Cas no 344296-52-2 (2-ethoxy-6-methoxyaniline)

2-ethoxy-6-methoxyaniline structure
2-ethoxy-6-methoxyaniline structure
Product Name:2-ethoxy-6-methoxyaniline
CAS No:344296-52-2
MF:C9H13NO2
MW:167.205022573471
CID:302449
PubChem ID:12787083
Update Time:2025-07-22

2-ethoxy-6-methoxyaniline Chemical and Physical Properties

Names and Identifiers

    • Benzenamine,2-ethoxy-6-methoxy-
    • Benzenamine, 2-ethoxy-6-methoxy- (9CI)
    • 2-ethoxy-6-methoxyaniline
    • DTXSID70509833
    • SCHEMBL11354404
    • 344296-52-2
    • EN300-1295900
    • Inchi: 1S/C9H13NO2/c1-3-12-8-6-4-5-7(11-2)9(8)10/h4-6H,3,10H2,1-2H3
    • InChI Key: GRIZOQWCMPOSMR-UHFFFAOYSA-N
    • SMILES: O(CC)C1C=CC=C(C=1N)OC

Computed Properties

  • Exact Mass: 167.09469
  • Monoisotopic Mass: 167.094628657g/mol
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 1
  • Hydrogen Bond Acceptor Count: 3
  • Heavy Atom Count: 12
  • Rotatable Bond Count: 3
  • Complexity: 130
  • 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: 1.5
  • Topological Polar Surface Area: 44.5?2

Experimental Properties

  • PSA: 44.48

2-ethoxy-6-methoxyaniline Pricemore >>

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Additional information on 2-ethoxy-6-methoxyaniline

Introduction to 2-ethoxy-6-methoxyaniline (CAS No. 344296-52-2)

2-ethoxy-6-methoxyaniline, identified by its Chemical Abstracts Service (CAS) number 344296-52-2, is a significant organic compound that has garnered considerable attention in the field of pharmaceutical chemistry and materials science. This compound, featuring a benzene ring substituted with ethoxy and methoxy groups along with an amino group, exhibits unique chemical properties that make it a valuable intermediate in the synthesis of various bioactive molecules. The structural configuration of 2-ethoxy-6-methoxyaniline contributes to its versatility, enabling its use in multiple synthetic pathways and applications.

The molecular structure of 2-ethoxy-6-methoxyaniline consists of a phenyl ring where the positions 2 and 6 are occupied by ethoxy (-OEt) and methoxy (-OMe) substituents, respectively, while the position 1 is attached to an amino (-NH?) group. This arrangement imparts specific electronic and steric properties to the molecule, influencing its reactivity and interaction with biological targets. The presence of both electron-donating ethoxy and methoxy groups enhances the nucleophilicity of the amino group, making it a suitable precursor for further functionalization.

In recent years, 2-ethoxy-6-methoxyaniline has been extensively studied for its potential applications in drug discovery and development. Its structural motif is reminiscent of several pharmacophores found in therapeutic agents, particularly those targeting neurological and inflammatory disorders. Researchers have leveraged the compound's reactivity to synthesize derivatives with enhanced pharmacological properties. For instance, modifications at the amino group have led to the development of novel scaffolds with improved binding affinity to specific receptors.

One of the most compelling aspects of 2-ethoxy-6-methoxyaniline is its role as a key intermediate in the synthesis of more complex molecules. In particular, it has been utilized in the preparation of heterocyclic compounds, which are known for their diverse biological activities. The introduction of nitrogen-containing heterocycles into drug candidates often enhances their efficacy and selectivity. By serving as a building block, 2-ethoxy-6-methoxyaniline facilitates the construction of intricate molecular frameworks that can be further optimized for therapeutic use.

Recent advancements in computational chemistry have also highlighted the importance of 2-ethoxy-6-methoxyaniline in virtual screening campaigns. Molecular modeling studies indicate that derivatives of this compound can interact with biological targets through multiple binding modes, offering opportunities for designing drugs with improved pharmacokinetic profiles. The ability to predict these interactions computationally has accelerated the discovery process, allowing researchers to prioritize promising candidates for experimental validation.

The synthesis of 2-ethoxy-6-methoxyaniline itself is another area where innovation has been observed. Modern synthetic methodologies have enabled more efficient and sustainable routes to this intermediate. For example, catalytic processes have been developed that minimize waste and reduce energy consumption. These green chemistry approaches align with the broader industry goal of reducing the environmental impact of pharmaceutical manufacturing while maintaining high yields and purity standards.

Moreover, 2-ethoxy-6-methoxyaniline has found applications beyond pharmaceuticals. In materials science, its aromatic structure makes it a candidate for developing organic semiconductors and liquid crystals. The ability to tune electronic properties through substituent effects allows researchers to tailor materials for specific optoelectronic applications. This dual utility underscores the compound's broad appeal across different scientific disciplines.

From a regulatory perspective, 2-ethoxy-6-methoxyaniline benefits from established safety profiles due to its extensive history of use in research and industrial settings. However, ongoing studies continue to refine our understanding of its long-term effects under various conditions. This commitment to safety ensures that applications involving this compound remain ethical and responsible.

In conclusion, 2-ethoxy-6-methoxyaniline (CAS No. 344296-52-2) is a multifaceted compound with significant potential in pharmaceuticals and materials science. Its unique structural features enable diverse applications, from drug development to advanced material design. As research progresses, new methodologies for synthesis and application will continue to emerge, further solidifying its importance in modern chemistry.

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