Cas no 103962-11-4 (2-chloro-1-(5-chloropyridin-2-yl)ethan-1-one)

2-Chloro-1-(5-chloropyridin-2-yl)ethan-1-one is a chlorinated pyridinyl ketone derivative with applications in organic synthesis and pharmaceutical intermediates. Its key structural features include a reactive α-chloro carbonyl group and a 5-chloropyridinyl moiety, which enhance its utility in nucleophilic substitution and cross-coupling reactions. The compound exhibits high purity and stability under standard storage conditions, making it suitable for precise synthetic applications. Its dual chloro-functionalization allows for selective modifications, facilitating the development of complex heterocyclic frameworks. This compound is particularly valuable in agrochemical and medicinal chemistry research, where its reactivity profile supports the synthesis of biologically active molecules. Proper handling is advised due to its potential lachrymatory and irritant properties.
2-chloro-1-(5-chloropyridin-2-yl)ethan-1-one structure
103962-11-4 structure
Product Name:2-chloro-1-(5-chloropyridin-2-yl)ethan-1-one
CAS No:103962-11-4
MF:C7H5Cl2NO
MW:190.026699781418
MDL:MFCD13172727
CID:125950
PubChem ID:23052498
Update Time:2025-06-11

2-chloro-1-(5-chloropyridin-2-yl)ethan-1-one Chemical and Physical Properties

Names and Identifiers

    • Ethanone,2-chloro-1-(5-chloro-2-pyridinyl)-
    • Ethanone, 2-chloro-1-(5-chloro-2-pyridinyl)- (9CI)
    • 2-chloro-1-(5-chloropyridin-2-yl)ethanone
    • 2-chloro-1-(5-chloropyridin-2-yl)ethan-1-one
    • QCPLMMXFHPJCAD-UHFFFAOYSA-N
    • AKOS017517152
    • DTXSID10630074
    • EN300-1965890
    • SCHEMBL9823916
    • 103962-11-4
    • 5-Chloro-2-chloroacetylpyridine
    • MDL: MFCD13172727
    • Inchi: 1S/C7H5Cl2NO/c8-3-7(11)6-2-1-5(9)4-10-6/h1-2,4H,3H2
    • InChI Key: QCPLMMXFHPJCAD-UHFFFAOYSA-N
    • SMILES: ClCC(C1C=CC(=CN=1)Cl)=O

Computed Properties

  • Exact Mass: 188.97495
  • Monoisotopic Mass: 188.9748192g/mol
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 0
  • Hydrogen Bond Acceptor Count: 2
  • Heavy Atom Count: 11
  • Rotatable Bond Count: 2
  • Complexity: 151
  • 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: 30?2

Experimental Properties

  • PSA: 29.96

2-chloro-1-(5-chloropyridin-2-yl)ethan-1-one Pricemore >>

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Additional information on 2-chloro-1-(5-chloropyridin-2-yl)ethan-1-one

Professional Introduction to Compound with CAS No. 103962-11-4 and Product Name: 2-chloro-1-(5-chloropyridin-2-yl)ethan-1-one

2-chloro-1-(5-chloropyridin-2-yl)ethan-1-one, identified by its CAS number 103962-11-4, is a significant compound in the realm of pharmaceutical chemistry and bioorganic synthesis. This compound belongs to the class of chlorinated pyridine derivatives, which have garnered considerable attention due to their diverse pharmacological properties and potential applications in drug development. The structural motif of this molecule, featuring a chloro-substituted acetyl group linked to a chloropyridine ring, makes it a versatile intermediate in the synthesis of more complex pharmacophores.

The 2-chloro-1-(5-chloropyridin-2-yl)ethan-1-one structure exhibits unique electronic and steric properties that are influenced by the presence of chlorine atoms at both the α-carbon and the pyridine ring. These substituents not only enhance the reactivity of the molecule but also contribute to its binding affinity with biological targets. In recent years, there has been a surge in research focused on developing novel therapeutic agents derived from halogenated pyridines, owing to their ability to modulate enzyme activity and interfere with signal transduction pathways.

