Cas no 31888-72-9 (N-hydroxypyridine-2-carboxamide)

N-Hydroxypyridine-2-carboxamide is a heterocyclic compound featuring a hydroxamic acid functional group attached to a pyridine ring. Its structure confers strong metal-chelating properties, making it useful in coordination chemistry and catalysis. The compound exhibits stability under a range of conditions, facilitating its application in synthetic and analytical processes. Its hydroxamic acid moiety enables selective binding to transition metals, which is valuable in metalloenzyme inhibition studies and chelation therapy research. Additionally, the pyridine ring enhances solubility in polar solvents, improving reactivity in aqueous systems. This compound serves as a versatile intermediate in pharmaceutical and materials science research, particularly in designing metal-targeting agents.
N-hydroxypyridine-2-carboxamide structure
31888-72-9 structure
Product Name:N-hydroxypyridine-2-carboxamide
CAS No:31888-72-9
MF:C6H6N2O2
MW:138.124041080475
CID:314947
PubChem ID:147399
Update Time:2025-06-08

N-hydroxypyridine-2-carboxamide Chemical and Physical Properties

Names and Identifiers

    • 2-Pyridinecarboxamide,N-hydroxy-
    • N-hydroxypyridine-2-carboxamide
    • N-Hydroxy-2-pyridinecarboxamide
    • PYRIDINE-2-CARBOXAMIC ACID
    • N-hydroxy 2-pyridinecarboxamide
    • DTXSID10185736
    • pyridine-2-hydroxamic acid
    • Pyridine-2-carbohydroxamic acid
    • 31888-72-9
    • F70349
    • N-Hydroxy-2-pyridinecarboxamide #
    • 2-Pyridinecarboxamide, N-hydroxy-
    • EN300-1294293
    • Picolinohydroxamic acid
    • Oprea1_737178
    • pyridylhydroxamic acid
    • CHEMBL1801806
    • Pyridinecarboxamide, N-hydroxy-
    • AKOS000184802
    • SCHEMBL1412816
    • BRN 0118368
    • 5-22-02-00022 (Beilstein Handbook Reference)
    • 2-Pyridinehydroxamic acid
    • 2-Pyridinecarbohydroxamic acid
    • 2-Pyridinecarboxamide, N-hydroxy-(9CI)
    • DTXCID50108227
    • Inchi: 1S/C6H6N2O2/c9-6(8-10)5-3-1-2-4-7-5/h1-4,10H,(H,8,9)
    • InChI Key: AWJLBFXUZYCIIH-UHFFFAOYSA-N
    • SMILES: O=C(C1C=CC=CN=1)NO

Computed Properties

  • Exact Mass: 138.04298
  • Monoisotopic Mass: 138.043
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 2
  • Hydrogen Bond Acceptor Count: 3
  • Heavy Atom Count: 10
  • Rotatable Bond Count: 1
  • Complexity: 127
  • 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
  • Topological Polar Surface Area: 62.2?2
  • XLogP3: _0.6

Experimental Properties

  • Density: 1.328
  • Boiling Point: °Cat760mmHg
  • Flash Point: °C
  • Refractive Index: 1.585
  • PSA: 62.22

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Additional information on N-hydroxypyridine-2-carboxamide

Introduction to N-hydroxypyridine-2-carboxamide (CAS No. 31888-72-9)

N-hydroxypyridine-2-carboxamide, a compound with the chemical formula C?H?N?O? and CAS number 31888-72-9, is a significant molecule in the field of pharmaceutical chemistry and biochemistry. This compound has garnered considerable attention due to its versatile applications and potential in drug development. The structure of N-hydroxypyridine-2-carboxamide consists of a pyridine ring substituted with a carboxamide group at the 2-position, making it a valuable intermediate in the synthesis of various bioactive molecules.

The< strong>N-hydroxypyridine-2-carboxamide molecule exhibits unique chemical properties that make it suitable for numerous applications. Its ability to participate in nucleophilic substitution reactions and its stability under various conditions have made it a preferred choice for researchers in the synthesis of complex organic molecules. Additionally, the presence of both nitrogen and oxygen heteroatoms in its structure allows for diverse interactions with biological targets, enhancing its potential as a pharmacophore.

In recent years, there has been a growing interest in exploring the pharmacological properties of< strong>N-hydroxypyridine-2-carboxamide. Studies have demonstrated its role as a key intermediate in the development of novel therapeutic agents. For instance, researchers have utilized this compound to synthesize inhibitors targeting various enzymes involved in metabolic pathways. These inhibitors have shown promise in preclinical studies, indicating their potential as candidates for further clinical development.

One of the most notable applications of< strong>N-hydroxypyridine-2-carboxamide is in the field of antiviral research. The pyridine ring and the carboxamide group provide a scaffold that can be modified to interact with viral proteases and polymerases. Recent studies have highlighted the compound's ability to inhibit the replication of certain viruses by interfering with critical enzymatic processes. This has opened up new avenues for developing antiviral drugs that are effective against a wide range of viral infections.

The< strong>N-hydroxypyridine-2-carboxamide molecule also finds utility in the development of anticancer agents. Its structural features allow it to bind to specific proteins involved in cancer cell proliferation and survival. Researchers have designed derivatives of this compound that exhibit potent anticancer activity by inhibiting key signaling pathways. Preliminary results from cell-based assays have shown promising outcomes, suggesting that these derivatives could be developed into new treatments for various types of cancer.

In addition to its pharmaceutical applications, N-hydroxypyridine-2-carboxamide has been explored for its role in material science. The compound's ability to form coordination complexes with metal ions has led to its use in developing novel materials with unique properties. These materials have potential applications in catalysis, sensors, and other advanced technologies. The versatility of< strong>N-hydroxypyridine-2-carboxamide underscores its importance as a building block in synthetic chemistry.

The synthesis of< strong>N-hydroxypyridine-2-carboxamide involves multi-step organic reactions that require careful optimization to achieve high yields and purity. Common synthetic routes include condensation reactions between pyridine derivatives and hydroxamic acids, followed by purification steps such as recrystallization or column chromatography. Advances in synthetic methodologies have improved the efficiency of these processes, making it more feasible to produce< strong>N-hydroxypyridine-2-carboxamide on an industrial scale.

The safety profile of< strong>N-hydroxypyridine-2-carboxamide is another critical aspect that has been thoroughly investigated. Toxicological studies have been conducted to assess its acute and chronic effects on living organisms. These studies have shown that the compound is generally well-tolerated at moderate doses, although further research is needed to fully understand its long-term impacts. Understanding the safety profile is essential for ensuring that< strong>N-hydroxypyridine-2-carboxamide can be used effectively and safely in both research and clinical settings.

The future prospects of< strong>N-hydroxypyridine-2-carboxamide are promising, with ongoing research aimed at expanding its applications and improving its efficacy. Innovations in drug design and synthetic chemistry are expected to lead to new derivatives with enhanced pharmacological properties. Collaborative efforts between academia and industry will be crucial in translating these findings into tangible therapeutic benefits for patients worldwide.

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