An antimalarial agent
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Artefenomel

Item No. 30677

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
4-[2-(4-cis-dispiro[cyclohexane-1,3′-[1,2,4]trioxolane-5′,2′′-tricyclo[3.3.1.13,7]decan]-4-ylphenoxy)ethyl]-morpholine
CAS Number
1029939-86-3
Synonyms
  • OZ439
Molecular Formula
C28H39NO5
Formula Weight
469.6
Purity
≥98%
Formulation (Request formulation change)
A solid
Solubility(Learn about Variance in Solubility)
DMSO: 10 mM
SMILES
[H][C@]1(C[C@@H]2C[C@@]3([H])C[C@H](C1)C2)C3(OO4)O[C@@]54CC[C@H](C6=CC=C(OCCN7CCOCC7)C=C6)CC5
InChi Code
InChI=1S/C28H39NO5/c1-3-26(31-14-11-29-9-12-30-13-10-29)4-2-22(1)23-5-7-27(8-6-23)32-28(34-33-27)24-16-20-15-21(18-24)19-25(28)17-20/h1-4,20-21,23-25H,5-19H2/t20-,21+,23-,24-,25+,27+,28?
InChi Key
XLCNVWUKICLURR-KVHIVIFBSA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    Product Description

    Artefenomel is an ozonide antimalarial agent.1 It is active against 3D7, Cam3.II, and Cam3.II_rev P. falciparum strains (LC50s = 8.7, 4.4, and 6.1 nM, respectively). Artefenomel reduces the number of trophozoites in P. falciparum-infected isolated human red blood cells (IC50 = 31 nM).2 In vivo, artefenomel (30 mg/kg) is 100% curative in a mouse model of P. berghei infection.3

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Yang, T., Xie, S.C., Cao, P., et al. Comparison of the exposure time dependence of the activities of synthetic ozonide antimalarials and dihydroartemisinin against K13 wild-type and mutant Plasmodium falciparum strains. Antimicrob. Agents Chemother. 60(8), 4501-4510 (2016).

    2. Giannangelo, C., Stingelin, L., Yang, T., et al. Parasite-mediated degradation of synthetic ozonide antimalarials impacts in vitro antimalarial activity. Antimicrob. Agents Chemother. 62(3), e01566-e01617 (2018).

    3. Kim, H.S., Hammill, J.T., and Guy, R.K. Seeking the elusive long-acting ozonide: Discovery of artefenomel (OZ439). J. Med. Chem. 60(7), 2651-2653 (2017).