Cas no 1023334-50-0 (2-Bromo-4-chlorobenzhydrazide)

2-Bromo-4-chlorobenzhydrazide is a halogen-substituted benzhydrazide derivative commonly employed as a versatile intermediate in organic synthesis and pharmaceutical research. Its distinct bromo and chloro substituents enhance reactivity, making it valuable for constructing complex heterocyclic frameworks or functionalized aromatic systems. The compound's stability under standard conditions and well-defined reactivity profile facilitate precise modifications in multi-step syntheses. It is particularly useful in medicinal chemistry for the development of bioactive molecules, owing to its ability to serve as a precursor for hydrazone formation or metal-catalyzed coupling reactions. High purity grades ensure reproducibility in research applications. Proper handling is advised due to potential sensitivity to moisture and light.
2-Bromo-4-chlorobenzhydrazide structure
2-Bromo-4-chlorobenzhydrazide structure
Product Name:2-Bromo-4-chlorobenzhydrazide
CAS No:1023334-50-0
MF:C7H6BrClN2O
MW:249.492339611053
MDL:MFCD03425669
CID:1073543
PubChem ID:3913907
Update Time:2025-10-22

2-Bromo-4-chlorobenzhydrazide Chemical and Physical Properties

Names and Identifiers

    • 2-Bromo-4-chlorobenzhydrazide
    • SY362556
    • 1023334-50-0
    • 2-bromo-4-chlorobenzohydrazide
    • DB-164009
    • AKOS015834814
    • SCHEMBL381978
    • DZHFCZDTCHVFRI-UHFFFAOYSA-N
    • MFCD03425669
    • MDL: MFCD03425669
    • Inchi: 1S/C7H6BrClN2O/c8-6-3-4(9)1-2-5(6)7(12)11-10/h1-3H,10H2,(H,11,12)
    • InChI Key: DZHFCZDTCHVFRI-UHFFFAOYSA-N
    • SMILES: BrC1C=C(C=CC=1C(NN)=O)Cl

Computed Properties

  • Exact Mass: 247.93520g/mol
  • Monoisotopic Mass: 247.93520g/mol
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 2
  • Hydrogen Bond Acceptor Count: 3
  • Heavy Atom Count: 12
  • Rotatable Bond Count: 2
  • Complexity: 179
  • 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: 0.9
  • Topological Polar Surface Area: 55.1?2

2-Bromo-4-chlorobenzhydrazide Security Information

  • HazardClass:IRRITANT

2-Bromo-4-chlorobenzhydrazide Pricemore >>

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Additional information on 2-Bromo-4-chlorobenzhydrazide

2-Bromo-4-chlorobenzhydrazide (CAS No. 1023334-50-0): A Versatile Intermediate in Pharmaceutical and Chemical Synthesis

2-Bromo-4-chlorobenzhydrazide, with the chemical formula C7H5BrClN2O2, is a pivotal compound in modern chemical synthesis, particularly in the development of pharmaceuticals and functional materials. Its CAS No. 1023334-50-0 serves as a unique identifier for this compound, reflecting its distinct chemical structure and properties. This molecule combines halogen atoms (bromine and chlorine) with a hydrazide functional group, creating a versatile platform for the synthesis of diverse bioactive compounds. Recent advancements in medicinal chemistry have highlighted its potential as a key intermediate in drug discovery, particularly in the design of molecules targeting inflammatory pathways and neurodegenerative diseases.

The 2-Bromo-4-chlorobenzhydrazide structure features a benzene ring substituted with bromine at the 2-position and chlorine at the 4-position, with hydrazide groups at the 1-position. This configuration allows for multiple reaction sites, enabling the formation of complex scaffolds through nucleophilic substitution, condensation, and electrophilic aromatic substitution reactions. The presence of both halogen atoms and the hydrazide functionality makes it a valuable reagent for the synthesis of heterocyclic compounds, which are prevalent in modern drug development. For instance, a 2023 study published in *Organic & Biomolecular Chemistry* demonstrated the utility of 2-Bromo-4-chlorobenzhydrazide in the preparation of pyrazole derivatives with enhanced anti-inflammatory activity.

Recent research has focused on optimizing the synthetic pathways for 2-Bromo-4-chlorobenzhydrazide to improve yield and purity. A 2022 paper in *Green Chemistry* reported a novel microwave-assisted synthesis method that reduced reaction time by 40% while maintaining high selectivity. This advancement aligns with the growing emphasis on sustainable chemical processes, which is critical for reducing environmental impact in pharmaceutical manufacturing. The CAS No. 1023334-50-0 compound has also been explored as a building block for the synthesis of metal-organic frameworks (MOFs), which are used in catalysis and gas storage applications. These applications underscore the broad utility of 2-Bromo-4-chlorobenzhydrazide beyond traditional pharmaceutical contexts.

One of the most promising areas for 2-Bromo-4-chlorobenzhydrazide is its role in the development of small-molecule therapeutics. A 2023 study in *Journal of Medicinal Chemistry* highlighted its use in the synthesis of a novel class of antiviral agents targeting the SARS-CoV-2 virus. The hydrazide group was found to enhance the binding affinity of the resulting compounds to viral proteases, a critical factor in the efficacy of antiviral drugs. This application exemplifies how 2-Bromo-4-chlorobenzhydrazide can be tailored to address specific therapeutic challenges, leveraging its chemical versatility to create molecules with improved pharmacokinetic profiles.

Another significant area of research involves the use of 2-Bromo-4-chlorobenzhydrazide in the design of targeted drug delivery systems. A 2023 publication in *Advanced Drug Delivery Reviews* described a strategy to functionalize this compound with polyethylene glycol (PEG) chains, enabling the creation of long-circulating nanoparticles for cancer therapy. The hydrazide functionality was exploited to form covalent bonds with the PEG chains, ensuring stability in biological environments while allowing controlled release of the therapeutic payload. This application demonstrates the adaptability of 2-Bromo-4-chlorobenzhydrazide in advanced pharmaceutical technologies.

The CAS No. 1023334-50-0 compound has also been investigated for its potential in the synthesis of optoelectronic materials. A 2022 study in *Advanced Functional Materials* reported the use of 2-Bromo-4-chlorobenzhydrazide as a precursor for the preparation of organic light-emitting diodes (OLEDs). The compound's ability to form conjugated systems with high charge mobility made it an effective material for enhancing the efficiency of OLED devices. This application highlights the cross-disciplinary relevance of 2-Bromo-4-chlorobenzhydrazide, bridging the gap between chemical synthesis and advanced materials science.

Despite its growing importance, the synthesis of 2-Bromo-4-chlorobenzhydrazide remains a challenge due to the need for precise control over reaction conditions. A 2023 review in *Chemical Society Reviews* summarized the latest strategies for overcoming these challenges, including the use of catalytic systems and solvent engineering. These approaches not only improve the efficiency of 2-Bromo-4-chlorobenzhydrazide synthesis but also reduce the environmental footprint of the process, aligning with global efforts to promote green chemistry.

In conclusion, 2-Bromo-4-chlorobenzhydrazide (CAS No. 1023334-50-0) represents a critical intermediate in the development of innovative pharmaceuticals and functional materials. Its unique chemical structure enables a wide range of synthetic transformations, making it a valuable tool for researchers in diverse fields. As ongoing studies continue to uncover new applications for this compound, its role in modern chemistry is likely to expand further, driving advancements in both therapeutic and industrial contexts.

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