Etifoxine Property

Melting point:

90-92℃

Boiling point:

421.2±55.0 °C(Predicted)

Density 

1.1716 (rough estimate)

vapor pressure 

0-1Pa at 20-25℃

refractive index 

1.5800 (estimate)

storage temp. 

Store at -20°C

solubility 

DMSO:60.0(Max Conc. mg/mL);199.47(Max Conc. mM)
DMF:30.0(Max Conc. mg/mL);99.74(Max Conc. mM)
DMF:PBS (pH 7.2) (1:8):0.1(Max Conc. mg/mL);0.33(Max Conc. mM)
Ethanol:20.0(Max Conc. mg/mL);66.49(Max Conc. mM)

form 

Solid:particulate/powder

pka

4.89±0.40(Predicted)

LogP

4.09-4.52 at 21-25℃ and pH7

Safety

Toxicity

LD50 orally in mice: 12 g/kg (Hoffmann)

Hazard and Precautionary Statements (GHS)

Symbol(GHS)

Signal word

Warning

Hazard statements

H302Harmful if swallowed

H401Toxic to aquatic life

Precautionary statements

P264Wash hands thoroughly after handling.

P264Wash skin thouroughly after handling.

P270Do not eat, drink or smoke when using this product.

P273Avoid release to the environment.

P301+P312IF SWALLOWED: call a POISON CENTER or doctor/physician IF you feel unwell.

P330Rinse mouth.

P501Dispose of contents/container to..…

Etifoxine Chemical Properties,Usage,Production

Originator

Circupon,Troponwerke,W. Germany

Definition

ChEBI: Etifoxine is a benzoxazine.

Manufacturing Process

30 parts of 1-(3'-hydroxyphenyl)-2-(N-benzylaminomethyl)-ethan-1-one are mixed with 100 parts of pyridine and 30 parts of pivalic anhydride and dissolved while warming. After heating for 1 hour under reflux, the acylation is complete. After concentrating the reaction solution, the product is precipitated from acetone/ether. Yield: 96.4% of 1-(3'-pivaloyloxyphenyl)-2- (N-benzylaminomethyl)-ethan-1-one.
3 parts of palladium/charcoal (10% strength) are prehydrogenated in water, thereafter 10 parts of 1-(3'-pivaloyloxyphenyl)-2-(N-benzylaminoethyl)-ethan- 1-one, dissolved in a 10-fold amount of water, are added dropwise at room temperature and hydrogenation is carried out until 1 mol of hydrogen has been taken up. After filtering off the catalyst, a further 3 parts of palladium/charcoal are added and hydrogenation is carried out until a further mol of hydrogen has been taken up. The catalyst is separated off and after removal of the solvent the hydrogenation product is reprecipitated from acetone/petroleum ether and from methanol/ether until it is pure according to thin layer chromatography. Yield: 38.8% of 1-(3'-pivaloyloxyphenyl)-2- ethylaminoethanol-1 hydroxide, melting point 208°C to 209°C.

Therapeutic Function

Tranquilizer