122377-18-8

Basic information

• Product Name: 2-[(4-trifluoromethylphenyl)hydroxymethyl]pyridine
• Synonyms: 2-[(4-trifluoromethylphenyl)hydroxymethyl]pyridine
• CAS NO: 122377-18-8
• Molecular Weight: 253.224
• Mol File: 122377-18-8.mol
• Article Data: 14

Chemical Properties

• CAS DataBase Reference: 2-[(4-trifluoromethylphenyl)hydroxymethyl]pyridine(CAS DataBase Reference)
• NIST Chemistry Reference: 2-[(4-trifluoromethylphenyl)hydroxymethyl]pyridine(122377-18-8)
• EPA Substance Registry System: 2-[(4-trifluoromethylphenyl)hydroxymethyl]pyridine(122377-18-8)

Safety Data

• Hazardous Substances Data: 122377-18-8(Hazardous Substances Data)

Usage

Structure

Pyridine derivative with a hydroxymethyl group attached to the 2-position of the pyridine ring and a 4-trifluoromethylphenyl group attached to the 5-position.

Use in pharmaceutical research and drug development

Has potential as a building block for the synthesis of biologically active compounds.

Unique structure and functional groups

Make it a promising candidate for the development of new drugs and therapeutic agents.

Further research needed

To fully understand its pharmacological properties and potential applications.

Upstream product

• 109-04-6 2-bromo-pyridine 
• 455-19-6 4-Trifluoromethylbenzaldehyde 
• 122377-19-9 (pyridin-2-yl)(4-(trifluoromethyl)phenyl)methanone 
• 100-70-9 2-Cyanopyridine 
• 402-43-7 p-trifluoromethylphenyl bromide 
• 98-98-6 2-Picolinic acid 
• 1121-60-4 pyridine-2-carbaldehyde 

Downstream Products

• 1613186-47-2 2-[(4-trifluoromethylphenyl)(hydrazono)methyl]pyridine 
• 947381-32-0 3-[4-(trifluoromethyl)phenyl][1,2,3]triazolo[1,5-a]pyridine 
• 1443984-94-8 2-(phenyl(4-(trifluoromethyl)phenyl)methyl)pyridine 
• 27739-70-4 phenyl(pyridin-2-yl)[4-(trifluoromethyl)phenyl]methanol 
• 122377-19-9 (pyridin-2-yl)(4-(trifluoromethyl)phenyl)methanone 

Relevant articles and documents

Targeting the aryl hydrocarbon receptor with a novel set of triarylmethanes

The aryl hydrocarbon receptor (AhR) is a chemical sensor upregulating the transcription of responsive genes associated with endocrine homeostasis, oxidative balance and diverse metabolic, immunological and inflammatory processes, which have raised the pharmacological interest on its modulation. Herein, a novel set of 32 unsymmetrical triarylmethane (TAM) class of structures has been synthesized, characterized and their AhR transcriptional activity evaluated using a cell-based assay. Eight of the assayed TAM compounds (14, 15, 18, 19, 21, 22, 25, 28) exhibited AhR agonism but none of them showed antagonist effects. TAMs bearing benzotrifluoride, naphthol or heteroaromatic (indole, quinoline or thiophene) rings seem to be prone to AhR activation unlike phenyl substituted or benzotriazole derivatives. A molecular docking analysis with the AhR ligand binding domain (LBD) showed similarities in the binding mode and in the interactions of the most potent TAM identified 4-(pyridin-2-yl (thiophen-2-yl)methyl)phenol (22) compared to the endogenous AhR agonist 5,11-dihydroindolo[3,2-b]carbazole-12-carbaldehyde (FICZ). Finally, in silico predictions of physicochemical and biopharmaceutical properties for the most potent agonistic compounds were performed and these exhibited acceptable druglikeness and good ADME profiles. To our knowledge, this is the first study assessing the AhR modulatory effects of unsymmetrical TAM class of compounds.

Ligand-Free Iridium-Catalyzed Dehydrogenative ortho C?H Borylation of Benzyl-2-Pyridines at Room Temperature

A convenient and ligand-free iridium-catalyzed dehydrogenative ortho C?H borylation of benzyl-2-pyridines has been developed. The reaction proceeds smoothly at room temperature using pinacolborane as a borylating reagent in the presence of catalytic amount of [IrOMe(COD)]2. The reaction is compatible with many functional groups, providing a vast array of ortho borylated products in moderate to excellent yields with excellent selectivities. (Figure presented.).

Rhodium Catalyzed Asymmetric Hydrogenation of 2-Pyridine Ketones

Catalyzed by [Rh(COD)Binapine]BF4, the asymmetric hydrogenation of 2-pyridine ketones has been achieved with excellent enantioselectivities (enantiomeric excesses up to 99%) under mild conditions. This method is suitable for various kinds of 2-pyridine ketones and their derivatives. A number of enantiomerically pure chiral 2-pyridine-aryl/alkyl alcohols were prepared through hydrogenation, which can be used directly in organic synthesis.