An antimalarial agent
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Pyronaridine (phosphate)

Item No. 16139

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
4-[(7-chloro-2-methoxybenzo[b]-1,5-naphthyridin-10-yl)amino]-2,6-bis(1-pyrrolidinylmethyl)-phenol, tetraphosphate
CAS Number
76748-86-2
Synonyms
  • PND
Molecular Formula
C29H32ClN5O2 • 4H3PO4
Formula Weight
910.0
Purity
≥98%
Formulation (Request formulation change)
A crystalline solid
Solubility(Learn about Variance in Solubility)
PBS (pH 7.2): 10 mg/ml
λmax
239, 278, 359, 425 nm
SMILES
ClC1=CC=C2C(N=C(C=CC(OC)=N3)C3=C2NC4=CC(CN5CCCC5)=C(O)C(CN6CCCC6)=C4)=C1.OP(O)(O)=O.OP(O)(O)=O.OP(O)(O)=O.OP(O)(O)=O
InChi Code
InChI=1S/C29H32ClN5O2.4H3O4P/c1-37-26-9-8-24-28(33-26)27(23-7-6-21(30)16-25(23)32-24)31-22-14-19(17-34-10-2-3-11-34)29(36)20(15-22)18-35-12-4-5-13-35;4*1-5(2,3)4/h6-9,14-16,36H,2-5,10-13,17-18H2,1H3,(H,31,32);4*(H3,1,2,3,4)
InChi Key
YKUQEKXHQFYULM-UHFFFAOYSA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    50 mg

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    250 mg

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    Product Description

    Pyronaridine is an antimalarial agent.1 It is active against six P. falciparum drug-sensitive or -resistant strains (IC50s = 1.53-3.94 nM). Pyronaridine (3, 6, and 8 mg/kg) in combination with artesunate (Item No. 11817) reduces parasitemia in P. chabaudi-infected mice. It inhibits the replication of severe acute respiratory syndrome coronavirus 2 (SARS-CoV-2) in infected A459 cells overexpressing angiotensin-converting enzyme 2 (ACE2; IC50 = 198 nM).2 Pyronaridine is also cytotoxic against a panel of human cancer cells lines, including breast, ovarian, and lung cancer cells, with 50% cytotoxic concentration values (CC50s) ranging from 1.6 to 9.4 µM.3 Formulations containing pyronaridine have been used in the treatment of malaria.

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Vivas, L., Rattray, L., Stewart, L., et al. Anti-malarial efficacy of pyronaridine and artesunate in combination in vitro and in vivo. Acta Trop. 105(3), 222-228 (2008).

    2. Puhl, A.C., Fritch, E.J., Lane, T.R., et al. Repurposing the ebola and marburg virus inhibitors tilorone, quinacrine, and pyronaridine: In vitro activity against SARS-CoV-2 and potential mechanisms. ACS Omega 6(11), 7454-7468 (2021).

    3. Villanueva, P.J., Martinez, A., Baca, S.T., et al. Pyronaridine exerts potent cytotoxicity on human breast and hematological cancer cells through induction of apoptosis. PLoS One 13(11), e0206467 (2018).