Cas no 63136-62-9 (4-chloro-2,3-dimethylquinoline)

4-Chloro-2,3-dimethylquinoline is a chlorinated quinoline derivative with a molecular formula C??H??ClN. This heterocyclic compound features a chloro substituent at the 4-position and methyl groups at the 2- and 3-positions, enhancing its reactivity and utility in organic synthesis. Its structural properties make it a valuable intermediate in pharmaceuticals, agrochemicals, and materials science, particularly for constructing complex quinoline-based frameworks. The compound exhibits stability under standard conditions and offers selectivity in cross-coupling reactions, facilitating efficient derivatization. Its well-defined crystalline form ensures consistent purity, making it suitable for research and industrial applications requiring precise chemical building blocks.
4-chloro-2,3-dimethylquinoline structure
63136-62-9 structure
Product Name:4-chloro-2,3-dimethylquinoline
CAS No:63136-62-9
MF:C11H10ClN
MW:191.656801700592
CID:958788
PubChem ID:236927
Update Time:2025-06-13

4-chloro-2,3-dimethylquinoline Chemical and Physical Properties

Names and Identifiers

    • 4-chloro-2,3-dimethylquinoline
    • 4-Chlor-2,3-dimethyl-chinolin
    • 4-chloro-2,3-dimethyl-quinoline
    • AC1L5XOU
    • AC1Q3LH0
    • AR-1L2951
    • CTK5B7747
    • NSC39975
    • Quinoline, 4-chloro-2,3-dimethyl-
    • Quinoline,3-dimethyl-
    • SureCN2125436
    • SCHEMBL2125436
    • AKOS010223746
    • 63136-62-9
    • CS-0454362
    • AB50456
    • DB-305561
    • NSC-39975
    • DTXSID20284966
    • EN300-133442
    • Inchi: 1S/C11H10ClN/c1-7-8(2)13-10-6-4-3-5-9(10)11(7)12/h3-6H,1-2H3
    • InChI Key: KQXLLCFFOGCXJH-UHFFFAOYSA-N
    • SMILES: ClC1C(C)=C(C)N=C2C=CC=CC2=1

Computed Properties

  • Exact Mass: 191.0503
  • Monoisotopic Mass: 191.0501770g/mol
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 0
  • Hydrogen Bond Acceptor Count: 1
  • Heavy Atom Count: 13
  • Rotatable Bond Count: 0
  • Complexity: 183
  • 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: 3.6
  • Topological Polar Surface Area: 12.9?2

Experimental Properties

  • PSA: 12.89

4-chloro-2,3-dimethylquinoline Pricemore >>

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Additional information on 4-chloro-2,3-dimethylquinoline

Professional Introduction to 4-chloro-2,3-dimethylquinoline (CAS No. 63136-62-9)

4-chloro-2,3-dimethylquinoline, identified by the Chemical Abstracts Service Number (CAS No.) 63136-62-9, is a heterocyclic organic compound that has garnered significant attention in the field of pharmaceutical chemistry and medicinal research. This compound belongs to the quinoline family, a class of nitrogen-containing aromatic compounds known for their broad spectrum of biological activities. The presence of both chlorine and methyl substituents in its structure imparts unique chemical properties, making it a valuable intermediate in the synthesis of various pharmacologically active molecules.

The structural framework of 4-chloro-2,3-dimethylquinoline consists of a quinoline core with two methyl groups at the 2- and 3-positions, and a chlorine atom at the 4-position. This specific arrangement of substituents influences its reactivity and potential applications in drug development. The chlorine atom, in particular, serves as a reactive site for further functionalization, enabling the synthesis of more complex derivatives. Such derivatives have been explored for their potential in targeting various diseases, including cancer, infectious diseases, and neurological disorders.

In recent years, 4-chloro-2,3-dimethylquinoline has been studied extensively for its role as a precursor in the development of novel therapeutic agents. One of the most promising areas of research has been its application in oncology. Researchers have demonstrated that derivatives of this compound can exhibit inhibitory effects on certain enzymes and signaling pathways involved in cancer cell proliferation. For instance, studies have shown that modifications to the quinoline core can enhance binding affinity to target proteins such as kinases and transcription factors, leading to potent antitumor activity.

Moreover, the pharmacokinetic properties of 4-chloro-2,3-dimethylquinoline and its derivatives have been carefully evaluated to optimize their bioavailability and therapeutic efficacy. Preclinical studies have indicated that certain analogs exhibit favorable pharmacokinetic profiles, including adequate solubility and metabolic stability. These characteristics are crucial for developing drugs that can be administered orally or intravenously with minimal side effects. The ability to fine-tune these properties through structural modifications has made 4-chloro-2,3-dimethylquinoline a versatile scaffold for drug discovery.

Another area where 4-chloro-2,3-dimethylquinoline has shown promise is in the treatment of infectious diseases. Quinoline derivatives have a long history of use in combating microbial infections, with chloroquine being a well-known example. More recently, researchers have synthesized novel derivatives of 4-chloro-2,3-dimethylquinoline that exhibit potent activity against resistant strains of bacteria and viruses. These findings are particularly relevant in the context of emerging infectious diseases and antibiotic resistance crises.

The synthesis of 4-chloro-2,3-dimethylquinoline involves multi-step organic reactions that require precise control over reaction conditions and reagent selection. Advanced synthetic methodologies have been employed to improve yield and purity, ensuring that the final product meets pharmaceutical standards. Techniques such as palladium-catalyzed cross-coupling reactions and directed functionalization strategies have been particularly useful in constructing the desired quinoline derivatives efficiently.

In addition to its pharmaceutical applications, 4-chloro-2,3-dimethylquinoline has found utility in materials science and chemical biology. Its unique electronic properties make it a candidate for developing organic semiconductors and light-emitting diodes (LEDs). Furthermore, its ability to interact with biological molecules has been exploited in research aimed at understanding enzyme mechanisms and designing novel biomimetic catalysts.

The future direction of research on 4-chloro-2,3-dimethylquinoline is likely to focus on expanding its therapeutic applications and exploring new synthetic pathways. Advances in computational chemistry and artificial intelligence are expected to accelerate the discovery of novel derivatives with enhanced biological activity. Additionally, green chemistry principles may be applied to develop more sustainable synthetic routes that minimize waste and energy consumption.

In conclusion,4-chloro-2,3-dimethylquinoline (CAS No. 63136-62-9) is a multifaceted compound with significant potential in pharmaceuticals,materials science,and chemical biology. Its unique structural features make it a valuable building block for synthesizing biologically active molecules,including anticancer agents,antimicrobial agents,and functional materials. As research continues to uncover new applications for this compound,its importance is likely to grow further,contributing to advancements in medicine and technology.

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