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

Details

Stereochemistry ACHIRAL
Molecular Formula C11H11F3N2O2
Molecular Weight 260.2124
Optical Activity NONE
Defined Stereocenters 0 / 0
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of DEZINAMIDE

SMILES

NC(=O)N1CC(C1)OC2=CC=CC(=C2)C(F)(F)F

InChI

InChIKey=LIAILJLSVRAGSM-UHFFFAOYSA-N
InChI=1S/C11H11F3N2O2/c12-11(13,14)7-2-1-3-8(4-7)18-9-5-16(6-9)10(15)17/h1-4,9H,5-6H2,(H2,15,17)

HIDE SMILES / InChI
Dezinamide is a potential antiepileptic drug that binds to the voltage-sensitive sodium channel. It is a metabolite of fluzinamide. It was active in preventing maximal seizures induced in mice or rats by electroshock and threshold seizures induced in mice by metrazol, bicuculline, and picrotoxin. It was predominantly active against tonic-clonic seizures. Adverse experiences included headache, ataxia, blurred vision, diplopia, dizziness, lightheadedness, and mild confusion. Dezinamide development was discontinued because of toxicity problems not observed with the metabolite.

Approval Year

PubMed

PubMed

TitleDatePubMed
The genetic animal model of reflex epilepsy in the Mongolian gerbil: differential efficacy of new anticonvulsive drugs and prototype antiepileptics.
1987 Jun
The anticonvulsant action of AHR-11748 on kindled amygdaloid seizures in rats.
1987 Mar
Patents

Patents

Sample Use Guides

Single 400 mg dose
Route of Administration: Oral
Name Type Language
DEZINAMIDE
INN   USAN   WHO-DD  
USAN   INN  
Official Name English
1-AZETIDINECARBOXAMIDE, 3-(3-(TRIFLUOROMETHYL)PHENOXY)-
Systematic Name English
DEZINAMIDE [USAN]
Common Name English
AN-051
Code English
AHR-11748
Code English
Dezinamide [WHO-DD]
Common Name English
dezinamide [INN]
Common Name English
3-((.ALPHA.,.ALPHA.,.ALPHA.-TRIFLUORO-M-TOLYL)OXY)-1-AZETIDINECARBOXAMIDE
Systematic Name English
Code System Code Type Description
USAN
EE-12
Created by admin on Fri Dec 15 15:50:17 GMT 2023 , Edited by admin on Fri Dec 15 15:50:17 GMT 2023
PRIMARY
ChEMBL
CHEMBL2104646
Created by admin on Fri Dec 15 15:50:17 GMT 2023 , Edited by admin on Fri Dec 15 15:50:17 GMT 2023
PRIMARY
PUBCHEM
146291
Created by admin on Fri Dec 15 15:50:17 GMT 2023 , Edited by admin on Fri Dec 15 15:50:17 GMT 2023
PRIMARY
EPA CompTox
DTXSID40238406
Created by admin on Fri Dec 15 15:50:17 GMT 2023 , Edited by admin on Fri Dec 15 15:50:17 GMT 2023
PRIMARY
EVMPD
SUB07058MIG
Created by admin on Fri Dec 15 15:50:17 GMT 2023 , Edited by admin on Fri Dec 15 15:50:17 GMT 2023
PRIMARY
CAS
91077-32-6
Created by admin on Fri Dec 15 15:50:17 GMT 2023 , Edited by admin on Fri Dec 15 15:50:17 GMT 2023
PRIMARY
SMS_ID
100000082901
Created by admin on Fri Dec 15 15:50:17 GMT 2023 , Edited by admin on Fri Dec 15 15:50:17 GMT 2023
PRIMARY
FDA UNII
C85G40F6YS
Created by admin on Fri Dec 15 15:50:17 GMT 2023 , Edited by admin on Fri Dec 15 15:50:17 GMT 2023
PRIMARY
NCI_THESAURUS
C171702
Created by admin on Fri Dec 15 15:50:17 GMT 2023 , Edited by admin on Fri Dec 15 15:50:17 GMT 2023
PRIMARY
INN
6991
Created by admin on Fri Dec 15 15:50:17 GMT 2023 , Edited by admin on Fri Dec 15 15:50:17 GMT 2023
PRIMARY