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| CAS No.: | 92-43-3 |
|---|---|
| Name: | Phenidone |
| Molecular Structure: | |
|
|
|
| Formula: | C9H10N2O |
| Molecular Weight: | 162.191 |
| Synonyms: | 2-Pyrazolin-3-ol,1-phenyl- (7CI);1-Phenyl-3-oxopyrazolidine;1-Phenyl-3-pyrazolidinone;1-Phenylpyrazolidine-3-one;Fenidon; |
| EINECS: | 202-155-1 |
| Density: | 1.188 g/cm3 |
| Melting Point: | 119-123 °C |
| Boiling Point: | 304.1 °C at 760 mmHg |
| Flash Point: | 137.7 °C |
| Solubility: | soluble in hot water |
| Appearance: | light beige powder or crystals |
| Hazard Symbols: |
 Xn, N
|
| Risk Codes: | 22-51/53 |
| Safety: | 61 |
| Transport Information: | UN 2811 6.1/PG 3 |
| PSA: | 32.34000 |
| LogP: | 1.32170 |
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phenylhydrazine hydrochloride
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acrylic acid methyl ester
- 92-43-3
1-phenylpyrazolidin-3-one
| Conditions | Yield |
|---|---|
| With sodium methylate In methanol; toluene at 30℃; Reflux; | 75% |
| Stage #1: phenylhydrazine hydrochloride With sodium methylate In ethanol at 40℃; for 0.5h; Stage #2: acrylic acid methyl ester In ethanol Reflux; |
| Conditions | Yield |
|---|---|
| With hydrogenchloride | |
| With sulfuric acid | |
| Multi-step reaction with 3 steps 2: LiAlH4 3: aqueous H2SO4 View Scheme |
- 29522-26-7
ethyl-(1-phenyl-4,5-dihydro-1H-pyrazol-3-yl)-amine
- 92-43-3
1-phenylpyrazolidin-3-one
| Conditions | Yield |
|---|---|
| With sulfuric acid |
- 41682-87-5
3-hydroxy-propionic acid-(N'-phenyl-hydrazide)
- 92-43-3
1-phenylpyrazolidin-3-one
| Conditions | Yield |
|---|---|
| With phosphoric acid | |
| With toluene-4-sulfonic acid; xylene Abdestillieren des entstandenen H2O; |
| Conditions | Yield |
|---|---|
| With ethanol; sodium ethanolate |
| Conditions | Yield |
|---|---|
| With ethanol; sodium ethanolate |
- 64-17-5
ethanol
- 141-52-6
sodium ethanolate
- 100-63-0
phenylhydrazine
- 140-88-5
ethyl acrylate
- 71-43-2
benzene
- 92-43-3
1-phenylpyrazolidin-3-one
| Conditions | Yield |
|---|---|
| With ethanol; sodium ethanolate; benzene | |
| With triethylamine |
- 26955-79-3
3-(N'-phenyl-hydrazino)-propionitrile
- 92-43-3
1-phenylpyrazolidin-3-one
| Conditions | Yield |
|---|---|
| With hydrogenchloride | |
| Multi-step reaction with 2 steps 1: aqueous HCl 2: concentrated aqueous HCl View Scheme |
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Consensus Reports
Specification
The IUPAC name of Phenidone is 1-phenylpyrazolidin-3-one. With the CAS registry number 92-43-3, it is also named as 2-Pyrazolin-3-ol, 1-phenyl-; Fenidon. In addiotion, this chemical is light beige powder or crystals which is soluble in hot water. And it is stable, but light sensitive. It is also incompatible with strong acids, strong oxidizing agents, strong bases.
