Synonym: 6-Chloro-2-(ethylamino)-4-methyl-4-phenyl-4H-3,1-benzoxazine hydrochloride; 6-Chloro-2-N-ethyl-4-methyl-4-phenyl-4H-3,1-benzoxazin-2-amine hydrochloride; HOE-36801 hydrochloride
CAS Number: 56776-32-0
Empirical Formula (Hill Notation): C17H17ClN2O · HCl
Molecular Weight: 337.24
EC Number: 260-380-0
MDL Number: MFCD18086857
Linear Formula: C17H17ClN2O · HCl
Product Type: Chemical
| assay |
≥98% (HPLC) |
| color |
white to beige |
| form |
powder |
| InChI |
1S/C17H17ClN2O.ClH/c1-3-19-16-20-15-10-9-13(18)11-14(15)17(2,21-16)12-7-5-4-6-8-12;/h4-11H,3H2,1-2H3,(H,19,20);1H |
| InChI key |
SCBJXEBIMVRTJE-UHFFFAOYSA-N |
| Quality Level |
100  |
| SMILES string |
Cl.CCNC1=Nc2ccc(Cl)cc2C(C)(O1)c3ccccc3 |
| solubility |
DMSO: ≥5 mg/mL |
| storage condition |
desiccated |
| storage temp. |
−20°C |
| Application: |
Etifoxine hydrochloride has been used as a γ-aminobutyric acid (GABA)-receptor agonist to study its effects on insulin expression in α cell line (αTC1) |
| Biochem/physiol Actions: |
Etifoxine is an anxiolytic anticonvulsant, which promotes axonal regeneration. It binds to β2 and β3 subunits of the GABAA receptor complex, a different target site to benzodiazepines, and binds to the translocator protein (18 kDa) TSPO, formerly known as the peripheral or mitochondrial benzodiazepine receptor. TSPO carries cholesterol from the outer to the inner mitochondrial membrane, which is the rate-limiting step of steroidogenesis. Whereas, its anxiolytic effects involve GABAA receptors and TSPO, etifoxine′s neuroregenerative effects mainly involve TSPO. |
| Features and Benefits: |
This compound is a featured product for Neuroscience research. Click here to discover more featured Neuroscience products. Learn more about bioactive small molecules for other areas of research at sigma.com/discover-bsm . |
| Features and Benefits: |
This compound is featured on the GABAA Receptors page of the Handbook of Receptor Classification and Signal Transduction. To browse other handbook pages, click here . |
| Packaging: |
10, 50 mg in glass bottle |
| Hazard Codes |
Xn |
| Risk Statements |
22 |
| RIDADR |
NONH for all modes of transport |
| WGK Germany |
WGK 3 |
| Flash Point(F) |
Not applicable |
| Flash Point(C) |
Not applicable |
| Purity |
≥98% (HPLC) |
| Storage Temp. |
−20°C |
| UNSPSC |
12352200 |
