Cas no 86724-80-3 (2-amino-6-fluoropyridine-3-carboxamide)

2-Amino-6-fluoropyridine-3-carboxamide is a fluorinated pyridine derivative with a carboxamide functional group, offering versatile reactivity for pharmaceutical and agrochemical applications. Its structural features, including the electron-withdrawing fluorine atom and the nucleophilic amino group, make it a valuable intermediate in heterocyclic synthesis. The compound exhibits potential as a building block for bioactive molecules due to its ability to participate in condensation, cyclization, and cross-coupling reactions. Its stability under standard conditions and compatibility with common synthetic methodologies enhance its utility in medicinal chemistry research. The fluoropyridine core contributes to improved metabolic stability and binding affinity in target compounds, making it a preferred scaffold for drug discovery efforts.
2-amino-6-fluoropyridine-3-carboxamide structure
86724-80-3 structure
Product Name:2-amino-6-fluoropyridine-3-carboxamide
CAS No:86724-80-3
MF:C6H6FN3O
MW:155.129744052887
MDL:MFCD16657577
CID:1856469
PubChem ID:13151385
Update Time:2025-05-20

2-amino-6-fluoropyridine-3-carboxamide Chemical and Physical Properties

Names and Identifiers

    • 2-amino-6-fluoropyridine-3-carboxamide
    • 2-amino-6-fluoronicotinamide
    • 86724-80-3
    • F20285
    • DB-227251
    • 2-AMINO-6-FLUORO-NICOTINAMIDE
    • SCHEMBL6837648
    • GFDVOJCILKALGG-UHFFFAOYSA-N
    • MDL: MFCD16657577
    • Inchi: 1S/C6H6FN3O/c7-4-2-1-3(6(9)11)5(8)10-4/h1-2H,(H2,8,10)(H2,9,11)
    • InChI Key: GFDVOJCILKALGG-UHFFFAOYSA-N
    • SMILES: FC1=CC=C(C(N)=O)C(N)=N1

Computed Properties

  • Exact Mass: 155.04948999Da
  • Monoisotopic Mass: 155.04948999Da
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 2
  • Hydrogen Bond Acceptor Count: 4
  • Heavy Atom Count: 11
  • Rotatable Bond Count: 1
  • Complexity: 164
  • 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: 0.4
  • Topological Polar Surface Area: 82?2

2-amino-6-fluoropyridine-3-carboxamide Pricemore >>

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Additional information on 2-amino-6-fluoropyridine-3-carboxamide

Exploring the Versatile Applications of 2-Amino-6-fluoropyridine-3-carboxamide (CAS No. 86724-80-3)

2-Amino-6-fluoropyridine-3-carboxamide (CAS No. 86724-80-3) is a fluorinated pyridine derivative that has garnered significant attention in pharmaceutical and agrochemical research. This compound, often referred to as 6-fluoro-2-aminopyridine-3-carboxamide, features a unique molecular structure combining a pyridine ring with amino and carboxamide functional groups, along with a fluorine substituent. Its molecular formula is C6H6FN3O, and it typically appears as a white to off-white crystalline powder.

The presence of both amino and carboxamide groups in the 2-amino-6-fluoropyridine scaffold makes this compound particularly valuable for drug discovery. Researchers are increasingly interested in its potential as a building block for kinase inhibitors, given the growing demand for targeted cancer therapies. The fluoropyridine moiety is known to enhance metabolic stability and bioavailability, addressing one of the key challenges in modern drug development.

In recent years, 2-amino-6-fluoropyridine-3-carboxamide has emerged as a crucial intermediate in the synthesis of novel antiviral compounds. With the global focus on pandemic preparedness, this compound's role in developing treatments for RNA viruses has become particularly relevant. Its structural features allow for effective interaction with viral polymerases, making it a valuable scaffold for medicinal chemists working on next-generation antiviral agents.

The agrochemical industry has also shown growing interest in 6-fluoro-2-aminopyridine-3-carboxamide derivatives. As sustainable agriculture gains prominence, researchers are exploring these compounds for developing new generation pesticides with improved selectivity and reduced environmental impact. The fluorine atom in the fluoropyridine structure often contributes to enhanced bioactivity while maintaining favorable environmental profiles.

From a synthetic chemistry perspective, 2-amino-6-fluoropyridine-3-carboxamide offers several advantages. Its relatively straightforward synthesis from commercially available starting materials makes it accessible for scale-up production. The compound's stability under various reaction conditions allows for diverse functionalization, enabling the creation of numerous derivatives for structure-activity relationship studies.

Quality control of CAS 86724-80-3 material is crucial for research applications. Analytical methods such as HPLC, NMR, and mass spectrometry are routinely employed to verify the purity and identity of this compound. The typical purity grade for research purposes exceeds 97%, with some specialized applications requiring 99%+ purity levels. Proper storage conditions (room temperature in a dry environment) ensure long-term stability of this valuable chemical intermediate.

The market for 2-amino-6-fluoropyridine-3-carboxamide has shown steady growth, particularly in regions with strong pharmaceutical and agrochemical sectors. As drug discovery pipelines expand and the demand for novel crop protection solutions increases, this compound is expected to maintain its importance in specialty chemical markets. Current research trends suggest growing applications in materials science, particularly in the development of advanced organic electronic materials.

Environmental and safety considerations for handling 6-fluoro-2-aminopyridine-3-carboxamide follow standard laboratory protocols. While not classified as highly hazardous, proper personal protective equipment (gloves, safety glasses) is recommended when working with this compound. Waste disposal should comply with local regulations for nitrogen-containing organic compounds.

Recent patent literature reveals increasing innovation around 2-amino-6-fluoropyridine-3-carboxamide derivatives, particularly in the areas of oncology and infectious disease treatments. The compound's versatility as a synthetic intermediate continues to inspire novel applications, with several clinical candidates in development featuring this structural motif. This trend aligns with the broader pharmaceutical industry's focus on targeted therapies and personalized medicine approaches.

For researchers sourcing CAS 86724-80-3, it's important to verify suppliers' credentials and quality control processes. The compound is available from several specialty chemical manufacturers, with options for custom synthesis and bulk quantities. Pricing typically reflects the purity grade and scale of purchase, with research-scale quantities (1-100g) being most commonly requested by academic and industrial laboratories.

Future research directions for 2-amino-6-fluoropyridine-3-carboxamide include exploration of its metal-chelating properties and potential applications in catalysis. The compound's ability to form stable complexes with various transition metals opens possibilities in homogeneous catalysis and materials science. Additionally, its electronic properties make it interesting for organic semiconductor applications, particularly in the development of novel electron-transport materials.

In conclusion, 2-amino-6-fluoropyridine-3-carboxamide (CAS No. 86724-80-3) represents a versatile and valuable chemical building block with wide-ranging applications in medicinal chemistry, agrochemical development, and materials science. Its unique combination of structural features continues to inspire innovation across multiple scientific disciplines, positioning it as an important compound in contemporary chemical research and development.

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