SML0272
Etifoxine hydrochloride
≥98% (HPLC), GABA receptor ligand, powder
Synonym(s):
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
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About This Item
Empirical Formula (Hill Notation):
C17H17ClN2O · HCl
CAS Number:
Molecular Weight:
337.24
NACRES:
NA.77
PubChem Substance ID:
UNSPSC Code:
12352200
EC Number:
260-380-0
MDL number:
Assay:
≥98% (HPLC)
Form:
powder
Storage condition:
desiccated
Product Name
Etifoxine hydrochloride, ≥98% (HPLC)
assay
≥98% (HPLC)
form
powder
storage condition
desiccated
color
white to beige
solubility
DMSO: ≥5 mg/mL
storage temp.
−20°C
SMILES string
Cl.CCNC1=Nc2ccc(Cl)cc2C(C)(O1)c3ccccc3
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
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 binds to TSPO and GABAA receptor β2 and β3 subunits.
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.
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.
Storage Class
11 - Combustible Solids
wgk
WGK 3
flash_point_f
Not applicable
flash_point_c
Not applicable
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