DEZINAMIDE

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 Search

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

Molecular Formula	C11H11F3N2O2
Molecular Weight	260.2124
Charge	0
Count

Stereochemistry	ACHIRAL
Additional Stereochemistry	No
Defined Stereocenters	0 / 0
E/Z Centers	0
Optical Activity	NONE

Description
Sources: https://www.ncbi.nlm.nih.gov/pubmed/1733743 | https://www.ncbi.nlm.nih.gov/pubmed/8058148 | https://www.ncbi.nlm.nih.gov/pubmed/2384074 | https://www.ncbi.nlm.nih.gov/pubmed/3659116 | https://adisinsight.springer.com/drugs/800000082 | Ben-Menachem, E. et al. (1999) Antiepileptic Drugs: Pharmacology and Therapeutics, page 539, retrieved from: https://books.google.ru/books?id=EbhqAAAAMAAJ

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

Title	Date	PubMed
The genetic animal model of reflex epilepsy in the Mongolian gerbil: differential efficacy of new anticonvulsive drugs and prototype antiepileptics.	1987-06	3659116
The anticonvulsant action of AHR-11748 on kindled amygdaloid seizures in rats.	1987-03	3504388

Patents

Sample Use Guides

In Vivo Use Guide

Single 400 mg dose

Route of Administration: Oral

Substance Class	Chemical Created by `admin` on `Mon Mar 31 18:10:27 GMT 2025` Edited by `admin` on `Mon Mar 31 18:10:27 GMT 2025`
Record UNII	C85G40F6YS
Record Status	`Validated (UNII)`
Record Version

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Name

Type

Language

AHR-11748

Preferred Name

English

DEZINAMIDE

Official Name

English

1-AZETIDINECARBOXAMIDE, 3-(3-(TRIFLUOROMETHYL)PHENOXY)-

Systematic Name

English

DEZINAMIDE [USAN]

Common Name

English

AN-051

Code

English

3-[3-(Trifluoromethyl)phenoxy]-1-azetidinecarboxamide

Systematic Name

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

AHR11748

Code

English

AN051

Code

English

Code System Code Type Description

USAN

EE-12