Edaravone supplier | CasNO.89-25-8

Name
5-Methyl-2-phenyl-1,2-dihydropyrazol-3-one
EINECS 201-891-0
CAS No. 89-25-8
Article Data198
CAS DataBase
Density 1.17 g/cm³
Solubility 3 g/L (20 °C) in water
Melting Point 126-128 °C(lit.)
Formula C₁₀H₁₀N₂O
Boiling Point 333 °C at 760 mmHg
Molecular Weight 174.202
Flash Point 155.2 °C
Transport Information
Appearance Off white to light yellow powder
Safety 26-36
Risk Codes 36/37/38
Molecular Structure
Hazard Symbols Xi
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;
PSA 32.67000
LogP 1.29980

Synthetic route

: 141-97-9
ethyl acetoacetate

: 100-63-0
phenylhydrazine

: 89-25-8
edaravone

Conditions

Conditions	Yield
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

Conditions	Yield
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

Conditions	Yield
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

Conditions	Yield
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

Conditions	Yield
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

Conditions	Yield
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

Conditions	Yield
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%

...Expand

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

: 89-25-8
edaravone

Conditions

Conditions	Yield
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

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

...Expand

: 141-97-9
ethyl acetoacetate

: 89-25-8
edaravone

Conditions

Conditions	Yield
With phenylhydrazine In ethanol	67%
With phenylhydrazine In 1,4-dioxane; water	11.17 g (64%)

: 1694-31-1
tert-butyl acetoacetate

: 100-63-0
phenylhydrazine

: 89-25-8
edaravone

Conditions

Conditions	Yield
In ethanol at 50 - 80℃; for 7h; Temperature; Darkness;	60.98%

: 881-05-0
3-Methyl-1-phenyl-2-pyrazoline-4,5-dione

: 121-69-7
N,N-dimethyl-aniline

: 109-77-3
malononitrile

A: 27781-29-9
bis-p-(N,N-dimethylaminophenyl)malonitrile

B: 89-25-8
edaravone

Conditions

Conditions	Yield
In ethanol for 2h; Heating;	A 60% B n/a

...Expand

: 387353-94-8
5-(fluoro-dimethylsilanyl)-3-methyl-1-phenyl-1H-pyrazole

: 89-25-8
edaravone

Conditions

Conditions	Yield
With potassium fluoride; 3-chloro-benzenecarboperoxoic acid In N,N-dimethyl-formamide at -100℃;	58%

: 881-05-0
3-Methyl-1-phenyl-2-pyrazoline-4,5-dione

: 91-66-7
N,N-diethylaniline

: 109-77-3
malononitrile

A: 27781-21-1
bis-p-(N,N-diethylaminophenyl)malonitrile

B: 89-25-8
edaravone

Conditions

Conditions	Yield
In ethanol for 2h; Heating;	A 55% B 42%

...Expand

: 130691-00-8
(4E)-4-benzylidene-5-methyl-2-phenyl-3,4-dihydropyrazol-3(3H)-one

: 137-07-5
2-amino-benzenethiol

A: 883-93-2
2-Phenylbenzothiazole

B: 89-25-8
edaravone

C: 4-phenyl-3-methyl-1-phenylpyrazolo[3,4-b][1,5]benzothiazepine

Conditions

Conditions	Yield
With acetic acid In ethanol for 3h; Heating;	A 25% B n/a C 55%

...Expand

: 50-00-0
formaldehyd

: 98395-57-4
1-Methoxymethyl-5-methyl-2-phenyl-1,2-dihydro-pyrazol-3-one

A: 98395-58-5
C21H20N4O2

B: 89-25-8
edaravone

Conditions

Conditions	Yield
With hydrogenchloride In methanol for 0.166667h; Heating;	A 53% B 46%

...Expand

: 98395-57-4
1-Methoxymethyl-5-methyl-2-phenyl-1,2-dihydro-pyrazol-3-one

A: 98395-58-5
C21H20N4O2

B: 89-25-8
edaravone

Conditions

Conditions	Yield
With hydrogenchloride In methanol for 0.166667h; Heating;	A 53% B 46%

: 6287-35-0, 17469-23-7, 66558-23-4
3-phenylaminobut-2-enoic acid ethyl ester

: 59-88-1
phenylhydrazine hydrochloride

: 89-25-8
edaravone

Conditions

Conditions	Yield
With potassium acetate In ethanol at 25℃; for 1h;	50%

: 897030-44-3
(E)-4-(4-chlorobenzylidene)-5-methyl-2-phenyl-2,4-dihydro-3H-pyrazol-3-one

