Cas no 1003298-83-6 (5-(trifluoromethyl)-3-pyridinylboronic acid hydrochloride)

5-(Trifluoromethyl)-3-pyridinylboronic acid hydrochloride is a boronic acid derivative widely used as a key intermediate in Suzuki-Miyaura cross-coupling reactions. Its trifluoromethyl-substituted pyridine moiety enhances reactivity and stability, making it valuable in pharmaceutical and agrochemical synthesis. The hydrochloride salt form improves solubility and handling in organic and aqueous media. This compound is particularly useful for introducing the 5-(trifluoromethyl)-3-pyridinyl group into complex molecules, enabling the construction of diverse heterocyclic frameworks. Its high purity and consistent performance ensure reliable results in catalytic transformations. The product is typically handled under inert conditions to preserve its reactivity and is suitable for applications in medicinal chemistry and material science.
5-(trifluoromethyl)-3-pyridinylboronic acid hydrochloride structure
1003298-83-6 structure
Product Name:5-(trifluoromethyl)-3-pyridinylboronic acid hydrochloride
CAS No:1003298-83-6
MF:C6H6BClF3NO2
MW:227.376551151276
CID:2124625
PubChem ID:67218913
Update Time:2025-10-05

5-(trifluoromethyl)-3-pyridinylboronic acid hydrochloride Chemical and Physical Properties

Names and Identifiers

    • 5-(trifluoromethyl)-3-pyridinylboronic acid hydrochloride
    • [5-(trifluoromethyl)pyridin-3-yl]boronic acid,hydrochloride
    • (5-(Trifluoromethyl)pyridin-3-yl)boronicacidhydrochloride
    • SCHEMBL1939687
    • PLKUDICUZDFJJT-UHFFFAOYSA-N
    • (5-(Trifluoromethyl)pyridin-3-yl)boronic acid hydrochloride
    • 1003298-83-6
    • (5-(Trifluoromethyl)pyridin-3-yl)boronic acid HCl
    • Inchi: 1S/C6H5BF3NO2.ClH/c8-6(9,10)4-1-5(7(12)13)3-11-2-4;/h1-3,12-13H;1H
    • InChI Key: PLKUDICUZDFJJT-UHFFFAOYSA-N
    • SMILES: Cl.FC(C1C=NC=C(B(O)O)C=1)(F)F

Computed Properties

  • Exact Mass: 227.0132208g/mol
  • Monoisotopic Mass: 227.0132208g/mol
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 2
  • Hydrogen Bond Acceptor Count: 3
  • Heavy Atom Count: 14
  • Rotatable Bond Count: 2
  • Complexity: 176
  • Covalently-Bonded Unit Count: 2
  • 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

5-(trifluoromethyl)-3-pyridinylboronic acid hydrochloride Pricemore >>

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Additional information on 5-(trifluoromethyl)-3-pyridinylboronic acid hydrochloride

Recent Advances in the Application of 5-(Trifluoromethyl)-3-pyridinylboronic Acid Hydrochloride (CAS: 1003298-83-6) in Chemical Biology and Pharmaceutical Research

The compound 5-(trifluoromethyl)-3-pyridinylboronic acid hydrochloride (CAS: 1003298-83-6) has garnered significant attention in recent years due to its versatile applications in chemical biology and pharmaceutical research. This boronic acid derivative is particularly valued for its role in Suzuki-Miyaura cross-coupling reactions, a cornerstone in the synthesis of complex organic molecules, including pharmaceuticals. Recent studies have highlighted its utility in the development of novel therapeutic agents, especially in the fields of oncology and infectious diseases.

One of the most notable applications of 5-(trifluoromethyl)-3-pyridinylboronic acid hydrochloride is in the synthesis of kinase inhibitors. Kinases are critical targets in cancer therapy, and the trifluoromethyl group on the pyridine ring enhances the binding affinity and selectivity of these inhibitors. A 2023 study published in the Journal of Medicinal Chemistry demonstrated the compound's efficacy in the synthesis of a new class of EGFR inhibitors, showing promising results in preclinical models of non-small cell lung cancer (NSCLC). The study reported a significant reduction in tumor growth and improved survival rates in animal models.

In addition to its role in oncology, this boronic acid derivative has been explored for its potential in antimicrobial drug development. Researchers have utilized it to synthesize novel boron-containing antibiotics that target resistant bacterial strains. A recent publication in Bioorganic & Medicinal Chemistry Letters detailed the compound's use in creating analogs of existing antibiotics, which exhibited enhanced activity against methicillin-resistant Staphylococcus aureus (MRSA). The incorporation of the trifluoromethyl group was found to improve the compounds' metabolic stability and bioavailability.

The chemical properties of 5-(trifluoromethyl)-3-pyridinylboronic acid hydrochloride also make it a valuable tool in proteomics and chemical biology. Its ability to form stable complexes with diols and other functional groups has been leveraged in the development of boronic acid-based probes for detecting and quantifying biomolecules. A 2022 study in Analytical Chemistry showcased its use in a fluorescence-based assay for glucose detection, offering a potential alternative to traditional enzymatic methods. This application could have significant implications for diabetes management and diagnostics.

Despite its promising applications, challenges remain in the large-scale synthesis and purification of 5-(trifluoromethyl)-3-pyridinylboronic acid hydrochloride. Recent advancements in flow chemistry and continuous manufacturing have addressed some of these issues, as reported in a 2023 article in Organic Process Research & Development. The study highlighted improved yields and reduced reaction times using these innovative techniques, paving the way for more efficient production processes.

In conclusion, 5-(trifluoromethyl)-3-pyridinylboronic acid hydrochloride (CAS: 1003298-83-6) continues to be a pivotal compound in chemical biology and pharmaceutical research. Its diverse applications, from drug synthesis to biomolecular detection, underscore its importance in advancing scientific and medical knowledge. Future research is expected to further explore its potential, particularly in addressing unmet medical needs and improving therapeutic outcomes.

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