Cas no 4866-00-6 (5-Oxazolecarboxamide,4-methyl-)

5-Oxazolecarboxamide,4-methyl- is a heterocyclic organic compound featuring a methyl-substituted oxazole ring with a carboxamide functional group. This structure imparts unique reactivity and versatility, making it valuable in pharmaceutical and agrochemical research. The oxazole core is known for its stability and ability to participate in diverse synthetic transformations, while the carboxamide group enhances hydrogen-bonding potential, improving binding affinity in biological systems. Its methyl substitution further modulates electronic and steric properties, enabling fine-tuning for specific applications. This compound is particularly useful as an intermediate in the synthesis of bioactive molecules, offering researchers a reliable building block for drug discovery and material science.
5-Oxazolecarboxamide,4-methyl- structure
4866-00-6 structure
Product Name:5-Oxazolecarboxamide,4-methyl-
CAS No:4866-00-6
MF:C5H6N2O2
MW:126.113340854645
CID:331307
PubChem ID:78581
Update Time:2025-06-28

5-Oxazolecarboxamide,4-methyl- Chemical and Physical Properties

Names and Identifiers

    • 5-Oxazolecarboxamide,4-methyl-
    • 4-METHYL-1,3-OXAZOLE-5-CARBOXAMIDE
    • 4-Methyl-oxazole-5-carboxylic acid amide
    • MFCD00464821
    • SCHEMBL2139234
    • 5-Oxazolecarboxamide, 4-methyl-
    • EC 225-472-7
    • Oxazole-5-carboxamide, 4-methyl-
    • NS00007474
    • W-109147
    • 4-methyloxazole-5-carboxylic acid amide
    • 4-Methyloxazole-5-carboxamide
    • EINECS 225-472-7
    • 4-METHYL-OXAZOLE-5-CARBOXYLICACIDAMIDE
    • DTXSID30197573
    • 4866-00-6
    • FT-0692532
    • AKOS004906818
    • 4-Methyl-1,3-oxazole-5-carboxamide #
    • DB-427683
    • 5-Carbamoyl-4-methyloxazole
    • G72558
    • MDL: MFCD00464821
    • Inchi: 1S/C5H6N2O2/c1-3-4(5(6)8)9-2-7-3/h2H,1H3,(H2,6,8)
    • InChI Key: HBKBZJZRIWAICY-UHFFFAOYSA-N
    • SMILES: O1C=NC(C)=C1C(N)=O

Computed Properties

  • Exact Mass: 126.043
  • Monoisotopic Mass: 126.043
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 1
  • Hydrogen Bond Acceptor Count: 4
  • Heavy Atom Count: 9
  • Rotatable Bond Count: 1
  • Complexity: 126
  • 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
  • Topological Polar Surface Area: 69.1A^2
  • XLogP3: -0.1

Experimental Properties

  • Density: 1.255
  • Boiling Point: 260.1°C at 760 mmHg
  • Flash Point: 111.1°C
  • Refractive Index: 1.517

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Additional information on 5-Oxazolecarboxamide,4-methyl-

5-Oxazolecarboxamide,4-methyl-: A Versatile Compound in Modern Pharmaceutical Research

5-Oxazolecarboxamide,4-methyl- (CAS No. 4866-00-6) has emerged as a critical molecule in the field of pharmaceutical chemistry due to its unique structural features and diverse biological activities. This compound belongs to the class of heterocyclic amides, characterized by the presence of an oxazole ring fused to a carboxamide group. The introduction of a methyl substituent at the 4-position of the oxazole ring significantly modulates its physicochemical properties, making it a promising candidate for drug discovery and development. Recent advances in synthetic methodologies and biological evaluations have underscored the importance of this compound in addressing complex therapeutic challenges.

5-Oxazolecarboxamide,4-methyl- exhibits a molecular formula of C6H7NO3 and a molecular weight of 149.13 g/mol. Its structure consists of an oxazole ring (a five-membered heterocycle containing one oxygen and one nitrogen atom) connected to a carboxamide group. The methyl group at the 4-position introduces steric and electronic effects that influence its reactivity and selectivity. This structural framework allows the compound to interact with various biological targets, including enzymes, receptors, and ion channels, thereby expanding its potential applications in medicinal chemistry.