: 137-07-5
2-amino-benzenethiol

A: 6265-91-4
2-(4-chlorophenyl)benzothiazole

B: 89-25-8
edaravone

C: 4-(4-chlorophenyl)-3-methyl-1-phenylpyrazolo[3,4-b][1,5]benzothiazepine

Conditions

Conditions	Yield
With acetic acid In ethanol for 3h; Heating;	A 20% B n/a C 50%

...Expand

polymer, product of polymerization of 4-vinylbenzyl-polytetrahydrofuran with styrene and 1,4-bis(4-vinylphenoxy)butane, with polytetrahydrofuran chain terminated with 2-phenylhydrazonopropylcarbonyloxy group: polymer, product of polymerization of 4-vinylbenzyl-polytetrahydrofuran with styrene and 1,4-bis(4-vinylphenoxy)butane, with polytetrahydrofuran chain terminated with 2-phenylhydrazonopropylcarbonyloxy group

: 89-25-8
edaravone

Conditions

Conditions	Yield
With trifluoroacetic acid In acetonitrile at 20℃; for 0.5h;	48%

polymer, product derived from polytetrahydrofuran-grafted 5-hydroxypentyl-JandaJel (polytetrahydrofuran wt percent 33.4) with substituted polytetrahydrofuran chain end-OH group on 2-phenylhydrazonopropylcarbonyloxy group: polymer, product derived from polytetrahydrofuran-grafted 5-hydroxypentyl-JandaJel (polytetrahydrofuran wt percent 33.4) with substituted polytetrahydrofuran chain end-OH group on 2-phenylhydrazonopropylcarbonyloxy group

: 89-25-8
edaravone

Conditions

Conditions	Yield
With trifluoroacetic acid In acetonitrile at 20℃; for 0.5h;	47%

: 108-94-1
cyclohexanone

: (Z)-3-(5-Chloro-3-methyl-1-phenyl-1H-pyrazol-4-yl)-2-cyano-acrylic acid ethyl ester

A: 89-25-8
edaravone

B: 2-Oxo-5,6,7,8-tetrahydro-2H-chromene-3-carbonitrile

Conditions

Conditions	Yield
With piperidine In ethanol for 8h; Heating;	A n/a B 45%

...Expand

: (Z)-3-(5-Chloro-3-methyl-1-phenyl-1H-pyrazol-4-yl)-2-cyano-acrylic acid ethyl ester

A: 89-25-8
edaravone

B: 2-Oxo-5,6,7,8-tetrahydro-2H-chromene-3-carbonitrile

Conditions

Conditions	Yield
With piperidine; cyclohexanone In ethanol for 8h; Heating;	A n/a B 45%

: 132603-48-6
E-1-phenyl-3-methyl-4-<(4-nitrophenyl)methylene>-5-pyrazolone

: 137-07-5
2-amino-benzenethiol

A: 22868-34-4
2-(4-nitrophenyl)benzothiazole

B: 89-25-8
edaravone

C: 4-(4-nitrophenyl)-3-methyl-1-phenylpyrazolo[3,4-b][1,5]benzothiazepine

Conditions

Conditions	Yield
With acetic acid In ethanol for 3h; Heating;	A 15% B n/a C 45%

...Expand

polymer, product derived from polytetrahydrofuran-grafted 5-hydroxypentyl-JandaJel (polytetrahydrofuran wt percent 49.9) with substituted polytetrahydrofuran chain end-OH group on 2-phenylhydrazonopropylcarbonyloxy group: polymer, product derived from polytetrahydrofuran-grafted 5-hydroxypentyl-JandaJel (polytetrahydrofuran wt percent 49.9) with substituted polytetrahydrofuran chain end-OH group on 2-phenylhydrazonopropylcarbonyloxy group

