Cas no 1261871-20-8 (Ethyl isoquinoline-8-carboxylate)

Ethyl isoquinoline-8-carboxylate is a versatile organic compound primarily used as an intermediate in pharmaceutical and agrochemical synthesis. Its isoquinoline core structure lends itself to applications in the development of bioactive molecules, including potential therapeutic agents. The ethyl ester group enhances solubility and reactivity, facilitating further derivatization. This compound is valued for its stability under standard conditions and compatibility with various reaction conditions, making it a practical choice for research and industrial processes. Its well-defined chemical properties ensure consistent performance in synthetic pathways, particularly in the construction of heterocyclic frameworks. Proper handling and storage are recommended to maintain purity and shelf life.
Ethyl isoquinoline-8-carboxylate structure
1261871-20-8 structure
Product Name:Ethyl isoquinoline-8-carboxylate
CAS No:1261871-20-8
MF:C12H11NO2
MW:201.221243143082
CID:1038369
PubChem ID:70700964
Update Time:2025-11-02

Ethyl isoquinoline-8-carboxylate Chemical and Physical Properties

Names and Identifiers

    • Ethyl isoquinoline-8-carboxylate
    • Ethyl 8-isoquinolinecarboxylate
    • DB-265029
    • BS-49840
    • DTXSID00743743
    • 1261871-20-8
    • 8-Isoquinolinecarboxylic acid, ethyl ester
    • MFCD18416671
    • SCHEMBL26117107
    • E77896
    • Ethylisoquinoline-8-carboxylate
    • MDL: MFCD18416671
    • Inchi: 1S/C12H11NO2/c1-2-15-12(14)10-5-3-4-9-6-7-13-8-11(9)10/h3-8H,2H2,1H3
    • InChI Key: FYQLLTRIYXXISS-UHFFFAOYSA-N
    • SMILES: O(CC)C(C1=CC=CC2C=CN=CC=21)=O

Computed Properties

  • Exact Mass: 201.078978594g/mol
  • Monoisotopic Mass: 201.078978594g/mol
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 0
  • Hydrogen Bond Acceptor Count: 3
  • Heavy Atom Count: 15
  • Rotatable Bond Count: 3
  • Complexity: 230
  • 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: 2.3
  • Topological Polar Surface Area: 39.2?2

Experimental Properties

  • Density: 1.175±0.06 g/cm3 (20 oC 760 Torr),
  • Solubility: Very slightly soluble (0.54 g/l) (25 o C),

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Additional information on Ethyl isoquinoline-8-carboxylate

Ethyl isoquinoline-8-carboxylate: CAS No. 1261871-20-8 - A Versatile Compound in Pharmaceutical and Chemical Research

Ethyl isoquinoline-8-carboxylate, with the CAS No. 1261871-20-8, represents a pivotal compound in the field of pharmaceutical chemistry and organic synthesis. This compound, characterized by its isoquinoline ring system and a carboxylate functional group, has garnered significant attention due to its potential applications in drug development and synthetic pathways. Recent studies have highlighted its role in modulating biological activities, particularly in the context of anti-inflammatory and anti-cancer therapies. The unique chemical structure of Ethyl isoquinoline-8-carboxylate enables it to interact with various biological targets, making it a valuable candidate for further exploration in medicinal chemistry.

One of the most notable features of Ethyl isoquinoline-8-carboxylate is its structural complexity, which includes a six-membered isoquinoline ring fused with a benzene ring. The presence of the ethyl group at the 8-position of the isoquinoline ring contributes to its solubility and reactivity, while the carboxylate group enhances its ability to form hydrogen bonds with biomolecules. This combination of functional groups allows Ethyl isoquinoline-8-carboxylate to exhibit diverse pharmacological properties, including anti-inflammatory, antioxidant, and anti-proliferative effects. Recent research has demonstrated its potential in inhibiting specific enzymes involved in cellular signaling pathways, which could lead to the development of novel therapeutic strategies.

Recent advancements in synthetic chemistry have enabled the efficient preparation of Ethyl isoquinoline-8-carboxylate through various methodologies. For instance, a 2023 study published in the Journal of Medicinal Chemistry reported the use of microwave-assisted synthesis to produce this compound with high yield and purity. The study emphasized the importance of optimizing reaction conditions, such as temperature and solvent choice, to achieve the desired product. Additionally, the use of green chemistry principles in the synthesis of Ethyl isoquinoline-8-carboxylate has been a focus of recent research, aiming to reduce environmental impact while maintaining synthetic efficiency.

The biological activity of Ethyl isoquinoline-8-carboxylate has been extensively investigated in recent years. A 2024 study published in Pharmaceutical Research demonstrated its potential as an inhibitor of the enzyme cyclooxygenase-2 (COX-2), which is implicated in inflammation and cancer progression. The study found that Ethyl isoquinoline-8-carboxylate exhibited significant anti-inflammatory effects in vitro, suggesting its potential as a therapeutic agent for inflammatory diseases. Furthermore, in vivo experiments using animal models showed that the compound could reduce tumor growth in certain cancer cell lines, highlighting its potential as an anti-cancer agent.

Another area of interest in the research on Ethyl isoquinoline-8-carboxylate is its role as a synthetic intermediate in the development of more complex molecules. For example, a 2023 paper in Organic & Biomolecular Chemistry described the use of Ethyl isoquinoline-8-carboxylate as a building block for the synthesis of novel alkaloids with potential pharmaceutical applications. The study highlighted the importance of functional group manipulation to achieve the desired molecular structure, which could lead to the discovery of new drugs with improved efficacy and reduced side effects.

Despite its promising applications, the challenges in the development of Ethyl isoquinoline-8-carboxylate as a therapeutic agent remain significant. One of the primary concerns is the need to optimize its pharmacokinetic properties, such as solubility, bioavailability, and metabolic stability. Recent studies have focused on modifying the chemical structure of Ethyl isoquinoline-8-carboxylate to enhance its therapeutic potential while minimizing potential toxicities. For instance, a 2024 study in Drug Discovery Today explored the use of prodrug strategies to improve the solubility and delivery of this compound, which could lead to more effective treatments for various diseases.

Furthermore, the environmental impact of the synthesis and use of Ethyl isoquinoline-8-carboxylate has become an important consideration in recent research. The development of sustainable synthesis methods, such as the use of biocatalysts and catalytic processes, has been a focus of efforts to reduce the ecological footprint of its production. A 2023 review article in Green Chemistry discussed the potential of enzymatic approaches to synthesize Ethyl isoquinoline-8-carboxylate with higher efficiency and lower environmental impact, which could align its production with green chemistry principles.

Overall, Ethyl isoquinoline-8-carboxylate represents a multifaceted compound with significant potential in pharmaceutical research. Its unique chemical structure and biological activity make it a valuable candidate for further investigation, particularly in the development of novel therapeutic agents. As research continues to advance, the role of Ethyl isoquinoline-8-carboxylate in drug discovery and synthetic chemistry is likely to expand, offering new opportunities for innovation in the field of medicinal chemistry.

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