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

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

Molecular Formula C10H8F2N4O
Molecular Weight 238.1935
Charge 0
Count
Stereochemistry ACHIRAL
Additional Stereochemistry No
Defined Stereocenters 0 / 0
E/Z Centers 0
Optical Activity NONE

Description
Curator's Comment: description was created based on several sources, including: http://www.rxlist.com/banzel-drug.htm https://www.drugs.com/mtm/rufinamide.html

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.

Approval Year

TargetsConditions

Conditions

ConditionModalityTargetsHighest PhaseProduct
Palliative
BANZEL

Approved Use

I NDICATIONS AND USAGE BANZEL is indicated for adjunctive treatment of seizures associated with Lennox-Gastaut Syndrome in pediatric patients 1 year of age and older and in adults. BANZEL is indicated for adjunctive treatment of seizures associated with Lennox-Gastaut Syndrome (LGS) in pediatric patients 1 year of age and older, and in adults (1)

Launch Date

2008
Cmax

Cmax

ValueDoseCo-administeredAnalytePopulation
3.8 μg/mL
800 mg single, oral
dose: 800 mg
route of administration: Oral
experiment type: SINGLE
co-administered:
RUFINAMIDE plasma
Homo sapiens
population: UNHEALTHY
age: ADULT
sex: FEMALE / MALE
food status: UNKNOWN
AUC

AUC

ValueDoseCo-administeredAnalytePopulation
70.3 μg × h/mL
800 mg single, oral
dose: 800 mg
route of administration: Oral
experiment type: SINGLE
co-administered:
RUFINAMIDE plasma
Homo sapiens
population: UNHEALTHY
age: ADULT
sex: FEMALE / MALE
food status: UNKNOWN
T1/2

T1/2

ValueDoseCo-administeredAnalytePopulation
7.2 h
800 mg single, oral
dose: 800 mg
route of administration: Oral
experiment type: SINGLE
co-administered:
RUFINAMIDE plasma
Homo sapiens
population: UNHEALTHY
age: ADULT
sex: FEMALE / MALE
food status: UNKNOWN
10 h
200 mg 2 times / day unknown, oral
dose: 200 mg
route of administration: Oral
experiment type: UNKNOWN
co-administered:
RUFINAMIDE plasma
Homo sapiens
population: UNHEALTHY
age: ADULT
sex: FEMALE / MALE
food status: UNKNOWN
Funbound

Funbound

ValueDoseCo-administeredAnalytePopulation
66%
200 mg 2 times / day unknown, oral
dose: 200 mg
route of administration: Oral
experiment type: UNKNOWN
co-administered:
RUFINAMIDE plasma
Homo sapiens
population: UNHEALTHY
age: ADULT
sex: FEMALE / MALE
food status: UNKNOWN
Doses

Doses

DosePopulationAdverse events​
3600 mg 2 times / day multiple, oral
MTD
Dose: 3600 mg, 2 times / day
Route: oral
Route: multiple
Dose: 3600 mg, 2 times / day
Sources:
healthy
Health Status: healthy
Sources:
22.5 mg/kg 2 times / day multiple, oral
Studied dose
Dose: 22.5 mg/kg, 2 times / day
Route: oral
Route: multiple
Dose: 22.5 mg/kg, 2 times / day
Sources:
unhealthy
Other AEs: Depression worsened, Suicidal behavior...
Other AEs:
Depression worsened
Suicidal behavior (serious)
Leukopenia (serious)
Mood change
Central nervous system disorder NOS
Hypersensitivity reaction
Sources:
22.5 mg/kg 2 times / day multiple, oral
Studied dose
Dose: 22.5 mg/kg, 2 times / day
Route: oral
Route: multiple
Dose: 22.5 mg/kg, 2 times / day
Sources:
unhealthy
Disc. AE: Fatigue...
Other AEs: QT shortened...
AEs leading to
discontinuation/dose reduction:
Fatigue (1-2)
Other AEs:
QT shortened (serious)
Sources:
22.5 mg/kg 2 times / day multiple, oral
Studied dose
Dose: 22.5 mg/kg, 2 times / day
Route: oral
Route: multiple
Dose: 22.5 mg/kg, 2 times / day
Sources:
unhealthy
Disc. AE: Convulsion, Rash...
AEs leading to
discontinuation/dose reduction:
Convulsion (2%)
Rash (2%)
Sources:
22.5 mg/kg 2 times / day multiple, oral
Studied dose
Dose: 22.5 mg/kg, 2 times / day
Route: oral
Route: multiple
Dose: 22.5 mg/kg, 2 times / day
Sources:
unhealthy
Disc. AE: Vomiting, Dizziness...
AEs leading to
discontinuation/dose reduction:
Vomiting (1%)
Dizziness (3%)
Headache (2%)
Nausea (1%)
Ataxia (1%)
Sources:
AEs

