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Details

Stereochemistry ACHIRAL
Molecular Formula C15H11ClN2O2
Molecular Weight 286.713
Optical Activity NONE
Defined Stereocenters 0 / 0
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of DEMOXEPAM

SMILES

[O-][N+]1=C(C2=CC=CC=C2)C3=C(NC(=O)C1)C=CC(Cl)=C3

InChI

InChIKey=GGRWZBVSUZZMKS-UHFFFAOYSA-N
InChI=1S/C15H11ClN2O2/c16-11-6-7-13-12(8-11)15(10-4-2-1-3-5-10)18(20)9-14(19)17-13/h1-8H,9H2,(H,17,19)

HIDE SMILES / InChI

Molecular Formula C15H11ClN2O2
Molecular Weight 286.713
Charge 0
Count
Stereochemistry ACHIRAL
Additional Stereochemistry No
Defined Stereocenters 0 / 0
E/Z Centers 0
Optical Activity NONE

Demoxepam is a major pharmacologically active metabolite of the benzodiazepine chlordiazepoxide, the first drug within the class to gain approval by the Food and Drug Administration for use as an anticonvulsant, muscle relaxant and sedative hypnotic. Demoxepam has been shown to have antianxiety activity in man. The eventual elimination of demoxepam from the plasma was slow, with a range in half-life of 14-95 hr. The half-life of demoxepam was markedly longer than that of chlordiazepoxide. Demoxepam has an inhibitory effect on in vitro [3H]tryptophan binding to rat hepatic nuclei.

Approval Year

PubMed

PubMed

TitleDatePubMed

Sample Use Guides

20 mg with a 1 week interval between doses
Route of Administration: Oral
Substance Class Chemical
Created
by admin
on Fri Dec 15 19:02:53 GMT 2023
Edited
by admin
on Fri Dec 15 19:02:53 GMT 2023
Record UNII
8X1XP5M0SB
Record Status Validated (UNII)
Record Version
  • Download
Name Type Language
DEMOXEPAM
INN   USAN  
USAN   INN  
Official Name English
7-Chloro-1,3-dihydro-5-phenyl-2H-1,4-benzodiazepin-2-one 4-oxide
Systematic Name English
CHLORDIAZEPOXIDE LACTAM
Common Name English
7-CHLORO-2,3-DIHYDRO-5-PHENYL-1H-1,4-BENZODIAZEPIN-2-ONE 4-OXIDE
Systematic Name English
5-PHENYL-7-CHLORO-3H-1,4-BENZODIAZEPIN-2(1H)-ONE 4-OXIDE
Systematic Name English
OXAZEPAM IMPURITY E [EP IMPURITY]
Common Name English
NSC-169898
Code English
NSC-46077
Code English
7-CHLORO-5-PHENYL-1,3-DIHYDRO-2H-1,4-BENZODIAZEPIN-2-ONE 4-OXIDE
Systematic Name English
RO 5-2092
Code English
demoxepam [INN]
Common Name English
NSC-46007
Code English
RO-52092
Code English
CHLORDIAZEPOXIDE HYDROCHLORIDE IMPURITY A [EP IMPURITY]
Common Name English
CHLORDIAZEPOXIDE IMPURITY A [EP IMPURITY]
Common Name English
RO-5-2092
Code English
DEMOXEPAM [USAN]
Common Name English
2H-1,4-BENZODIAZEPIN-2-ONE, 7-CHLORO-1,3-DIHYDRO-5-PHENYL-, 4-OXIDE
Systematic Name English
CHLORDIAZEPOXIDE RELATED COMPOUND A
USP   USP-RS  
Common Name English
CHLORDIAZEPOXIDE RELATED COMPOUND A [USP-RS]
Common Name English
CHLORDIAZEPOXIDE RELATED COMPOUND A [USP IMPURITY]
Common Name English
Code System Code Type Description
ChEMBL
CHEMBL1597677
Created by admin on Fri Dec 15 19:02:54 GMT 2023 , Edited by admin on Fri Dec 15 19:02:54 GMT 2023
PRIMARY
NSC
46007
Created by admin on Fri Dec 15 19:02:54 GMT 2023 , Edited by admin on Fri Dec 15 19:02:54 GMT 2023
PRIMARY
RS_ITEM_NUM
1110020
Created by admin on Fri Dec 15 19:02:54 GMT 2023 , Edited by admin on Fri Dec 15 19:02:54 GMT 2023
PRIMARY
NSC
169898
Created by admin on Fri Dec 15 19:02:54 GMT 2023 , Edited by admin on Fri Dec 15 19:02:54 GMT 2023
PRIMARY
WIKIPEDIA
DEMOXEPAM
Created by admin on Fri Dec 15 19:02:54 GMT 2023 , Edited by admin on Fri Dec 15 19:02:54 GMT 2023
PRIMARY
INN
2850
Created by admin on Fri Dec 15 19:02:54 GMT 2023 , Edited by admin on Fri Dec 15 19:02:54 GMT 2023
PRIMARY
NCI_THESAURUS
C171701
Created by admin on Fri Dec 15 19:02:54 GMT 2023 , Edited by admin on Fri Dec 15 19:02:54 GMT 2023
PRIMARY
ECHA (EC/EINECS)
213-515-2
Created by admin on Fri Dec 15 19:02:54 GMT 2023 , Edited by admin on Fri Dec 15 19:02:54 GMT 2023
PRIMARY
SMS_ID
100000083714
Created by admin on Fri Dec 15 19:02:54 GMT 2023 , Edited by admin on Fri Dec 15 19:02:54 GMT 2023
PRIMARY
NSC
46077
Created by admin on Fri Dec 15 19:02:54 GMT 2023 , Edited by admin on Fri Dec 15 19:02:54 GMT 2023
PRIMARY
FDA UNII
8X1XP5M0SB
Created by admin on Fri Dec 15 19:02:54 GMT 2023 , Edited by admin on Fri Dec 15 19:02:54 GMT 2023
PRIMARY
EPA CompTox
DTXSID4046155
Created by admin on Fri Dec 15 19:02:54 GMT 2023 , Edited by admin on Fri Dec 15 19:02:54 GMT 2023
PRIMARY
CAS
963-39-3
Created by admin on Fri Dec 15 19:02:54 GMT 2023 , Edited by admin on Fri Dec 15 19:02:54 GMT 2023
PRIMARY
EVMPD
SUB06970MIG
Created by admin on Fri Dec 15 19:02:54 GMT 2023 , Edited by admin on Fri Dec 15 19:02:54 GMT 2023
PRIMARY
Related Record Type Details
BINDER->LIGAND
Related Record Type Details
METABOLITE -> PARENT
METABOLITE -> PARENT
PARENT -> METABOLITE ACTIVE
Chlordiazepoxide-> Norchlordiazepoxide-> Demoxepam
ASSAY (HPLC)
Scientific Literature
METABOLITE -> PARENT
Related Record Type Details
PARENT -> IMPURITY
CHROMATOGRAPHIC PURITY (HPLC/UV)
EP
PARENT -> IMPURITY
CHROMATOGRAPHIC PURITY (HPLC/UV)
EP
PARENT -> IMPURITY
CHROMATOGRAPHIC PURITY (TLC)
USP
Related Record Type Details
ACTIVE MOIETY