: 89-25-8
edaravone

Conditions

Conditions	Yield
With trifluoroacetic acid In acetonitrile at 20℃; for 0.5h;	42%

: 59-88-1
phenylhydrazine hydrochloride

: 626-34-6
ethyl 3-aminobut-2-enoate

: 89-25-8
edaravone

Conditions

Conditions	Yield
With potassium acetate In ethanol at 25℃; for 0.75h;	40%

: 100-63-0
phenylhydrazine

resin-OCOCH2COMe: resin-OCOCH2COMe

: 89-25-8
edaravone

Conditions

Conditions	Yield
In dichloromethane at 20℃; for 22h;	40%

: 70526-06-6
(Z)-3-pyrrolidin-1-yl-but-2-enoic acid ethyl ester

: 59-88-1
phenylhydrazine hydrochloride

: 89-25-8
edaravone

Conditions

Conditions	Yield
With potassium acetate In ethanol at 25℃; for 1.41667h;	21%

: 22123-17-7
4-isopropylidene-5-methyl-2-phenyl-2,4-dihydro-pyrazol-3-one

: 89-25-8
edaravone

Conditions

Conditions	Yield
With piperidine In benzene for 48h; Product distribution; Ambient temperature;	8%

: 121572-86-9
C22H18NO(1+)*I3(1-)

: 89-25-8
edaravone

: 121030-55-5
6,8-Dimethyl-7-[3-methyl-5-oxo-1-phenyl-1,5-dihydro-pyrazol-(4Z)-ylidene]-2,3-diphenyl-7H-indolizin-1-one

Conditions

Conditions	Yield
With pyridine for 1h; Ambient temperature;	100%

: 2-(4,6-dimethyl-3-cyano-2-pyridinylthio)benzenediazonium nitrate

: 89-25-8
edaravone

: 4-[(4',6'-dimethyl-3'-cyano-2'-pyridinylthio)-2-phenylhydrazono]-5-methyl-2-phenyl-2,4-dihydropyrazole-3-one

Conditions

Conditions	Yield
Stage #1: 2-(4,6-dimethyl-3-cyano-2-pyridinylthio)benzenediazonium nitrate; 3-methyl-1-phenylpyrazolin-5-(4H)-one for 0.0833333h; grinding; Stage #2: With trimethylamine at 20℃; under 375.038 Torr; for 12h; Further stages.;	100%

: 70-11-1
α-bromoacetophenone

: 89-25-8
edaravone

: (5-methyl-2-phenyl-2H-pyrazol-3-yl) (2-oxo-2-phenylethyl) ether

Conditions

Conditions	Yield
Stage #1: α-bromoacetophenone; 3-methyl-1-phenylpyrazolin-5-(4H)-one at 20℃; for 1h; ball-milling; Stage #2: With sodium carbonate Further stages.;	100%

: 89-25-8
edaravone

: 22717-42-6
3-methyl-1-phenyl-1H-pyrazole-5(4H)-thione

Conditions

Conditions	Yield
With Lawessons reagent In toluene Reflux;	100%
With Lawessons reagent In toluene for 2h; Reflux;	97%
With Lawessons reagent for 0.0833333h; Irradiation; microwave;	70%
With Lawessons reagent In toluene at 110℃; for 2h; Inert atmosphere;

: 89-25-8
edaravone

: 619-45-4
4-methoxycarbonyl aniline

: C18H16N4O3

Conditions

Conditions	Yield
Stage #1: 4-methoxycarbonyl aniline With hydrogenchloride; sodium nitrite In water at 0 - 40℃; for 1h; Stage #2: 3-methyl-1-phenylpyrazolin-5-(4H)-one With sodium hydroxide In water at 2 - 5℃; for 1h;	99.6%

: 98-88-4
benzoyl chloride

: 89-25-8
edaravone

: 56159-67-2
(3-methyl-1-phenyl-1H-pyrazol-5-yl) benzoate

Conditions

Conditions	Yield
Stage #1: edaravone With potassium hydroxide In water; acetonitrile for 0.5h; Stage #2: benzoyl chloride In dichloromethane; water; acetonitrile for 0.0833333h;	99%
With triethylamine In chloroform for 1h; Heating;	90%
for 0.133333h; microwave irradiation;	87%

: 108-24-7
acetic anhydride

: 89-25-8
edaravone

: 138853-66-4
(3-methyl-1-phenyl-1H-pyrazol-5-yl) acetate

Conditions

Conditions	Yield
With triethylamine In chloroform for 1h; Heating;	99%
at 20℃; for 12h;	65%
With 4-ethoxymethylene-2-phenyl-2-oxazolin-5-one at 70 - 80℃;

: 104-88-1
4-chlorobenzaldehyde

: 89-25-8
edaravone

: 109-77-3
malononitrile

: 76973-35-8
6-amino-4-(4-chlorophenyl)-5-cyano-3-methyl-1-phenyl-1,4-dihydropyrano[2,3-c]pyrazole

