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Details

Stereochemistry ACHIRAL
Molecular Formula C10H10N2O
Molecular Weight 174.1992
Optical Activity NONE
Defined Stereocenters 0 / 0
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of EDARAVONE

SMILES

CC1=NN(C(O)=C1)C2=CC=CC=C2

InChI

InChIKey=PLVBQEFRONZLHO-UHFFFAOYSA-N
InChI=1S/C10H10N2O/c1-8-7-10(13)12(11-8)9-5-3-2-4-6-9/h2-7,13H,1H3

HIDE SMILES / InChI

Description

Edaravone is a free radical scavenger developed for the treatment of amyotrophic lateral sclerosis.

CNS Activity

Approval Year

Targets

Targets

Primary TargetPharmacologyConditionPotency
Conditions

Conditions

ConditionModalityTargetsHighest PhaseProduct
Primary
RADICUT
Primary
RADICUT
PubMed

PubMed

TitleDatePubMed
Protection by a radical scavenger edaravone against cisplatin-induced nephrotoxicity in rats.
2002 Sep 13
Normalization by edaravone, a free radical scavenger, of irradiation-reduced endothelial nitric oxide synthase expression.
2003 Aug 22
Edaravone protects against lung injury induced by intestinal ischemia/reperfusion in rat.
2005 Feb 1
MCI-186 (edaravone), a free radical scavenger, attenuates hepatic warm ischemia-reperfusion injury in rats.
2005 Jul
Edaravone, a novel radical scavenger, inhibits oxidative modification of low-density lipoprotein (LDL) and reverses oxidized LDL-mediated reduction in the expression of endothelial nitric oxide synthase.
2005 Mar
The antioxidant edaravone attenuates pressure overload-induced left ventricular hypertrophy.
2005 May
Effect of a novel free radical scavenger, edaravone, on puromycin aminonucleoside induced nephrosis in rats.
2005 Oct
A free radical scavenger but not FGF-2-mediated angiogenic therapy rescues myonephropathic metabolic syndrome in severe hindlimb ischemia.
2006 Apr
Protective effect of the radical scavenger edaravone against methamphetamine-induced dopaminergic neurotoxicity in mouse striatum.
2006 Aug 7
Edaravone inhibits rheumatoid synovial cell proliferation and migration.
2006 Feb
Electron spin resonance and spin trapping technique provide direct evidence that edaravone prevents acute ischemia-reperfusion injury of the liver by limiting free radical-mediated tissue damage.
2006 Jun
An antioxidant treatment potentially protects myocardial energy metabolism by regulating uncoupling protein 2 expression in a chronic beta-adrenergic stimulation rat model.
2006 May 15
Edaravone reduces ischemia-reperfusion injury mediators in rat liver.
2007 Jan
A case report of acute renal failure and fulminant hepatitis associated with edaravone administration in a cerebral infarction patient.
2007 Jun
[Ischemic stroke associated with LH-RH analogue (leuprorelin) administration in a young woman].
2007 May
Administration of free radical scavenger edaravone associated with higher frequency of hemorrhagic transformation in patients with cardiogenic embolism.
2008 Jul
Edaravone protects against MPP+ -induced cytotoxicity in rat primary cultured astrocytes via inhibition of mitochondrial apoptotic pathway.
2008 Sep
[Effects of edaravone on the expression of interleukin-1beta, nuclear factor-kappaB and neuron apoptosis in juvenile rat hippocampus after status convulsion].
2009 Aug
Edaravone, a free radical scavenger, inhibits MMP-9-related brain hemorrhage in rats treated with tissue plasminogen activator.
2009 Feb
Expression of syndecan-2 in the amoeboid microglial cells and its involvement in inflammation in the hypoxic developing brain.
2009 Feb
Expression of angiotensin II and its receptors in the normal and hypoxic amoeboid microglial cells and murine BV-2 cells.
2009 Feb 18
Neuroprotective effects of edaravone, a free radical scavenger, on the rat hippocampus after pilocarpine-induced status epilepticus.
2009 Jan
Reactive oxygen species modulate growth of cerebral aneurysms: a study using the free radical scavenger edaravone and p47phox(-/-) mice.
2009 Jul
Oxygen-glucose deprivation activates 5-lipoxygenase mediated by oxidative stress through the p38 mitogen-activated protein kinase pathway in PC12 cells.
2009 Mar
Acute urinary retention and subsequent catheterization cause lipid peroxidation and oxidative DNA damage in the bladder: preventive effect of edaravone, a free-radical scavenger.
2009 Sep
Protective effect of edaravone against PrP106-126-induced PC12 cell death.
2010 Jul-Aug
Edaravone improves the expression of nerve growth factor in human astrocytes subjected to hypoxia/reoxygenation.
2010 Mar
Protective effect of edaravone, a free-radical scavenger, on ischaemia-reperfusion injury in the rat testis.
2010 Mar
Protective effects of the free radical scavenger edaravone on acute pancreatitis-associated lung injury.
2010 Mar 25
[Effects of edaravone on the expression of GRP78, Caspase-12, and neuron apoptosis in juvenile rat hippocampus after status convulsive].
2011 Jan
Edaravone inhibits hypoxia-induced trophoblast-soluble Fms-like tyrosine kinase 1 expression: a possible therapeutic approach to preeclampsia.
2014 Jul
Effects of Astragaloside IV combined with the active components of Panax notoginseng on oxidative stress injury and nuclear factor-erythroid 2-related factor 2/heme oxygenase-1 signaling pathway after cerebral ischemia-reperfusion in mice.
2014 Oct
A novel pyrazolone-based derivative induces apoptosis in human esophageal cells via reactive oxygen species (ROS) generation and caspase-dependent mitochondria-mediated pathway.
2015 Apr 25
Change in soluble epoxide hydrolase (sEH) during cisplatin-induced acute renal failure in mice.
2015 Aug
Ginsenoside Rd attenuates Aβ25-35-induced oxidative stress and apoptosis in primary cultured hippocampal neurons.
2015 Sep 5
Patents

