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5-Methyl-2-phenyl-1,2-dihydropyrazol-3-one

5-Methyl-2-phenyl-1,2-dihydropyrazol-3-one Structure
5-Methyl-2-phenyl-1,2-dihydropyrazol-3-one structure
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
Last updated:2024-11-19 20:33:22
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5-Methyl-2-phenyl-1,2-dihydropyrazol-3-one Properties

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)  GHS hazard pictograms
GHS07
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
1
2 0

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
Product number Packaging Price Buy
PHR2348 50MG $534 Buy
443300 500mg $96.7 Buy
1040016 25mg $1300 Buy
M0687 25g $21 Buy
M0687 500g $43 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-186 is a free radical scavenger with diverse protective effects in vivo. Most notably, it reduces damage due to ischemia-reperfusion injury in lung, liver, and brain in animal models of transplant, infection, traumatic brain injury, and stroke. MCI-186 provides these protective effects, at least in part, by reducing reactive oxygen species, inhibiting apoptosis, and blocking nonenzymatic peroxidation and lipoxygenase activity.

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 synthesis

141-97-9
100-63-0
89-25-8
Synthesis of 5-Methyl-2-phenyl-1,2-dihydropyrazol-3-one from Ethyl acetoacetate and Phenylhydrazine

5-Methyl-2-phenyl-1,2-dihydropyrazol-3-one Preparation Products And Raw materials

Raw materials

Acetyl ketene AMMONIUM NITRITE, 20% SOLN Acetoacetamide Ammonium hydroxide Ethanol
Acetoxyacetic acid Ammonium bisulfite Formaldehyde Formic acid Sodium nitrite
Aniline Hydrochloric acid p-Toluidine METHANE Sulfuric acid
Sodium carbonate Ammonia Sodium metabisulfite Dimethyl sulfate

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Preparation Products

ACID YELLOW 17 sodium [2,4-dihydro-4-[(2-hydroxy-5-nitrophenyl)azo]-5-methyl-2-phenyl-3H-pyrazol-3-onato(2-)][1-[(2-hydroxy-4-nitrophenyl)azo]-2-naphtholato(2-)]cobaltate(1-) Neutral Bordeaux D-BN Tracid Light Yellow G DIFENZOQUAT METHYLSULFATE
Mordant Red 7 Pyrazole 3,5-DIPHENYLPYRAZOLE Cuprate(2-), [4-[bis[4-(diethylamino)phenyl]hydroxymethyl]-5-[(4,5-dihydro-3-methyl-5-(oxo-κO)-1-phenyl-1H-pyrazol-4-yl)azo-κN1]-6-(hydroxy-κO)-1,3-benzenedisulfonato(4-)]-, disodium

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5-Methyl-2-phenyl-1,2-dihydropyrazol-3-one Suppliers

Global( 893)Suppliers
Supplier Tel Email Country ProdList Advantage
Guangzhou TongYi biochemistry technology Co.,LTD
+8613073028829 mack@tongyon.com China 2994 58
Alfa Chemistry
Info@alfa-chemistry.com United States 24072 58
Hebei Chuanghai Biotechnology Co,.LTD 		+86-13131129325 sales1@chuanghaibio.com China 5893 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 20287 58
Hangzhou Hyper Chemicals Limited 		+86-0086-57187702781 +8613675893055 info@hyper-chem.com China 295 58
Hebei Saisier Technology Co., LTD 		+86-18400010335 +86-18034520335 admin@hbsaisier.cn China 1015 58
Hebei Zhuanglai Chemical Trading Co.,Ltd 		+8613343047651 admin@zlchemi.com China 3002 58
Hebei Longbang Technology Co., LTD 		+86-18633929156 +86-18633929156 admin@hblongbang.com China 941 58
HebeiShuoshengImportandExportco.,Ltd 		+86-18532138899 +86-18532138899 L18532138899@163.com China 939 58
Supplier Advantage
Guangzhou TongYi biochemistry technology Co.,LTD
58
Alfa Chemistry
58
Hebei Chuanghai Biotechnology Co,.LTD 		58
Hebei Jingbo New Material Technology Co., Ltd 		58
Henan Fengda Chemical Co., Ltd 		58
Hangzhou Hyper Chemicals Limited 		58
Hebei Saisier Technology Co., LTD 		58
Hebei Zhuanglai Chemical Trading Co.,Ltd 		58
Hebei Longbang Technology Co., LTD 		58
HebeiShuoshengImportandExportco.,Ltd 		58

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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
Edaravone pictures 2024-11-22 Edaravone
89-25-8
 US $180.00 / kg 1kg 99% 20ton Hebei Zhuanglai Chemical Trading Co.,Ltd
5-Methyl-2-phenyl-1,2-dihydropyrazol-3-one pictures 2024-11-22 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
5-Methyl-2-phenyl-1,2-dihydropyrazol-3-one pictures 2024-11-22 5-Methyl-2-phenyl-1,2-dihydropyrazol-3-one
89-25-8
 US $6.00 / kg 1kg 99% 2000KG/Month HebeiShuoshengImportandExportco.,Ltd
  • Edaravone pictures
  • Edaravone
    89-25-8
  • US $180.00 / kg
  • 99%
  • Hebei Zhuanglai Chemical Trading Co.,Ltd

