Cas no 1447607-02-4 (ethyl 7-aminoquinoline-2-carboxylate)

Ethyl 7-aminoquinoline-2-carboxylate is a versatile quinoline derivative with applications in pharmaceutical and organic synthesis. Its structure features both an amino group and an ester functionality, enabling its use as a key intermediate in the preparation of biologically active compounds, including antimicrobial and anticancer agents. The compound exhibits favorable reactivity for further functionalization, such as amidation or cyclization, due to its accessible amine and ester groups. Its stability under standard conditions and compatibility with common synthetic methodologies make it a practical choice for research and industrial applications. The product is typically supplied with high purity, ensuring reliable performance in demanding synthetic processes.
ethyl 7-aminoquinoline-2-carboxylate structure
1447607-02-4 structure
Product Name:ethyl 7-aminoquinoline-2-carboxylate
CAS No:1447607-02-4
MF:C12H12N2O2
MW:216.235882759094
MDL:MFCD25542354
CID:1016165
PubChem ID:71743571
Update Time:2025-06-15

ethyl 7-aminoquinoline-2-carboxylate Chemical and Physical Properties

Names and Identifiers

    • ethyl 7-aminoquinoline-2-carboxylate
    • A884746
    • AMY26539
    • CS-0149239
    • AKOS025146688
    • ethyl7-aminoquinoline-2-carboxylate
    • XHC60702
    • DB-230447
    • MFCD25542354
    • AS-41964
    • SB70411
    • SY263440
    • 1447607-02-4
    • MDL: MFCD25542354
    • Inchi: 1S/C12H12N2O2/c1-2-16-12(15)10-6-4-8-3-5-9(13)7-11(8)14-10/h3-7H,2,13H2,1H3
    • InChI Key: VJWQPISSVRITND-UHFFFAOYSA-N
    • SMILES: O(CC)C(C1=CC=C2C=CC(=CC2=N1)N)=O

Computed Properties

  • Exact Mass: 216.089877630g/mol
  • Monoisotopic Mass: 216.089877630g/mol
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 1
  • Hydrogen Bond Acceptor Count: 4
  • Heavy Atom Count: 16
  • Rotatable Bond Count: 3
  • Complexity: 257
  • 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: 65.2?2

ethyl 7-aminoquinoline-2-carboxylate Pricemore >>

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Additional information on ethyl 7-aminoquinoline-2-carboxylate

Introduction to Ethyl 7-aminoquinoline-2-carboxylate (CAS No. 1447607-02-4)

Ethyl 7-aminoquinoline-2-carboxylate, a compound with the chemical formula C11H11N2O3, is a derivative of quinoline that has garnered significant attention in the field of pharmaceutical research due to its potential biological activities. This compound is identified by its unique Chemical Abstracts Service (CAS) number, CAS No. 1447607-02-4, which distinguishes it in the vast repository of chemical substances. The structural motif of ethyl 7-aminoquinoline-2-carboxylate incorporates both an amino group and a carboxylate ester, making it a versatile scaffold for further chemical modifications and functionalization.

The quinoline scaffold itself has a long history in medicinal chemistry, with numerous derivatives exhibiting antimicrobial, antimalarial, and anticancer properties. Among these derivatives, ethyl 7-aminoquinoline-2-carboxylate stands out due to its unique substitution pattern, which may contribute to its distinct pharmacological profile. The presence of both the amino and carboxylate functionalities provides multiple sites for interaction with biological targets, potentially enhancing its binding affinity and selectivity.

In recent years, there has been a surge in research focused on developing novel quinoline-based compounds with improved efficacy and reduced side effects. Ethyl 7-aminoquinoline-2-carboxylate has been investigated as a potential lead compound in this context. Its structural features make it an attractive candidate for further optimization through techniques such as structure-activity relationship (SAR) studies, computational modeling, and high-throughput screening.

One of the most compelling aspects of ethyl 7-aminoquinoline-2-carboxylate is its potential application in the development of targeted therapies for cancer. Quinoline derivatives have shown promise in disrupting cancer cell proliferation and inducing apoptosis. The specific substitution pattern of ethyl 7-aminoquinoline-2-carboxylate may enable it to interact with key enzymes or receptors involved in cancer pathways, such as kinases or transcription factors. Preliminary studies have suggested that this compound may exhibit inhibitory effects on certain cancer-related proteins, making it a promising candidate for further investigation.

The synthesis of ethyl 7-aminoquinoline-2-carboxylate involves multi-step organic reactions that require careful optimization to ensure high yield and purity. Common synthetic routes include condensation reactions, cyclization processes, and functional group transformations. Advanced techniques such as flow chemistry have also been explored to improve the efficiency and scalability of its production. The synthesis of this compound highlights the importance of robust synthetic methodologies in pharmaceutical research.

Beyond its potential therapeutic applications, ethyl 7-aminoquinoline-2-carboxylate has also been studied for its role in chemical biology and drug discovery. Its ability to modulate biological pathways makes it a valuable tool for understanding disease mechanisms and identifying new drug targets. Additionally, the compound's structural features allow for modifications that can enhance its solubility, bioavailability, and metabolic stability, which are critical factors in drug development.

The pharmacokinetic properties of ethyl 7-aminoquinoline-2-carboxylate are another area of interest. Studies have examined its absorption, distribution, metabolism, and excretion (ADME) profiles to better understand how it behaves within the body. These studies provide crucial insights into optimizing dosing regimens and minimizing potential side effects. Furthermore, pharmacokinetic modeling can help predict how changes in the molecular structure may affect these properties.

In conclusion, ethyl 7-aminoquinoline-2-carboxylate (CAS No. 1447607-02-4) is a promising compound with significant potential in pharmaceutical research. Its unique structural features and biological activities make it an attractive candidate for further development into novel therapeutic agents. As research continues to uncover new applications for quinoline derivatives, ethyl 7-aminoquinoline-2-carboxylate will undoubtedly play a crucial role in advancing our understanding of disease mechanisms and developing effective treatments.

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