Description

1-Methyl-3-nitro-1H-indole (CAS No. 36728-89-9) is a high-purity nitro-substituted indole derivative with the molecular formula C₉H₈N₂O₂. This heterocyclic aromatic compound is widely utilized in organic synthesis, pharmaceutical research, and material science due to its reactive nitro functional group and stable indole backbone. The compound is supplied as a crystalline solid with ≥98% purity (HPLC), ensuring optimal performance in sensitive applications. Its IUPAC name, 1-methyl-3-nitroindole, reflects its precise structural configuration, featuring a methyl group at the 1-position and a nitro group at the 3-position of the indole ring. Suitable for use as a building block in medicinal chemistry, this product is rigorously tested for consistency and stored under controlled conditions to maintain stability. Available in scalable quantities for laboratory and industrial use.

Properties

• CAS Number: 36728-89-9
• Complexity: 214
• IUPAC Name: 1-methyl-3-nitro-indole
• InChI: InChI=1S/C9H8N2O2/c1-10-6-9(11(12)13)7-4-2-3-5-8(7)10/h2-6H,1H3
• InChI Key: SDNGVFXIFVLBAJ-UHFFFAOYSA-N
• Exact Mass: 176.058577502
• Molecular Formula: C9H8N2O2
• Molecular Weight: 176.17
• SMILES: CN1C=C(C2=CC=CC=C21)[N+](=O)[O-]
• Topological: 50.8
• Monoisotopic Mass: 176.058577502
• Synonyms: 1-Methyl-3-nitro-1H-indole, 36728-89-9, 1-methyl-3-nitroindole, 3-Nitro-1-methylindole, MFCD13178597, N-methyl-3-nitroindole, SCHEMBL2072642, SCHEMBL24725062, 1-Methyl-3-nitro-1H-indole #, DTXSID60344932, SDNGVFXIFVLBAJ-UHFFFAOYSA-N, AKOS027322361, AS-58737, DB-147663, CS-0161789, C74894, Q63399525

Application

1-Methyl-3-nitro-1H-indole serves as a versatile intermediate in the synthesis of pharmaceuticals, agrochemicals, and functional materials. Its nitro group enables facile reduction to amines or participation in nucleophilic aromatic substitution reactions, making it valuable for constructing complex heterocycles. Researchers employ this compound in the development of indole-based bioactive molecules, including kinase inhibitors and antimicrobial agents. The methyl group enhances solubility and modulates electronic properties for tailored reactivity.

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