Cas no 893749-69-4 (5-[(dimethylamino)methyl]-1,2-oxazole-3-carbaldehyde)

5-[(Dimethylamino)methyl]-1,2-oxazole-3-carbaldehyde is a versatile heterocyclic compound featuring both an oxazole core and a dimethylaminomethyl substituent, along with a reactive aldehyde group. This structure makes it a valuable intermediate in organic synthesis, particularly for the preparation of pharmaceuticals, agrochemicals, and functional materials. The presence of the aldehyde group enables facile derivatization through condensation or nucleophilic addition reactions, while the dimethylaminomethyl moiety enhances solubility and reactivity in polar solvents. Its well-defined reactivity profile and stability under standard conditions make it suitable for use in multi-step synthetic routes. The compound is typically handled under inert conditions to preserve its aldehyde functionality.
5-[(dimethylamino)methyl]-1,2-oxazole-3-carbaldehyde structure
893749-69-4 structure
Product Name:5-[(dimethylamino)methyl]-1,2-oxazole-3-carbaldehyde
CAS No:893749-69-4
MF:C7H10N2O2
MW:154.166501522064
MDL:MFCD06804215
CID:714706
PubChem ID:20099055
Update Time:2025-11-02

5-[(dimethylamino)methyl]-1,2-oxazole-3-carbaldehyde Chemical and Physical Properties

Names and Identifiers

    • 5-((Dimethylamino)methyl)isoxazole-3-carbaldehyde
    • 3-Isoxazolecarboxaldehyde, 5-[(dimethylamino)methyl]-
    • 5-[(Dimethylamino)methyl]-1,2-oxazole-3-carbaldehyde
    • Z1198171186
    • 893749-69-4
    • FT-0756674
    • BB 0259666
    • DTXSID80602369
    • AKOS003657507
    • EN300-212946
    • DA-38876
    • 5-[(dimethylamino)methyl]-1,2-oxazole-3-carbaldehyde
    • MDL: MFCD06804215
    • Inchi: 1S/C7H10N2O2/c1-9(2)4-7-3-6(5-10)8-11-7/h3,5H,4H2,1-2H3
    • InChI Key: XAIIKHPABHSAAX-UHFFFAOYSA-N
    • SMILES: O1C(=CC(C=O)=N1)CN(C)C

Computed Properties

  • Exact Mass: 154.074227566g/mol
  • Monoisotopic Mass: 154.074227566g/mol
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 0
  • Hydrogen Bond Acceptor Count: 2
  • Heavy Atom Count: 11
  • Rotatable Bond Count: 3
  • Complexity: 138
  • 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
  • Topological Polar Surface Area: 46.3?2

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Additional information on 5-[(dimethylamino)methyl]-1,2-oxazole-3-carbaldehyde

5-[(Dimethylamino)methyl]-1,2-oxazole-3-carbaldehyde: A Versatile Building Block in Modern Organic Synthesis

In the rapidly evolving field of heterocyclic chemistry, 5-[(dimethylamino)methyl]-1,2-oxazole-3-carbaldehyde (CAS No. 893749-69-4) has emerged as a valuable synthetic intermediate with diverse applications. This oxazole derivative, characterized by its unique molecular architecture featuring both dimethylamino and aldehyde functional groups, has garnered significant attention from researchers in pharmaceutical development, materials science, and agrochemical innovation.

The structural uniqueness of 5-[(dimethylamino)methyl]-1,2-oxazole-3-carbaldehyde lies in its 1,2-oxazole core, which serves as an excellent scaffold for constructing more complex molecular systems. Recent studies in medicinal chemistry highlight its potential as a precursor for bioactive compounds, particularly in the development of novel antimicrobial agents and CNS-targeting drugs. The presence of both electron-donating (dimethylamino) and electron-withdrawing (aldehyde) groups creates interesting electronic properties that researchers are exploring for drug design applications.

From a synthetic chemistry perspective, the aldehyde functionality in 5-[(dimethylamino)methyl]-1,2-oxazole-3-carbaldehyde offers multiple reaction pathways, making it a versatile building block for organic synthesis. It readily participates in condensation reactions, nucleophilic additions, and cyclization processes, which are frequently searched topics in chemical databases and synthetic methodology discussions. The compound's stability under various reaction conditions has made it particularly valuable for combinatorial chemistry approaches and high-throughput screening applications.

In the context of current research trends, 5-[(dimethylamino)methyl]-1,2-oxazole-3-carbaldehyde has shown promise in the development of fluorescent probes and molecular sensors. Its ability to form stable complexes with metal ions and participate in photoinduced electron transfer processes aligns well with the growing demand for environmental monitoring solutions and diagnostic tools. These applications frequently appear in scientific literature searches and patent databases, reflecting the compound's relevance to contemporary research challenges.

The dimethylamino moiety in 5-[(dimethylamino)methyl]-1,2-oxazole-3-carbaldehyde contributes significantly to its solubility profile and biological activity, topics that generate substantial interest in pharmacokinetic studies and formulation science. Researchers investigating blood-brain barrier penetration and drug delivery systems often explore compounds with similar structural features, making this oxazole derivative a subject of ongoing investigation in ADME research (Absorption, Distribution, Metabolism, and Excretion).

From a commercial perspective, the demand for 5-[(dimethylamino)methyl]-1,2-oxazole-3-carbaldehyde has been steadily increasing, particularly from contract research organizations and pharmaceutical companies engaged in drug discovery programs. The compound's CAS number (893749-69-4) frequently appears in chemical procurement databases and supplier catalogs, indicating its established position in the fine chemicals market. Current market analyses suggest growing applications in bioconjugation chemistry and proteomics research, areas that have seen exponential growth in recent years.

In material science applications, the 1,2-oxazole core of 5-[(dimethylamino)methyl]-1,2-oxazole-3-carbaldehyde has shown potential for creating novel organic semiconductors and photovoltaic materials. These applications align with global trends toward sustainable energy solutions and green chemistry initiatives, topics that dominate current scientific discourse and research funding priorities. The compound's ability to participate in cross-coupling reactions makes it particularly valuable for constructing π-conjugated systems with tailored electronic properties.

Quality control and analytical characterization of 5-[(dimethylamino)methyl]-1,2-oxazole-3-carbaldehyde typically involve advanced techniques such as HPLC analysis, mass spectrometry, and NMR spectroscopy. These methods, frequently searched by quality assurance professionals and analytical chemists, ensure the compound meets the stringent purity requirements for pharmaceutical applications and research-grade chemicals. Recent advancements in analytical methodology have improved the detection and quantification of this compound in complex matrices.

Looking toward future applications, researchers are exploring the potential of 5-[(dimethylamino)methyl]-1,2-oxazole-3-carbaldehyde in click chemistry and bioorthogonal reactions, areas that have revolutionized chemical biology and imaging techniques. The compound's compatibility with copper-catalyzed azide-alkyne cycloaddition (CuAAC) and other ligation strategies makes it a promising candidate for biomolecule modification and targeted therapy development, topics that consistently rank high in scientific search queries.

In conclusion, 5-[(dimethylamino)methyl]-1,2-oxazole-3-carbaldehyde (CAS No. 893749-69-4) represents a multifaceted chemical entity with broad utility across multiple scientific disciplines. Its unique combination of reactivity, stability, and structural versatility ensures its continued importance in organic synthesis, drug discovery, and materials development. As research trends evolve toward more sophisticated molecular design and sustainable chemistry, this compound is poised to play an increasingly significant role in addressing current and future scientific challenges.

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