Cas no 10553-07-8 (7-methyl-4-nitro-1H-indole)

7-Methyl-4-nitro-1H-indole is a nitro-substituted indole derivative with a molecular formula of C9H8N2O2. This compound is characterized by the presence of a methyl group at the 7-position and a nitro group at the 4-position of the indole scaffold, which imparts unique reactivity and utility in synthetic chemistry. It serves as a versatile intermediate in the synthesis of pharmaceuticals, agrochemicals, and functional materials due to its electron-withdrawing nitro group and aromatic stability. The compound's well-defined structure allows for precise modifications, making it valuable for heterocyclic chemistry research and the development of biologically active molecules. Its crystalline form ensures consistent purity and handling in laboratory applications.
7-methyl-4-nitro-1H-indole structure
7-methyl-4-nitro-1H-indole structure
Product Name:7-methyl-4-nitro-1H-indole
CAS No:10553-07-8
MF:C9H8N2O2
MW:176.172021865845
CID:1154918
PubChem ID:21218311
Update Time:2025-06-26

7-methyl-4-nitro-1H-indole Chemical and Physical Properties

Names and Identifiers

    • 1H-Indole, 7-methyl-4-nitro-
    • 7-Methyl-4-nitro-1H-indole
    • starbld0042838
    • SCHEMBL3928266
    • SB14980
    • PGDQJLNWTYACPC-UHFFFAOYSA-N
    • 10553-07-8
    • DTXSID30611426
    • DB-415442
    • 7-methyl-4-nitro-1H-indole
    • Inchi: 1S/C9H8N2O2/c1-6-2-3-8(11(12)13)7-4-5-10-9(6)7/h2-5,10H,1H3
    • InChI Key: PGDQJLNWTYACPC-UHFFFAOYSA-N
    • SMILES: [O-][N+](C1=CC=C(C)C2=C1C=CN2)=O

Computed Properties

  • Exact Mass: 176.058577502g/mol
  • Monoisotopic Mass: 176.058577502g/mol
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 1
  • Hydrogen Bond Acceptor Count: 2
  • Heavy Atom Count: 13
  • Rotatable Bond Count: 0
  • Complexity: 214
  • Covalently-Bonded Unit Count: 1
  • Defined Atom Stereocenter Count: 0
  • Undefined Atom Stereocenter Count : 0
  • Defined Bond Stereocenter Count: 0
  • Undefined Bond Stereocenter Count: 0
  • XLogP3: 2.2
  • Topological Polar Surface Area: 61.6?2

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Related Categories No. Product Name Cas No. Purity Specification Price update time Inquiry
NAN JING YAO SHI KE JI GU FEN Co., Ltd.
PBLJ2149-100MG
7-methyl-4-nitro-1H-indole
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¥ 1,280.00 2023-03-30
NAN JING YAO SHI KE JI GU FEN Co., Ltd.
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Additional information on 7-methyl-4-nitro-1H-indole

Professional Introduction to 7-methyl-4-nitro-1H-indole (CAS No. 10553-07-8)

7-methyl-4-nitro-1H-indole, identified by its Chemical Abstracts Service number CAS No. 10553-07-8, is a significant compound in the field of pharmaceutical chemistry and bioorganic synthesis. This heterocyclic aromatic molecule has garnered considerable attention due to its versatile structural framework and potential applications in medicinal chemistry. The presence of both a methyl group and a nitro group on the indole ring imparts unique electronic and steric properties, making it a valuable intermediate in the development of various pharmacological agents.

The compound’s 7-methyl-4-nitro-1H-indole structure is characterized by a benzene ring fused to a pyrrole ring, with specific functional groups attached at the 4-position and 7-position. The nitro group at the 4-position enhances the molecule’s reactivity, allowing for further functionalization through reduction or nucleophilic substitution reactions. Meanwhile, the methyl group at the 7-position contributes to steric hindrance and can influence the compound’s metabolic stability and bioavailability.

In recent years, researchers have been exploring the 7-methyl-4-nitro-1H-indole as a precursor in the synthesis of bioactive molecules. Its indole core is a common motif in many natural products and drug candidates, including those targeting neurological disorders, infectious diseases, and cancer. For instance, studies have demonstrated its utility in constructing more complex scaffolds that mimic known pharmacophores responsible for therapeutic activity.

One of the most compelling aspects of 7-methyl-4-nitro-1H-indole is its role in developing novel antimicrobial agents. The nitro group’s ability to engage in redox reactions makes it an attractive feature for designing compounds that can disrupt bacterial cell wall synthesis or interfere with essential metabolic pathways. Recent publications highlight its incorporation into libraries of small molecules screened for antibacterial activity, showing promising results against resistant strains of pathogens.

The compound also finds relevance in the field of material science, particularly as a building block for organic semiconductors and light-emitting diodes (OLEDs). The electron-withdrawing nature of the nitro group enhances charge transport properties, making 7-methyl-4-nitro-1H-indole a candidate for optimizing electronic devices. Researchers have reported its use in synthesizing π-conjugated polymers that exhibit improved thermal stability and luminescence characteristics.

The synthesis of 7-methyl-4-nitro-1H-indole typically involves nitration of methylindole derivatives or alternative pathways that introduce both functional groups efficiently. Advances in catalytic methods have enabled greener synthetic routes, reducing waste and improving yields. These developments align with global efforts to promote sustainable chemistry practices in pharmaceutical manufacturing.

In conclusion, 7-methyl-4-nitro-1H-indole (CAS No. 10553-07-8) represents a multifaceted compound with broad applications across multiple scientific disciplines. Its unique structural features make it an indispensable tool for medicinal chemists seeking novel drug candidates, while its electronic properties are exploited in advanced materials engineering. As research continues to uncover new possibilities for this molecule, its significance in both academic and industrial settings is expected to grow.

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