ChemicalBook >  Product Catalog >  Organic Chemistry >  Ketones >  5-Methyl-2-phenyl-1,2-dihydropyrazol-3-one

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

Basic information Safety Related Supplier

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

Product Name:
5-Methyl-2-phenyl-1,2-dihydropyrazol-3-one
CAS:
89-25-8
MF:
C10H10N2O
MW:
174.2
EINECS:
201-891-0
Mol File:
89-25-8.mol
More
Less

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

Melting point:
126-128 °C(lit.)
Boiling point:
287 °C265 mm Hg(lit.)
Density 
1,12 g/cm3
refractive index 
1.6300 (estimate)
Flash point:
191°C/17mm
storage temp. 
Store at RT
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
InChIKey
QELUYTUMUWHWMC-UHFFFAOYSA-N
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 Information

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

MSDS

More
Less

5-Methyl-2-phenyl-1,2-dihydropyrazol-3-one Usage And Synthesis

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.

Chemical Properties

Off white to light yellow powder

Originator

Mitsubishi Pharma (Japan)

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

Hazard

Toxic by ingestion.

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.

Safety Profile

Moderately toxic by ingestion andintraperitoneal routes. An eye irritant. When heated todecomposition it emits toxic fumes of NOx.

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.]

More
Less

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

Tianjin heowns Biochemical Technology Co., Ltd. Gold
Tel:
400 638 7771
Email:
sales@heowns.com
Shandong Xinhua Pharmceutical Co.,LTD Gold
Tel:
0533-2196801
Email:
yaojianyong@xhzy.com
Shanghai Aladdin Bio-Chem Technology Co.,LTD Gold
Tel:
021-20337333-801
Email:
market@aladdin-e.com
Zhuhai JiaYi Biological Technology Co., Ltd. Gold
Tel:
18578209868 QQ2355327026
Email:
steroidbest@hotmail.com
Shanghai He Huan Chemical Co., Ltd. Gold
Tel:
021-6034518713917602471
Email:
lzz841106@aliyun.com
Basic information Safety Related Supplier