Cas no 899436-71-6 ((2-methylpyridin-3-yl)boronic acid)

(2-Methylpyridin-3-yl)boronic acid is a versatile boronic acid derivative widely used in Suzuki-Miyaura cross-coupling reactions, a key method for forming carbon-carbon bonds in organic synthesis. Its pyridine scaffold with a methyl substituent enhances stability and reactivity, making it valuable in pharmaceutical and agrochemical research. The boronic acid functional group enables efficient coupling with aryl or vinyl halides, facilitating the synthesis of complex heterocyclic compounds. This compound exhibits good solubility in common organic solvents, ensuring ease of handling in reaction conditions. Its consistent performance and compatibility with diverse catalytic systems make it a reliable reagent for constructing advanced molecular architectures in medicinal chemistry and materials science.
(2-methylpyridin-3-yl)boronic acid structure
899436-71-6 structure
Product Name:(2-methylpyridin-3-yl)boronic acid
CAS No:899436-71-6
MF:C6H8BNO2
MW:136.944221496582
MDL:MFCD07368825
CID:69402
PubChem ID:20111647
Update Time:2025-10-05

(2-methylpyridin-3-yl)boronic acid Chemical and Physical Properties

Names and Identifiers

    • 2-Methyl-3-pyridinylboronic acid
    • (2-methylpyridin-3-yl)boronic acid
    • 2-methylpyridin-3-ylboronic acid
    • 2-Methylpyridine-3-boronic acid
    • B-(2-Methyl-3-pyridinyl)boronic acid (ACI)
    • Boronic acid, (2-methyl-3-pyridinyl)- (9CI)
    • (2-Methyl-3-pyridyl)boronic acid
    • 2-methyl-3-pyridineboronic acid
    • (2-methyl-3-pyridinyl)boronic acid
    • 2-METHYLPYRIDINE-3-BORONICACID
    • J-509963
    • NS00015776
    • Boronic acid, (2-methyl-3-pyridinyl)-
    • 2-Methylpyridine-3-boronic acid, AldrichCPR
    • EN300-316427
    • MFCD07368825
    • 899436-71-6
    • DB-024916
    • DTXSID80602581
    • 3-Borono-2-methylpyridine
    • SY013012
    • 2-methylpyridin-3-yl-3-boronic acid
    • AS-39095
    • 2-Methyl-pyridine 3-boronic acid
    • BCP09724
    • 2-Methyl-3-pyridinylboronic acid(Lithium salt)
    • TWKMYNQPIICYNV-UHFFFAOYSA-N
    • AKOS005266167
    • 2-Picoline-3-boronic acid
    • SCHEMBL586439
    • CS-0136071
    • (2-methylpyridin-3-yl)boronicacid
    • MDL: MFCD07368825
    • Inchi: 1S/C6H8BNO2/c1-5-6(7(9)10)3-2-4-8-5/h2-4,9-10H,1H3
    • InChI Key: TWKMYNQPIICYNV-UHFFFAOYSA-N
    • SMILES: OB(C1C(C)=NC=CC=1)O

Computed Properties

  • Exact Mass: 137.0648087g/mol
  • Monoisotopic Mass: 137.0648087g/mol
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 2
  • Hydrogen Bond Acceptor Count: 3
  • Heavy Atom Count: 10
  • Rotatable Bond Count: 1
  • Complexity: 110
  • 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: 53.4?2

(2-methylpyridin-3-yl)boronic acid Security Information

(2-methylpyridin-3-yl)boronic acid Pricemore >>

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Additional information on (2-methylpyridin-3-yl)boronic acid

Recent Advances in the Application of (2-methylpyridin-3-yl)boronic acid (CAS: 899436-71-6) in Chemical Biology and Pharmaceutical Research

The compound (2-methylpyridin-3-yl)boronic acid (CAS: 899436-71-6) has emerged as a versatile building block in chemical biology and pharmaceutical research due to its unique structural and reactivity properties. This boronic acid derivative is particularly valuable in Suzuki-Miyaura cross-coupling reactions, which are widely employed in the synthesis of complex organic molecules, including drug candidates and bioactive compounds. Recent studies have highlighted its potential in the development of novel therapeutics and diagnostic tools, leveraging its ability to form stable covalent interactions with biological targets.

One of the most significant applications of (2-methylpyridin-3-yl)boronic acid is in the synthesis of kinase inhibitors. Kinases play a critical role in cellular signaling pathways, and their dysregulation is implicated in various diseases, including cancer and inflammatory disorders. Researchers have utilized this boronic acid derivative to design and synthesize potent and selective kinase inhibitors, with improved pharmacokinetic properties. For instance, a recent study demonstrated its incorporation into a series of pyridine-based compounds that exhibited nanomolar inhibitory activity against specific kinase targets, paving the way for further preclinical evaluation.

In addition to its role in drug discovery, (2-methylpyridin-3-yl)boronic acid has been explored in the development of fluorescent probes and sensors. Boronic acids are known for their ability to bind diols and other biologically relevant molecules, making them ideal for detecting sugars, glycoproteins, and other analytes. A 2023 study reported the synthesis of a boronic acid-based fluorescent probe incorporating (2-methylpyridin-3-yl)boronic acid, which showed high selectivity for glucose in physiological conditions. This innovation holds promise for continuous glucose monitoring systems, particularly for diabetes management.

Another exciting development involves the use of (2-methylpyridin-3-yl)boronic acid in targeted drug delivery systems. Researchers have functionalized nanoparticles and polymers with this boronic acid to create pH-responsive carriers that release therapeutic agents in specific microenvironments, such as tumor tissues. A recent publication highlighted the successful application of such a system in delivering anticancer drugs with reduced off-target effects and enhanced efficacy. This approach exemplifies the growing trend of combining chemical biology with nanotechnology to address unmet medical needs.

Despite these advancements, challenges remain in the optimization of (2-methylpyridin-3-yl)boronic acid-based compounds. Issues such as solubility, stability, and off-target interactions need to be carefully addressed to ensure clinical translatability. Ongoing research is focused on modifying the boronic acid moiety and exploring novel synthetic routes to overcome these limitations. Collaborative efforts between chemists, biologists, and pharmacologists are essential to fully harness the potential of this compound in therapeutic and diagnostic applications.

In conclusion, (2-methylpyridin-3-yl)boronic acid (CAS: 899436-71-6) continues to be a valuable tool in chemical biology and pharmaceutical research. Its applications span from drug discovery to diagnostic tools, demonstrating its versatility and importance in advancing biomedical science. Future research will likely uncover new roles for this compound, further solidifying its position in the toolkit of researchers and clinicians alike.

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