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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
TDS File:
TDS
Last updated:2026-04-24 12:01:10
Product description Number Pack Size Price
Phenazone impurity A European Pharmacopoeia (EP) Reference Standard Y0001138 30 mg $164
Antipyrine Related Compound A Pharmaceutical Secondary Standard; Certified Reference Material PHR2348 50MG $593
MCI-186 443300 500mg $106
Antipyrine Related Compound A United States Pharmacopeia (USP) Reference Standard 1040016 25mg $1390
3-Methyl-1-phenyl-5-pyrazolone >98.0%(HPLC)(T) M0687 25g $91
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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.
Major Application peptide synthesis
Cosmetics Ingredients Functions HAIR DYEING
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
SMILES CC1=NN(C(=O)C1)c2ccccc2
LogP 0.75 at 24℃
Toxicology and Carcinogenesis Bioassay of 1-Phenyl-3-methyl-5-pyrazolone for Possible Carcinogenicity (CASRN 89-25-8)
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)
UNSPSC Code 41116107
NACRES NA.77

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
PPE dust mask type N95 (US), Eyeshields, Gloves
Hazard Codes  Xi
Risk Statements  36/37/38
Safety Statements  26-36
WGK Germany  1
RTECS  UQ9625000
TSCA  TSCA listed
HS Code  29331990
Storage Class 11 - Combustible Solids
Hazard Classifications Acute Tox. 4 Oral
Eye Irrit. 2
Hazardous Substances Data 89-25-8(Hazardous Substances Data)
Toxicity LD50 orl-rat: 3500 mg/kg LONZA# 08FEB79
NFPA 704
1
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5-Methyl-2-phenyl-1,2-dihydropyrazol-3-one price More Price(53)

Manufacturer Product number Product description CAS number Packaging Price Updated Buy
Sigma-Aldrich Y0001138 Phenazone impurity A European Pharmacopoeia (EP) Reference Standard 89-25-8 30 mg $164 2026-03-19 Buy
Sigma-Aldrich PHR2348 Antipyrine Related Compound A Pharmaceutical Secondary Standard; Certified Reference Material 89-25-8 50MG $593 2026-03-19 Buy
Sigma-Aldrich 443300 MCI-186 89-25-8 500mg $106 2026-03-19 Buy
Sigma-Aldrich 1040016 Antipyrine Related Compound A United States Pharmacopeia (USP) Reference Standard 89-25-8 25mg $1390 2026-03-19 Buy
TCI Chemical M0687 3-Methyl-1-phenyl-5-pyrazolone >98.0%(HPLC)(T) 89-25-8 25g $91 2026-03-19 Buy
Product number Packaging Price Buy
Y0001138 30 mg $164 Buy
PHR2348 50MG $593 Buy
443300 500mg $106 Buy
1040016 25mg $1390 Buy
M0687 25g $91 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] T WATANABE. Protective effects of MCI-186 on cerebral ischemia: possible involvement of free radical scavenging and antioxidant actions.[J]. Journal of Pharmacology and Experimental Therapeutics, 1994, 268 3: 1597-1604.
[2] HIROSHI YOSHIDA. Neuroprotective Effects of Edaravone: a Novel Free Radical Scavenger in Cerebrovascular Injury[J]. CNS drug reviews, 2006, 12 1: 9-20. DOI:10.1111/j.1527-3458.2006.00009.x
[3] TOSHIYUKI KAWASAKI. 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]. Journal of Pharmacology and Experimental Therapeutics, 2007, 322 1: 274-281. DOI:10.1124/jpet.106.119206

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( 1005)Suppliers
Supplier Tel Email Country ProdList Advantage
Guangzhou TongYi biochemistry technology Co.,LTD
+8613073028829 tongyibiochem@163.com China 2995 58
Alfa Chemistry
+1-5166625404; Info@alfa-chemistry.com United States 20405 58
Hebei Chuanghai Biotechnology Co., Ltd 		+8615350571055 Sibel@chuanghaibio.com China 8738 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 20124 58
Hangzhou Hyper Chemicals Limited 		+86-0086-57187702781 +8613675893055 info@hyper-chem.com China 310 58
Hebei Zhuanglai Chemical Trading Co.,Ltd 		+8613343047651 admin@zlchemi.com China 3692 58
Hebei Longbang Technology Co., LTD 		+86-18633929156 admin@hblongbang.com China 972 58
HebeiShuoshengImportandExportco.,Ltd 		+86-18532138899 L18532138899@163.com China 939 58
Capot Chemical Co.,Ltd. 		+86-（0）57185586718; +8613336195806 sales@capot.com China 29640 60
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 Zhuanglai Chemical Trading Co.,Ltd 		58
Hebei Longbang Technology Co., LTD 		58
HebeiShuoshengImportandExportco.,Ltd 		58
Capot Chemical Co.,Ltd. 		60