5-Methyl-2-phenyl-1,2-dihydropyrazol-3-one Spectrum

5-Methyl-2-phenyl-1,2-dihydropyrazol-3-one(89-25-8)MS5-Methyl-2-phenyl-1,2-dihydropyrazol-3-one(89-25-8)1HNMR5-Methyl-2-phenyl-1,2-dihydropyrazol-3-one(89-25-8)13CNMR5-Methyl-2-phenyl-1,2-dihydropyrazol-3-one(89-25-8)IR15-Methyl-2-phenyl-1,2-dihydropyrazol-3-one(89-25-8)IR25-Methyl-2-phenyl-1,2-dihydropyrazol-3-one(89-25-8)Raman

89-25-8(5-Methyl-2-phenyl-1,2-dihydropyrazol-3-one)Related Search:

PHENYL VALERATE Kresoxim-methyl Methanol Methyl acrylate Basic Violet 1
Cefazolin sodium salt Methyl acetate Acetonitrile Cefazolin Edaravone N-Oxide
Paraquat dichloride Methylparaben Dihydromyrcenol Edaravone Glucuronide 1,2-Dihydro-5-methyl-2-phenyl-3H-pyrazol-3-one
4,5-dihydro-a-(hydroxyMethyl)-a,3-diMethyl-5-oxo-1-phenyl-1H-Pyrazole-4-Methanesulfonic acid BISPYRAZOLONE Edaravone Impurity 26

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3-METHYL-1-PHENYL-5-PYROZOLENE AKOS B029819 developerz Methylphenylpyrazolone NCI-C03952 norantipyrine NSC-12 NSC-26139 NSC-2629 1-Phenyl-3-methyl-5-pyrazolon 1-Phenyl-3-methylpyrazolone 1-Phenyl-3-methylpyrazolone-5 1-Phenyl-3-methyl-2-pyrazolin-5-one 1-Phenyl-3-methyl-5(4H)-pyrazolone 3-Methyl-1-phenyl-5(4H)-pyrazolone 3-Methyl-1-phenyl-2-pyrazolin-5-one,99% 1-Phenyl-3-methyl-5-pyrazalone PMP 1-pheny-3-methyl-5-pyrazolone 1-pheny-3-methyl-5-p 3-Methyl-1-phenyl-4,5-dihydro-1H-pyrazol-5-one 3-Methyl-1-phenyl-2-pyrazolin-5-one, 99% 100GR 3-Methyl-1-phenyl-2-pyrazolin-5-one, 99% 5GR 5-Methyl-2-phenyl-1,2-dihydropyrazol-3-o 3-METHYL-1-PHENYL-2-PYRAZOLIN-5-ONE FOR Edaravone (MCI-186) Monopyrazolone Edaravone 1-pheny-3-Methyl-5-pyrazolone (PMP) 3-Methyl-1-phenyl-2-pyrazolin-5-one (Edaravone) 3-Methyl-1-phenyl-2-pyrazoline-5-one 99% ORGANIC DYE INTERMEDIATES 1-PHENYL 3-METHYL-5 PYRAZOLONE (PMP) 3-Methyl-1-phenyl-2-pyrazolin-5-one for synthesis 5-Methyl-2-phenyl-,2-dihydropyrazol-3-one TIMTEC-BB SBB003801 2-Pyrazolin-5-one, 3-methyl-1-phenyl- 3-methyl-1-phenyl-2-pyrazolin-5-on 3-Methyl-1-phenylpyrazol-5-one 3-Methyl-1-phenylpyrazolin-5-one 5-Pyrazolone, 3-methyl-1-phenyl- Developer Z 3-Methyl-1-pehnyl-2-pyrazolin-5-one 3-Methyl-1-phenyl-2-pyrazolin-5-one, 98+% Radicu 3-Methyl-1-phenyl-5-pyrazolido 3H-Pyrazol-3-one, 2,4-dihydro-5-methyl-2-phenyl- N-demethylantipyrine Radicut 3-Methyl-1-phenylpyrazolin-5(4H)-one 5-Methyl-2-phenyl-1H-pyrazol-3-one MCI-186 C.I. Developer 1 AURORA KA-3365 2,4-dihydro-5-methyl-2-phenyl-3h-pyrazol-3-one 5-METHYL-2-PHENYL-2,4-DIHYDRO-PYRAZOL-3-ONE 2-dihydropyrazol-3-one 5-Methyl-2-phenyl-1 1,3,5- pyrazolone (1- phenyl -3- methyl -5- pyrazolone) 3-Methyl-1-phenyl-2-pyrazolin-5-one, 98%, a strong novel free radical scavenger edaravone-008