5-Methyl-2-phenyl-1,2-dihydropyrazol-3-one
- CAS No.
- 89-25-8
- Chemical Name:
- 5-Methyl-2-phenyl-1,2-dihydropyrazol-3-one
- Synonyms
- PMP;EDARAVONE;1-Phenyl-3-methyl-5-pyrazolone;5-METHYL-2-PHENYL-2,4-DIHYDRO-3H-PYRAZOL-3-ONE;3-methyl-1-phenyl-1H-pyrazol-5(4H)-one;Norphenazone;3-METHYL-1-PHENYL-5-PYRAZOLONE;3-METHYL-1-PHENYL-2-PYRAZOLIN-5-ONE;MONOPYRAZOLONE;PHENYLMETHYLPYRAZOLON
- CBNumber:
- CB1287462
- Molecular Formula:
- C10H10N2O
- Molecular Weight:
- 174.2
- MDL Number:
- MFCD00003138
- MOL File:
- 89-25-8.mol
- MSDS File:
- SDS
Melting point | 126-128 °C(lit.) |
---|---|
Boiling point | 287 °C265 mm Hg(lit.) |
Density | 1,12 g/cm3 |
vapor pressure | 0.016Pa at 20℃ |
refractive index | 1.6300 (estimate) |
Flash point | 191°C/17mm |
storage temp. | 2-8°C |
solubility | 3.30g/l |
pka | 2.73±0.50(Predicted) |
form | Crystalline Powder |
color | Yellow to beige |
PH | 4.0-4.4 (H2O, 20℃)(saturated aqueous solution) |
Water Solubility | 3 g/L (20 ºC) |
Merck | 14,6713 |
BRN | 609575 |
Stability | Stable for 2 years from date of purchase as supplied. Solutions in DMSO or ethanol may be stored at -20° for up to 3 months. |
InChIKey | QELUYTUMUWHWMC-UHFFFAOYSA-N |
LogP | 0.75 at 24℃ |
CAS DataBase Reference | 89-25-8(CAS DataBase Reference) |
FDA UNII | S798V6YJRP |
ATC code | N07XX14 |
NIST Chemistry Reference | 3H-Pyrazol-3-one, 2,4-dihydro-5-methyl-2-phenyl-(89-25-8) |
EPA Substance Registry System | 1-Phenyl-3-methyl-5-pyrazolone (89-25-8) |
SAFETY
Risk and Safety Statements
Symbol(GHS) | ![]() GHS07 |
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Signal word | Warning | |||||||||
Hazard statements | H302-H319 | |||||||||
Precautionary statements | P264-P270-P280-P301+P312-P305+P351+P338-P337+P313 | |||||||||
Hazard Codes | Xi | |||||||||
Risk Statements | 36/37/38 | |||||||||
Safety Statements | 26-36 | |||||||||
WGK Germany | 1 | |||||||||
RTECS | UQ9625000 | |||||||||
TSCA | Yes | |||||||||
HS Code | 29331990 | |||||||||
Toxicity | LD50 orl-rat: 3500 mg/kg LONZA# 08FEB79 | |||||||||
NFPA 704 |
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5-Methyl-2-phenyl-1,2-dihydropyrazol-3-one price More Price(49)
Manufacturer | Product number | Product description | CAS number | Packaging | Price | Updated | Buy |
---|---|---|---|---|---|---|---|
Sigma-Aldrich | PHR2348 | Antipyrine Related Compound A Pharmaceutical Secondary Standard; Certified Reference Material | 89-25-8 | 50MG | $534 | 2024-03-01 | Buy |
Sigma-Aldrich | 443300 | MCI-186 | 89-25-8 | 500mg | $96.7 | 2024-03-01 | Buy |
Sigma-Aldrich | 1040016 | Antipyrine Related Compound A United States Pharmacopeia (USP) Reference Standard | 89-25-8 | 25mg | $1300 | 2024-03-01 | Buy |
TCI Chemical | M0687 | 3-Methyl-1-phenyl-5-pyrazolone >98.0%(HPLC)(T) | 89-25-8 | 25g | $21 | 2024-03-01 | Buy |
TCI Chemical | M0687 | 3-Methyl-1-phenyl-5-pyrazolone >98.0%(HPLC)(T) | 89-25-8 | 500g | $43 | 2024-03-01 | Buy |
5-Methyl-2-phenyl-1,2-dihydropyrazol-3-one Chemical Properties,Uses,Production
Description
Edaravone was marketed in Japan for improving neurologic recovery following acute brain infarction. Currently, several agents classified as neuroprotectants and acting by diverse mechanisms (inhibition of glutamate release, blockade of calcium channels, lazaroids) have been marketed for treating the outcomes of brain damage due to trauma, ischemia or cardiac arrest. Edavarone is the first antioxidant with free radical scavenging activity to be introduced for this pathology. This previously described molecule (in particular as norantipyrine, one of three metabolites of antipyrine in mammals) can be simply prepared by direct cyclization of phenylhydrazine with alkylacetoacetate. Edarevone is a lipophilic agent, readily accessible to brain tissue, that is capable of reducing edema in the brain following ischemia by blocking the arachidonic acid cascade triggering peroxidative neurodegeneration. Interestingly, this agent has been shown to quench active oxygen species in endothelial cell homogenate, as well as inhibiting in vitro lipid peroxidative disintegration of membranes, so making this compound effective during reperfusion following ischemic injury. As an additional indication, phase III trials started with edaravone for increasing the chance of recovery after subarachnoid hemorrhage.
