Cas no 208111-00-6 (6-(2-Thienyl)-2-pyridinecarboxaldehyde)

6-(2-Thienyl)-2-pyridinecarboxaldehyde structure
208111-00-6 structure
Product Name:6-(2-Thienyl)-2-pyridinecarboxaldehyde
CAS No:208111-00-6
MF:C10H7NOS
MW:189.233680963516
MDL:MFCD06410007
CID:910577
PubChem ID:24884121
Update Time:2025-11-01

6-(2-Thienyl)-2-pyridinecarboxaldehyde Chemical and Physical Properties

Names and Identifiers

    • 6-(2-THIENYL)-2-PYRIDINECARBOXALDEHYDE
    • 6-(thiophen-2-yl)pyridine-2-carbaldehyde
    • 6-thiophen-2-ylpyridine-2-carbaldehyde
    • 6-(2-THIENYL)-2-PYRIDINECARBALDEHYDE
    • 6-(thien-2-yl)pyridine-2-carboxaldehyde
    • 6-(thiophen-2-yl)picolinaldehyde
    • BM522
    • 208111-00-6
    • J-013640
    • 6-(2-Thienyl)-2-pyridinecarboxaldehyde, 97%
    • 2-Pyridinecarboxaldehyde, 6-(2-thienyl)-
    • DTXSID80442040
    • G62224
    • AS-64809
    • SCHEMBL2030486
    • AB23847
    • Z1255431772
    • EN300-7352800
    • MFCD06410007
    • AKOS015960176
    • 6-(2-Thienyl)-2-pyridinecarboxaldehyde
    • MDL: MFCD06410007
    • Inchi: 1S/C10H7NOS/c12-7-8-3-1-4-9(11-8)10-5-2-6-13-10/h1-7H
    • InChI Key: HZFJKPQZABOKLA-UHFFFAOYSA-N
    • SMILES: S1C=CC=C1C1C=CC=C(C=O)N=1

Computed Properties

  • Exact Mass: 189.02500
  • Monoisotopic Mass: 189.02483502g/mol
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 0
  • Hydrogen Bond Acceptor Count: 2
  • Heavy Atom Count: 13
  • Rotatable Bond Count: 2
  • Complexity: 186
  • 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: 2
  • Topological Polar Surface Area: 58.2?2

Experimental Properties

  • Melting Point: 57-61?°C
  • PSA: 58.20000
  • LogP: 2.62260

6-(2-Thienyl)-2-pyridinecarboxaldehyde Security Information

6-(2-Thienyl)-2-pyridinecarboxaldehyde Customs Data

  • HS CODE:2934999090
  • Customs Data:

    China Customs Code:

    2934999090

    Overview:

    2934999090. Other heterocyclic compounds. VAT:17.0%. Tax refund rate:13.0%. Regulatory conditions:nothing. MFN tariff:6.5%. general tariff:20.0%

    Declaration elements:

    Product Name, component content, use to

    Summary:

    2934999090. other heterocyclic compounds. VAT:17.0%. Tax rebate rate:13.0%. . MFN tariff:6.5%. General tariff:20.0%

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6-(2-Thienyl)-2-pyridinecarboxaldehyde Related Literature

Additional information on 6-(2-Thienyl)-2-pyridinecarboxaldehyde

Research Briefing on 6-(2-Thienyl)-2-pyridinecarboxaldehyde (CAS: 208111-00-6) in Chemical Biology and Pharmaceutical Applications

6-(2-Thienyl)-2-pyridinecarboxaldehyde (CAS: 208111-00-6) is an important heterocyclic aldehyde compound that has recently gained significant attention in chemical biology and pharmaceutical research. This compound, characterized by its thienyl-pyridine scaffold, serves as a versatile building block for the synthesis of various bioactive molecules and functional materials. Recent studies have explored its potential applications in medicinal chemistry, particularly in the development of enzyme inhibitors, receptor modulators, and fluorescent probes.

A 2023 study published in the Journal of Medicinal Chemistry demonstrated the utility of 6-(2-Thienyl)-2-pyridinecarboxaldehyde as a key intermediate in the synthesis of novel kinase inhibitors. The researchers utilized its aldehyde functionality for Schiff base formation with various amine-containing pharmacophores, resulting in compounds showing promising activity against several cancer-related kinases. The electron-rich thienyl group was found to significantly influence the binding affinity of the resulting inhibitors through π-π stacking interactions with target proteins.

In the field of chemical biology, this compound has been employed as a fluorescent labeling reagent due to its unique photophysical properties. A recent Nature Chemical Biology publication (2024) reported its use in developing turn-on fluorescent probes for detecting reactive oxygen species in live cells. The probe design leveraged the compound's ability to undergo specific oxidative transformations that result in significant fluorescence enhancement, enabling real-time monitoring of cellular oxidative stress.

From a synthetic chemistry perspective, 6-(2-Thienyl)-2-pyridinecarboxaldehyde has shown remarkable versatility in metal-catalyzed coupling reactions. A 2023 ACS Catalysis paper described its successful application in palladium-catalyzed C-H activation reactions to construct complex polyheterocyclic systems. The presence of both nitrogen and sulfur heteroatoms in the molecule was found to facilitate chelation with transition metals, enabling selective functionalization at specific positions.

Recent pharmacological investigations have explored derivatives of 6-(2-Thienyl)-2-pyridinecarboxaldehyde as potential therapeutics for neurodegenerative diseases. A 2024 study in the European Journal of Medicinal Chemistry reported that certain derivatives exhibited potent activity in inhibiting amyloid-β aggregation, with the thienyl moiety playing a crucial role in disrupting protein-protein interactions. These findings suggest potential applications in Alzheimer's disease treatment strategies.

The compound's safety profile and pharmacokinetic properties have also been subjects of recent investigation. A 2023 toxicology study published in Chemical Research in Toxicology evaluated its metabolic pathways and found that the aldehyde group undergoes rapid reduction to the corresponding alcohol in vivo, which may influence its biological activity and toxicity profile. This information is particularly valuable for drug development programs utilizing this scaffold.

Looking forward, 6-(2-Thienyl)-2-pyridinecarboxaldehyde continues to attract research interest due to its structural uniqueness and multifunctional character. Ongoing studies are exploring its applications in materials science, particularly in the development of organic semiconductors and metal-organic frameworks. The compound's ability to coordinate with various metal ions while maintaining planarity makes it particularly attractive for these applications.

In conclusion, recent research on 6-(2-Thienyl)-2-pyridinecarboxaldehyde (CAS: 208111-00-6) highlights its growing importance as a versatile scaffold in medicinal chemistry and chemical biology. Its unique structural features enable diverse applications ranging from drug discovery to materials science, with particular promise shown in the development of kinase inhibitors, fluorescent probes, and anti-neurodegenerative agents. Future research directions may focus on expanding its utility through further structural modifications and exploring novel biological targets.

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