3-Methyl-1-phenyl-5-pyrazolon

Bezeichnung:3-Methyl-1-phenyl-5-pyrazolon

CAS-Nr89-25-8

Englisch Name:5-Methyl-2-phenyl-1,2-dihydropyrazol-3-one

CBNumberCB1287462

SummenformelC10H10N2O

Molgewicht174.2

MOL-Datei89-25-8.mol

Synonyma

3-Methyl-1-phenyl-5-pyrazolon

3-Methyl-1-phenyl-5-pyrazolon physikalisch-chemischer Eigenschaften

Schmelzpunkt	126-128 °C(lit.)
Siedepunkt	287 °C265 mm Hg(lit.)
Dichte	1,12 g/cm³
Dampfdruck	0.016Pa at 20℃
Brechungsindex	1.6300 (estimate)
Flammpunkt	191°C/17mm
storage temp.	2-8°C
Löslichkeit	3.30g/l
pka	2.73±0.50(Predicted)
Aggregatzustand	Crystalline Powder
Farbe	Yellow to beige
PH	4.0-4.4 (H2O, 20℃)(saturated aqueous solution)
Wasserlöslichkeit	3 g/L (20 ºC)
Merck	14,6713
BRN	609575
Stabilität	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 Datenbank	89-25-8(CAS DataBase Reference)
NIST chemische Informationen	3H-Pyrazol-3-one, 2,4-dihydro-5-methyl-2-phenyl-(89-25-8)
EPA chemische Informationen	1-Phenyl-3-methyl-5-pyrazolone (89-25-8)

Sicherheit

Kennzeichnung gefährlicher	Xi
R-Sätze:	36/37/38
S-Sätze:	26-36
WGK Germany	1
RTECS-Nr.	UQ9625000
TSCA	Yes
HS Code	29331990
Giftige Stoffe Daten	89-25-8(Hazardous Substances Data)
Toxizität	LD50 orl-rat: 3500 mg/kg LONZA# 08FEB79

Gefahreninformationscode (GHS)

5-Methyl-2-phenyl-1,2-dihydropyrazol-3-one Chemische Eigenschaften,Einsatz,Produktion Methoden

R-Sätze Betriebsanweisung:
R36/37/38:Reizt die Augen, die Atmungsorgane und die Haut.
S-Sätze Betriebsanweisung:
S26:Bei Berührung mit den Augen sofort gründlich mit Wasser abspülen und Arzt konsultieren.
S36:DE: Bei der Arbeit geeignete Schutzkleidung tragen.
Beschreibung
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.
Beschreibung
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.
Chemische Eigenschaften
Off white to light yellow powder
Originator
Mitsubishi Pharma (Japan)
Verwenden
3-Methyl-1-phenyl-2-pyrazolin-5-one used as reagent for detection of reducing carbohydrates by ESI/MALDI -MS.
Verwenden
antioxidant, lipoxygenase inhibitor
Verwenden
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.
Trademarks
Radicut
Allgemeine Beschreibung
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
Biologische Aktivität
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.
Sicherheitsprofil
Moderately toxic by ingestion andintraperitoneal routes. An eye irritant. When heated todecomposition it emits toxic fumes of NOx.
Lager
Store at RT
läuterung methode
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.]
Einzelnachweise
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 Upstream-Materialien And Downstream Produkte

3-Methyl-1-phenyl-5-pyrazolon Anbieter Lieferant Produzent Hersteller Vertrieb Händler.

89-25-8, 5-Methyl-2-phenyl-1,2-dihydropyrazol-3-one Verwandte Suche:

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