Pyridylboronic Acid – An Essential Material in Modern Synthesis

Pyridylboronic Acid is an organic compound that combines a pyridine ring, a heterocyclic compound similar to benzene but with one nitrogen atom with a boronic acid functional group. This compound is an important building block in modern chemical synthesis.

The structure of pyridylboronic acid consists of two main components: a pyridine ring and a boronic acid group. It has several isomers, depending on the position where the boronic acid group is attached to the nitrogen atom.

  • 2-Pyridylboronic Acid: The boronic acid group is positioned directly next to the nitrogen atom.

  • 3-Pyridylboronic Acid: The boronic acid group is separated from the nitrogen atom by one carbon atom.

  • 4-Pyridylboronic Acid: The boronic acid group is positioned opposite the nitrogen atom.

Pyridylboronic Acid Specifications

The specifications of pyridylboronic acid depend largely on the position of the functional group on the pyridine ring. In general, this compound is available as a crystalline solid and is commonly used as a reagent in chemical synthesis.

Characteristics

  • Molecular Formula: C₅H₆BNO₂

  • Molecular Weight: 122.92 g/mol

  • Appearance: Crystalline powder (solid)

  • Color: White to light yellow

  • Solubility: Slightly soluble in water and dilute acids

Specifications by Isomer

2-Pyridylboronic Acid

  • CAS Number: 197958-29-5

  • Melting Point: 135–150°C

  • Purity: 95%–98%

3-Pyridylboronic Acid

  • CAS Number: 11692-25-7

  • Melting Point: 300°C

  • Purity: >95%

4-Pyridylboronic Acid

  • CAS Number: 692-15-5

  • Melting Point: 270°C

  • Purity: 90%–97%

Handling Pyridylboronic Acid

Handling pyridylboronic acid requires appropriate safety precautions, as this material may carry a "Warning" hazard label and can cause skin and eye irritation. As a precaution, use appropriate personal protective equipment (PPE). Protect exposed skin and face, and wash the skin thoroughly after handling the compound.

If pyridylboronic acid comes into contact with the skin, immediately wash the affected area with running water. Seek medical attention if skin irritation persists. In case of eye contact, rinse thoroughly with running water and seek medical attention.

Advantages of Pyridylboronic Acid

1. High Reactivity in Suzuki-Miyaura Coupling

Pyridylboronic acid is an important reagent in Suzuki-Miyaura cross-coupling reactions. This reaction enables the efficient formation of carbon-carbon (C–C) bonds between pyridine rings and various aromatic compounds. This mechanism is essential for constructing complex molecular structures.

2. Facilitates the Synthesis of Heterocyclic Compounds

Pyridine is a common structural component found in pharmaceutical products. Pyridylboronic acid provides a direct approach for introducing a pyridine group into a target molecule without requiring lengthy synthetic steps.

3. Relatively Low Toxicity Profile

Compounds such as boronic acids generally have a lower toxicity profile than some organometallic reagents used in similar reactions. This characteristic makes pyridylboronic acid a useful option in pharmaceutical research and chemical synthesis.

Applications of Pyridylboronic Acid in Research

Pyridylboronic acid is a valuable research reagent because it combines the reactivity of boronic acid with the electronic properties of the pyridine ring.

1. Drug Development

Pyridylboronic acid is used as a building block for synthesizing chemical libraries during the search for new drug candidates. It is frequently used in the development of molecules investigated for cancer treatment because pyridine-containing structures can interact with and modulate protein kinases.

Researchers also use this reagent to fine-tune the physicochemical and pharmacokinetic properties of drug molecules, with the goal of improving their performance in biological systems.

2. Blood Glucose Detection

Boron can reversibly bind to diol groups, making boronic acid-based compounds useful in diagnostic research.

These compounds are used in the development of sensors for detecting glucose, glycoproteins, and glycans, which can serve as biomarkers associated with diseases such as cancer and diabetes.

Fluorescent pyridylboronic acid derivatives can also be used as probes for visualizing tumor cells or bacteria in live-cell imaging studies.

Pyridylboronic Acid Available at AMI Scientific

Pyridylboronic acid is an organic compound with a purity of more than 96%, used in drug development research and blood glucose detection studies related to diabetes research. In collaboration with TCI Japan, AMI Scientific provides a distribution and delivery system with an estimated delivery time of two weeks.

This fast delivery service can help streamline your research workflow, reduce waiting times, and support your research and publication timelines.

Accelerate your research cycle today. Contact AMI Scientific for consultation and ordering information for TCI Pyridylboronic Acid P1673 through this link.

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