Conditions

Conditions	Yield
With N-benzyl-N,N,N-triethylammonium chloride In water at 90℃; for 6h;	99%
With imidazole spacer and sulfonic acid tagged silica coated magnetite nanoparticle In neat (no solvent) at 20℃; for 0.333333h; Catalytic behavior; Reagent/catalyst; Temperature;	98%
With Fe3O4 (at) tris(hydroxymethyl)aminomethane-SO3H nanoparticles In ethanol; water at 100℃; for 0.0833333h;	98%

...Expand

: 100-52-7
benzaldehyde

: 89-25-8
edaravone

: 109-77-3
malononitrile

: 53316-57-7
6-amino-1,4-dihydro-3-methyl-1,4-diphenylpyrano[2,3-c]pyrazole-5-carbonitrile

Conditions

Conditions	Yield
With N-benzyl-N,N,N-triethylammonium chloride In water at 90℃; for 6h;	99%
With rac-Pro-OH at 25℃; for 0.0833333h;	99%
With trichloroacetic acid at 100℃; for 0.05h; neat (no solvent);	98%

...Expand

: 100-52-7
benzaldehyde

: 89-25-8
edaravone

: 57303-46-5
4,4'-(phenylmethylene)bis(3-methyl-1-phenyl-pyrazol-5-ol)

Conditions

Conditions	Yield
With MCM-41 nanoparticles-supported guanine bonded with zirconium(IV) In ethanol at 80℃; for 0.333333h; Green chemistry; chemoselective reaction;	99%
With Mn/lysine(at)CoFe2O4 nanocomposite at 80℃; for 1h;	99%
With 3-aminopropylated silica gel In acetonitrile at 20℃; for 0.166667h; tandem Knoevenagel-Michael reaction;	98%

: 123-11-5
4-methoxy-benzaldehyde

: 89-25-8
edaravone

: 109-77-3
malononitrile

: 53316-60-2
6-amino-4-(4-methoxyphenyl)-3-methyl-1-phenyl-1,4-dihydropyrano[2,3-c]pyrazole-5-carbonitrile

Conditions

Conditions	Yield
With rac-Pro-OH at 25℃; for 0.166667h;	99%
With sodium fluoride In methanol; water at 25℃; for 0.1h; Sonication;	98%
With N-benzyl-N,N,N-triethylammonium chloride In water at 90℃; for 6h;	96%

...Expand

: 110719-45-4
1-(3-methyl-2-butenyl)-pyrrol-2-carbaldehyde

: 89-25-8
edaravone

: 110719-46-5
2,4-dihydro-5-methyl-4-<1'-(3-methyl-2-butenyl)pyrrol-2-yl>methylene-2-phenyl-3H-pyrazol-3-one

Conditions

Conditions	Yield
With ethylenediamine diacetic acid In acetonitrile	99%

: 100-05-0
4-nitrobenzenediazonium chloride

: 89-25-8
edaravone

: 5-methyl-4-(2-(4-nitrophenyl)hydrazono)-2-phenyl-2,4-dihydro-3H-pyrazol-3one

Conditions

Conditions	Yield
With trimethylamine at 20℃; under 375.038 Torr; for 12h;	99%

: 4-methoxy-benzenediazonium; nitrate

: 89-25-8
edaravone

: 4-(4-methoxyphenylhydrazono)-3-methyl-1-phenyl-4,5-dihydropyrazole-5-one

Conditions

Conditions	Yield
With trimethylamine at 20℃; under 375.038 Torr; for 12h;	99%

: 874-60-2
4-methyl-benzoyl chloride

: 89-25-8
edaravone

: 3-methyl-1-phenyl-1H-pyrazol-5-yl 4-methylbenzoate

Conditions

Conditions	Yield
Stage #1: edaravone With potassium hydroxide In water; acetonitrile for 0.5h; Stage #2: 4-methyl-benzoyl chloride In dichloromethane; water; acetonitrile for 0.0833333h;	99%
for 0.133333h; microwave irradiation;	37%

: 122-01-0
4-chloro-benzoyl chloride

: 89-25-8
edaravone

: (3-methyl-1-phenyl-1H-pyrazol-5-yl) 4-chlorobenzoate

Conditions

Conditions	Yield
With triethylamine In chloroform for 1h; Heating;	99%
for 0.133333h; microwave irradiation;	81%
With 1,1-dichloroethane; triethylamine at 50 - 60℃;

: 104-87-0
4-methyl-benzaldehyde

: 89-25-8
edaravone

: 109-77-3
malononitrile

: 53316-59-9
3-methyl-6-amino-5-cyano-4-(4-methylphenyl)-1-phenyl-1,4-dihydropyrano[2,3-c]pyrazole

