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Details

Stereochemistry ABSOLUTE
Molecular Formula C17H17ClN2O.ClH
Molecular Weight 337.244
Optical Activity UNSPECIFIED
Defined Stereocenters 1 / 1
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of ETIFOXINE HYDROCHLORIDE, (R)-

SMILES

Cl.CCNC1=NC2=CC=C(Cl)C=C2[C@](C)(O1)C3=CC=CC=C3

InChI

InChIKey=SCBJXEBIMVRTJE-UNTBIKODSA-N
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/t17-;/m1./s1

HIDE SMILES / InChI

Molecular Formula ClH
Molecular Weight 36.461
Charge 0
Count
Stereochemistry ACHIRAL
Additional Stereochemistry No
Defined Stereocenters 0 / 0
E/Z Centers 0
Optical Activity NONE

Molecular Formula C17H17ClN2O
Molecular Weight 300.783
Charge 0
Count
Stereochemistry ABSOLUTE
Additional Stereochemistry No
Defined Stereocenters 1 / 1
E/Z Centers 0
Optical Activity UNSPECIFIED

(R)-Etifoxine is an isomer, chemically isolated from Etifoxine (Stresam), an approved racemic drug (off patent) prescribed in Europe. (R)-Etifoxine was developed by Xytis Inc for treatment pain, mental disease, and central nervous system disorders. However future development has been discontinued.

CNS Activity

Curator's Comment: Data for R/S-Etifoxine

Approval Year

Conditions

Conditions

ConditionModalityTargetsHighest PhaseProduct
Primary
Unknown

Approved Use

Unknown
Primary
Unknown

Approved Use

Unknown
Primary
Unknown

Approved Use

Unknown
Patents

Patents

Sample Use Guides

50 mg up to about 150 mg/day.
Route of Administration: Oral
In Vitro Use Guide
Unknown
Substance Class Chemical
Created
by admin
on Mon Mar 31 21:34:57 GMT 2025
Edited
by admin
on Mon Mar 31 21:34:57 GMT 2025
Record UNII
LKN5H1QW67
Record Status Validated (UNII)
Record Version
  • Download
Name Type Language
ETIFOXINE HYDROCHLORIDE, (R)-
Common Name English
(+)-ETIFOXINE HYDROCHLORIDE
Preferred Name English
ETIFOXINE HYDROCHLORIDE, (+)-
Common Name English
4H-3,1-BENZOXAZIN-2-AMINE, 6-CHLORO-N-ETHYL-4-METHYL-4-PHENYL-, HYDROCHLORIDE (1:1), (4R)-
Common Name English
R-ETIFOXINE HYDROCHLORIDE
Common Name English
Code System Code Type Description
FDA UNII
LKN5H1QW67
Created by admin on Mon Mar 31 21:34:57 GMT 2025 , Edited by admin on Mon Mar 31 21:34:57 GMT 2025
PRIMARY
PUBCHEM
135564605
Created by admin on Mon Mar 31 21:34:57 GMT 2025 , Edited by admin on Mon Mar 31 21:34:57 GMT 2025
PRIMARY
CAS
950522-64-2
Created by admin on Mon Mar 31 21:34:57 GMT 2025 , Edited by admin on Mon Mar 31 21:34:57 GMT 2025
PRIMARY
Related Record Type Details
RACEMATE -> ENANTIOMER