Cas no 1096291-52-9 (N-Ethyl 4-bromo-3-nitrobenzamide)

N-Ethyl 4-bromo-3-nitrobenzamide is a brominated and nitrated aromatic amide compound, primarily utilized as an intermediate in organic synthesis and pharmaceutical research. Its key structural features—the bromo and nitro substituents on the benzene ring—enhance reactivity in electrophilic and nucleophilic substitution reactions, making it valuable for constructing complex molecules. The ethylamide group further contributes to its solubility in organic solvents, facilitating purification and downstream applications. This compound is particularly useful in the development of agrochemicals, dyes, and bioactive molecules due to its versatile functionalization potential. High-purity grades ensure consistent performance in synthetic workflows. Proper handling is advised due to its potential sensitivity to light and moisture.
N-Ethyl 4-bromo-3-nitrobenzamide structure
1096291-52-9 structure
Product Name:N-Ethyl 4-bromo-3-nitrobenzamide
CAS No:1096291-52-9
MF:C9H9BrN2O3
MW:273.083361387253
CID:1037899
PubChem ID:18712024
Update Time:2025-06-12

N-Ethyl 4-bromo-3-nitrobenzamide Chemical and Physical Properties

Names and Identifiers

    • 4-Bromo-N-ethyl-3-nitrobenzamide
    • N-ETHYL 4-BROMO-3-NITROBENZAMIDE
    • N-ethyl-4-bromo-3-nitrobenzamide
    • WTB29152
    • AKOS008542080
    • MFCD12165983
    • BS-25126
    • DTXSID80595782
    • SCHEMBL13753323
    • CS-0212185
    • DB-371536
    • 1096291-52-9
    • N-Ethyl 4-bromo-3-nitrobenzamide
    • MDL: MFCD12165983
    • Inchi: 1S/C9H9BrN2O3/c1-2-11-9(13)6-3-4-7(10)8(5-6)12(14)15/h3-5H,2H2,1H3,(H,11,13)
    • InChI Key: CBAINLIMJMMFGC-UHFFFAOYSA-N
    • SMILES: BrC1C=CC(C(NCC)=O)=CC=1[N+](=O)[O-]

Computed Properties

  • Exact Mass: 271.98000
  • Monoisotopic Mass: 271.97965g/mol
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 1
  • Hydrogen Bond Acceptor Count: 2
  • Heavy Atom Count: 15
  • Rotatable Bond Count: 4
  • Complexity: 254
  • 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: 2.1
  • Topological Polar Surface Area: 74.9?2

Experimental Properties

  • Density: 1.6±0.1 g/cm3
  • Boiling Point: 352.3±32.0 °C at 760 mmHg
  • Flash Point: 166.8±25.1 °C
  • PSA: 78.41000
  • LogP: 3.20500
  • Vapor Pressure: 0.0±0.8 mmHg at 25°C

N-Ethyl 4-bromo-3-nitrobenzamide Security Information

N-Ethyl 4-bromo-3-nitrobenzamide Customs Data

  • HS CODE:2924299090
  • Customs Data:

    China Customs Code:

    2924299090

    Overview:

    2924299090. Other cyclic amides(Including cyclic carbamates)(Including their derivatives as well as their salts). VAT:17.0%. Tax refund rate:13.0%. Regulatory conditions:nothing. MFN tariff:6.5%. general tariff:30.0%

    Declaration elements:

    Product Name, component content, use to, packing

    Summary:

    2924299090. other cyclic amides (including cyclic carbamates) and their derivatives; salts thereof. VAT:17.0%. Tax rebate rate:13.0%. . MFN tariff:6.5%. General tariff:30.0%

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Additional information on N-Ethyl 4-bromo-3-nitrobenzamide

N-Ethyl 4-bromo-3-nitrobenzamide (CAS No. 1096291-52-9): A Comprehensive Overview in Modern Chemical Biology

N-Ethyl 4-bromo-3-nitrobenzamide, identified by its CAS number 1096291-52-9, is a significant compound in the realm of chemical biology and pharmaceutical research. This compound, characterized by its unique structural and chemical properties, has garnered considerable attention due to its potential applications in drug discovery and molecular studies. The presence of both bromine and nitro substituents in its molecular framework imparts distinct reactivity, making it a valuable scaffold for synthesizing more complex molecules.

The< strong>N-Ethyl 4-bromo-3-nitrobenzamide molecule exhibits a benzamide core, which is a well-documented pharmacophore in medicinal chemistry. The benzamide group is known for its role in modulating various biological pathways, including pain perception, inflammation, and neurotransmitter activity. The introduction of an ethyl group at the nitrogen position enhances the solubility and bioavailability of the compound, facilitating its use in biochemical assays and drug formulations.

Recent advancements in the field of chemical biology have highlighted the importance of halogenated aromatic compounds in developing novel therapeutic agents. The bromine substituent at the 4-position of the benzene ring in N-Ethyl 4-bromo-3-nitrobenzamide allows for further functionalization via cross-coupling reactions, such as Suzuki-Miyaura or Buchwald-Hartwig couplings. These reactions are pivotal in constructing biaryl structures, which are prevalent in many bioactive molecules.

The nitro group at the 3-position adds another layer of reactivity to the molecule. Nitroaromatics are known for their ability to participate in redox reactions, which can be exploited in designing prodrugs or activation mechanisms that release active pharmaceutical ingredients under specific physiological conditions. This characteristic makes N-Ethyl 4-bromo-3-nitrobenzamide a promising candidate for developing smart drug delivery systems.

In the context of drug discovery, N-Ethyl 4-bromo-3-nitrobenzamide has been investigated for its potential as an intermediate in synthesizing kinase inhibitors. Kinases are enzymes that play a crucial role in cell signaling pathways, and their dysregulation is associated with various diseases, including cancer. By modifying the structure of N-Ethyl 4-bromo-3-nitrobenzamide, researchers aim to develop selective kinase inhibitors that can modulate these pathways effectively.

Moreover, the compound's ability to serve as a precursor for more complex molecules has been leveraged in the synthesis of antimicrobial agents. The structural features of N-Ethyl 4-bromo-3-nitrobenzamide allow for the introduction of additional functional groups that can enhance antimicrobial activity. This is particularly relevant in an era where antibiotic resistance is becoming increasingly prevalent, necessitating the development of novel antimicrobial strategies.

Recent studies have also explored the use of N-Ethyl 4-bromo-3-nitrobenzamide in materials science applications. The compound's unique electronic properties make it suitable for use in organic semiconductors and light-emitting diodes (OLEDs). By integrating this molecule into materials designed for optoelectronic applications, researchers aim to improve device performance and energy efficiency.

The synthesis of N-Ethyl 4-bromo-3-nitrobenzamide involves multi-step organic reactions that require precise control over reaction conditions. Advanced synthetic methodologies, such as flow chemistry and microwave-assisted synthesis, have been employed to optimize yield and purity. These techniques not only enhance efficiency but also reduce waste, aligning with green chemistry principles.

In conclusion, N-Ethyl 4-bromo-3-nitrobenzamide (CAS No. 1096291-52-9) is a versatile compound with significant implications in chemical biology and pharmaceutical research. Its unique structural features and reactivity make it a valuable tool for developing novel therapeutic agents, biomaterials, and advanced materials. As research continues to uncover new applications for this compound, its importance in modern science is likely to grow even further.

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