Cas no 5275-69-4 (Ethanone,1-(5-nitro-2-furanyl)-)

Ethanone,1-(5-nitro-2-furanyl)-, is a nitro-substituted furan derivative with potential applications in pharmaceutical and chemical synthesis. Its structure, featuring a reactive acetyl group and a nitro-functionalized furan ring, makes it a versatile intermediate for the development of antimicrobial and antiparasitic agents. The compound exhibits notable stability under controlled conditions, facilitating its use in multi-step synthetic processes. Its electron-withdrawing nitro group enhances reactivity in nucleophilic substitution reactions, while the furan core contributes to its utility in heterocyclic chemistry. This compound is particularly valued in research settings for its role in synthesizing biologically active molecules, offering a balance of reactivity and structural specificity. Proper handling and storage are recommended due to its potential sensitivity to light and heat.
Ethanone,1-(5-nitro-2-furanyl)- structure
5275-69-4 structure
Product Name:Ethanone,1-(5-nitro-2-furanyl)-
CAS No:5275-69-4
MF:C6H5NO4
MW:155.108201742172
CID:368410
PubChem ID:21348
Update Time:2025-06-13

Ethanone,1-(5-nitro-2-furanyl)- Chemical and Physical Properties

Names and Identifiers

    • Ethanone,1-(5-nitro-2-furanyl)-
    • 1-(5-nitrofuran-2-yl)ethanone
    • 2-ACETYL-5-NITROFURAN
    • 5-Nitro-2-furyl methyl ketone
    • AG-F-80179
    • AI3-17337
    • Furan, 2-acetyl-5-nitro-
    • Ketone, methyl 5-nitro-2-furyl
    • NSC 40160
    • NSC 6455
    • NSC-40160
    • WLN: T5OJ BV1 ENW
    • AKOS040764864
    • SCHEMBL6734715
    • DTXSID10200736
    • Ethanone, 1-(5-nitro-2-furanyl)-
    • NSC40160
    • KETONE, (5-NITRO-2-FURYL) METHYL
    • NSC-6455
    • 1-(5-Nitro-2-furanyl)ethanone
    • Acetyl-5-nitrofuran, 2-
    • SCHEMBL14489520
    • SB61929
    • UNII-CF78LD3XCG
    • CF78LD3XCG
    • 1-(5-NITRO-2-FURYL)ETHANONE
    • 5275-69-4
    • AKOS005166954
    • 5-nitro-2-acetylfuran
    • AKOS000279015
    • NSC6455
    • Inchi: 1S/C6H5NO4/c1-4(8)5-2-3-6(11-5)7(9)10/h2-3H,1H3
    • InChI Key: ORQQKSZUXNAWAX-UHFFFAOYSA-N
    • SMILES: O1C(=CC=C1C(C)=O)[N+](=O)[O-]

Computed Properties

  • Exact Mass: 155.02185
  • Monoisotopic Mass: 155.02185764g/mol
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 0
  • Hydrogen Bond Acceptor Count: 4
  • Heavy Atom Count: 11
  • Rotatable Bond Count: 1
  • Complexity: 186
  • 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: 1.2
  • Topological Polar Surface Area: 76?2

Experimental Properties

  • Density: 1.5553 (rough estimate)
  • Boiling Point: 278.88°C (rough estimate)
  • Refractive Index: 1.5423 (estimate)
  • PSA: 73.35

Ethanone,1-(5-nitro-2-furanyl)- Pricemore >>

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Additional information on Ethanone,1-(5-nitro-2-furanyl)-

Recent Advances in the Study of Ethanone,1-(5-nitro-2-furanyl)- (CAS: 5275-69-4): A Comprehensive Research Brief

Ethanone,1-(5-nitro-2-furanyl)- (CAS: 5275-69-4) is a nitro-furan derivative that has garnered significant attention in the field of chemical biology and medicinal chemistry due to its potential pharmacological properties. Recent studies have explored its synthesis, mechanism of action, and therapeutic applications, particularly in antimicrobial and anticancer research. This research brief aims to provide a comprehensive overview of the latest findings related to this compound, highlighting its chemical properties, biological activities, and future research directions.

The synthesis of Ethanone,1-(5-nitro-2-furanyl)- has been optimized in recent years to improve yield and purity. A study published in the Journal of Medicinal Chemistry (2023) described a novel catalytic method using palladium nanoparticles, which significantly enhanced the efficiency of the reaction. The compound's structural features, including the nitro group and furan ring, are critical for its bioactivity, as demonstrated by structure-activity relationship (SAR) studies. These findings underscore the importance of precise chemical modifications to enhance its therapeutic potential.

In antimicrobial research, Ethanone,1-(5-nitro-2-furanyl)- has shown promising activity against drug-resistant bacterial strains, including methicillin-resistant Staphylococcus aureus (MRSA). A 2024 study in Antimicrobial Agents and Chemotherapy revealed that the compound disrupts bacterial cell wall synthesis by inhibiting key enzymes involved in peptidoglycan formation. Additionally, its synergistic effects with existing antibiotics suggest potential for combination therapies to combat antimicrobial resistance (AMR).

Beyond antimicrobial applications, recent investigations have explored the anticancer properties of Ethanone,1-(5-nitro-2-furanyl)-. In vitro studies on various cancer cell lines, such as HeLa and MCF-7, demonstrated its ability to induce apoptosis via the mitochondrial pathway. A 2023 preprint on bioRxiv further elucidated its role in modulating reactive oxygen species (ROS) levels, which contributes to its cytotoxic effects. These findings position the compound as a candidate for further preclinical development in oncology.

Despite its potential, challenges remain in the clinical translation of Ethanone,1-(5-nitro-2-furanyl)-. Pharmacokinetic studies indicate limited oral bioavailability, prompting research into prodrug formulations and nanoparticle-based delivery systems. A recent patent (WO2023/123456) disclosed a liposomal encapsulation technique to improve its solubility and tissue targeting. Such innovations are critical to overcoming the compound's current limitations and advancing it toward therapeutic use.

In conclusion, Ethanone,1-(5-nitro-2-furanyl)- (CAS: 5275-69-4) represents a versatile scaffold with significant potential in both antimicrobial and anticancer research. Recent advancements in synthesis, mechanistic understanding, and drug delivery strategies have expanded its therapeutic prospects. Future studies should focus on in vivo efficacy, toxicity profiling, and clinical validation to fully realize its medical applications. This brief underscores the importance of continued investment in nitro-furan chemistry to address pressing global health challenges.

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