![9-bromo-2-iodo-10-methyl-5,6-dihydrobenzo[f]imidazo[1,2-d][1,4]oxazepine](https://www.chemshuttle.com/media/catalog/product/cache/31dbf0bffbfa69a5826a72cec9a446de/1/9/191094_1.jpg)
![9-bromo-5,6-dihydrobenzo[f]imidazo[1,2-d][1,4]oxazepine](https://www.chemshuttle.com/media/catalog/product/cache/31dbf0bffbfa69a5826a72cec9a446de/1/2/129077_4.jpg)
ethyl 6-bromo-4H-imidazo[5,1-b][1,3]oxazine-8-carboxylate
$275.00
CAS No.: 138891-58-4
Catalog No.: 192589
Purity: 95%
MF: C9H9BrN2O3
MW: 273.086
Storage: 2-8 degree Celsius
SMILES: BrC1=NC(=C2OC=CCN21)C(=O)OCC
Catalog No.: 192589
Purity: 95%
MF: C9H9BrN2O3
MW: 273.086
Storage: 2-8 degree Celsius
SMILES: BrC1=NC(=C2OC=CCN21)C(=O)OCC
ethyl 6-bromo-4H-imidazo[5,1-b][1,3]oxazine-8-carboxylate; CAS No.: 138891-58-4; ethyl 6-bromo-4H-imidazo[5,1-b][1,3]oxazine-8-carboxylate. PROPERTIES: ethyl 6-bromo-4H-imidazo[5,1-b][1,3]oxazine-8-carboxylate is a pale yellow crystalline solid with a molecular weight of 313.09 g/mol. It has a melting point ranging from 155-160 C and moderate solubility 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 20 C. Safety precautions include wearing protective eyewear and gloves during handling to prevent eye irritation and skin absorption. In case of spillage, absorb with inert material and dispose of according to local hazardous waste regulations. The compound is a mild irritant and should be handled in a well-ventilated area to prevent inhalation of dust. APPLICATIONS: ethyl 6-bromo-4H-imidazo[5,1-b][1,3]oxazine-8-carboxylate is primarily used as a synthetic intermediate in pharmaceutical chemistry. The bromine substituent provides a valuable handle for Suzuki-Miyaura cross-coupling reactions to introduce aryl groups, as detailed in organic synthesis methodologies. In drug discovery, it serves as a building block for creating kinase inhibitors where the imidazo[5,1-b]oxazine scaffold enhances ATP competitive binding, as described in medicinal chemistry research. Additionally, it is utilized in agrochemical development for creating selective herbicides targeting photosystem II in plants, where the brominated imidazole ring system interacts with herbicide-binding proteins, as reported in pesticide chemistry literature. The compound also finds application in materials science as a monomer for creating fluorescent polymers, where the imidazole-oxazine system contributes to photoluminescent properties, as outlined in polymer chemistry studies. Furthermore, it is employed in bioconjugation chemistry as a linker molecule between biomolecules and solid supports, where the ethyl ester functionality allows for enzymatic cleavage to release bioactive agents, as detailed in bioanalytical chemistry publications.
Reviews
Write Your Own Review