SML0272

Etifoxine hydrochloride

≥98% (HPLC)

• 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
• Empirical Formula (Hill Notation): C₁₇H₁₇ClN₂O · HCl
• CAS Number: 56776-32-0
• Molecular Weight: 337.24
• EC Number: 260-380-0
• MDL number: MFCD18086857
• UNSPSC Code: 12352200
• PubChem Substance ID: 329825280
• NACRES: NA.77

Properties

• 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

Description

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) [1]

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.

Safety Information

• Storage Class: 11 - Combustible Solids
• wgk_germany: WGK 3
• flash_point_f: Not applicable
• flash_point_c: Not applicable