ChemicalBook > CAS DataBase List > 5-Methyl-2-phenyl-1,2-dihydropyrazol-3-one

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

Product Name
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
Formula Weight
174.2
MOL File
89-25-8.mol
More
Less

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

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)
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)
More
Less

Safety

Hazard Codes 
Xi
Risk Statements 
36/37/38
Safety Statements 
26-36
WGK Germany 
1
RTECS 
UQ9625000
TSCA 
Yes
HS Code 
29331990
Hazardous Substances Data
89-25-8(Hazardous Substances Data)
Toxicity
LD50 orl-rat: 3500 mg/kg LONZA# 08FEB79
More
Less

Hazard and Precautionary Statements (GHS)

Symbol(GHS)
Signal word
Warning
Hazard statements

H302Harmful if swallowed

H319Causes serious eye irritation

Precautionary statements

P264Wash hands thoroughly after handling.

P264Wash skin thouroughly after handling.

P270Do not eat, drink or smoke when using this product.

P280Wear protective gloves/protective clothing/eye protection/face protection.

P301+P312IF SWALLOWED: call a POISON CENTER or doctor/physician IF you feel unwell.

P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.

P337+P313IF eye irritation persists: Get medical advice/attention.

More
Less

N-Bromosuccinimide Price

Sigma-Aldrich
Product number
PHR2348
Product name
Antipyrine Related Compound A
Purity
Pharmaceutical Secondary Standard; Certified Reference Material
Packaging
50MG
Price
$534
Updated
2024/03/01
Sigma-Aldrich
Product number
443300
Product name
MCI-186
Packaging
500mg
Price
$96.7
Updated
2024/03/01
Sigma-Aldrich
Product number
1040016
Product name
Antipyrine Related Compound A
Purity
United States Pharmacopeia (USP) Reference Standard
Packaging
25mg
Price
$1300
Updated
2024/03/01
TCI Chemical
Product number
M0687
Product name
3-Methyl-1-phenyl-5-pyrazolone
Purity
>98.0%(HPLC)(T)
Packaging
25g
Price
$21
Updated
2024/03/01
TCI Chemical
Product number
M0687
Product name
3-Methyl-1-phenyl-5-pyrazolone
Purity
>98.0%(HPLC)(T)
Packaging
500g
Price
$43
Updated
2024/03/01
More
Less

5-Methyl-2-phenyl-1,2-dihydropyrazol-3-one Chemical Properties,Usage,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 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

