3-methyl-1-phenyl-4,5-dihydro-1H-pyrazol-5-one

• ChemBase ID: 73123
• Molecular Formular: C10H10N2O
• Molecular Mass: 174.1992
• Monoisotopic Mass: 174.07931295
• SMILES: C1(=NN(C(=O)C1)c1ccccc1)C
• Canonical SMILES: O=C1CC(=NN1c1ccccc1)C
• InChI: InChI=1S/C10H10N2O/c1-8-7-10(13)12(11-8)9-5-3-2-4-6-9/h2-6H,7H2,1H3
• InChIKey: QELUYTUMUWHWMC-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 3-methyl-1-phenyl-4,5-dihydro-1H-pyrazol-5-one
• IUPAC Traditional name: edaravone
• Synonyms: 3-methyl-1-phenyl-1H-pyrazol-5(4H)-one; 3-Methyl-1-phenyl-2-pyrazoline-5-one; Radicut; MCI-186; Edaravone; 3-Methyl-1-phenyl-2-pyrazolin-5-one; 2,4-Dihydro-5-methyl-2-phenyl-3H-pyrazol-3-one; 1-Phenyl-3-methyl-1H-4,5-dihydropyrazol-5-one; Methylphenylpyrazolone; NCI-C 03952; NSC 12; NSC 26139; NSC 2629; Norantipyrine; Norphenazone; 3-Methyl-1-phenyl-2-pyrazoline-5-one; 1-PHENYL-3-METHYL-5-PYRAZOLONE; 3-METHYL-1-PHENYL-2-PYRAZOLIN-5-ONE; 3-甲基-1-苯基-2-吡唑啉-5-酮

Database IDs

• CAS Number: 89-25-8; 19735-89-8
• EC Number: 201-891-0
• MDL Number: MFCD00003138
• Beilstein Number: 609575
• Merck Index: 146713
• PubChem SID: 162038043; 24885706; 24897140
• PubChem CID: 4021
• CHEBI ID: 31530
• CHEMBL: 290916
• Chemspider ID: 3881
• KEGG ID: D01552
• Unique Ingredient Identifier: S798V6YJRP
• Wikipedia Title: Edaravone

CALCULATED PROPERTIES

• Acid pKa: 13.44572
• H Acceptors: 2
• H Donor: 0
• LogD (pH = 5.5): 1.5267006
• LogD (pH = 7.4): 1.5267003
• Log P: 1.5267006
• Molar Refractivity: 49.4925 cm^3
• Polarizability: 18.878265 Å^3
• Polar Surface Area: 32.67 Å^2
• Rotatable Bonds: 1
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: DMSO; Methanol
• Apperance: Off-White Solid
• Melting Point: 123-127°C; 126-128 °C; 126-128 °C(lit.); 127-131°C
• Boiling Point: 191°C/17mm; 287 °C/265 mmHg(lit.)
• Density: 1.120
• Vapor Pressure: <0.01 mm Hg at 20 °C

Safety Information

• Storage Condition: -20°C; -20°C Freezer; Room Temperature (15-30°C)
• RTECS: UQ9625000
• European Hazard Symbols: Irritant (Xi)
• German water hazard class: 1
• Risk Statements: 36/37/38
• Safety Statements: 26-36
• TSCA Listed: 是
• GHS Pictograms: GHS07
• GHS Signal Word: Warning
• GHS Hazard statements: H302-H315-H319-H335; H303
• GHS Precautionary statements: P261-P305 + P351 + P338
• Personal Protective Equipment: dust mask type N95 (US), Eyeshields, Gloves

Pharmacology Properties

• Admin Routes: Oral
• Legal Status: Rx-only

Product Information

• Purity: ≥98.0% (NT); 95+%; 97%; 98%; 98+%; 99%
• Grade: JIS special grade; purum
• Salt Data: Free Base
• Empirical Formula (Hill Notation): C10H10N2O

DETAILS

MP Biomedicals - 02151841

Crystalline

Selleck Chemicals - S1326

Research Area: Cardiovascular Disease
Biological Activity:
Edaravone(MCI-186), a strong novel free radical scavenger, is used for treatment of patients with acute brain infarction. Edaravone has preventive effects on myocardial injury following ischemia and reperfusion in patients with acute myocardial infarction. Antioxidant actions of edaravone include enhancement of prostacyclin production, inhibition of lipoxygenase metabolism of arachidonic acid by trapping hydroxyl radicals, inhibition of alloxan-induced lipid peroxidation, and quenching of active oxygen, leading to protection of various cells, such as endothelial cells, against damage by reactive oxygen species (ROS). [1]

Sigma Aldrich - M70800

Application
Reagent for detection of reducing carbohydrates by ESI/MALDI -MS.1
Packaging
5, 100, 500 g in glass bottle

Sigma Aldrich - 24-2109

Suitability
environmental analysis

Toronto Research Chemicals - E335000

Edaravone inhibits the disease activity in rheumatoid arthritis.

REFERENCES

• Watanabe T et al. Yakugaku Zasshi. 2004 Mar;124(3):99-111
• Cimen, M., et al.: Clin. Rheumatology, 19, 275 (2000)
• Mazzetti, I., et al.: Clin. Sci., 101, 593 (2000)
• Criswell, L., et al.: Am. J. Med., 112, 465 (2000)
• Undergoes lithiation with n-BuLi at the methylene group; see, e.g.: Synth. Commun., 20, 477 (1990).