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
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
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
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PRIMARY
EPA CompTox
DTXSID9045710
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EVMPD
SUB07269MIG
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PRIMARY
CAS
27511-99-5
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DRUG CENTRAL
3193
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MERCK INDEX
m5040
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PRIMARY Merck Index
FDA UNII
432SI047GA
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MESH
C010451
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PUBCHEM
33925
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INN
3662
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SMS_ID
100000082393
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ChEMBL
CHEMBL327407
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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