Cas no 457938-24-8 (N-Allyl-5-bromo-2-furamide)

N-Allyl-5-bromo-2-furamide is a brominated furan derivative featuring an allyl amide functional group. This compound is of interest in synthetic organic chemistry due to its versatile reactivity, particularly in cross-coupling reactions and as a building block for heterocyclic frameworks. The presence of both an electrophilic bromine substituent and an allyl group enables diverse transformations, including nucleophilic substitutions and cyclization reactions. Its structural features make it a valuable intermediate for pharmaceutical and agrochemical research, where furan-based motifs are prevalent. The compound is typically handled under controlled conditions due to its reactivity, and purity is critical for consistent performance in synthetic applications.
N-Allyl-5-bromo-2-furamide structure
N-Allyl-5-bromo-2-furamide structure
Product Name:N-Allyl-5-bromo-2-furamide
CAS No:457938-24-8
MF:C8H8BrNO2
MW:230.058621406555
MDL:MFCD01408993
CID:880814
Update Time:2026-04-29

N-Allyl-5-bromo-2-furamide Chemical and Physical Properties

Names and Identifiers

    • N-Allyl-5-bromofuran-2-carboxamide
    • 5-bromo-N-prop-2-en-1-ylfuran-2-carboxamide
    • 5-bromo-N-prop-2-enylfuran-2-carboxamide
    • N-allyl-5-bromo-2-furamide(SALTDATA: FREE)
    • N-ALLYL-5-BROMO-2-FURAMIDE
    • N-Allyl-5-bromo-2-furamide
    • MDL: MFCD01408993
    • Inchi: InChI=1S/C8H8BrNO2/c1-2-5-10-8(11)6-3-4-7(9)12-6/h2-4H,1,5H2,(H,10,11)
    • InChI Key: YCYWEEWJVDCIJV-UHFFFAOYSA-N
    • SMILES: C=CCNC(=O)C1=CC=C(Br)O1

Computed Properties

  • Exact Mass: 228.97400
  • Monoisotopic Mass: 228.974
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 1
  • Hydrogen Bond Acceptor Count: 3
  • Heavy Atom Count: 12
  • Rotatable Bond Count: 4
  • Complexity: 184
  • 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

Experimental Properties

  • Density: 1.466
  • Boiling Point: 313.4°C at 760 mmHg
  • Flash Point: 143.3°C
  • Refractive Index: 1.535
  • PSA: 42.24000
  • LogP: 2.34880

N-Allyl-5-bromo-2-furamide Customs Data

  • HS CODE:2932190090
  • Customs Data:

    China Customs Code:

    2932190090

    Overview:

    2932190090 Other structurally non fused furan ring compounds. VAT:17.0% Tax refund rate:9.0% Regulatory conditions:nothing MFN tariff:6.5% general tariff:20.0%

    Declaration elements:

    Product Name, component content, use to

    Summary:

    2932190090 other compounds containing an unfused furan ring (whether or not hydrogenated) in the structure VAT:17.0% Tax rebate rate:9.0% Supervision conditions:none MFN tariff:6.5% General tariff:20.0%

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Additional information on N-Allyl-5-bromo-2-furamide

Introduction to N-Allyl-5-bromo-2-furamide (CAS No. 457938-24-8)

N-Allyl-5-bromo-2-furamide, with the chemical formula C?H?BrN?O, is a significant compound in the field of pharmaceutical and agrochemical research. This compound is characterized by its unique structural features, which include a furamide moiety and an allyl substituent. The presence of these functional groups makes it a valuable intermediate in the synthesis of various biologically active molecules.

The CAS number 457938-24-8 provides a unique identifier for this compound, ensuring precise classification and reference in scientific literature. This numbering system is crucial for researchers to accurately retrieve and cite specific chemical entities, facilitating efficient communication within the scientific community.

In recent years, N-Allyl-5-bromo-2-furamide has garnered attention due to its potential applications in drug discovery. The furamide group is known for its ability to enhance the bioavailability and metabolic stability of pharmaceutical compounds, making it an attractive scaffold for medicinal chemists. Additionally, the bromo substituent introduces reactivity that can be exploited in further chemical modifications, allowing for the development of diverse molecular libraries.

One of the most compelling aspects of this compound is its role in the synthesis of novel therapeutic agents. Researchers have leveraged its structural framework to develop inhibitors targeting various biological pathways. For instance, studies have shown that derivatives of N-Allyl-5-bromo-2-furamide exhibit promising activity against enzymes involved in cancer progression. These findings underscore the compound's significance as a building block in oncology research.

The allyl group in N-Allyl-5-bromo-2-furamide also contributes to its versatility. Allylic compounds are known for their ability to undergo various chemical transformations, including cross-coupling reactions, which are fundamental in modern synthetic organic chemistry. This reactivity has enabled the creation of complex molecules with tailored biological properties, further expanding the compound's utility in pharmaceutical applications.

Advances in computational chemistry have also played a pivotal role in understanding the potential of N-Allyl-5-bromo-2-furamide. Molecular modeling studies have revealed insights into its interactions with biological targets, providing a rational basis for designing more effective derivatives. These computational approaches are increasingly integral to drug discovery pipelines, complementing traditional experimental methods.

In addition to its pharmaceutical applications, N-Allyl-5-bromo-2-furamide has shown promise in agrochemical research. The development of new pesticides and herbicides often relies on innovative molecular architectures, and this compound offers a suitable platform for such endeavors. Its structural features allow for modifications that can enhance crop protection agents while minimizing environmental impact.

The synthesis of N-Allyl-5-bromo-2-furamide involves multi-step organic reactions that highlight the ingenuity of synthetic chemists. The process typically begins with the preparation of furan derivatives, followed by functionalization with bromine and allyl groups. Each step requires careful optimization to ensure high yield and purity, underscoring the compound's complexity and the expertise required to produce it on an industrial scale.

Recent publications have highlighted novel synthetic routes to N-Allyl-5-bromo-2-furamide that improve efficiency and sustainability. These methodologies often incorporate green chemistry principles, such as solvent-free reactions or catalytic processes that reduce waste. Such advancements are critical for ensuring that pharmaceutical production remains environmentally responsible as demand for new drugs grows.

The biological activity of N-Allyl-5-bromo-2-furamide has been explored through both in vitro and in vivo studies. In vitro assays have demonstrated its potential as an inhibitor of enzymes relevant to inflammatory diseases and neurodegenerative disorders. In vivo models have further corroborated these findings, showing that derivatives of this compound can modulate disease pathways effectively.

One particularly intriguing area of research involves using N-Allyl-5-bromo-2-furamide as a precursor for peptide mimetics. Peptides are essential signaling molecules in biology, but their therapeutic use is often limited by stability issues. By incorporating this compound into peptide-like structures, researchers can develop analogs with improved pharmacokinetic properties while retaining biological activity.

The future prospects for N-Allyl-5-bromo-2-furamide are promising, with ongoing research aimed at uncovering new applications and optimizing existing ones. As our understanding of biological systems continues to evolve, so too will the ways in which this compound is utilized. Its unique structural features ensure that it will remain a cornerstone of innovation in both pharmaceuticals and agrochemicals.

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