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HomeProduct name listEtifoxine

Etifoxine

  • CAS NO.:21715-46-8
  • Empirical Formula: C17H17ClN2O
  • Molecular Weight: 300.78
  • MDL number: MFCD00868190
  • EINECS: 630-330-6
  • SAFETY DATA SHEET (SDS)
  • Update Date: 2024-10-23 13:36:13
Etifoxine Structural

What is Etifoxine?

Originator

Circupon,Troponwerke,W. Germany

What are the applications of Application

Etifoxine is a β2 and β3 GABAA receptor agonist

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

Properties of Etifoxine

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)
pka 4.89±0.40(Predicted)
form  Solid:particulate/powder
color  Light yellow to yellow

Safety information for Etifoxine

Computed Descriptors for Etifoxine

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