U.S. Department of Health & Human Services Divider Arrow National Institutes of Health Divider Arrow NCATS

Details

Stereochemistry RACEMIC
Molecular Formula C17H14ClFN2O3
Molecular Weight 348.756
Optical Activity ( + / - )
Defined Stereocenters 0 / 1
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of DOXEFAZEPAM

SMILES

OCCN1C2=C(C=C(Cl)C=C2)C(=NC(O)C1=O)C3=C(F)C=CC=C3

InChI

InChIKey=VOJLELRQLPENHL-UHFFFAOYSA-N
InChI=1S/C17H14ClFN2O3/c18-10-5-6-14-12(9-10)15(11-3-1-2-4-13(11)19)20-16(23)17(24)21(14)7-8-22/h1-6,9,16,22-23H,7-8H2

HIDE SMILES / InChI

Molecular Formula C17H14ClFN2O3
Molecular Weight 348.756
Charge 0
Count
Stereochemistry RACEMIC
Additional Stereochemistry No
Defined Stereocenters 0 / 1
E/Z Centers 0
Optical Activity ( + / - )

Doxefazepam (marketed under brand name Doxans) is a benzodiazepine derivative with putative hypnotic, anxiolytic, anticonvulsant, sedative and skeletal muscle relaxant properties. The potency of action was estimated to be equivalent to diazepam in animal models, and in man, the compound proved to be CNS active in a placebo-controlled study, in which systematic modifications of the background EEG signal were detected after acute administration to awake volunteers. Doxefazepam (10 mg) reduced the number of intermediate awakenings and the shifts between distinct sleep phases; single 20- or 40-mg doses or a 2-week administration of 10 mg doxefazepam increased significantly the total sleep duration and the percent duration of phase 2 and the synchronized sleep and decreased the percent duration of phase 1 and of the intermediate awakenings.

Approval Year

Substance Class Chemical
Created
by admin
on Fri Dec 15 16:11:09 UTC 2023
Edited
by admin
on Fri Dec 15 16:11:09 UTC 2023
Record UNII
231RV72C8L
Record Status Validated (UNII)
Record Version
  • Download
Name Type Language
DOXEFAZEPAM
INN   MART.   MI   WHO-DD  
INN  
Official Name English
DOXEFAZEPAM [MART.]
Common Name English
N-1-HYDROXYETHYL-3-HYDROXYFLURAZEPAM
Common Name English
DOXEFAZEPAM [IARC]
Common Name English
SAS-643
Common Name English
1-(2-HYDROXYETHYL)-3-HYDROXY-7-CHLORO-1,3-DIHYDRO-5-(O-FLUOROPHENYL)-2H-1,4-BENZODIAZEPIN-2-ONE
Common Name English
DOXEFAZEPAM [MI]
Common Name English
doxefazepam [INN]
Common Name English
Doxefazepam [WHO-DD]
Common Name English
7-CHLORO-5-(O-FLUOROPHENYL)-1,3-DIHYDRO-3-HYDROXY-1-(2-HYDROXYETHYL)-2H-1,4-BENZODIAZEPIN-2-ONE
Common Name English
Classification Tree Code System Code
NCI_THESAURUS C1012
Created by admin on Fri Dec 15 16:11:09 UTC 2023 , Edited by admin on Fri Dec 15 16:11:09 UTC 2023
WHO-ATC N05CD12
Created by admin on Fri Dec 15 16:11:09 UTC 2023 , Edited by admin on Fri Dec 15 16:11:09 UTC 2023
WHO-VATC QN05CD12
Created by admin on Fri Dec 15 16:11:09 UTC 2023 , Edited by admin on Fri Dec 15 16:11:09 UTC 2023
Code System Code Type Description
MESH
C008020
Created by admin on Fri Dec 15 16:11:09 UTC 2023 , Edited by admin on Fri Dec 15 16:11:09 UTC 2023
PRIMARY
EVMPD
SUB06385MIG
Created by admin on Fri Dec 15 16:11:09 UTC 2023 , Edited by admin on Fri Dec 15 16:11:09 UTC 2023
PRIMARY
WIKIPEDIA
DOXEFAZEPAM
Created by admin on Fri Dec 15 16:11:09 UTC 2023 , Edited by admin on Fri Dec 15 16:11:09 UTC 2023
PRIMARY
EPA CompTox
DTXSID2020551
Created by admin on Fri Dec 15 16:11:09 UTC 2023 , Edited by admin on Fri Dec 15 16:11:09 UTC 2023
PRIMARY
CAS
40762-15-0
Created by admin on Fri Dec 15 16:11:09 UTC 2023 , Edited by admin on Fri Dec 15 16:11:09 UTC 2023
PRIMARY
ChEMBL
CHEMBL64677
Created by admin on Fri Dec 15 16:11:09 UTC 2023 , Edited by admin on Fri Dec 15 16:11:09 UTC 2023
PRIMARY
MERCK INDEX
m1124
Created by admin on Fri Dec 15 16:11:09 UTC 2023 , Edited by admin on Fri Dec 15 16:11:09 UTC 2023
PRIMARY Merck Index
DRUG CENTRAL
955
Created by admin on Fri Dec 15 16:11:09 UTC 2023 , Edited by admin on Fri Dec 15 16:11:09 UTC 2023
PRIMARY
INN
4766
Created by admin on Fri Dec 15 16:11:09 UTC 2023 , Edited by admin on Fri Dec 15 16:11:09 UTC 2023
PRIMARY
DRUG BANK
DB13837
Created by admin on Fri Dec 15 16:11:09 UTC 2023 , Edited by admin on Fri Dec 15 16:11:09 UTC 2023
PRIMARY
PUBCHEM
38668
Created by admin on Fri Dec 15 16:11:09 UTC 2023 , Edited by admin on Fri Dec 15 16:11:09 UTC 2023
PRIMARY
NCI_THESAURUS
C65474
Created by admin on Fri Dec 15 16:11:09 UTC 2023 , Edited by admin on Fri Dec 15 16:11:09 UTC 2023
PRIMARY
SMS_ID
100000080792
Created by admin on Fri Dec 15 16:11:09 UTC 2023 , Edited by admin on Fri Dec 15 16:11:09 UTC 2023
PRIMARY
FDA UNII
231RV72C8L
Created by admin on Fri Dec 15 16:11:09 UTC 2023 , Edited by admin on Fri Dec 15 16:11:09 UTC 2023
PRIMARY
Related Record Type Details
ENANTIOMER -> RACEMATE
ENANTIOMER -> RACEMATE
Related Record Type Details
ACTIVE MOIETY