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| CAS No.: | 89-25-8 |
|---|---|
| Name: | 5-Methyl-2-phenyl-1,2-dihydropyrazol-3-one |
| Article Data: | 198 |
| Molecular Structure: | |
|
|
|
| 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: |
 Xi
|
| Risk Codes: | 36/37/38 |
| Safety: | 26-36 |
| PSA: | 32.67000 |
| LogP: | 1.29980 |
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| Conditions | Yield |
|---|---|
| In acetic acid Heating; | 100% |
| for 0.166667h; Irradiation; | 100% |
| at 0 - 90℃; for 1.5h; | 100% |
| 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% |
| 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 | Yield |
|---|---|
| With sodium anthraquinone-2-sulfonate; palladium diacetate; potassium carbonate In chlorobenzene at 110℃; for 6h; Reagent/catalyst; | 92% |
| Conditions | Yield |
|---|---|
| With phenylhydrazine In chloroform for 3h; Ambient temperature; | A 90% B 81% |
| 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 | 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% |
- 89-25-8
edaravone
| Conditions | Yield |
|---|---|
| With hydrogen bromide; acetic acid at 140℃; for 2h; Inert atmosphere; | 76% |
| 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% |
| Conditions | Yield |
|---|---|
| With phenylhydrazine In ethanol | 67% |
| With phenylhydrazine In 1,4-dioxane; water | 11.17 g (64%) |
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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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