Cas no 2138307-26-1 (4-Quinolinecarboxylic acid, 7-iodo-)

4-Quinolinecarboxylic acid, 7-iodo-, is a halogenated quinoline derivative with significant utility in organic synthesis and pharmaceutical research. The presence of the iodine substituent at the 7-position enhances its reactivity, making it a valuable intermediate for cross-coupling reactions, such as Suzuki or Sonogashira couplings, which are pivotal in constructing complex heterocyclic frameworks. Its carboxylic acid functionality further allows for derivatization into esters, amides, or other functional groups, broadening its applicability in medicinal chemistry. This compound is particularly useful in the development of bioactive molecules, including potential antimicrobial or anticancer agents, due to the quinoline scaffold's prevalence in pharmacologically active compounds. High purity and consistent quality ensure reliable performance in synthetic applications.
4-Quinolinecarboxylic acid, 7-iodo- structure
2138307-26-1 structure
Product Name:4-Quinolinecarboxylic acid, 7-iodo-
CAS No:2138307-26-1
MF:C10H6INO2
MW:299.064614772797
CID:5290917
Update Time:2025-11-01

4-Quinolinecarboxylic acid, 7-iodo- Chemical and Physical Properties

Names and Identifiers

    • 4-Quinolinecarboxylic acid, 7-iodo-
    • Inchi: 1S/C10H6INO2/c11-6-1-2-7-8(10(13)14)3-4-12-9(7)5-6/h1-5H,(H,13,14)
    • InChI Key: SCXLDEZQRUHVGL-UHFFFAOYSA-N
    • SMILES: N1C2C(=CC=C(I)C=2)C(C(O)=O)=CC=1

4-Quinolinecarboxylic acid, 7-iodo- Pricemore >>

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Additional information on 4-Quinolinecarboxylic acid, 7-iodo-

4-Quinolinecarboxylic Acid, 7-Iodo-

4-Quinolinecarboxylic acid, 7-iodo- (CAS No. 2138307-26-1) is a highly specialized organic compound that has garnered significant attention in the fields of organic chemistry, pharmacology, and materials science. This compound belongs to the quinoline family, a class of heterocyclic aromatic compounds that are widely studied for their diverse applications in drug discovery and advanced materials. The presence of the iodo group at the 7-position and the carboxylic acid group at the 4-position introduces unique electronic and structural properties, making this compound a valuable building block in modern chemical research.

The synthesis of 4-Quinolinecarboxylic acid, 7-iodo- typically involves multi-step processes that require precise control over reaction conditions. Recent advancements in catalytic methods and transition metal-mediated coupling reactions have enabled more efficient and scalable syntheses of this compound. For instance, researchers have employed palladium-catalyzed cross-coupling reactions to introduce the iodo group at the 7-position with high regioselectivity. These methods not only enhance the purity of the final product but also reduce the environmental footprint of the synthesis process.

In terms of applications, 4-Quinolinecarboxylic acid, 7-iodo- has been extensively studied for its potential in drug design. The quinoline backbone is known for its ability to interact with various biological targets, such as protein kinases and G-protein coupled receptors (GPCRs). The iodo group at the 7-position can serve as a site for further functionalization, allowing chemists to explore diverse bioisosteres and analogs. Recent studies have demonstrated that this compound exhibits promising activity against certain cancer cell lines, particularly those resistant to conventional chemotherapy agents. Its ability to modulate key signaling pathways makes it a candidate for developing next-generation anticancer therapies.

Beyond pharmacology, 4-Quinolinecarboxylic acid, 7-iodo- has also found applications in materials science. The aromaticity and conjugation within the quinoline framework make it suitable for use in organic electronics. Researchers have incorporated this compound into thin-film transistor (TFT) devices, where it exhibits excellent charge transport properties. The carboxylic acid group provides additional functionality by enabling surface modification and compatibility with various substrates. These properties make it a potential candidate for use in flexible electronics and optoelectronic devices.

The structural versatility of 4-Quinolinecarboxylic acid, 7-iodo- has also led to its use in supramolecular chemistry. The iodo group can act as a coordinating unit in metallo-supramolecular assemblies, while the carboxylic acid group can participate in hydrogen bonding networks. Recent studies have shown that this compound can self-assemble into ordered nanostructures under specific conditions, which could have implications for drug delivery systems and nanotechnology.

In conclusion, 4-Quinolinecarboxylic acid, 7-iodo- (CAS No. 2138307-26-1) is a versatile compound with a wide range of applications across multiple disciplines. Its unique chemical structure and functional groups make it an invaluable tool for researchers in drug discovery, materials science, and supramolecular chemistry. As ongoing research continues to uncover new properties and applications of this compound, its role in advancing modern science is expected to grow significantly.

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