Details
Stereochemistry | ABSOLUTE |
Molecular Formula | C22H36N2O4 |
Molecular Weight | 392.5322 |
Optical Activity | UNSPECIFIED |
Defined Stereocenters | 3 / 3 |
E/Z Centers | 0 |
Charge | 0 |
Stereo Comments | CIS |
SHOW SMILES / InChI
SMILES
CC(C)(N)CNC(=O)C[C@H]1CC[C@@]2(CC1)OO[C@@]3(O2)C4CC5CC(C4)CC3C5
InChI
InChIKey=VXYZBLXGCYNIHP-ACBWXVLLSA-N
InChI=1S/C22H36N2O4/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/h14-18H,3-13,23H2,1-2H3,(H,24,25)/t14-,15?,16?,17?,18?,21-,22-
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 |
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In vitro assessment of the pharmacodynamic properties and the partitioning of OZ277/RBx-11160 in cultures of Plasmodium falciparum. | 2006 Jul |
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In vitro and in vivo interaction of synthetic peroxide RBx11160 (OZ277) with piperaquine in Plasmodium models. | 2007 Mar |
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Drug metabolism and pharmacokinetics. | 2008 Oct |
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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 |
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Comparative embryotoxicity of different antimalarial peroxides: in vitro study using the rat whole embryo culture model (WEC). | 2010 Dec |
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The structure-activity relationship of the antimalarial ozonide arterolane (OZ277). | 2010 Jan 14 |
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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
Fri Dec 15 18:30:03 GMT 2023
by
admin
on
Fri Dec 15 18:30:03 GMT 2023
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Record UNII |
3N1TN351VB
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Record Status |
Validated (UNII)
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P01BX02
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C166684
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3N1TN351VB
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ARTEROLANE
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Related Record | Type | Details | ||
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SALT/SOLVATE -> PARENT | |||
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TARGET -> INHIBITOR |
EC50
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Related Record | Type | Details | ||
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ACTIVE MOIETY |