AEs

AESignificanceDosePopulation
Central nervous system disorder NOS
22.5 mg/kg 2 times / day multiple, oral
Studied dose
Dose: 22.5 mg/kg, 2 times / day
Route: oral
Route: multiple
Dose: 22.5 mg/kg, 2 times / day
Sources:
unhealthy
Depression worsened
22.5 mg/kg 2 times / day multiple, oral
Studied dose
Dose: 22.5 mg/kg, 2 times / day
Route: oral
Route: multiple
Dose: 22.5 mg/kg, 2 times / day
Sources:
unhealthy
Hypersensitivity reaction
22.5 mg/kg 2 times / day multiple, oral
Studied dose
Dose: 22.5 mg/kg, 2 times / day
Route: oral
Route: multiple
Dose: 22.5 mg/kg, 2 times / day
Sources:
unhealthy
Mood change
22.5 mg/kg 2 times / day multiple, oral
Studied dose
Dose: 22.5 mg/kg, 2 times / day
Route: oral
Route: multiple
Dose: 22.5 mg/kg, 2 times / day
Sources:
unhealthy
Leukopenia serious
22.5 mg/kg 2 times / day multiple, oral
Studied dose
Dose: 22.5 mg/kg, 2 times / day
Route: oral
Route: multiple
Dose: 22.5 mg/kg, 2 times / day
Sources:
unhealthy
Suicidal behavior serious
22.5 mg/kg 2 times / day multiple, oral
Studied dose
Dose: 22.5 mg/kg, 2 times / day
Route: oral
Route: multiple
Dose: 22.5 mg/kg, 2 times / day
Sources:
unhealthy
Fatigue 1-2
Disc. AE
22.5 mg/kg 2 times / day multiple, oral
Studied dose
Dose: 22.5 mg/kg, 2 times / day
Route: oral
Route: multiple
Dose: 22.5 mg/kg, 2 times / day
Sources:
unhealthy
QT shortened serious
22.5 mg/kg 2 times / day multiple, oral
Studied dose
Dose: 22.5 mg/kg, 2 times / day
Route: oral
Route: multiple
Dose: 22.5 mg/kg, 2 times / day
Sources:
unhealthy
Convulsion 2%
Disc. AE
22.5 mg/kg 2 times / day multiple, oral
Studied dose
Dose: 22.5 mg/kg, 2 times / day
Route: oral
Route: multiple
Dose: 22.5 mg/kg, 2 times / day
Sources:
unhealthy
Rash 2%
Disc. AE
22.5 mg/kg 2 times / day multiple, oral
Studied dose
Dose: 22.5 mg/kg, 2 times / day
Route: oral
Route: multiple
Dose: 22.5 mg/kg, 2 times / day
Sources:
unhealthy
Ataxia 1%
Disc. AE
22.5 mg/kg 2 times / day multiple, oral
Studied dose
Dose: 22.5 mg/kg, 2 times / day
Route: oral
Route: multiple
Dose: 22.5 mg/kg, 2 times / day
Sources:
unhealthy
Nausea 1%
Disc. AE
22.5 mg/kg 2 times / day multiple, oral
Studied dose
Dose: 22.5 mg/kg, 2 times / day
Route: oral
Route: multiple
Dose: 22.5 mg/kg, 2 times / day
Sources:
unhealthy
Vomiting 1%
Disc. AE
22.5 mg/kg 2 times / day multiple, oral
Studied dose
Dose: 22.5 mg/kg, 2 times / day
Route: oral
Route: multiple
Dose: 22.5 mg/kg, 2 times / day
Sources:
unhealthy
Headache 2%
Disc. AE
22.5 mg/kg 2 times / day multiple, oral
Studied dose
Dose: 22.5 mg/kg, 2 times / day
Route: oral
Route: multiple
Dose: 22.5 mg/kg, 2 times / day
Sources:
unhealthy
Dizziness 3%
Disc. AE
22.5 mg/kg 2 times / day multiple, oral
Studied dose
Dose: 22.5 mg/kg, 2 times / day
Route: oral
Route: multiple
Dose: 22.5 mg/kg, 2 times / day
Sources:
unhealthy
Overview

