166196-11-8

Basic information

• Product Name: 1-[(2,6-Difluorophenyl)methyl]-1H-1,2,3-triazole-4-carboxylic acid
• Synonyms: 1-[(2,6-Difluorophenyl)methyl]-1H-1,2,3-triazole-4-carboxylic acid;1-(2,6-difluorobenzyl)-1H-1,2,3-triazole-4-carboxylic acid;Rufinamide Acid;4-Descarboxamido Rufanamide 4-Carboxylic Acid
• CAS NO: 166196-11-8
• Molecular Formula: C10H7F2N3O2
• Molecular Weight: 239
• EINECS: 924-100-7
• Mol File: 166196-11-8.mol
• Article Data: 11

Chemical Properties

• Boiling Point: 442.0±55.0 °C(Predicted)
• Appearance: /
• Density: 1.52±0.1 g/cm3(Predicted)
• Storage Temp.: Sealed in dry,Room Temperature
• PKA: 3.25±0.50(Predicted)
• CAS DataBase Reference: 1-[(2,6-Difluorophenyl)methyl]-1H-1,2,3-triazole-4-carboxylic acid(CAS DataBase Reference)
• NIST Chemistry Reference: 1-[(2,6-Difluorophenyl)methyl]-1H-1,2,3-triazole-4-carboxylic acid(166196-11-8)
• EPA Substance Registry System: 1-[(2,6-Difluorophenyl)methyl]-1H-1,2,3-triazole-4-carboxylic acid(166196-11-8)

Safety Data

• Hazardous Substances Data: 166196-11-8(Hazardous Substances Data)

Usage

Uses

4-Descarboxamido Rufanamide 4-Carboxylic Acid is a derivative of Rufanamide, an anti-epileptic medicament that is proposed to modulate voltage-gated sodium channels.

Upstream product

• 217448-86-7 methyl 1-(2,6-difluorobenzyl)-1H-1,2,3-triazole-4-carboxylate 
• 106308-60-5 2-(azidomethyl)-1,3-difluorobenzene 
• 471-25-0 Propiolic acid 
• 697-73-4 2,6-difluorobenzyl chloride 
• 869501-51-9 1-(2,6-difluorobenzyl)-1H-[1,2,3]triazole-4-carboxylic acid ethyl ester 
• 1364193-40-7 [1-(2,6-difluorobenzyl)-1H-1,2,3-triazol-4-yl]methanol 
• 85118-00-9 2,6-Difluorobenzyl bromide 

Downstream Products

• 106308-44-5 rufinamide 
• 217448-86-7 methyl 1-(2,6-difluorobenzyl)-1H-1,2,3-triazole-4-carboxylate 

Relevant articles and documents

Highly regioselective and sustainable solar click reaction: A new post-synthetic modified triazole organic polymer as a recyclable photocatalyst for regioselective azide-alkyne cycloaddition reaction

The synthesis of pharmaceutically active 1,2,3-triazoles has been continuously scrutinized in the search for unique and effective catalysts to make the process efficient, green, and sustainable. Here, we are presenting a new visible light active Ni(ii) cyclam-integrated triazole-linked organic polymer (Ni-TLOP) photocatalyst for the synthesis of 1,2,3-triazole compounds with excellent efficiency and regioselectivity. The reaction was studied for a series of substrates and the absolute regioselectivity of a representative triazole product has also been confirmed by X-ray crystallography. The proficiency and chemical orthogonality of the Ni-TLOP are remarkable and it shows enhanced efficiency and regioselectivity. The use of a recyclable photocatalyst and non-hazardous reagents makes the catalytic system sustainable and environmentally friendly. This photocatalyzed click reaction technique has been successfully applied to the expedient synthesis of one of the most sold anti-epileptic drugs rufinamide.

SUBSTITUTED TRIAZOLES AND METHODS RELATING THERETO

Substituted 1,2,3-triazole compounds are disclosed which have utility in the treatment of a variety of neurological disorders. The compounds provided herein have the general structure wherein R1, R2, R3 and n are as defined herein, including stereoisomers, esters, solvates and pharmaceutically acceptable salts thereof. Also disclosed are compositions containing a compound provided herein in combination with a pharmaceutically acceptable carrier, as well as methods relating to the use thereof for treating neurological disorders in a subject in need thereof.

PROCESS FOR PREPARATION OF RUFINAMIDE

The present invention relates to a novel process for preparation of rufinamide (I) comprising: reacting 2,6-difluorobenzyl azide (II) and propiolic acid (III) in a mixture of alcohol and water to produce 1-(2,6-difluorobenzyl)-1H-1,2,3-triazole-4-carboxyl