3864. Etifoxine

Nomenclature

CAS number: 21715-46-8
6-Chloro-N-ethyl-4-methyl-4-phenyl-4H-3,1-benzoxazin-2-amine; 6-chloro-2-(ethylamino)-4-methyl-4-phenyl-4H-3,1-benzoxazine; HOE-36801.
C17H17ClN2O; mol wt 300.78.
C 67.88%, H 5.70%, Cl 11.79%, N 9.31%, O 5.32%.

Description and references

Psychotropic agent with anxiolytic and anticonvulsant activity. Prepn: FR M7358; H. Kuch et al., US 3725404 (1969, 1973 both to Hoechst); I. Hoffmann et al., Arzneim.-Forsch. 20, 975 (1970). Exptl psychopharmacological study: J. R. Boissier et al., Therapie 27, 325 (1972). Analysis of EEG effects: D. Bente et al., Arzneim.-Forsch. 25, 944 (1975). Evaluation of psychotropic effect: R. Corsico et al., Psychopharmacologia 45, 301 (1976).

Chemical structure

Properties

Colorless crystals from petr ether, mp 90-92°. uv max (ethanol): 273 nm (ε 21200). LD50 orally in mice: 12 g/kg (Hoffmann).

Derivative

Hydrochloride.

Nomenclature

CAS number: 56776-32-0
Stresam (Beaufour).
C17H17ClN2O.HCl; mol wt 337.24.
C 60.54%, H 5.38%, Cl 21.03%, N 8.31%, O 4.74%.

Properties

Crystals, mp 150-151°.

Therapeutic Category

Anxiolytic.

Keywords

Anxiolytic