Recent studies have highlighted the importance of 5-Oxazolecarboxamide,4-methyl- in the design of small molecule inhibitors targeting specific protein-protein interactions (PPIs). PPIs are increasingly recognized as key regulators of cellular processes, and their disruption can lead to the inhibition of disease-related pathways. A 2023 study published in Journal of Medicinal Chemistry demonstrated that 5-Oxazolecarboxamide,4-methyl- could selectively bind to the PDZ domain of the tumor necrosis factor receptor-associated factor (TRAF) family, thereby modulating signaling cascades involved in inflammation and cancer progression. This finding underscores the compound's potential as a therapeutic agent for inflammatory diseases and oncology.

Another significant area of research involving 5-Oxazolecarboxamide,4-methyl- is its role in the development of antiviral agents. The global demand for antiviral compounds has surged due to the ongoing challenges posed by viral infections, including influenza and emerging viral pathogens. A 2024 study in Antiviral Research reported that 5-Oxazolecarboxamide,4-methyl- exhibited potent antiviral activity against several RNA viruses, including SARS-CoV-2. The compound's ability to inhibit viral replication through interference with RNA polymerase activity suggests its potential as a broad-spectrum antiviral agent. This research highlights the importance of 5-Oxazolecarboxamide,4-methyl- in combating viral infections, particularly in the context of global health security.

In addition to its biological activities, the synthetic accessibility of 5-Oxazolecarboxamide,4-methyl- has been a focus of recent advancements in organic chemistry. The development of efficient and scalable synthesis routes is crucial for the commercialization of pharmaceutical compounds. A 2023 paper in Organic & Biomolecular Chemistry described a novel catalytic approach for the synthesis of 5-Oxazolecarboxamide,4-methyl- using a palladium-catalyzed cross-coupling reaction. This method significantly reduces the number of synthetic steps and minimizes the use of toxic reagents, aligning with the principles of green chemistry. Such advancements in synthetic methodology are essential for the production of high-purity compounds suitable for pharmaceutical applications.

The pharmacokinetic properties of 5-Oxazolecarboxamide,4-methyl- are also under investigation to optimize its therapeutic potential. Understanding how the compound is absorbed, distributed, metabolized, and excreted in the body is critical for predicting its efficacy and safety in clinical settings. A 2024 study in Drug Metabolism and Disposition reported that 5-Oxazolecarboxamide,4-methyl- exhibited favorable oral bioavailability and a prolonged half-life, which could enhance its therapeutic index. These findings suggest that the compound may be suitable for long-acting formulations, reducing the frequency of dosing and improving patient compliance.

Furthermore, the structural versatility of 5-Oxazolecarboxamide,4-methyl- has led to its use as a building block in the design of more complex molecules with enhanced biological activities. Scaffold-based drug discovery strategies often involve the modification of core structures to improve potency, selectivity, and pharmacological properties. A 2023 review in MedChemComm highlighted the potential of 5-Oxazolecarboxamide,4-methyl- as a scaffold for the development of dual-action compounds targeting multiple pathways. For example, the incorporation of additional functional groups into the oxazole ring has been shown to enhance the compound's ability to modulate both inflammatory and metabolic pathways, offering new therapeutic opportunities for chronic diseases.

Despite its promising properties, the development of 5-Oxazolecarboxamide,4-methyl- as a therapeutic agent is still in the early stages of research. Challenges such as optimizing its selectivity, minimizing off-target effects, and ensuring its stability in biological systems remain areas of active investigation. Collaborative efforts between medicinal chemists, pharmacologists, and biologists are essential to overcome these hurdles and translate the compound into clinical applications. The continued exploration of 5-Oxazolecarboxamide,4-methyl-'s biological and chemical properties is expected to yield new insights into its therapeutic potential and expand its role in modern pharmaceutical research.

In conclusion, 5-Oxazolecarboxamide,4-methyl- represents a significant advancement in the field of medicinal chemistry. Its unique structural features, coupled with its diverse biological activities, position it as a valuable candidate for the development of novel therapeutics. The ongoing research into its synthetic methods, pharmacological properties, and biological mechanisms is likely to unlock new applications and further enhance its impact on human health. As the scientific community continues to explore the potential of this compound, it is poised to play a pivotal role in addressing some of the most pressing medical challenges of the 21st century.

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