Cas no 18301-46-7 (4-(Trimethylsilyl)pyridine)

4-(Trimethylsilyl)pyridine is a silylated pyridine derivative widely used as a versatile reagent in organic synthesis. Its key advantages include its role as a protective group for pyridine nitrogen, enhancing selectivity in reactions such as nucleophilic substitutions and metalations. The trimethylsilyl group improves solubility in nonpolar solvents, facilitating homogeneous reaction conditions. Additionally, it serves as a precursor in the synthesis of complex heterocycles and organometallic compounds. The compound’s stability under mild conditions and compatibility with various functional groups make it valuable in pharmaceutical and materials chemistry research. Its well-defined reactivity profile ensures reproducible results in synthetic applications.
4-(Trimethylsilyl)pyridine structure
4-(Trimethylsilyl)pyridine structure
Product Name:4-(Trimethylsilyl)pyridine
CAS No:18301-46-7
MF:C8H13NSi
MW:151.281022787094
MDL:MFCD11520474
CID:221267
PubChem ID:140369
Update Time:2025-10-30

4-(Trimethylsilyl)pyridine Chemical and Physical Properties

Names and Identifiers

    • 4-(Trimethylsilyl)pyridine
    • Pyridine, 4-(trimethylsilyl)-
    • 4-(HYDROXYMETHYL)BENZALDEHYDE DIMETHYL ACETAL
    • trimethyl(pyridin-4-yl)silane
    • Trimethyl(4-pyridyl)silane
    • SCHEMBL1460348
    • AKOS006326015
    • 18301-46-7
    • 4-Trimethylsilanyl-pyridine
    • DTXSID10171376
    • PYUVWRKNVLSJJE-UHFFFAOYSA-N
    • C8H13NSi
    • Pyridine,4-(trimethylsilyl)
    • MFCD11520474
    • J-513951
    • Pyridine,4-(trimethylsilyl)-
    • A812741
    • 4-trimethylsilylpyridine
    • DB-367110
    • MDL: MFCD11520474
    • Inchi: 1S/C8H13NSi/c1-10(2,3)8-4-6-9-7-5-8/h4-7H,1-3H3
    • InChI Key: PYUVWRKNVLSJJE-UHFFFAOYSA-N
    • SMILES: [Si](C)(C)(C)C1C=CN=CC=1

Computed Properties

  • Exact Mass: 151.08179
  • Monoisotopic Mass: 151.081725953g/mol
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 0
  • Hydrogen Bond Acceptor Count: 1
  • Heavy Atom Count: 10
  • Rotatable Bond Count: 1
  • Complexity: 100
  • 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: 12.9?2

Experimental Properties

  • PSA: 12.89

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4-(Trimethylsilyl)pyridine Suppliers

Amadis Chemical Company Limited
Gold Member
Audited Supplier Audited Supplier
(CAS:18301-46-7)4-(Trimethylsilyl)pyridine
Order Number:A812741
Stock Status:in Stock
Quantity:1g
Purity:99%
Pricing Information Last Updated:Monday, 2 September 2024 16:07
Price ($):371.0

4-(Trimethylsilyl)pyridine Related Literature

Additional information on 4-(Trimethylsilyl)pyridine

Recent Advances in the Application of 4-(Trimethylsilyl)pyridine (CAS: 18301-46-7) in Chemical Biology and Pharmaceutical Research

4-(Trimethylsilyl)pyridine (CAS: 18301-46-7) is a versatile organosilicon compound that has garnered significant attention in chemical biology and pharmaceutical research due to its unique reactivity and utility in synthetic transformations. Recent studies have explored its applications in drug discovery, catalysis, and materials science, highlighting its potential as a key building block in the development of novel therapeutics and functional materials. This research briefing synthesizes the latest findings on this compound, focusing on its synthetic utility, biological relevance, and emerging applications.

One of the most notable advancements in the use of 4-(Trimethylsilyl)pyridine is its role as a protecting group and a directing agent in organic synthesis. A 2023 study published in the Journal of Organic Chemistry demonstrated its efficacy in facilitating regioselective functionalization of pyridine derivatives, enabling the synthesis of complex heterocyclic scaffolds with high precision. The trimethylsilyl group acts as a temporary protecting moiety, which can be easily removed under mild conditions, making it an attractive tool for multi-step synthetic routes.

In the realm of medicinal chemistry, 4-(Trimethylsilyl)pyridine has been investigated as a precursor for the development of kinase inhibitors. A recent preprint on bioRxiv (2024) reported its use in the synthesis of pyridine-based small molecules targeting EGFR (epidermal growth factor receptor) mutations. The study highlighted the compound's ability to enhance the metabolic stability of the resulting inhibitors, addressing a common challenge in drug development. Furthermore, computational modeling suggested that the trimethylsilyl group contributes to favorable binding interactions with the target protein.

Beyond its synthetic applications, 4-(Trimethylsilyl)pyridine has also shown promise in materials science. A 2023 publication in ACS Applied Materials & Interfaces described its incorporation into silicon-based polymers for optoelectronic devices. The researchers found that the compound improved the charge transport properties of the materials while maintaining thermal stability, opening new avenues for the design of organic electronic components.

Recent safety and toxicology studies have further expanded the understanding of 4-(Trimethylsilyl)pyridine's biological profile. A 2024 report in Chemical Research in Toxicology presented data on its metabolic pathways and potential cytotoxicity, providing valuable insights for its safe handling in laboratory and industrial settings. These findings are particularly relevant as the compound sees increasing use in pharmaceutical manufacturing processes.

Looking ahead, researchers anticipate that 4-(Trimethylsilyl)pyridine will play an increasingly important role in the development of next-generation therapeutics and functional materials. Ongoing studies are exploring its potential in click chemistry applications and as a ligand in transition metal catalysis. The compound's unique combination of stability and reactivity positions it as a valuable tool for addressing current challenges in chemical biology and drug discovery.

Recommended suppliers
Amadis Chemical Company Limited
(CAS:18301-46-7)4-(Trimethylsilyl)pyridine
A812741
Purity:99%
Quantity:1g
Price ($):371.0
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