ARTEROLANE

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

Structure Search

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-

HIDE SMILES / InChI

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

Description
Sources: https://www.ncbi.nlm.nih.gov/pubmed/15318224 | https://www.ncbi.nlm.nih.gov/pubmed/29020247 | https://www.business-standard.com/content/b2b-pharma/ranbaxy-receives-approval-for-malaria-drug-synriam-from-7-african-countries-114121700050_1.html

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
Synthetic antimalaria drug enters clinical trials.	2004 Oct	15470761
Characterization of the two major CYP450 metabolites of ozonide (1,2,4-trioxolane) OZ277.	2008 Mar 1	18262417
Drug metabolism and pharmacokinetics.	2008 Oct	21593983
The structure-activity relationship of the antimalarial ozonide arterolane (OZ277).	2010 Jan 14	19924861
Arterolane, a new synthetic trioxolane for treatment of uncomplicated Plasmodium falciparum malaria: a phase II, multicenter, randomized, dose-finding clinical trial.	2010 Sep 15	20687837

Substance Class	Chemical Created by `admin` on `Fri Dec 15 18:30:03 GMT 2023` Edited by `admin` on `Fri Dec 15 18:30:03 GMT 2023`
Record UNII	3N1TN351VB
Record Status	`Validated (UNII)`
Record Version

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Name

Type

Language

ARTEROLANE

Official Name

English

OZ-277

Code

English

RBX11160

Code

English

DISPIRO(CYCLOHEXANE-1,3'-(1,2,4)TRIOXOLANE-5',2''-TRICYCLO(3.3.1.13,7)DECANE)-4-ACETAMIDE, N-(2-AMINO-2-METHYLPROPYL)-, CIS-

Common Name

English

OZ 277

Code

English

arterolane [INN]

Common Name

English

Arterolane [WHO-DD]

Common Name

English

RBX-11160

Code

English

Classification Tree Code System Code

WHO-ATC

P01BX02