Edaravone

CAT#: H329003

CAS#: 89-25-8

Description: Edaravone, also known as Radicut and MCI-186, is a novel potent free radical scavenger that has been clinically used to reduce the neuronal damage following ischemic stroke. Edaravone exerts neuroprotective effects by inhibiting endothelial injury and by ameliorating neuronal damage in brain ischemia. Edaravone provides the desirable features of NOS: it increases eNOS (beneficial NOS for rescuing ischemic stroke) and decreases nNOS and iNOS (detrimental NOS).

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Synthetic Routes

Edaravone - Synthetic Route 1

Edaravone route01

Synthetic reference

MacLean, Mark A.; Diez-Cecilia, Elena; Lavery, Christopher B.; Reed, Mark A.; Wang, Yanfei; Weaver, Donald F.; Stradiotto, Mark. Diversification of edaravone via palladium-catalyzed hydrazine cross-coupling: Applications against protein misfolding and oligomerization of beta-amyloid. Bioorganic & Medicinal Chemistry Letters. Department of Chemistry. Dalhousie University. Halifax, Can. B3H 4R2. Volume 26. Issue 1. Pages 100-104. 2016.

Edaravone - Synthetic Route 2

Edaravone route02

Synthetic reference

DeRuiter, Jack; Carter, Deborah Ann; Arledge, Wilmer Scott; Sullivan, Patrick J. Synthesis and reactions of 4-isopropylidene-1-aryl-3-methyl-2-pyrazolin-5-ones. Journal of Heterocyclic Chemistry. Sch. Pharm. Auburn Univ. Auburn, USA 36849. Volume 24. Issue 1. Pages 149-53. 1987.

Edaravone - Synthetic Route 3

Edaravone route03

Synthetic reference

Pashkevich, K. I.; Krokhalev, V. M.; Saloutin, V. I. Reaction of 2-acetyl-substituted polyfluorinated β-keto esters with amines. Izvestiya Akademii Nauk SSSR, Seriya Khimicheskaya. Inst. Khim. Sverdlovsk, USSR. Issue 6. Pages 1367-71. 1988.

Edaravone - Synthetic Route 4

Edaravone route04

Synthetic reference

Zhu, Ye-Fu; Wei, Bo-Le; Wei, Jiao-Jiao; Wang, Wen-Qiong; Song, Wei-Bin; Xuan, Li-Jiang. Synthesis of pyrazolones and pyrazoles via Pd-catalyzed aerobic oxidative dehydrogenation. Tetrahedron Letters. State Key Laboratory of Drug Research, Shanghai Institute of Materia Medica. Chinese Academy of Sciences. Shanghai, Peop. Rep. China 201203 Volume 60. Issue 17. Pages 1202-1205. 2019.

Edaravone - Synthetic Route 5

Edaravone route05

Synthetic reference

Zhao, Peng; Wu, Xia; Geng, Xiao; Wang, Can; Wu, Yan-Dong; Wu, An-Xin. Iodine-promoted five-component reaction using fragment assembly strategy to construct dihydrooxepines. Tetrahedron. Key Laboratory of Pesticide & Chemical Biology, Ministry of Education, College of Chemistry. Central China Normal University. Wuhan, Peop. Rep. China 430079. Volume 74. Issue 32. Pages 4323-4330. 2018.

Edaravone - Synthetic Route 6

Edaravone route06

Synthetic reference

Sun, Bin; Liu, Kai; Han, Jing; Zhao, Li-yu; Su, Xiao; Lin, Bin; Zhao, Dong-Mei; Cheng, Mao-Sheng. Design, synthesis, and biological evaluation of amide imidazole derivatives as novel metabolic enzyme CYP26A1 inhibitors. Bioorganic & Medicinal Chemistry. Key Laboratory of Structure-Based Drug Design and Discovery, Ministry of Education, School of Pharmaceutical Engineering. Shenyang Pharmaceutical University. Shenyang, Peop. Rep. China 110016. Volume 23. Issue 20. Pages 6763-6773. 2015.

Edaravone - Synthetic Route 7

Edaravone route07

Synthetic reference

Nasseri, Mohammad Ali; Salimi, Mehri; Esmaeili, Abbas Ali. Cellulose sulfuric acid as a bio-supported and efficient solid acid catalyst for synthesis of pyrazoles in aqueous medium. RSC Advances. Department of Chemistry, College of Sciences. University of Birjand. Birjand, Iran 97175-615. Volume 4. Issue 105. Pages 61193-61199. 2014.

Edaravone - Synthetic Route 8

Edaravone route08

Synthetic reference

Liu, Can; Zhu, Xianjin; Zhang, Pengxiang; Yang, Haijun; Zhu, Changjin; Fu, Hua. Axially Chiral Cyclic Diphosphine Ligand-Enabled Palladium-Catalyzed Intramolecular Asymmetric Hydroarylation. iScience. School of Chemistry and Chemical Engineering. Beijing Institute of Technology. Beijing, Peop. Rep. China. Volume 10. Pages 11-22. 2018.

Edaravone - Synthetic Route 9

Edaravone route09

Synthetic reference

Janin, Yves; Guillou, Sandrine. Preparation of alkoxypyrazoles. Assignee Institut Pasteur, Fr.; Centre National de la Recherche Scientifique (CNRS). WO 2010015657. 2010.

Edaravone - Synthetic Route 10

Edaravone route010

Synthetic reference

Min, Zhen-Li; Hu, Xia-Min. Tungstophosphoric acid-catalyzed synthesis of pyrazolones in water. Asian Journal of Chemistry. Department of Pharmacology. Medical College of Wuhan University of Science and Technology. Wuhan, Peop. Rep. China 430080. Volume 25. Issue 13. Pages 7290-7292. 2013.