458532-88-2 | 3-FLUORO-4-(4,4,5,5-TETRAMETHYL-[1,3,2]DIOXABOROLAN-2-YL)PYRIDINE

CAS:458532-88-2 | 3-FLUORO-4-(4,4,5,5-TETRAMETHYL-[1,3,2]DIOXABOROLAN-2-YL)PYRIDINE,Description

“3-Fluoro-4-(4,4,5,5-Tetramethyl-1,3,2-Dioxaborolan-2-Yl)Pyridine” is a chemical compound with the molecular formula C11H15BFNO2.

Molecular Structure Analysis

The molecular structure of this compound is determined by its chemical formula, C11H15BFNO2. It includes elements such as Carbon ©, Hydrogen (H), Boron (B), Nitrogen (N), Oxygen (O), and Fluorine (F). The exact structure can be determined through techniques like X-ray diffraction.

Physical And Chemical Properties Analysis

This compound has a molecular weight of 223.05 and its physical form is solid. More specific physical and chemical properties like melting point, boiling point, etc., are not available in the retrieved data.

Scientific Research Applications

Organic Synthesis and Drug Research

• Field : Organic Chemistry and Pharmacology.
• Application : “3-Fluoro-4-(4,4,5,5-Tetramethyl-1,3,2-Dioxaborolan-2-Yl)Pyridine” is a boric acid ester intermediate with benzene rings. It’s often used in glycol protection, asymmetric synthesis of amino acids, Diels–Alder and Suzuki coupling reactions. In drug research, it’s used as enzyme inhibitors or specific ligand drugs.
• Methods : The compounds are obtained by a three-step substitution reaction. The structures of the compounds are confirmed by FTIR, 1H and 13C NMR spectroscopy, and mass spectrometry.
• Results : The molecular structures optimized by density functional theory (DFT) are consistent with the crystal structures determined by single crystal X-ray diffraction. The molecular electrostatic potential and frontier molecular orbitals of the title compounds are further investigated by DFT, revealing some physicochemical properties of the compounds.

Cancer Treatment

• Field : Oncology.
• Application : In the research of anticancer drugs, enzymes produced by boric acid compounds had highly reactive oxygen species, which could lead to apoptosis of the HCT116 human colon cancer cell, and can lead to apoptosis and necrosis of HeLa cells in the process of inducing oxidative stress.
• Methods : The compounds are used in boron neutron capture therapy and feedback control drug transport polymers.
• Results : A low concentration of boric acid could inhibit the growth of H1299 and COR-L23p lung cancer cells.

Carbon-Carbon Coupling Reactions

• Field : Organic Chemistry.
• Application : Boronic acid pinacol ester compounds, such as “3-Fluoro-4-(4,4,5,5-Tetramethyl-1,3,2-Dioxaborolan-2-Yl)Pyridine”, are significant reaction intermediates which have many applications in carbon-carbon coupling and carbon heterocoupling reactions.
• Methods : These compounds are used in the Suzuki reaction, which is a type of carbon-carbon coupling reaction.
• Results : The use of these compounds in the Suzuki reaction has a wide range of applications.

Fluorine-Containing Drugs

• Field : Pharmacology.
• Application : Fluorine-containing compounds are widely used in medicine. Among the top 200 medicines sold globally, 29 fluorine-containing drugs have been approved by the FDA in recent years.
• Methods : The strong electronegativity of fluorine atoms enhances the affinity to carbon, therefore, fluorine-containing drugs have the advantages of a high biological activity, strong stability and drug resistance.
• Results : The use of fluorine-containing compounds, such as “3-Fluoro-4-(4,4,5,5-Tetramethyl-1,3,2-Dioxaborolan-2-Yl)Pyridine”, in drug development has led to the creation of many effective medicines.

Fluorescent Probes

• Field : Biochemistry.
• Application : Boric acid compounds can also be used as fluorescent probes to identify hydrogen peroxide, saccharides, copper and fluorine ions, and catecholamine substances.
• Methods : The compounds are used in the design of fluorescent probes, which can be used to detect various biological substances.
• Results : The use of these compounds in the design of fluorescent probes has led to the development of effective detection methods for various biological substances.

Asymmetric Synthesis of Amino Acids

• Field : Organic Chemistry.
• Application : In the organic synthesis of drugs, “3-Fluoro-4-(4,4,5,5-Tetramethyl-1,3,2-Dioxaborolan-2-Yl)Pyridine” is often used in the asymmetric synthesis of amino acids.
• Methods : The compounds are used in the synthesis of amino acids, which are the building blocks of proteins.
• Results : The use of these compounds in the synthesis of amino acids has led to the development of effective methods for the synthesis of various amino acids.

Safety And Hazards

This compound is classified as Acute Tox. 3 Oral, indicating that it can be toxic if swallowed. It’s recommended to handle it with appropriate safety measures.

More Information