170938-95-1

Basic information

• Product Name: 1-{biphenyl-4-yl[4-(4-chlorophenyl)-1H-pyrrol-3-yl]methyl}-1H-imidazole
• Synonyms: 1H-imidazole, 1-[[1,1'-biphenyl]-4-yl[4-(4-chlorophenyl)-1H-pyrrol-3-yl]methyl]-
• CAS NO: 170938-95-1
• Molecular Formula: C₂₆H₂₀ClN₃
• Molecular Weight: 409.9101
• Mol File: 170938-95-1.mol

Chemical Properties

• Boiling Point: 643.7°C at 760 mmHg
• Flash Point: 343.1°C
• Density: 1.21g/cm³
• Vapor Pressure: 9.41E-16mmHg at 25°C
• Refractive Index: 1.657
• CAS DataBase Reference: 1-{biphenyl-4-yl[4-(4-chlorophenyl)-1H-pyrrol-3-yl]methyl}-1H-imidazole(CAS DataBase Reference)
• NIST Chemistry Reference: 1-{biphenyl-4-yl[4-(4-chlorophenyl)-1H-pyrrol-3-yl]methyl}-1H-imidazole(170938-95-1)
• EPA Substance Registry System: 1-{biphenyl-4-yl[4-(4-chlorophenyl)-1H-pyrrol-3-yl]methyl}-1H-imidazole(170938-95-1)

Safety Data

• Hazardous Substances Data: 170938-95-1(Hazardous Substances Data)

Usage

Chemical class

Biphenyls

Explanation

The compound consists of two phenyl rings.

Explanation

Contains an imidazole ring and a pyrrole ring.

Explanation

The pyrrole ring is substituted with a chlorophenyl group.

Explanation

Imidazoles and pyrroles are known for their biological activities, such as antimicrobial, antiviral, anti-inflammatory, and antitumor properties.

Explanation

The combination of biphenyl, imidazole, and pyrrole rings, along with the chlorophenyl substitution, makes the molecule structurally unique.

Explanation

Due to its potential pharmacological properties and unique structure, the compound is of interest for further study in medicinal and pharmaceutical research.

Heterocyclic compound

Yes

Substitution

Chlorophenyl group

Pharmacological properties

Potential

Structure

Unique

Research potential

High

Upstream product

• 170939-87-4 Biphenyl-4-yl-[4-(4-chloro-phenyl)-1H-pyrrol-3-yl]-methanone 
• 132434-50-5 (E)-1-([1,1'-biphenyl]-4-yl)-3-(4-chlorophenyl)prop-2-en-1-one 
• 530-62-1 1,1'-carbonyldiimidazole 

Relevant articles and documents

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.