Description
MCI-
Chemical Properties
Off white to light yellow powder
Originator
Mitsubishi Pharma (Japan)
Uses
3-Methyl-1-phenyl-2-pyrazolin-5-one used as reagent for detection of reducing carbohydrates by ESI/MALDI -MS.
Uses
antioxidant, lipoxygenase inhibitor
Uses
Edaravone inhibits the disease activity in rheumatoid arthritis.
Definition
ChEBI: A pyrazolone that is 2,4-dihydro-3H-pyrazol-3-one which is substituted at positions 2 and 5 by phenyl and methyl groups, respectively.
brand name
Radicut
General Description
A free radical scavenger and antioxidant that reduces post-ischemic brain injury. Inhibits iron-dependent peroxidation in rat brain homogenates (IC50 = 15 μM). Inhibits mitochondrial permeability transition pore.
Hazard
Toxic by ingestion.
Flammability and Explosibility
Not classified
Biological Activity
A radical scavenger and antioxidant which is able to protect against the effects of ischemia, probably by inhibiting the lipoxygenase system. Protects against MPTP-induced neurotoxicity.
Biochem/physiol Actions
Product does not compete with ATP.
Safety Profile
Moderately toxic by ingestion andintraperitoneal routes. An eye irritant. When heated todecomposition it emits toxic fumes of NOx.
storage
Store at RT
Purification Methods
Crystallise the pyrazolone from hot H2O, EtOH or EtOH/water (1:1). It complexes with metals. [Veibel et al. Acta Chim Scand 6 1066 1952, Beilstein 24 II 9, 24 III/IV 71.]
References
1) Watanabe et al. (1994), Protective effects of MCI-186 on cerebral ischemia:possible involvement of free radical scavenging and antioxidant actions; J. Pharmacol. Exp. Ther., 268 1597 2) Yoshida et al. (2006) Neuroprotective effects of edaravone:a novel free radical scavenger in cerebrovascular injury; CNS Drug Reviews, 12 9 3) Kawasaki et al. (2007) Edaravone (3-Methyl-1-phenyl-2-pyrazolin-5-one), a Radical Scavenger, Prevents 1-Methyl-4-phenyl-1,2,3,6-tetrahydropyridine-induced Neurotoxicity in the Substantia Nigra but Not the Striatum; J. Pharmacol. Exp. Ther., 322 274
5-Methyl-2-phenyl-1,2-dihydropyrazol-3-one Preparation Products And Raw materials
Supplier | Tel | Country | ProdList | Advantage | |
---|---|---|---|---|---|
Guangzhou TongYi biochemistry technology Co.,LTD | +8613073028829 | mack@tongyon.com | China | 2996 | 58 |
Alfa Chemistry | Info@alfa-chemistry.com | United States | 24072 | 58 | |
Hebei Chuanghai Biotechnology Co,.LTD | +86-13131129325 | sales1@chuanghaibio.com | China | 5823 | 58 |
Hebei Jingbo New Material Technology Co., Ltd | +8619931165850 | hbjbtech@163.com | China | 1000 | 58 |
Henan Fengda Chemical Co., Ltd | +86-371-86557731 +86-13613820652 | info@fdachem.com | China | 20294 | 58 |
Hangzhou Hyper Chemicals Limited | +86-0086-57187702781 +8613675893055 | info@hyper-chem.com | China | 265 | 58 |
Hebei Saisier Technology Co., LTD | +86-18400010335 +86-18034520335 | admin@hbsaisier.cn | China | 996 | 58 |
Hebei Zhuanglai Chemical Trading Co.,Ltd | +8613343047651 | admin@zlchemi.com | China | 3002 | 58 |
Hebei Longbang Technology Co., LTD | +86-18032476855 +86-18032476855 | admin@hblongbang.com | China | 935 | 58 |
HebeiShuoshengImportandExportco.,Ltd | +86-18532138899 +86-18532138899 | L18532138899@163.com | China | 931 | 58 |
Related articles
- Edaravone: A Breakthrough in Neurological Therapeutics
- Edaravone, a potent free radical scavenger, has garnered significant attention in the field of neurological therapeutics.
- Jul 8,2024
View Lastest Price from 5-Methyl-2-phenyl-1,2-dihydropyrazol-3-one manufacturers
Image | Update time | Product | Price | Min. Order | Purity | Supply Ability | Manufacturer | |
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2024-08-26 | Edaravone
89-25-8
|
US $0.00-0.00 / KG | 1KG | USP, BP | 5,000KG | Hangzhou Hyper Chemicals Limited | |
![]() |
2024-08-26 | 5-Methyl-2-phenyl-1,2-dihydropyrazol-3-one
89-25-8
|
US $6.00 / kg | 1kg | 99% | 2000KG/Month | HebeiShuoshengImportandExportco.,Ltd | |
![]() |
2024-08-26 | 5-Methyl-2-phenyl-1,2-dihydropyrazol-3-one
89-25-8
|
US $0.00 / Kg/Drum | 100g | 99%min | 10KGS | WUHAN FORTUNA CHEMICAL CO., LTD |
-
- Edaravone
89-25-8
- US $0.00-0.00 / KG
- USP, BP
- Hangzhou Hyper Chemicals Limited
-
- 5-Methyl-2-phenyl-1,2-dihydropyrazol-3-one
89-25-8
- US $6.00 / kg
- 99%
- HebeiShuoshengImportandExportco.,Ltd
-
- 5-Methyl-2-phenyl-1,2-dihydropyrazol-3-one
89-25-8
- US $0.00 / Kg/Drum
- 99%min
- WUHAN FORTUNA CHEMICAL CO., LTD