641571-11-1
Product name:3-(4-Methyl-1H-imidazol-1-yl)-5-(trifluoromethyl)aniline
CAS:641571-11-1
MF:C11H10F3N3
MW:241.21
EINECS:688-269-6
MDL No.:MFCD11846236
Properties:
Appearance White Light yellow powder
Melting point 124-126 ° C
Boiling point 372.14 ℃ [at 101 325 Pa]
Density 1.35
Application:
MTBSTFA is widely used as a reagent in organic synthesis, commonly used for derivatization reactions of compounds containing hydroxyl, amino, or carbonyl groups.
2. It can be used in gas chromatography-mass spectrometry (GC-MS) analysis to improve the stability of unstable compounds and enhance detection sensitivity.
In chemical research, it is also used for surface modification and functionalization of materials.
| Downstream Application Field | Specific Products | Product Description |
|---|---|---|
| Pharmaceutical Synthesis | Pharmaceutical intermediates (e.g., kinase inhibitors, anti-cancer drugs, anti-inflammatory agents), API precursors | 3-(4-Methyl-1H-imidazol-1-yl)-5-(trifluoromethyl)aniline acts as a key heterocyclic building block in pharmaceutical synthesis. Its fused imidazole-trifluoromethylphenyl structure and amino group (-NH₂) enable nucleophilic substitution, coupling reactions (e.g., Suzuki coupling, Buchwald-Hartwig amination), and cyclization reactions, facilitating the synthesis of bioactive molecules. It is widely used in developing kinase inhibitors (e.g., for cancer treatment) and anti-inflammatory drugs, as the trifluoromethyl group (-CF₃) enhances metabolic stability and target binding affinity, while the imidazole ring improves water solubility and biological activity of APIs. |
| Agrochemicals | Pesticide intermediates (e.g., fungicides, insecticides, herbicides), agrochemical active ingredients | It serves as a precursor for synthesizing high-efficiency agrochemicals. Through structural modification (e.g., acylation, alkylation, heterocyclic fusion), it can be converted into active ingredients with enhanced pesticidal activity, selectivity, and environmental stability. These products effectively control plant pathogens, pests, and weeds, improving crop yield and quality. The trifluoromethyl group and imidazole ring contribute to the compound's lipophilicity and target site specificity, reducing cross-resistance risks. |
| Fine Chemicals & Material Science | Functional heterocyclic derivatives (e.g., amides, ureas, azoles), organic electronic materials (e.g., OLED intermediates, conductive polymers) | It is used to synthesize fine chemical derivatives for specialty applications. Modified derivatives (e.g., imidazole-substituted ureas, aniline-based amides) are applied in corrosion inhibitors, dye intermediates, and polymer modifiers. In material science, it serves as a monomer for synthesizing organic electronic materials, such as OLED charge-transport layers and conductive polymers, leveraging its electron-donating amino group and electron-withdrawing trifluoromethyl group to tune electronic properties. |
| Drug Discovery & R&D | Compound libraries, lead compound optimization reagents, structure-activity relationship (SAR) research tools | High-purity grades are used in pharmaceutical R&D laboratories and academic institutions. They are employed to construct heterocyclic compound libraries for high-throughput screening (HTS), optimize structure-activity relationships (SAR) of lead compounds, and develop novel drug candidates targeting various therapeutic areas (e.g., oncology, immunology). The compound's unique trifluoromethyl-imidazole-aniline scaffold makes it a valuable tool for exploring new drug targets. |
| Biomedical Research | Biological probes, enzyme inhibitors, receptor modulators |
In biomedical research, it is used to synthesize biological probes and tool compounds (e.g., selective enzyme inhibitors, GPCR modulators). These tools help study protein-ligand interactions, signal transduction pathways, and disease mechanisms, providing critical insights for preclinical drug development and basic life science research. |
Synonyms:
| 3-(4-methylimidazol-1-yl)-5-(trifluoromethyl)aniline |
| 1-[3-Amino-5-(trifluoromethyl)phenyl]-4-methyl-1H-imidazole |
| 3-(4-Methyl-1H-imidazol-1-yl)-5-(trifluoromethyl)benzenamine |
| Benzenamine, 3-(4-methyl-1H-imidazol-1-yl)-5-(trifluoromethyl)- |
| 3-(4-Methyl-1H-imidazol-1-yl)-5-(trifluoromethyl)aniline |
| 3-(trifluoromethyl)-5-(4-methyl-1H-imidazol-1-yl)benzenamine |
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