One of the most compelling aspects of 2-chloro-1-(5-chloropyridin-2-yl)ethan-1-one is its role as a key intermediate in the synthesis of kinase inhibitors. Kinases are enzymes that play a crucial role in cell signaling and are often implicated in various diseases, including cancer. The chloropyridine moiety in this compound can be further functionalized to create highly specific inhibitors targeting particular kinases. For instance, recent studies have demonstrated that derivatives of this compound exhibit potent inhibitory activity against tyrosine kinases, which are overexpressed in many cancers.

Moreover, the CAS No. 103962-11-4 associated with this compound underscores its importance in academic and industrial research. The unique combination of chloro and pyridine substituents provides a rich scaffold for medicinal chemists to explore new chemical entities. Researchers have leveraged this compound to develop novel scaffolds that exhibit improved pharmacokinetic profiles and reduced toxicity compared to existing drugs. The ability to modify both the acetyl group and the pyridine ring allows for fine-tuning of physicochemical properties such as solubility, permeability, and metabolic stability.

In addition to its applications in kinase inhibition, 2-chloro-1-(5-chloropyridin-2-yl)ethan-1-one has shown promise in other therapeutic areas. For example, it has been utilized in the synthesis of compounds that target bacterial infections. The chlorine atoms enhance the molecule's ability to interact with bacterial enzymes, leading to mechanisms that disrupt bacterial growth and survival. This has opened up new avenues for developing antibiotics that can combat resistant strains of bacteria.

The synthesis of 2-chloro-1-(5-chloropyridin-2-yl)ethan-1-one involves multi-step organic transformations that highlight its synthetic utility. The process typically begins with the chlorination of a pyridine derivative followed by condensation with an appropriate acylating agent. Advances in synthetic methodologies have enabled more efficient and scalable production methods, making this compound more accessible for research purposes. Techniques such as flow chemistry and catalytic processes have been employed to improve yield and purity, ensuring that researchers have high-quality starting materials for their investigations.

Recent breakthroughs in computational chemistry have further enhanced the understanding of how 2-chloro-1-(5-chloropyridin-2-yl)ethan-1-one interacts with biological targets. Molecular modeling studies have revealed insights into its binding mode within protein active sites, providing valuable information for rational drug design. These studies often involve docking simulations where virtual screening is performed to identify potential drug candidates before experimental validation. The integration of computational tools with experimental techniques has accelerated the drug discovery process significantly.

The pharmaceutical industry continues to invest heavily in developing new drugs based on halogenated pyridines due to their favorable pharmacological properties. CAS No. 103962-11-4 serves as a cornerstone for many research projects aimed at creating next-generation therapeutics. By modifying the substituents on this core structure, scientists can generate libraries of compounds with tailored biological activities. This approach has led to several candidates entering clinical trials for various indications.

Another area where 2-chloro-1-(5-chloropyridin-2-yl)ethan-1-one is making an impact is in the field of immunotherapy. Immune checkpoint inhibitors are revolutionizing cancer treatment by enhancing the body's immune response against tumors. Researchers have explored derivatives of this compound as modulators of immune checkpoint proteins, leading to promising preclinical results. These findings suggest that further optimization could yield novel immunotherapeutic agents capable of improving patient outcomes.

The environmental impact of synthesizing and using CAS No. 103962-11-4 is also an important consideration in modern drug development practices. Green chemistry principles are being increasingly adopted to minimize waste and reduce hazardous byproducts during synthesis. Efforts are underway to develop more sustainable methods for producing this compound while maintaining high yields and purity standards. Such initiatives align with global efforts to promote environmentally responsible chemical manufacturing.

In conclusion, 2-chloro-1-(5-chloropyridin-2-y l)ethan -1-one (CAS No. 10396 2114) is a pivotal compound with far-reaching implications in pharmaceutical chemistry and drug development . Its unique structural features make it an invaluable intermediate for synthesizing novel therapeutic agents targeting various diseases . As research continues , we can expect even more innovative applications emerging from this versatile molecule . The ongoing exploration into its pharmacological potential underscores its significance as a key player in modern medicinal chemistry . p >

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