Cas no 1402672-23-4 (3-Cinnolinecarboxylic acid, 7-bromo-)

3-Cinnolinecarboxylic acid, 7-bromo-, is a brominated cinnoline derivative with a carboxylic acid functional group at the 3-position. This compound serves as a versatile intermediate in organic synthesis, particularly in the development of pharmaceuticals and agrochemicals. The presence of the bromo substituent at the 7-position enhances its reactivity, enabling selective cross-coupling reactions such as Suzuki or Buchwald-Hartwig amination. The carboxylic acid group further allows for derivatization into esters, amides, or other functionalized derivatives. Its well-defined structure and high purity make it suitable for research applications in medicinal chemistry and material science, where precise molecular modifications are required.
3-Cinnolinecarboxylic acid, 7-bromo- structure
1402672-23-4 structure
Product Name:3-Cinnolinecarboxylic acid, 7-bromo-
CAS No:1402672-23-4
MF:C9H5BrN2O2
MW:253.052201032639
CID:6416466
PubChem ID:83900605
Update Time:2025-05-25

3-Cinnolinecarboxylic acid, 7-bromo- Chemical and Physical Properties

Names and Identifiers

    • 3-Cinnolinecarboxylic acid, 7-bromo-
    • 1402672-23-4
    • 7-bromocinnoline-3-carboxylic acid
    • EN300-7435168
    • Inchi: 1S/C9H5BrN2O2/c10-6-2-1-5-3-8(9(13)14)12-11-7(5)4-6/h1-4H,(H,13,14)
    • InChI Key: UHGVLGKQLGXPNY-UHFFFAOYSA-N
    • SMILES: N1=C2C(C=CC(Br)=C2)=CC(C(O)=O)=N1

Computed Properties

  • Exact Mass: 251.95344g/mol
  • Monoisotopic Mass: 251.95344g/mol
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 1
  • Hydrogen Bond Acceptor Count: 4
  • Heavy Atom Count: 14
  • Rotatable Bond Count: 1
  • Complexity: 237
  • 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: 1.7
  • Topological Polar Surface Area: 63.1?2

Experimental Properties

  • Density: 1.824±0.06 g/cm3(Predicted)
  • Boiling Point: 435.0±53.0 °C(Predicted)
  • pka: 2.77±0.30(Predicted)

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Additional information on 3-Cinnolinecarboxylic acid, 7-bromo-

Exploring 3-Cinnolinecarboxylic acid, 7-bromo- (CAS No. 1402672-23-4): A Versatile Compound in Modern Research

In the realm of heterocyclic chemistry, 3-Cinnolinecarboxylic acid, 7-bromo- (CAS No. 1402672-23-4) has emerged as a compound of significant interest due to its unique structural properties and potential applications. This cinnoline derivative is characterized by a bromine substitution at the 7-position, which enhances its reactivity and utility in various synthetic pathways. Researchers are increasingly focusing on this compound for its role in pharmaceutical intermediates and material science, aligning with the growing demand for novel bioactive molecules and advanced functional materials.

The 7-bromo substitution in 3-Cinnolinecarboxylic acid offers distinct advantages in cross-coupling reactions, a topic frequently searched in modern organic chemistry forums. This feature makes it a valuable building block for constructing complex molecular architectures, such as drug candidates or organic electronic materials. Recent studies highlight its potential in catalysis and ligand design, addressing trending queries like "how to optimize Suzuki-Miyaura reactions" or "new brominated heterocycles for OLEDs."

From a synthetic perspective, the carboxylic acid group in 3-Cinnolinecarboxylic acid, 7-bromo- enables diverse derivatization strategies. This aligns with the current focus on green chemistry and atom economy, as researchers seek efficient methods to functionalize such scaffolds. Popular search terms like "sustainable synthesis of cinnoline derivatives" or "bromo-substituted heterocycles in medicinal chemistry" reflect this trend, underscoring the compound's relevance in contemporary research.

Analytical techniques such as NMR spectroscopy and HPLC-MS are critical for characterizing CAS No. 1402672-23-4, a point often raised in academic discussions about quality control in fine chemical production. The compound's stability under various conditions is another area of investigation, responding to practical questions like "how to store brominated cinnoline derivatives" or "solubility of 7-bromo-3-cinnolinecarboxylic acid."

In the context of intellectual property, 3-Cinnolinecarboxylic acid, 7-bromo- has been cited in several patent applications related to kinase inhibitors and antimicrobial agents. This connects to the broader interest in "new heterocyclic compounds for drug discovery," a frequently searched phrase in scientific databases. Its structural motif is also explored in computational chemistry studies, addressing the rising popularity of AI-driven molecular design tools.

As regulatory standards evolve, the compound's safety profile and environmental impact are under scrutiny, mirroring public concerns about "sustainable chemical innovation." Researchers emphasize the need for proper waste management protocols when handling brominated compounds, a topic gaining traction in industrial chemistry circles.

The future of 3-Cinnolinecarboxylic acid, 7-bromo- lies in its adaptability to emerging technologies. With growing interest in high-throughput screening and combinatorial chemistry, this compound may play a pivotal role in accelerating the discovery of next-generation therapeutics and functional materials, answering the persistent question: "What are the most promising heterocycles for 21st-century applications?"

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