ethyl 2-amino-4-(4-bromophenyl)thiophene-3-carboxylate
$250.00
CAS No.: 306934-99-6
Catalog No.: 196785
Purity: 95%
MF: C13H12BrNO2S
MW: 326.215
Storage: 2-8 degree Celsius
SMILES: NC=1SC=C(C1C(=O)OCC)C1=CC=C(C=C1)Br
Catalog No.: 196785
Purity: 95%
MF: C13H12BrNO2S
MW: 326.215
Storage: 2-8 degree Celsius
SMILES: NC=1SC=C(C1C(=O)OCC)C1=CC=C(C=C1)Br
ethyl 2-amino-4-(4-bromophenyl)thiophene-3-carboxylate; CAS No.: 306934-99-6; ethyl 2-amino-4-(4-bromophenyl)thiophene-3-carboxylate. PROPERTIES: This amino-substituted thiophene ester features molecular formula C??H??BrNO?S with molecular weight 307.20 g/mol. It generally appears as a white crystalline powder. Soluble in polar aprotic solvents like DMF and DMSO. Melting point approximately 110-115 C. Exhibits IR absorption for ester (~1750 cm??) and amine groups (~3300-3000 cm??). Thermogravimetric analysis reveals weight loss onset above 180 C under nitrogen. For optimal stability, store at 2-8 C in tightly sealed containers with desiccant, protected from light. The compound may cause mild skin irritation and serious eye damage; therefore, standard laboratory safety precautions including protective clothing and eye protection are recommended during handling. APPLICATIONS: As a brominated thiophene ester, ethyl 2-amino-4-(4-bromophenyl)thiophene-3-carboxylate is predominantly utilized in the synthesis of kinase inhibitors. It serves as a key intermediate in constructing the core scaffold of these compounds, where the thiophene ring provides valuable conformational constraints for selective enzyme inhibition as demonstrated in medicinal chemistry research (Journal of Medicinal Chemistry). Additionally, the compound participates in the development of fluorescent probes for bioimaging applications, where its ester functionality enables conjugation to biomolecules via enzymatic hydrolysis (Bioconjugate Chemistry). In materials science, it functions as a monomer for preparing polythiophene polymers with enhanced thermal stability, where the bromo substituent contributes to improved flame retardancy and mechanical properties (Polymer International).
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