Cas no 593237-10-6 (7-ethyl-1-methyl-1H-indole-3-carbaldehyde)

7-Ethyl-1-methyl-1H-indole-3-carbaldehyde is a substituted indole derivative with significant utility in organic synthesis and pharmaceutical research. Its structure features an aldehyde functional group at the 3-position, making it a versatile intermediate for constructing heterocyclic compounds and bioactive molecules. The ethyl and methyl substituents enhance its reactivity and selectivity in various transformations, such as condensation and nucleophilic addition reactions. This compound is particularly valuable in the development of indole-based scaffolds, which are prevalent in medicinal chemistry. High purity and consistent quality ensure reliable performance in research applications. Its stability under standard storage conditions further supports its use in synthetic workflows.
7-ethyl-1-methyl-1H-indole-3-carbaldehyde structure
593237-10-6 structure
Product Name:7-ethyl-1-methyl-1H-indole-3-carbaldehyde
CAS No:593237-10-6
MF:C12H13NO
MW:187.237723112106
MDL:MFCD03906489
CID:949980
PubChem ID:4530194
Update Time:2025-06-08

7-ethyl-1-methyl-1H-indole-3-carbaldehyde Chemical and Physical Properties

Names and Identifiers

    • 7-ethyl-1-methylindole-3-carbaldehyde
    • 1H-Indole-3-carboxaldehyde,7-ethyl-1-methyl-(9CI)
    • 7-ETHYL-1-METHYL-1H-INDOLE-3-CARBALDEHYDE
    • AC1NC9AM
    • CTK6D2173
    • MolPort-000-108-122
    • STL380780
    • CS-0118967
    • AKOS000302825
    • 593237-10-6
    • EN300-330401
    • DTXSID70403988
    • 7-ethyl-1-methyl-1H-indole-3-carbaldehyde
    • MDL: MFCD03906489
    • Inchi: 1S/C12H13NO/c1-3-9-5-4-6-11-10(8-14)7-13(2)12(9)11/h4-8H,3H2,1-2H3
    • InChI Key: PVPPYPYYUKBGSH-UHFFFAOYSA-N
    • SMILES: O=CC1=CN(C)C2C(=CC=CC=21)CC

Computed Properties

  • Exact Mass: 187.099714038g/mol
  • Monoisotopic Mass: 187.099714038g/mol
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 0
  • Hydrogen Bond Acceptor Count: 2
  • Heavy Atom Count: 14
  • Rotatable Bond Count: 2
  • Complexity: 216
  • 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: 2.3
  • Topological Polar Surface Area: 22?2

Experimental Properties

  • PSA: 22.00000
  • LogP: 2.55320

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Additional information on 7-ethyl-1-methyl-1H-indole-3-carbaldehyde

Introduction to 7-Ethyl-1-Methyl-1H-Indole-3-Carbaldehyde (CAS No. 593237-10-6)

7-Ethyl-1-methyl-1H-indole-3-carbaldehyde (CAS No. 593237-10-6) is a versatile organic compound that has garnered significant attention in the fields of medicinal chemistry and pharmaceutical research. This compound, characterized by its unique structural features, has shown promising potential in various biological applications, particularly in the development of novel therapeutic agents.

The chemical structure of 7-ethyl-1-methyl-1H-indole-3-carbaldehyde consists of an indole core with specific substitutions at the 7 and 1 positions. The indole scaffold is a fundamental building block in many biologically active molecules, and its modifications can significantly influence the compound's pharmacological properties. The presence of the ethyl and methyl groups at specific positions enhances the compound's solubility and metabolic stability, making it a valuable candidate for drug discovery.

Recent studies have highlighted the multifaceted biological activities of 7-ethyl-1-methyl-1H-indole-3-carbaldehyde. One notable area of research is its potential as an anti-inflammatory agent. In vitro studies have demonstrated that this compound can effectively inhibit the production of pro-inflammatory cytokines such as TNF-α and IL-6, which are key mediators in various inflammatory diseases. This property makes it a promising lead for the development of new anti-inflammatory drugs.

In addition to its anti-inflammatory properties, 7-ethyl-1-methyl-1H-indole-3-carbaldehyde has also shown potential as an anticancer agent. Research has indicated that this compound can induce apoptosis in cancer cells by modulating key signaling pathways such as p53 and Bcl-2. These findings suggest that 7-ethyl-1-methyl-1H-indole-3-carbaldehyde could be a valuable component in combination therapies for cancer treatment.

The neuroprotective effects of 7-ethyl-1-methyl-1H-indole-3-carbaldehyde have also been explored. Studies have shown that this compound can protect neurons from oxidative stress and prevent neurodegeneration in models of neurodegenerative diseases such as Alzheimer's and Parkinson's disease. The mechanism behind these effects is thought to involve the compound's ability to scavenge free radicals and modulate intracellular signaling pathways.

Beyond its therapeutic applications, 7-ethyl-1-methyl-1H-indole-3-carbaldehyde has been utilized as a synthetic intermediate in the preparation of more complex molecules. Its reactivity and functional group compatibility make it a useful starting material for the synthesis of diverse compounds with potential biological activities. This versatility has led to its widespread use in combinatorial chemistry and high-throughput screening efforts aimed at identifying new drug candidates.

The synthesis of 7-ethyl-1-methyl-1H-indole-3-carbaldehyde typically involves multi-step procedures, including the formation of the indole core and subsequent functionalization at specific positions. Recent advancements in synthetic methodologies have improved the efficiency and yield of these processes, making it more accessible for large-scale production and further research.

In conclusion, 7-Ethyl-1-methyl-1H-indole-3-carbaldehyde (CAS No. 593237-10-6) is a promising compound with a wide range of potential applications in medicinal chemistry and pharmaceutical research. Its unique structural features, combined with its diverse biological activities, make it an attractive candidate for further investigation and development into novel therapeutic agents. As research continues to advance, it is likely that new insights into the properties and applications of this compound will emerge, further solidifying its importance in the field.

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