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Details

Stereochemistry ACHIRAL
Molecular Formula C10H8F2N4O
Molecular Weight 238.1935
Optical Activity NONE
Defined Stereocenters 0 / 0
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of RUFINAMIDE

SMILES

NC(=O)C1=CN(CC2=C(F)C=CC=C2F)N=N1

InChI

InChIKey=POGQSBRIGCQNEG-UHFFFAOYSA-N
InChI=1S/C10H8F2N4O/c11-7-2-1-3-8(12)6(7)4-16-5-9(10(13)17)14-15-16/h1-3,5H,4H2,(H2,13,17)

HIDE SMILES / InChI

Description

Rufinamide is an anti-epileptic drug that is FDA approved for the treatment of lennox-gastaut syndrome (LGS). The principal mechanism of action of rufinamide is modulation of the activity of sodium channels and, in particular, prolongation of the inactive state of the channel. Hormonal contraceptives may be less effective with rufinamide. Patients on valproate should begin at a rufinamide dose lower than 10 mg/kg per day (pediatric patients) or 400 mg per day (adults). Common adverse reactions include headache, dizziness, fatigue, somnolence, and nausea.

CNS Activity

Originator

Approval Year

Targets

Primary TargetPharmacologyConditionPotency
3.8 µM [EC50]

Conditions

ConditionModalityTargetsHighest PhaseProduct
Palliative
BANZEL

Cmax

ValueDoseCo-administeredAnalytePopulation
3.8 μg/mL
800 mg single, oral
RUFINAMIDE plasma
Homo sapiens

AUC

ValueDoseCo-administeredAnalytePopulation
70.3 μg × h/mL
800 mg single, oral
RUFINAMIDE plasma
Homo sapiens

T1/2

ValueDoseCo-administeredAnalytePopulation
7.2 h
800 mg single, oral
RUFINAMIDE plasma
Homo sapiens
10 h
200 mg 2 times / day unknown, oral
RUFINAMIDE plasma
Homo sapiens

Funbound

ValueDoseCo-administeredAnalytePopulation
66%
200 mg 2 times / day unknown, oral
RUFINAMIDE plasma
Homo sapiens

Doses

AEs

Overview

CYP3A4CYP2C9CYP2D6hERG


OverviewOther

Other InhibitorOther SubstrateOther Inducer





Drug as perpetrator​

Drug as victim

Tox targets

PubMed

Sample Use Guides

In Vivo Use Guide
Starting daily dose: 400-800 mg per day in two equally divided doses. Increase by 400-800 mg every other day until a maximum dose of 3200 mg per day, in two divided doses, is reached.
Route of Administration: Oral
In Vitro Use Guide
In vitro studies with human liver microsomes using con-centrations of rufinamide in the range of 10–300 µmol/L(2.4–72 µg/ml) found no significant inhibition of any ofeight major human CYP isozymes—CYP1A2, CYP2A6,CYP2C9, CYP2C19, CYP2D6, CYP2E1, CYP3A4/5, andCYP4A9/11.