Cas no 161957-60-4 (1-(2-bromo-3-chlorophenyl)ethan-1-one)

1-(2-Bromo-3-chlorophenyl)ethan-1-one is a halogenated aromatic ketone with the molecular formula C?H?BrClO. This compound serves as a versatile intermediate in organic synthesis, particularly in the preparation of pharmaceuticals, agrochemicals, and specialty chemicals. Its distinct substitution pattern—featuring both bromo and chloro groups at the ortho and meta positions relative to the acetyl moiety—enhances its reactivity in cross-coupling reactions, nucleophilic substitutions, and other functionalization processes. The electron-withdrawing effects of the halogens further facilitate selective transformations, making it valuable for constructing complex molecular architectures. High purity grades are available to ensure consistency in synthetic applications. Proper handling is advised due to its potential sensitivity to light and moisture.
1-(2-bromo-3-chlorophenyl)ethan-1-one structure
161957-60-4 structure
Product Name:1-(2-bromo-3-chlorophenyl)ethan-1-one
CAS No:161957-60-4
MF:C8H6BrClO
MW:233.489640712738
CID:2133191
PubChem ID:53986828
Update Time:2025-08-05

1-(2-bromo-3-chlorophenyl)ethan-1-one Chemical and Physical Properties

Names and Identifiers

    • 1-(2-bromo-3-chlorophenyl)Ethanone
    • 1-(2-bromo-3-chlorophenyl)ethan-1-one
    • DA-31497
    • AS-46197
    • MFCD18390297
    • 2'-bromo-3'-chloroacetophenone
    • CS-0197724
    • DTXSID601298494
    • AKOS023450135
    • Ethanone, 1-(2-bromo-3-chlorophenyl)-
    • CL9071
    • 161957-60-4
    • SCHEMBL5696499
    • MDL: MFCD18390297
    • Inchi: 1S/C8H6BrClO/c1-5(11)6-3-2-4-7(10)8(6)9/h2-4H,1H3
    • InChI Key: KCCOVPPONJFFDS-UHFFFAOYSA-N
    • SMILES: BrC1C(=CC=CC=1C(C)=O)Cl

Computed Properties

  • Exact Mass: 231.92906g/mol
  • Monoisotopic Mass: 231.92906g/mol
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 0
  • Hydrogen Bond Acceptor Count: 1
  • Heavy Atom Count: 11
  • Rotatable Bond Count: 1
  • Complexity: 160
  • 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: 2.9
  • Topological Polar Surface Area: 17.1?2

1-(2-bromo-3-chlorophenyl)ethan-1-one Pricemore >>

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1-(2-bromo-3-chlorophenyl)ethan-1-one Related Literature

Additional information on 1-(2-bromo-3-chlorophenyl)ethan-1-one

Research Briefing on 1-(2-bromo-3-chlorophenyl)ethan-1-one (CAS: 161957-60-4): Recent Advances and Applications

1-(2-bromo-3-chlorophenyl)ethan-1-one (CAS: 161957-60-4) is a halogenated aromatic ketone that has garnered significant attention in the field of chemical biology and pharmaceutical research. This compound serves as a key intermediate in the synthesis of various bioactive molecules, including potential drug candidates. Recent studies have explored its utility in medicinal chemistry, particularly in the development of novel therapeutic agents targeting infectious diseases, cancer, and neurological disorders. This briefing synthesizes the latest findings related to this compound, highlighting its chemical properties, synthetic applications, and biological activities.

Recent research has demonstrated the versatility of 1-(2-bromo-3-chlorophenyl)ethan-1-one as a building block in organic synthesis. A study published in the Journal of Medicinal Chemistry (2023) detailed its use in the synthesis of brominated and chlorinated derivatives with enhanced pharmacokinetic properties. The compound's unique halogen substitution pattern allows for selective functionalization, enabling the creation of libraries of analogs for structure-activity relationship (SAR) studies. These efforts have led to the identification of several lead compounds with promising antimicrobial and anticancer activities.

In the context of drug discovery, 1-(2-bromo-3-chlorophenyl)ethan-1-one has been employed in the development of kinase inhibitors. A 2024 study in Bioorganic & Medicinal Chemistry Letters reported its incorporation into a series of small-molecule inhibitors targeting the PI3K/AKT/mTOR pathway, which is implicated in various cancers. The researchers observed that derivatives of this compound exhibited potent inhibitory activity against cancer cell lines, with IC50 values in the nanomolar range. These findings underscore its potential as a scaffold for oncology-focused drug design.

Beyond its applications in medicinal chemistry, 1-(2-bromo-3-chlorophenyl)ethan-1-one has also been investigated for its role in agrochemical research. A recent publication in Pest Management Science (2024) highlighted its use as a precursor for the synthesis of novel pesticides. The study demonstrated that halogenated derivatives of this compound exhibited significant insecticidal activity against economically important pests, with low toxicity to non-target organisms. This dual utility in pharmaceuticals and agrochemicals further emphasizes its importance in chemical research.

In conclusion, 1-(2-bromo-3-chlorophenyl)ethan-1-one (CAS: 161957-60-4) continues to be a valuable compound in chemical biology and pharmaceutical research. Its versatility as a synthetic intermediate, combined with its potential biological activities, makes it a focal point for ongoing investigations. Future research directions may include optimizing its derivatives for clinical applications and exploring its mechanisms of action in greater detail. This briefing underscores the compound's relevance and the need for continued exploration of its therapeutic and industrial potential.

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