170938-55-3

Usage

Chemical structure

A complex structure consisting of a fluorophenyl group, a phenyl-1H-1-[(4-fluorophenyl)(4-phenyl-1H-pyrrol-3-yl)methyl]-1H-imidazole group, and an imidazole ring.

Fluorophenyl group

A phenyl ring with a fluorine atom attached, which can influence the compound's lipophilicity and metabolic stability.

Phenyl-1H-pyrrol-3-yl group

A phenyl ring fused to a pyrrole ring, which may contribute to the compound's potential effects on the central nervous system.

Imidazole ring

A five-membered ring with two nitrogen atoms, which is known for its potential biological activity as an antifungal, antibacterial, or antiparasitic agent.

Medicinal chemistry and drug development

The compound is often used in these fields due to its potential pharmacological properties.

Central nervous system effects

The presence of the fluorophenyl and phenyl-1H-pyrrol-3-yl groups suggests that the compound may have effects on the central nervous system.

Antifungal, antibacterial, or antiparasitic potential

The imidazole ring indicates that the compound may have potential as an antifungal, antibacterial, or antiparasitic agent.

Versatility

The compound has potential applications in various fields, particularly in the development of new pharmaceuticals.

Upstream product

• 530-62-1 1,1'-carbonyldiimidazole 
• 22966-25-2 (E)-1-(4-fluorophenyl)-3-phenyl-2-propen-1-one 
• 170939-10-3 (4-fluorophenyl)(4-phenyl-1H-pyrrol-3-yl)methanone 

Relevant academic research and scientific papers

Antifungal agents. 9. 3-Aryl-4-[α-(1H-imidazol-1-yl)arylmethyl]pyrroles: A new class of potent anti-Candida agents

A new class of potent antifungal agents, namely, 3-aryl-4-[α-(1H- imidazol-1-yl)arylmethyl]-pyrroles, is described. These compounds are related to bifonazole and pyrrolnitrin, two compounds belonging to the class of antimycotic drugs. The synthesis of the title pyrroles has been performed starting from 1,3-diaryl-2-propen-1-ones, which were reacted with tosylmethyl isocyanide to give 3-aroyl-4-arylpyrroles. Reduction of the resulting compounds by lithium aluminum hydride furnished the related alcohols, which were treated with 1,1'-carbonyldiimidazole to afford the required imidazole derivatives. Forty-four new pyrroles which incorporate an (arylmethyl)imidazole moiety in the 3-arylpyrrole structure were prepared by the above procedure and tested in vitro against Candida albicans and Candida spp. Among test compounds, 10 were found to be highly active against C. albicans. The most active derivative (27) was twice as potent (MIC90) as bifonazole, and its activity was 4 times greater than those of miconazole and ketoconazole. The other nine compounds showed antifungal activity of the same order of that of bifonazole and were ca. 2 times as active as miconazole and ketoconazole. Derivatives 21 and 27 tested in vivo against C. albicans A170 were shown to be highly effective in rabbit skin candidosis. Pharmacological studies on compounds 27 and other related pyrroles (19, 35, 36, 38, 39, and 49) are in progress to select one of them as a potential candidate for clinical experiments.