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

Details

Stereochemistry ACHIRAL
Molecular Formula C16H20N2O5
Molecular Weight 320.3404
Optical Activity NONE
Defined Stereocenters 0 / 0
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of ETEROBARB

SMILES

CCC1(C(=O)N(COC)C(=O)N(COC)C1=O)C2=CC=CC=C2

InChI

InChIKey=DACOQFZGGLCXMA-UHFFFAOYSA-N
InChI=1S/C16H20N2O5/c1-4-16(12-8-6-5-7-9-12)13(19)17(10-22-2)15(21)18(11-23-3)14(16)20/h5-9H,4,10-11H2,1-3H3

HIDE SMILES / InChI

Molecular Formula C16H20N2O5
Molecular Weight 320.3404
Charge 0
Count
Stereochemistry ACHIRAL
Additional Stereochemistry No
Defined Stereocenters 0 / 0
E/Z Centers 0
Optical Activity NONE

Eterobarb (Antilon) is a barbiturate derivative. It is an effective anticonvulsant as demonstrated in animal and clinical studies. Eterobarb possesses a unique and clinically intriguing feature-at therapeutically effective blood levels, the hypnotic side effects usually associated with barbiturates appear absent. Though effective against both electrically and chemically induced seizures in mice and rats, virtually no hypnotic effects were noted except at lethal doses. Double-blind cross-over studies have confirmed the anticonvulsant efficacy of eterobarb and several phase II and phase Ill studies show eterobarb to be an effective anticonvulsant with less hypnotic activity when compared with phenobarbital. Eterobarb had been NDA filed for the treatment of epilepsy in the US, UK, Switzerland and Canada. However, this research has been discontinued. The compound was originated by Colgate Palmolive, then licensed to MacroChem.

Approval Year

TargetsConditions

Conditions

ConditionModalityTargetsHighest PhaseProduct
Primary
Unknown

Approved Use

Unknown
PubMed

PubMed

TitleDatePubMed
Patents

Sample Use Guides

Group 1 received eterobarb in an initial dose of 360 mg/day.
Route of Administration: Oral
In Vitro Use Guide
Unknown
Substance Class Chemical
Created
by admin
on Sat Dec 16 17:53:25 GMT 2023
Edited
by admin
on Sat Dec 16 17:53:25 GMT 2023
Record UNII
432SI047GA
Record Status Validated (UNII)
Record Version
  • Download
Name Type Language
ETEROBARB
INN   MART.   MI   USAN  
USAN   INN  
Official Name English
EX 12-095
Code English
RMI 16,238
Code English
5-Ethyl-1,3-bis(methoxymethyl)-5-phenylbarbituric acid
Systematic Name English
EX-12-095
Code English
ETEROBARB [MART.]
Common Name English
ETEROBARB [USAN]
Common Name English
eterobarb [INN]
Common Name English
ETEROBARB [MI]
Common Name English
RMI-16238
Code English
Classification Tree Code System Code
NCI_THESAURUS C67084
Created by admin on Sat Dec 16 17:53:25 GMT 2023 , Edited by admin on Sat Dec 16 17:53:25 GMT 2023
Code System Code Type Description
NCI_THESAURUS
C77629
Created by admin on Sat Dec 16 17:53:25 GMT 2023 , Edited by admin on Sat Dec 16 17:53:25 GMT 2023
PRIMARY
EPA CompTox
DTXSID9045710
Created by admin on Sat Dec 16 17:53:25 GMT 2023 , Edited by admin on Sat Dec 16 17:53:25 GMT 2023
PRIMARY
EVMPD
SUB07269MIG
Created by admin on Sat Dec 16 17:53:25 GMT 2023 , Edited by admin on Sat Dec 16 17:53:25 GMT 2023
PRIMARY
CAS
27511-99-5
Created by admin on Sat Dec 16 17:53:25 GMT 2023 , Edited by admin on Sat Dec 16 17:53:25 GMT 2023
PRIMARY
DRUG CENTRAL
3193
Created by admin on Sat Dec 16 17:53:25 GMT 2023 , Edited by admin on Sat Dec 16 17:53:25 GMT 2023
PRIMARY
MERCK INDEX
m5040
Created by admin on Sat Dec 16 17:53:25 GMT 2023 , Edited by admin on Sat Dec 16 17:53:25 GMT 2023
PRIMARY Merck Index
FDA UNII
432SI047GA
Created by admin on Sat Dec 16 17:53:25 GMT 2023 , Edited by admin on Sat Dec 16 17:53:25 GMT 2023
PRIMARY
MESH
C010451
Created by admin on Sat Dec 16 17:53:25 GMT 2023 , Edited by admin on Sat Dec 16 17:53:25 GMT 2023
PRIMARY
PUBCHEM
33925
Created by admin on Sat Dec 16 17:53:25 GMT 2023 , Edited by admin on Sat Dec 16 17:53:25 GMT 2023
PRIMARY
INN
3662
Created by admin on Sat Dec 16 17:53:25 GMT 2023 , Edited by admin on Sat Dec 16 17:53:25 GMT 2023
PRIMARY
SMS_ID
100000082393
Created by admin on Sat Dec 16 17:53:25 GMT 2023 , Edited by admin on Sat Dec 16 17:53:25 GMT 2023
PRIMARY
ChEMBL
CHEMBL327407
Created by admin on Sat Dec 16 17:53:25 GMT 2023 , Edited by admin on Sat Dec 16 17:53:25 GMT 2023
PRIMARY
WIKIPEDIA
ETEROBARB
Created by admin on Sat Dec 16 17:53:25 GMT 2023 , Edited by admin on Sat Dec 16 17:53:25 GMT 2023
PRIMARY
Related Record Type Details
ACTIVE MOIETY