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89-25-8

89-25-8 structure
89-25-8 structure
  • Name: edaravone
  • Chemical Name: edaravone
  • CAS Number: 89-25-8
  • Molecular Formula: C10H10N2O
  • Molecular Weight: 174.199
  • Catalog: Organic raw materials Ketone compound
  • Create Date: 2018-02-04 08:00:00
  • Modify Date: 2024-01-02 14:06:52
  • Edaravone is a strong novel free radical scavenger, and inhibits MMP-9-related brain hemorrhage in rats treated with tissue plasminogen activator.

Name edaravone
Synonyms 1-PHENYL-3-METHYL-5-PYRAZALONE
3-methyl-1-phenyl-1H-pyrazol-5(4H)-one
2,4-dihydro-5-methyl-2-phenyl-3h-pyrazol-3-one
5-methyl-2-phenyl-2,4-dihydro-3H-pyrazol-3-one
3-methyl-1-phenyl-4,5-dihydro-1H-pyrazol-5-one
1-PHENYL-3-METHYL-5-PYRAZOLONE
1-PHENYL-3-METHYL-5-PYRAZOLE
3-METHYL-1-PHENYL-2-PYRAZOLIN-5ONE
MFCD00003138
1-PHENYL-3-METHYL-5- PYRAZOLONE
3-METHYL-1-PHENYL-2-PYRAZOLIN-5-ONE FOR SYNTHESIS
3-METHYL-1-PHENYL-2-PYRAZOLIN-5-ON
3-Methyl-1-phenyl-2-pyrazolin-5-one
3-Methyl-1-phenyl-5-pyrazolone
c.i. developer 1
3-Methyl-1-phenyl-2-pyrazoline-5-one
3-METHYL-1-PHENYL-2-PYRAZOLINE-5-ONE / EDARAVONE
1-PHENYL-3-METHYL-5-OXO-2-PYRAZOLINE
1-PHENYL-3-METHYL-2-PYRAZOLIN-5-ONE
Edaravone (MCI-186)
5-METHYL-2-PHENYL-1,2-DIHYDROPYRAZOL-3-ONE EDARAVONE
3-METHYL-1-PHENYL-2-PYRAZOLIN-5-ONE (EDARAVONE)
1-pheny-3-methyl-5-pyrazolone (PMP)
5-Methyl-2-phenyl-1,2-dihydropyrazol-3-one
EINECS 201-891-0
Description Edaravone is a strong novel free radical scavenger, and inhibits MMP-9-related brain hemorrhage in rats treated with tissue plasminogen activator.
Related Catalog
In Vitro Edaravone performs both preventative and therapeutic effects against toxicity of glutamate. Pretreatment of edaravone reduces the toxicity of glutamate towards SGNs. Edaravone reduces apoptosis and necrosis caused by glutamate. Pretreatment of edaravone (500 μM) reverses these changes to approximately normal levels. The protective effect of edaravone on SGNs against glutamate-induced apoptosis is associated with PI3K/Akt pathway and Bcl-2 protein family[4].
In Vivo Edaravone exerts neuroprotective effects by inhibiting endothelial injury and by ameliorating neuronal damage in brain ischemia. Edaravone provides the desirable features of NOS: it increases eNOS (beneficial NOS for rescuing ischemic stroke) and decreases nNOS and iNOS (detrimental NOS). Post-reperfusion brain edema and hemorrhagic events induced by thrombolytic therapy may be reduced by edaravone pretreatment[1]. Edaravone significantly decreases infarct volume, with the average infarct volume in the edaravone-treated rats (227.6 mm3) being significantly lower than that in the control rats (264.0 mm3). Edaravone treatment also decreases the postischemic hemorrhage volumes (53.4 mm3 in edaravone-treated rats vs 176.4 mm3 in controls). In addition, the ratio of hemorrhage volume to infarct volume is lower in the edaravone-treated rats (23.5%) than in the untreated rats (63.2%)[2]. In edaravone (20 mg/kg)-treated rats, astrocyte activity (glial fibrillary acidic protein) and apoptotic cells (caspase-3) are decreased on the corpus callosum, germinal matrix, and cerebral cortex[3].
Cell Assay Cell viability is quantified by MTT assay and trypan blue staining. MTT (5 mg/mL, 20 μL) is added to each well and incubated for 4 h at 37°C after the drug treatments. The medium is removed and the cell pellet is dissolved in DMSO. Then, the optical density (OD) values are measured at 570 nm using an ELISA reader.
References

[1]. Yoshida, H., et al. Neuroprotective effects of edaravone: a novel free radical scavenger in cerebrovascular injury. CNS Drug Rev, 2006. 12(1): p. 9-20.

