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6-amino-1H-indole-3-carbonitrile; CAS No.: 625115-91-5; 6-amino-1H-indole-3-carbonitrile. PROPERTIES: This amino-substituted indole nitrile features molecular formula C?H?N? with molecular weight 157.17 g/mol. It generally appears as a white crystalline powder. Soluble in polar protic solvents like methanol and water. Melting point approximately 120-125 C. Exhibits IR absorption for nitrile (~2220 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 an amino-substituted indole nitrile, 6-amino-1H-indole-3-carbonitrile is predominantly utilized in the synthesis of indole-based antitubercular agents. It serves as a key intermediate in constructing the core indole framework of these compounds, where the amino group provides enhanced binding affinity for Mycobacterium tuberculosis targets 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 nitrile functionality enables conjugation to biomolecules via click chemistry reactions (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).