drug.

Pittogrammi

Skull and crossbonesHealth hazard
GHS06,GHS08

Avvertenze

Danger

Indicazioni di pericolo

H301,H341,H361fd

Classi di pericolo

Acute Tox. 3 Oral - Muta. 2 - Repr. 2

Codice della classe di stoccaggio

6.1C - Combustible acute toxic Cat.3 / toxic compounds or compounds which causing chronic effects

Classe di pericolosità dell'acqua (WGK)

WGK 3

Punto d’infiammabilità (°F)

Not applicable

Punto d’infiammabilità (°C)

Not applicable

Dispositivi di protezione individuale

Eyeshields, Faceshields, Gloves, type P2 (EN 143) respirator cartridges

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Certificati d'analisi (COA)

Lot/Batch Number
MKCM9310
MKCH6744
MKCG0489
MKCB9578
MKBW4652V

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Alice C Eziefula et al.
Malaria journal, 11, 360-360 (2012-11-08)
Following the recent successes of malaria control in sub-Saharan Africa, the gametocytocidal drug primaquine needs evaluation as a tool to further reduce the transmission of Plasmodium falciparum malaria. The drug has scarcely been used in Africa because of concerns about
N P Dhammika Nanayakkara et al.
Antimicrobial agents and chemotherapy, 52(6), 2130-2137 (2008-04-02)
8-Aminoquinolines are an important class of antiparasitic agents, with broad utility and excellent efficacy, but also limitations due to hematological toxicities, primarily methemoglobinemia and hemolysis. One representative from this class, (+/-)-8-[(4-amino-1-methylbutyl)amino]-6-methoxy-4-methyl-5-[3,4-dichlorophenoxy]quinoline succinate (NPC1161C), proved extremely efficacious in animal models of
Manojit Roy et al.
PLoS neglected tropical diseases, 7(1), e1979-e1979 (2013-01-18)
With over a hundred million annual infections and rising morbidity and mortality, Plasmodium vivax malaria remains largely a neglected disease. In particular, the dependence of this malaria species on relapses and the potential significance of the dormant stage as a
Melanie Lödige et al.
International journal of medical microbiology : IJMM, 303(8), 539-547 (2013-09-03)
We present a new class of hybrid molecules consisting of the established antiplasmodial drugs primaquine and chloroquine. No drug is known to date that acts comparably against all stages of Plasmodium in its life cycle. Starting from available precursors, we
Nicholas J White
The Lancet. Infectious diseases, 13(2), 175-181 (2012-11-28)
Falciparum malaria is transmitted by anopheline mosquitoes that have fed on blood containing gametocytes of Plasmodium falciparum. In areas of low malaria transmission, where symptomatic infections contribute substantially to malaria transmission, the use of gametocytocidal drugs reduces the incidence of
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