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
More
Less

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

Americas 1 Austria 1 Belgium 4 Canada 5 China 634 Czech Republic 1 Europe 5 France 3 Germany 8 Hungary 1 India 97 Italy 2 Japan 13 Slovakia 1 South Korea 4 Spain 2 Switzerland 3 The Netherlands 3 Ukraine 1 United Kingdom 20 United States 97 Global 906
TCI Chemicals (India) Pvt. Ltd.
Tel
--
Fax
--
Email
sales-in@tcichemicals.com
Country
India
ProdList
6768
Advantage
58
CLEANCHEM LABORATORIES LLP
Tel
--
Fax
--
Email
sales4@cleanchemlab.com
Country
India
ProdList
325
Advantage
58
Synventia Pharma Pvt Ltd
Tel
--
Fax
--
Email
info@nsrlaboratories.com
Country
India
ProdList
62
Advantage
58
Triveni chemicals
Tel
--
Fax
--
Email
sales@trivenichemical.com
Country
India
ProdList
6088
Advantage
58
Alfa Aesar
Tel
--
Fax
--
Email
tech@alfa.com
Country
India
ProdList
6905
Advantage
58
Hindchem Corporation
Tel
--
Fax
--
Country
India
ProdList
118
Advantage
58
Jagson Colorchem Limited
Tel
--
Fax
--
Email
info@jagson.com
Country
India
ProdList
93
Advantage
58
Pharma Affiliates
Tel
--
Fax
--
Email
@pharmaffiliates.com
Country
India
ProdList
6754
Advantage
58
Siena Chemicals Pvt., Ltd.
Tel
--
Fax
--
Email
fabian@sienachem.com
Country
India
ProdList
33
Advantage
58
RVR Labs Private Limited
Tel
--
Fax
--
Country
India
ProdList
49
Advantage
58
Ambuja Intermediates Ltd.
Tel
--
Fax
--
Email
sf@ambujaindia.com
Country
India
ProdList
152
Advantage
58
Oceanic Pharmachem Pvt., Ltd. (OPPL)
Tel
--
Fax
--
Email
info@oceanicpharmachem.com
Country
India
ProdList
946
Advantage
58
Kewin Chemicals Pvt., Ltd.
Tel
--
Fax
--
Email
kctl96@gmail.com
Country
India
ProdList
45
Advantage
58
BDR Pharmaceuticals International Pvt., Ltd.
Tel
--
Fax
--
Email
marketing@bdrpharma.com
Country
India
ProdList
91
Advantage
58
Orient Pharma
Tel
--
Fax
--
Email
info@orientpharma.in
Country
India
ProdList
204
Advantage
58
J. K. Promotions
Tel
--
Fax
--
Email
jkpromotions@gmail.com
Country
India
ProdList
138
Advantage
58
Indo Colchem Pvt., Ltd. (ICL)
Tel
--
Fax
--
Email
sales@indocol.com
Country
India
ProdList
54
Advantage
58
Khushi Dye Chem
Tel
--
Fax
--
Email
sales@khushidyechem.com
Country
India
ProdList
38
Advantage
58
KPS Chemicals & Pharmaceuticals
Tel
--
Fax
--
Email
kpschempharma@gmail.com
Country
India
ProdList
240
Advantage
58
Dayaram Pharma Chem
Tel
--
Fax
--
Country
India
ProdList
32
Advantage
58
Ralington Pharma
Tel
--
Fax
--
Email
info@ralingtonpharma.com
Country
India
ProdList
312
Advantage
58
HiMedia Laboratories
Tel
--
Fax
--
Email
o@himedialabs.com
Country
India
ProdList
1841
Advantage
58
Mahesh (India)
Tel
--
Fax
--
Email
nfo@maheshindia.com
Country
India
ProdList
52
Advantage
58
H. Ramesh Kumar
Tel
--
Fax
--
Country
India
ProdList
117
Advantage
58
Prima Chemicals
Tel
--
Fax
--
Email
info@primachemicals.com
Country
India
ProdList
10
Advantage
58
Besil Chem LLP
Tel
--
Fax
--
Email
info@besilchem.com
Country
India
ProdList
65
Advantage
58
Steinmetz Overseas Pvt., Ltd.
Tel
--
Fax
--
Email
info@steinmetzoverseas.net
Country
India
ProdList
18
Advantage
58
Manasa life Sciences
Tel
--
Fax
--
Email
info@manasalifesciences.com
Country
India
ProdList
33
Advantage
58
Royal Trading Corporation
Tel
--
Fax
--
Country
India
ProdList
135
Advantage
58
Clearsynth Labs
Tel
--
Fax
--
Email
fo@clearsynth.com
Country
India
ProdList
3887
Advantage
58
WorldChem Trading Corporation
Tel
--
Fax
--
Email
biz@dyeschemical.com
Country
India
ProdList
59
Advantage
58
Sumar Biotech Llp
Tel
--
Fax
--
Country
India
ProdList
12
Advantage
58
Dynamic Overseas (INDIA) Pvt., Ltd.
Tel
--
Fax
--
Country
India
ProdList
27
Advantage
58
Amar Impex
Tel
--
Fax
--
Email
info@amarimpex.com
Country
India
ProdList
136
Advantage
58
Chromex
Tel
--
Fax
--
Country
India
ProdList
70
Advantage
58
Aruvi Labs
Tel
--
Fax
--
Email
info@aruvilabs.com
Country
India
ProdList
68
Advantage
58
Opulent Pharma
Tel
--
Fax
--
Country
India
ProdList
810
Advantage
58
Jay Organics Pvt. Ltd.
Tel
--
Fax
--
Email
info@jayorganics.com
Country
India
ProdList
13
Advantage
58
Nutan Dye Chem
Tel
--
Fax
--
Email
nutandye92@gmail.com
Country
India
ProdList
14
Advantage
58
Daikaffil Chemicals India Limited
Tel
--
Fax
--
Email
info@daikaffil.com
Country
India
ProdList
12
Advantage
58
SynZeal Research Pvt Ltd
Tel
--
Fax
--
Email
standards@synzeal.com
Country
India
ProdList
6514
Advantage
58
Shree Sidhdhanath Industries
Tel
--
Fax
--
Country
India
ProdList
17
Advantage
58
Shree Ganesh Dye Chem
Tel
--
Fax
--
Country
India
ProdList
48
Advantage
58
Colour Finders
Tel
--
Fax
--
Email
email@colourfinders.com
Country
India
ProdList
73
Advantage
58
Emco Dyestuff Pvt. Ltd.
Tel
--
Fax
--
Email
info@emcochemicals.com
Country
India
ProdList
189
Advantage
54
Nirchem Dyes & Chemicals Pvt. Ltd.
Tel
--
Fax
--
Email
info@nirchem.com
Country
India
ProdList
4
Advantage
58
Keminova India Chemicals Pvt. Ltd.
Tel
--
Fax
--
Email
info@keminovaindiagroup.com
Country
India
ProdList
23
Advantage
58
Swapnroop Drugs & Pharmaceuticals
Tel
--
Fax
--
Email
sales@swapnroopdrugs.com
Country
India
ProdList
91
Advantage
50
Jyoti Chemical Centre
Tel
--
Fax
--
Country
India
ProdList
215
Advantage
58
Mala International
Tel
--
Fax
--
Country
India
ProdList
165
Advantage
58
More
Less

View Lastest Price from 5-Methyl-2-phenyl-1,2-dihydropyrazol-3-one manufacturers

Hebei Zhuanglai Chemical Trading Co.,Ltd
Product
Edaravone 89-25-8
Price
US $180.00/kg
Min. Order
1kg
Purity
99%
Supply Ability
20ton
Release date
2024-06-06
HebeiShuoshengImportandExportco.,Ltd
Product
5-Methyl-2-phenyl-1,2-dihydropyrazol-3-one 89-25-8
Price
US $6.00/kg
Min. Order
1kg
Purity
99%
Supply Ability
2000KG/Month
Release date
2024-08-05
Hebei Saisier Technology Co., LTD
Product
5-Methyl-2-phenyl-1,2-dihydropyrazol-3-one 89-25-8
Price
US $6.00/KG
Min. Order
1KG
Purity
More than 99%
Supply Ability
2000KG/Month
Release date
2024-04-24

89-25-8, 5-Methyl-2-phenyl-1,2-dihydropyrazol-3-oneRelated 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

  • TIMTEC-BB SBB003801
  • PMP
  • 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
  • 1-phenyl-3-methyl-5-pyrazolone(PMP)
  • 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
  • EDARAVONE
  • 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