Cas no 258854-80-7 (2,4,5,6-tetradeuteriopyridine-3-carbaldehyde)

2,4,5,6-Tetradeuteriopyridine-3-carbaldehyde is a deuterated derivative of pyridine-3-carbaldehyde, where four hydrogen atoms are replaced with deuterium at the 2, 4, 5, and 6 positions. This isotopic labeling enhances the compound's utility in NMR spectroscopy and mass spectrometry, providing distinct spectral signatures for precise structural analysis. Its high isotopic purity and stability make it valuable in mechanistic studies, kinetic isotope effect investigations, and metabolic tracing applications. The aldehyde functional group offers reactivity for further derivatization, enabling its use in synthetic chemistry and pharmaceutical research. The deuterium incorporation minimizes interference from proton signals, improving analytical resolution in complex systems.
2,4,5,6-tetradeuteriopyridine-3-carbaldehyde structure
258854-80-7 structure
Product Name:2,4,5,6-tetradeuteriopyridine-3-carbaldehyde
CAS No:258854-80-7
MF:C6H5NO
MW:111.134648084641
CID:247094
PubChem ID:45040303
Update Time:2025-05-20

2,4,5,6-tetradeuteriopyridine-3-carbaldehyde Chemical and Physical Properties

Names and Identifiers

    • 3-Pyridine-2,4,5,6-d4-carboxaldehyde(9CI)
    • 3-Pyridinecarboxaldehyde-d4
    • 3-Pyridinecarboxalde
    • MSA
    • [pyridine-D4]-3-pyridine carboxaldehyde
    • 3-Formylpyridine-d4
    • 3-Pyridinaldehyde-d4
    • 3-Pyridinealdehyde-d4
    • 3-pyridinecarboxaldehyde (2,4,5,6-[2H]4)
    • 3-Pyridylaldehyde-d4
    • A-Formylpyridine-d4
    • m-Formylpyridine-d4
    • Nicotinaldehyde-d4
    • Nicotinealdehyde-d4
    • Nicotinic aldehyde-d4
    • Rowalind-d4
    • 2,4,5,6-tetradeuteriopyridine-3-carbaldehyde
    • AS-6101
    • 3-Pyridinecarboxaldehyde D4
    • DTXSID80662180
    • HY-Y0086S
    • AKOS037645483
    • (~2~H_4_)Pyridine-3-carbaldehyde
    • 2, 4, 5, 6-tetradeuteriopyridine-3-carbaldehyde
    • CS-0566453
    • 258854-80-7
    • J-016165
    • DB-262487
    • Inchi: 1S/C6H5NO/c8-5-6-2-1-3-7-4-6/h1-5H/i1D,2D,3D,4D
    • InChI Key: QJZUKDFHGGYHMC-RHQRLBAQSA-N
    • SMILES: O=CC1C([2H])=NC([2H])=C([2H])C=1[2H]

Computed Properties

  • Exact Mass: 111.062220767g/mol
  • Monoisotopic Mass: 111.062220767g/mol
  • Isotope Atom Count: 4
  • Hydrogen Bond Donor Count: 0
  • Hydrogen Bond Acceptor Count: 2
  • Heavy Atom Count: 8
  • Rotatable Bond Count: 1
  • Complexity: 82.6
  • 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: 0.3
  • Topological Polar Surface Area: 30?2

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2,4,5,6-tetradeuteriopyridine-3-carbaldehyde Related Literature

Additional information on 2,4,5,6-tetradeuteriopyridine-3-carbaldehyde

Recent Advances in the Application of 2,4,5,6-tetradeuteriopyridine-3-carbaldehyde (CAS: 258854-80-7) in Chemical Biology and Pharmaceutical Research

The compound 2,4,5,6-tetradeuteriopyridine-3-carbaldehyde (CAS: 258854-80-7) has recently garnered significant attention in the field of chemical biology and pharmaceutical research due to its unique isotopic labeling properties and versatile reactivity. This deuterated derivative of pyridine-3-carbaldehyde serves as a critical intermediate in the synthesis of deuterium-labeled pharmaceutical compounds, enabling advanced pharmacokinetic and metabolic studies. Recent studies have highlighted its role in enhancing the stability and bioavailability of drug candidates, particularly in the context of deuterium-enabled drug discovery.

One of the most notable applications of 2,4,5,6-tetradeuteriopyridine-3-carbaldehyde is in the development of deuterated analogs of existing drugs, a strategy known as deuterium-switch technology. By replacing hydrogen atoms with deuterium at specific positions, researchers can modulate the metabolic stability and half-life of drug molecules without altering their pharmacological activity. Recent publications in journals such as the Journal of Medicinal Chemistry and Bioorganic & Medicinal Chemistry Letters have demonstrated the efficacy of this approach in improving the therapeutic profiles of CNS-targeting drugs and antiviral agents.

In addition to its pharmaceutical applications, 2,4,5,6-tetradeuteriopyridine-3-carbaldehyde has been employed as a key reagent in mechanistic studies of enzymatic reactions. Isotopic labeling with this compound allows for precise tracking of reaction pathways and intermediates, providing insights into enzyme kinetics and inhibition mechanisms. A 2023 study published in ACS Chemical Biology utilized this compound to elucidate the catalytic mechanism of aldehyde dehydrogenases, shedding light on potential therapeutic targets for diseases such as cancer and neurodegenerative disorders.

The synthesis and characterization of 2,4,5,6-tetradeuteriopyridine-3-carbaldehyde have also seen advancements in recent years. Novel synthetic routes employing catalytic deuteration techniques have improved the yield and purity of this compound, as reported in a 2022 article in Organic Process Research & Development. These methodological improvements have facilitated its broader adoption in both academic and industrial research settings.

Looking ahead, the potential of 2,4,5,6-tetradeuteriopyridine-3-carbaldehyde extends to emerging areas such as proteomics and metabolomics, where deuterium-labeled compounds are increasingly used for quantitative mass spectrometry analyses. Its role in the development of next-generation deuterated drugs and diagnostic tools positions it as a compound of enduring significance in the chemical biology and pharmaceutical landscape.

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