Cas no 104149-61-3 (methyl 4-acetyl-5-methyl-1,2-oxazole-3-carboxylate)

methyl 4-acetyl-5-methyl-1,2-oxazole-3-carboxylate structure
104149-61-3 structure
Product Name:methyl 4-acetyl-5-methyl-1,2-oxazole-3-carboxylate
CAS No:104149-61-3
MF:C8H9NO4
MW:183.161362409592
CID:133842
PubChem ID:2799417
Update Time:2025-11-02

methyl 4-acetyl-5-methyl-1,2-oxazole-3-carboxylate Chemical and Physical Properties

Names and Identifiers

    • Methyl 4-acetyl-5-methylisoxazole-3-carboxylate
    • 3-Isoxazolecarboxylicacid, 4-acetyl-5-methyl-, methyl ester
    • methyl 4-acetyl-5-methyl-1,2-oxazole-3-carboxylate
    • 4-Acetyl-5-Methyl-3-Isoxazolecarboxylic Acid Methyl Ester
    • Z979485696
    • SDCCGMLS-0066255.P001
    • MFCD00068116
    • AKOS008105058
    • methyl 4-acetyl-5-methylisoxazole-3-carboxylate, AldrichCPR
    • EN300-62264
    • CS-0216837
    • DTXSID60384070
    • 104149-61-3
    • FT-0628609
    • MDL: MFCD00068116
    • Inchi: 1S/C8H9NO4/c1-4(10)6-5(2)13-9-7(6)8(11)12-3/h1-3H3
    • InChI Key: PSCGIMFQGZJVFT-UHFFFAOYSA-N
    • SMILES: O1C(C)=C(C(C)=O)C(C(=O)OC)=N1

Computed Properties

  • Exact Mass: 183.05300
  • Monoisotopic Mass: 183.05315777g/mol
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 0
  • Hydrogen Bond Acceptor Count: 3
  • Heavy Atom Count: 13
  • Rotatable Bond Count: 3
  • Complexity: 228
  • 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: 0.6
  • Topological Polar Surface Area: 69.4?2

Experimental Properties

  • Density: 1.211
  • Boiling Point: 329.2°Cat760mmHg
  • Flash Point: 152.9°C
  • Refractive Index: 1.484
  • PSA: 69.40000
  • LogP: 0.97220
  • Sensitiveness: Light Sensitive

methyl 4-acetyl-5-methyl-1,2-oxazole-3-carboxylate Security Information

  • Hazardous Material Identification: Xi
  • Safety Term:S24/25

methyl 4-acetyl-5-methyl-1,2-oxazole-3-carboxylate 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%

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methyl 4-acetyl-5-methyl-1,2-oxazole-3-carboxylate Related Literature

Additional information on methyl 4-acetyl-5-methyl-1,2-oxazole-3-carboxylate

Recent Advances in the Study of Methyl 4-Acetyl-5-Methyl-1,2-Oxazole-3-Carboxylate (CAS: 104149-61-3)

Methyl 4-acetyl-5-methyl-1,2-oxazole-3-carboxylate (CAS: 104149-61-3) is a heterocyclic compound that has garnered significant attention in the field of chemical biology and medicinal chemistry due to its versatile applications in drug discovery and development. Recent studies have explored its potential as a key intermediate in the synthesis of bioactive molecules, particularly in the design of novel antimicrobial and anti-inflammatory agents. This research brief aims to summarize the latest findings related to this compound, highlighting its chemical properties, synthetic pathways, and biological activities.

One of the most notable advancements in the study of methyl 4-acetyl-5-methyl-1,2-oxazole-3-carboxylate is its role in the synthesis of oxazole-based derivatives with enhanced pharmacological profiles. Researchers have demonstrated that this compound serves as a crucial building block for the development of inhibitors targeting specific enzymes involved in inflammatory pathways. For instance, a 2023 study published in the Journal of Medicinal Chemistry reported the successful use of this compound in the synthesis of potent cyclooxygenase-2 (COX-2) inhibitors, which exhibited significant anti-inflammatory activity in preclinical models.

In addition to its anti-inflammatory potential, methyl 4-acetyl-5-methyl-1,2-oxazole-3-carboxylate has also been investigated for its antimicrobial properties. A recent study in Bioorganic & Medicinal Chemistry Letters highlighted its utility in the design of novel oxazole-containing antibiotics. The study revealed that derivatives of this compound displayed broad-spectrum activity against both Gram-positive and Gram-negative bacteria, with minimal cytotoxicity toward mammalian cells. These findings underscore the compound's potential as a scaffold for developing next-generation antimicrobial agents.

The synthetic accessibility of methyl 4-acetyl-5-methyl-1,2-oxazole-3-carboxylate has also been a focus of recent research. Advances in green chemistry have led to the development of more efficient and environmentally friendly synthetic routes for this compound. For example, a 2022 study in Organic Process Research & Development described a solvent-free, catalyst-free method for its synthesis, which not only improved yield but also reduced waste generation. Such innovations are critical for scaling up production while adhering to sustainable practices.

Despite these promising developments, challenges remain in the optimization of methyl 4-acetyl-5-methyl-1,2-oxazole-3-carboxylate-based therapeutics. Issues such as bioavailability, metabolic stability, and selectivity need to be addressed to translate preclinical findings into clinical applications. Future research directions may include structure-activity relationship (SAR) studies to refine the compound's pharmacological properties and the exploration of its potential in combination therapies.

In conclusion, methyl 4-acetyl-5-methyl-1,2-oxazole-3-carboxylate (CAS: 104149-61-3) represents a valuable scaffold in medicinal chemistry, with demonstrated applications in anti-inflammatory and antimicrobial drug development. Continued research into its synthetic pathways and biological activities will likely yield further insights, paving the way for innovative therapeutic solutions. This brief underscores the importance of interdisciplinary collaboration in advancing the field of chemical biology and highlights the compound's potential to address unmet medical needs.

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