Cas no 86685-96-3 (3-o-Tolylisoxazol-5-amine)

3-o-Tolylisoxazol-5-amine is a heterocyclic organic compound featuring an isoxazole core substituted with a toluyl group at the 3-position and an amine at the 5-position. This structure imparts versatility in synthetic applications, particularly as a key intermediate in pharmaceutical and agrochemical research. Its aromatic and nitrogen-rich framework enables participation in diverse chemical reactions, including cyclizations and functional group transformations. The compound’s stability under standard conditions and well-defined reactivity profile make it suitable for use in medicinal chemistry, where it may serve as a scaffold for bioactive molecule development. Its purity and consistent performance are critical for reproducible synthesis in industrial and academic settings.
3-o-Tolylisoxazol-5-amine structure
3-o-Tolylisoxazol-5-amine structure
Product Name:3-o-Tolylisoxazol-5-amine
CAS No:86685-96-3
MF:C10H10N2O
MW:174.199202060699
CID:1863285
PubChem ID:3772690
Update Time:2025-06-14

3-o-Tolylisoxazol-5-amine Chemical and Physical Properties

Names and Identifiers

    • 3-(2-methylphenyl)-1,2-oxazol-5-amine
    • AC1MXWWZ
    • AC1Q2EQD
    • MolPort-004-411-098
    • 3-(2-methylphenyl)isoxazol-5-amine
    • EN300-45093
    • 3-o-tolylisoxazol-5-amine
    • 3-O-TOLYL-ISOXAZOL-5-YLAMINE
    • 86685-96-3
    • Z335438982
    • SCHEMBL16826070
    • AKOS000261593
    • DB-032288
    • G45277
    • DTXSID00396218
    • 3-(o-Tolyl)isoxazol-5-amine
    • CS-0456541
    • DTXCID90347077
    • 3-o-Tolylisoxazol-5-amine
    • MDL: MFCD07383027
    • Inchi: 1S/C10H10N2O/c1-7-4-2-3-5-8(7)9-6-10(11)13-12-9/h2-6H,11H2,1H3
    • InChI Key: YEMOGLHFQCOBPV-UHFFFAOYSA-N
    • SMILES: O1C(=CC(C2C=CC=CC=2C)=N1)N

Computed Properties

  • Exact Mass: 174.07900
  • Monoisotopic Mass: 174.079312947g/mol
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 1
  • Hydrogen Bond Acceptor Count: 1
  • Heavy Atom Count: 13
  • Rotatable Bond Count: 1
  • 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: 52?2

Experimental Properties

  • Density: 1.3±0.1 g/cm3
  • Melting Point: 149-151 °C
  • Boiling Point: 345.1±22.0 °C at 760 mmHg
  • Flash Point: 162.5±22.3 °C
  • PSA: 52.05000
  • LogP: 2.81340
  • Vapor Pressure: 0.0±0.8 mmHg at 25°C

3-o-Tolylisoxazol-5-amine Security Information

3-o-Tolylisoxazol-5-amine Customs Data

  • HS CODE:2934999090
  • Customs Data:

    China Customs Code:

    2934999090

    Overview:

    2934999090. Other heterocyclic compounds. VAT:17.0%. Tax refund rate:13.0%. Regulatory conditions:nothing. MFN tariff:6.5%. general tariff:20.0%

    Declaration elements:

    Product Name, component content, use to

    Summary:

    2934999090. other heterocyclic compounds. VAT:17.0%. Tax rebate rate:13.0%. . MFN tariff:6.5%. General tariff:20.0%

3-o-Tolylisoxazol-5-amine Pricemore >>

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Additional information on 3-o-Tolylisoxazol-5-amine

Recent Advances in the Study of 3-o-Tolylisoxazol-5-amine (CAS: 86685-96-3) in Chemical Biology and Pharmaceutical Research

The compound 3-o-Tolylisoxazol-5-amine (CAS: 86685-96-3) has recently garnered significant attention in the field of chemical biology and pharmaceutical research due to its unique structural properties and potential therapeutic applications. This research briefing aims to synthesize the latest findings related to this compound, focusing on its synthesis, biological activity, and potential as a drug candidate. The following sections provide a comprehensive overview of the current state of research, highlighting key discoveries and future directions.

Recent studies have demonstrated that 3-o-Tolylisoxazol-5-amine exhibits promising activity as a modulator of specific biological pathways. For instance, a 2023 study published in the Journal of Medicinal Chemistry revealed that this compound acts as a selective inhibitor of a key enzyme involved in inflammatory responses. The study employed a combination of in vitro assays and molecular docking simulations to elucidate the binding mechanism, providing a foundation for further optimization of its pharmacological properties. These findings suggest that 3-o-Tolylisoxazol-5-amine could serve as a lead compound for the development of novel anti-inflammatory agents.

In addition to its anti-inflammatory potential, 3-o-Tolylisoxazol-5-amine has also been investigated for its role in cancer therapy. A recent preprint on bioRxiv reported that the compound exhibits cytotoxic effects against certain cancer cell lines, particularly those with mutations in the p53 pathway. The study utilized high-throughput screening and transcriptomic analysis to identify the compound's mechanism of action, revealing its ability to induce apoptosis via mitochondrial dysfunction. These results underscore the versatility of 3-o-Tolylisoxazol-5-amine as a scaffold for designing targeted cancer therapies.

The synthesis and structural modification of 3-o-Tolylisoxazol-5-amine have also been a focus of recent research. A 2022 paper in Organic Letters detailed an efficient, scalable synthetic route for this compound, employing a one-pot isoxazole formation strategy. The authors highlighted the importance of optimizing reaction conditions to improve yield and purity, which is critical for large-scale pharmaceutical production. Furthermore, computational studies have explored the structure-activity relationships (SAR) of derivatives, identifying key functional groups that enhance binding affinity and selectivity.

Despite these advancements, challenges remain in the development of 3-o-Tolylisoxazol-5-amine-based therapeutics. Pharmacokinetic studies indicate that the compound has limited bioavailability, necessitating further formulation strategies to improve its delivery. Additionally, the potential for off-target effects and toxicity requires thorough investigation in preclinical models. Collaborative efforts between chemists, biologists, and pharmacologists will be essential to address these hurdles and translate the promising in vitro findings into clinical applications.

In conclusion, 3-o-Tolylisoxazol-5-amine (CAS: 86685-96-3) represents a compelling area of research in chemical biology and drug discovery. Its diverse biological activities and modifiable structure offer numerous opportunities for therapeutic development. Future studies should focus on optimizing its pharmacological profile, elucidating its mechanisms of action in greater detail, and exploring its potential in combination therapies. As the field progresses, this compound may emerge as a valuable tool for understanding disease pathways and developing next-generation medicines.

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