ethyl-6-cyano-1H-indole-2-carboxylate
$200.00
CAS No.: 104291-81-8
Catalog No.: 196834
Purity: 95%
MF: C12H10N2O2
MW: 214.224
Storage: 2-8 degree Celsius
SMILES: C(C)OC(=O)C=1NC2=CC(=CC=C2C1)C#N
Catalog No.: 196834
Purity: 95%
MF: C12H10N2O2
MW: 214.224
Storage: 2-8 degree Celsius
SMILES: C(C)OC(=O)C=1NC2=CC(=CC=C2C1)C#N
ethyl-6-cyano-1H-indole-2-carboxylate; CAS No.: 104291-81-8; ethyl-6-cyano-1H-indole-2-carboxylate. PROPERTIES: This cyano-substituted indole ester features molecular formula C??H?NO? with molecular weight 195.20 g/mol. It generally appears as a white crystalline powder. Soluble in non-polar and slightly polar organic solvents like hexanes and ethyl acetate. Melting point approximately 110-115 C. Exhibits IR absorption for ester (~1750 cm??) and cyano groups (~2220 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 cyano-substituted indole ester, ethyl-6-cyano-1H-indole-2-carboxylate is predominantly utilized in the synthesis of kinase inhibitors. It serves as a key intermediate in constructing the core indole framework of these compounds, where the cyano group provides enhanced binding affinity for the kinase active site 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 polyurethane foams with enhanced thermal stability, where the indole group contributes to improved flame retardancy and mechanical properties (Polymer International).
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