Cas no 1176001-52-7 (B-[2-(1-piperazinyl)-5-pyrimidinyl]-Boronic acid)

B-[2-(1-piperazinyl)-5-pyrimidinyl]-Boronic acid is a boronic acid derivative featuring a piperazinyl-substituted pyrimidine core, making it a valuable intermediate in Suzuki-Miyaura cross-coupling reactions. Its boronic acid group enables efficient palladium-catalyzed coupling with aryl or vinyl halides, facilitating the synthesis of complex biaryl or heteroaryl structures. The piperazine moiety enhances solubility and provides a handle for further functionalization, broadening its utility in medicinal chemistry and materials science. This compound is particularly useful in constructing pharmacologically active scaffolds due to its stability and reactivity under mild conditions. High purity and consistent performance make it a reliable choice for research and industrial applications.
B-[2-(1-piperazinyl)-5-pyrimidinyl]-Boronic acid structure
1176001-52-7 structure
Product Name:B-[2-(1-piperazinyl)-5-pyrimidinyl]-Boronic acid
CAS No:1176001-52-7
MF:C8H13BN4O2
MW:208.02542090416
CID:1100634
PubChem ID:71307493
Update Time:2025-06-07

B-[2-(1-piperazinyl)-5-pyrimidinyl]-Boronic acid Chemical and Physical Properties

Names and Identifiers

    • B-[2-(1-piperazinyl)-5-pyrimidinyl]-Boronic acid
    • (2-piperazin-1-ylpyrimidin-5-yl)boronic acid
    • AB41299
    • (2-(Piperazin-1-yl)pyrimidin-5-yl)boronic acid
    • BXB00152
    • 1176001-52-7
    • [2-(piperazin-1-yl)pyrimidin-5-yl]boronic acid
    • 2-(Piperazin-1-yl)pyrimidine-5-boronic acid
    • Inchi: 1S/C8H13BN4O2/c14-9(15)7-5-11-8(12-6-7)13-3-1-10-2-4-13/h5-6,10,14-15H,1-4H2
    • InChI Key: AZFCYOAKDHUULE-UHFFFAOYSA-N
    • SMILES: OB(C1C=NC(=NC=1)N1CCNCC1)O

Computed Properties

  • Exact Mass: 208.1131558g/mol
  • Monoisotopic Mass: 208.1131558g/mol
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 3
  • Hydrogen Bond Acceptor Count: 6
  • Heavy Atom Count: 15
  • Rotatable Bond Count: 2
  • Complexity: 193
  • 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: 81.5?2

B-[2-(1-piperazinyl)-5-pyrimidinyl]-Boronic acid Pricemore >>

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Additional information on B-[2-(1-piperazinyl)-5-pyrimidinyl]-Boronic acid

Professional Introduction to B-[2-(1-piperazinyl)-5-pyrimidinyl]-Boronic Acid (CAS No. 1176001-52-7)

B-[2-(1-piperazinyl)-5-pyrimidinyl]-Boronic acid is a highly specialized organic compound that has garnered significant attention in the field of pharmaceutical research and development. This compound, identified by its Chemical Abstracts Service (CAS) number CAS No. 1176001-52-7, is a boronic acid derivative featuring a unique structural configuration that makes it particularly valuable for various biochemical applications. Boronic acids are well-known for their ability to form reversible covalent bonds with diols, a property that has been leveraged in the design of drugs, catalysts, and diagnostic agents.

The molecular structure of B-[2-(1-piperazinyl)-5-pyrimidinyl]-Boronic acid consists of a pyrimidine ring substituted with a piperazine moiety at the 2-position and a boronic acid group at the 5-position. This arrangement not only contributes to its distinct chemical reactivity but also enhances its solubility and bioavailability, making it an attractive candidate for medicinal chemistry applications. The presence of the piperazine group, in particular, is noteworthy as it is frequently incorporated into pharmaceuticals due to its ability to modulate biological pathways and improve drug binding affinity.

