Cas no 24242-18-0 (5-carbamoylpyridine-2-carboxylic acid)

5-Carbamoylpyridine-2-carboxylic acid is a versatile heterocyclic compound featuring both a carboxamide and a carboxylic acid functional group on a pyridine scaffold. Its bifunctional structure makes it a valuable intermediate in organic synthesis, particularly in the preparation of pharmaceuticals, agrochemicals, and coordination complexes. The compound exhibits high reactivity at both functional sites, enabling selective modifications for derivatization or coupling reactions. Its stability under standard conditions and compatibility with a range of solvents enhance its utility in multistep synthetic routes. The pyridine core further contributes to its potential applications in metal-chelating or catalytic systems. This compound is well-suited for research and industrial applications requiring precise molecular tailoring.
5-carbamoylpyridine-2-carboxylic acid structure
24242-18-0 structure
Product Name:5-carbamoylpyridine-2-carboxylic acid
CAS No:24242-18-0
MF:C7H6N2O3
MW:166.13414144516
CID:1419730
PubChem ID:2726657
Update Time:2025-08-04

5-carbamoylpyridine-2-carboxylic acid Chemical and Physical Properties

Names and Identifiers

    • 2-Pyridinecarboxylic acid, 5-(aminocarbonyl)-
    • pyridine 2-carboxylic acid 5-carboxamide
    • 5-(Aminocarbonyl)-2-pyridinecarboxylic acid
    • AKOS008132007
    • EN300-58880
    • Z425333840
    • DTXSID901259904
    • 5-carbamoylpyridine-2-carboxylicAcid
    • SY180721
    • CS-0252065
    • G20982
    • SCHEMBL1978610
    • 5-carbamoylpyridine-2-carboxylic Acid
    • 24242-18-0
    • MFCD04111156
    • KGBSMDOELQXOBN-UHFFFAOYSA-N
    • DB-185364
    • 5-carbamoylpyridine-2-carboxylic acid
    • Inchi: 1S/C7H6N2O3/c8-6(10)4-1-2-5(7(11)12)9-3-4/h1-3H,(H2,8,10)(H,11,12)
    • InChI Key: KGBSMDOELQXOBN-UHFFFAOYSA-N
    • SMILES: OC(C1C=CC(C(N)=O)=CN=1)=O

Computed Properties

  • Exact Mass: 166.03788
  • Monoisotopic Mass: 166.03784206g/mol
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 2
  • Hydrogen Bond Acceptor Count: 4
  • Heavy Atom Count: 12
  • Rotatable Bond Count: 2
  • Complexity: 205
  • 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: 0.9
  • Topological Polar Surface Area: 93.3?2

Experimental Properties

  • PSA: 93.28

5-carbamoylpyridine-2-carboxylic acid Security Information

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Additional information on 5-carbamoylpyridine-2-carboxylic acid

5-Carbamoylpyridine-2-carboxylic Acid: A Comprehensive Overview

5-Carbamoylpyridine-2-carboxylic acid, identified by the CAS number 24242-18-0, is a significant compound in the realm of organic chemistry. This compound belongs to the class of pyridine derivatives, which have garnered substantial attention due to their diverse applications in pharmaceuticals, agrochemicals, and materials science. The structure of 5-carbamoylpyridine-2-carboxylic acid consists of a pyridine ring substituted with a carbamoyl group at position 5 and a carboxylic acid group at position 2. This unique substitution pattern imparts distinctive chemical and physical properties to the molecule, making it a valuable compound for various research and industrial applications.

The synthesis of 5-carbamoylpyridine-2-carboxylic acid typically involves multi-step organic reactions, often starting from pyridine derivatives. Recent advancements in synthetic methodologies have enabled more efficient and selective routes to this compound. For instance, researchers have explored the use of catalytic asymmetric synthesis to construct the chiral centers present in this molecule. Such approaches not only enhance the yield but also improve the purity of the final product, which is crucial for its application in drug discovery and other high-stakes industries.

In terms of chemical properties, 5-carbamoylpyridine-2-carboxylic acid exhibits interesting behavior in both acidic and basic conditions due to the presence of the carboxylic acid group. The compound is known to form stable salts with various cations, which can be exploited in drug delivery systems to modulate solubility and bioavailability. Additionally, the carbamoyl group imparts hydrogen bonding capabilities, making this compound suitable for applications in supramolecular chemistry and crystal engineering.

The biological activity of 5-carbamoylpyridine-2-carboxylic acid has been a focal point of recent research efforts. Studies have demonstrated that this compound exhibits potential anti-inflammatory and antioxidant properties, which could be harnessed in the development of novel therapeutic agents. Furthermore, its ability to inhibit certain enzymes associated with neurodegenerative diseases has been reported in recent publications, highlighting its potential role in neuroprotective therapies.

In the field of materials science, 5-carbamoylpyridine-2-carboxylic acid has shown promise as a building block for constructing coordination polymers and metal-organic frameworks (MOFs). The carboxylic acid group serves as a versatile ligand for metal ions, enabling the formation of complex architectures with tailored porosity and functionality. Recent research has explored its use in creating MOFs with enhanced gas adsorption capabilities, which could find applications in carbon capture and storage technologies.

The environmental impact of synthesizing and utilizing 5-carbamoylpyridine-2-carboxylic acid has also come under scrutiny. Efforts are being made to develop greener synthesis routes that minimize waste generation and energy consumption. For instance, catalytic cross-coupling reactions using renewable catalysts have been proposed as sustainable alternatives to traditional methods. These advancements not only align with current environmental goals but also pave the way for large-scale industrial production of this compound.

In conclusion, 5-carbamoylpyridine-2-carboxylic acid, with its unique structure and versatile properties, continues to be a subject of intense research across multiple disciplines. From drug discovery to materials science, this compound offers immense potential for innovation and practical applications. As research progresses, it is anticipated that new insights into its chemistry and biology will further expand its utility in addressing global challenges in health and sustainability.

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