Rufinamide (CED0007155)

Record Information

Version

1.0

Creation Date

2016-05-22 05:47:04 UTC

Update Date

2026-08-18 05:18:26 UTC

Accession Number

CHEM019048

Identification

Common Name

Rufinamide

Class

Small Molecule

Description

Rufinamide is an organic compound with the formula C10H8F2N4O and an average molecular weight of 238.19 g/mol. Rufinamide belongs to the carboxylic acid derivatives, a subclass of carboxylic acids and derivatives within the organic compounds. This compound is found in or released from two recorded sources: household cleaning and consumer products, specifically non electric simulated smoking devices, and healthcare, pharmaceuticals and veterinary products, specifically antiepileptics. The recorded exposure route for this substance is oral. Regarding its biological activity, there are two recorded protein targets for rufinamide; it acts as an inhibitor or modulator of the sodium channel protein type 9 subunit alpha (SCN9A) and the metabotropic glutamate receptor 5 (GRM5).

Contaminant Type

Human Neurotoxin

Chemical Structure

MOL SDF PDB SMILES InChI

Synonyms

Value	Source
Banzel	Kegg
1-(2,6-Difluorobenzyl)-1H-1,2,3-triazole-4-carboxamide	MeSH
Inovelon	MeSH

Chemical Formula

C₁₀H₈F₂N₄O

Average Molecular Mass

238.194 g/mol

Monoisotopic Mass

238.067 g/mol

CAS Registry Number

106308-44-5

IUPAC Name

1-[(2,6-difluorophenyl)methyl]-1H-1,2,3-triazole-4-carboxamide

Traditional Name

rufinamide

SMILES

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

InChI Identifier

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)

InChI Key

POGQSBRIGCQNEG-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as 2-heteroaryl carboxamides. 2-Heteroaryl carboxamides are compounds containing a heteroaromatic ring that carries a carboxamide group.

Kingdom

Organic compounds

Super Class

Organic acids and derivatives

Class

Carboxylic acids and derivatives

Sub Class

Carboxylic acid derivatives

Direct Parent

2-heteroaryl carboxamides

Alternative Parents

Substituents

2-heteroaryl carboxamide
Fluorobenzene
Halobenzene
Aryl fluoride
Aryl halide
Monocyclic benzene moiety
Benzenoid
Azole
1,2,3-triazole
Heteroaromatic compound
Vinylogous amide
Primary carboxylic acid amide
Organoheterocyclic compound
Azacycle
Organic nitrogen compound
Organooxygen compound
Organonitrogen compound
Organofluoride
Organohalogen compound
Hydrocarbon derivative
Organic oxide
Organopnictogen compound
Organic oxygen compound
Aromatic heteromonocyclic compound

Molecular Framework

Aromatic heteromonocyclic compounds

External Descriptors

Not Available

Biological Properties

Status

Detected and Not Quantified

Origin

Not Available

Cellular Locations

Not Available

Biofluid Locations

Not Available

Tissue Locations

Not Available

Applications

Not Available

Biological Roles

Not Available

Chemical Roles

Not Available

Organoleptic Effects

Not Available

Physical Properties

State

Not Available

Appearance

Not Available

Experimental Properties

Property	Value
Melting Point	Not Available
Boiling Point	Not Available
Solubility	Not Available

Predicted Properties

Property	Value	Source
Water Solubility	0.64 g/L	ALOGPS
logP	0.95	ALOGPS
logP	1.27	ChemAxon
logS	-2.6	ALOGPS
pKa (Strongest Acidic)	12.69	ChemAxon
pKa (Strongest Basic)	-1.1	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	3	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	73.8 Å²	ChemAxon
Rotatable Bond Count	3	ChemAxon
Refractivity	67.07 m³·mol⁻¹	ChemAxon
Polarizability	20.42 Å³	ChemAxon
Number of Rings	2	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

Spectra

Spectrum Type	Description	Splash Key	Deposition Date	View
Predicted GC-MS	Predicted GC-MS Spectrum	splash10-004i-1920000000-be76bb9eda14a5abeb51	Not Available	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum	Not Available	Not Available	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum	splash10-004i-2920000000-3337dbd96c7fe51848b9	Not Available	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum	splash10-004i-3900000000-ba447bc09eda637e577b	Not Available	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum	splash10-004i-0910000000-a314da5a33a86592abf7	Not Available	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum	splash10-004i-0900000000-781e2b7783abce7a674e	Not Available	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum	splash10-004i-0900000000-bca7363efb0d671e2fb1	Not Available	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum	splash10-004i-0900000000-669fadc72a03a956a9eb	Not Available	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum	splash10-004i-0900000000-f083b635f8c982b0967a	Not Available	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum	splash10-004i-0900000000-2e6c721563aec618517e	Not Available	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum	splash10-004i-2920000000-3337dbd96c7fe51848b9	Not Available	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum	splash10-004i-3900000000-ba447bc09eda637e577b	Not Available	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum	splash10-004i-0920000000-27e1998295d4bf9bf67a	Not Available	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum	splash10-004i-0900000000-2c4a6cefb3f4ebc8b120	Not Available	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum	splash10-004i-0900000000-a9eb3e72bcf3a358ee65	Not Available	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum	splash10-004i-0900000000-13e3ff939e9f412f053c	Not Available	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum	splash10-004i-0900000000-7bc52f79c9c2736db29b	Not Available	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum	splash10-004i-0900000000-52a7af2664535c89bb5d	Not Available	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum	splash10-000i-0390000000-97999d48f9aff06d366d	Not Available	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum	splash10-004i-0920000000-8eb626575368daaa86c1	Not Available	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum	splash10-004i-1900000000-cf86d448bcebbe4078b0	Not Available	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum	splash10-01p9-2890000000-35abb8232d0ae720a951	Not Available	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum	splash10-000l-4690000000-4f5426fcd22ab33404f0	Not Available	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum	splash10-0006-9200000000-bb567bdfcefed41052e7	Not Available	View Spectrum

