An aminoquinoline antimalarial compound
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Primaquine (phosphate)

Item No. 18223

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
N4-(6-methoxy-8-quinolinyl)-1,4-pentanediamine, diphosphate
CAS Number
63-45-6
Synonyms
  • NSC 149765
Molecular Formula
C15H21N3O • 2H3PO4
Formula Weight
455.3
Purity
≥95%
Formulation (Request formulation change)
A crystalline solid
Solubility(Learn about Variance in Solubility)
DMF: 0.5 mg/mlDMSO: 10 mg/mlPBS (pH 7.2): 10 mg/ml
λmax
259, 349 nm
SMILES
COC1=CC(NC(C)CCCN)=C2C(C=CC=N2)=C1.O=P(O)(O)O.O=P(O)(O)O
InChi Code
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
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
Certificates of Analysis & Batch Specific Data

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    1 g

    $40

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    5 g

    $86

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    10 g

    $132

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    25 g

    $236

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    Cayman Chemical
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    Product Description

    Primaquine 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.1,2 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.3

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Askling, H.H., Bruneel, F., Burchard, G., et al. Management of imported malaria in Europe. Malar. J. 11, (2012).

    2. Wang, Z., Liu, M., Liang, X., et al. A flow cytometry-based quantitative drug sensitivity assay for all Plasmodium falciparum gametocyte stages. PLoS One 9(4), 1-9 (2014).

    3. Beutler, E. Glucose-6-phosphate dehydrogenase deficiency: A historical perspective. Blood 111(1), 16-24 (2008).