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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
5-Methyl-2-phenyl-1,2-dihydropyrazol-3-one pictures 2026-04-25 5-Methyl-2-phenyl-1,2-dihydropyrazol-3-one
89-25-8
 0.99 RongNa Biotechnology Co.,Ltd
5-Methyl-2-phenyl-1,2-dihydropyrazol-3-one pictures 2026-04-24 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 pictures 2026-04-24 Edaravone
89-25-8
 US $0.00-0.00 / KG 1KG USP, BP 5,000KG Hangzhou Hyper Chemicals Limited
  • Edaravone pictures
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    89-25-8
  • US $0.00-0.00 / KG
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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 Cefazolin 1,2-Dihydro-5-methyl-2-phenyl-3H-pyrazol-3-one Edaravone Glucuronide
Edaravone N-Oxide Paraquat dichloride Methylparaben Dihydromyrcenol 4,5-dihydro-a-(hydroxyMethyl)-a,3-diMethyl-5-oxo-1-phenyl-1H-Pyrazole-4-Methanesulfonic acid
BISPYRAZOLONE Acetonitrile Edaravone Impurity 26

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TIMTEC-BB SBB003801 MONOPYRAZOLONE 2,4-dihydro-5-methyl-2-phenyl-3h-pyrazol-3-on 2-Pyrazolin-5-one, 3-methyl-1-phenyl- 3H-Pyrazol-3-one,2,4-dihydro-5-methyl- 3-methyl-1-phenyl-2-pyrazolin-5-on 3-methyl-1-phenyl-5-pyrazolon 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 Adaravone 3-Methyl-1-phenyl-2-pyrazolin-5-one, 98+% 1-Phenyl-3-methyl-1H-4,5-dihydropyrazol-5-one Radicu 3-Methyl-1-phenyl-5-pyrazolido 3H-Pyrazol-3-one, 2,4-dihydro-5-methyl-2-phenyl- N-demethylantipyrine PHENYLMETHYLPYRAZOLON 3-methyl-1-pheny-1-1H-pyrazol-5(4H)-one 3-METHYL-1-PHENYL-2-PYRAZOLIN-5-ONE [NORANTIPYRINE] Radicut Methyl-1-phenyl-2-pyrazolin-5-one, 3- 3-methyl-1-phenyl-1H-pyrazol-5(4H)-one 1-Phenyl-3-methyl-2-prazolin-5-one 3-Methyl-1-phenylpyrazolin-5(4H)-one 5-Methyl-2-phenyl-1H-pyrazol-3-one -1,2-dihydropyrazoL MCI-186 C.I. Developer 1 AURORA KA-3365 2,4-dihydro-5-methyl-2-phenyl-3h-pyrazol-3-one 1-PHENYL-3-METHYL-5-OXO-2-PYRAZOLINE 1-PHENYL-3-METHYL-5-PYRAZALONE 5-METHYL-2-PHENYL-2,4-DIHYDRO-3H-PYRAZOL-3-ONE 5-METHYL-2-PHENYL-2,4-DIHYDRO-PYRAZOL-3-ONE 3-METHYL-1-PHENYL-5-PYRAZOLONE 3-METHYL-1-PHENYL-5-PYROZOLENE 3-METHYL-1-PHENYL-2-PYRAZOLIN-5-ONE 3-METHYL-1-PHENYL-2-PYRAZOLINE-5-ONE AKOS B029819 developerz Methylphenylpyrazolone NCI-C03952 norantipyrine Norphenazone NSC-12 NSC-26139 NSC-2629 phenylmethylpyrazolone 1-Fenyl-3-methyl-2-pyrazolin-5-on 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