Cas no 535972-87-3 (3-methoxy-5-(propan-2-yloxy)aniline)

3-methoxy-5-(propan-2-yloxy)aniline is a versatile organic compound with significant applications in the synthesis of dyes and pharmaceuticals. This compound offers enhanced solubility and stability, facilitating its use in various chemical reactions. Its unique functional groups provide flexibility in chemical transformations, making it an attractive starting material for complex molecular constructions.
3-methoxy-5-(propan-2-yloxy)aniline structure
535972-87-3 structure
Product Name:3-methoxy-5-(propan-2-yloxy)aniline
CAS No:535972-87-3
MF:C10H15NO2
MW:181.231602907181
CID:356888
PubChem ID:11571905
Update Time:2025-11-01

3-methoxy-5-(propan-2-yloxy)aniline Chemical and Physical Properties

Names and Identifiers

    • Benzenamine, 3-methoxy-5-(1-methylethoxy)-
    • 3-methoxy-5-propan-2-yloxyaniline
    • 3-methoxy-5-(propan-2-yloxy)aniline
    • AKOS017530011
    • ZTNMOMWZVSANDW-UHFFFAOYSA-N
    • 3-Isopropoxy-5-methoxyaniline
    • 535972-87-3
    • DTXSID80468745
    • EN300-1296111
    • SCHEMBL2225240
    • Inchi: 1S/C10H15NO2/c1-7(2)13-10-5-8(11)4-9(6-10)12-3/h4-7H,11H2,1-3H3
    • InChI Key: ZTNMOMWZVSANDW-UHFFFAOYSA-N
    • SMILES: O(C1C=C(C=C(C=1)N)OC)C(C)C

Computed Properties

  • Exact Mass: 181.11035
  • Monoisotopic Mass: 181.110278721g/mol
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 1
  • Hydrogen Bond Acceptor Count: 3
  • Heavy Atom Count: 13
  • Rotatable Bond Count: 3
  • Complexity: 150
  • 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: 44.5?2

Experimental Properties

  • PSA: 44.48

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Additional information on 3-methoxy-5-(propan-2-yloxy)aniline

Professional Introduction to 3-Methoxy-5-(propan-2-yloxy)aniline (CAS No. 535972-87-3)

3-Methoxy-5-(propan-2-yloxy)aniline, identified by its Chemical Abstracts Service number CAS No. 535972-87-3, is a significant compound in the realm of pharmaceutical chemistry and bioorganic synthesis. This compound, featuring a unique aromatic structure with methoxy and alkoxy substituents, has garnered attention due to its potential applications in drug development and molecular research.

The molecular structure of 3-methoxy-5-(propan-2-yloxy)aniline consists of a benzene ring substituted with a methoxy group at the 3-position and an isopropoxy group at the 5-position. This specific arrangement imparts distinct electronic and steric properties, making it a valuable intermediate in the synthesis of more complex molecules. The presence of both electron-donating methoxy and electron-withdrawing alkoxy groups allows for versatile chemical modifications, enabling researchers to explore diverse pharmacophoric motifs.

In recent years, the interest in 3-methoxy-5-(propan-2-yloxy)aniline has been fueled by its potential role in the development of novel therapeutic agents. Studies have highlighted its utility in constructing heterocyclic frameworks, which are prevalent in many bioactive compounds. The compound's ability to serve as a precursor for more intricate structures has made it a focal point in synthetic organic chemistry.

One of the most compelling aspects of 3-methoxy-5-(propan-2-yloxy)aniline is its applicability in medicinal chemistry. Researchers have leveraged its scaffold to design molecules with enhanced binding affinity and selectivity towards specific biological targets. For instance, derivatives of this compound have been investigated for their interactions with enzymes and receptors involved in metabolic disorders and inflammatory pathways. The methoxy and isopropoxy groups provide handles for further functionalization, allowing chemists to fine-tune the pharmacological properties of the resulting compounds.

The synthesis of 3-methoxy-5-(propan-2-yloxy)aniline presents an intriguing challenge due to the need for precise regioselectivity during functionalization. Advanced synthetic methodologies, such as transition-metal-catalyzed cross-coupling reactions, have been employed to achieve high yields and purity. These techniques not only facilitate the construction of the target molecule but also open avenues for exploring related analogs with tailored characteristics.

The pharmacological potential of 3-methoxy-5-(propan-2-yloxy)aniline has been further underscored by computational studies. Molecular modeling simulations have revealed that this compound can interact with biological targets in multiple ways, suggesting its versatility as a lead compound. Such insights are crucial for guiding experimental efforts and optimizing drug-like properties.

In addition to its pharmaceutical applications, 3-methoxy-5-(propan-2-yloxy)aniline has found utility in materials science. Its aromatic structure and functional groups make it a candidate for developing organic semiconductors and liquid crystals. These materials are integral to modern electronics, including displays and sensors, where precise molecular design is essential for performance enhancement.

The future directions for research on 3-methoxy-5-(propan-2-yloxy)aniline are promising, with ongoing studies focusing on expanding its synthetic toolbox and exploring new biological applications. Collaborative efforts between synthetic chemists and biologists are expected to yield innovative derivatives with improved therapeutic profiles. As our understanding of molecular interactions evolves, compounds like this will continue to play a pivotal role in advancing scientific knowledge and technological innovation.

The significance of CAS No. 535972-87-3 extends beyond its immediate chemical properties; it represents a cornerstone in the development of next-generation pharmaceuticals and materials. By harnessing the unique features of this compound, researchers can push the boundaries of what is possible in drug discovery and material science, ultimately benefiting society through improved health outcomes and technological advancements.

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