ChemicalBook Product Catalog API Nervous system drugs Anxiolytics 6-chloro-N-ethyl-4-methyl-4-phenyl-4H-3,1-benzoxazin-2-amine monohydrochloride

6-chloro-N-ethyl-4-methyl-4-phenyl-4H-3,1-benzoxazin-2-amine monohydrochloride

Product Name6-chloro-N-ethyl-4-methyl-4-phenyl-4H-3,1-benzoxazin-2-amine monohydrochloride
CAS56776-32-0
MFC17H18Cl2N2O
MW337.24362
EINECS260-380-0
MOL File56776-32-0.mol

Chemical Properties

Melting point	ND
storage temp.	-20°C
solubility	DMSO: ≥5mg/mL
form	powder
color	white to beige
Stability	Hygroscopic
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
SMILES	Cl.CCNC1=Nc2ccc(Cl)cc2C(C)(O1)c3ccccc3

Safety Information

Hazard Codes	Xn
Risk Statements	22
WGK Germany	3
Storage Class	11 - Combustible Solids

Usage And Synthesis

Chemical Properties

Low Melting White Solid

Uses

Psychotropic agent with anxiolytic and anticonvulsant activity.

Uses

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 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.

in vivo

Etifoxine competitively inhibits [³⁵S]TBPS binding with micromolar potency in rat brain^[1].
Etifoxine (3.125-50 mg/kg) exhibits more pronounced anxiolytic and anticonvulsant effects in the BALB/cByJ mice compared to the C57BL/6J mice^[3].

Animal Model:	Six-week old BALB/cByJ and C57BL/6J mice (20-25 g)^[3].
Dosage:	3.125-50 mg/kg.
Administration:	Intraperitoneal inhection.
Result:	Significantly increased the amount of time spent on the open arms at the 12.5 mg/kg dose when compared to vehicle (p = 0.009) in BALB/cByJ mice but produced no effect in C57B/6J mice. BALB/cByJ mice compared with C57BL/6J mice exhibited significantly (p < 0.012) lower plasma levels of the compound at 15 and 30 min.

storage

Store at +4°C

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