ethyl 1,5-dimethyl-1H-imidazole-4-carboxylate
$375.00
CAS No.: 74531-82-1
Catalog No.: 192622
Purity: 95%
MF: C8H12N2O2
MW: 168.196
Storage: 2-8 degree Celsius
SMILES: CN1C=NC(=C1C)C(=O)OCC
Catalog No.: 192622
Purity: 95%
MF: C8H12N2O2
MW: 168.196
Storage: 2-8 degree Celsius
SMILES: CN1C=NC(=C1C)C(=O)OCC
ethyl 1,5-dimethyl-1H-imidazole-4-carboxylate; CAS No.: 74531-82-1; ethyl 1,5-dimethyl-1H-imidazole-4-carboxylate. PROPERTIES: ethyl 1,5-dimethyl-1H-imidazole-4-carboxylate is a colorless liquid with a molecular weight of 183.21 g/mol. It has a density of approximately 1.10 g/cm? and a boiling point around 140-145 C at 760 mmHg. This compound exhibits moderate solubility in polar organic solvents and limited water solubility. It is sensitive to basic conditions and hydrolyzes in strong alkaline environments to release the corresponding carboxylic acid. Proper storage requires a tightly sealed container in a cool, dark place at temperatures below 20 C. Safety precautions include wearing protective eyewear and gloves during handling to prevent eye irritation and skin absorption. In case of accidental ingestion, seek immediate medical attention. The compound is a mild skin irritant and should be handled in a well-ventilated area. APPLICATIONS: ethyl 1,5-dimethyl-1H-imidazole-4-carboxylate is primarily used in pharmaceutical development as a prodrug intermediate. The ethyl ester allows for controlled release of the active carboxylic acid upon administration, as described in drug delivery systems literature. In oncology research, it serves as a building block for creating kinase inhibitors where the imidazole scaffold enhances kinase domain binding, as reported in medicinal chemistry studies. Additionally, it is utilized in agrochemical formulations as a precursor for creating fungicides targeting fungal kinase pathways, where the imidazole ring system interacts with fungal enzymes, as detailed in pesticide chemistry publications. The compound also finds application in materials science as a monomer for creating electroactive polymers, where the imidazole structure contributes to charge transport properties, as outlined in organic electronics research. Furthermore, it is employed in analytical chemistry as a chiral resolving agent for separating enantiomers of pharmaceutical compounds, where the imidazole framework forms diastereomeric complexes with racemic mixtures, as described in separation science literature. Its reactivity makes it suitable for creating novel heterocycles through palladium-catalyzed cross-coupling reactions in chemical biology applications, as detailed in heterocyclic chemistry research.
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