Sample Use Guides

In Vivo Use Guide
30 mg of edaravone diluted with an appropriate volume of physiological saline, intravenously over 30 minutes twice a day in the morning and the evening (stroke); 60 mg of edaravone diluted with an appropriate volume of physiological saline, intravenously over 60 minutes once a day (amyotrophic lateral sclerosis).
Route of Administration: Intravenous
In Vitro Use Guide
1 uM or more of edaravone inhibited cultured vascular endothelial cell injury in vitro caused by 15-HPETE (hydroperoxyeicosatetraenoic acid).
Name Type Language
EDARAVONE
HSDB   INN   JAN   MART.   USAN   WHO-DD  
USAN   INN  
Official Name English
3H-PYRAZOL-3-ONE, 2,4-DIHYDRO-5-METHYL-2-PHENYL-
Systematic Name English
COLOREX PMP
Brand Name English
ANTIPYRINE RELATED COMPOUND A
USP-RS  
Common Name English
NORPHENAZONE [MI]
Common Name English
NSC-12
Code English
NSC-2629
Code English
C.I. DEVELOPER 1
Common Name English
NORPHENAZONE
MI  
Common Name English
DEVELOPER Z
Common Name English
RADICUT
Brand Name English
EDARAVONE [USAN]
Common Name English
EDARAVONE [HSDB]
Common Name English
EDARAVONE [WHO-DD]
Common Name English
MCI-186
Code English
1-PHENYL-3-METHYL-5-PYRAZOLONE
Systematic Name English
RADICAVA
Brand Name English
NSC-26139
Code English
JAROCOL PMP
Brand Name English
3-METHYL-1-PHENYL-2-PYRAZOLIN-5-ONE
Systematic Name English
PHENYL METHYL PYRAZOLONE
INCI  
INCI  
Official Name English
ANTIPYRINE RELATED COMPOUND A [USP-RS]
Common Name English
EDARAVONE [MART.]
Common Name English
EDARAVONE [JAN]
Common Name English
PHENYLMETHYLPYRAZOLONE
Systematic Name English
PHENYL METHYL PYRAZOLONE [INCI]
Common Name English
EDARAVONE [INN]
Common Name English
Classification Tree Code System Code
NCI_THESAURUS C1509
Created by admin on Mon Oct 21 20:48:33 UTC 2019 , Edited by admin on Mon Oct 21 20:48:33 UTC 2019
WHO-ATC N07XX14
Created by admin on Mon Oct 21 20:48:33 UTC 2019 , Edited by admin on Mon Oct 21 20:48:33 UTC 2019
FDA ORPHAN DRUG 478215
Created by admin on Mon Oct 21 20:48:33 UTC 2019 , Edited by admin on Mon Oct 21 20:48:33 UTC 2019
EU-Orphan Drug EU/3/15/1510
Created by admin on Mon Oct 21 20:48:33 UTC 2019 , Edited by admin on Mon Oct 21 20:48:33 UTC 2019
