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Etifoxine hydrochloride

SIGMA/SML0272 - ≥98% (HPLC)

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

Catalog Number PKG Qty. Price Quantity
45-SML0272-10MG 10 mg
$170.00
1/EA
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45-SML0272-50MG 50 mg
$649.00
1/EA
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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 binds to TSPO and GABAA receptor β2 and β3 subunits.
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

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