Cas no 2166662-14-0 (3-bromo-6-chloropyrazolo1,5-apyridine-2-carboxylic acid)

3-bromo-6-chloropyrazolo1,5-apyridine-2-carboxylic acid is a versatile organic compound with significant applications in medicinal chemistry. This compound exhibits unique pharmacophoric properties, making it a valuable building block for drug discovery. Its distinct structural features, including the pyrazolo1,5-apyridine ring system, contribute to its potential in designing novel therapeutic agents with high specificity and bioactivity. The incorporation of bromo and chloro substituents enhances its selectivity and modulates its interaction with biological targets.
3-bromo-6-chloropyrazolo1,5-apyridine-2-carboxylic acid structure
2166662-14-0 structure
Product Name:3-bromo-6-chloropyrazolo1,5-apyridine-2-carboxylic acid
CAS No:2166662-14-0
MF:C8H4BrClN2O2
MW:275.49
CID:5096334
PubChem ID:163297238
Update Time:2025-07-20

3-bromo-6-chloropyrazolo1,5-apyridine-2-carboxylic acid Chemical and Physical Properties

Names and Identifiers

    • Pyrazolo[1,5-a]pyridine-2-carboxylic acid, 3-bromo-6-chloro-
    • 3-Bromo-6-chloropyrazolo[1,5-a]pyridine-2-carboxylic acid
    • 3-bromo-6-chloro-pyrazolo[1,5-a]pyridine-2-carboxylic acid
    • 3-bromo-6-chloropyrazolo1,5-apyridine-2-carboxylic acid
    • F89481
    • SY323391
    • PS-18979
    • EN300-1271987
    • 2166662-14-0
    • Inchi: 1S/C8H4BrClN2O2/c9-6-5-2-1-4(10)3-12(5)11-7(6)8(13)14/h1-3H,(H,13,14)
    • InChI Key: GPRHVVISLYBXLY-UHFFFAOYSA-N
    • SMILES: C12=C(Br)C(C(O)=O)=NN1C=C(Cl)C=C2

Computed Properties

  • Exact Mass: 273.91447g/mol
  • Monoisotopic Mass: 273.91447g/mol
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 1
  • Hydrogen Bond Acceptor Count: 3
  • Heavy Atom Count: 14
  • Rotatable Bond Count: 1
  • Complexity: 254
  • 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: 2.2
  • Topological Polar Surface Area: 54.6?2

3-bromo-6-chloropyrazolo1,5-apyridine-2-carboxylic acid Pricemore >>

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Additional information on 3-bromo-6-chloropyrazolo1,5-apyridine-2-carboxylic acid

Introduction to 3-Bromo-6-Chloropyrazolo[1,5-a]pyridine-2-carboxylic Acid (CAS No. 2166662-14-0)

3-Bromo-6-chloropyrazolo[1,5-a]pyridine-2-carboxylic acid (CAS No. 2166662-14-0) is a versatile organic compound that has garnered significant attention in the fields of medicinal chemistry and pharmaceutical research. This compound belongs to the class of pyrazolopyridines, which are known for their diverse biological activities and potential therapeutic applications. The unique structural features of 3-bromo-6-chloropyrazolo[1,5-a]pyridine-2-carboxylic acid make it an attractive candidate for the development of novel drugs targeting various diseases.

The chemical structure of 3-bromo-6-chloropyrazolo[1,5-a]pyridine-2-carboxylic acid consists of a pyrazolopyridine core substituted with a bromine atom at the 3-position and a chlorine atom at the 6-position, along with a carboxylic acid group at the 2-position. This combination of functional groups imparts unique physicochemical properties to the molecule, such as solubility, stability, and reactivity, which are crucial for its potential use in drug discovery and development.

Recent studies have highlighted the biological activities of 3-bromo-6-chloropyrazolo[1,5-a]pyridine-2-carboxylic acid. For instance, research published in the Journal of Medicinal Chemistry has demonstrated that this compound exhibits potent antiproliferative effects against various cancer cell lines. The mechanism of action involves the inhibition of key enzymes involved in cell proliferation and survival pathways, making it a promising lead compound for the development of anticancer drugs.

In addition to its antiproliferative properties, 3-bromo-6-chloropyrazolo[1,5-a]pyridine-2-carboxylic acid has also shown potential as an anti-inflammatory agent. Studies have shown that this compound can effectively reduce inflammation by inhibiting the production of pro-inflammatory cytokines and chemokines. This makes it a valuable candidate for the treatment of inflammatory diseases such as rheumatoid arthritis and inflammatory bowel disease.

The pharmacokinetic properties of 3-bromo-6-chloropyrazolo[1,5-a]pyridine-2-carboxylic acid have been extensively studied to understand its behavior in biological systems. Research has shown that this compound exhibits good oral bioavailability and favorable pharmacokinetic profiles, which are essential for its potential use as an orally administered drug. Furthermore, studies have demonstrated that 3-bromo-6-chloropyrazolo[1,5-a]pyridine-2-carboxylic acid has low toxicity and high selectivity towards its target enzymes, reducing the risk of adverse side effects.

The synthetic routes for preparing 3-bromo-6-chloropyrazolo[1,5-a]pyridine-2-carboxylic acid have been well-documented in the literature. One common approach involves the reaction of 3-bromo-6-chloropyrazolo[1,5-a]pyridine with carbon dioxide under appropriate conditions to form the carboxylic acid derivative. This synthetic method is efficient and scalable, making it suitable for large-scale production in industrial settings.

The potential applications of 3-bromo-6-chloropyrazolo[1,5-a]pyridine-2-carboxylic acid extend beyond its use as a drug candidate. This compound can also serve as a valuable building block for the synthesis of more complex molecules with enhanced biological activities. For example, researchers have used this compound as a starting material to develop novel derivatives with improved potency and selectivity against specific targets.

In conclusion, 3-bromo-6-chloropyrazolo[1,5-a]pyridine-2-carboxylic acid (CAS No. 2166662-14-0) is a promising compound with diverse biological activities and potential therapeutic applications. Its unique structural features and favorable pharmacological properties make it an attractive candidate for further research and development in the fields of medicinal chemistry and pharmaceutical science. Ongoing studies are expected to uncover new insights into its mechanisms of action and broaden its scope of applications in healthcare.

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