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664338-39-0,MFCD18251543
Catalog No.:AA00FCU9

664338-39-0 | Arterolane

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1mg
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  • Technical Information
  • Properties
  • Literature
Technical Information
Catalog Number:
AA00FCU9
Chemical Name:
Arterolane
CAS Number:
664338-39-0
Molecular Formula:
C22H36N2O4
Molecular Weight:
392.5322
MDL Number:
MFCD18251543
SMILES:
O=C(C[C@@H]1CC[C@@]2(CC1)OOC1(O2)[C@@H]2C[C@@H]3C[C@H]1C[C@H](C2)C3)NCC(N)(C)C
Properties
Computed Properties
 
Complexity:
598  
Covalently-Bonded Unit Count:
1  
Heavy Atom Count:
28  
Hydrogen Bond Acceptor Count:
5  
Hydrogen Bond Donor Count:
2  
Rotatable Bond Count:
4  
XLogP3:
2.4  

Literature

Title: Arterolane maleate plus piperaquine phosphate for treatment of uncomplicated Plasmodium falciparum malaria: a comparative, multicenter, randomized clinical trial.

Journal: Clinical infectious diseases : an official publication of the Infectious Diseases Society of America 20120901

Title: Investigating the antimalarial action of 1,2,4-trioxolanes with fluorescent chemical probes.

Journal: Journal of medicinal chemistry 20111208

Title: Pharmacokinetics and pharmacodynamics of arterolane maleate following multiple oral doses in adult patients with P. falciparum malaria.

Journal: Journal of clinical pharmacology 20111101

Title: Comparison of the reactivity of antimalarial 1,2,4,5-tetraoxanes with 1,2,4-trioxolanes in the presence of ferrous iron salts, heme, and ferrous iron salts/phosphatidylcholine.

Journal: Journal of medicinal chemistry 20111013

Title: A fragmenting hybrid approach for targeted delivery of multiple therapeutic agents to the malaria parasite.

Journal: ChemMedChem 20110307

Title: Comparative embryotoxicity of different antimalarial peroxides: in vitro study using the rat whole embryo culture model (WEC).

Journal: Reproductive toxicology (Elmsford, N.Y.) 20101201

Title: Arterolane, a new synthetic trioxolane for treatment of uncomplicated Plasmodium falciparum malaria: a phase II, multicenter, randomized, dose-finding clinical trial.

Journal: Clinical infectious diseases : an official publication of the Infectious Diseases Society of America 20100915

Title: The structure-activity relationship of the antimalarial ozonide arterolane (OZ277).

Journal: Journal of medicinal chemistry 20100114

Title: Development and validation of a headspace gas chromatographic method for the determination of residual solvents in arterolane (RBx11160) maleate bulk drug.

Journal: Journal of pharmacy & bioallied sciences 20100101

Title: Simultaneous determination of OZ277, a synthetic 1,2,4-trioxolane antimalarial, and its polar metabolites in rat plasma using hydrophilic interaction chromatography.

Journal: Journal of chromatography. B, Analytical technologies in the biomedical and life sciences 20091001

Title: Synthesis and in vitro DMPK profiling of a 1,2-dioxolane-based library with activity against Plasmodium falciparum.

Journal: Bioorganic & medicinal chemistry letters 20091001

Title: Spiroadamantyl 1,2,4-trioxolane, 1,2,4-trioxane, and 1,2,4-trioxepane pairs: relationship between peroxide bond iron(II) reactivity, heme alkylation efficiency, and antimalarial activity.

Journal: Bioorganic & medicinal chemistry letters 20090815

Title: Malaria-infected mice are cured by a single oral dose of new dimeric trioxane sulfones which are also selectively and powerfully cytotoxic to cancer cells.

Journal: Journal of medicinal chemistry 20090226

Title: In vitro assessment of the pharmacodynamic properties of DB75, piperaquine, OZ277 and OZ401 in cultures of Plasmodium falciparum.

Journal: The Journal of antimicrobial chemotherapy 20081101

Title: Drug metabolism and pharmacokinetics.

Journal: Indian journal of pharmacology 20081001

Title: Characterization of the two major CYP450 metabolites of ozonide (1,2,4-trioxolane) OZ277.

Journal: Bioorganic & medicinal chemistry letters 20080301

Title: The future of artemisinins: natural, synthetic or recombinant?

Journal: Journal of biology 20080101

Title: In vitro susceptibility of P. falciparum populations from Colombia and Tanzania to a new synthetic peroxide (OZ277).

Journal: The American journal of tropical medicine and hygiene 20070601

Title: In vitro and in vivo interaction of synthetic peroxide RBx11160 (OZ277) with piperaquine in Plasmodium models.

Journal: Experimental parasitology 20070301

Title: Plasmodium vivax: in vitro susceptibility of blood stages to synthetic trioxolane compounds and the diamidine DB75.

Journal: Experimental parasitology 20060701

Title: In vitro assessment of the pharmacodynamic properties and the partitioning of OZ277/RBx-11160 in cultures of Plasmodium falciparum.

Journal: The Journal of antimicrobial chemotherapy 20060701

Title: Infectious diseases. Source of new hope against malaria is in short supply.

Journal: Science (New York, N.Y.) 20050107

Title: [Artemisinin and successors].

Journal: Pharmazie in unserer Zeit 20050101

Title: Synthetic antimalaria drug enters clinical trials.

Journal: The Lancet. Infectious diseases 20041001

Title: Identification of an antimalarial synthetic trioxolane drug development candidate.

Journal: Nature 20040819

Title: Vennerstrom JL, et al. Identification of an antimalarial synthetic trioxolane drug development candidate. Nature. 2004 Aug 19;430(7002):900-4.

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