ChemicalBook--->CAS DataBase List--->56776-32-0

56776-32-0

56776-32-0 Structure

56776-32-0 Structure
IdentificationBack Directory
[Name]

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

56776-32-0
[Synonyms]

StresaM
HOE-36801 hydrochloride
Etifoxine·hydrochloride
NSC 163501;ANTIBIOTIC AT-125;U 42126
2-EthylaMino-6-chloro-4-Methyl-4-phenyl-4H-3,1-benzoxazine Hydrochloride
6-Chloro-N-ethyl-4-Methyl-4-phenyl-4H-3,1-benzoxazin-2-aMine Hydrochloride
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-aminehydrochloride
6-chloro-N-ethyl-4-methyl-4-phenyl-4H-3,1-benzoxazin-2-amine monohydrochloride
[EINECS(EC#)]

260-380-0
[Molecular Formula]

C17H18Cl2N2O
[MDL Number]

MFCD18086857
[MOL File]

56776-32-0.mol
[Molecular Weight]

337.244
Chemical PropertiesBack Directory
[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 DataBack Directory
[Hazard Codes ]

Xn
[Risk Statements ]

22
[WGK Germany ]

3
[Storage Class]

11 - Combustible Solids
Hazard InformationBack Directory
[Chemical Properties]

Low Melting White Solid
[Uses]

Psychotropic agent with anxiolytic and anticonvulsant activity.
[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
Spectrum DetailBack Directory
[Spectrum Detail]

6-chloro-N-ethyl-4-methyl-4-phenyl-4H-3,1-benzoxazin-2-amine monohydrochloride(56776-32-0)1HNMR
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