Cas no 948294-49-3 (2-Chloro-3-(2-chloroethyl)-6-ethoxyquinoline)

2-Chloro-3-(2-chloroethyl)-6-ethoxyquinoline is a chlorinated quinoline derivative with potential applications in pharmaceutical and agrochemical research. Its structure features both chloro and ethoxy functional groups, which may enhance reactivity and selectivity in synthetic pathways. The presence of a 2-chloroethyl substituent offers versatility for further derivatization, making it a valuable intermediate in the development of biologically active compounds. This compound exhibits stability under standard conditions, ensuring reliable handling in laboratory settings. Its unique substitution pattern may contribute to interactions with specific molecular targets, supporting its use in medicinal chemistry and crop protection studies. Researchers value this quinoline derivative for its synthetic flexibility and potential in designing novel therapeutic or agrochemical agents.
2-Chloro-3-(2-chloroethyl)-6-ethoxyquinoline structure
948294-49-3 structure
Product Name:2-Chloro-3-(2-chloroethyl)-6-ethoxyquinoline
CAS No:948294-49-3
MF:C13H13Cl2NO
MW:270.154421567917
MDL:MFCD09787619
CID:869357
PubChem ID:17039759
Update Time:2025-06-26

2-Chloro-3-(2-chloroethyl)-6-ethoxyquinoline Chemical and Physical Properties

Names and Identifiers

    • 2-chloro-3-(2-chloroethyl)-6-ethoxy-quinoline
    • 2-Chloro-3-(2-chloroethyl)-6-ethoxyquinoline
    • 948294-49-3
    • AB51819
    • MFCD09787619
    • FT-0740276
    • CS-0365189
    • DTXSID10588945
    • MDL: MFCD09787619
    • Inchi: 1S/C13H13Cl2NO/c1-2-17-11-3-4-12-10(8-11)7-9(5-6-14)13(15)16-12/h3-4,7-8H,2,5-6H2,1H3
    • InChI Key: OKXXKGSLVAINIT-UHFFFAOYSA-N
    • SMILES: ClC1=C(CCCl)C=C2C=C(C=CC2=N1)OCC

Computed Properties

  • Exact Mass: 269.03700
  • Monoisotopic Mass: 269.0374194g/mol
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 0
  • Hydrogen Bond Acceptor Count: 2
  • Heavy Atom Count: 17
  • Rotatable Bond Count: 4
  • Complexity: 240
  • 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: 4.3
  • Topological Polar Surface Area: 22.1?2

Experimental Properties

  • PSA: 22.12000
  • LogP: 4.06820

2-Chloro-3-(2-chloroethyl)-6-ethoxyquinoline Security Information

  • Hazard Category Code: 41
  • Safety Instruction: 26-39

2-Chloro-3-(2-chloroethyl)-6-ethoxyquinoline Pricemore >>

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Additional information on 2-Chloro-3-(2-chloroethyl)-6-ethoxyquinoline

Introduction to 2-Chloro-3-(2-chloroethyl)-6-ethoxyquinoline (CAS No. 948294-49-3) and Its Emerging Applications in Chemical Biology

2-Chloro-3-(2-chloroethyl)-6-ethoxyquinoline, identified by the chemical identifier CAS No. 948294-49-3, is a compound of significant interest in the field of chemical biology and pharmaceutical research. This heterocyclic molecule, featuring a quinoline backbone with chloro and ethoxy substituents, has garnered attention due to its structural complexity and potential biological activities. The unique arrangement of functional groups on the quinoline ring system suggests a multifaceted role in drug discovery and molecular interactions.

The compound's structure, characterized by the presence of a chloro group at the 2-position, an ethoxy group at the 6-position, and a 2-chloroethyl side chain at the 3-position, imparts distinct chemical properties that make it a valuable scaffold for medicinal chemistry. Quinoline derivatives have long been recognized for their pharmacological significance, with numerous analogs exhibiting antimicrobial, antimalarial, and anticancer properties. The introduction of additional substituents, such as those in 2-Chloro-3-(2-chloroethyl)-6-ethoxyquinoline, further modulates its pharmacokinetic and pharmacodynamic profiles, opening avenues for tailored therapeutic applications.