Overview

CYP3A4CYP2C9CYP2D6hERG


OverviewOther

Other InhibitorOther SubstrateOther Inducer





Drug as perpetrator​

Drug as perpetrator​

Drug as victimTox targets

Tox targets

TargetModalityActivityMetaboliteClinical evidence
Sourcing

Sourcing

Vendor/AggregatorIDURL
PubMed

PubMed

TitleDatePubMed
Rufinamide for pediatric patients with Lennox-Gastaut syndrome: a comprehensive overview.
2011-04-01
Selected pharmacokinetic issues of the use of antiepileptic drugs and parenteral nutrition in critically ill patients.
2010-12-31
Ethyl 1-(2,6-difluoro-benz-yl)-1H-1,2,3-triazole-4-carboxyl-ate.
2010-12-15
"Epileptic encephalopathy" of infancy and childhood: electro-clinical pictures and recent understandings.
2010-12
New drugs for pediatric epilepsy.
2010-12
Post-treatment with voltage-gated Na(+) channel blocker attenuates kainic acid-induced apoptosis in rat primary hippocampal neurons.
2010-12
Expression, regulation and function of phosphofructo-kinase/fructose-biphosphatases (PFKFBs) in glucocorticoid-induced apoptosis of acute lymphoblastic leukemia cells.
2010-11-23
Rufinamide in children and adults with Lennox-Gastaut syndrome: first Italian multicenter experience.
2010-11
Treating Lennox-Gastaut syndrome in epileptic pediatric patients with third-generation rufinamide.
2010-10-05
Antiepileptic drug interactions - principles and clinical implications.
2010-09
Experience with rufinamide in a pediatric population: a single center's experience.
2010-09
Emerging drugs for partial onset seizures.
2010-09
Adjunctive rufinamide in Lennox-Gastaut syndrome: a long-term, open-label extension study.
2010-09
New antiepileptic drugs: lacosamide, rufinamide, and vigabatrin.
2010-07
Update on anticonvulsant drugs.
2010-07
Rufinamide: a new antiepileptic drug treatment for Lennox-Gastaut syndrome.
2010-06
Severe constipation associated with the use of rufinamide (Banzel) in an adolescent.
2010-05
[Antiepileptic drugs in North America].
2010-05
Medical management of Lennox-Gastaut syndrome.
2010-05
Recent advances in adjunctive therapy for epilepsy: focus on sodium channel blockers as third-generation antiepileptic drugs.
2010-04
Gateways to clinical trials.
2010-04
Rufinamide: a new antiepileptic medication for the treatment of seizures associated with lennox-gastaut syndrome.
2010-04
First European long-term experience with the orphan drug rufinamide in childhood-onset refractory epilepsy.
2010-04
Gateways to clinical trials.
2010-03
Stability of extemporaneously prepared rufinamide oral suspensions.
2010-03
Simultaneous HPLC-UV analysis of rufinamide, zonisamide, lamotrigine, oxcarbazepine monohydroxy derivative and felbamate in deproteinized plasma of patients with epilepsy.
2010-02-01
Supporting the recommended paediatric dosing regimen for rufinamide in Lennox-Gastaut syndrome using clinical trial simulation.
2010-02
New Drugs2010, PART 1.
2010-02
A 24-week multicenter, randomized, double-blind, parallel-group, dose-ranging study of rufinamide in adults and adolescents with inadequately controlled partial seizures.
2010-02
Lennox-Gastaut syndrome: An overview.
2010-01
Rufinamide: a novel broad-spectrum antiepileptic drug.
2010-01
Drug interactions involving the new second- and third-generation antiepileptic drugs.
2010-01
Cost-utility analysis of rufinamide versus topiramate and lamotrigine for the treatment of children with Lennox-Gastaut Syndrome in the United Kingdom.
2010-01
Drug-induced QT interval shortening: potential harbinger of proarrhythmia and regulatory perspectives.
2010-01
The possible antianxiety and mood-stabilizing effects of rufinamide.
2010
The cost effectiveness of rufinamide in the treatment of Lennox-Gastaut syndrome in the UK.
2010
Safety and tolerability of rufinamide in children with epilepsy: a pooled analysis of 7 clinical studies.
2009-12
Gateways to clinical trials.
2009-11
Rufinamide for the adjunctive treatment of partial seizures in adults and adolescents: a randomized placebo-controlled trial.
2009-08
Treatment of Lennox-Gastaut syndrome.
2009-07-08
Minimizing AED adverse effects: improving quality of life in the interictal state in epilepsy care.
2009-06
Truly "rational" polytherapy: maximizing efficacy and minimizing drug interactions, drug load, and adverse effects.
2009-06
Transitional polytherapy: tricks of the trade for monotherapy to monotherapy AED conversions.
2009-06
Antiepileptic drug monotherapy: the initial approach in epilepsy management.
2009-06
Adopting an orphan drug: rufinamide for Lennox-Gastaut syndrome.
2009-05-28
New drugs: Febuxostat, lacosamide, and rufinamide.
2009-05-16
Onset of action and seizure control in Lennox-Gaustaut syndrome: focus on rufinamide.
2009-04
Update on the management of Lennox-Gastaut syndrome with a focus on rufinamide.
2009
Rufinamide: Further evaluation is needed in Lennox-Gastaut syndrome.
2008-08
Third-generation antiepileptic drugs: mechanisms of action, pharmacokinetics and interactions.
2008-03-02
Patents

