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tert-butyl 2-amino-1H-benzo[d]imidazole-1-carboxylate
$375.00
CAS No.: 1383133-23-0
Catalog No.: 192600
Purity: 95%
MF: C12H15N3O2
MW: 233.271
Storage: 2-8 degree Celsius
SMILES: NC1=NC2=C(N1C(=O)OC(C)(C)C)C=CC=C2
Catalog No.: 192600
Purity: 95%
MF: C12H15N3O2
MW: 233.271
Storage: 2-8 degree Celsius
SMILES: NC1=NC2=C(N1C(=O)OC(C)(C)C)C=CC=C2
tert-butyl 2-amino-1H-benzo[d]imidazole-1-carboxylate; CAS No.: 1383133-23-0; tert-butyl 2-amino-1H-benzo[d]imidazole-1-carboxylate. PROPERTIES: tert-butyl 2-amino-1H-benzo[d]imidazole-1-carboxylate is a white crystalline powder with a molecular weight of 272.29 g/mol. It has a melting point between 190-195 C and is moderately soluble in polar aprotic solvents like dimethylformamide. The compound is sensitive to light and should be stored in a tightly sealed amber glass bottle at temperatures below 25 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 to prevent inhalation of dust. APPLICATIONS: tert-butyl 2-amino-1H-benzo[d]imidazole-1-carboxylate is primarily used in pharmaceutical development as a prodrug intermediate. The Boc protection allows for controlled release of the active amine upon administration, as described in drug delivery systems literature. In oncology research, it serves as a building block for creating tyrosine kinase inhibitors where the benzo[d]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 benzo[d]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 benzo[d]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 benzo[d]imidazole framework forms diastereomeric complexes with racemic mixtures, as described in separation science literature. Its structure makes it suitable for creating peptidomimetics with enhanced metabolic stability, as detailed in bioorganic chemistry research.
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