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

Details

Stereochemistry MIXED
Molecular Formula C20H27N3O6
Molecular Weight 405.4449
Optical Activity UNSPECIFIED
Defined Stereocenters 0 / 2
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of FEBARBAMATE

SMILES

CCCCOCC(CN1C(=O)NC(=O)C(CC)(C1=O)C2=CC=CC=C2)OC(N)=O

InChI

InChIKey=QHZQILHUJDRDAI-UHFFFAOYSA-N
InChI=1S/C20H27N3O6/c1-3-5-11-28-13-15(29-18(21)26)12-23-17(25)20(4-2,16(24)22-19(23)27)14-9-7-6-8-10-14/h6-10,15H,3-5,11-13H2,1-2H3,(H2,21,26)(H,22,24,27)

HIDE SMILES / InChI

Molecular Formula C20H27N3O6
Molecular Weight 405.4449
Charge 0
Count
Stereochemistry MIXED
Additional Stereochemistry No
Defined Stereocenters 0 / 2
E/Z Centers 0
Optical Activity UNSPECIFIED

Febarbamate is a derivative of barbituric acid and carbamate, used for the treatment of generalized anxiety and alcohol withdrawal syndrome. The drug was marketed in Europe in the 1980s as a single agent or in combination with difebarbamate and phenobarbital, but it was later withdrawn from the market because of the potential risk of liver damage.

Approval Year

PubMed

PubMed

TitleDatePubMed
Possible association between poor metabolism of mephenytoin and hepatotoxicity caused by Atrium, a fixed combination preparation containing phenobarbital, febarbamate and difebarbamate.
1994 Dec
Severe hepatitis due to Atrium.
2001 Oct
Substance Class Chemical
Created
by admin
on Fri Dec 15 16:29:19 GMT 2023
Edited
by admin
on Fri Dec 15 16:29:19 GMT 2023
Record UNII
5Z48ONN38P
Record Status Validated (UNII)
Record Version
  • Download
Name Type Language
FEBARBAMATE
INN   MART.   MI   WHO-DD  
INN  
Official Name English
febarbamate [INN]
Common Name English
FEBARBAMATE [MART.]
Common Name English
Febarbamate [WHO-DD]
Common Name English
1-(3-BUTOXY-2-HYDROXYPROPYL)-5-ETHYL-5-PHENYLBARBITURIC ACID CARBAMATE ESTER
Common Name English
FEBARBAMATE [MI]
Common Name English
GO-560
Code English
Classification Tree Code System Code
WHO-VATC QM03BA05
Created by admin on Fri Dec 15 16:29:19 GMT 2023 , Edited by admin on Fri Dec 15 16:29:19 GMT 2023
WHO-ATC M03BA05
Created by admin on Fri Dec 15 16:29:19 GMT 2023 , Edited by admin on Fri Dec 15 16:29:19 GMT 2023
NCI_THESAURUS C264
Created by admin on Fri Dec 15 16:29:19 GMT 2023 , Edited by admin on Fri Dec 15 16:29:19 GMT 2023
Code System Code Type Description
DRUG CENTRAL
1135
Created by admin on Fri Dec 15 16:29:19 GMT 2023 , Edited by admin on Fri Dec 15 16:29:19 GMT 2023
PRIMARY
NCI_THESAURUS
C65626
Created by admin on Fri Dec 15 16:29:19 GMT 2023 , Edited by admin on Fri Dec 15 16:29:19 GMT 2023
PRIMARY
CAS
13246-02-1
Created by admin on Fri Dec 15 16:29:19 GMT 2023 , Edited by admin on Fri Dec 15 16:29:19 GMT 2023
PRIMARY
SMS_ID
100000081786
Created by admin on Fri Dec 15 16:29:19 GMT 2023 , Edited by admin on Fri Dec 15 16:29:19 GMT 2023
PRIMARY
RXCUI
24807
Created by admin on Fri Dec 15 16:29:19 GMT 2023 , Edited by admin on Fri Dec 15 16:29:19 GMT 2023
PRIMARY RxNorm
FDA UNII
5Z48ONN38P
Created by admin on Fri Dec 15 16:29:19 GMT 2023 , Edited by admin on Fri Dec 15 16:29:19 GMT 2023
PRIMARY
INN
1243
Created by admin on Fri Dec 15 16:29:19 GMT 2023 , Edited by admin on Fri Dec 15 16:29:19 GMT 2023
PRIMARY
WIKIPEDIA
FEBARBAMATE
Created by admin on Fri Dec 15 16:29:19 GMT 2023 , Edited by admin on Fri Dec 15 16:29:19 GMT 2023
PRIMARY
ECHA (EC/EINECS)
236-226-3
Created by admin on Fri Dec 15 16:29:19 GMT 2023 , Edited by admin on Fri Dec 15 16:29:19 GMT 2023
PRIMARY
MERCK INDEX
m1153
Created by admin on Fri Dec 15 16:29:19 GMT 2023 , Edited by admin on Fri Dec 15 16:29:19 GMT 2023
PRIMARY Merck Index
EPA CompTox
DTXSID40864380
Created by admin on Fri Dec 15 16:29:19 GMT 2023 , Edited by admin on Fri Dec 15 16:29:19 GMT 2023
PRIMARY
MESH
C003087
Created by admin on Fri Dec 15 16:29:19 GMT 2023 , Edited by admin on Fri Dec 15 16:29:19 GMT 2023
PRIMARY
ChEMBL
CHEMBL2104283
Created by admin on Fri Dec 15 16:29:19 GMT 2023 , Edited by admin on Fri Dec 15 16:29:19 GMT 2023
PRIMARY
PUBCHEM
25803
Created by admin on Fri Dec 15 16:29:19 GMT 2023 , Edited by admin on Fri Dec 15 16:29:19 GMT 2023
PRIMARY
EVMPD
SUB07519MIG
Created by admin on Fri Dec 15 16:29:19 GMT 2023 , Edited by admin on Fri Dec 15 16:29:19 GMT 2023
PRIMARY
DRUG BANK
DB13303
Created by admin on Fri Dec 15 16:29:19 GMT 2023 , Edited by admin on Fri Dec 15 16:29:19 GMT 2023
PRIMARY
Related Record Type Details
ACTIVE MOIETY