Sample Use Guides

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 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.
Substance Class Chemical
Created
by admin
on Mon Mar 31 18:03:57 GMT 2025
Edited
by admin
on Mon Mar 31 18:03:57 GMT 2025
Record UNII
WFW942PR79
Record Status Validated (UNII)
Record Version
  • Download
Name Type Language
RUFINAMIDE
DASH   EMA EPAR   INN   MART.   MI   ORANGE BOOK   USAN   USP-RS   VANDF   WHO-DD  
INN   USAN  
Official Name English
BANZEL
Preferred Name English
1-(2,6-Difluorobenzyl)-1H-1,2,3-triazole-4-carboxamide
Systematic Name English
1H-1,2,3-TRIAZOLE-4-CARBOXAMIDE, 1-((2,6-DIFLUOROPHENYL)METHYL)-
Systematic Name English
RUFINAMIDE [ORANGE BOOK]
Common Name English
RUFINAMIDE [JAN]
Common Name English
INOVELON
Brand Name English
RUFINAMIDE [MART.]
Common Name English
RUF 331
Code English
RUFINAMIDE [EMA EPAR]
Common Name English
CGP 33101
Code English
E-2080
Code English
Rufinamide [WHO-DD]
Common Name English
CGP-33101
Code English
RUFINAMIDE [VANDF]
Common Name English
RUFINAMIDE [USP MONOGRAPH]
Common Name English
RUF-331
Code English
60231/4
Code English
RUFINAMIDE [MI]
Common Name English
E2080
Code English
RUFINAMIDE [USP-RS]
Common Name English
RUFINAMIDE [USAN]
Common Name English
rufinamide [INN]
Common Name English
Classification Tree Code System Code
WHO-ATC N03AF03
Created by admin on Mon Mar 31 18:03:57 GMT 2025 , Edited by admin on Mon Mar 31 18:03:57 GMT 2025
NCI_THESAURUS C264
Created by admin on Mon Mar 31 18:03:57 GMT 2025 , Edited by admin on Mon Mar 31 18:03:57 GMT 2025
WHO-VATC QN03AF03
Created by admin on Mon Mar 31 18:03:57 GMT 2025 , Edited by admin on Mon Mar 31 18:03:57 GMT 2025
LIVERTOX NBK548457
Created by admin on Mon Mar 31 18:03:57 GMT 2025 , Edited by admin on Mon Mar 31 18:03:57 GMT 2025
EU-Orphan Drug EU/3/04/240
Created by admin on Mon Mar 31 18:03:57 GMT 2025 , Edited by admin on Mon Mar 31 18:03:57 GMT 2025
EMA ASSESSMENT REPORTS INOVELON (AUTHORIZED: EPILEPSY)
Created by admin on Mon Mar 31 18:03:57 GMT 2025 , Edited by admin on Mon Mar 31 18:03:57 GMT 2025
FDA ORPHAN DRUG 193504
Created by admin on Mon Mar 31 18:03:57 GMT 2025 , Edited by admin on Mon Mar 31 18:03:57 GMT 2025
Code System Code Type Description
MESH
C079703
Created by admin on Mon Mar 31 18:03:57 GMT 2025 , Edited by admin on Mon Mar 31 18:03:57 GMT 2025
