33468-83-6

Basic information

• Product Name: 2-(4-Pyridyl)-4-trifluoromethylimidazole
• Synonyms: 4-(4-TRIFLUOROMETHYL-1H-IMIDAZOL-2-YL)-PYRIDINE;2-(3-chlorophenyl)-4-(trifluoromethyl)-1H-imidazole;2-(4-Pyridyl)-4-trifluoromethylimidazole;Pyridine, 4-[5-(trifluoroMethyl)-1H-iMidazol-2-yl]-;2-Pyridin-4-yl-4-(trifluoromethyl)-1H-imidazole;4-[5-(trifluoromethyl)-1H-imidazol-2-yl]pyridine
• CAS NO: 33468-83-6
• Molecular Formula: C9H6F3N3
• Molecular Weight: 213.16
• Product Categories: Heterocycle
• Mol File: 33468-83-6.mol
• Article Data: 6

Chemical Properties

• Melting Point: 156°C
• Boiling Point: 379.3°Cat760mmHg
• Flash Point: 183.2°C
• Appearance: /
• Density: 1.393
• Vapor Pressure: 1.29E-05mmHg at 25°C
• Refractive Index: 1.519
• CAS DataBase Reference: 2-(4-Pyridyl)-4-trifluoromethylimidazole(CAS DataBase Reference)
• NIST Chemistry Reference: 2-(4-Pyridyl)-4-trifluoromethylimidazole(33468-83-6)
• EPA Substance Registry System: 2-(4-Pyridyl)-4-trifluoromethylimidazole(33468-83-6)

Safety Data

• Hazardous Substances Data: 33468-83-6(Hazardous Substances Data)

Usage

General Description

2-(4-Pyridyl)-4-trifluoromethylimidazole is a chemical compound with the molecular formula C8H6F3N3. It is a heterocyclic aromatic compound that contains a pyridine ring and a trifluoromethyl group. 2-(4-Pyridyl)-4-trifluoromethylimidazole is commonly used as a building block in the synthesis of pharmaceutical drugs and agrochemicals. It has also been studied for its potential anti-inflammatory and anticancer properties. Additionally, 2-(4-Pyridyl)-4-trifluoromethylimidazole has been investigated for its applications in materials science and organic synthesis due to its versatile reactivity and functional group compatibility. Overall, this compound has a variety of potential uses in both the pharmaceutical and scientific research fields.

InChI:InChI=1/C9H6F3N3/c10-9(11,12)7-5-14-8(15-7)6-1-3-13-4-2-6/h1-5H,(H,14,15)

Upstream product

• 872-85-5 pyridine-4-carbaldehyde 
• 91944-47-7 3,3,3-Trifluoropyruvaldehyde 
• 431-67-4 1,1-dibromo-3,3,3-trifluoroacetone 
• 2314-97-8 iodotrifluoromethane 
• 21202-42-6 4-(1H-imidazol-2-yl)pyridine 

Downstream Products

• 279251-10-4 2-(4-pyridyl)-1H-imidazole-4-carbaldehyde 

Relevant articles and documents

Design, Synthesis, and Evaluation of the Highly Selective and Potent G-Protein-Coupled Receptor Kinase 2 (GRK2) Inhibitor for the Potential Treatment of Heart Failure

A novel class of therapeutic drug candidates for heart failure, highly potent and selective GRK2 inhibitors, exhibit potentiation of β-adrenergic signaling in vitro studies. Hydrazone derivative 5 and 1,2,4-triazole derivative 24a were identified as hit compounds by HTS. New scaffold generation and SAR studies of all parts resulted in a 4-methyl-1,2,4-triazole derivative with an N-benzylcarboxamide moiety with highly potent activity toward GRK2 and selectivity over other kinases. In terms of subtype selectivity, these compounds showed enough selectivity against GRK1, 5, 6, and 7 with almost equipotent inhibition to GRK3. Our medicinal chemistry efforts led to the discovery of 115h (GRK2 IC50 = 18 nM), which was obtained the cocrystal structure with human GRK2 and an inhibitor of GRK2 that potentiates β-adrenergic receptor (βAR)-mediated cAMP accumulation and prevents internalization of βARs in β2AR-expressing HEK293 cells treated with isoproterenol. Therefore, 115h appears to be a novel class of therapeutic for heart failure treatment.

Photochemical trifluoromethylation of some biologically significant imidazoles

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2-Pyrazinyl-trifluoromethylimidazoles and a method for their preparation

4(5)-Trifluoromethylimidazoles having optional substituents in the 1 and 2 positions are provided. The novel 4(5)-trifluoromethylimidazoles are prepared by reacting a 1,1-dihalo-3,3,3-trifluoroacetone compound with an appropriate carboxaldehyde and ammoni