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160393

Sigma-Aldrich

Primaquine bisphosphate

98%

Sinónimos:

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

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About This Item

Fórmula empírica (notación de Hill):
C15H21N3O · 2H3PO4
Número de CAS:
63-45-6
Peso molecular:
455.34
Beilstein/REAXYS Number:
3812133
EC Number:
200-560-8
MDL number:
MFCD00013166
UNSPSC Code:
12352100
PubChem Substance ID:
24849867
NACRES:
NA.22

assay

98%

form

powder

mp

205-206 °C (dec.) (lit.)

solubility

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

SMILES string

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)

InChI key

GJOHLWZHWQUKAU-UHFFFAOYSA-N

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Application

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.

pictograms

Skull and crossbonesHealth hazard
GHS06,GHS08

signalword

Danger

Hazard Classifications

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

Storage Class

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

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

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

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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
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
Robert J X Zawada et al.
Biochemistry and cell biology = Biochimie et biologie cellulaire, 87(3), 541-544 (2009-05-19)
Urea is the major nitrogenous end product of protein metabolism in mammals. Here, we describe a quantitative, sensitive method for urea determination using a modified Jung reagent. This assay is specific for urea and is unaffected by ammonia, a common
Rosalind E Howes et al.
Advances in parasitology, 81, 133-201 (2013-02-07)
Glucose-6-phosphate dehydrogenase (G6PD) is a potentially pathogenic inherited enzyme abnormality and, similar to other human red blood cell polymorphisms, is particularly prevalent in historically malaria endemic countries. The spatial extent of Plasmodium vivax malaria overlaps widely with that of G6PD
Annemarie Voorberg-van der Wel et al.
PloS one, 8(1), e54888-e54888 (2013-01-30)
A major challenge for strategies to combat the human malaria parasite Plasmodium vivax is the presence of hypnozoites in the liver. These dormant forms can cause renewed clinical disease after reactivation through unknown mechanisms. The closely related non-human primate malaria
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