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Phenidone

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Name Phenidone EINECS 202-155-1
CAS No. 92-43-3 Density 1.188 g/cm3
Solubility soluble in hot water Melting Point 119-123 °C
Formula C9H10N2O Boiling Point 304.1 °C at 760 mmHg
Molecular Weight 162.19 Flash Point 137.7 °C
Transport Information UN 2811 6.1/PG 3 Appearance light beige powder or crystals
Safety 61 Risk Codes 22-51/53
Molecular Structure Molecular Structure of 92-43-3 (3-Pyrazolidinone,1-phenyl-) Hazard Symbols HarmfulXn,DangerousN
Synonyms

2-Pyrazolin-3-ol,1-phenyl- (7CI);1-Phenyl-3-oxopyrazolidine;1-Phenyl-3-pyrazolidinone;1-Phenylpyrazolidine-3-one;Fenidon;

 

Consensus Reports

Reported in EPA TSCA Inventory.

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%.

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.

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