PRIMARY
INN
7387
Created by admin on Mon Mar 31 18:03:57 GMT 2025 , Edited by admin on Mon Mar 31 18:03:57 GMT 2025
PRIMARY
WIKIPEDIA
RUFINAMIDE
Created by admin on Mon Mar 31 18:03:57 GMT 2025 , Edited by admin on Mon Mar 31 18:03:57 GMT 2025
PRIMARY
CAS
106308-44-5
Created by admin on Mon Mar 31 18:03:57 GMT 2025 , Edited by admin on Mon Mar 31 18:03:57 GMT 2025
PRIMARY
FDA UNII
WFW942PR79
Created by admin on Mon Mar 31 18:03:57 GMT 2025 , Edited by admin on Mon Mar 31 18:03:57 GMT 2025
PRIMARY
PUBCHEM
129228
Created by admin on Mon Mar 31 18:03:57 GMT 2025 , Edited by admin on Mon Mar 31 18:03:57 GMT 2025
PRIMARY
IUPHAR
7470
Created by admin on Mon Mar 31 18:03:57 GMT 2025 , Edited by admin on Mon Mar 31 18:03:57 GMT 2025
PRIMARY
EVMPD
SUB10403MIG
Created by admin on Mon Mar 31 18:03:57 GMT 2025 , Edited by admin on Mon Mar 31 18:03:57 GMT 2025
PRIMARY
DAILYMED
WFW942PR79
Created by admin on Mon Mar 31 18:03:57 GMT 2025 , Edited by admin on Mon Mar 31 18:03:57 GMT 2025
PRIMARY
ChEMBL
CHEMBL1201754
Created by admin on Mon Mar 31 18:03:57 GMT 2025 , Edited by admin on Mon Mar 31 18:03:57 GMT 2025
PRIMARY
RXCUI
69036
Created by admin on Mon Mar 31 18:03:57 GMT 2025 , Edited by admin on Mon Mar 31 18:03:57 GMT 2025
PRIMARY RxNorm
LACTMED
Rufinamide
Created by admin on Mon Mar 31 18:03:57 GMT 2025 , Edited by admin on Mon Mar 31 18:03:57 GMT 2025
PRIMARY
SMS_ID
100000089186
Created by admin on Mon Mar 31 18:03:57 GMT 2025 , Edited by admin on Mon Mar 31 18:03:57 GMT 2025
PRIMARY
MERCK INDEX
m9696
Created by admin on Mon Mar 31 18:03:57 GMT 2025 , Edited by admin on Mon Mar 31 18:03:57 GMT 2025
PRIMARY Merck Index
RS_ITEM_NUM
1606401
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PRIMARY
NCI_THESAURUS
C75167
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PRIMARY
USAN
SS-30
Created by admin on Mon Mar 31 18:03:57 GMT 2025 , Edited by admin on Mon Mar 31 18:03:57 GMT 2025
PRIMARY
DRUG BANK
DB06201
Created by admin on Mon Mar 31 18:03:57 GMT 2025 , Edited by admin on Mon Mar 31 18:03:57 GMT 2025
PRIMARY
EPA CompTox
DTXSID1046506
Created by admin on Mon Mar 31 18:03:57 GMT 2025 , Edited by admin on Mon Mar 31 18:03:57 GMT 2025
PRIMARY
DRUG CENTRAL
3534
Created by admin on Mon Mar 31 18:03:57 GMT 2025 , Edited by admin on Mon Mar 31 18:03:57 GMT 2025
PRIMARY
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