What is 5-Methyl-2-phenyl-1,2-dihydropyrazol-3-one CAS 89-25-8?
5-Methyl-2-phenyl-1,2-dihydropyrazol-3-one CAS 89-25-8 (also widely known as Edaravone, 3-methyl-1-phenyl-5-pyrazolone, or PMP) is a heterocyclic organic compound belonging to the pyrazolone family. It is typically supplied as an off-white to light-yellow crystalline powder. Due to its unique tautomeric structure, it possesses exceptional free radical scavenging performance and potent antioxidant activity. It is highly valued as a critical intermediate in advanced pharmaceutical manufacturing, a functional building block in fine chemical and dye synthesis, and a specialized derivatization reagent in analytical carbohydrate chemistry.
Specifications
| Item |
Value |
| Appearance |
Off-white to light yellow crystalline powder |
| Melting Point |
126-128 °C |
| Boiling Point |
287 °C / 265 mmHg |
| Density |
1.12 g/cm3 |
| pKa |
7.0 (at 25 °C) |
| pH |
4.0-4.4 (H2O, 20 °C, saturated aqueous solution) |
| Solubility |
3.30 g/L in water; soluble in methanol, ethanol, and dilute mineral acids |
| Storage Conditions |
Store at 2-8 °C, protect from light and moisture |
Features
- Potent Free Radical Scavenging: Acts as a powerful lipophilic antioxidant that efficiently scavenges reactive oxygen species (ROS), including hydroxyl radicals, peroxyl radicals, and lipid peroxides.
- Highly Reactive Pyrazolone Core: The nitrogen-containing heterocyclic ring contains an active methylene group capable of smoothly undergoing condensation, alkylation, and coupling reactions.
- Excellent Analytical Derivatization: Readily undergoes condensation with reducing carbohydrates under mild conditions, adding a strong ultraviolet (UV) absorbing chromophore for precise chromatographic tracking.
- Outstanding Solid-State Stability: Demonstrates stable shelf life and resistance to thermal degradation under proper dry, low-temperature handling protocols.
Applications
- Pharmaceutical Manufacturing & Research: Utilized directly as an active pharmaceutical ingredient (API) or core building block in the synthesis of neuroprotective therapeutics, anti-inflammatory compounds, and cardiovascular agents designed to mitigate oxidative stress.
- Analytical Chemistry & Glycomics: Widely used as a pre-column derivatization reagent (PMP labeling) for high-performance liquid chromatography (HPLC), capillary electrophoresis, and ESI/MALDI-MS analysis of reducing sugars and complex glycans.
- Fine Chemical & Heterocyclic Synthesis: Deployed as a key structural scaffold for creating complex organic compounds, agricultural crop protection agents, and industrial chemical stabilizers.
- Dyes & Pigments Intermediate: Applied as a vital coupling intermediate in the synthetic dye industry to produce high-brilliancy pyrazolone-based azobenzene colorants, plastics colorants, and photographic processing chemicals.
Packaging
Mikem offers flexible packaging options, including 25 kg of fiber drums for liquid products and 15–25 kg PP/PE bags for powder products, all customizable to meet your specific needs.