Cas no 765916-70-9 (5-Acetyl-2-fluorophenylboronic acid, pinacol ester)

5-Acetyl-2-fluorophenylboronic acid, pinacol ester structure
765916-70-9 structure
Product Name:5-Acetyl-2-fluorophenylboronic acid, pinacol ester
CAS No:765916-70-9
MF:C14H18BFO3
MW:264.100327968597
MDL:MFCD16996292
CID:1024834
PubChem ID:22273592
Update Time:2025-07-18

5-Acetyl-2-fluorophenylboronic acid, pinacol ester Chemical and Physical Properties

Names and Identifiers

    • 1-(4-Fluoro-3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl)ethanone
    • 5-Acetyl-2-fluorophenylboronic acid pinacol ester
    • 1-[4-fluoro-3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl]ethanone
    • 1-(4-Fluoro-3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl)ethan-1-one
    • 1-[4-fluoro-3-(tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl]ethan-1-one
    • 1-[4-fluoro-3-(4,4,5,5-tetramethyl-[1,3,2]dioxaborolan-2-yl)phenyl]ethanone
    • EN300-181079
    • AKOS015999316
    • 1-[4-Fluoro-3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl]ethan-1-one
    • ISGMOPAWLVDJJT-UHFFFAOYSA-N
    • DTXSID20624161
    • MB20416
    • BS-24545
    • MFCD16996292
    • 5-Acetyl-2-fluorophenylboronic acid, pinacol ester
    • SCHEMBL2645306
    • Z1863379324
    • CS-0174868
    • D71491
    • 765916-70-9
    • 5-ACETYL-2-FLUOROBENZENEBORONIC ACID PINACOL ESTER
    • MDL: MFCD16996292
    • Inchi: 1S/C14H18BFO3/c1-9(17)10-6-7-12(16)11(8-10)15-18-13(2,3)14(4,5)19-15/h6-8H,1-5H3
    • InChI Key: ISGMOPAWLVDJJT-UHFFFAOYSA-N
    • SMILES: FC1=CC=C(C(C)=O)C=C1B1OC(C)(C)C(C)(C)O1

Computed Properties

  • Exact Mass: 264.13300
  • Monoisotopic Mass: 264.1333028g/mol
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 0
  • Hydrogen Bond Acceptor Count: 3
  • Heavy Atom Count: 19
  • Rotatable Bond Count: 2
  • Complexity: 354
  • 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: 35.5?2

Experimental Properties

  • Melting Point: 53-55℃
  • Water Partition Coefficient: Slightly soluble in water.
  • PSA: 35.53000
  • LogP: 2.32750

5-Acetyl-2-fluorophenylboronic acid, pinacol ester Customs Data

  • HS CODE:2934999090
  • Customs Data:

    China Customs Code:

    2934999090

    Overview:

    2934999090. Other heterocyclic compounds. VAT:17.0%. Tax refund rate:13.0%. Regulatory conditions:nothing. MFN tariff:6.5%. general tariff:20.0%

    Declaration elements:

    Product Name, component content, use to

    Summary:

    2934999090. other heterocyclic compounds. VAT:17.0%. Tax rebate rate:13.0%. . MFN tariff:6.5%. General tariff:20.0%

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5-Acetyl-2-fluorophenylboronic acid, pinacol ester Production Method

5-Acetyl-2-fluorophenylboronic acid, pinacol ester Related Literature

Additional information on 5-Acetyl-2-fluorophenylboronic acid, pinacol ester

Recent Advances in the Application of 5-Acetyl-2-fluorophenylboronic acid, pinacol ester (CAS: 765916-70-9) in Chemical Biology and Pharmaceutical Research

The compound 5-Acetyl-2-fluorophenylboronic acid, pinacol ester (CAS: 765916-70-9) has recently garnered significant attention in the field of chemical biology and pharmaceutical research due to its unique properties and versatile applications. This boronic acid derivative, characterized by its acetyl and fluorine substituents, has shown promise in various areas, including drug discovery, proteomics, and materials science. Recent studies have explored its potential as a key intermediate in the synthesis of novel therapeutic agents, particularly in the development of kinase inhibitors and other targeted therapies.

One of the most notable applications of 5-Acetyl-2-fluorophenylboronic acid, pinacol ester is its role in Suzuki-Miyaura cross-coupling reactions, a cornerstone of modern organic synthesis. Researchers have demonstrated its efficacy in forming carbon-carbon bonds, which are critical for constructing complex molecular architectures. A 2023 study published in the Journal of Medicinal Chemistry highlighted its use in the synthesis of boron-containing compounds with enhanced bioavailability and target specificity, paving the way for new classes of drugs.

In addition to its synthetic utility, this compound has been investigated for its biological activity. Recent in vitro studies have shown that 5-Acetyl-2-fluorophenylboronic acid, pinacol ester exhibits inhibitory effects on certain enzymes involved in inflammatory pathways. This finding suggests potential applications in the treatment of chronic inflammatory diseases, although further in vivo studies are required to validate these effects. The compound's fluorine moiety is believed to contribute to its metabolic stability, a feature that is highly desirable in drug development.

Another emerging area of research involves the use of 5-Acetyl-2-fluorophenylboronic acid, pinacol ester in the development of boron neutron capture therapy (BNCT) agents. BNCT is an innovative cancer treatment modality that relies on the selective accumulation of boron-containing compounds in tumor cells. Preliminary studies indicate that this compound's structural features may enhance its tumor-targeting capabilities, although optimization of its pharmacokinetic properties remains a challenge.

Despite these promising developments, challenges such as solubility and stability under physiological conditions need to be addressed. Recent advancements in formulation science, including the use of nanoparticle-based delivery systems, offer potential solutions to these limitations. Researchers are also exploring the modification of the pinacol ester moiety to improve the compound's reactivity and selectivity in biological systems.

In conclusion, 5-Acetyl-2-fluorophenylboronic acid, pinacol ester (CAS: 765916-70-9) represents a versatile and valuable tool in chemical biology and pharmaceutical research. Its applications span from synthetic chemistry to therapeutic development, with ongoing studies continually uncovering new potentials. As research progresses, this compound is expected to play an increasingly important role in the discovery and development of next-generation pharmaceuticals.

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