[2]. Okamura, K., et al. Edaravone, a free radical scavenger, attenuates cerebral infarction and hemorrhagic infarction in rats with hyperglycemia. Neurol Res, 2013.

[3]. Garcia CA, et al. Edaravone reduces astrogliosis and apoptosis in young rats with kaolin-induced hydrocephalus. Childs Nerv Syst. 2016 Dec 17. [Epub ahead of print]

[4]. Bai X, et al. Protective Effect of Edaravone on Glutamate-Induced Neurotoxicity in Spiral Ganglion Neurons. Neural Plast. 2016;2016:4034218. Epub 2016 Nov 10.

Density 1.2±0.1 g/cm3
Boiling Point 333.0±11.0 °C at 760 mmHg
Melting Point 126-128 °C(lit.)
Molecular Formula C10H10N2O
Molecular Weight 174.199
Flash Point 155.2±19.3 °C
Exact Mass 174.079315
PSA 32.67000
LogP 0.44
Vapour Pressure 0.0±0.7 mmHg at 25°C
Index of Refraction 1.606
Storage condition Store at RT
Water Solubility 3 g/L (20 ºC)

CHEMICAL IDENTIFICATION

RTECS NUMBER :
UQ9625000
CHEMICAL NAME :
2-Pyrazolin-5-one, 3-methyl-1-phenyl-
CAS REGISTRY NUMBER :
89-25-8
LAST UPDATED :
199701
DATA ITEMS CITED :
10
MOLECULAR FORMULA :
C10-H10-N2-O
MOLECULAR WEIGHT :
174.22
WISWESSER LINE NOTATION :
T5NMV DHJ BR& E1

HEALTH HAZARD DATA

ACUTE TOXICITY DATA

TYPE OF TEST :
Standard Draize test
ROUTE OF EXPOSURE :
Administration into the eye
SPECIES OBSERVED :
Rodent - rabbit
TYPE OF TEST :
LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE :
Oral
SPECIES OBSERVED :
Rodent - rat
DOSE/DURATION :
3500 mg/kg
TOXIC EFFECTS :
Behavioral - convulsions or effect on seizure threshold Behavioral - changes in motor activity (specific assay) Lungs, Thorax, or Respiration - dyspnea
TYPE OF TEST :
LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE :
Intraperitoneal
SPECIES OBSERVED :
Rodent - mouse
DOSE/DURATION :
2012 mg/kg
TOXIC EFFECTS :
Details of toxic effects not reported other than lethal dose value

MUTATION DATA

TYPE OF TEST :
Specific locus test
TEST SYSTEM :
Rodent - mouse Lymphocyte
DOSE/DURATION :
300 mg/L
REFERENCE :
EMMUEG Environmental and Molecular Mutagenesis. (Alan R. Liss, Inc., 41 E. 11th St., New York, NY 10003) V.10- 1987- Volume(issue)/page/year: 17,196,1991 *** NIOSH STANDARDS DEVELOPMENT AND SURVEILLANCE DATA *** NIOSH OCCUPATIONAL EXPOSURE SURVEY DATA : NOHS - National Occupational Hazard Survey (1974) NOHS Hazard Code - 83422 No. of Facilities: 11 (estimated) No. of Industries: 2 No. of Occupations: 2 No. of Employees: 114 (estimated) NOES - National Occupational Exposure Survey (1983) NOES Hazard Code - 83422 No. of Facilities: 62 (estimated) No. of Industries: 5 No. of Occupations: 5 No. of Employees: 580 (estimated) No. of Female Employees: 137 (estimated)
Symbol GHS07
GHS07
Signal Word Warning
Hazard Statements H302-H315-H319-H335
Precautionary Statements P261-P305 + P351 + P338
Personal Protective Equipment dust mask type N95 (US);Eyeshields;Gloves
Hazard Codes Xi:Irritant
Risk Phrases R36/37/38
Safety Phrases S26-S36
RIDADR NONH for all modes of transport
WGK Germany 1
RTECS UQ9625000
HS Code 2933199090
HS Code 2933199090
Summary 2933199090. other compounds containing an unfused pyrazole ring (whether or not hydrogenated) in the structure. VAT:17.0%. Tax rebate rate:13.0%. . MFN tariff:6.5%. General tariff:20.0%