Details
| Stereochemistry | ABSOLUTE |
| Molecular Formula | C22H36N2O4.C4H4O4 |
| Molecular Weight | 508.6044 |
| Optical Activity | UNSPECIFIED |
| Defined Stereocenters | 2 / 2 |
| E/Z Centers | 1 |
| Charge | 0 |
SHOW SMILES / InChI
SMILES
OC(=O)\C=C/C(O)=O.CC(C)(N)CNC(=O)C[C@H]1CC[C@]2(CC1)OOC3(O2)C4CC5CC(C4)CC3C5
InChI
InChIKey=SVDSPJJUJMMDFX-CXCXETQFSA-N
InChI=1S/C22H36N2O4.C4H4O4/c1-20(2,23)13-24-19(25)12-14-3-5-21(6-4-14)26-22(28-27-21)17-8-15-7-16(10-17)11-18(22)9-15;5-3(6)1-2-4(7)8/h14-18H,3-13,23H2,1-2H3,(H,24,25);1-2H,(H,5,6)(H,7,8)/b;2-1-/t14-,15?,16?,17?,18?,21+,22?;
| Molecular Formula | C4H4O4 |
| Molecular Weight | 116.0722 |
| Charge | 0 |
| Count |
|
| Stereochemistry | ACHIRAL |
| Additional Stereochemistry | No |
| Defined Stereocenters | 0 / 0 |
| E/Z Centers | 1 |
| Optical Activity | NONE |
| Molecular Formula | C22H36N2O4 |
| Molecular Weight | 392.5322 |
| Charge | 0 |
| Count |
|
| Stereochemistry | ABSOLUTE |
| Additional Stereochemistry | No |
| Defined Stereocenters | 2 / 2 |
| E/Z Centers | 0 |
| Optical Activity | UNSPECIFIED |
Arterolane is an anti-malarial drug developed by Ranbaxy Laboratories. Arterolane belongs to peroxidic antimalarial compounds. Upon administration, the drug is activated by heme of hemoglobin digested by malarial parasite. Activation produces free radicals, leading to alkylation of heme and proteins, critical for the survival of the parasite. Arterolane was approved for marketing in India in 2012 and received marketing authorization in several African countries in 2014.
Approval Year
PubMed
| Title | Date | PubMed |
|---|---|---|
| Identification of an antimalarial synthetic trioxolane drug development candidate. | 2004 Aug 19 |
|
| Synthetic antimalaria drug enters clinical trials. | 2004 Oct |
|
| [Artemisinin and successors]. | 2005 |
|
| Infectious diseases. Source of new hope against malaria is in short supply. | 2005 Jan 7 |
|
| In vitro assessment of the pharmacodynamic properties and the partitioning of OZ277/RBx-11160 in cultures of Plasmodium falciparum. | 2006 Jul |
|
| Plasmodium vivax: in vitro susceptibility of blood stages to synthetic trioxolane compounds and the diamidine DB75. | 2006 Jul |
|
| In vitro susceptibility of P. falciparum populations from Colombia and Tanzania to a new synthetic peroxide (OZ277). | 2007 Jun |
|
| In vitro and in vivo interaction of synthetic peroxide RBx11160 (OZ277) with piperaquine in Plasmodium models. | 2007 Mar |
|
| The future of artemisinins: natural, synthetic or recombinant? | 2008 Dec 15 |
|
| Characterization of the two major CYP450 metabolites of ozonide (1,2,4-trioxolane) OZ277. | 2008 Mar 1 |
|
| In vitro assessment of the pharmacodynamic properties of DB75, piperaquine, OZ277 and OZ401 in cultures of Plasmodium falciparum. | 2008 Nov |
|
| Drug metabolism and pharmacokinetics. | 2008 Oct |
|
| Simultaneous determination of OZ277, a synthetic 1,2,4-trioxolane antimalarial, and its polar metabolites in rat plasma using hydrophilic interaction chromatography. | 2009 Oct 1 |
|
| Comparative embryotoxicity of different antimalarial peroxides: in vitro study using the rat whole embryo culture model (WEC). | 2010 Dec |
|
| Development and validation of a headspace gas chromatographic method for the determination of residual solvents in arterolane (RBx11160) maleate bulk drug. | 2010 Jan |
|
| The structure-activity relationship of the antimalarial ozonide arterolane (OZ277). | 2010 Jan 14 |
|
| Arterolane, a new synthetic trioxolane for treatment of uncomplicated Plasmodium falciparum malaria: a phase II, multicenter, randomized, dose-finding clinical trial. | 2010 Sep 15 |
| Substance Class |
Chemical
Created
by
admin
on
Edited
Sat Dec 16 15:04:37 GMT 2023
by
admin
on
Sat Dec 16 15:04:37 GMT 2023
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| Record UNII |
1C86ZU1OEN
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| Record Status |
Validated (UNII)
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| Record Version |
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1C86ZU1OEN
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300000039291
Created by
admin on Sat Dec 16 15:04:37 GMT 2023 , Edited by admin on Sat Dec 16 15:04:37 GMT 2023
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ACTIVE MOIETY |