100558-20-1

Usage

Imidazole derivative

A chemical compound derived from imidazole, which is a five-membered ring system containing two nitrogen atoms.

4-chlorophenyl substituent

A chlorine atom attached to a phenyl group (a six-membered carbon ring with alternating single and double bonds), which is attached to the imidazole ring at the 4-position (the meta position).

4-phenyl substituent

A phenyl group attached to the imidazole ring at the 4-position (the meta position).

Versatile building block

1H-Imidazole, 2-(4-chlorophenyl)-4-phenyl- is used as a starting material in organic synthesis for the preparation of various pharmaceuticals, agrochemicals, and other fine chemicals.

Biological activities

1H-Imidazole, 2-(4-chlorophenyl)-4-phenylexhibits a range of biological activities, including antifungal, antibacterial, and anticancer properties.

Ligand in coordination chemistry

1H-Imidazole, 2-(4-chlorophenyl)-4-phenyl- can bind to metal ions, forming coordination complexes, which are important in various chemical reactions and applications.

Reagent in the preparation of heterocyclic compounds

1H-Imidazole, 2-(4-chlorophenyl)-4-phenylis used as a reagent to synthesize compounds containing heteroatoms (atoms other than carbon and hydrogen) in their ring structures, such as other imidazole derivatives.

Applications and potential uses

1H-Imidazole, 2-(4-chlorophenyl)-4-phenyl- has various applications in the field of chemistry and pharmaceuticals, including the development of new drugs and chemical processes.

Upstream product

• 1074-12-0 phenylglyoxal hydrate 
• 104-88-1 4-chlorobenzaldehyde 
• 122-01-0 4-chloro-benzoyl chloride 
• 22198-19-2 4-chlorobenzoylaminoacetonitrile 
• 98-80-6 phenylboronic acid 
• 7257-94-5 1-phenyl-2-(p-tolylsulfonyloxy)ethanone 
• 19563-04-3 p-chlorobenzamidine 
• 82221-13-4 4-Chloro-N-[1-(2-oxo-2-phenylethyl)]benzamide 

Relevant academic research and scientific papers

Nickel-Catalyzed Construction of 2,4-Disubstituted Imidazoles via C–C Coupling and C?N Condensation Cascade Reactions

A convenient Ni(II)-catalyzed C?C and C?N cascade coupling reaction was developed to directly access various 2,4-disubstituted imidazoles. The reaction scope covers a variety of aryl and aliphatic substitutions, which demonstrate moderate-to-excellent yie

A facile and eco-friendly synthesis of diarylthiazoles and diarylimidazoles in water

A simple, efficient and high yielding greener protocol for the synthesis of substituted thiazoles and imidazoles is described that utilizes the reaction of readily available α-tosyloxy ketones with variety of thioamides/amidines in water.

Anticonvulsant activity of 2,4(1H)-diarylimidazoles in mice and rats acute seizure models

2,4(1H)-Diarylimidazoles have been previously shown to inhibit hNa V1.2 sodium (Na) channel currents. Since many of the clinically used anticonvulsants are known to inhibit Na channels as an important mechanism of their action, these compounds were tested in two acute rodent seizure models for anticonvulsant activity (MES and scMet) and for sedative and ataxic side effects. Compounds exhibiting antiepileptic activity were further tested to establish a dose response curve (ED50). The experimental data identified four compounds with anticonvulsant activity in the MES acute seizure rodent model (compound 10, ED50 = 61.7 mg/kg; compound 13, ED 50 = 46.8 mg/kg, compound 17, ED50 = 129.5 mg/kg and compound 20, ED50 = 136.7 mg/kg). Protective indexes (PI = TD 50/ED50) ranged from 2.1 (compound 10) to greater than 3.6 (compounds 13, 17 and 20). All four compounds were shown to inhibit hNa V1.2 in a dose dependant manner. Even if a correlation between sodium channel inhibition and anticonvulsant activity was unclear, these studies identify four Na channel antagonists with anticonvulsant activity, providing evidence that these derivatives could be potential drug candidates for development as safe, new and effective antiepileptic drugs (AEDs).

A practical synthesis of 2,4(5)-diarylimidazoles from simple building blocks

(Chemical Equation Presented) A simple and efficient approach to selectively obtain 2,4(5)-diarylimidazoles suppressing formation of 2-aroyl-4(5)-arylimidazoles is described. The yield of each of the two products strongly depends on the reaction condition