The other characteristics of this product can be summarized as: (1)ACD/LogP: 0.19; (2)# of Rule of 5 Violations: 0; (3)ACD/LogD (pH 5.5): 0.19; (4)ACD/LogD (pH 7.4): 0.18; (5)ACD/BCF (pH 5.5): 1; (6)ACD/BCF (pH 7.4): 1; (7)ACD/KOC (pH 5.5): 30.05; (8)ACD/KOC (pH 7.4): 29.82; (9)#H bond acceptors: 3; (10)#H bond donors: 1; (11)#Freely Rotating Bonds: 1; (12)Index of Refraction: 1.578; (13)Molar Refractivity: 45.32 cm3; (14)Molar Volume: 136.4 cm3; (15)Polarizability: 17.96×10-24 cm3; (16)Surface Tension: 45.2 dyne/cm; (17)Enthalpy of Vaporization: 57.49 kJ/mol; (18)Vapour Pressure: 0.000393 mmHg at 25°C; (19)Rotatable Bond Count: 1; (20)Tautomer Count: 3; (21)Exact Mass: 162.079313; (22)MonoIsotopic Mass: 162.079313; (23)Topological Polar Surface Area: 32.3; (24)Heavy Atom Count: 12.
Uses of Phenidone: This product is used as a photographic developer. Unlike some other developers, it has low toxicity and does not cause dermatitis upon skin contact. It also can used in organic synthesis. For example: It can react with 1-vinyl-pyrrolidin-2-one to get 1-(2-oxopyrrolidin-1-yl)-1-(5-oxo-2-phenylpyrazolidin-1-yl)ethane. This reaction needs reagent Me3SiCl by heating. The yield is 96%.
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When you are using this chemical, please be cautious about it as the following:
It is harmful if swallowed. And it is toxic to aquatic organisms, may cause long-term adverse effects in the aquatic environment, so people should avoid releasing to the environment. Refer to special instructions / safety data sheets.
People can use the following data to convert to the molecule structure.
1. SMILES: O=C2NN(c1ccccc1)CC2;
2. InChI: InChI=1/C9H10N2O/c12-9-6-7-11(10-9)8-4-2-1-3-5-8/h1-5H,6-7H2,(H,10,12).
The following are the toxicity data which has been tested.
| Organism | Test Type | Route | Reported Dose (Normalized Dose) | Effect | Source |
|---|---|---|---|---|---|
| guinea pig | LD50 | skin | > 1gm/kg (1000mg/kg) | Kodak Company Reports. Vol. 21MAY1971, | |
| guinea pig | LD50 | unreported | 1310mg/kg (1310mg/kg) | BEHAVIORAL: ALTERED SLEEP TIME (INCLUDING CHANGE IN RIGHTING REFLEX) LUNGS, THORAX, OR RESPIRATION: DYSPNEA BEHAVIORAL: MUSCLE CONTRACTION OR SPASTICITY) | Gigiena i Sanitariya. For English translation, see HYSAAV. Vol. 49(9), Pg. 87, 1984. |
| mouse | LD50 | oral | 360mg/kg (360mg/kg) | Gigiena Truda i Professional'nye Zabolevaniya. Labor Hygiene and Occupational Diseases. Vol. 31(1), Pg. 49, 1987. | |
| mouse | LD50 | unreported | 287mg/kg (287mg/kg) | BEHAVIORAL: ALTERED SLEEP TIME (INCLUDING CHANGE IN RIGHTING REFLEX) BEHAVIORAL: MUSCLE CONTRACTION OR SPASTICITY) LUNGS, THORAX, OR RESPIRATION: DYSPNEA | Gigiena i Sanitariya. For English translation, see HYSAAV. Vol. 49(9), Pg. 87, 1984. |
| rat | LD50 | intraperitoneal | 200mg/kg (200mg/kg) | Kodak Company Reports. Vol. 21MAY1971, | |
| rat | LD50 | oral | 200mg/kg (200mg/kg) | Kodak Company Reports. Vol. 21MAY1971, | |
| rat | LD50 | unreported | 309mg/kg (309mg/kg) | BEHAVIORAL: ALTERED SLEEP TIME (INCLUDING CHANGE IN RIGHTING REFLEX) BEHAVIORAL: MUSCLE CONTRACTION OR SPASTICITY) LUNGS, THORAX, OR RESPIRATION: DYSPNEA | Gigiena i Sanitariya. For English translation, see HYSAAV. Vol. 49(9), Pg. 87, 1984. |