An antimalarial agent
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Cipargamin

Item No. 30678

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
(1′R,3′S)-5,7′-dichloro-6′-fluoro-2′,3′,4′,9′-tetrahydro-3′-methyl-spiro[3H-indole-3,1′-[1H]pyrido[3,4-b]indol]-2(1H)-one
CAS Number
1193314-23-6
Synonyms
  • KAE609
  • NITD609
Molecular Formula
C19H14Cl2FN3O
Formula Weight
390.2
Purity
≥98%
Formulation (Request formulation change)
A crystalline solid
Solubility(Learn about Variance in Solubility)
DMSO: soluble
λmax
229 nm
SMILES
FC1=C(C=C(C2=C1)NC3=C2C[C@@H](N[C@]34C5=C(NC4=O)C=CC(Cl)=C5)C)Cl
InChi Code
InChI=1S/C19H14Cl2FN3O/c1-8-4-11-10-6-14(22)13(21)7-16(10)23-17(11)19(25-8)12-5-9(20)2-3-15(12)24-18(19)26/h2-3,5-8,23,25H,4H2,1H3,(H,24,26)/t8-,19+/m0/s1
InChi Key
CKLPLPZSUQEDRT-WPCRTTGESA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    Cayman Chemical
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    Product Description

    Cipargamin is an antimalarial agent.1,2,3 It inhibits the Na+-ATPase activity of wild-type or mutant P. falciparum P-type ATPase (PfATP4; IC50s = 12.3-13.9 and 21.1-32.5 nM, respectively, in P. falciparum membranes).1 Cipargamin is active against the P. falciparum chloroquine-sensitive strain NF54 and chloroquine-resistant strain K1 (IC50s = 0.5 and 0.6 nM, respectively).2 It reduces parasitemia and increases survival in a mouse model of P. berghei infection when administered at doses of 10, 30, and 100 mg/kg.3

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Rosling, J.E.O., Ridgway, M.C., Summers, R.L., et al. Biochemical characterization and chemical inhibition of PfATP4-associated Na+-ATPase activity in Plasmodium falciparum membranes. The Journal of Biological Chemisty 293(34), 13327-13337 (2018).

    2. van Pelt-Koops, J.C., Pett, H.E., Graumans, W., et al. The spiroindolone drug candidate NITD609 potently inhibits gametocytogenesis and blocks Plasmodium falciparum transmission to Anopheles mosquito vector. Antimicrob. Agents Chemother. 56(7), 3544-3548 (2012).

    3. Rottmann, M., McNamara, C., Yeung, B.K.S., et al. Spiroindolones, a potent compound class for the treatment of malaria. Science 329(5996), 1175-1180 (2010).