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89-25-8

Basic Information
CAS No.: 89-25-8
Name: 3-Methyl-1-phenyl-2-pyrazolin-5-one
Article Data: 198
Cas Database
Molecular Structure:
Molecular Structure of 89-25-8 (3-Methyl-1-phenyl-2-pyrazolin-5-one)
Formula: C10H10N2O
Molecular Weight: 174.202
Synonyms: C.I. Developer 1;Radicut;CI Developer 1;1-Phenyl-3-methylpyrazolone-5;Methylphenylpyrazolone;3H-Pyrazol-3-one, 2, 4-dihydro-5-methyl-2-phenyl-;2-Pyrazolin-5-one, 3-methyl-1-phenyl-;Edaravone (JAN);3H-Pyrazol-3-one, 2,4-dihydro-5-methyl-2-phenyl-;Norphenazone;1-Phenyl-3-methylpyrazolone;1-Phenyl-3-methyl-5-pyrazolone;Developer Z;1-Phenyl-3-methyl-5-oxo-2-pyrazoline;Jarocol PMP;1-Phenyl-3-Methyl-5-Pyrazolone(PMP);1Phenyl 3Methyl 5Pyrazolone;3-methyl-1-phenyl-1H-pyrazol-5(4H)-one;
EINECS: 201-891-0
Density: 1.17 g/cm3
Melting Point: 126-128 °C(lit.)
Boiling Point: 333 °C at 760 mmHg
Flash Point: 155.2 °C
Solubility: 3 g/L (20 °C) in water
Appearance: Off white to light yellow powder
Hazard Symbols: IrritantXi
Risk Codes: 36/37/38
Safety: 26-36
Transport Information: N/A
PSA: 32.67000
LogP: 1.29980
Synthetic route
141-97-9

ethyl acetoacetate

100-63-0

phenylhydrazine

89-25-8

edaravone

Conditions
ConditionsYield
In acetic acid Heating;100%
for 0.166667h; Irradiation;100%
at 0 - 90℃; for 1.5h;100%
105-45-3

acetoacetic acid methyl ester

100-63-0

phenylhydrazine

89-25-8

edaravone

Conditions
ConditionsYield
With acetic acid for 3h; Reflux;98%
With cellulose sulfuric acid In water at 20℃; for 0.133333h; Knorr Pyrazole Synthesis; Green chemistry; regioselective reaction;92%
With Fe3O4(at)SiO2-bonded N-propyl-diethylenetetrasulfamic acid In water at 20℃; for 0.416667h; Catalytic behavior; Green chemistry;82%
674-82-8

4-methyleneoxetan-2-one

100-63-0

phenylhydrazine

89-25-8

edaravone

Conditions
ConditionsYield
Stage #1: 4-methyleneoxetan-2-one With ammonium hydroxide at 10℃; for 0.5h;
Stage #2: phenylhydrazine at 60℃; for 2h;
Stage #3: With hydrogenchloride In water for 1h; pH=5;
93%
13292-56-3

5-methyl-2-phenylpyrazolidin-3-one

89-25-8

edaravone

Conditions
ConditionsYield
With sodium anthraquinone-2-sulfonate; palladium diacetate; potassium carbonate In chlorobenzene at 110℃; for 6h; Reagent/catalyst;92%
27991-08-8

N-acetoacetylphenylhydroxyloamine

A

100-65-2

N-Phenylhydroxylamine

B

89-25-8

edaravone

Conditions
ConditionsYield
With phenylhydrazine In chloroform for 3h; Ambient temperature;A 90%
B 81%
59-88-1

phenylhydrazine hydrochloride

141-97-9

ethyl acetoacetate

89-25-8

edaravone

Conditions
ConditionsYield
In ethanol at 75℃; for 7h;85%
In ethanol at 50 - 70℃; for 5h; Reflux;85%
With ammonia at 95℃; for 6h; pH=6;85%
59-88-1

phenylhydrazine hydrochloride

141-97-9

ethyl acetoacetate

68-12-2, 33513-42-7

N,N-dimethyl-formamide

A

89-25-8

edaravone

B

61466-03-3, 4174-09-8

4,4-methine-bis-(3-methyl-1-phenyl-2-pyrazolin-5-one)

