Cas no 832674-51-8 (2,3-dibromo-4-(2-chlorophenyl)methoxy-5-ethoxybenzaldehyde)

2,3-Dibromo-4-(2-chlorophenyl)methoxy-5-ethoxybenzaldehyde is a halogenated aromatic aldehyde with a complex substitution pattern, making it a valuable intermediate in organic synthesis. Its key structural features—bromine and chlorine substituents, along with methoxy and ethoxy groups—enhance its reactivity in electrophilic and nucleophilic transformations. The presence of multiple halogen atoms increases its utility in cross-coupling reactions, while the aldehyde functionality allows for further derivatization. This compound is particularly useful in pharmaceutical and agrochemical research, where its structural motifs are leveraged for developing bioactive molecules. Its stability under standard conditions ensures consistent performance in synthetic applications.
2,3-dibromo-4-(2-chlorophenyl)methoxy-5-ethoxybenzaldehyde structure
832674-51-8 structure
Product Name:2,3-dibromo-4-(2-chlorophenyl)methoxy-5-ethoxybenzaldehyde
CAS No:832674-51-8
MF:C16H13Br2ClO3
MW:448.533622503281
MDL:MFCD02257080
CID:3057472
PubChem ID:4767129
Update Time:2025-06-09

2,3-dibromo-4-(2-chlorophenyl)methoxy-5-ethoxybenzaldehyde Chemical and Physical Properties

Names and Identifiers

    • 2,3-Dibromo-4-(2-chloro-benzyloxy)-5-ethoxy-benzaldehyde
    • 2,3-dibromo-4-(2-chlorophenyl)methoxy-5-ethoxybenzaldehyde
    • 2,3-dibromo-4-[(2-chlorobenzyl)oxy]-5-ethoxybenzaldehyde
    • EN300-228071
    • CS-0350051
    • STK348891
    • Z2106587949
    • 2,3-Dibromo-4-((2-chlorobenzyl)oxy)-5-ethoxybenzaldehyde
    • DTXSID801185241
    • AKOS000287165
    • 832674-51-8
    • BBL039550
    • 2,3-dibromo-4-[(2-chlorophenyl)methoxy]-5-ethoxybenzaldehyde
    • MDL: MFCD02257080
    • Inchi: 1S/C16H13Br2ClO3/c1-2-21-13-7-11(8-20)14(17)15(18)16(13)22-9-10-5-3-4-6-12(10)19/h3-8H,2,9H2,1H3
    • InChI Key: PLUCUZQWBLMBFC-UHFFFAOYSA-N
    • SMILES: BrC1=C(C(C=O)=CC(=C1OCC1C=CC=CC=1Cl)OCC)Br

Computed Properties

  • Exact Mass: 447.88995Da
  • Monoisotopic Mass: 445.89200Da
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 0
  • Hydrogen Bond Acceptor Count: 3
  • Heavy Atom Count: 22
  • Rotatable Bond Count: 6
  • Complexity: 358
  • 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: 5.2
  • Topological Polar Surface Area: 35.5?2

2,3-dibromo-4-(2-chlorophenyl)methoxy-5-ethoxybenzaldehyde Pricemore >>

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Additional information on 2,3-dibromo-4-(2-chlorophenyl)methoxy-5-ethoxybenzaldehyde

Introduction to 2,3-dibromo-4-(2-chlorophenyl)methoxy-5-ethoxybenzaldehyde (CAS No. 832674-51-8)

2,3-dibromo-4-(2-chlorophenyl)methoxy-5-ethoxybenzaldehyde, identified by its CAS number 832674-51-8, is a specialized organic compound that has garnered significant attention in the field of pharmaceutical chemistry and medicinal biology. This compound belongs to a class of aromatic aldehydes characterized by bromine and chlorine substituents, which contribute to its unique chemical properties and potential biological activities. The structural framework of this molecule, featuring multiple electron-withdrawing and electron-donating groups, makes it a valuable scaffold for the development of novel therapeutic agents.

The synthesis of 2,3-dibromo-4-(2-chlorophenyl)methoxy-5-ethoxybenzaldehyde involves a series of well-designed organic reactions that highlight the versatility of modern synthetic methodologies. The presence of bromine atoms at the 2 and 3 positions enhances the reactivity of the molecule, allowing for further functionalization through cross-coupling reactions, such as Suzuki or Buchwald-Hartwig couplings. These reactions are pivotal in constructing more complex molecular architectures, which are often required for achieving high binding affinity and selectivity in drug design.

The methoxy and ethoxy groups at the 4 and 5 positions introduce hydrophilic characteristics to the molecule, which can improve solubility in biological systems. This is a critical factor in pharmaceutical development, as poor solubility often hinders the efficacy of potential drug candidates. Additionally, the aldehyde functionality at the 1 position serves as a reactive handle for further derivatization, enabling the formation of amides, imines, or other pharmacophores that are essential for modulating biological activity.

In recent years, there has been growing interest in exploring the pharmacological potential of aromatic aldehydes with halogen substituents. Studies have demonstrated that such compounds can exhibit a wide range of biological activities, including antimicrobial, anti-inflammatory, and anticancer properties. The specific arrangement of bromine and chlorine atoms in 2,3-dibromo-4-(2-chlorophenyl)methoxy-5-ethoxybenzaldehyde may contribute to its ability to interact with biological targets in unique ways, making it a promising candidate for further investigation.

One area where this compound shows particular promise is in the development of kinase inhibitors. Kinases are enzymes that play a crucial role in many cellular processes, and their dysregulation is often associated with various diseases, including cancer. By designing molecules that selectively inhibit specific kinases, researchers can develop targeted therapies that minimize side effects. The structural features of 2,3-dibromo-4-(2-chlorophenyl)methoxy-5-ethoxybenzaldehyde make it a suitable candidate for this purpose, as it can be modified to fit into the active sites of kinases and disrupt their function.

Another emerging application of this compound is in the field of neurodegenerative diseases. Research has indicated that certain aromatic aldehydes can cross the blood-brain barrier and exert neuroprotective effects. The presence of both hydrophilic and lipophilic groups in 2,3-dibromo-4-(2-chlorophenyl)methoxy-5-ethoxybenzaldehyde may facilitate its penetration into neural tissues, potentially making it an effective treatment for conditions such as Alzheimer's disease or Parkinson's disease. Further studies are needed to fully elucidate its mechanisms of action in this context.

The synthesis and characterization of 2,3-dibromo-4-(2-chlorophenyl)methoxy-5-ethoxybenzaldehyde also highlight advancements in synthetic chemistry techniques. Modern methodologies allow for precise control over molecular structure, enabling researchers to fine-tune properties such as reactivity, solubility, and bioavailability. Techniques like palladium-catalyzed cross-coupling reactions have revolutionized the way complex organic molecules are constructed, providing access to structures that were previously difficult or impossible to synthesize.

In conclusion,2,3-dibromo-4-(2-chlorophenyl)methoxy-5-ethoxybenzaldehyde (CAS No. 832674-51-8) represents a fascinating compound with significant potential in pharmaceutical research. Its unique structural features make it a versatile scaffold for drug discovery,and ongoing studies continue to uncover new applications for this molecule。As synthetic chemistry advances,the possibilities for utilizing compounds like this one will only continue to expand,leading to novel treatments for a variety of diseases.

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