Rufinamide

Names

[ Name ]:
Rufinamide

[Synonym ]:
1-[(2,6-difluorophenyl)methyl]-1H-1,2,3-Triazole-4-carboxamide
1-(2,6-Difluorobenzyl)-1H-1,2,3-triazole-4-carboxamide
Rufinamide
1H-1,2,3-Triazole-4-carboxamide, 1-[(2,6-difluorophenyl)methyl]-
1-((2,6-Difluorophenyl)methyl)-1H-1,2,3-triazole-4-carboxamide
Banzel
Inovelon

Biological Activity

[Description]:

Rufinamide(E 2080; CGP 33101; RUF 331) is a new antiepileptic agent that differs structurally from other antiepileptic drugs and is approved as adjunctive therapy for Lennox-Gastaut syndrome (LGS).IC50 Value:Target: in vitro:in vivo: Rufinamide and amitriptyline alleviated injury-induced mechanical allodynia for 4 h (maximal effect: 0.10 ± 0.03 g (mean ± SD) to 1.99 ± 0.26 g for rufinamide and 0.25 ± 0.22 g to 1.92 ± 0.85 g for amitriptyline) in mice [1]. Oral rufinamide suppressed pentylenetetrazol-induced seizures in mice (ED(50) 45.8 mg/kg) but not rats, and was active against MES-induced tonic seizures in mice (ED(50) 23.9 mg/kg) and rats (ED(50) 6.1 mg/kg) [2]. Intraperitoneal rufinamide suppressed pentylenetetrazol-, bicuculline-, and picrotoxin-induced clonus in mice (ED(50) 54.0, 50.5, and 76.3 mg/kg, respectively).Clinical trial: Exploratory Study to Evaluate the Effect of SYN-111 (Rufinamide) in Patients With Generalized Anxiety Disorder (GAD). Phase 2

[Related Catalog]:

Signaling Pathways >> Others >> Others

Natural Products >> Alkaloid

Research Areas >> Neurological Disease

[References]

[1]. Suter MR, Kirschmann G, Laedermann CJ, Rufinamide attenuates mechanical allodynia in a model of neuropathic pain in the mouse and stabilizes voltage-gated sodium channel inactivated state. Anesthesiology. 2013 Jan;118(1):160-72.

[2]. White HS, Franklin MR, Kupferberg HJ, The anticonvulsant profile of rufinamide (CGP 33101) in rodent seizure models. Epilepsia. 2008 Jul;49(7):1213-20.

[Related Small Molecules]

Chemical & Physical Properties

[ Density]:
1.5±0.1 g/cm3

[ Boiling Point ]:
473.8±55.0 °C at 760 mmHg

[ Melting Point ]:
232-234?C

[ Molecular Formula ]:
C₁₀H₈F₂N₄O

[ Molecular Weight ]:
238.193

[ Flash Point ]:
240.4±31.5 °C

[ Exact Mass ]:
238.066620

[ PSA ]:
73.80000

[ LogP ]:
0.05

[ Vapour Pressure ]:
0.0±1.2 mmHg at 25°C

[ Index of Refraction ]:
1.635

[ Storage condition ]:
−20°C

[ Water Solubility ]:
DMSO: soluble9mg/mL

MSDS

Click to get detail MSDS

Safety Information

[ Hazard Codes ]:
F,T

[ Risk Phrases ]:
11-23/24/25-39/23/24/25-48-41-38-28

[ Safety Phrases ]:
7-16-36/37-45-36/37/39-28-26-24/25

[ RIDADR ]:
UN 1648 3 / PGII

Articles

Dose-dependent pharmacokinetics and brain penetration of rufinamide following intravenous and oral administration to rats.

Eur. J. Pharm. Sci. 68 , 106-13, (2015)

Rufinamide is a third-generation antiepileptic drug, approved recently as an orphan drug for the treatment of Lennox-Gastaut syndrome. Although extensive research was conducted, its pharmacokinetics i...

Toxicological screening of human plasma by on-line SPE-HPLC-DAD: identification and quantification of basic drugs and metabolites.

Biomed. Chromatogr. 29 , 935-52, (2015)

An automated multi-analyte screening method for the identification and quantification of 92 drugs and metabolites based on on-line solid-phase extraction-high-performance liquid chromatography-diode a...

Rufinamide for the treatment of Lennox-Gastaut syndrome.

Expert Opin. Pharmacother. 12(5) , 801-6, (2011)

Lennox-Gastaut syndrome (LGS) is a severe treatment-resistant childhood-onset epilepsy. This review examines the role of the new drug rufinamide for the treatment of LGS.MEDLINE and Google Scholar sea...