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SML0272

Sigma-Aldrich

Etifoxine hydrochloride

≥98% (HPLC)

Synonyme(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

Formule empirique (notation de Hill):
C17H17ClN2O · HCl
Numéro CAS:
56776-32-0
Poids moléculaire :
337.24
Numéro CE :
260-380-0
Numéro MDL:
MFCD18086857
Code UNSPSC :
12352200
ID de substance PubChem :
329825280
Nomenclature NACRES :
NA.77

Pureté

≥98% (HPLC)

Forme

powder

Conditions de stockage

desiccated

Couleur

white to beige

Solubilité

DMSO: ≥5 mg/mL

Température de stockage

−20°C

Chaîne SMILES 

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

Clé InChI

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)

Actions biochimiques/physiologiques

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.

Caractéristiques et avantages

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.

Code de la classe de stockage

11 - Combustible Solids

Classe de danger pour l'eau (WGK)

WGK 3

Point d'éclair (°F)

Not applicable

Point d'éclair (°C)

Not applicable

Certificats d'analyse (COA)

Recherchez un Certificats d'analyse (COA) en saisissant le numéro de lot du produit. Les numéros de lot figurent sur l'étiquette du produit après les mots "Lot" ou "Batch".

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Consulter la Bibliothèque de documents

Artemisinins target GABAA receptor signaling and impair alpha cell identity
Li J, et al.
Cell, 168(1-2), 86-100 (2017)
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
Jin Li et al.
Cell, 168(1-2), 86-100 (2016-12-06)
Type 1 diabetes is characterized by the destruction of pancreatic β cells, and generating new insulin-producing cells from other cell types is a major aim of regenerative medicine. One promising approach is transdifferentiation of developmentally related pancreatic cell types, including glucagon-producing

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GABAA Receptors

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GABAA Receptors

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GABAA Receptors

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GABAA Receptors

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