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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 of NAFIMIDONE HYDROCHLORIDE

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

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

PubMed

TitleDatePubMed
Patents

Patents

Sample Use Guides

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
Curator's Comment: Inhibition of cytochrome P450(CYP)-selective reactions in a single human and a single mouse hepatic microsome preparation by fourteen 1-substituted imidazoles provides a simultaneous ranking of reaction susceptibility to a specific imidazole and the relative inhibitory potency of the imidazoles for a given reaction.
Nafimidone exhibited an IC(50) value <0.3 uM towards CYP2D6 and CYP1A2 reactions.
Substance Class Chemical
Created
by admin
on Fri Dec 15 15:07:08 GMT 2023
Edited
by admin
on Fri Dec 15 15:07:08 GMT 2023
Record UNII
LU0A7HD640
Record Status Validated (UNII)
Record Version
  • Download
Name Type Language
NAFIMIDONE HYDROCHLORIDE
USAN  
USAN  
Official Name English
ETHANONE, 2-(1H-IMIDAZOL-1-YL)-1-(2-NAPHTHALENYL)-, MONOHYDROCHLORIDE
Common 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
Created by admin on Fri Dec 15 15:07:08 GMT 2023 , Edited by admin on Fri Dec 15 15:07:08 GMT 2023
Code System Code Type Description
ChEMBL
CHEMBL416801
Created by admin on Fri Dec 15 15:07:08 GMT 2023 , Edited by admin on Fri Dec 15 15:07:08 GMT 2023
PRIMARY
NCI_THESAURUS
C90708
Created by admin on Fri Dec 15 15:07:08 GMT 2023 , Edited by admin on Fri Dec 15 15:07:08 GMT 2023
PRIMARY
PUBCHEM
51199
Created by admin on Fri Dec 15 15:07:08 GMT 2023 , Edited by admin on Fri Dec 15 15:07:08 GMT 2023
PRIMARY
FDA UNII
LU0A7HD640
Created by admin on Fri Dec 15 15:07:08 GMT 2023 , Edited by admin on Fri Dec 15 15:07:08 GMT 2023
PRIMARY
EPA CompTox
DTXSID40221116
Created by admin on Fri Dec 15 15:07:08 GMT 2023 , Edited by admin on Fri Dec 15 15:07:08 GMT 2023
PRIMARY
USAN
T-98
Created by admin on Fri Dec 15 15:07:08 GMT 2023 , Edited by admin on Fri Dec 15 15:07:08 GMT 2023
PRIMARY
CAS
70891-37-1
Created by admin on Fri Dec 15 15:07:08 GMT 2023 , Edited by admin on Fri Dec 15 15:07:08 GMT 2023
PRIMARY
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