Cas no 1211590-74-7 (4-chloro-6-fluoropyridine-2-carboxylic acid)

4-Chloro-6-fluoropyridine-2-carboxylic acid is a halogenated pyridine derivative with significant utility in pharmaceutical and agrochemical synthesis. Its structure, featuring both chloro and fluoro substituents, enhances reactivity and selectivity in cross-coupling reactions, making it a valuable intermediate for constructing complex heterocyclic compounds. The carboxylic acid moiety allows for further functionalization, enabling derivatization into esters, amides, or other pharmacophores. This compound is particularly useful in medicinal chemistry for the development of bioactive molecules due to its balanced electronic properties and stability under standard reaction conditions. High purity grades ensure consistent performance in research and industrial applications.
4-chloro-6-fluoropyridine-2-carboxylic acid structure
1211590-74-7 structure
Product Name:4-chloro-6-fluoropyridine-2-carboxylic acid
CAS No:1211590-74-7
MF:C6H3ClFNO2
MW:175.544924020767
MDL:MFCD18257391
CID:2130365
PubChem ID:72213987
Update Time:2025-07-01

4-chloro-6-fluoropyridine-2-carboxylic acid Chemical and Physical Properties

Names and Identifiers

    • 4-chloro-6-fluoropicolinic acid
    • 4-chloro-6-fluoropyridine-2-carboxylic acid
    • starbld0017955
    • DTXSID001262419
    • 1211590-74-7
    • 2-Pyridinecarboxylic acid, 4-chloro-6-fluoro-
    • 4-Chloro-6-fluoro-2-pyridinecarboxylic acid
    • AT42380
    • EN300-217445
    • AB74912
    • DB-358163
    • MDL: MFCD18257391
    • Inchi: 1S/C6H3ClFNO2/c7-3-1-4(6(10)11)9-5(8)2-3/h1-2H,(H,10,11)
    • InChI Key: BEPFKGFRGBCJFH-UHFFFAOYSA-N
    • SMILES: ClC1C=C(N=C(C(=O)O)C=1)F

Computed Properties

  • Exact Mass: 174.9836342g/mol
  • Monoisotopic Mass: 174.9836342g/mol
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 1
  • Hydrogen Bond Acceptor Count: 4
  • Heavy Atom Count: 11
  • Rotatable Bond Count: 1
  • Complexity: 167
  • 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: 1.8
  • Topological Polar Surface Area: 50.2?2

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Additional information on 4-chloro-6-fluoropyridine-2-carboxylic acid

Professional Introduction to 4-chloro-6-fluoropyridine-2-carboxylic Acid (CAS No. 1211590-74-7)

4-chloro-6-fluoropyridine-2-carboxylic acid, with the chemical identifier CAS No. 1211590-74-7, is a significant compound in the realm of pharmaceutical and agrochemical research. This heterocyclic organic compound features a pyridine core substituted with a carboxylic acid group at the 2-position, a chlorine atom at the 4-position, and a fluorine atom at the 6-position. These substituents contribute to its unique chemical properties and make it a valuable intermediate in the synthesis of various biologically active molecules.

The< strong>pyridine scaffold is one of the most versatile heterocyclic structures in medicinal chemistry, widely recognized for its ability to interact with biological targets such as enzymes and receptors. The presence of both< strong>chloro and< strong>fluoro substituents enhances the compound's lipophilicity and metabolic stability, which are critical factors in drug design. The carboxylic acid functionality at the 2-position provides a reactive site for further derivatization, enabling the construction of more complex molecular architectures.

In recent years, there has been a growing interest in< strong>4-chloro-6-fluoropyridine-2-carboxylic acid due to its potential applications in the development of novel therapeutic agents. One particularly promising area is its use as a building block for kinase inhibitors, which are essential in treating cancers and inflammatory diseases. For instance, studies have demonstrated that pyridine derivatives can effectively modulate the activity of tyrosine kinases by binding to their ATP-binding pockets. The< strong>chloro and< strong>fluoro groups in this compound play a crucial role in optimizing such interactions, enhancing binding affinity and selectivity.

Furthermore, the< strong>CAS No. 1211590-74-7-labeled compound has shown promise in the synthesis of antiviral agents. The unique electronic properties induced by the fluorine substituent can influence the reactivity of adjacent functional groups, making it an attractive moiety for designing molecules that interact with viral proteases or polymerases. Preliminary studies have indicated that derivatives of< strong>4-chloro-6-fluoropyridine-2-carboxylic acid exhibit inhibitory activity against certain RNA viruses, suggesting its potential as a lead compound for further development.

The agrochemical industry has also recognized the value of< strong>4-chloro-6-fluoropyridine-2-carboxylic acid. Its structural features make it a suitable candidate for developing novel pesticides that target specific enzymatic pathways in pests while maintaining low toxicity to non-target organisms. Research has focused on utilizing its carboxylic acid group for conjugation with other bioactive molecules, creating compounds that disrupt essential metabolic processes in insects and weeds. This approach aligns with the growing demand for environmentally friendly agrochemicals that offer effective pest control with minimal ecological impact.

The synthetic methodologies for preparing< strong>4-chloro-6-fluoropyridine-2-carboxylic acid have been refined over time, leading to more efficient and scalable processes. Traditional methods often involve multi-step reactions starting from readily available pyridine derivatives, followed by functional group transformations such as halogenation and carboxylation. However, recent advances in catalytic techniques have enabled more direct routes to this compound, reducing reaction times and improving yields. These improvements are crucial for industrial applications where cost-effectiveness and sustainability are paramount.

In conclusion, CAS No. 1211590-74-7, corresponding to< strong>4-chloro-6-fluoropyridine-2-carboxylic acid, is a multifaceted compound with significant potential in pharmaceuticals and agrochemicals. Its unique structural features enable diverse applications in drug discovery, from kinase inhibitors to antiviral agents, while also offering promise in sustainable agriculture through novel pesticide development. As research continues to uncover new synthetic strategies and biological activities, this compound is poised to remain a cornerstone of innovation in chemical biology.

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