Cas no 281206-21-1 (9-acridinyl-Boronic acid)

9-Acridinyl-Boronic acid is a boronic acid derivative featuring an acridine moiety, making it a valuable intermediate in organic synthesis and pharmaceutical research. Its boronic acid group enables participation in Suzuki-Miyaura cross-coupling reactions, facilitating the construction of complex aromatic systems. The acridine core contributes to its utility in fluorescence-based applications and as a building block for heterocyclic compounds. This compound is particularly useful in the development of bioactive molecules, sensors, and materials chemistry due to its stability and reactivity under mild conditions. High purity grades ensure consistent performance in catalytic and stoichiometric applications. Proper handling under inert conditions is recommended to preserve its reactivity.
9-acridinyl-Boronic acid structure
9-acridinyl-Boronic acid structure
Product Name:9-acridinyl-Boronic acid
CAS No:281206-21-1
MF:C13H10BNO2
MW:223.035003185272
CID:1110291
PubChem ID:101028940
Update Time:2025-11-01

9-acridinyl-Boronic acid Chemical and Physical Properties

Names and Identifiers

    • 9-acridinyl-Boronic acid
    • Acridin-9-ylboronicacid
    • Acridin-9-ylboronic acid
    • (acridin-9-yl)boronic acid
    • A937670
    • 281206-21-1
    • Inchi: 1S/C13H10BNO2/c16-14(17)13-9-5-1-3-7-11(9)15-12-8-4-2-6-10(12)13/h1-8,16-17H
    • InChI Key: IFIYWCPYVXIURY-UHFFFAOYSA-N
    • SMILES: OB(C1C2C=CC=CC=2N=C2C=CC=CC=12)O

Computed Properties

  • Exact Mass: 223.0804587g/mol
  • Monoisotopic Mass: 223.0804587g/mol
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 2
  • Hydrogen Bond Acceptor Count: 3
  • Heavy Atom Count: 17
  • Rotatable Bond Count: 1
  • Complexity: 252
  • 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

9-acridinyl-Boronic acid Pricemore >>

Related Categories No. Product Name Cas No. Purity Specification Price update time Inquiry
Ambeed
A983673-5g
Acridin-9-ylboronic acid
281206-21-1 97%
5g
$512.0 2024-04-20

Additional information on 9-acridinyl-Boronic acid

Professional Introduction to 9-acridinyl-Boronic Acid (CAS No. 281206-21-1)

9-acridinyl-Boronic acid, with the chemical identifier CAS No. 281206-21-1, is a specialized boronic acid derivative that has garnered significant attention in the field of pharmaceutical chemistry and biomedicine. Boronic acids are known for their unique reactivity and utility in various chemical transformations, particularly in Suzuki-Miyaura cross-coupling reactions, which are pivotal in the synthesis of complex organic molecules. The introduction of an acridine moiety into the boronic acid framework enhances its pharmacological potential, making it a valuable intermediate in drug development.

The compound 9-acridinyl-Boronic acid is particularly interesting due to its structural versatility and the broad spectrum of biological activities associated with acridine derivatives. Acridines are a class of heterocyclic aromatic compounds that have been extensively studied for their antimicrobial, antiviral, and anticancer properties. The boronic acid functional group introduces additional reactivity, enabling further functionalization and modification, which is crucial for developing novel therapeutic agents.

In recent years, there has been a surge in research focused on boron-containing compounds due to their promising applications in medicinal chemistry. Boronate esters, in particular, have shown significant potential as therapeutic agents and diagnostic probes. The ability of boronic acids to form stable complexes with various biomolecules has made them indispensable tools in drug discovery and development. For instance, bortezomib, a proteasome inhibitor used in the treatment of multiple myeloma, exemplifies the therapeutic efficacy of boron-containing compounds.

The synthesis of 9-acridinyl-Boronic acid typically involves multi-step organic transformations, starting from readily available acridine precursors. The introduction of the boronic acid group often requires careful optimization to ensure high yield and purity. Advanced synthetic methodologies, such as palladium-catalyzed cross-coupling reactions, have been employed to achieve the desired product with minimal byproducts. These synthetic strategies are essential for producing sufficient quantities of the compound for both research and commercial applications.

One of the most compelling aspects of 9-acridinyl-Boronic acid is its potential as a building block for more complex pharmacophores. The acridine core provides a scaffold that can be modified at multiple positions to tailor specific biological activities. For example, researchers have explored derivatives of this compound as kinase inhibitors, DNA intercalators, and photodynamic therapy agents. The boronic acid moiety allows for further chemical manipulation, enabling the creation of diverse libraries of compounds for high-throughput screening.

The pharmacological properties of acridine derivatives have been well-documented in numerous studies. These compounds exhibit a range of biological activities, including antimicrobial effects against resistant strains of bacteria and fungi. Additionally, acridines have shown promise in targeting specific enzymes and receptors involved in cancer progression. The incorporation of a boronic acid group into these structures can enhance their binding affinity and selectivity, making them more effective as therapeutic agents.

In the context of modern drug discovery, computational methods play a crucial role in designing and optimizing lead compounds like 9-acridinyl-Boronic acid. Molecular modeling techniques can predict the interactions between this compound and biological targets, providing insights into its potential efficacy and side effects. These computational approaches are often combined with experimental validation to accelerate the drug development process.

The role of 9-acridinyl-Boronic acid in clinical research is also noteworthy. Several ongoing clinical trials are investigating boron-containing compounds for various therapeutic applications. While these trials are still in progress, preliminary results suggest that such compounds hold significant promise for treating a wide range of diseases. The versatility of this compound makes it an attractive candidate for further clinical investigation.

The future prospects for 9-acridinyl-Boronic acid appear promising as research continues to uncover new applications for boron-containing compounds. Advances in synthetic chemistry and drug delivery systems are likely to expand its utility in both academic research and industrial settings. As our understanding of molecular interactions grows, so too will the potential uses for this versatile intermediate.

In conclusion, 9-acridinyl-Boronic acid (CAS No. 281206-21-1) represents a significant advancement in pharmaceutical chemistry and biomedicine. Its unique structural features and reactivity make it a valuable tool for developing novel therapeutic agents with broad biological activities. As research progresses, this compound is expected to play an increasingly important role in addressing some of the most pressing challenges in medicine today.

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