Conditions
ConditionsYield
With p-toluenesulfonic acid monohydrate at 110℃; for 1h; Kinetics; Reagent/catalyst; Temperature;A 78%
B 12%
With pyridine hydrochloride at 140℃; for 24h; Kinetics; Reagent/catalyst;A 39%
B 47%

5-isopropoxy-3-methyl-1-phenyl-1H-pyrazole

89-25-8

edaravone

Conditions
ConditionsYield
With hydrogen bromide; acetic acid at 140℃; for 2h; Inert atmosphere;76%
201230-82-2

carbon monoxide

78-95-5

chloroacetone

100-63-0

phenylhydrazine

89-25-8

edaravone

Conditions
ConditionsYield
With palladium diacetate; triethylamine; triphenylphosphine In tetrahydrofuran at 110℃; under 20521.4 Torr; for 10h; Temperature; Reagent/catalyst; Solvent; Time; Autoclave; regioselective reaction;72%
141-97-9

ethyl acetoacetate

89-25-8

edaravone

Conditions
ConditionsYield
With phenylhydrazine In ethanol67%
With phenylhydrazine In 1,4-dioxane; water11.17 g (64%)
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    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 5-Methyl-2-phenyl-1,2-dihydropyrazol-3-one Structure 5-Methyl-2-phenyl-1,2-dihydropyrazol-3-one

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Chemistry

Product Name: Norphenazone (CAS NO.89-25-8)
IUPAC Name: 5-methyl-2-phenyl-4H-pyrazol-3-one

Molecular formula: C10H10N2O
Molar mass: 174.2
EINECS: 201-891-0
Melting point: 126-128°C
Boiling point: 287°C 265 mm Hg
Density: 1.12 g/cm3
Flash point: 191°C 17mm
Water Solubility: 3 g/L (20°C)
Stability: stable under ordinary conditions. Light sensitive
Product Categories: Intermediates of Dyes and Pigments; API; Aromatics Compounds; Aromatices; Heterocycles; Intermediates & Fine Chemicals; Pharmaceuticals; ChromophoresPeptide Synthesis; Glycan Labeling; Glycan Labeling and Analysis; OthersDerivatization Reagents; Coupling;Derivatization Reagents HPLC; OthersSynthetic Reagents; Peptide Synthesis; UV-VIS

Uses

 Norphenazone (CAS NO.89-25-8) possibly can be used in the synthesis of dyes, drugs,  pesticides and other organic compounds.

Toxicity Data With Reference

1.    

eye-rbt 500 mg/24H MOD

    28ZPAK    Sbornik Vysledku Toxixologickeho Vysetreni Latek A Pripravku Marhold, J.V.,Institut Pro Vychovu Vedoucicn Pracovniku Chemickeho Prumyclu Praha,Czechoslovakia.: 1972,144.
2.    

orl-rat LD50:3500 mg/kg

    LONZA#    Personal Communication from LONZA Ltd., CH-4002, Basel, Switzerland, to NIOSH, Cincinnati, OH 45226 08FEB79 .
3.    

ipr-mus LD50:2012 mg/kg

    RPTOAN    Russian Pharmacology and Toxicology. Translation of FATOAO. 36 (1973),27.

 

Consensus Reports

NCI Carcinogenesis Bioassay (feed); No Evidence: mouse, rat NCITR*    National Cancer Institute Carcinogenesis Technical Report Series. (Bethesda, MD 20014) No. NCI-CG-TR-141 ,1978. . Reported in EPA TSCA Inventory.

Safety Profile

Moderately toxic by ingestion and intraperitoneal routes. An eye irritant. When heated to decomposition it emits toxic fumes of NOx.
Safety Information of Norphenazone (CAS NO.89-25-8):
Hazard Codes: Xi
Risk Statements: 36/37/38:  Irritating to eyes, respiratory system and skin 
Safety Statements: 26-36
26:  In case of contact with eyes, rinse immediately with plenty of water and seek medical advice 
36:  Wear suitable protective clothing 
WGK Germany: 1

Specification

 Norphenazone, its CAS NO. is 89-25-8, the synonyms are 2,4-dihydro-5-methyl-2-phenyl-3h-pyrazol-3-one ; 5-Methyl-2-phenyl-1,2-dihydropyrazol-3-one .

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