Etifoxine
- Product Name
- Etifoxine
- CAS No.
- 21715-46-8
- Chemical Name
- Etifoxine
- Synonyms
- 36-801;Etifoxin;Etifoxine;HOE-36801;HOE-36-801;etafenoxine;Etifoxine (HOE36801);6-chloro-N-ethyl-4-methyl-4-phenyl-3,1-benzoxazin-2-amine;2-Ethylamino-6-chloro-4-methyl-4-phenyl-4H-3,1-benzoxazine;6-Chloro-2-ethylamino-4-methyl-4-phenyl-4H-3,1-benzoxazine
- CBNumber
- CB7875113
- Molecular Formula
- C17H17ClN2O
- Formula Weight
- 300.78
- MOL File
- 21715-46-8.mol
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)
- color
- Light yellow to yellow
- 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..…
N-Bromosuccinimide Price
- Product number
- 15999
- Product name
- Etifoxine
- Purity
- ≥98%
- Packaging
- 5mg
- Price
- $86
- Updated
- 2024/03/01
- Product number
- 15999
- Product name
- Etifoxine
- Purity
- ≥98%
- Packaging
- 10mg
- Price
- $129
- Updated
- 2024/03/01
- Product number
- 15999
- Product name
- Etifoxine
- Purity
- ≥98%
- Packaging
- 25mg
- Price
- $296
- Updated
- 2024/03/01
- Product number
- 15999
- Product name
- Etifoxine
- Purity
- ≥98%
- Packaging
- 50mg
- Price
- $546
- Updated
- 2024/03/01
- Product number
- CS-1104
- Product name
- Etifoxine
- Purity
- 99.87%
- Packaging
- 100mg
- Price
- $610
- Updated
- 2021/12/16
Etifoxine Chemical Properties,Usage,Production
Description
Etifoxine is a positive allosteric modulator of α1β2γ2 and α1β3γ2 subunit-containing GABAA receptors.1 It selectively increases GABA-induced currents in X. laevis oocytes expressing α1β2γ2 or α1β3γ2 over α1β1γ2 subunit-containing receptors at 20 µM. Etifoxine inhibits binding of the GABAA receptor agonist muscimol in rat corticol membranes with a Kd value of 23 nM in a radioligand binding assay.2 It increases NGF-induced neurite outgrowth in PC12 cells when used at a concentration of 20 µM.3 Etifoxine (12.5 mg/kg, i.p.) increases the percentage of time spent in the open arms of the elevated plus maze in high-anxiety BALB/cByJ, but not C57BL/6, mice, indicating anxiolytic-like activity.4 It increases the seizure threshold in a mouse model of seizures induced by picrotoxin (Item No. 20771) with a minimum effective dose (MED) of 75 mg/kg.2 Etifoxine (50 mg/kg, i.p.) also increases the paw withdrawal threshold on the ipsilateral side in a rat model of rheumatoid arthritis induced by complete Freund's adjuvant.5WARNING This product is not for human or veterinary use.
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
Etifoxine Preparation Products And Raw materials
Raw materials
Preparation Products
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