Conditions

Conditions	Yield
With N-benzyl-N,N,N-triethylammonium chloride In water at 90℃; for 6h;	99%
With imidazole spacer and sulfonic acid tagged silica coated magnetite nanoparticle In neat (no solvent) at 20℃; for 0.75h;	94%
With [amberlite IRA900OH]-supported L-prolinate In ethanol for 0.3h; Catalytic behavior; Reflux;	94%

...Expand

: 874-42-0
2,4-dichlorobenzaldeyhde

: 89-25-8
edaravone

: 109-77-3
malononitrile

: 6-amino-4-(2, 4-dichlorophenyl)-3-methyl-1-phenyl-1,4-dihydropyrano[2, 3-c]pyrazole-5-carbonitrile

Conditions

Conditions	Yield
With N-benzyl-N,N,N-triethylammonium chloride In water at 90℃; for 6h;	99%
With imidazole spacer and sulfonic acid tagged silica coated magnetite nanoparticle In neat (no solvent) at 20℃; for 0.25h;	97%
With triethylammonium acetate at 20℃; for 0.5h;	96%

...Expand

: 65-22-5
pyridoxal hydrochloride

: 89-25-8
edaravone

: 854010-13-2
1-(5-hydroxy-3-methyl-1-phenyl-1H-pyrazol-4-yl)-6-methyl-1,3-dihydro-furo[3,4-c]pyridin-7-ol

Conditions

Conditions	Yield
With sodium carbonate In water at 10 - 20℃; pH=2.04; Reagent/catalyst; pH-value;	99%
With sodium hydroxide In water at 20℃; for 0.5h;	6.8%
With sodium hydroxide In water at 20 - 30℃; for 2h; pH=6.3 - 12.1; Time;

: 459-57-4
4-fluorobenzaldehyde

: 89-25-8
edaravone

: 4,4′-[(4-flurophenyl)methylene]-bis(3-methyl-1-phenyl-1H-pyrazol-5-ol)

Conditions

Conditions	Yield
In ethanol at 78℃; for 0.0833333h; Green chemistry;	99%
With 2-carbamoylhydrazine-1-sulfonic acid In neat (no solvent) at 60℃; for 0.416667h; Reagent/catalyst; Green chemistry;	97%
With phosphomolybdic acid In ethanol at 20℃; for 4h;	94%

: 37595-74-7
N,N-phenylbistrifluoromethane-sulfonimide

: 89-25-8
edaravone

: 276249-49-1
trifluoromethanesulfonic acid 5-methyl-2-phenyl-2H-pyrazol-3-yl ester

Conditions

Conditions	Yield
With triethylamine In dichloromethane at 35℃; for 3h;	99%

: 102-96-5
(2-nitroethenyl)benzene

: 89-25-8
edaravone

: 1440200-00-9
(R)-5-methyl-4-(2-nitro-1-phenylethyl)-2-phenyl-2H-pyrazol-3-ol

Conditions

Conditions	Yield
With quinine In chloroform at 20℃; for 4h; Solvent; Temperature; Reagent/catalyst; Michael Addition; enantioselective reaction;	99%
With C33H30F6N4O3 In dichloromethane at 20℃; for 24h; Michael Addition; Inert atmosphere; enantioselective reaction;	96%
With C31H39N3O9S; benzoic acid In toluene at 20℃; Inert atmosphere;	95%
With C29H32N4O2S In chloroform at -30℃; for 12h; Michael Addition; enantioselective reaction;	95.3%
With C40H31F6N3O2 In 1,2-dichloro-ethane at 20℃; for 24h; Catalytic behavior; Reagent/catalyst; Solvent; Michael Addition; enantioselective reaction;	93%

: 706-07-0
1-chloro-4-(2-nitrovinyl)benzene

: 89-25-8
edaravone

: 1451195-14-4
(R)-4-(1-(4-chlorophenyl)-2-nitroethyl)-3-methyl-1-phenyl-1H-pyrazol-5-ol

Conditions

Conditions	Yield
With quinine In chloroform at 20℃; for 4h; Michael Addition; enantioselective reaction;	99%
With C31H39N3O9S; benzoic acid In toluene at 20℃; for 12h; Schlenk technique; Inert atmosphere; enantioselective reaction;	99%
With C40H31F6N3O2 In 1,2-dichloro-ethane at 20℃; for 18h; Michael Addition; enantioselective reaction;	95%
With C29H32N4O2S In chloroform at -30℃; for 12h; Michael Addition; enantioselective reaction;	93.7%
With C31H39N3O9S; benzoic acid In toluene at 20℃; Inert atmosphere;

