Cas no 83684-76-8 (2-Carbamoyl-6-fluorobenzoic acid)

2-Carbamoyl-6-fluorobenzoic acid structure
83684-76-8 structure
Product Name:2-Carbamoyl-6-fluorobenzoic acid
CAS No:83684-76-8
MF:C8H6FNO3
MW:183.136545658112
CID:1089154
PubChem ID:20280818
Update Time:2025-04-23

2-Carbamoyl-6-fluorobenzoic acid Chemical and Physical Properties

Names and Identifiers

    • 2-Carbamoyl-6-fluorobenzoic acid
    • DTXSID30604595
    • 2-Carbamoyl-6-fluorobenzoicacid
    • SCHEMBL10950165
    • 83684-76-8
    • Benzoic acid, 2-(aminocarbonyl)-6-fluoro-
    • Inchi: 1S/C8H6FNO3/c9-5-3-1-2-4(7(10)11)6(5)8(12)13/h1-3H,(H2,10,11)(H,12,13)
    • InChI Key: KREWYWZIYQXLGR-UHFFFAOYSA-N
    • SMILES: FC1=CC=CC(C(N)=O)=C1C(=O)O

Computed Properties

  • Exact Mass: 183.03317122g/mol
  • Monoisotopic Mass: 183.03317122g/mol
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 2
  • Hydrogen Bond Acceptor Count: 4
  • Heavy Atom Count: 13
  • Rotatable Bond Count: 2
  • Complexity: 231
  • 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: 0.1
  • Topological Polar Surface Area: 80.4?2

2-Carbamoyl-6-fluorobenzoic acid Pricemore >>

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Additional information on 2-Carbamoyl-6-fluorobenzoic acid

Introduction to 2-Carbamoyl-6-fluorobenzoic acid (CAS No: 83684-76-8)

2-Carbamoyl-6-fluorobenzoic acid, identified by its Chemical Abstracts Service (CAS) number 83684-76-8, is a fluorinated benzoic acid derivative that has garnered significant attention in the field of pharmaceutical chemistry and medicinal research. This compound belongs to a class of molecules that exhibit diverse biological activities, making it a valuable scaffold for the development of novel therapeutic agents.

The structural motif of 2-Carbamoyl-6-fluorobenzoic acid consists of a benzoic acid core substituted with a carboxamide group at the 2-position and a fluorine atom at the 6-position. The presence of these functional groups imparts unique electronic and steric properties to the molecule, which can be exploited to modulate its interactions with biological targets. Specifically, the fluorine atom is known to enhance metabolic stability and binding affinity, while the carboxamide group introduces hydrophilicity and potential for further derivatization.

In recent years, there has been a surge in research focused on fluorinated aromatic compounds due to their promising pharmacological profiles. Studies have demonstrated that fluorine substitution can significantly alter the pharmacokinetic and pharmacodynamic properties of molecules, often leading to improved efficacy and reduced side effects. 2-Carbamoyl-6-fluorobenzoic acid is no exception, and its potential applications in drug discovery have been extensively explored.

One of the most compelling areas of research involving 2-Carbamoyl-6-fluorobenzoic acid is its role as a key intermediate in the synthesis of bioactive molecules. For instance, it has been utilized in the development of inhibitors targeting various enzymes and receptors implicated in diseases such as cancer, inflammation, and neurodegeneration. The carboxamide moiety serves as a versatile handle for further functionalization, allowing chemists to tailor the molecule's properties for specific biological applications.

The fluorine atom at the 6-position plays a crucial role in modulating the electronic properties of the molecule. Fluorine's high electronegativity can influence nearby functional groups, thereby affecting both the reactivity and binding affinity of 2-Carbamoyl-6-fluorobenzoic acid. This feature has been leveraged in the design of potent and selective inhibitors, where precise control over electronic distributions is essential for optimal binding to biological targets.

Recent advancements in computational chemistry have further enhanced our understanding of how structural modifications influence the biological activity of 2-Carbamoyl-6-fluorobenzoic acid. Molecular modeling studies have revealed that subtle changes in the substitution pattern can significantly impact binding interactions with proteins. These insights have guided the rational design of analogs with improved pharmacological profiles, demonstrating the importance of structure-activity relationship (SAR) studies in drug development.

In addition to its applications in enzyme inhibition, 2-Carbamoyl-6-fluorobenzoic acid has shown promise as a precursor in the synthesis of small-molecule probes for biochemical assays. Its well-defined structure and reactivity make it an ideal candidate for generating derivatives with specific biological functions. Such probes are invaluable tools for dissecting complex biological pathways and identifying new therapeutic targets.

The synthesis of 2-Carbamoyl-6-fluorobenzoic acid itself presents an interesting challenge due to its fluorinated aromatic core. Traditional synthetic routes often involve multi-step sequences that require careful optimization to ensure high yield and purity. However, recent innovations in synthetic methodology have made it possible to access this compound more efficiently, paving the way for large-scale production and further exploration of its applications.

The growing interest in fluorinated benzoic acids has also spurred research into their environmental impact and biodegradability. While these compounds offer numerous advantages in drug development, it is essential to assess their ecological footprint. Studies are ongoing to evaluate how structural modifications affect their environmental persistence and toxicity, ensuring that their use remains sustainable.

In conclusion, 2-Carbamoyl-6-fluorobenzoic acid (CAS No: 83684-76-8) represents a fascinating compound with significant potential in pharmaceutical research. Its unique structural features and versatile reactivity make it a valuable tool for developing novel therapeutics targeting various diseases. As our understanding of structure-activity relationships continues to evolve, so too will the applications of this remarkable molecule.

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