NAFIMIDONE HYDROCHLORIDE

Details

Stereochemistry	ACHIRAL
Molecular Formula	C15H12N2O.ClH
Molecular Weight	272.73
Optical Activity	NONE
Defined Stereocenters	0 / 0
E/Z Centers	0
Charge	0

SHOW SMILES / InChI

Structure Search

SMILES

Cl.O=C(CN1C=CN=C1)C2=CC=C3C=CC=CC3=C2

InChI

InChIKey=DOBNXXMVNHWJKU-UHFFFAOYSA-N

InChI=1S/C15H12N2O.ClH/c18-15(10-17-8-7-16-11-17)14-6-5-12-3-1-2-4-13(12)9-14;/h1-9,11H,10H2;1H

HIDE SMILES / InChI

Molecular Formula	C15H12N2O
Molecular Weight	236.2686
Charge	0
Count

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

Molecular Formula	ClH
Molecular Weight	36.461
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/3197675 | https://www.ncbi.nlm.nih.gov/pubmed/3608344 | https://www.ncbi.nlm.nih.gov/pubmed/3935425

Nafimidone is a candidate anticonvulsant agent. The anticonvulsant effectiveness of nafimidone was evaluated in the kindled amygdaloid seizure model in rats. Nafimidone (25-50 mg/kg) significantly reduced supranthreshold elicited afterdischarge length and seizure severity only at doses with some prestimulation toxicity. The maximum anticonvulsant effectiveness for the 25 mg/kg i.p. dose of nafimidone was seen between 15 and 30 min utilizing a suprathreshold kindling paradigm. Nafimidone did not significantly elevate seizure thresholds at the doses tested; however, nafimidone (3.1-50 mg/kg) reduced the severity and afterdischarge duration of threshold elicited seizures in a non-dose response manner. Nafimidone is a new antiepileptic drug which may be effective in partial onset seizures in humans.

Approval Year

PubMed

Title	Date	PubMed
Synthesis of some 1-(2-naphthyl)-2-(imidazole-1-yl)ethanone oxime and oxime ether derivatives and their anticonvulsant and antimicrobial activities.	2001-05	11451531

Patents

Sample Use Guides

In Vivo Use Guide

Rats: The absorption, distribution, excretion, and metabolism of 14C-nafimidone, a novel anticonvulsant, have been studied in rats. Nafimidone was completely absorbed following single oral doses of 10 and 100 mg/kg. Humans, chronic intractable epilepsy: The half-life of nafimidone was 1.34 +/- 0.48 hours after a 100mg single dose and 1.69 +/- 0.91 hours after a 300mg single dose.

Route of Administration: Oral

In Vitro Use Guide

Nafimidone exhibited an IC(50) value <0.3 uM towards CYP2D6 and CYP1A2 reactions.

Substance Class	Chemical Created by `admin` on `Mon Mar 31 17:47:04 GMT 2025` Edited by `admin` on `Mon Mar 31 17:47:04 GMT 2025`
Record UNII	LU0A7HD640
Record Status	`Validated (UNII)`
Record Version

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Name

Type

Language

ETHANONE, 2-(1H-IMIDAZOL-1-YL)-1-(2-NAPHTHALENYL)-, MONOHYDROCHLORIDE

Preferred Name

English

NAFIMIDONE HYDROCHLORIDE

Official Name

English

2-IMIDAZOL-1-YL-2'-ACETONAPHTHONE MONOHYDROCHLORIDE

Systematic Name

English

NAFIMIDONE HCL

Common Name

English

NAFIMIDONE HYDROCHLORIDE [USAN]

Common Name

English

Classification Tree Code System Code

NCI_THESAURUS

C264