5-bromo-1,4-dimethyl-1H-imidazole
[CAS# 861325-16-8]

Identification

• Classification: Organic raw materials >> Heterocyclic compound >> Imidazoles
• Name: 5-bromo-1,4-dimethyl-1H-imidazole
• Molecular Formula: C₅H₇BrN₂
• Molecular Weight: 175.03
• CAS Registry Number: 861325-16-8
• SMILES: CC1=C(N(C=N1)C)Br

Properties

• Density: 1.6±0.1 g/cm³, Calc.^*
• Index of Refraction: 1.589, Calc.^*
• Boiling Point: 283.8±20.0 ºC (760 mmHg), Calc.^*
• Flash Point: 125.4±21.8 ºC, Calc.^*

^* Calculated using Advanced Chemistry Development (ACD/Labs) Software.

Safety Data

• Hazard Symbols: GHS07 Warning
• Hazard Statements: H302-H315-H319-H335
• Precautionary Statements: P261-P305+P351+P338

Discovory and Applicatios

5-Bromo-1,4-dimethyl-1H-imidazole is a heterocyclic organic compound that has garnered attention due to its unique structural properties and versatile applications in various fields, particularly in medicinal chemistry and agrochemical development. Imidazole derivatives are known for their significant biological activities, which can be attributed to the presence of nitrogen atoms in the ring structure, enhancing their interactions with biological targets.

The discovery of 5-bromo-1,4-dimethyl-1H-imidazole is rooted in the exploration of substituted imidazoles, which are known for their potential therapeutic applications. This compound was synthesized as part of research aimed at developing novel pharmacologically active substances. The introduction of the bromine atom at the 5-position of the imidazole ring provides a site for further chemical modifications, enabling the exploration of various derivatives with enhanced biological properties.

5-Bromo-1,4-dimethyl-1H-imidazole has found applications in medicinal chemistry, particularly as an intermediate in the synthesis of various bioactive compounds. Its ability to undergo nucleophilic substitutions and other transformations makes it a valuable building block for the design of pharmaceuticals targeting diverse therapeutic areas, including antifungal, antibacterial, and anticancer agents. The presence of the bromine atom enhances the compound’s lipophilicity, which is often desirable for improving the pharmacokinetic properties of drug candidates.

In addition to its medicinal applications, 5-bromo-1,4-dimethyl-1H-imidazole has also been explored for its agrochemical properties. Researchers have investigated its potential as a precursor for the synthesis of agrochemicals, including fungicides and herbicides. The ability to modify the imidazole ring further allows for the development of compounds that exhibit specific biological activities against pests and pathogens, contributing to improved crop protection and yield.

Furthermore, the unique properties of 5-bromo-1,4-dimethyl-1H-imidazole make it a suitable candidate for use in the synthesis of fluorescent dyes and sensors. The incorporation of imidazole into sensor systems can enhance their selectivity and sensitivity towards specific analytes, allowing for applications in environmental monitoring and biomedical diagnostics. Researchers are exploring the potential of this compound in developing new materials that can respond to changes in their environment, opening avenues for innovative applications in the fields of materials science and analytical chemistry.

Despite its promising applications, safety and handling precautions are essential when working with 5-bromo-1,4-dimethyl-1H-imidazole. As with many chemical compounds, proper protocols should be in place to minimize exposure and environmental impact. Research into the safety profile of this compound is ongoing, ensuring its responsible use in various applications.

In summary, 5-bromo-1,4-dimethyl-1H-imidazole is a significant compound in the fields of medicinal and agrochemical research. Its discovery as a versatile building block for the synthesis of bioactive compounds highlights its potential to contribute to the development of new therapeutic agents and agricultural products. The continued exploration of this compound may yield further advancements in both pharmaceutical and agricultural chemistry, enhancing its importance in scientific research and industrial applications.