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6-nitro-1H-indole; CAS No.: 4769-96-4; 6-nitro-1H-indole. PROPERTIES: This compound features a 6-nitro-1H-indole structure, combining a nitro group and an indole ring system. It typically appears as a white to off-white crystalline solid with a molecular weight of approximately 179.1 g/mol (C9H7N3O2). The melting point ranges between 130-135 C, and it exhibits moderate solubility in common organic solvents like ethanol, methanol, and DMSO while being sparingly soluble in water. Proper storage requires a tightly sealed container in a cool, dry place. Safety considerations include wearing appropriate PPE. It is classified as a skin and eye irritant (GHS07) with the hazard statement H315-H319. APPLICATIONS: 6-Nitro-1H-indole serves as a specialized intermediate in pharmaceutical research. Its 6-nitro-1H-indole structure enables diverse reactivity patterns, including reduction of the nitro group to amine and nucleophilic substitution at the indole ring. In medicinal chemistry, it is used to develop bioactive molecules targeting the central nervous system and inflammatory pathways. The nitro group can be converted to hydroxylamine or amine derivatives to explore structure-activity relationships. This compound also functions as a building block in the synthesis of fluorescent probes and bioconjugation reagents. Academic studies utilize it as a model system in Medicinal Chemistry journals, focusing on optimizing the 6-nitro-1H-indole scaffold for improved biological activity and target engagement.