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ethyl 2-(4-methoxyphenyl)-4-methyl-1H-imidazole-5-carboxylate; CAS No.: 1153558-57-6;ethyl 2-(4-methoxyphenyl)-4-methyl-1H-imidazole-5-carboxylate. PROPERTIES: Ethyl 2-(4-methoxyphenyl)-4-methyl-1H-imidazole-5-carboxylate is a substituted imidazole ester with a molecular weight of 261.29 g/mol. This off-white crystalline solid has a melting point between 120-123 C. The molecule features an imidazole ring substituted with a 4-methoxyphenyl group at position 2 and a methyl group at position 4, with the carboxylate function esterified to ethyl at position 5. It demonstrates moderate solubility in common organic solvents such as ethyl acetate and methanol but limited water solubility. Proper storage involves keeping in tightly sealed containers at room temperature, protected from light and moisture. Safety considerations include the ester group's flammability and the methoxy group's potential to cause skin irritation. Proper protective equipment should be utilized during handling. APPLICATIONS: This compound primarily functions as a synthetic intermediate in the production of agrochemicals and pharmaceuticals, where the methoxyphenyl-substituted imidazole structure provides essential binding affinity to target enzymes. In medicinal chemistry, it has been employed in developing antimicrobial agents targeting bacterial and fungal pathogens and has shown utility in creating herbicides with selective activity against broadleaf weeds. The imidazole-5-carboxylate ester structure has also been explored in materials science for developing fluorescent probes, leveraging the electron-donating methoxy group to tune optical properties. These applications are supported by research published in the Journal of Medicinal Chemistry and Dyes and Pigments.