4-nitro-1H-indole-3-carbaldehyde
$200.00
CAS No.: 10553-11-4
Catalog No.: 196832
Purity: 95%
MF: C9H6N2O3
MW: 190.158
Storage: 2-8 degree Celsius
SMILES: [N+](=O)([O-])C1=C2C(=CNC2=CC=C1)C=O
Catalog No.: 196832
Purity: 95%
MF: C9H6N2O3
MW: 190.158
Storage: 2-8 degree Celsius
SMILES: [N+](=O)([O-])C1=C2C(=CNC2=CC=C1)C=O
4-nitro-1H-indole-3-carbaldehyde; CAS No.: 10553-11-4; 4-nitro-1H-indole-3-carbaldehyde. PROPERTIES: This nitro-substituted indole carbaldehyde features molecular formula C?H?N?O? with molecular weight 182.16 g/mol. It typically exists as a white crystalline powder. Soluble in polar aprotic solvents like DMF and DMSO. Melting point approximately 120-125 C. Exhibits IR absorption for aldehyde (~2800-2600 cm??) and nitro groups (~1520 and ~1350 cm??). Thermogravimetric analysis indicates decomposition 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 nitro-substituted indole carbaldehyde, 4-nitro-1H-indole-3-carbaldehyde 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 nitro 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 aldehyde functionality enables conjugation to biomolecules via Schiff base formation (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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