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160393

Sigma-Aldrich

Primaquine bisphosphate

98%

Sinônimo(s):

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

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About This Item

Fórmula empírica (Notação de Hill):
C15H21N3O · 2H3PO4
Número CAS:
63-45-6
Peso molecular:
455.34
Beilstein:
3812133
Número CE:
200-560-8
Número MDL:
MFCD00013166
Código UNSPSC:
12352100
ID de substância PubChem:
24849867
NACRES:
NA.22

Nível de qualidade

100

Ensaio

98%

Formulário

powder

pf

205-206 °C (dec.) (lit.)

solubilidade

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

grupo funcional

amine
phosphate

cadeia de caracteres SMILES

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)

chave InChI

GJOHLWZHWQUKAU-UHFFFAOYSA-N

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Aplicação

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.

Pictogramas

Skull and crossbonesHealth hazard
GHS06,GHS08

Palavra indicadora

Danger

Frases de perigo

H301,H341,H361fd

Classificações de perigo

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

Código de classe de armazenamento

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

Classe de risco de água (WGK)

WGK 3

Ponto de fulgor (°F)

Not applicable

Ponto de fulgor (°C)

Not applicable

Equipamento de proteção individual

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

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Certificados de análise (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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