edaravone   Click here for help

GtoPdb Ligand ID: 11994

Synonyms: MCI-186 | MCI186 | Radicava® | Radicut®
PDB Ligand
Compound class: Synthetic organic
Comment: Edaravone (MCI-186) is a free radical scavenger [1]. It is used clinically for its neuroprotective action.
2D Structure
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Physico-chemical Properties
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Hydrogen bond acceptors 3
Hydrogen bond donors 0
Rotatable bonds 1
Topological polar surface area 32.67
Molecular weight 174.08
XLogP 1.49
No. Lipinski's rules broken 0
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Canonical SMILES O=C1CC(=NN1c1ccccc1)C
Isomeric SMILES CC1=NN(C(=O)C1)c1ccccc1
InChI InChI=1S/C10H10N2O/c1-8-7-10(13)12(11-8)9-5-3-2-4-6-9/h2-6H,7H2,1H3
1. Abe S, Kirima K, Tsuchiya K, Okamoto M, Hasegawa T, Houchi H, Yoshizumi M, Tamaki T. (2004)
The reaction rate of edaravone (3-methyl-1-phenyl-2-pyrazolin-5-one (MCI-186)) with hydroxyl radical.
Chem Pharm Bull (Tokyo), 52 (2): 186-91. [PMID:14758002]
2. Jackson C, Heiman-Patterson T, Kittrell P, Baranovsky T, McAnanama G, Bower L, Agnese W, Martin M. (2019)
Radicava (edaravone) for amyotrophic lateral sclerosis: US experience at 1 year after launch.
Amyotroph Lateral Scler Frontotemporal Degener, 20 (7-8): 605-610. [PMID:31364409]
3. Kaste M, Murayama S, Ford GA, Dippel DW, Walters MR, Tatlisumak T, MCI-186 study group. (2013)
Safety, tolerability and pharmacokinetics of MCI-186 in patients with acute ischemic stroke: new formulation and dosing regimen.
Cerebrovasc Dis, 36 (3): 196-204. [PMID:24135530]
4. Lapchak PA. (2010)
A critical assessment of edaravone acute ischemic stroke efficacy trials: is edaravone an effective neuroprotective therapy?.
Expert Opin Pharmacother, 11 (10): 1753-63. [PMID:20491547]
5. Shan H, Jiao G, Cheng X, Dou Z. (2021)
Safety and efficacy of edaravone for patients with acute stroke: A protocol for randomized clinical trial.
Medicine (Baltimore), 100 (8): e24811. [PMID:33663100]
6. Yoshino H. (2019)
Edaravone for the treatment of amyotrophic lateral sclerosis.
Expert Rev Neurother, 19 (3): 185-193. [PMID:30810406]