Etifoxine hydrochloride

• CAT Number: I004118
• CAS Number: 56776-32-0
• Molecular Formula: C17H18Cl2N2O
• Molecular Weight: 337.24
• Purity: ≥95%
• Synonyms: 6-chloro-N-ethyl-4-methyl-4-phenyl-3,1-benzoxazin-2-amine;hydrochloride
• Target: Neuronal Signaling
• Solubility: DMSO 100 mg/ml water 5 mg/ml
• Storage: Store at -20°C
• IUPAC Name: 6-chloro-N-ethyl-4-methyl-4-phenyl-1H-3,1-benzoxazin-2-imine;hydrochloride
• 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: CCN=C1NC2=C(C=C(C=C2)Cl)C(O1)(C)C3=CC=CC=C3.Cl

Etifoxine hydrochloride (Cat No.: I004118) is an anxiolytic drug used to treat anxiety disorders, particularly in some European and Asian countries. Unlike benzodiazepines, etifoxine acts primarily by modulating GABAA receptors indirectly through binding to the translocator protein (TSPO), which enhances neurosteroid production, promoting GABAergic activity. It may also have anti-inflammatory and neuroprotective properties. Etifoxine is generally well-tolerated and causes less sedation, dependence, and cognitive impairment compared to traditional anxiolytics. Common side effects include mild gastrointestinal discomfort, skin reactions, and fatigue.

Reference

[1]. Verleye M, Dumas S, Heulard I, et al. Differential effects of etifoxine on anxiety-like behaviour and convulsions in BALB/cByJ and C57BL/6J mice: any relation to overexpression of central GABAA receptor beta2 subunits? Eur Neuropsychopharmacol. 2011 Jun;21(6):457-70.
[2]. Bourin M, Hascot M. Implication of 5-HT2 receptor subtypes in the mechanism of action of the GABAergic compound etifoxine in the four-plate test in Swiss mice. Behav Brain Res. 2010 Apr 2;208(2):352-8.
[3]. Gee KW, Tran MB, Hogenkamp DJ, et al. Limiting activity at beta1-subunit-containing GABAA receptor subtypes reduces ataxia. J Pharmacol Exp Ther. 2010 Mar;332(3):1040-53.
[4]. Aouad M, Charlet A, Rodeau JL, et al. Reduction and prevention of vincristine-induced neuropathic pain symptoms by the non-benzodiazepine anxiolytic etifoxine are mediated by 3alpha-reduced neurosteroids. Pain. 2009 Dec 15;147(1-3):54-9.
[5]. Girard C, Liu S, Cadepond F, et al. Etifoxine improves peripheral nerve regeneration and functional recovery. Proc Natl Acad Sci U S A. 2008 Dec 23;105(51):20505-10.