: 623-27-8
terephthalaldehyde,

: 89-25-8
edaravone

: 306765-12-8
4,4'-(1,4-phenylenebis(methanylylidene))bis(3-methyl-1-phenyl-1H-pyrazol)-5(4H)-one

Conditions

Conditions	Yield
With sulfuric acid-modified polyethyleneglycol-6000 In neat (no solvent) at 70℃; for 0.05h; Knoevenagel Condensation; Green chemistry;	99%

: 882-26-8
3-nitro-β-nitrostyrene

: 89-25-8
edaravone

: 1451195-21-3
(R)-3-methyl-4-(2-nitro-1-(3-nitrophenyl)ethyl)-1-phenyl-1H-pyrazol-5-ol

Conditions

Conditions	Yield
With quinine In chloroform at 20℃; for 6h; Michael Addition; enantioselective reaction;	99%
With C29H32N4O2S In chloroform at -30℃; for 18h; Michael Addition; enantioselective reaction;	93.2%
With C40H31F6N3O2 In 1,2-dichloro-ethane at 20℃; for 24h; Michael Addition; enantioselective reaction;	92%

: 50598-92-0
2-cyclohexyl-1-nitroethene

: 89-25-8
edaravone

: 1451195-27-9
(R)-4-(1-cyclohexyl-2-nitro-ethyl)-5-methyl-2-phenyl-2H-pyrazol-3-ol

Conditions

Conditions	Yield
With quinine In chloroform at 20℃; for 12h; Michael Addition; enantioselective reaction;	99%

: 5153-67-3
nitrostyrene

: 89-25-8
edaravone

: 1440200-00-9
(R)-5-methyl-4-(2-nitro-1-phenylethyl)-2-phenyl-2H-pyrazol-3-ol

Conditions

Conditions	Yield
With C31H39N3O9S; benzoic acid In toluene at 20℃; for 12h; Reagent/catalyst; Solvent; Time; Schlenk technique; Inert atmosphere; enantioselective reaction;	99%
Stage #1: nitrostyrene With (S)-3-(3,5-bis(trifluoromethyl)phenylamino)-4-(1-phenyl-2-(piperidin-1-yl)ethylamino)cyclobut-3-ene-1,2-dione In 1,2-dichloro-ethane for 0.166667h; Michael Addition; Inert atmosphere; Stage #2: edaravone In 1,2-dichloro-ethane at 20℃; for 24h; Michael Addition; Inert atmosphere; enantioselective reaction;	n/a

: 66-77-3
1-naphthaldehyde

: 89-25-8
edaravone

: 1433750-55-0
4,4'-(naphthalen-1-ylmethanediyl)bis(3-methyl-1-phenyl-1H-pyrazol-5-ol)

Conditions

Conditions	Yield
With 2-carbamoylhydrazine-1-sulfonic acid In neat (no solvent) at 60℃; for 0.75h; Reagent/catalyst; Green chemistry;	99%
With zinc(II) oxide In ethanol; water for 0.5h; Catalytic behavior; Reflux;	93%
Stage #1: 1-naphthaldehyde; 3-methyl-1-phenylpyrazolin-5-(4H)-one With zinc(II) oxide In ethanol; water Knoevenagel Condensation; Reflux; Green chemistry; Stage #2: With zinc(II) oxide In ethanol; water Michael Addition; Reflux; Green chemistry;	90%

: 92210-53-2
3-nitro-2H-1-benzopyran

: 89-25-8
edaravone

: C19H17N3O4

Conditions

Conditions	Yield
With quinine In dichloromethane at -15℃; for 96h; Catalytic behavior; Solvent; Temperature; Reagent/catalyst; Michael Addition; enantioselective reaction;	99%

Edaravone Chemical Properties

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

Edaravone Uses

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

Edaravone 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.

Edaravone 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.

Edaravone Safety Profile

Moderately toxic by ingestion and intraperitoneal routes. An eye irritant. When heated to decomposition it emits toxic fumes of NO_x.
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

Edaravone 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 .

Product Name

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

Synthetic route

Edaravone Chemical Properties

Edaravone Uses

Edaravone Toxicity Data With Reference

Edaravone Consensus Reports

Edaravone Safety Profile

Edaravone Specification

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