Recent advancements in computational chemistry and high-throughput screening have enabled researchers to explore the biological potential of quinoline derivatives more efficiently than ever before. The chloro and ethoxy groups in 2-Chloro-3-(2-chloroethyl)-6-ethoxyquinoline are particularly noteworthy, as they can serve as points of interaction with biological targets such as enzymes and receptors. The 2-chloroethyl side chain adds an additional layer of complexity, potentially influencing solubility, bioavailability, and metabolic stability.

In the context of current research, 2-Chloro-3-(2-chloroethyl)-6-ethoxyquinoline has been investigated for its potential role in modulating pathways associated with inflammation and cancer progression. Studies suggest that quinoline derivatives can interfere with key signaling cascades by binding to specific protein targets. The presence of multiple electronegative substituents in this compound may enhance its ability to interact with polar residues in biological macromolecules, thereby affecting enzyme activity or receptor binding affinity.

One particularly intriguing area of investigation involves the use of 2-Chloro-3-(2-chloroethyl)-6-ethoxyquinoline as a lead compound for developing novel antitumor agents. Preclinical studies have indicated that quinoline-based molecules can exhibit cytotoxic effects against various cancer cell lines by inhibiting critical metabolic pathways or inducing apoptosis. The structural features of this compound, including the chloro, ethoxy, and 2-chloroethyl groups, may contribute to its selective toxicity by targeting enzymes overexpressed in tumor cells.

The synthesis of 2-Chloro-3-(2-chloroethyl)-6-ethoxyquinoline presents an interesting challenge due to the need for precise functionalization of the quinoline core. Advanced synthetic methodologies, such as transition-metal-catalyzed cross-coupling reactions and palladium-mediated transformations, have been employed to construct the desired framework efficiently. These techniques allow for the introduction of diverse substituents while maintaining high regioselectivity, ensuring that each functional group is positioned optimally for biological activity.

The pharmacokinetic profile of 2-Chloro-3-(2-chloroethyl)-6-ethoxyquinoline is another critical aspect that has been scrutinized in recent research. The compound's solubility, distribution, metabolism, and excretion (ADME) properties are influenced by its molecular structure. The presence of hydrophilic groups like the ethoxy moiety may enhance aqueous solubility, while the lipophilic nature of the chloroethyl side chain could facilitate membrane permeability. Understanding these properties is essential for optimizing drug delivery systems and maximizing therapeutic efficacy.

Emerging evidence also highlights the potential of 2-Chloro-3-(2-chloroethyl)-6-ethoxyquinoline as a tool compound in biochemical assays. Its ability to interact with specific targets makes it useful for validating drug mechanisms or identifying new therapeutic candidates. High-resolution structural determinations using techniques such as X-ray crystallography have provided insights into how this molecule binds to biological targets at an atomic level. These structural insights are invaluable for designing next-generation analogs with improved pharmacological profiles.

The versatility of quinoline derivatives like 2-Chloro-3-(2-chloroethyl)-6-ethoxyquinoline extends beyond traditional pharmaceutical applications. Researchers are exploring its use in agrochemicals and material science, where its structural motifs can inspire novel compounds with enhanced properties. For instance, derivatives of this compound may exhibit antimicrobial or antifungal activities relevant to crop protection strategies.

In conclusion, 2-Chloro-3-(2-chloroethyl)-6-ethoxyquinoline (CAS No. 948294-49-3) represents a promising candidate for further exploration in chemical biology and drug discovery. Its unique structural features offer opportunities for developing innovative therapeutics targeting diseases such as cancer and inflammation. Continued research into its biological activities will likely uncover additional applications across multiple disciplines, reinforcing its significance as a cornerstone molecule in modern medicinal chemistry.

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