FDA ORPHAN DRUG 465514
Created by admin on Mon Oct 21 20:48:33 UTC 2019 , Edited by admin on Mon Oct 21 20:48:33 UTC 2019
Code System Code Type Description
JAPANESE REVIEW
RADICUT
Created by admin on Mon Oct 21 20:48:33 UTC 2019 , Edited by admin on Mon Oct 21 20:48:33 UTC 2019
PRIMARY APPROVED JUNE 2015
RXCUI
1921877
Created by admin on Mon Oct 21 20:48:33 UTC 2019 , Edited by admin on Mon Oct 21 20:48:33 UTC 2019
PRIMARY
CAS
89-25-8
Created by admin on Mon Oct 21 20:48:33 UTC 2019 , Edited by admin on Mon Oct 21 20:48:33 UTC 2019
PRIMARY
MESH
C005435
Created by admin on Mon Oct 21 20:48:33 UTC 2019 , Edited by admin on Mon Oct 21 20:48:33 UTC 2019
PRIMARY
ChEMBL
CHEMBL290916
Created by admin on Mon Oct 21 20:48:33 UTC 2019 , Edited by admin on Mon Oct 21 20:48:33 UTC 2019
PRIMARY
PUBCHEM
4021
Created by admin on Mon Oct 21 20:48:33 UTC 2019 , Edited by admin on Mon Oct 21 20:48:33 UTC 2019
PRIMARY
CAS
942-32-5
Created by admin on Mon Oct 21 20:48:33 UTC 2019 , Edited by admin on Mon Oct 21 20:48:33 UTC 2019
ALTERNATIVE
HSDB
89-25-8
Created by admin on Mon Oct 21 20:48:33 UTC 2019 , Edited by admin on Mon Oct 21 20:48:33 UTC 2019
PRIMARY
WIKIPEDIA
EDARAVONE
Created by admin on Mon Oct 21 20:48:33 UTC 2019 , Edited by admin on Mon Oct 21 20:48:33 UTC 2019
PRIMARY
ECHA (EC/EINECS)
201-891-0
Created by admin on Mon Oct 21 20:48:33 UTC 2019 , Edited by admin on Mon Oct 21 20:48:33 UTC 2019
PRIMARY
INN
7362
Created by admin on Mon Oct 21 20:48:33 UTC 2019 , Edited by admin on Mon Oct 21 20:48:33 UTC 2019
PRIMARY
EVMPD
SUB06453MIG
Created by admin on Mon Oct 21 20:48:33 UTC 2019 , Edited by admin on Mon Oct 21 20:48:33 UTC 2019
PRIMARY
MERCK INDEX
M8072
Created by admin on Mon Oct 21 20:48:33 UTC 2019 , Edited by admin on Mon Oct 21 20:48:33 UTC 2019
PRIMARY Merck Index
ECHA (EC/EINECS)
213-390-4
Created by admin on Mon Oct 21 20:48:33 UTC 2019 , Edited by admin on Mon Oct 21 20:48:33 UTC 2019
ALTERNATIVE
NCI_THESAURUS
C74323
Created by admin on Mon Oct 21 20:48:33 UTC 2019 , Edited by admin on Mon Oct 21 20:48:33 UTC 2019
PRIMARY
EPA CompTox
942-32-5
Created by admin on Mon Oct 21 20:48:33 UTC 2019 , Edited by admin on Mon Oct 21 20:48:33 UTC 2019
PRIMARY