13481-62-4

Usage

Nitrile derivative

It is a compound that contains a cyano group (C≡N) attached to an aromatic ring.

Trifluoromethyl group

A functional group consisting of a carbon atom bonded to three fluorine atoms (CF3), which contributes to the compound's reactivity and stability.

Amino group

A functional group consisting of a nitrogen atom bonded to two hydrogen atoms (NH2), which can participate in various chemical reactions and is responsible for the compound's biological activity.

Attached to a benzene ring

The trifluoromethyl and amino groups are both attached to a benzene ring, which is a six-carbon ring with alternating single and double bonds.

Building block in synthesis

It is commonly used as a starting material or intermediate in the synthesis of various pharmaceuticals, agrochemicals, and other specialty chemicals.

Reagent in organic chemical reactions

The compound is used as a reagent in organic synthesis, particularly for the formation of carbon-carbon and carbon-nitrogen bonds.

Potential biological activities

2-(3-trifluoromethyl-phenylamino)-benzonitrile exhibits potential biological activities, making it a subject of interest in medicinal chemistry research.

Important and versatile compound

The compound has valuable applications in the chemical and pharmaceutical industries due to its unique structure and reactivity.

InChI:InChI=1/C14H9F3N2/c15-14(16,17)11-5-3-6-12(8-11)19-13-7-2-1-4-10(13)9-18/h1-8,19H

Upstream product

• 13481-61-3 2-<<3-(trifluoromethyl)phenyl>amino>benzamide 
• 1423-26-3 (meta-(trifluoromethyl)phenyl)boronic acid 
• 612-24-8 o-nitrobenzonitrile 
• 2042-37-7 o-cyanobromobenzene 
• 98-16-8 3-trifluoromethylaniline 
• 530-78-9 flufenamic acid 
• 2766-16-7 ethyl N-(α,α,α-trifluoro-m-tolyl)-anthranilate 
• 98-17-9 3-Trifluoromethylphenol 
• 873838-39-2 3-(trifluoromethyl)phenyl 1,1,2,2,3,3,4,4,4-nonafluorobutane-1-sulfonate 
• 1885-29-6 anthranilic acid nitrile 

Downstream Products

• 530-78-9 flufenamic acid 
• 13481-63-5 SKF-32802 

Relevant academic research and scientific papers

Visible-Light- And PPh3-Mediated Direct C-N Coupling of Nitroarenes and Boronic Acids at Ambient Temperature

We present here a metal-free, visible-light- and triphenylphosphine-mediated intermolecular, reductive amination between nitroarenes and boronic acids at ambient temperature without any photocatalyst. Mechanistically, a slow reduction of nitroarenes to a nitroso and, finally, a nitrene intermediate occurs that leads to the amination product with concomitant 1,2-aryl/-alkyl migration from a boronate complex. A wide range of nitroarenes underwent C-N coupling with aryl-/alkylboronic acids providing high yields.

Rational design of agonists for bitter taste receptor TAS2R14: from modeling to bench and back

Human bitter taste receptors (TAS2Rs) are a subfamily of 25 G protein-coupled receptors that mediate bitter taste perception. TAS2R14 is the most broadly tuned bitter taste receptor, recognizing a range of chemically diverse agonists with micromolar-range potency. The receptor is expressed in several extra-oral tissues and is suggested to have physiological roles related to innate immune responses, male fertility, and cancer. Higher potency ligands are needed to investigate TAS2R14 function and to modulate it for future clinical applications. Here, a structure-based modeling approach is described for the design of TAS2R14 agonists beginning from flufenamic acid, an approved non-steroidal anti-inflammatory analgesic that activates TAS2R14 at sub-micromolar concentrations. Structure-based molecular modeling was integrated with experimental data to design new TAS2R14 agonists. Subsequent chemical synthesis and in vitro profiling resulted in new TAS2R14 agonists with improved potency compared to the lead. The integrated approach provides a validated and refined structural model of ligand–TAS2R14 interactions and a general framework for structure-based discovery in the absence of closely related experimental structures.

Reductive Molybdenum-Catalyzed Direct Amination of Boronic Acids with Nitro Compounds

The synthesis of aromatic amines is of utmost importance in a wide range of chemical contexts. We report a direct amination of boronic acids with nitro compounds to yield (hetero)aryl amines. The novel combination of a dioxomolybdenum(VI) catalyst and triphenylphosphine as inexpensive reductant has revealed to be decisive to achieve this new C?N coupling. Our methodology has proven to be scalable, air and moisture tolerant, highly chemoselective and engages both aliphatic and aromatic nitro compounds. Moreover, this general and step-economical synthesis of aromatic secondary amines showcases orthogonality to other aromatic amine syntheses as it tolerates aryl halides and carbonyl compounds.

NON-FUSED TRICYCLIC COMPOUNDS

Provided herein are compounds and pharmaceutical compositions comprising said compounds that are useful for treating cancers. Specific cancers include those that are mediated by YAP/TAZ or those that are modulated by the interaction between YAP/TAZ and TEAD.

Expedited palladium-catalyzed amination of aryl nonaflates through the use of microwave-irradiation and soluble organic amine bases

Microwave-assisted, palladium-catalyzed C-N bond-forming reactions with aryl/heteroaryl nonaflates and amines using the soluble amine bases DBU (1,8-diazabicyclo[5.4.0]undec-7-ene) or MTBD (7-methyl-1,5,7-triazabicyclo[4.4. 0]dec-5-ene) and ligands (1-3) resulted in good to excellent yields (71-99%) of arylamines in short reaction times (1-45 min).