Cas no 23876-39-3 (4,7-dimethoxy-1H-Indole)

4,7-Dimethoxy-1H-Indole is a substituted indole derivative characterized by methoxy groups at the 4 and 7 positions of the indole ring. This compound serves as a valuable intermediate in organic synthesis, particularly in the preparation of pharmaceuticals, agrochemicals, and bioactive molecules. Its electron-rich aromatic structure enhances reactivity in electrophilic substitution and cross-coupling reactions, making it useful for constructing complex heterocyclic systems. The dimethoxy substitution pattern also influences its solubility and stability, facilitating handling in synthetic applications. Researchers leverage its structural features for developing indole-based compounds with potential biological activity, including serotonin receptor modulators and kinase inhibitors. The compound is typically supplied with high purity to ensure consistent performance in synthetic workflows.
4,7-dimethoxy-1H-Indole structure
4,7-dimethoxy-1H-Indole structure
Product Name:4,7-dimethoxy-1H-Indole
CAS No:23876-39-3
MF:C10H11NO2
MW:177.199842691422
MDL:MFCD00178512
CID:1109583
PubChem ID:510119
Update Time:2025-05-20

4,7-dimethoxy-1H-Indole Chemical and Physical Properties

Names and Identifiers

    • 4,7-dimethoxy-1H-Indole
    • 4,7-DIMETHOXYINDOLE
    • Oprea1_018159
    • BP-10281
    • 23876-39-3
    • AKOS006274169
    • E77209
    • CS-0197071
    • OUDGAYDZZUTPPC-UHFFFAOYSA-N
    • Maybridge1_006440
    • 1H-Indole, 4,7-dimethoxy-
    • MFCD00178512
    • DTXSID30333510
    • HMS559M16
    • 10W-0828
    • SCHEMBL593491
    • MDL: MFCD00178512
    • Inchi: 1S/C10H11NO2/c1-12-8-3-4-9(13-2)10-7(8)5-6-11-10/h3-6,11H,1-2H3
    • InChI Key: OUDGAYDZZUTPPC-UHFFFAOYSA-N
    • SMILES: O(C)C1=CC=C(C2C=CNC=21)OC

Computed Properties

  • Exact Mass: 177.07903
  • Monoisotopic Mass: 177.078978594g/mol
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 1
  • Hydrogen Bond Acceptor Count: 2
  • Heavy Atom Count: 13
  • Rotatable Bond Count: 2
  • Complexity: 174
  • 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
  • Topological Polar Surface Area: 34.2?2

Experimental Properties

  • PSA: 34.25

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4,7-dimethoxy-1H-Indole Suppliers

Amadis Chemical Company Limited
Gold Member
Audited Supplier Audited Supplier
(CAS:23876-39-3)4,7-dimethoxy-1H-Indole
Order Number:A1008573
Stock Status:in Stock
Quantity:1g
Purity:99%
Pricing Information Last Updated:Thursday, 29 August 2024 15:07
Price ($):546.0

Additional information on 4,7-dimethoxy-1H-Indole

4,7-Dimethoxy-1H-Indole (CAS No. 23876-39-3): A Comprehensive Overview

The compound 4,7-dimethoxy-1H-indole (CAS No. 23876-39-3) is a structurally unique organic molecule belonging to the indole family. Indoles are heterocyclic compounds consisting of a benzene ring fused to a pyrrole ring, and they are widely found in nature and utilized in various synthetic applications. The 4,7-dimethoxy substitution pattern on the indole skeleton introduces specific electronic and steric properties that make this compound particularly interesting for research and industrial purposes.

Recent studies have highlighted the potential of 4,7-dimethoxy-1H-indole in the field of medicinal chemistry. Its methoxy groups at positions 4 and 7 are known to exert significant influence on the molecule's pharmacokinetic properties, such as solubility and bioavailability. Researchers have explored its role as a precursor in the synthesis of bioactive molecules, including potential drug candidates for treating neurodegenerative diseases and cancer. The indole core has been a focal point in drug discovery due to its ability to interact with various biological targets, such as G-protein coupled receptors (GPCRs) and enzymes.

In terms of synthesis, 4,7-dimethoxy-1H-indole can be prepared through several routes, including the Perkin reaction and the Knorr pyrrole synthesis. These methods involve the strategic introduction of substituents on the indole ring to achieve the desired methoxy groups. Recent advancements in catalytic methods have enabled more efficient and selective syntheses of this compound, reducing production costs and environmental impact.

The chemical structure of 4,7-dimethoxy-1H-indole is characterized by its planar aromatic system with two methoxy groups at positions 4 and 7. These groups contribute to the molecule's hydrophilicity and ability to form hydrogen bonds, which are critical for its interactions with biological systems. Computational studies have revealed that these substituents also modulate the electronic distribution across the indole ring, influencing its reactivity in various chemical transformations.

One of the most promising applications of 4,7-dimethoxy-1H-indole lies in its use as an intermediate in pharmaceutical chemistry. For instance, it has been employed in the synthesis of serotonin receptor agonists and antagonists, which are pivotal in treating conditions like depression and anxiety. The compound's ability to modulate these receptors has been validated through in vitro assays and preclinical studies.

Moreover, 4,7-dimethoxy-1H-indole has shown potential in materials science as well. Its aromatic stability makes it a candidate for use in organic semiconductors and optoelectronic devices. Recent research has focused on incorporating this compound into polymer blends to enhance their electronic properties without compromising mechanical integrity.

In terms of environmental impact, while 4,7-dimethoxy-1H-indole itself is not classified as a hazardous substance under current regulations, its synthesis and application require careful consideration of eco-friendly practices. Researchers are increasingly adopting green chemistry principles to minimize waste and reduce energy consumption during its production.

Looking ahead, the versatility of 4,7-dimethoxy-1H-indole suggests that it will continue to play a significant role in both academic research and industrial applications. Its unique combination of structural features makes it an invaluable tool for exploring new frontiers in drug discovery and materials development.

Recommended suppliers
Amadis Chemical Company Limited
(CAS:23876-39-3)4,7-dimethoxy-1H-Indole
A1008573
Purity:99%
Quantity:1g
Price ($):546.0
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