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
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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