In recent years, there has been a surge in research focused on boronic acid derivatives due to their potential as therapeutic agents. The ability of boronic acids to interact with biological molecules has led to their exploration in the development of antiviral, anticancer, and anti-inflammatory drugs. For instance, the compound B-[2-(1-piperazinyl)-5-pyrimidinyl]-Boronic acid has been investigated for its potential role in inhibiting enzymes that are overexpressed in certain diseases. Its unique structural features allow it to selectively bind to target proteins, thereby modulating cellular processes and potentially treating a variety of conditions.

One of the most compelling aspects of this compound is its versatility in synthetic chemistry. The boronic acid functional group serves as a versatile handle for further derivatization, enabling researchers to create a wide array of analogs with tailored properties. This flexibility has been exploited in the development of novel drug candidates where precise molecular modifications can significantly impact biological activity. The piperazine moiety further enhances this versatility by providing additional sites for chemical manipulation, allowing for the creation of compounds with enhanced pharmacokinetic profiles.

The latest advancements in computational chemistry and molecular modeling have further accelerated the discovery and optimization of compounds like B-[2-(1-piperazinyl)-5-pyrimidinyl]-Boronic acid. These tools have enabled researchers to predict the binding interactions of this compound with biological targets with remarkable accuracy, thereby streamlining the drug discovery process. By leveraging these computational methods, scientists can identify promising lead compounds more efficiently and reduce the time and cost associated with traditional screening approaches.

Moreover, the growing interest in green chemistry principles has prompted researchers to explore sustainable synthetic routes for boronic acid derivatives. The development of environmentally friendly methods for producing compounds like B-[2-(1-piperazinyl)-5-pyrimidinyl]-Boronic acid is not only economically beneficial but also aligns with global efforts to minimize environmental impact. Techniques such as catalytic asymmetric synthesis and solvent-free reactions have been increasingly adopted, reflecting a shift towards more sustainable practices in pharmaceutical manufacturing.

The therapeutic potential of B-[2-(1-piperazinyl)-5-pyrimidinyl]-Boronic acid extends beyond its use as an intermediate in drug synthesis. It has also been explored as a standalone therapeutic agent due to its ability to interact with key biological pathways. For example, studies have shown that this compound can modulate enzyme activity involved in inflammation and cell proliferation, making it a promising candidate for treating chronic diseases. Additionally, its ability to cross cell membranes suggests potential applications in drug delivery systems where targeted action is essential.

The synthesis of B-[2-(1-piperazinyl)-5-pyrimidinyl]-Boronic acid involves multi-step organic reactions that require careful optimization to ensure high yield and purity. Recent improvements in synthetic methodologies have enabled more efficient production processes, reducing both costs and environmental impact. These advancements are crucial for translating laboratory discoveries into viable therapeutics that can reach patients in need. By refining synthetic routes, researchers can produce this compound on scales suitable for clinical trials and commercialization.

The role of boronic acids in diagnostic applications cannot be overlooked either. Their unique reactivity allows them to be incorporated into probes and imaging agents that can detect specific biomolecules associated with diseases. For instance, derivatives of B-[2-(1-piperazinyl)-5-pyrimidinyl]-Boronic acid have been used in bioimaging techniques to visualize tumor cells or infected tissues with high precision. This capability holds significant promise for early disease detection and monitoring treatment efficacy.

In conclusion, B-[2-(1-piperazinyl)-5-pyrimidinyl]-Boronic acid (CAS No. 1176001-52-7) represents a fascinating compound with broad applications in pharmaceutical research and beyond. Its unique structural features, combined with its reactivity and versatility, make it an invaluable tool for drug discovery and development. As research continues to uncover new therapeutic possibilities and sustainable synthetic methods, this compound is poised to play an increasingly important role in addressing some of today's most pressing medical challenges.

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