Chemical reactivity and uses of 1-phenyl-3-methyl-5-pyrazolone (PMP), also known as edaravone
- PMID: 32241621
- DOI: 10.1016/j.bmc.2020.115463
Chemical reactivity and uses of 1-phenyl-3-methyl-5-pyrazolone (PMP), also known as edaravone
Abstract
1-Phenyl-3-methyl-5-pyrazolone is a reagent, known as PMP, used to derivatize monosaccharides for the study of polysaccharides composition and structure, and for the dosage of carbohydrates in complex media. The same molecule is also known as edaravone, a drug approved for the treatment of stroke and amyotrophic lateral sclerosis. It is also a reactive molecule susceptible to form stable adducts with aromatic aldehydes, such as formylpterin and vanillin. In addition, the molecule serves as a scaffold to design of edaravone analogs and drug conjugates, with various pharmacological properties (antioxidant, anticancer, antiviral). We have analyzed the multiple usages of PMP/edaravone to highlight the reactivity of the molecule and its wide range of applications. This phenyl-pyrazolone compound, considered by many as a biochemical reagent and by other as a clinically useful drug, has not yet revealed the full extent of its capacities and benefits.
Keywords: Cancer; Carbohydrate; Chemical reactivity; Edaravone; PMP; Pterin.
Copyright © 2020 Elsevier Ltd. All rights reserved.
Conflict of interest statement
Declaration of Competing Interest The authors declare no conflict of interest.
Similar articles
-
Edaravone for the treatment of amyotrophic lateral sclerosis.Expert Rev Neurother. 2019 Mar;19(3):185-193. doi: 10.1080/14737175.2019.1581610. Epub 2019 Feb 27. Expert Rev Neurother. 2019. PMID: 30810406 Review.
-
Riluzole and edaravone: A tale of two amyotrophic lateral sclerosis drugs.Med Res Rev. 2019 Mar;39(2):733-748. doi: 10.1002/med.21528. Epub 2018 Aug 12. Med Res Rev. 2019. PMID: 30101496 Review.
-
Edaravone for amyotrophic lateral sclerosis: barriers to access and lifeboat ethics.CMAJ. 2020 Mar 23;192(12):E319-E320. doi: 10.1503/cmaj.191236. CMAJ. 2020. PMID: 32392516 Free PMC article. No abstract available.
-
Edaravone May Prevent Ferroptosis in ALS.Curr Drug Targets. 2020;21(8):776-780. doi: 10.2174/1389450121666200220123305. Curr Drug Targets. 2020. PMID: 32077821 Review.
-
Efficacy and safety of edaravone in treatment of amyotrophic lateral sclerosis-a systematic review and meta-analysis.Neurol Sci. 2019 Feb;40(2):235-241. doi: 10.1007/s10072-018-3653-2. Epub 2018 Nov 27. Neurol Sci. 2019. PMID: 30483992
Cited by
-
Synthesis of 4,4'-(arylmethylene)bis(3-methyl-1-phenyl-1H-pyrazol-5-ols) and evaluation of their antioxidant and anticancer activities.BMC Chem. 2021 Jun 3;15(1):38. doi: 10.1186/s13065-021-00765-y. BMC Chem. 2021. PMID: 34082794 Free PMC article.
-
Reactive Oxygen Species Cause Exercise-Induced Angina in a Myocardial Ischaemia-Reperfusion Injury Model.Int J Mol Sci. 2022 Mar 4;23(5):2820. doi: 10.3390/ijms23052820. Int J Mol Sci. 2022. PMID: 35269964 Free PMC article.
-
Antioxidant Properties and Aldehyde Reactivity of PD-L1 Targeted Aryl-Pyrazolone Anticancer Agents.Molecules. 2022 May 21;27(10):3316. doi: 10.3390/molecules27103316. Molecules. 2022. PMID: 35630791 Free PMC article.
-
Edaravone Inhibits the Production of Reactive Oxygen Species in Phagocytosis- and PKC-Stimulated Granulocytes from Multiple Sclerosis Patients Edaravone Modulate Oxidative Stress in Multiple Sclerosis.J Cent Nerv Syst Dis. 2022 May 16;14:11795735221092524. doi: 10.1177/11795735221092524. eCollection 2022. J Cent Nerv Syst Dis. 2022. PMID: 35599854 Free PMC article.
-
HR-MS Analysis of the Covalent Binding of Edaravone to 5-Formylpyrimidine Bases and a DNA Oligonucleotide Containing a 5-Formylcytidine Residue.Rapid Commun Mass Spectrom. 2025 Jul 30;39(14):e10050. doi: 10.1002/rcm.10050. Rapid Commun Mass Spectrom. 2025. PMID: 40255098 Free PMC article.
Publication types
MeSH terms
Substances
LinkOut - more resources
Full Text Sources
Medical