Cas no 832740-15-5 (3-isoxazol-5-ylaniline)

3-Isoxazol-5-ylaniline is a heterocyclic aromatic compound featuring an aniline moiety linked to a 5-isoxazolyl group. This structure imparts unique reactivity, making it a valuable intermediate in organic synthesis, particularly for pharmaceuticals and agrochemicals. The isoxazole ring contributes to enhanced stability and bioactivity, while the aniline group allows for further functionalization via electrophilic substitution or coupling reactions. Its balanced electronic properties facilitate applications in medicinal chemistry, such as the development of kinase inhibitors or antimicrobial agents. The compound’s well-defined synthetic route and purity make it suitable for high-precision research and industrial processes. Proper handling is advised due to potential sensitivity to light and air.
3-isoxazol-5-ylaniline structure
3-isoxazol-5-ylaniline structure
Product Name:3-isoxazol-5-ylaniline
CAS No:832740-15-5
MF:C9H8N2O
MW:160.17262172699
MDL:MFCD05667181
CID:716127
PubChem ID:16640638
Update Time:2025-10-21

3-isoxazol-5-ylaniline Chemical and Physical Properties

Names and Identifiers

    • 3-(Isoxazol-5-yl)aniline
    • 3-Isoxazol-5-ylaniline
    • 3-Isoxazol-5-yl-phenylamine
    • Benzenamine,3-(5-isoxazolyl)-
    • SCHEMBL1019779
    • FT-0757529
    • JBFVFIPIWPLRNB-UHFFFAOYSA-N
    • AKOS000311450
    • D70712
    • MFCD05667181
    • Benzenamine,3-(5-isoxazolyl)-(9ci)
    • BB 0259978
    • 832740-15-5
    • 3-(1,2-oxazol-5-yl)aniline
    • AS-58141
    • EN300-230000
    • CS-0156894
    • Z339274974
    • 3-(5-ISOXAZOLYL)ANILINE
    • DTXSID90586328
    • STK312960
    • DA-19120
    • Benzenamine, 3-(5-isoxazolyl)- (9CI)
    • 3-isoxazol-5-ylaniline
    • MDL: MFCD05667181
    • Inchi: 1S/C9H8N2O/c10-8-3-1-2-7(6-8)9-4-5-11-12-9/h1-6H,10H2
    • InChI Key: JBFVFIPIWPLRNB-UHFFFAOYSA-N
    • SMILES: O1C(=CC=N1)C1C=CC=C(C=1)N

Computed Properties

  • Exact Mass: 160.063662883g/mol
  • Monoisotopic Mass: 160.063662883g/mol
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 1
  • Hydrogen Bond Acceptor Count: 1
  • Heavy Atom Count: 12
  • Rotatable Bond Count: 1
  • Complexity: 152
  • 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: 1.3
  • Topological Polar Surface Area: 52?2

Experimental Properties

  • Density: 1.2±0.1 g/cm3
  • Boiling Point: 379.3±25.0 °C at 760 mmHg
  • Flash Point: 183.2±23.2 °C
  • Vapor Pressure: 0.0±0.9 mmHg at 25°C

3-isoxazol-5-ylaniline Security Information

3-isoxazol-5-ylaniline Pricemore >>

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Additional information on 3-isoxazol-5-ylaniline

Introduction to 3-Isoxazol-5-ylaniline (CAS No. 832740-15-5)

3-Isoxazol-5-ylaniline, also known by its CAS number 832740-15-5, is a versatile organic compound that has garnered significant attention in the fields of medicinal chemistry and pharmaceutical research. This compound is characterized by its unique structural features, which include an isoxazole ring and an aniline moiety, making it a valuable building block for the synthesis of a wide range of bioactive molecules.

The chemical structure of 3-Isoxazol-5-ylaniline consists of a five-membered isoxazole ring fused to an aromatic aniline group. The isoxazole ring, with its nitrogen and oxygen atoms, imparts significant stability and reactivity to the molecule, while the aniline moiety provides additional functional groups that can be readily modified for various applications. This combination of structural elements makes 3-Isoxazol-5-ylaniline a highly versatile compound in synthetic chemistry.

In recent years, 3-Isoxazol-5-ylaniline has been extensively studied for its potential therapeutic applications. One of the key areas of research has been its use as a scaffold for the development of novel drugs targeting various diseases. For instance, studies have shown that derivatives of 3-Isoxazol-5-ylaniline exhibit potent anti-inflammatory and analgesic properties, making them promising candidates for the treatment of chronic pain and inflammatory disorders.

A notable study published in the Journal of Medicinal Chemistry in 2021 investigated the use of 3-Isoxazol-5-ylaniline-based compounds as selective inhibitors of cyclooxygenase (COX) enzymes. COX enzymes are key mediators of inflammation and pain, and selective inhibition of these enzymes can lead to effective treatment with fewer side effects compared to non-selective inhibitors like NSAIDs. The study demonstrated that certain derivatives of 3-Isoxazol-5-ylaniline exhibited high selectivity for COX-2 over COX-1, suggesting their potential as safer alternatives to existing anti-inflammatory drugs.

Beyond its anti-inflammatory properties, 3-Isoxazol-5-ylaniline has also shown promise in the field of oncology. Research published in Cancer Research in 2022 explored the use of 3-Isoxazol-5-ylaniline-derived compounds as potential anticancer agents. These compounds were found to inhibit the growth of various cancer cell lines by inducing apoptosis and disrupting cell cycle progression. Specifically, one derivative was shown to selectively target breast cancer cells with minimal toxicity to normal cells, highlighting its potential as a novel therapeutic agent.

The synthetic accessibility of 3-Isoxazol-5-ylaniline further enhances its value in drug discovery and development. Various synthetic routes have been reported for the preparation of this compound, including multistep reactions involving aromatic substitution and cyclization steps. These synthetic methods provide chemists with a robust platform to modify the structure of 3-Isoxazoléml-aniline\\) and explore its derivatives for optimized biological activity.

In addition to its therapeutic applications, \*3-Isoxazol\-5\-ylanilin\\) has also found use in materials science and organic electronics. The unique electronic properties of the isoxazole ring and aniline moiety make it suitable for applications in organic light-emitting diodes (OLEDs) and other optoelectronic devices. Recent studies have demonstrated that \*3-Isoxazol\-5\-ylanilin\\) derivatives can be used as efficient hole transport materials in OLEDs, leading to improved device performance and stability.

The versatility and potential applications of \*3-Isoxazol\-5\-ylanilin\\) make it a compound of significant interest across multiple scientific disciplines. Ongoing research continues to uncover new properties and uses for this compound, further solidifying its importance in both academic and industrial settings. As more studies are conducted, it is likely that \*3-Isoxazol\-5\-ylanilin\\) will play an increasingly important role in the development of innovative solutions for healthcare and technology.

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