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Merck

SML0272

Sigma-Aldrich

Etifoxine hydrochloride

≥98% (HPLC)

Synonym(e):

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

Empirische Formel (Hill-System):
C17H17ClN2O · HCl
CAS-Nummer:
Molekulargewicht:
337.24
EG-Nummer:
MDL-Nummer:
UNSPSC-Code:
12352200
PubChem Substanz-ID:
NACRES:
NA.77

Assay

≥98% (HPLC)

Form

powder

Lagerbedingungen

desiccated

Farbe

white to beige

Löslichkeit

DMSO: ≥5 mg/mL

Lagertemp.

−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

InChIKey

SCBJXEBIMVRTJE-UHFFFAOYSA-N

Anwendung

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. Wirkung

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.

Leistungsmerkmale und Vorteile

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.

Lagerklassenschlüssel

11 - Combustible Solids

WGK

WGK 3

Flammpunkt (°F)

Not applicable

Flammpunkt (°C)

Not applicable


Analysenzertifikate (COA)

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Die Dokumentenbibliothek aufrufen

Hui Zhang et al.
Brain research bulletin, 165, 178-184 (2020-10-20)
The translocator protein (TSPO), once known as peripheral-type benzodiazepine receptor, was reported to be related with several physiological functions. Etifoxine is a clinically available anxiolytic drug, and has recently shown neuroprotective effects as a TSPO ligand. The aim of the

Artikel

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