Toxicity Profile

Mechanism of Toxicity

Not Available

Carcinogenicity (IARC Classification)

Not Available

Minimum Risk Level

Not Available

Symptoms

Not Available

Treatment

Not Available

Toxicity Values

Toxicity Value	Unit	Value Range	Organism	Dose Descriptor	Route of Exposure	Predicted or Experimental	Reference
732.0	Log mg/kg	[410:1300]	Rat	LD50	oral	predicted	Not Available

Health Effects

Health Effect	Relationship	Direction	Reference

Exposure Sources

Source ID	Source	Sector	Reference
371	Antiepileptics	Healthcare, pharmaceuticals & veterinary products	Not Available
559	Non Electric Simulated Smoking Devices	Household cleaning & consumer products	Not Available

Pathways

2 pathways

Rufinamide Action Pathway

Rufinamide Drug Metabolism Action Pathway

Targets

Structure	Protein	UniProt ID	Organism	Relationship	Details
Click to view 3D structure	Protein-glutamine gamma-glutamyltransferase 2	P08587	Cavia cutleri	Predicted (SEA)	1.24559
Click to view 3D structure	Cell division cycle 7-related protein kinase	O00311	Humans	Predicted (SEA)	610.182
Click to view 3D structure	Vascular endothelial growth factor receptor 2	P35968	Humans	Predicted (SEA)	1672.51
Click to view 3D structure	High affinity nerve growth factor receptor	P04629	Humans	Predicted (SEA)	1315.73
Click to view 3D structure	Serine/threonine-protein kinase PAK 4	O96013	Humans	Predicted (SEA)	1155.13
Click to view 3D structure	Tyrosine-protein kinase JAK3	P52333	Humans	Predicted (SEA)	1470.42
Click to view 3D structure	cAMP-dependent protein kinase catalytic subunit alpha	P17612	Humans	Predicted (SEA)	1150.38
Click to view 3D structure	Serine/threonine-protein kinase pim-1	P11309	Humans	Predicted (SEA)	1390.78
Click to view 3D structure	Receptor-type tyrosine-protein kinase FLT3	P36888	Humans	Predicted (SEA)	1666.44
Click to view 3D structure	Dual specificity tyrosine-phosphorylation-regulated kinase 1A	Q13627	Humans	Predicted (SEA)	1329.43
Click to view 3D structure	Death-associated protein kinase 3	O43293	Humans	Predicted (SEA)	1014.45
Click to view 3D structure	Rho-associated protein kinase 2	O75116	Humans	Predicted (SEA)	1286.85
Click to view 3D structure	Rho-associated protein kinase 1	Q13464	Humans	Predicted (SEA)	1293.08
Click to view 3D structure	Cyclin-dependent kinase 5	Q00535	Humans	Predicted (SEA)	1197.32
Click to view 3D structure	Serine/threonine-protein kinase 3	Q13188	Humans	Predicted (SEA)	1024.18
Click to view 3D structure	Cyclin-dependent kinase 2	P24941	Humans	Predicted (SEA)	1456.4
Click to view 3D structure	Mitogen-activated protein kinase kinase kinase kinase 2	Q12851	Humans	Predicted (SEA)	1150.84
Click to view 3D structure	cAMP-dependent protein kinase catalytic subunit PRKX	P51817	Humans	Predicted (SEA)	955.911
Click to view 3D structure	Mitogen-activated protein kinase kinase kinase kinase 4	O95819	Humans	Predicted (SEA)	1241.93
Click to view 3D structure	Casein kinase I isoform alpha	P48729	Humans	Predicted (SEA)	1153.49
Click to view 3D structure	Dual specificity protein kinase CLK2	P49760	Humans	Predicted (SEA)	1225.5
Click to view 3D structure	Serine/threonine-protein kinase D3	O94806	Humans	Predicted (SEA)	1130.53
Click to view 3D structure	Serine/threonine-protein kinase N2	Q16513	Humans	Predicted (SEA)	1007.99
Click to view 3D structure	Mitogen-activated protein kinase kinase kinase kinase 5	Q9Y4K4	Humans	Predicted (SEA)	1012.9
Click to view 3D structure	Serine/threonine-protein kinase 17A	Q9UEE5	Humans	Predicted (SEA)	933.957