Artefenomel

For research use only. Not for therapeutic Use.

  • CAT Number: I002862
  • CAS Number: 1029939-86-3
  • Molecular Formula: C28H39NO5
  • Molecular Weight: 469.62
  • Purity: ≥95%
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Artefenomel(Cat No.:I002862)is an investigational antimalarial drug with potent activity against Plasmodium falciparum, the parasite responsible for malaria. As an ozonide-based compound, it disrupts essential metabolic pathways within the parasite, rapidly eliminating blood-stage infections. Artefenomel’s extended half-life allows for single-dose regimens, making it a promising option for simplifying malaria treatment, particularly in areas with limited healthcare access. When combined with other antimalarials, it enhances efficacy and reduces the risk of resistance. Artefenomel is undergoing clinical evaluation, holding potential as a next-generation treatment in global malaria control efforts.


Catalog Number I002862
CAS Number 1029939-86-3
Synonyms

OZ-439; OZ439; OZ 439;4-(2-(4-(dispiro[adamantane-2,3/’-[1,2,4]trioxolane-5/’,1/’/’-cyclohexan]-4/’/’-yl)phenoxy)ethyl)morpholine

Molecular Formula C28H39NO5
Purity ≥95%
Solubility Soluble in DMSO
Storage 0 - 4 °Cfor short term (days to weeks), or -20 °C for long term (months).
InChI 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
InChIKey XLCNVWUKICLURR-UHFFFAOYSA-N
SMILES C1CC2(CCC1C3=CC=C(C=C3)OCCN4CCOCC4)OC5(C6CC7CC(C6)CC5C7)OO2
Reference

</br>1:Seeking the Elusive Long-Acting Ozonide: Discovery of Artefenomel (OZ439). Kim HS, Hammill JT, Guy RK.J Med Chem. 2017 Apr 13;60(7):2651-2653. doi: 10.1021/acs.jmedchem.7b00299. Epub 2017 Mar 15. PMID: 28296396 </br>2:Structure-Activity Relationship of the Antimalarial Ozonide Artefenomel (OZ439). Dong Y, Wang X, Kamaraj S, Bulbule VJ, Chiu FC, Chollet J, Dhanasekaran M, Hein CD, Papastogiannidis P, Morizzi J, Shackleford DM, Barker H, Ryan E, Scheurer C, Tang Y, Zhao Q, Zhou L, White KL, Urwyler H, Charman WN, Matile H, Wittlin S, Charman SA, Vennerstrom JL.J Med Chem. 2017 Apr 13;60(7):2654-2668. doi: 10.1021/acs.jmedchem.6b01586. Epub 2017 Jan 18. PMID: 28052200 </br>3:Efficacy of OZ439 (artefenomel) against early Plasmodium falciparum blood-stage malaria infection in healthy volunteers. McCarthy JS, Baker M, O/’Rourke P, Marquart L, Griffin P, Hooft van Huijsduijnen R, Möhrle JJ.J Antimicrob Chemother. 2016 Sep;71(9):2620-7. doi: 10.1093/jac/dkw174. Epub 2016 Jun 5. PMID: 27272721 Free PMC Article</br>4:Monoclonal Antibodies That Recognize the Alkylation Signature of Antimalarial Ozonides OZ277 (Arterolane) and OZ439 (Artefenomel). Jourdan J, Matile H, Reift E, Biehlmaier O, Dong Y, Wang X, Mäser P, Vennerstrom JL, Wittlin S.ACS Infect Dis. 2016 Jan 8;2(1):54-61. Epub 2015 Sep 28. PMID: 26819968 Free PMC Article</br>5:Artefenomel: a promising new antimalarial drug. Rosenthal PJ.Lancet Infect Dis. 2016 Jan;16(1):6-8. doi: 10.1016/S1473-3099(15)00343-6. Epub 2015 Oct 5. No abstract available. PMID: 26448142 Free Article</br>6:Antimalarial activity of artefenomel (OZ439), a novel synthetic antimalarial endoperoxide, in patients with Plasmodium falciparum and Plasmodium vivax malaria: an open-label phase 2 trial. Phyo AP, Jittamala P, Nosten FH, Pukrittayakamee S, Imwong M, White NJ, Duparc S, Macintyre F, Baker M, Möhrle JJ.Lancet Infect Dis. 2016 Jan;16(1):61-9. doi: 10.1016/S1473-3099(15)00320-5. Epub 2015 Oct 5. PMID: 26448141 Free PMC Article

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